Boston Area Search Results

Beautiful sunsets, an amazing backyard, and extensive updates create an inviting place to call home in Warren Woods, one of Upton’s most desirable neighborhoods. Offering four bedrooms, two full baths, and two half baths, this thoughtfully improved home combines generous living spaces with town water, natural gas, and convenient access to major routes. The expansive family room is a standout, with soaring cathedral ceilings and a fireplace that brings warmth and character to everything from quiet evenings to lively gatherings. An updated kitchen, spacious bedrooms, and a dedicated office offer comfortable spaces for everyday living, working, and entertaining. The finished basement adds even more versatility, with room for recreation, hobbies, or relaxing, plus a conveniently added half bath. Outside, a beautiful backyard invites you to unwind and enjoy the natural surroundings. Composite decking and a lovely patio provide welcoming spaces for outdoor dining, summer get-togethers, and taking in the sunset, creating a picturesque backdrop. Numerous improvements reflect the care invested throughout the home. In 2026, three bedrooms, the office, foyer, and hallway were freshly painted, and all hardwood flooring was refinished. Additional updates since 2020 include kitchen improvements, new vinyl windows and sliders, replacement carpeting in the bedrooms and office, a new front door, and granite front steps. A new electrical panel, updated switches and outlets throughout, added air-conditioning, and LeafGuard gutters enhance everyday comfort and convenience. The exterior has also been repainted, completing the home’s refreshed appearance. With its sought-after neighborhood setting, inviting indoor and outdoor spaces, and thoughtful improvements, this Warren Woods home is ready for its next chapter.

4 Beds ⋅ 4 Baths ⋅ NEW Status ⋅ 73595051 MLS ⋅ 2,572 SqFt.

Beautiful sunsets, an amazing backyard, and extensive updates create an inviting place to call home in Warren Woods, one of Upton’s most desirable neighborhoods. Offering four bedrooms, two full baths, and two half baths, this thoughtfully improved home combines generous living spaces with town water, natural gas, and convenient access to major routes. The expansive family room is a standout, with soaring cathedral ceilings and a fireplace that brings warmth and character to everything from quiet evenings to lively gatherings. An updated kitchen, spacious bedrooms, and a dedicated office offer comfortable spaces for everyday living, working, and entertaining. The finished basement adds even more versatility, with room for recreation, hobbies, or relaxing, plus a conveniently added half bath. Outside, a beautiful backyard invites you to unwind and enjoy the natural surroundings. Composite decking and a lovely patio provide welcoming spaces for outdoor dining, summer get-togethers, and taking in the sunset, creating a picturesque backdrop. Numerous improvements reflect the care invested throughout the home. In 2026, three bedrooms, the office, foyer, and hallway were freshly painted, and all hardwood flooring was refinished. Additional updates since 2020 include kitchen improvements, new vinyl windows and sliders, replacement carpeting in the bedrooms and office, a new front door, and granite front steps. A new electrical panel, updated switches and outlets throughout, added air-conditioning, and LeafGuard gutters enhance everyday comfort and convenience. The exterior has also been repainted, completing the home’s refreshed appearance. With its sought-after neighborhood setting, inviting indoor and outdoor spaces, and thoughtful improvements, this Warren Woods home is ready for its next chapter.

9 Jonathans Way, Upton

$1,499,999

Location Location Location!! Perched up on a hill overlooking Pratt Pond. Steps away from Kiwanis Beach Park and a public beach with baseball+soccer fields, tennis, pickleball+basketball courts. Featuring an open concept kitchen/family room, with an oversized island, family room with 20' ceiling height, flexibility with a 1st floor primary and a private office. 2nd floor features the other 4 bedrooms, all en-suite including a jack-n-jill. Retreat to an oversized master bedroom with his and hers walk-in closets and a spa like bathroom. Laundry room conveniently on the 2nd floor.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73594520 MLS ⋅ 3,875 SqFt.

Location Location Location!! Perched up on a hill overlooking Pratt Pond. Steps away from Kiwanis Beach Park and a public beach with baseball+soccer fields, tennis, pickleball+basketball courts. Featuring an open concept kitchen/family room, with an oversized island, family room with 20' ceiling height, flexibility with a 1st floor primary and a private office. 2nd floor features the other 4 bedrooms, all en-suite including a jack-n-jill. Retreat to an oversized master bedroom with his and hers walk-in closets and a spa like bathroom. Laundry room conveniently on the 2nd floor.

9 Kiwanis Beach Rd, Upton

$1,200,000

Your own backyard retreat awaits at 30 Juniper Road. Set on nearly three private acres in Upton’s Taft Mill Estates, this custom-designed home pairs exceptional outdoor living with an expansive layout and extensive recent improvements. A brick-front farmer’s porch creates a memorable welcome, opening to inviting spaces with clear maple flooring throughout the first floor, a beautifully appointed cook’s kitchen, and an open flow ideal for gathering and entertaining. Four bedrooms and 3½ baths offers room to spread out, while the spacious primary bedroom includes an exercise area. The finished daylight walkout lower level adds versatile space for recreation, hobbies, or entertaining. Fresh neutral interior paint and new carpeting, completed in October 2026, give the home a beautifully refreshed feel. The backyard is the showstopper: professionally landscaped grounds, manicured lawn, surrounding woodlands, and a gorgeous inground pool framed by stamped concrete. Enjoy summer afternoons by the water, dinner on the composite deck, or quiet mornings in the enclosed rear porch overlooking this remarkable setting. Installed in 2012, the pool received a new heater and salt cell in 2026, and the pool deck was resealed that August. Significant 2026 improvements include a new main roof and front porch roof, generator, water softener, emergency water shut-off, and upgraded irrigation with a rain sensor. The driveway was sealed in September, complementing the season’s professional landscaping. Additional updates include the A/C system in 2019, well pump in 2023, and garage door openers in 2024. Yard fencing, an electronic dog fence serviced in 2026, and a composite deck round out the outdoor amenities. From its welcoming porch and custom details to its thoughtfully maintained grounds and exceptional poolside setting, this home offers space to entertain, room to unwind, and the privacy of an estate-size lot—all in a beautiful Upton neighborhood.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73592698 MLS ⋅ 4,465 SqFt.

Your own backyard retreat awaits at 30 Juniper Road. Set on nearly three private acres in Upton’s Taft Mill Estates, this custom-designed home pairs exceptional outdoor living with an expansive layout and extensive recent improvements. A brick-front farmer’s porch creates a memorable welcome, opening to inviting spaces with clear maple flooring throughout the first floor, a beautifully appointed cook’s kitchen, and an open flow ideal for gathering and entertaining. Four bedrooms and 3½ baths offers room to spread out, while the spacious primary bedroom includes an exercise area. The finished daylight walkout lower level adds versatile space for recreation, hobbies, or entertaining. Fresh neutral interior paint and new carpeting, completed in October 2026, give the home a beautifully refreshed feel. The backyard is the showstopper: professionally landscaped grounds, manicured lawn, surrounding woodlands, and a gorgeous inground pool framed by stamped concrete. Enjoy summer afternoons by the water, dinner on the composite deck, or quiet mornings in the enclosed rear porch overlooking this remarkable setting. Installed in 2012, the pool received a new heater and salt cell in 2026, and the pool deck was resealed that August. Significant 2026 improvements include a new main roof and front porch roof, generator, water softener, emergency water shut-off, and upgraded irrigation with a rain sensor. The driveway was sealed in September, complementing the season’s professional landscaping. Additional updates include the A/C system in 2019, well pump in 2023, and garage door openers in 2024. Yard fencing, an electronic dog fence serviced in 2026, and a composite deck round out the outdoor amenities. From its welcoming porch and custom details to its thoughtfully maintained grounds and exceptional poolside setting, this home offers space to entertain, room to unwind, and the privacy of an estate-size lot—all in a beautiful Upton neighborhood.

30 Juniper Rd, Upton

$859,900

ONE-OF-A-KIND LOG HOME RETREAT One owner! Set on nearly 4.5 private acres, this extraordinary 3-bedroom, 2.5-bath custom log home showcases rustic luxury, exceptional craftsmanship, and unforgettable character. Hand-peeled logs, two dramatic stone fireplaces featuring stones sourced from the property, radiant floor heating, and stunning wide yellow pine plank floors accented with antique nails create timeless warmth and charm. The kitchen features an impressive 8-burner chef’s stove, while the first-floor primary suite, sunroom, spacious living and dining areas, and open loft offer comfort and versatility. Upstairs are two additional bedrooms and a full bath with Jacuzzi tub. The finished lower level surprises with 10-foot ceilings, half bath, laundry, workshop, and a custom bookcase concealing a hidden room! Outside, enjoy professional landscaping, irrigation, privacy, and room to roam. Additional features include a 16x20 storage shed, 8x10 wood shed and a chicken coop complete with chickens. A rare opportunity to own a truly distinctive log home offering acreage, rustic elegance, and extraordinary details at every turn!

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73589810 MLS ⋅ 2,254 SqFt.

ONE-OF-A-KIND LOG HOME RETREAT One owner! Set on nearly 4.5 private acres, this extraordinary 3-bedroom, 2.5-bath custom log home showcases rustic luxury, exceptional craftsmanship, and unforgettable character. Hand-peeled logs, two dramatic stone fireplaces featuring stones sourced from the property, radiant floor heating, and stunning wide yellow pine plank floors accented with antique nails create timeless warmth and charm. The kitchen features an impressive 8-burner chef’s stove, while the first-floor primary suite, sunroom, spacious living and dining areas, and open loft offer comfort and versatility. Upstairs are two additional bedrooms and a full bath with Jacuzzi tub. The finished lower level surprises with 10-foot ceilings, half bath, laundry, workshop, and a custom bookcase concealing a hidden room! Outside, enjoy professional landscaping, irrigation, privacy, and room to roam. Additional features include a 16x20 storage shed, 8x10 wood shed and a chicken coop complete with chickens. A rare opportunity to own a truly distinctive log home offering acreage, rustic elegance, and extraordinary details at every turn!

55 Fiske Mill Rd, Upton

$449,900

Some photos are virtually staged for marketing purposes. This charming Colonial-style home blends timeless New England character with modern conveniences. The first floor features beautiful wide-plank wood floors in the living and dining rooms, along with a cozy fireplace that adds warmth and character. The updated kitchen boasts tile flooring, granite countertops, and stainless steel appliances. A full bathroom on the main level adds convenience. Upstairs, you'll find three bedrooms with wood flooring throughout, along with a newly updated full bathroom featuring tile floors and an expansive jetted tub-perfect for unwinding at the end of the day. Step outside onto the deck and relax while enjoying peaceful views of Warren Brook. With its classic charm, thoughtful updates, and inviting outdoor space, this home offers a wonderful blend of comfort and character.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589345 MLS ⋅ 1,450 SqFt.

Some photos are virtually staged for marketing purposes. This charming Colonial-style home blends timeless New England character with modern conveniences. The first floor features beautiful wide-plank wood floors in the living and dining rooms, along with a cozy fireplace that adds warmth and character. The updated kitchen boasts tile flooring, granite countertops, and stainless steel appliances. A full bathroom on the main level adds convenience. Upstairs, you'll find three bedrooms with wood flooring throughout, along with a newly updated full bathroom featuring tile floors and an expansive jetted tub-perfect for unwinding at the end of the day. Step outside onto the deck and relax while enjoying peaceful views of Warren Brook. With its classic charm, thoughtful updates, and inviting outdoor space, this home offers a wonderful blend of comfort and character.

6 Glen Ave, Upton

$1,175,000

If you have been looking for a new place to call "home" then welcome to 27 Dairy Dr in Upton. This beautifully appointed 4-bedroom, 3.5-bath home, with 4,116 sq/ft of exceptional space, thoughtful details, and a private backyard oasis is the one you have been waiting for. The main level features a first-floor office, chef’s kitchen with a large island, a formal dining room, living room with soaring ceiling and loads of natural light, elegant crown moldings, and beautiful architectural details. The second-floor features a spacious primary en suite along with 3 other generous size bedrooms and 2 full baths that offers a flexible layout perfect for multi-generational living, plus the laundry room adds everyday convenience. The finished basement provides versatile space for entertaining with a wet bar and media room area perfect for gaming, recreation and hobbies. Outside, enjoy an inground heated saltwater pool, hot tub and a private setting ideal for relaxing or entertaining. Additional highlights include a 3-car garage, 2 year old central heating and A/C system, and a new hot water tank installed in 2024. With scenic views out the front and tranquility in the private back yard this is truly an inviting home with space, comfort, and style throughout nestled in the amazing town of Upton and all it has to offer. Great commuter location with close proximity to 495 and the MA Pike, highly regarded school systems, and local amenities such as, award winning Shining Rock Golf Club, Kiwanis Beach and much more. Schedule your appointment today to start making your new memories.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73587562 MLS ⋅ 4,116 SqFt.

If you have been looking for a new place to call "home" then welcome to 27 Dairy Dr in Upton. This beautifully appointed 4-bedroom, 3.5-bath home, with 4,116 sq/ft of exceptional space, thoughtful details, and a private backyard oasis is the one you have been waiting for. The main level features a first-floor office, chef’s kitchen with a large island, a formal dining room, living room with soaring ceiling and loads of natural light, elegant crown moldings, and beautiful architectural details. The second-floor features a spacious primary en suite along with 3 other generous size bedrooms and 2 full baths that offers a flexible layout perfect for multi-generational living, plus the laundry room adds everyday convenience. The finished basement provides versatile space for entertaining with a wet bar and media room area perfect for gaming, recreation and hobbies. Outside, enjoy an inground heated saltwater pool, hot tub and a private setting ideal for relaxing or entertaining. Additional highlights include a 3-car garage, 2 year old central heating and A/C system, and a new hot water tank installed in 2024. With scenic views out the front and tranquility in the private back yard this is truly an inviting home with space, comfort, and style throughout nestled in the amazing town of Upton and all it has to offer. Great commuter location with close proximity to 495 and the MA Pike, highly regarded school systems, and local amenities such as, award winning Shining Rock Golf Club, Kiwanis Beach and much more. Schedule your appointment today to start making your new memories.

27 Dairy Dr, Upton

$649,000

A true home in the forest! Come visit this diamond in the rough and all it's potential, on the market for the first time after 50 years of original ownership. Set back over 100' from the road, this sprawling property is situated on a 2.5 acre tree-lined lot. Featuring 3 large bedrooms, 2 full baths and endless possibilities, all within nearly 2300 sq/ft of living space. Walk through the vaulted ceilings in the oversized great room, out to the massive cedar lined sunroom. Unfinished basement offers an additional 1100+ sq/ft with 7'7" ceilings...perfect for a bonus room, man cave, playroom, workshop, etc. Big ticket items like asphalt roof, wood frame Andersen windows, boiler, hot water heater and oil tank all replaced within 10 years. Seller to install new 3-bedroom septic prior to close. OH 10/9 from 5-7pm and 10/10 from 11-1pm. Don't miss out on this gem with great bones!

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73586877 MLS ⋅ 2,268 SqFt.

A true home in the forest! Come visit this diamond in the rough and all it's potential, on the market for the first time after 50 years of original ownership. Set back over 100' from the road, this sprawling property is situated on a 2.5 acre tree-lined lot. Featuring 3 large bedrooms, 2 full baths and endless possibilities, all within nearly 2300 sq/ft of living space. Walk through the vaulted ceilings in the oversized great room, out to the massive cedar lined sunroom. Unfinished basement offers an additional 1100+ sq/ft with 7'7" ceilings...perfect for a bonus room, man cave, playroom, workshop, etc. Big ticket items like asphalt roof, wood frame Andersen windows, boiler, hot water heater and oil tank all replaced within 10 years. Seller to install new 3-bedroom septic prior to close. OH 10/9 from 5-7pm and 10/10 from 11-1pm. Don't miss out on this gem with great bones!

23 Forest St, Upton

$410,000

Land, Location and Upside! Calling all investors, developers and DIYers! 23 North St in Upton is the value-add opportunity you've been waiting for. Priced at $410,000 and sold strictly as-is, this one is ready for your vision and some sweat equity. Set on a rare 5.8 acres, the property gives you options: renovate and restore the existing home, redevelop the site, or build new. The home was used as a multifamily, so you could rework the layout, reconfigure the space, or take it in a completely new direction. The land leaves plenty of room to expand the footprint, add outbuildings or garages, or create a private retreat set well apart from the neighbors, with the kind of privacy and space that's increasingly hard to find. Opportunities with this much land and upside don't come along often. Bring your vision, your contractor and your plans, and see what 23 North St can become. Schedule your showing today! Sold as-is. Buyer to perform own due diligence regarding zoning, permitted use, and development potential.

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584424 MLS ⋅ 2,424 SqFt.

Land, Location and Upside! Calling all investors, developers and DIYers! 23 North St in Upton is the value-add opportunity you've been waiting for. Priced at $410,000 and sold strictly as-is, this one is ready for your vision and some sweat equity. Set on a rare 5.8 acres, the property gives you options: renovate and restore the existing home, redevelop the site, or build new. The home was used as a multifamily, so you could rework the layout, reconfigure the space, or take it in a completely new direction. The land leaves plenty of room to expand the footprint, add outbuildings or garages, or create a private retreat set well apart from the neighbors, with the kind of privacy and space that's increasingly hard to find. Opportunities with this much land and upside don't come along often. Bring your vision, your contractor and your plans, and see what 23 North St can become. Schedule your showing today! Sold as-is. Buyer to perform own due diligence regarding zoning, permitted use, and development potential.

23 North St, Upton

$700,000

Welcome to 192 Westboro Rd, a beautifully maintained Upton home offering the perfect balance of modern comfort, classic character and a natural setting. Thoughtfully updated over the years, this move-in-ready home features an updated kitchen with quartz countertops, renovated baths, windows, stone hearth, hardwood flooring and a brand-new ducted heat pump providing efficient heating and cooling. Two spacious storage sheds, including a workshop, offer ample storage and versatile workspace. With thoughtful improvements throughout, there is so much to appreciate both inside and out. The setting is what makes this property truly unique. Conservation land surrounds the property, with Upton State Forest just across the street, offering miles of trails for hiking, mountain biking and cross-country skiing right outside your door. Enjoy fishing, kayaking and beautiful New England foliage, with Westborough Reservoir and Whitehall Reservoir both less than 10 minutes away. For commuters, the location offers convenient access to major routes and nearby communities, making it easy to enjoy privacy and nature while being connected to work, shopping, dining and everyday amenities. Enjoy the best of both worlds: a beautifully updated, move-in-ready home surrounded by nature, with outdoor recreation and convenient access. Come see all that 192 Westboro Rd has to offer.

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584356 MLS ⋅ 2,015 SqFt.

Welcome to 192 Westboro Rd, a beautifully maintained Upton home offering the perfect balance of modern comfort, classic character and a natural setting. Thoughtfully updated over the years, this move-in-ready home features an updated kitchen with quartz countertops, renovated baths, windows, stone hearth, hardwood flooring and a brand-new ducted heat pump providing efficient heating and cooling. Two spacious storage sheds, including a workshop, offer ample storage and versatile workspace. With thoughtful improvements throughout, there is so much to appreciate both inside and out. The setting is what makes this property truly unique. Conservation land surrounds the property, with Upton State Forest just across the street, offering miles of trails for hiking, mountain biking and cross-country skiing right outside your door. Enjoy fishing, kayaking and beautiful New England foliage, with Westborough Reservoir and Whitehall Reservoir both less than 10 minutes away. For commuters, the location offers convenient access to major routes and nearby communities, making it easy to enjoy privacy and nature while being connected to work, shopping, dining and everyday amenities. Enjoy the best of both worlds: a beautifully updated, move-in-ready home surrounded by nature, with outdoor recreation and convenient access. Come see all that 192 Westboro Rd has to offer.

192 Westboro Rd, Upton

$599,000

Discover the perfect blend of timeless character and modern convenience in this spacious 3-bedroom, 2-full-bath home set on more than 3 acres of private, classic grounds complete with traditional stone walls. With generously sized rooms, high ceilings, and a highly livable floor plan, this home offers plenty of space to relax, entertain, and enjoy the best of country living. The recently remodeled, oversized eat-in kitchen is truly the heart of the home, featuring a propane fireplace, grill/smoker, two ceiling fans, and ample room for gatherings. Numerous updates provide modern peace of mind, including newer windows, roof, exterior paint, and a Generac whole-house generator. The main level offers exceptional flexibility, with a spacious living room highlighted by a dramatic floor-to-ceiling stone fireplace, two additional bedrooms, a full bath, and a convenient laundry room. The inviting family room features a wood stove and opens directly to a 17.9' x 9.2' screened composite porch with cathedral ceiling and ceiling fan ~ the perfect spot for enjoying peaceful summer evenings. Just beyond, an additional 13' x 23' composite deck overlooks the stunning private yard, complete with fruit trees and mature plantings. Upstairs, the expansive primary bedroom provides a private retreat with its own ensuite bath and plenty of room to unwind. Additional features include an oil-fired boiler, Viessmann indirect hot water heater, updated electrical panel for the Generac generator, oversized parking, and an additional barn/garage/shed offering abundant storage and space for hobbies, equipment, or your favorite grown-up toys. Ideally located just minutes from Westborough Center and less than 10 miles from the Westborough MBTA station, this home offers the tranquility of a private 3+ acre setting with convenient access to commuting, shopping, dining, and everyday amenities. Experience your own slice of heaven in Upton, home to award-winning schools and a wonderful sense of community. Your next chapter—and perhaps the perfect place to be home for the holidays awaits!

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73581868 MLS ⋅ 1,496 SqFt.

Discover the perfect blend of timeless character and modern convenience in this spacious 3-bedroom, 2-full-bath home set on more than 3 acres of private, classic grounds complete with traditional stone walls. With generously sized rooms, high ceilings, and a highly livable floor plan, this home offers plenty of space to relax, entertain, and enjoy the best of country living. The recently remodeled, oversized eat-in kitchen is truly the heart of the home, featuring a propane fireplace, grill/smoker, two ceiling fans, and ample room for gatherings. Numerous updates provide modern peace of mind, including newer windows, roof, exterior paint, and a Generac whole-house generator. The main level offers exceptional flexibility, with a spacious living room highlighted by a dramatic floor-to-ceiling stone fireplace, two additional bedrooms, a full bath, and a convenient laundry room. The inviting family room features a wood stove and opens directly to a 17.9' x 9.2' screened composite porch with cathedral ceiling and ceiling fan ~ the perfect spot for enjoying peaceful summer evenings. Just beyond, an additional 13' x 23' composite deck overlooks the stunning private yard, complete with fruit trees and mature plantings. Upstairs, the expansive primary bedroom provides a private retreat with its own ensuite bath and plenty of room to unwind. Additional features include an oil-fired boiler, Viessmann indirect hot water heater, updated electrical panel for the Generac generator, oversized parking, and an additional barn/garage/shed offering abundant storage and space for hobbies, equipment, or your favorite grown-up toys. Ideally located just minutes from Westborough Center and less than 10 miles from the Westborough MBTA station, this home offers the tranquility of a private 3+ acre setting with convenient access to commuting, shopping, dining, and everyday amenities. Experience your own slice of heaven in Upton, home to award-winning schools and a wonderful sense of community. Your next chapter—and perhaps the perfect place to be home for the holidays awaits!

15 North St, Upton

$1,099,000

Be the first to call this exceptional new-construction Colonial home! Ideally situated near the heart of downtown Upton, this 2,889 -square-foot residence pairs timeless farmhouse charm with modern finishes and a flexible layout designed for today’s lifestyle. Enjoy the character of small-town living with convenient access to Upton’s town beach, parks, library, post office, local shops, and even your morning coffee at Dunkin’. Step inside to discover beautiful hardwood flooring, elegant crown molding, and custom details that make this home feel truly special. At the heart of the home is a showstopping kitchen featuring quartz countertops, a dramatic waterfall island, a gas range, and a walk-in pantry with custom shelving. Whether you’re hosting a holiday celebration or enjoying a quiet morning at the island, this is a space designed for gathering. The kitchen opens directly to the patio, creating an effortless connection for outdoor dining, entertaining, or simply unwinding at the end of the day. The inviting living room is anchored by a fireplace and custom built-in shelving, adding warmth, character, and a polished finishing touch. Upstairs, you’ll find three beautifully appointed bedrooms, including a serene primary suite with a spacious walk-in tiled shower. Decorative tile elevates the bathrooms, while custom built-in shelving in every bedroom adds both style and practical storage. The finished lower level expands the possibilities with a fourth bedroom, full bathroom, and kitchenette. This versatile space is ideal for an au pair suite, home gym, media room, home office, or can accommodate overnight guests, multigenerational living, or a private retreat. Even the garage reflects the same attention to detail found throughout the residence. The garage features durable waterproof flooring and has is a dedicated EV electrical outlet in place for electric-vehicle charging—an intentional modern amenity designed for the future of luxury homeownership. With four bedrooms, four-and-a-half bathrooms, thoughtful craftsmanship, and spaces created for both everyday comfort and memorable occasions, this stunning home offers the opportunity to enjoy brand-new construction and the welcoming lifestyle that makes Upton such a special place to call home.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73580900 MLS ⋅ 2,889 SqFt.

Be the first to call this exceptional new-construction Colonial home! Ideally situated near the heart of downtown Upton, this 2,889 -square-foot residence pairs timeless farmhouse charm with modern finishes and a flexible layout designed for today’s lifestyle. Enjoy the character of small-town living with convenient access to Upton’s town beach, parks, library, post office, local shops, and even your morning coffee at Dunkin’. Step inside to discover beautiful hardwood flooring, elegant crown molding, and custom details that make this home feel truly special. At the heart of the home is a showstopping kitchen featuring quartz countertops, a dramatic waterfall island, a gas range, and a walk-in pantry with custom shelving. Whether you’re hosting a holiday celebration or enjoying a quiet morning at the island, this is a space designed for gathering. The kitchen opens directly to the patio, creating an effortless connection for outdoor dining, entertaining, or simply unwinding at the end of the day. The inviting living room is anchored by a fireplace and custom built-in shelving, adding warmth, character, and a polished finishing touch. Upstairs, you’ll find three beautifully appointed bedrooms, including a serene primary suite with a spacious walk-in tiled shower. Decorative tile elevates the bathrooms, while custom built-in shelving in every bedroom adds both style and practical storage. The finished lower level expands the possibilities with a fourth bedroom, full bathroom, and kitchenette. This versatile space is ideal for an au pair suite, home gym, media room, home office, or can accommodate overnight guests, multigenerational living, or a private retreat. Even the garage reflects the same attention to detail found throughout the residence. The garage features durable waterproof flooring and has is a dedicated EV electrical outlet in place for electric-vehicle charging—an intentional modern amenity designed for the future of luxury homeownership. With four bedrooms, four-and-a-half bathrooms, thoughtful craftsmanship, and spaces created for both everyday comfort and memorable occasions, this stunning home offers the opportunity to enjoy brand-new construction and the welcoming lifestyle that makes Upton such a special place to call home.

91 High, Upton

$1,165,000

Welcome to the Preserve at Lake Wildwood. Stately ,4BR, 3.5BA Center Hall Colonial featuring 4,000+ sq ft of living space in a desirable suburban neighborhood. Set at the beginning of a cul de sac this grand two-story foyer opens to formal living and dining rooms. Gourmet eat-in kitchen with center island and stainless steel appliances flows into an expansive family room with gas fireplace and remote start. Main level also features a private home office. Upstairs, the primary suite offers a walk-in closet and office area and a spa bath with a jetted tub and double vanity, alongside 3 additional generous bedrooms and laundry room The finished walk-out basement includes a bonus room and flexible space for entertaining, recreation and fitness. Step outside to an impressive outdoor gathering space complete with patio and pergola overlooking a private yard with an oversized storage shed. Includes multi-car attached garage, central A/C, and hardwood floors. Conveniently located near top-rated schools, shopping, and commuter routes. $20,000 SELLER CREDIT to buyer for closing costs, prepaid or rates buy down.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73579210 MLS ⋅ 4,843 SqFt.

Welcome to the Preserve at Lake Wildwood. Stately ,4BR, 3.5BA Center Hall Colonial featuring 4,000+ sq ft of living space in a desirable suburban neighborhood. Set at the beginning of a cul de sac this grand two-story foyer opens to formal living and dining rooms. Gourmet eat-in kitchen with center island and stainless steel appliances flows into an expansive family room with gas fireplace and remote start. Main level also features a private home office. Upstairs, the primary suite offers a walk-in closet and office area and a spa bath with a jetted tub and double vanity, alongside 3 additional generous bedrooms and laundry room The finished walk-out basement includes a bonus room and flexible space for entertaining, recreation and fitness. Step outside to an impressive outdoor gathering space complete with patio and pergola overlooking a private yard with an oversized storage shed. Includes multi-car attached garage, central A/C, and hardwood floors. Conveniently located near top-rated schools, shopping, and commuter routes. $20,000 SELLER CREDIT to buyer for closing costs, prepaid or rates buy down.

3 Dairy Drive, Upton

$1,099,000

Located in the exclusive Glen Echo Estates community in Upton, this impressive 2008-built Colonial showcases an ideal lot & yard all within a tranquil neighborhood setting. As you move inside the home, you are greeted by a regal two-story foyer, which receives fantastic morning sunlight via an Eastern Exposure. The sunlight reflects beautifully off the oak hardwood floors that extend throughout the first floor, leading past a dedicated home office behind private French doors. The formal dining room offers classic entertaining space, while the eat-in kitchen serves as the heart of the home, equipped with granite countertops, a center island, induction cooking, vent hood, kitchen desk, plenty of cabinetry, and upgraded appliances replaced in 2020. Seamlessly connected to the kitchen is a sizable family room featuring hardwood floors installed in 2022, as well as a bright Florida room with sliders leading outdoors. Upstairs, you will find second-floor hardwoods added in 2022, a full laundry room with 2020 washer/dryer, a full bathroom, three bedrooms, and the primary suite—notable for its generous size, walk-in closet, and spacious bath. The lower level features a fully finished basement (2019) complete with a built-in bar, bonus area, versatile living and entertaining space, and separate storage. Outside, the property truly shines with a full-yard irrigation system installed in 2020. Beautiful stonework and pavers lead to a nicely sized deck, a custom patio build, and a spacious 10x18 shed added in 2018. Mature trees line the rear for privacy, while the front yard offers a perfect setback with a three-car garage providing ample parking and storage. All located near Upton State Forest, local farms, restaurants, and convenient commuting options along the Westborough line.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73578851 MLS ⋅ 4,146 SqFt.

Located in the exclusive Glen Echo Estates community in Upton, this impressive 2008-built Colonial showcases an ideal lot & yard all within a tranquil neighborhood setting. As you move inside the home, you are greeted by a regal two-story foyer, which receives fantastic morning sunlight via an Eastern Exposure. The sunlight reflects beautifully off the oak hardwood floors that extend throughout the first floor, leading past a dedicated home office behind private French doors. The formal dining room offers classic entertaining space, while the eat-in kitchen serves as the heart of the home, equipped with granite countertops, a center island, induction cooking, vent hood, kitchen desk, plenty of cabinetry, and upgraded appliances replaced in 2020. Seamlessly connected to the kitchen is a sizable family room featuring hardwood floors installed in 2022, as well as a bright Florida room with sliders leading outdoors. Upstairs, you will find second-floor hardwoods added in 2022, a full laundry room with 2020 washer/dryer, a full bathroom, three bedrooms, and the primary suite—notable for its generous size, walk-in closet, and spacious bath. The lower level features a fully finished basement (2019) complete with a built-in bar, bonus area, versatile living and entertaining space, and separate storage. Outside, the property truly shines with a full-yard irrigation system installed in 2020. Beautiful stonework and pavers lead to a nicely sized deck, a custom patio build, and a spacious 10x18 shed added in 2018. Mature trees line the rear for privacy, while the front yard offers a perfect setback with a three-car garage providing ample parking and storage. All located near Upton State Forest, local farms, restaurants, and convenient commuting options along the Westborough line.

32 Howarth Dr, Upton

$449,000

Custom built in 1980 for members of a long term, multigenerational Upton family. This expanded ranch will now change hands for the first time! This home features 4 bedrooms and 2 full baths spread out over close to 1,400 sq. ft. Perfectly set off the road on a 25,000+ sq. ft. level lot, this home features a private primary bedroom with its own full bath and jacuzzi tub and direct access to its own deck. The expanded kitchen and dining area also offer access to an additional large deck. Another 3 bedrooms and full bath round out the remainder of the main level. The lower level of this home is perfectly set up for future expansion of your choosing. The benefits of Upton are numerous: Pratt Pond, easy proximity to 495 and great schools to name a few. This is a fantastic opportunity to buy a solid home in a great community!

4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73577739 MLS ⋅ 1,392 SqFt.

Custom built in 1980 for members of a long term, multigenerational Upton family. This expanded ranch will now change hands for the first time! This home features 4 bedrooms and 2 full baths spread out over close to 1,400 sq. ft. Perfectly set off the road on a 25,000+ sq. ft. level lot, this home features a private primary bedroom with its own full bath and jacuzzi tub and direct access to its own deck. The expanded kitchen and dining area also offer access to an additional large deck. Another 3 bedrooms and full bath round out the remainder of the main level. The lower level of this home is perfectly set up for future expansion of your choosing. The benefits of Upton are numerous: Pratt Pond, easy proximity to 495 and great schools to name a few. This is a fantastic opportunity to buy a solid home in a great community!

68 School St, Upton

$649,900

Welcome to this charming 3-bedroom, 1.5-bath Colonial ideally situated in a desirable neighborhood with an unbeatable in-town location. Just moments from the local High School and Vocational School, the home offers convenient access to the schools' expansive fields for recreation, walking, track and outdoor activities. Inside, the main level features a bright, open kitchen and dining area that flows seamlessly into a comfortable living room anchored by a fireplace with a wood-burning insert, providing warmth throughout the home. Kitchen offers ample cabinet space, granite counter-tops, hardwood flooring and stainless steel appliances. A versatile first-floor room adds flexibility — currently used as a home office yet well-suited to serve as a formal dining room. A thoughtfully added mudroom off the garage entry provides abundant closet space, an updated half bath, and conveniently houses the laundry. Upstairs there are three bedrooms and a spacious full bathroom. Primary bedroom has 2 walk in closets. The finished, heated lower-level family room offers additional living and recreation space, with added shelving providing ample storage alongside this inviting retreat. Rounding out the property is an attached two-car garage equipped with MyQ smart garage door openers and a private backyard with added patio and a shed. Less than 5 miles to Rt. 495 - Don't miss your chance with this wonderful opportunity!

3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73571939 MLS ⋅ 1,806 SqFt.

Welcome to this charming 3-bedroom, 1.5-bath Colonial ideally situated in a desirable neighborhood with an unbeatable in-town location. Just moments from the local High School and Vocational School, the home offers convenient access to the schools' expansive fields for recreation, walking, track and outdoor activities. Inside, the main level features a bright, open kitchen and dining area that flows seamlessly into a comfortable living room anchored by a fireplace with a wood-burning insert, providing warmth throughout the home. Kitchen offers ample cabinet space, granite counter-tops, hardwood flooring and stainless steel appliances. A versatile first-floor room adds flexibility — currently used as a home office yet well-suited to serve as a formal dining room. A thoughtfully added mudroom off the garage entry provides abundant closet space, an updated half bath, and conveniently houses the laundry. Upstairs there are three bedrooms and a spacious full bathroom. Primary bedroom has 2 walk in closets. The finished, heated lower-level family room offers additional living and recreation space, with added shelving providing ample storage alongside this inviting retreat. Rounding out the property is an attached two-car garage equipped with MyQ smart garage door openers and a private backyard with added patio and a shed. Less than 5 miles to Rt. 495 - Don't miss your chance with this wonderful opportunity!

4 Florence Cir, Upton

$1,079,000

Pride of ownership abounds at this exceptional 4-bedroom, 3.5 bath custom contemporary home set on 3.50 beautifully maintained acres offering privacy and endless opportunities to enjoy the outdoors. Enter through the two-story foyer and be greeted by sunlight pouring into the home through an abundance of windows, skylights, and sliders creating a bright and welcoming atmosphere throughout. The kitchen includes two pantry closets, Sub Zero refrigerator and stylish concrete sink and flows to a step-down dining/living area with gorgeous stone fireplace and slider access to the peaceful screened in porch and amazing deck. A laundry room, half bath and vaulted ceiling living room with French doors complete the floor. Upstairs a large bedroom with en-suite bath acts as a second primary and is complemented by two additional bedrooms and full bath on the way to the huge primary bedroom with vaulted ceilings, double closets, a separate room currently being used as a makeup area and an exquisite bathroom with jetted tub and separate shower. The walk out lower level includes a climate controlled wine cellar and access to the heated two car garage. Outdoor living is truly a highlight, with a beautiful stone patio featuring a pizza oven, pergola and a fire pit, plus a deck with newer composite decking and railings and high end built-in grill and additional pergola—perfect for entertaining, dining, or relaxing. Additional features include a new roof with solar panels, a beautifully repaved driveway with a distinctive paver border, and lushly landscaped grounds. With its combination of generous living space, unique amenities, and spectacular indoor-outdoor living, this Upton property offers a rare opportunity to enjoy comfort, in a serene environment yet only a short distance to Routes 495 and 90 and the shops and restaurants nearby.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73574514 MLS ⋅ 3,350 SqFt.

Pride of ownership abounds at this exceptional 4-bedroom, 3.5 bath custom contemporary home set on 3.50 beautifully maintained acres offering privacy and endless opportunities to enjoy the outdoors. Enter through the two-story foyer and be greeted by sunlight pouring into the home through an abundance of windows, skylights, and sliders creating a bright and welcoming atmosphere throughout. The kitchen includes two pantry closets, Sub Zero refrigerator and stylish concrete sink and flows to a step-down dining/living area with gorgeous stone fireplace and slider access to the peaceful screened in porch and amazing deck. A laundry room, half bath and vaulted ceiling living room with French doors complete the floor. Upstairs a large bedroom with en-suite bath acts as a second primary and is complemented by two additional bedrooms and full bath on the way to the huge primary bedroom with vaulted ceilings, double closets, a separate room currently being used as a makeup area and an exquisite bathroom with jetted tub and separate shower. The walk out lower level includes a climate controlled wine cellar and access to the heated two car garage. Outdoor living is truly a highlight, with a beautiful stone patio featuring a pizza oven, pergola and a fire pit, plus a deck with newer composite decking and railings and high end built-in grill and additional pergola—perfect for entertaining, dining, or relaxing. Additional features include a new roof with solar panels, a beautifully repaved driveway with a distinctive paver border, and lushly landscaped grounds. With its combination of generous living space, unique amenities, and spectacular indoor-outdoor living, this Upton property offers a rare opportunity to enjoy comfort, in a serene environment yet only a short distance to Routes 495 and 90 and the shops and restaurants nearby.

165 East St, Upton

$974,900

Siting majestically in one of Upton's most desired neighborhoods, this gorgeous Colonial commands attention with its gracious presence, impressive scale and beautifully designed spaces. Step through the soaring two story foyer and into a home created for memorable living and effortless entertaining. The wonderful kitchen is a culinary delight, complete with a generous island, gourmet appliances with large cooktop, double wall oven, and charming banquette seating that invites everyone to gather. Just beyond, the dramatic cathedral family room is anchored by a beautiful fireplace, creating an incredible backdrop for holiday mornings, celebrations and evenings spent fireside. An oversized dining room elevates every occasion, from elegant dinners to treasured nights gathered with family and friends. The fabulous three season porch offers a front row seat to nature and a peaceful escape to enjoy morning coffee, quiet afternoons or evenings overlooking the beautiful surroundings. Upstairs, the oversized primary retreat feels wonderfully indulgent, featuring a beautiful window seat made for curling up with a favorite book and enjoying a rare quiet moment. The luxurious primary bath completes the experience with a spacious walk in shower and oversized Jacuzzi tub worthy of a private spa. And there is still more to imagine. A huge walkout basement offers exceptional potential for future living space, entertaining areas, a fitness room or whatever comes next. Impressive yet inviting, elegant without feeling untouchable, this is a home designed for the moments that matter and a truly special opportunity in one of Upton's most coveted settings.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73573687 MLS ⋅ 3,332 SqFt.

Siting majestically in one of Upton's most desired neighborhoods, this gorgeous Colonial commands attention with its gracious presence, impressive scale and beautifully designed spaces. Step through the soaring two story foyer and into a home created for memorable living and effortless entertaining. The wonderful kitchen is a culinary delight, complete with a generous island, gourmet appliances with large cooktop, double wall oven, and charming banquette seating that invites everyone to gather. Just beyond, the dramatic cathedral family room is anchored by a beautiful fireplace, creating an incredible backdrop for holiday mornings, celebrations and evenings spent fireside. An oversized dining room elevates every occasion, from elegant dinners to treasured nights gathered with family and friends. The fabulous three season porch offers a front row seat to nature and a peaceful escape to enjoy morning coffee, quiet afternoons or evenings overlooking the beautiful surroundings. Upstairs, the oversized primary retreat feels wonderfully indulgent, featuring a beautiful window seat made for curling up with a favorite book and enjoying a rare quiet moment. The luxurious primary bath completes the experience with a spacious walk in shower and oversized Jacuzzi tub worthy of a private spa. And there is still more to imagine. A huge walkout basement offers exceptional potential for future living space, entertaining areas, a fitness room or whatever comes next. Impressive yet inviting, elegant without feeling untouchable, this is a home designed for the moments that matter and a truly special opportunity in one of Upton's most coveted settings.

27 Juniper Road, Upton

$569,000

LENDER FUNDED RATE BUY DOWN Offered on this property will help lower your monthly payments. Welcomes om this this charming Colonial Style home, offering warmth, character, and modern comfort throughout. The inviting open floor plan creates a seamless flow between the living, dining, and kitchen areas, making the home feel spacious and welcoming. Beautiful hardwood flooring runs throughout the home. The living room is complemented by a cozy fireplace with an elegant marble surround. The kitchen features Stainless Steele appliances, durable granite countertops, and a breakfast bar, flowing naturally to the main living spaces, perfect for everyday living and entertaining.On the second floor you will find three generously sized bedrooms all with hard-wood flooring. The bathroom offers a double-bowl vanity for added convenience and functionality. This delightful property combines charm, functionality, and thoughtful updates in a comfortable and convenient setting. Central air conditioning provides year-round comfort.The finished lower level of the home offers an ideal space to gather to watch a movie, the big game, or just a place for quiet time. Private deck overlooking a fenced in back yard, complete with a firepit. One car garage and a circular driveway add to the overall comfort of this home While the home's classic colonial design adds timeless appeal its location provides easy access to major highways, all for under $600,000. Seller will entertain all offers.

3 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73573230 MLS ⋅ 1,556 SqFt.

LENDER FUNDED RATE BUY DOWN Offered on this property will help lower your monthly payments. Welcomes om this this charming Colonial Style home, offering warmth, character, and modern comfort throughout. The inviting open floor plan creates a seamless flow between the living, dining, and kitchen areas, making the home feel spacious and welcoming. Beautiful hardwood flooring runs throughout the home. The living room is complemented by a cozy fireplace with an elegant marble surround. The kitchen features Stainless Steele appliances, durable granite countertops, and a breakfast bar, flowing naturally to the main living spaces, perfect for everyday living and entertaining.On the second floor you will find three generously sized bedrooms all with hard-wood flooring. The bathroom offers a double-bowl vanity for added convenience and functionality. This delightful property combines charm, functionality, and thoughtful updates in a comfortable and convenient setting. Central air conditioning provides year-round comfort.The finished lower level of the home offers an ideal space to gather to watch a movie, the big game, or just a place for quiet time. Private deck overlooking a fenced in back yard, complete with a firepit. One car garage and a circular driveway add to the overall comfort of this home While the home's classic colonial design adds timeless appeal its location provides easy access to major highways, all for under $600,000. Seller will entertain all offers.

40 Hartford Ave N, Upton

$499,000

After being cherished by the same family for approximately 170 years, 15 West Main Street presents an extraordinary opportunity to become the next steward of a truly special historic property. Known as the Arba Thayer Wood House and Barn, this distinguished homestead was built in 1855 by Arba Thayer Wood and retains the character, craftsmanship, and gracious proportions of a bygone era. Rich with history and remarkably preserved original details, the property is ideally suited for an antique home enthusiast, preservationist, or skilled restorer with the vision to thoughtfully renovate and bring this significant residence into its next chapter. Seller has installed a new 4 bedroom Septic System. The property is being sold in AS-IS condition. Buyers and buyers' agents are responsible for performing their own due diligence regarding the property, its condition, systems, permitted uses, renovation requirements, historical significance, and any other matters important to them. Other than new septic and town water, Seller makes no representations of any type or kind as to condition.

3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73569379 MLS ⋅ 3,217 SqFt.

After being cherished by the same family for approximately 170 years, 15 West Main Street presents an extraordinary opportunity to become the next steward of a truly special historic property. Known as the Arba Thayer Wood House and Barn, this distinguished homestead was built in 1855 by Arba Thayer Wood and retains the character, craftsmanship, and gracious proportions of a bygone era. Rich with history and remarkably preserved original details, the property is ideally suited for an antique home enthusiast, preservationist, or skilled restorer with the vision to thoughtfully renovate and bring this significant residence into its next chapter. Seller has installed a new 4 bedroom Septic System. The property is being sold in AS-IS condition. Buyers and buyers' agents are responsible for performing their own due diligence regarding the property, its condition, systems, permitted uses, renovation requirements, historical significance, and any other matters important to them. Other than new septic and town water, Seller makes no representations of any type or kind as to condition.

15 W Main St, Upton

$779,900

Beautifully updated Dutch-style colonial on nearly 2 acres offers, space, charm and functionality. The home includes an ADU with separate entrance for growing families or friends with it's own living room, kitchen, bedroom, full bath and laundry room. The front entry opens to a central staircase with a spacious fireplaced family room on one side and a formal dining room on the other. The family room is enhanced by a brick fireplace with a wood burning insert, exposed wood beams and original wide pine floors .This level also includes a full bath and an office with plenty of custom built-ins. A door from this room leads out to a large screened porch equipped with all new lighting and screening. Three bedrooms and another full bath occupy the home's second floor. The expansive main bedroom provides great light and extra closet space. Step out from the slider to the expansive rebuilt roof deck overlooking the nicely manicured and fenced in back yard. A new storage shed has been added to the grounds providing added space and functionality. So many thoughtful upgrades (see attached) for the complete list. Centrally located between Boston and Worcester - close to 495 and the Mass Pike. A commuter's dream. This home is very convenient to Upton's highly rated local schools and shopping. Come and make this house your new HOME!

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73569332 MLS ⋅ 2,422 SqFt.

Beautifully updated Dutch-style colonial on nearly 2 acres offers, space, charm and functionality. The home includes an ADU with separate entrance for growing families or friends with it's own living room, kitchen, bedroom, full bath and laundry room. The front entry opens to a central staircase with a spacious fireplaced family room on one side and a formal dining room on the other. The family room is enhanced by a brick fireplace with a wood burning insert, exposed wood beams and original wide pine floors .This level also includes a full bath and an office with plenty of custom built-ins. A door from this room leads out to a large screened porch equipped with all new lighting and screening. Three bedrooms and another full bath occupy the home's second floor. The expansive main bedroom provides great light and extra closet space. Step out from the slider to the expansive rebuilt roof deck overlooking the nicely manicured and fenced in back yard. A new storage shed has been added to the grounds providing added space and functionality. So many thoughtful upgrades (see attached) for the complete list. Centrally located between Boston and Worcester - close to 495 and the Mass Pike. A commuter's dream. This home is very convenient to Upton's highly rated local schools and shopping. Come and make this house your new HOME!

69 Walnut St, Upton

$1,149,900

Welcome to 8 Juniper Road, where generous living space, extensive updates, and a spectacular backyard come together. Set on 2.04 acres, this Upton home offers approximately 3,700 sq. ft., 4 bedrooms, 4.5 bathrooms, and a 3-car garage. Step inside and immediately feel welcomed by the warmth of every day living and entertaining. The backyard is a standout feature of this incredible home with a heated in-ground pool, integrated hot tub, expansive composite deck, landscaping, and irrigation system. Significant improvements include a new boiler, well tank, and well pump in 2021; composite deck, pool liner, heater, and pump in 2022; irrigation in 2023; first-floor AC condenser in 2024; and a sealed driveway in 2026. Additional updates include exterior painting and trim, kitchen slider, backsplash, and appliances.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73566681 MLS ⋅ 3,543 SqFt.

Welcome to 8 Juniper Road, where generous living space, extensive updates, and a spectacular backyard come together. Set on 2.04 acres, this Upton home offers approximately 3,700 sq. ft., 4 bedrooms, 4.5 bathrooms, and a 3-car garage. Step inside and immediately feel welcomed by the warmth of every day living and entertaining. The backyard is a standout feature of this incredible home with a heated in-ground pool, integrated hot tub, expansive composite deck, landscaping, and irrigation system. Significant improvements include a new boiler, well tank, and well pump in 2021; composite deck, pool liner, heater, and pump in 2022; irrigation in 2023; first-floor AC condenser in 2024; and a sealed driveway in 2026. Additional updates include exterior painting and trim, kitchen slider, backsplash, and appliances.

8 Juniper Road, Upton

$940,000

Price Improvement so you can be home for the holidays!! A truly exceptional Colonial where timeless elegance meets modern comfort. Meticulously maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath home offers generous living spaces, 9-foot ceilings, and abundant natural light, creating a warm and inviting atmosphere throughout. The beautifully appointed kitchen is a cook’s dream, featuring upgraded granite countertops, stainless-steel appliances, a double oven, an approximately two-year-old refrigerator, and an oversized walk-in pantry. The first floor also offers convenient laundry, a half bath, a spacious dining room with French doors—perfect for holiday gatherings—and an additional sitting room that provides an ideal home office or flex space. The 23x23 cathedral-ceiling living room offers a cozy retreat with a pellet stove, perfect for relaxing on chilly winter evenings. Quality finishes and thoughtful upgrades throughout the home showcase a level of character, warmth, and established charm that new construction simply cannot replicate. Upstairs, the spacious primary suite features an en-suite bath with newer quartz countertops, double sinks, a walk-in shower, and a generous walk-in closet. Three additional well-sized bedrooms and a full bath with tub/shower and newer quartz countertops complete the second floor. The unfinished walk-out basement, with 9-foot ceilings and large windows, offers incredible potential for additional living space, a recreation room, home gym, or whatever your needs may be. The oversized two-car garage, complete with a negotiable car lift, provides exceptional flexibility for car enthusiasts, hobbyists, or additional storage. Adding to the home’s appeal is an extremely reasonable solar lease at just $137.15 per month, offering the potential for significant energy cost savings. All of this is set in an amazing location, making this exceptional Colonial a wonderful place to call home. With its spacious layout, thoughtful upgrades, abundant potential, and timeless character, this is a home you won’t want to miss!

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73566169 MLS ⋅ 2,941 SqFt.

Price Improvement so you can be home for the holidays!! A truly exceptional Colonial where timeless elegance meets modern comfort. Meticulously maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath home offers generous living spaces, 9-foot ceilings, and abundant natural light, creating a warm and inviting atmosphere throughout. The beautifully appointed kitchen is a cook’s dream, featuring upgraded granite countertops, stainless-steel appliances, a double oven, an approximately two-year-old refrigerator, and an oversized walk-in pantry. The first floor also offers convenient laundry, a half bath, a spacious dining room with French doors—perfect for holiday gatherings—and an additional sitting room that provides an ideal home office or flex space. The 23x23 cathedral-ceiling living room offers a cozy retreat with a pellet stove, perfect for relaxing on chilly winter evenings. Quality finishes and thoughtful upgrades throughout the home showcase a level of character, warmth, and established charm that new construction simply cannot replicate. Upstairs, the spacious primary suite features an en-suite bath with newer quartz countertops, double sinks, a walk-in shower, and a generous walk-in closet. Three additional well-sized bedrooms and a full bath with tub/shower and newer quartz countertops complete the second floor. The unfinished walk-out basement, with 9-foot ceilings and large windows, offers incredible potential for additional living space, a recreation room, home gym, or whatever your needs may be. The oversized two-car garage, complete with a negotiable car lift, provides exceptional flexibility for car enthusiasts, hobbyists, or additional storage. Adding to the home’s appeal is an extremely reasonable solar lease at just $137.15 per month, offering the potential for significant energy cost savings. All of this is set in an amazing location, making this exceptional Colonial a wonderful place to call home. With its spacious layout, thoughtful upgrades, abundant potential, and timeless character, this is a home you won’t want to miss!

161 South St, Upton

$675,000

$20,000 PRICE IMPROVEMENT! Timeless charm & modern comfort describe this renovated Colonial originally built in 1828 on a scenic, quiet country road. Fully reframed in 1988, with a kitchen/family room addition in 1994, this spacious home is in excellent condition. This saltbox-style home blends historic character with contemporary living. The kitchen/family room & the primary bedroom suite have cathedral ceilings & skylights. The open-concept kitchen is designed for entertaining featuring new stainless steel appliances & a convenient peninsula. The adjacent front-to-back living room creates an inviting space for relaxing with a charming fireplace, perfect for cozy evenings. This home provides four comfortable bedrooms & two full baths, with the primary bath offering a jetted tub with shower. The floorplan offers flexibility for multiple home office options. Once you step outside the privacy of the large, level lot and heated in-ground pool designed for leisurely summer days, leaves you imagining the wonderful memories to be made. This much-loved property is the perfect blend of historic elegance and modern amenities. Kiwanis Beach (1/2 mi), Upton Heritage Park (1/4 mi), Upton State Forest (3 mi away), all offer passive recreation opportunities. UPDATES TO PROPERTY: New 4BR septic 2026; Indirect hot water heater 2025; 200 AMP electric 2023; SS kitchen appliances 2025; Chimney repointing 2026; Roof 2023.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73565350 MLS ⋅ 2,108 SqFt.

$20,000 PRICE IMPROVEMENT! Timeless charm & modern comfort describe this renovated Colonial originally built in 1828 on a scenic, quiet country road. Fully reframed in 1988, with a kitchen/family room addition in 1994, this spacious home is in excellent condition. This saltbox-style home blends historic character with contemporary living. The kitchen/family room & the primary bedroom suite have cathedral ceilings & skylights. The open-concept kitchen is designed for entertaining featuring new stainless steel appliances & a convenient peninsula. The adjacent front-to-back living room creates an inviting space for relaxing with a charming fireplace, perfect for cozy evenings. This home provides four comfortable bedrooms & two full baths, with the primary bath offering a jetted tub with shower. The floorplan offers flexibility for multiple home office options. Once you step outside the privacy of the large, level lot and heated in-ground pool designed for leisurely summer days, leaves you imagining the wonderful memories to be made. This much-loved property is the perfect blend of historic elegance and modern amenities. Kiwanis Beach (1/2 mi), Upton Heritage Park (1/4 mi), Upton State Forest (3 mi away), all offer passive recreation opportunities. UPDATES TO PROPERTY: New 4BR septic 2026; Indirect hot water heater 2025; 200 AMP electric 2023; SS kitchen appliances 2025; Chimney repointing 2026; Roof 2023.

5 Elm Street, Upton

$899,000

Exceptional Colonial on 3.21 Private Acres. Discover the perfect blend of comfort and lifestyle in this exceptional colonial, set on 3.21 acres of stunning, pastoral landscape. Designed to inspire, the home is bathed in natural light and offers breathtaking sunset views—providing the perfect backdrop for working from home. The open-concept floor plan flows seamlessly, featuring a spacious family room, a bright four-season sunroom, and an expansive deck, making it an ideal space for family gatherings and entertaining. You will appreciate the versatility of both first and second-floor primary suites, all complemented by beautiful hardwood flooring throughout. For the equestrian enthusiast, this property is a true standout. It features a 4–6 stall barn, a 140’x70’ sand arena, and direct trail access to the Upton State Forest. Additional amenities include a detached three-car garage and a sparkling in-ground pool for refreshing summer days. With a newer furnace (2019) and a functional, spacious layout, this home offers incredible potential. Bring your vision and a few updates to make this unique property your own.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73564539 MLS ⋅ 4,242 SqFt.

Exceptional Colonial on 3.21 Private Acres. Discover the perfect blend of comfort and lifestyle in this exceptional colonial, set on 3.21 acres of stunning, pastoral landscape. Designed to inspire, the home is bathed in natural light and offers breathtaking sunset views—providing the perfect backdrop for working from home. The open-concept floor plan flows seamlessly, featuring a spacious family room, a bright four-season sunroom, and an expansive deck, making it an ideal space for family gatherings and entertaining. You will appreciate the versatility of both first and second-floor primary suites, all complemented by beautiful hardwood flooring throughout. For the equestrian enthusiast, this property is a true standout. It features a 4–6 stall barn, a 140’x70’ sand arena, and direct trail access to the Upton State Forest. Additional amenities include a detached three-car garage and a sparkling in-ground pool for refreshing summer days. With a newer furnace (2019) and a functional, spacious layout, this home offers incredible potential. Bring your vision and a few updates to make this unique property your own.

96 Fowler St, Upton

$849,900

Stately Colonial offering a rare combination of privacy, natural beauty & modern updates in one exceptional property. Every window captures peaceful views of the surrounding landscape, creating a vacation-at-home feeling year-round. This spacious home features beautiful hardwood floors throughout the 1st floor & a versatile floor plan designed for easy everyday living & entertaining. The stunning kitchen is the heart of the home, offering abundant cabinetry, a walk-in pantry & opens to the oversize cathedral-ceiling family room. 1st floor laundry/mudroom adds everyday convenience. Generous sized primary suite includes a flexible bonus room ideal for another home office, fitness space or sitting area. A plethora of windows fills the home with bright, natural lighting. Thoughtfully sited for maximum privacy, the inviting farmer’s porch & expansive composite deck provide ideal spaces to relax or entertain. Taft Mill & Goss Pond are just a short walk away, offering kayaking, fishing, hiking & year-round recreation. Convenient access to I-495, the Mass Pike, Worcester, Providence & Boston. Your search is over - welcome home!

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73562333 MLS ⋅ 3,132 SqFt.

Stately Colonial offering a rare combination of privacy, natural beauty & modern updates in one exceptional property. Every window captures peaceful views of the surrounding landscape, creating a vacation-at-home feeling year-round. This spacious home features beautiful hardwood floors throughout the 1st floor & a versatile floor plan designed for easy everyday living & entertaining. The stunning kitchen is the heart of the home, offering abundant cabinetry, a walk-in pantry & opens to the oversize cathedral-ceiling family room. 1st floor laundry/mudroom adds everyday convenience. Generous sized primary suite includes a flexible bonus room ideal for another home office, fitness space or sitting area. A plethora of windows fills the home with bright, natural lighting. Thoughtfully sited for maximum privacy, the inviting farmer’s porch & expansive composite deck provide ideal spaces to relax or entertain. Taft Mill & Goss Pond are just a short walk away, offering kayaking, fishing, hiking & year-round recreation. Convenient access to I-495, the Mass Pike, Worcester, Providence & Boston. Your search is over - welcome home!

2 Brookside St, Upton

$1,320,000

Set amid park-like grounds with a private wooded backdrop, this expansive Upton home stands out for its generous living space, thoughtful updates and remarkable flexibility. Updated kitchens and baths throughout bring a fresh, polished feel to the home, while impressive architectural details begin in the soaring two-story foyer and continue into the dramatic family room, where a vaulted ceiling, fireplace and an extraordinary collection of windows fill the space with natural light and views of the surrounding landscape. At the center of the main level, the updated kitchen features quartz counters, extensive cabinetry, stainless appliances, gas/propane cooking and an oversized island. Its open connection to the breakfast area and family room creates an inviting gathering space, while the generous dining room provides plenty of room for larger occasions. A private office or library with built-in bookshelves offers a quiet, distinctive space away from the main gathering areas. The home's generous proportions continue upstairs, where the exceptionally spacious primary suite features two walk-in closets and a beautifully updated, spa-like private bath. Three additional bedrooms, another updated full bath and conveniently located laundry complete the bedroom level. One of the property's greatest advantages is the finished lower level. With its own updated kitchen, bedroom, full bath, living/guest space and recreation room, it offers an outstanding setup for multigenerational living or extended family, while also providing tremendous flexibility for recreation, guests, a home gym or additional living space. Outdoors, a heated inground pool with newer liner, expansive deck with pergola, raised garden beds, brick walkways, fire pit, flowering shrubs and perennials create a wonderful setting for summer gatherings and time at home. Tucked within mature landscaping and a wooded setting, the backyard feels like its own retreat while remaining convenient to Upton's town center, schools, recreation and major commuting routes. An oversized garage provides exceptional vehicle and storage space, while fully owned solar and a newer 5-bedroom septic system are significant improvements for the next owner.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73562275 MLS ⋅ 4,498 SqFt.

Set amid park-like grounds with a private wooded backdrop, this expansive Upton home stands out for its generous living space, thoughtful updates and remarkable flexibility. Updated kitchens and baths throughout bring a fresh, polished feel to the home, while impressive architectural details begin in the soaring two-story foyer and continue into the dramatic family room, where a vaulted ceiling, fireplace and an extraordinary collection of windows fill the space with natural light and views of the surrounding landscape. At the center of the main level, the updated kitchen features quartz counters, extensive cabinetry, stainless appliances, gas/propane cooking and an oversized island. Its open connection to the breakfast area and family room creates an inviting gathering space, while the generous dining room provides plenty of room for larger occasions. A private office or library with built-in bookshelves offers a quiet, distinctive space away from the main gathering areas. The home's generous proportions continue upstairs, where the exceptionally spacious primary suite features two walk-in closets and a beautifully updated, spa-like private bath. Three additional bedrooms, another updated full bath and conveniently located laundry complete the bedroom level. One of the property's greatest advantages is the finished lower level. With its own updated kitchen, bedroom, full bath, living/guest space and recreation room, it offers an outstanding setup for multigenerational living or extended family, while also providing tremendous flexibility for recreation, guests, a home gym or additional living space. Outdoors, a heated inground pool with newer liner, expansive deck with pergola, raised garden beds, brick walkways, fire pit, flowering shrubs and perennials create a wonderful setting for summer gatherings and time at home. Tucked within mature landscaping and a wooded setting, the backyard feels like its own retreat while remaining convenient to Upton's town center, schools, recreation and major commuting routes. An oversized garage provides exceptional vehicle and storage space, while fully owned solar and a newer 5-bedroom septic system are significant improvements for the next owner.

66 Glenview St, Upton

$550,000

Previously relocated owners say it's time to sell! This rare antique in town colonial awaits a new owner. Wait until you see all the character this home exudes. Freshly painted throughout! Bright and sunny layout, hardwood flooring, gorgeous woodwork, nooks and crannies, tin ceilings, built ins, sun filled corner glassed in porch & white picket fence. This is truly a special home. Large dining area with pellet stove is perfect for entertaining. A spectacular third floor addition encompasses a large primary suite with a spectacular, spa like bathroom. Three/four more bedrooms on the second floor - One with an attached room makes a perfect in home office or nursery. Private back yard with a huge deck complete with a pergola. Above ground pool, fire pit, and storage shed, all surrounded by mature gardens, and perennials. Come take a look - you'll fall in love!!

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73559135 MLS ⋅ 2,548 SqFt.

Previously relocated owners say it's time to sell! This rare antique in town colonial awaits a new owner. Wait until you see all the character this home exudes. Freshly painted throughout! Bright and sunny layout, hardwood flooring, gorgeous woodwork, nooks and crannies, tin ceilings, built ins, sun filled corner glassed in porch & white picket fence. This is truly a special home. Large dining area with pellet stove is perfect for entertaining. A spectacular third floor addition encompasses a large primary suite with a spectacular, spa like bathroom. Three/four more bedrooms on the second floor - One with an attached room makes a perfect in home office or nursery. Private back yard with a huge deck complete with a pergola. Above ground pool, fire pit, and storage shed, all surrounded by mature gardens, and perennials. Come take a look - you'll fall in love!!

24 Main St, Upton

$909,900

Stunning fully renovated luxury home offering three finished levels of sophisticated living with high-end finishes and designer details throughout. This turnkey home features an open-concept floor plan, a custom chef's kitchen with premium appliances, spa-inspired bathrooms, modern lighting, and beautifully updated living spaces. Thoughtfully renovated with exceptional craftsmanship, it seamlessly blends timeless charm with contemporary elegance. Move-in ready and designed for today's lifestyle, this exceptional home offers comfort, style, and quality in every detail.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73557408 MLS ⋅ 3,100 SqFt.

Stunning fully renovated luxury home offering three finished levels of sophisticated living with high-end finishes and designer details throughout. This turnkey home features an open-concept floor plan, a custom chef's kitchen with premium appliances, spa-inspired bathrooms, modern lighting, and beautifully updated living spaces. Thoughtfully renovated with exceptional craftsmanship, it seamlessly blends timeless charm with contemporary elegance. Move-in ready and designed for today's lifestyle, this exceptional home offers comfort, style, and quality in every detail.

33 Milford St, Upton

$875,000

*** A NEW, NEUTRAL COLOR, COZY CARPET IS COMING THIS MONTH ** Come for the privacy, stay for the home! It’s hard to beat the setting of this expansive Federal-front Colonial. Set on 2 acres of wooded bliss at the end of a cul-de-sac, mature trees and thoughtfully designed landscaping create an incredible ambiance that will make you feel lucky to wake up to it every day. It is pure serenity with an incredibly spacious layout to boot. 3000+ square feet feels warm and homey - New England charm oozes in every room. The kitchen is HUGE and has NEW quartz countertops with a massive eat-in area that overlooks that stunning background. The first floor has a seamless flow to it with details like exposed beams, NEW skylights and a NEW ceiling fan in the family room. A second living space, formal dining and powder room round out the first floor. Upstairs, the primary suite boasts a beautiful NEW modern bathroom. Three spacious bedrooms with that NEW carpet (photos coming) and a guest bath provide space for everyone. Outside, a NEW composite deck overlooks a massive backyard where you can grow your own fruit! *chef’s kiss* You'll love the established pear and cherry trees, blueberry bushes, plus there’s a fenced garden area. Additional UPDATES include vinyl siding, front steps, garage doors and a finished lower level. Get in before the holidays and make this your home sweet home!

4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73551967 MLS ⋅ 2,806 SqFt.

*** A NEW, NEUTRAL COLOR, COZY CARPET IS COMING THIS MONTH ** Come for the privacy, stay for the home! It’s hard to beat the setting of this expansive Federal-front Colonial. Set on 2 acres of wooded bliss at the end of a cul-de-sac, mature trees and thoughtfully designed landscaping create an incredible ambiance that will make you feel lucky to wake up to it every day. It is pure serenity with an incredibly spacious layout to boot. 3000+ square feet feels warm and homey - New England charm oozes in every room. The kitchen is HUGE and has NEW quartz countertops with a massive eat-in area that overlooks that stunning background. The first floor has a seamless flow to it with details like exposed beams, NEW skylights and a NEW ceiling fan in the family room. A second living space, formal dining and powder room round out the first floor. Upstairs, the primary suite boasts a beautiful NEW modern bathroom. Three spacious bedrooms with that NEW carpet (photos coming) and a guest bath provide space for everyone. Outside, a NEW composite deck overlooks a massive backyard where you can grow your own fruit! *chef’s kiss* You'll love the established pear and cherry trees, blueberry bushes, plus there’s a fenced garden area. Additional UPDATES include vinyl siding, front steps, garage doors and a finished lower level. Get in before the holidays and make this your home sweet home!

10 Sadler Road, Upton

$989,900

UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning home offers the perfect blend of classic elegance and modern convenience with a spacious 1st FLOOR PRIMARY SUITE and laundry and 3 additional bedrooms on the 2nd level. The partially finished basement with finished half bath provides extra square footage plus access to the spacious backyard. Every detail has been carefully selected to provide style and functionality. 1ST floor hardwoods, Quartz countertops and GE Cafe appliances are just a few of the upgraded details that make this home full of beauty and comfort. The composite decking provides a low-maintenance space for relaxing or entertaining. Located in close proximity to Route 495 and train stations, providing easy access to commuting routes and conveniences. This home is a must-see for anyone seeking modern living in a peaceful, well-connected location! Scheduled for Nov 2026 Closing

4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73547396 MLS ⋅ 2,990 SqFt.

UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning home offers the perfect blend of classic elegance and modern convenience with a spacious 1st FLOOR PRIMARY SUITE and laundry and 3 additional bedrooms on the 2nd level. The partially finished basement with finished half bath provides extra square footage plus access to the spacious backyard. Every detail has been carefully selected to provide style and functionality. 1ST floor hardwoods, Quartz countertops and GE Cafe appliances are just a few of the upgraded details that make this home full of beauty and comfort. The composite decking provides a low-maintenance space for relaxing or entertaining. Located in close proximity to Route 495 and train stations, providing easy access to commuting routes and conveniences. This home is a must-see for anyone seeking modern living in a peaceful, well-connected location! Scheduled for Nov 2026 Closing

19 West Main Street, Upton

How much is your home worth?

How much is your home worth?