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9 Jonathans Way, Upton
$829,900
4 Beds ⋅ 4 Baths ⋅ ACTIVE 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
9 Kiwanis Beach Rd, Upton
$1,499,999
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
30 Juniper Rd, Upton
$1,200,000
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
72 Shannon Way Unit 72, Upton
$699,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73592075 MLS ⋅ 2,875 SqFt.
OPEN HOUSE, Sunday, 11/1, 12 to 2. "Coveted Upton Ridge" This customized Bright, Sunny Tuscan style with oversized windows and has 2800+- square feet of elegant living. Over $100,000 in extras for the lot premium and Quality upgrades. Welcoming entry with custom decorative molding. French doors to office/den. Fabulous cooks’ kitchen with large Granite island and lots of Granite counters, upgraded cabinets with custom lighting, stainless steel appliances, six burner gas countertop range, built in cabinet oven and microwave, spacious French door refrigerator. Open floor plan, 9 ft. ceilings, inviting living room with oversized windows and sliders to tranquil deck overlooking acres of wooded privacy. First floor bedroom suite with loads of windows, private full bath with double granite top vanity and walk-in closet. First floor laundry. Turned hardwood staircase leads to second floor suite with 22 ft. family room, large bedroom, walk in closet, full bath and second home office/craft room. Fantastic $41,000 lower-level upgrade with exercise and game rooms and wall of windows with a walk out to the rear yard. Quality two zone Gas Lennox heating, Rinnai on demand gas hot water, central air conditioning, and lots of storage. Two car garage. Enjoy all the amenities this peaceful community offers. Walk to Shining Rock Golf course. Fast access to conservation land, Town forest, biking, hiking, public beach and access to dining, shopping, and highways.

72 Shannon Way Unit 72, Upton
55 Fiske Mill Rd, Upton
$859,900
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
6 Glen Ave, Upton
$449,900
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
55 School Street, Upton
$575,000
6 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73588692 MLS ⋅ 2,974 SqFt.
Two homes under one roof on a level 0.65-acre corner lot just off Main Street! Owned by the same family for decades, this classic c.1890 two-family offers 2,974 sq ft and rare flexibility. Unit 1 features 3 bedrooms, 1.5 baths, a bright bay-windowed living room, a dining room with a decorative ceiling, an updated white kitchen, and laundry. Unit 2 offers 2 bedrooms, a full bath, living room, family room, and eat-in kitchen. Each unit lives on two levels, like a home of its own. Enjoy screened porches, a deck, perennial gardens, and a yard with room to play, grow, and gather. Ideal for multigenerational living, owner-occupying one unit while rent from the other helps offset your mortgage, or adding a solid investment to your portfolio. Full basement, vinyl siding, parking for 4, and a lake/pond beach within a mile. Two-families like this rarely come to market in Upton. Schedule your showing today!

55 School Street, Upton
27 Dairy Dr, Upton
$1,175,000
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
23 Forest St, Upton
$649,000
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
90-92-94 Main Street, Upton
$1,400,000
1 Baths ⋅ ACTIVE Status ⋅ 73585871 MLS ⋅ 5,040 SqFt.
RARE INVESTMENT OPPORTUNITY IN DOWNTOWN UPTON! Bring your business, your tenants or your vision to this oversized commercial property offering serious potential for an owner user or investor. The building is in good condition and features five large overhead doors with room for trucks, campers, commercial vehicles and equipment, plus interior space with the potential to accommodate 6 automotive lifts. Ideal for an automotive garage, service business, contractor operation, fleet use, storage or a creative commercial concept. Excellent frontage and visibility create even more opportunity to grow, expand or reposition the property for future use. Properties with this kind of size, access and versatility are difficult to find. Whether you are looking to operate your own business, create multiple revenue streams or add a flexible commercial asset to your portfolio, this is one worth seeing. Bring the ideas. Bring the business. Bring the possibilities.

90-92-94 Main Street, Upton
23 North St, Upton
$410,000
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
192 Westboro Rd, Upton
$700,000
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
13 Fieldstone St Unit 13, Upton
$489,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73583734 MLS ⋅ 2,352 SqFt.
Welcome to the Fieldstone Condominiums, where comfort, style, and low-maintenance living come together in one of Upton’s most desirable communities. This beautifully maintained, highly coveted end-unit townhouse offers an open-concept floor plan filled with natural light and thoughtfully designed living spaces. The spacious custom kitchen features granite countertops, stainless steel appliances, and ample cabinetry, flowing seamlessly into the dining area and soaring cathedral-ceiling living room. A desirable first-floor primary suite provides convenience and privacy, while the second level offers additional bedroom space, full bath, and versatile spacious loft area perfect for a home office or reading nook. The partially finished lower level adds flexible living space ideal for a family room, fitness area, or guest accommodations. Enjoy outdoor relaxation on the private deck overlooking professionally landscaped grounds. Complete with garage and additional surface lot space with easy access to major routes, shopping, dining, and top-rated schools, this exceptional home delivers the perfect blend of elegance, functionality, and carefree condominium living.

13 Fieldstone St Unit 13, Upton
15 North St, Upton
$599,000
3 Beds ⋅ 2 Baths ⋅ SOLD 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
91 High, Upton
$1,099,000
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 Knowlton Circle Unit 1, Upton
$499,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73579649 MLS ⋅ 2,228 SqFt.
PRICE IMPROVEMENT, freshly painted and professionally cleaned carpets!** A rare opportunity to own a four-bedroom, two and a half bath residence in the desirable Samreen Villas. This private end unit offers exceptional natural light and a thoughtfully designed layout ideal for both everyday living and entertaining. The main level features hardwood and ceramic tile flooring, an open-concept kitchen and dining area, and a dramatic living room with soaring ceilings and an oversized window that fills the space with natural light. A convenient half bath completes the first floor. Upstairs you'll find three generously sized bedrooms that share a full bath, along with a spacious primary suite featuring a vaulted ceiling and private en-suite bath. Laundry is conveniently located on the second floor. The lower level offers additional flexible space-perfect for a home office or playroom. A wonderful combination of privacy, space, and functionality in a highly desirable community.

1 Knowlton Circle Unit 1, Upton
3 Dairy Drive, Upton
$1,165,000
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
32 Howarth Dr, Upton
$1,099,000
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
68 School St, Upton
$449,000
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
4 Florence Cir, Upton
$649,900
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
10 Boot Shop Road Unit 10, Upton
$799,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73577353 MLS ⋅ 2,228 SqFt.
New offering at Cobbler's Creek, a premier 55+ community of detached condominiums by the renowned Black Brook Realty builder group! Enjoy a Storybook setting of homes nestled in a serene landscape surrounded by nature where every day feels like a retreat! The popular "Cardinal" model offers two-story living with everything you need handy on the first floor such as a covered front porch, foyer, powder room, laundry room & entry to your 2-car garage. An airy open floor plan offers a vaulted living room w/fireplace & hardwood floors accessing a deck with tranquil wooded views perfect for enjoying your morning coffee surrounded by nature, mature trees, and local wildlife. Enjoy a dining area and kitchen featuring beautiful white cabinets, large center island & stainless-steel appliances. Primary bedroom suite includes spacious closet & full bath w/double sinks & tiled shower. 2nd floor offers has a terrific loft, second bedroom & full bath. Walk out lower level. Energy efficient systems. Be part of a wonderful community w/access to a clubhouse & trails. * HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable & more. Designed for comfort and sophistication, this home lets you trade yard work for walking trails and quiet afternoons listening to the rustle of the trees. Come visit today!

10 Boot Shop Road Unit 10, Upton
24B River Street, Upton
$670,000
3 Beds ⋅ 2 Baths ⋅ SOLD Status ⋅ 73571380 MLS ⋅ 2,055 SqFt.
Imagine summer days spent at nearby Kiwanis Beach and evenings under the stars in your private backyard Jacuzzi. Beautifully maintained home offers an exceptional setting just a short walk from Upton Center, the beach, ballfield and courts, and approximately four miles from the Hopkinton I-495 exit and Price Chopper Plaza. Inside, the open kitchen and family room create a warm, inviting place to entertain family and friends. The kitchen features granite countertops and hardwood floors, with a pretty eat in area with slider to the deck, while the cathedral family room is enhanced by a fireplace, hardwood flooring and new skylights. Three bedrooms, two full baths and a two-car garage add everyday comfort. The bedrooms are nicely sized and the baths and kitchen are in great condition. Upstairs, an open loft makes a wonderful office or sitting area, with access to a generous storage area offering potential for additional living space. The finished lower level adds even more room to enjoy. A spacious deck, outdoor shower and shed complement the gorgeous backyard. Sellers have completed many updates in the past 3 years including new carpet and paint, mini splits, furnace, skylights, washer, dryer and fridge. See updates and additional information attached. They also installed a radon mitigation system. This home is truly "move in ready" and a place you can come home to after a long day and just relax. These sellers hope the next owners love this home as much as they have! Don't miss this excellent opportunity to own this lovely home with seasonal water views and within walking distance to so many great places!

24B River Street, Upton
165 East St, Upton
$1,079,000
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
140 Main St Unit E, Upton
$519,899
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73574288 MLS ⋅ 1,760 SqFt.
Move right into this beautifully maintained, 2020-built end-unit townhouse in the heart of Upton. Set at the rear of the building and open on three sides, the home enjoys abundant natural light throughout. Three finished levels offer a flexible, well-designed layout. The open main level features a sun-filled living room and a stylish kitchen with a large island, stainless steel Samsung appliances, farmhouse sink and tile backsplash, plus a convenient half bath. The second floor offers two spacious bedrooms with double closets, a full tiled bath and in-unit laundry. The entire third floor is dedicated to a private primary suite with a generous closet and en-suite bath. Additional highlights include hardwood flooring throughout, gas heat, central air, a full basement for storage and two exclusive use parking spaces. Enjoy a five-unit association with a low monthly fee, close to Upton Town Center, walking trails, Route 140, I-495 and the Grafton commuter rail.

140 Main St Unit E, Upton
27 Juniper Road, Upton
$974,900
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
40 Hartford Ave N, Upton
$569,000
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
15 W Main St, Upton
$499,000
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
69 Walnut St, Upton
$779,900
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
8 Juniper Road, Upton
$1,149,900
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
14 Boot Shop Road Unit 14, Upton
$789,900
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73567391 MLS ⋅ 1,734 SqFt.
Come view our beautiful, new construction "Starling" model offering one-level at Cobbler's Creek, a vibrant 55+ community built by exceptional builders with a reputation for excellence! Enjoy a welcoming, open & airy floor plan that seamlessly connects bright living and dining areas to the stylish kitchen all with hardwood floors. The well-appointed kitchen features attractive cabinets with moldings above, ample Quartz counter space, tile backsplash, modern SS appliances & center island that can double as a breakfast bar or casual gathering spot. Off the living room, there's a deck & patio. From the main living space, the hallway accesses a dedicated office providing quiet space to work from home, second bedroom for guests, full bath and laundry. Primary bedroom is a comfortable retreat including en-suite bathroom w/double sinks, tiled shower w/glass door & large closet. Two-car garage with entry into hall w/closet. Enjoy a serene setting in a convenient location near everything. ** HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable & more **

14 Boot Shop Road Unit 14, Upton

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