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$515,000
3 Beds 2 Baths SOLD Status 73478594 MLS 2,182 SqFt.
This meticulously maintained distinguished four level townhome presents an opportunity for refined living. The expansive living area features a remodeled sun-splashed kitchen with granite counters and stainless appliances. Within this generous 3 level footprint, 3 dedicated bedrooms with abundant closet space provide individual retreats, with the expansive 3rd bedroom/in-home office w/15 X 8 attic access providing office or guest space. The dramatic sunken living room with 9' ceilings and sliders open up to the new deck with a view that overlooks beautiful bucolic grounds. Newly carpeted 20X20 finished basement space. Designated single garage space, offering secure vehicle accommodation and valuable storage capacity. Newly built front porch for relaxing with morning coffee. Super convenient commuting location only minutes to 495. Kayak or swim at Kiwanis Pond just 1.5miles away.

7 Fieldstone Drive Unit 7, Upton

$620,000
3 Beds 3 Baths SOLD Status 73476566 MLS 2,244 SqFt.
OFFER DEADLINE:TUESDAY by 12noon. TOWN WATER-not private well. Welcome to this "like-new" colonial which was COMPLETELY RENOVATED in 2019. Upon entering, the open concept kitchen and dining room is anchored by an OVERSIZED ISLAND, Bianca Romano GRANITE countertops, stainless steel appliances, tall custom cabinets and HARDWOOD FLOORS throughout. 3 FULL BATHS with one on the first floor and 2 additional full baths upstairs. Private PRIMARY ENSUITE with lovely full bath, DOUBLE SINKS and WALK-IN CLOSET. 2 additional sun-filled bedrooms with spacious double door closets and a large 2nd floor laundry area complete the upstairs. The level FENCED YARD with a covered patio area is perfect for summer gatherings and outdoor fun. Explore NATURE TRAILS at Heritage Park conservation just 0.2 mi away and cool off at Upton's own Kiwanis BEACH NEARBY. Conveniently close to supermarkets, coffee shops and restaurants. Easy commuter access to Rt.495 and Rt.90. Highly rated schools. This is NOT A DRIVE-BY

31 Elm St, Upton

$500,000
ACTIVE Status 73471805 MLS
5.45± acres zoned General Business (GB) located along West Main Street (Route 140) in Upton. This versatile parcel offers strong road frontage, visibility, and flexibility for a variety of commercial, professional, mixed-use, or investment opportunities, subject to Town approvals. The GB zoning district supports a broad range of business and service uses, making this an ideal site for owner-users, developers, or long-term investors. Conveniently located near Old Grafton Road with access to surrounding communities. The property abuts the Baker Pond area, offering a unique natural setting alongside commercial potential. Buyers to perform all due diligence with the Town of Upton regarding permitted uses, dimensional requirements, wetlands, and approvals. Zoning: General Business (GB).

Lot 108 W Main St, Upton

$820,000
4 Beds 3 Baths SOLD Status 73468744 MLS 3,352 SqFt.
Beautifully maintained home featuring gleaming hardwood floors and two cozy fireplaces. The cathedral-ceiling family room offers a bright and open layout ideal for everyday living and entertaining. Includes a formal dining room and a private office. Fully renovated and modernized kitchen and bathrooms with stylish finishes and contemporary functionality. Large windows throughout the home provide abundant natural light and a strong connection to nature with scenic four-season views. Finished walkout basement offers flexible additional living space. Set on a generous lot with an expansive backyard, peaceful babbling brook, and mature trees. Additional highlights include a young roof, ample parking, and a quiet neighborhood setting.

13 Jonathans Way, Upton

$835,000
4 Beds 3 Baths SOLD Status 73468566 MLS 2,496 SqFt.
UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning Colonial offers the perfect blend of classic elegance and modern convenience. 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 a highly sought-after school district, this home is within 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 April 2026 Closing.

10 Mechanic St, Upton

$876,000
4 Beds 3 Baths SOLD Status 73466481 MLS 2,714 SqFt.
UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning Colonial offers the perfect blend of classic elegance and modern convenience. 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 a highly sought-after school district, this home is within 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 Winter 2026 Closing.

11 West Main St, Upton

$770,000
3 Beds 4 Baths SOLD Status 73465847 MLS 2,200 SqFt.
Exceptional New Construction at an Incredible Value! 2 brand new homes ready for immediate delivery on a dead-end street close to the center of town. Each home features 3 bedrooms, 3.5 baths, & an oversized one-car garage. The main level offers a bright, open floor plan with a dining area & a stunning granite kitchen with a waterfall island,stainless steel appliances, & lots of cabinets. The kitchen flows seamlessly into the family room which opens to a private balcony overlooking the wooded backyard. Upstairs you will find 3 generously sized bedrooms including a luxurious primary suite with a walk-in closet, double vanity, glass enclosed tiled shower, & a soaking tub. A second full tiled bath serves the additional bedrooms. A walk-up attic provides excellent storage or the potential for future space. The finished walkout basement is ideal for home office,recreations space,or guest suite with its own full bath. 5 miles to RT 495 and 1 mile to Pratt Pond for swimming, boating, fishing

27 James Road Unit 1, Upton

$560,000
3 Beds 3 Baths SOLD Status 73458308 MLS 1,711 SqFt.
This 3 bedroom, 3 bath Cape-style home offers incredible potential for the savvy homeowner or investor. Full of classic charm and ready for transformation, the property presents a rare opportunity to renovate and create significant future value, with 9 foot ceilings and hardwood floors throughout the first and second level. The flexible layout provides generous living spaces, while the expansive grounds open the door to a variety of uses. With its size, setting, and open land, the property also holds appealing equestrian potential - ideal for those dreaming of horses, small-scale farming, or creating a private rural retreat. Whether you are looking to modernize for personal use or seeking your next investment project, this home offers the perfect canvas to bring your vision to life. The home is being offered “as is”. Fully designed and approved 3 bedroom septic plan (attached) will transfer with sale. Septic installation to be buyers’ responsibility.

127 Glenview St, Upton

$600,000
3 Beds 2 Baths SOLD Status 73457289 MLS 2,034 SqFt.
Maintained with care & designed for comfort & practicality, this modern colonial 3 Br 1.5 bath single family home offers exceptional convenience & style. Nestled on a peaceful street yet close to the lively town center, it provides ideal balance of tranquility & accessibility. Step into a spacious living room that flows into the dining area, with modern hardwood floors, creating an inviting space for everyday living. The large kitchen showcases quartz countertops, a striking waterfall island with additional storage, along with sliding doors for exterior access. The second floor offers 3 bedrooms, including a primary bedroom equipped with two walk-in closets for added convenience. Finished basement expands your living area, highlighted by stunning white tile floors, including the stairway. The expansive backyard is perfect for relaxation & entertainment. More features include an above-ground pool, central air, a composite deck, & a 1 car garage. Located near restaurants, shops & Rt135.

3 Stoddard St, Upton

$791,900
4 Beds 3 Baths SOLD Status 73455115 MLS 2,416 SqFt.
Beautiful Colonial tucked within a quiet cul-de-sac neighborhood on 1.83 private acres. This 4-bedroom, 2.5-bath home offers a stunning vaulted-ceiling family room that opens to a tastefully updated kitchen and spacious dining room—perfect for everyday living and entertaining. Just off the kitchen is an incredible three-season porch leading to a composite deck, firepit area, and the expansive backyard. The first floor also features a formal living room converted to a cozy den with custom built-ins and bright French doors that open to the yard. Upstairs, the primary suite includes its own private bath, along with three additional bedrooms and a full bath. The finished basement enhances the living space with a welcoming sitting area accented by a custom built-in bookcase, plus a versatile bonus room ideal for a playroom, home gym, or media room. Outside, the serene, wooded setting creates a true backyard oasis.

6 Hickory Lane, Upton

$600,000
3 Beds 3 Baths SOLD Status 73447269 MLS 1,732 SqFt.
Welcome to this lovely 3-bedroom, 2.5-bath home perfectly situated across from scenic Taft Pond as well as abutting Upton State Forest, a 2660 acre State Owned forest—a nature lover’s paradise offering fishing, kayaking, sailing, swimming, skating, and hiking. Built in 2001, this inviting home features a spacious kitchen with ample cabinetry, a dining room, and a cozy living room with a pellet stove. The primary suite includes a full bath and large closet. Enjoy a peaceful, private lot with a back deck ideal for relaxing or entertaining. A finished room in the basement provides great flex space, and the 1-car garage adds convenience. With an entirely new HVAC system in 2025 and a new roof in 2023, all you need to do is move in and enjoy your new home! Tranquility and recreation awaits!

29 Shore Drive, Upton

$725,000
4 Beds 3 Baths SOLD Status 73446905 MLS 2,729 SqFt.
This stunning updated 4-bedroom Colonial offers comfort, space, and charm in a sought-after neighborhood. The first floor features an open-concept kitchen, dining, and living area with a cozy wood stove, plus a heated four-season room ideal for year-round relaxation. Upstairs you’ll find four spacious bedrooms and a full bath. The finished basement adds extra living space, a half bath, and a kitchenette—perfect for guests or hobbies. Step outside to a private fenced backyard with a large shed, gazebo, and room to play or entertain. Enjoy a peaceful setting near scenic hiking trails, top-rated schools, and major routes. If you’ve been searching for a home that combines classic New England style with modern updates and a welcoming community, 27 Fowler Street is the one. You’ll know you’ve found something special the moment you walk through the door.

27 Fowler St, Upton

$540,000
4 Beds 1 Baths SOLD Status 73446899 MLS 1,428 SqFt.
WOW ~ this is the one you've been looking for! This 4-bedroom, 1-bath Cape offers classic charm and unbeatable potential. Set on a gorgeous acre-plus lot with a 2-car attached garage, the property shines with curb appeal, pride of ownership, and a location that can’t be beat. Convenient to everything yet tucked in a peaceful setting—don’t miss this gem! Simple cosmetic updates can make this your own! New roof on main home, approximately 10 year old heating system & oil tank, updated electrical, new septic D-box, workshop area in basement, large 10x30 deck overlooking private backyard. Convient to all of Upton's amenities and a great commuter location! Showings start at open house Saturday October 25 10:30-12:30.

39 Mechanic St, Upton

$715,000
3 Beds 3 Baths SOLD Status 73446089 MLS 2,276 SqFt.
Nestled in a sought-after Upton location, this classic 3-bed, 2.5-bath Colonial is ready for its next owners. The 1st floor greets you w/ a cozy living room featuring HW floors & a fireplace, perfect for chilly New England evenings. The well appointed kitchen boasts SS appliances, gas cooking, a dining area, & a slider leading to a delightful 3-season room. A formal dining room & a family room offer great flexible space, w/ the family room providing direct access to a dedicated home office. Convenience is key w/ a 1/2 bath & laundry completing the main level. Upstairs, you'll find 3 comfortable bedrooms, including the spacious primary w/ vaulted ceilings, a walk-in closet, & a private full bath w/ heated flooring! A 2nd full bath serves the other 2 bedrooms. Outside, enjoy the tranquility of your backyard from the wood deck, complete w/ a handy storage shed & garden beds. A 2-car garage provides ample parking. Lovingly maintained by its one & only owner, this home truly has it all!

4 Jonathans Way, Upton

$750,000
3 Beds 4 Baths SOLD Status 73445615 MLS 2,200 SqFt.
SEE THIS GREAT NEW CONSTRUCTION. This home is 3 Bedroom, 3 1/2 bath, with an open first floor plan kitchen is spacious with eat in dining area, hardwood floors, water fall granite kitchen island, stainless steel kitchen appliances, Opens to a family room with balcony to private wooded backyard, 3 large bedrooms including an ensuite primary with tiled shower and glass enclosure with double vanity sinks and soaking tub. Second full bath for bedrooms 2 and 3. Finished room and full bath in walk out basement with full door no bulkhead, plus storage area. Third floor walk up also has an area for storage or future finished space. House is set back off the road on a dead end street close to center of town! Homes are less than 5 miles to RT495, making it a great commuter location. Less than a 1/2 mile to boat ramp on Pratt Pond and 1 mile to Kiwanis Beach on Pratt Pond where you can enjoy swimming, boating and fishing. It truly is the perfect location!

27 James Road Unit 2, Upton

$1,500,000
4 Beds 4 Baths SOLD Status 73443069 MLS 3,586 SqFt.
A timeless New England farmhouse-style under construction on Lot 2, sitting on 4.3 scenic acres & offering 3,586 square feet of living space. Facing east, the home is perfectly positioned to capture fantastic sunrises—best enjoyed from the inviting farmer’s porch, which adds curb appeal & serves as the perfect place to start your day w/ a morning coffee or unwind in the evening. Designed for versatility, this home includes 4 or 5 bedrooms & 3.5 bathrooms, w/ a thoughtfully planned layout that adapts to your needs.The 1st floor office can easily serve as a 5th bedroom. Inside, an open floor plan maximizes natural light, while high-end finishes & thoughtful details create a sophisticated yet comfortable living environment. The walk-out lower level offers the possibility of addt finished space, ideal for a recreation room, gym, or guest suite. W/ its adaptable design & generous lot size, Lot 2 is a fantastic opportunity for buyers looking for a customizable luxury home. Ready Feb 2026!

6 Sawmill Brook Lane, Upton

$875,000
2 Beds 1 Baths SOLD Status 73442461 MLS 864 SqFt.
Once-in-a-lifetime waterfront opportunity on Lake Maspenock! This 1-of-1 property in Upton, MA offers nearly 3 acres with 300 feet of private shoreline on a fully recreational lake — ideal for boating, swimming, kayaking, and fishing. The existing 2-bed, 1-bath cottage exudes timeless New England lakefront charm and features a newer septic system. Enjoy close access to 283 acres abutting Peppercorn Hill Conservation Area, filled with scenic trails, wildlife, and natural beauty. With ample land and favorable zoning setbacks, there’s potential to build your dream waterfront estate with room for an ADU or guest cottage. Rarely does a property of this scale and setting become available — a truly unique chance to create your own private lakefront retreat in the heart of MetroWest.

95 Crockett Rd, Upton

$1,206,281
4 Beds 3 Baths SOLD Status 73436185 MLS 3,314 SqFt.
Tucked away on a spacious lot in desirable Upton, this newly built home showcases expert craftsmanship by a seasoned local developer. Offering 3,314 square feet of thoughtfully designed living space, the open floor plan seamlessly blends comfort and style, perfect for today’s modern lifestyle. At the heart of the home, an expansive chef’s kitchen connects the dining and living areas, ideal for entertaining and everyday living. Wide plank hardwood floors flow throughout, enhancing the home’s warm and inviting feel. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-inspired bath w/ an oversized tile shower. Three additional generously sized bedrooms, a full bath w/ tub & tile surround, and convenient laundry room complete the 2nd level. The finished walkout basement provides additional living space and opens to a private outdoor area. Additional highlights include a charming farmer’s porch and a screened-in porch for enjoying warm evenings.

29 Cider Mill, Upton

$1,160,000
4 Beds 3 Baths SOLD Status 73434493 MLS 4,514 SqFt.
Welcome home to this beautifully updated and meticulous colonial that blends classic charm with modern comfort. Stunning hardwood floors flow throughout the sunlit open floor plan. The spacious living room centers on a cozy fireplace (propane powered) with custom mantel as well as a custom barn door, while the adjacent dining area and updated chef's kitchen feature stainless appliances, granite countertops, tiled backsplash, under cabinet lighting, pantry, and large island. Upstairs you will find 4 bedrooms and 2 full baths with upgraded faucets and James Martin vanities, including a spacious primary suite with two large walk-in closets and gorgeous ensuite with white carrara marble. The generous 3 car garage features epoxy flooring, the laundry room is conveniently located on the first floor, and the outdoor living area adds plenty of space for entertaining with a beautiful deck, patio, and fire pit. Nothing to do but move right in and make it home!

47 Fiske Mill Rd, Upton

$889,500
4 Beds 3 Baths SOLD Status 73434479 MLS 3,454 SqFt.
Nestled on a beautifully landscaped acre with forest views and stunning sunsets, this move-in-ready home offers a perfect blend of comfort and charm. Located in a desirable development near Upton State Forest with no HOA, it features a welcoming wraparound porch, cathedral ceilings in the great room and sunroom, with oversized bedrooms & 4 walk-in closets. Hidden butler’s pantry is a true gem. The unfinished walk-up attic and large basement with French drain provide even more square footage for expansion. Recent upgrades include new central air with heat pumps, PVC trim, exterior paint, and refreshed rooms. Enjoy professionally landscaped gardens, brick pathways, patios, and a composite deck overlooking nature. The sunroom provides peaceful views, while the 3-car garage with shelving adds convenience. With built-ins, European design, crown molding, and proximity to highly rated Upton schools, this rare find is ideal for raising a family and entertaining.

1 Jonathans Way, Upton

$410,000
2 Beds 1 Baths SOLD Status 73432493 MLS 1,184 SqFt.
Contractors & Flippers ~ this could be your next project! This solid 2 bed, 1 bath ranch on 2.65 acres on the corner of Propsect and Gable Streets has tremendous potential! Electrical updated in 2021, Mini Split added in 2021, Artesian well water pup in 2013, boiler maybe 10 years old, Vermont Casing wood stove, Roof 2005 with 30-year shingles. Brady Sunroom. Huge unfinished basement. Multiple sheds. Blueberry bushes. Won't take much to bring this ranch back to it's former glory ~ or totally rehab in an area of million dollar homes and horse farms. Great commuter location & easy access to highways on a quiet side street! Cash or rehab loan, will not qualify for financing. Photos showing history throughout the years in home .... please do not remove. Use caution in area of cones/collapsed cesspool. Property sold as-is.

77 Prospect St, Upton

$795,000
4 Beds 3 Baths SOLD Status 73430563 MLS 2,536 SqFt.
Beautiful home with 3 bedrooms plus additional office space and 3 full baths on over 4 acres of property; 2 Full Baths on the second floor and a Full Bath on the 1st floor Lovely location on a quiet cul-de-sac road; This home is less than 10 years old and very nicely updated; Large Living/Great room with high cathedral ceilings and gas fireplace; 9 Ft. ceilings in most of the rooms ; Hardwood floors and tile throughout the house; Large deck overlooking a tranquil and private setting; Sprinkler system installed in the yard; Ecobee Smart thermostats for energy efficiency; Partially finished basement with plenty of storage. 2 Car Garage and a large shed. Just 15 minutes to Rt 495. Approximately 45 minutes to Boston and 30 minutes to Worcester. Floor plans are attached to the pictures

4 Farrar Rd, Upton

$1,250,000
4 Beds 5 Baths SOLD Status 73429408 MLS 3,515 SqFt.
Stunning new custom-built contemporary colonial with sleek finishes and thoughtful design. The chef’s kitchen shines with quartz counters, stainless appliances, vent hood, under-cabinet lighting, and an abundance of cabinetry. Sun-filled open floor plan with gleaming hardwoods flows seamlessly throughout. Four spacious bedrooms and 4.5 baths including a luxurious primary suite complete with soaking tub, a walk-in shower and its own balcony. The finished walkout basement adds versatile living space and a stylish 3/4 bath. Step outside to a private paver patio, professional landscaping, and irrigation. Even the garage was carefully finished with an EV charging connection and room for extra storage. Every detail was crafted with care—this masterpiece is ready for its first owner. Isn't it time to make Upton your new home!

53 Cider Mill Lane, Upton

$1,090,000
4 Beds 3 Baths SOLD Status 73428709 MLS 3,260 SqFt.
Where Luxury Meets Country! Welcome to this beautifully updated 4BR, 3,000+ sq ft home in scenic Upton. Perfect for entertaining with spacious foyer, formal dining & sitting room, plus expansive family room off the remodeled gourmet kitchen with quartz countertops, stainless steel appliances, double oven, compactor & decorative cabinet lighting. Upstairs offers 4 bedrooms & 2 full baths incl. a primary suite with sitting area, double walk-in closets & spa-like en suite with soaking jet tub. Finished lower level is heated/cooled with bonus room, craft/workshop & mudroom with garage access. Enjoy the new front porch & composite back deck overlooking premier equestrian facilities: 2 barns with 7 stalls, 4 fenced paddocks, 90’x110’ riding ring & 50’ round pen, & tack/grain room. Energy-efficient upgrades include Tesla solar panels (owned), new hot water tank, new condenser & more. Surrounded by fruit trees & gardens, this rare horse property blends luxury living with top-notch amenities.

6 Wood St, Upton

$689,500
2 Beds 3 Baths SOLD Status 73427373 MLS 1,875 SqFt.
Work related transfer requires sellers to leave this carefully upgraded townhome they love. This home is loaded with extras including a cozy gas fireplace, granite countertops and hardwood floors throughout the first level. The Tuscan floor plan features 2+ bedrooms, a second floor lofted family room, and den/office space. The spacious first floor primary suite offers large walk-in shower, double sink vanity, and roomy walk-in closet. Laundry room is set just off the primary. Half bath located off front hallway. Second floor opens to a bright and sunny family room with custom built-ins, guest bedroom, full bath, extra large storage room and spacious walk-in closet. There is ample storage including a large unfinished basement. Relax and bask in the sun on the front porch with your morning coffee or on the back deck with afternoon sunshine. Enjoy nearby golf with 18 hole and par 3 courses, a great restaurant, and local hiking trails. Upton Ridge is an Active 55+ living community.

41 Shannon Way Unit 41, Upton

$700,000
4 Beds 3 Baths SOLD Status 73426238 MLS 3,048 SqFt.
Talk about potential! This sprawling, grand, 4 bed, 3 bath stunning colonial is going to be a steal for someone. With four spacious bedrooms and three bathrooms, this property is ideal for those seeking to add finishing touches and updates to make this a showpiece. The vaulted ceilings and abundant natural light from large windows create an inviting living space. Guests will be captivated by the fireplace situated in the open living area. The open concept floor plan flows from the eat-in kitchen and into the formal dining area, perfect for entertaining. Options of the first-floor office or finished basement room support remote work environment. Second floor primary bedroom with skylights and walk-in closet. The property features a convenient and spacious two-car garage and is so commuter close to all that you need, while tucked back with tree-lined privacy. Don't let this one get away! Easy to schedule a showing.

268 North St, Upton

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