Upton Homes under $1 million

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Newest Upton Homes under $1 million

$810,000

4 Beds ⋅ 3 Baths ⋅ 73597534 MLS

Beautifully appointed and full of character, this four-bedroom, 2.5-bath expanded Cape on a corner lot on Church Street offers more than 2,500 square feet of inviting living space. A flexible layout, gorgeous kitchen, and first-floor primary suite make this Upton home a standout. The kitchen pairs granite countertops with modern stainless steel appliances, offering a stylish setting for everyday cooking and entertaining. A bright dining area provides a welcoming gathering space, while the fireplace adds warmth and charm. The home’s expanded footprint includes a distinctive step-down bedroom addition, providing added space and versatility. Enjoy the convenience of a first-floor primary suite and first-floor laundry, with three additional bedrooms offering room for guests, work, or hobbies. A two-car garage beneath the primary suite adds practical storage and sheltered parking. Outdoor living is equally inviting, with a spacious deck overlooking the corner-lot setting—an ideal spot for morning coffee or relaxing at the end of the day. Close to Upton’s town beach, downtown shops, dining, and local amenities, this beautiful home brings together comfort, character, and convenience.

36 Church St, Upton

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.

$829,900

4 Beds ⋅ 4 Baths ⋅ 73595051 MLS

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

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.

$699,000

2 Beds ⋅ 3 Baths ⋅ 73592075 MLS ⋅ ['Upton Ridge'] BLDG.

"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 102, Upton

Listing courtesy of Listing Agent: Matt Cuddy from Listing Office: CUDDY Real Estate.

$859,900

3 Beds ⋅ 3 Baths ⋅ 73589810 MLS

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

Listing courtesy of Listing Agent: Christine Lawrence from Listing Office: ERA Key Realty Services- Milf.

$449,900

3 Beds ⋅ 2 Baths ⋅ 73589345 MLS

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

Listing courtesy of Listing Agent: Paul Murphy from Listing Office: Keller Williams South Watuppa.

$575,000

6 Beds ⋅ 3 Baths ⋅ 73588692 MLS

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

Listing courtesy of Listing Agent: Miller Real Estate Group from Listing Office: Keller Williams Pinnacle Central.

$649,000

3 Beds ⋅ 2 Baths ⋅ 73586877 MLS

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

Listing courtesy of Listing Agent: Drew Jacobs from Listing Office: Jacobs Real Estate.

$489,000

2 Beds ⋅ 3 Baths ⋅ 73583734 MLS ⋅ ['Fieldstone Condos'] BLDG.

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

Listing courtesy of Listing Agent: Leavitt + Co Team from Listing Office: Compass.

$499,000

4 Beds ⋅ 3 Baths ⋅ 73579649 MLS

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

Listing courtesy of Listing Agent: Leah Tringale from Listing Office: Longwood Residential, LLC.

$799,000

2 Beds ⋅ 3 Baths ⋅ 73577353 MLS ⋅ ['Cobblers Creek'] BLDG.

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

Listing courtesy of Listing Agent: Jeffrey Germagian from Listing Office: ERA Key Realty Services-Bay State Group.

$519,899

3 Beds ⋅ 3 Baths ⋅ 73574288 MLS

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

Listing courtesy of Listing Agent: Bhargavi Thaduri from Listing Office: Coldwell Banker Realty - Newton.

$974,900

4 Beds ⋅ 3 Baths ⋅ 73573687 MLS

Sitting majestically in one of Upton’s most desired neighborhoods, this gorgeous Colonial commands attention with its gracious presence, impressive scale and beautifully designed spaces. A soaring two story foyer opens to a home made for memorable living and exceptional entertaining. The kitchen is a culinary delight with a generous island, gourmet appliances, a large cooktop, double wall oven and charming banquette seating. Just beyond, the dramatic cathedral family room with its beautiful fireplace sets the scene for holiday mornings and evenings fireside, while the oversized dining room brings elegance to every gathering. The fabulous three season porch offers a peaceful escape for morning coffee and evenings overlooking the beautiful surroundings. Upstairs, the oversized primary retreat invites you to unwind with a favorite book in the window seat, while the luxurious bath features a spacious walk in shower and oversized Jacuzzi tub. A huge walkout basement offers exceptional potential for future living space, entertaining or a fitness room. A new heating system and hot water heater add to the appeal of this impressive home, offering the space to celebrate, the comfort to unwind and a setting worthy of it all.

27 Juniper Road, Upton

Listing courtesy of Listing Agent: THE LASH GROUP from Listing Office: Keller Williams Boston MetroWest.

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Upton Homes under $1 million

Newest Upton Homes under $1 million

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