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72 Shannon Way Unit 72, Upton
$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 72, Upton

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

6 Glen Ave, Upton
$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.

55 School Street, Upton
$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.

23 Forest St, Upton
$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.

13 Fieldstone St Unit 13, Upton
$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.

1 Knowlton Circle Unit 1, Upton
$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.

140 Main St Unit E, Upton
$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.

5 Elm Street, Upton
$675,000
4 Beds ⋅ 3 Baths ⋅ 73565350 MLS
$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

Listing courtesy of Listing Agent: Lisa Pezzoni from Listing Office: Andrew J. Abu Inc., REALTORS®.

56 Shannon Way Unit 56, Upton
$649,000
2 Beds ⋅ 3 Baths ⋅ 73546012 MLS ⋅ ['Upton Ridge'] BLDG.
Welcome to this beautifully maintained two-story townhouse in the highly desirable 55+ Upton Ridge community, where comfort, style, and low-maintenance living come together. Built in 2023 this floor plan features a first-floor primary suite, offering both privacy and ease of living. Upstairs features a generously sized second bedroom with walk in closet, full bath and a spacious second-floor loft perfect for a home office, or additional living space. The open-concept design seamlessly connects the living room, dining area, a chef’s kitchen, beautiful hardwood floors creating an ideal setting for both everyday living and effortless entertaining. Expansive windows fill the home with natural light while showcasing peaceful wooded views that provide a tranquil backdrop. The expansive walk-out unfinished basement presents exceptional potential for future living space, a home gym, workshop, or abundant storage. Easy access to major routes, shopping and boarders Shining Rock Golf Club!

56 Shannon Way Unit 56, Upton

Listing courtesy of Listing Agent: The Semple & Hettrich Team from Listing Office: Coldwell Banker Realty - Sudbury.

5 Boot Shop Road Unit 5, Upton
$749,900
2 Beds ⋅ 2 Baths ⋅ 73535220 MLS ⋅ ["Cobbler's Creek"] BLDG.
Beautiful new construction one-level "Starling" floor plan now available at Cobbler's Creek, a vibrant 55+ community built by exceptional builders with a reputation for excellence! You're welcomed by an open & airy floor plan that seamlessly connects the sunny living room w/fireplace & built-ins, dining rm & kitchen all w/hardwood floors. The kitchen features attractive cabinets with moldings above, ample Quartz counter space, modern SS appliances, tile backsplash & center island that can double as a breakfast bar or casual gathering spot. The living room accesses a deck & patio. Off the main living space, a dedicated office provides a quiet area to work from home. Primary bedroom is a comfortable retreat including en-suite bathroom w/double sinks, tiled shower w/glass door & large closet. Second bdrm for guests & full bath. Laundry & 2-car garage. Enjoy a serene & convenient location close to everything. ** HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable & more ** Ready now!

5 Boot Shop Road Unit 5, Upton

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

87 Shannon Way Unit 86, Upton
$640,000
2 Beds ⋅ 3 Baths ⋅ 73524427 MLS ⋅ ['Upton Ridge'] BLDG.
Enjoy low-maintenance living at Upton Ridge, a desirable 55+ community just a short stroll from the renowned Shining Rock Golf Course. This beautiful Milan-style two-story home offers a spacious, thoughtfully designed floor plan featuring a first-floor primary suite and open-concept living. The oversized kitchen is perfect for entertaining, complete with upgraded cabinetry, quartz countertops, and a large center island. The light-filled gathering room opens through a slider to the rear deck, with remote controlled awning, creating a seamless indoor-outdoor space to relax and enjoy the peaceful surroundings. Upstairs, you’ll find a spacious loft, a generously sized second bedroom with a full bath and walk-in closet. Experience the beauty and tranquility of Upton Ridge while enjoying convenient access to Boston, Providence, New Hampshire, Route 9, I-90, I-495, and the commuter rail.

87 Shannon Way Unit 86, Upton

Listing courtesy of Listing Agent: Shane Brady from Listing Office: Keller Williams Realty.

140 Main St Unit B, Upton
$474,900
3 Beds ⋅ 3 Baths ⋅ 73500996 MLS
Welcome to 140 Main St U:B in Upton, Massachusetts. Constructed in 2020, this 1,785-square-foot condominium stands in great condition, offering a sophisticated living experience across its three-story architectural design. Positioned on the first floor, this residence provides a seamless blend of modern functionality and refined living, defining a new standard for elevated residential comfort. The kitchen serves as the heart of the home, equipped with high-end stainless steel appliances and advanced smart refrigerator technology. The workspace is defined by elegant stone counters, providing both durability and a sleek aesthetic for culinary preparation. This space is designed to support both daily routines and seamless entertaining with modern efficiency. The bathrooms reflect a commitment to a spa-inspired routine. One bathroom features a luxurious walk-in shower, which incorporates multiple shower heads and an overhead rainfall shower system, offering a tailored and refreshing bathing experience. Beyond the interior living spaces, the property provides a dedicated porch area, offering an ideal setting for relaxation or extending your living environment into the fresh air. With its thoughtful layout and contemporary appointments, this residence offers an exceptional opportunity for those seeking a move-in ready home in a prime location. We invite you to schedule a private tour to experience the quality and refined atmosphere of this exceptional Upton residence firsthand.

140 Main St Unit B, Upton

Listing courtesy of Listing Agent: Michael Dagilis from Listing Office: ERA Key Realty Services- Milf.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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