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$699,900
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.

$699,000
4 Beds 3 Baths 73523806 MLS
Tucked along a scenic country road, this beautifully preserved early 18th-century Gambrel blends timeless New England character with the comfort and updates today’s buyers seek. Rich with historic charm, the rambling floor plan offers warm, inviting spaces including a stunning 1st-floor primary suite, great room, library/den, front-to-back living room, classic keeping room with stone fireplace, cozy natural wood kitchen, and countless nooks and period details throughout. Three fireplaces add warmth and ambiance. Outside, enjoy a storybook setting with mature trees, flowering shrubs, open lawn, meadow, tranquil pond, and iconic stone walls. Detached 2-car garage with loft and natural light offers endless possibilities. Recent updates include restored mid-1800s windows with storm windows, central air, metal roof, renovated 2nd-floor bath, fresh exterior paint, regraded driveway with cobblestone pavers, and stunning patio with reclaimed brick from Worcester with stone walkway.

52 Elm St, Upton

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

$1,075,000
4 Beds 3 Baths 73522448 MLS
32 Mendon St, Upton, MA. Where modern sophistication meets timeless design. This newly constructed 2026 residence offers 2,924 square feet of impeccably curated living space, blending contemporary elegance with refined modern farmhouse architecture. Every detail has been intentionally selected — from premium finishes to elevated craftsmanship — creating a home that feels both luxurious and enduring. Designed for elevated living, the expansive floor plan features 4 spacious bedrooms, 2 full baths, and 1 half bath, seamlessly balancing comfort and style. The two-car garage adds convenience, while the gracious front porch delivers a distinguished first impression. Generously sized basement with full build-out opportunity. Set on a property with exceptional outdoor potential, this residence presents a rare opportunity to own a home defined by quality, sophistication, and architectural presence.

32 Mendon St, Upton

Listing courtesy of Listing Agent: Luana Velame from Listing Office: Century 21 The Real Estate Group.

$1,125,000
4 Beds 4 Baths 73521066 MLS
30 Mendon St, Upton, MA Experience modern luxury in this newly constructed 2026 single-family home over 3,000 square feet of thoughtfully designed living space. Blending timeless elegance with contemporary comfort, this exceptional residence is crafted for today’s lifestyle. Featuring four spacious bedrooms and four full bathrooms, the home provides both privacy and convenience with high-end finishes throughout. The open and inviting layout is ideal for both everyday living and entertaining. A two-car built-in garage offers secure parking and additional storage, while the welcoming front porch adds charm and curb appeal to this stunning new construction. Located in desirable Upton, this home presents a rare opportunity to own a beautifully designed residence in impeccable condition.

30 Mendon St, Upton

Listing courtesy of Listing Agent: Luana Velame from Listing Office: Century 21 The Real Estate Group.

$1,699,000
8 Beds 6 Baths 73520686 MLS
ABSOLUTELY STUNNING. Enormous 8 Bedroom Home with over 6000 square feet of living on 5.5 acres bordering the Shining Rock Golf Course. Privacy abounds on this special property that has been completely updated. Septic System, Roof, Heat/AC, Kitchen, 6 Bathrooms, Windows, Flooring, Well....All NEW. First floor has kitchen, dining room, TWO front to back family/living rooms, full bath, pantry and an office. Second floor has primary bedroom, with a gorgeous bathroom complete w/ a soaking tub, a changing room and his and her walk in closets. Laundry room, another 2 full bathrooms and 3 additional bedrooms round out the second floor. 3rd floor has a full bath and four bedrooms. Basement is finished w/ numerous rooms including a full bath. Outside there's a large inground pool with decorative water feature, patios, and all sorts of plantings surrounded by a huge yard and acres of forest. Unique is a understatement. You've got to see it to believe it.

175 Pleasant St, Upton

Listing courtesy of Listing Agent: Matthew S. Sousa from Listing Office: Bullseye Realty Group.

$489,999
3 Beds 3 Baths 73500996 MLS
Presenting an exceptional condominium residence at 140 Main St U:B, Upton, MA, a meticulously maintained property constructed in 2020. This 1785 square foot unit offers a refined living experience across three stories, embodying an attractive and contemporary aesthetic. The culinary space features an open-plan design seamlessly integrating with the living room, equipped with stainless steel appliances and a smart refrigerator, facilitating both everyday living and sophisticated entertaining. The bathrooms are appointed with luxurious elements, including a walk-in shower enhanced by multiple shower heads and a rainfall shower, providing a spa-like experience within the comfort of home. Additional property features include a private porch, extending the living space outdoors. To fully appreciate the sophisticated design and functional elegance of this property, we invite your private viewing.

140 Main St Unit B, Upton

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

$500,000
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

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

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