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87 Shannon Way Unit 86, Upton
$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
52 Elm St, Upton
$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
32 Mendon St, Upton
$1,050,000
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
175 Pleasant St, Upton
$1,649,000
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
140 Main St Unit B, Upton
$489,000
3 Beds ⋅ 3 Baths ⋅ 73500996 MLS
Discover unmatched sophistication, style & elegance living at 140 Main St U:B, Upton, MA! A COMMUTER'S DREAM -- RE-IMAGINED in 2020, this 1785 square foot residence presents an attractive property in near-flawless condition, offering an exceptional opportunity for discerning buyers. The meticulously designed kitchen serves as the heart of the home, equipped with stainless steel appliances, elegant stone counters, and an integrated smart refrigerator, catering to both culinary enthusiasts and modern lifestyle demands. The bathrooms are conceived as private sanctuaries, with select spaces featuring a walk-in shower, enhanced by multiple shower heads, and a rainfall shower, providing a spa-like experience. This condominium, spanning three stories and situated on the first floor, offers three bedrooms and two full bathrooms, complemented by a convenient half bathroom. An inviting porch extends the living space outdoors, perfect for relaxation or entertaining. We invite you to experience the refined elegance of this property firsthand.

140 Main St Unit B, Upton
130 High St, Upton
$549,000
5 Beds ⋅ 3 Baths ⋅ 73400838 MLS
This beautifully updated 2,887 sq. ft. single-family home offers stunning views of Pratt Pond and easy access to I-495. Renovated in 2024–2025, it features all-new siding and windows, a brand-new asphalt driveway and parking area, and a commercial-grade fire safety system. Inside, enjoy spacious, flexible living areas perfect for remote work or entertaining. A fully renovated backyard shed adds valuable storage or workshop space. Located on a convenient main road just minutes from downtown Upton.

130 High St, Upton

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