BACK ON MARKET due to BUYER not being able to sell their home. A rare opportunity to own a beautifully preserved antique Gambrel, thoughtfully updated for modern living while retaining the craftsmanship and character of its New England heritage. Set along a scenic country road, this distinctive residence is surrounded by storybook grounds, mature landscaping and a sense of privacy that is increasingly difficult to find. A gracious first-floor primary suite offers a serene retreat, while the expansive, rambling floor plan provides exceptional flexibility for gathering, entertaining, working and relaxing. The interiors include a welcoming room, library/den, front-to-back living room and classic keeping room with a stone fireplace. A warm, inviting kitchen with natural wood cabinetry complements the home’s historic character, while three fireplaces, charming nooks and carefully preserved period details lend depth and authenticity throughout.The setting is equally compelling. Mature trees, flowering shrubs, open lawn and meadow frame a tranquil pond and distinctive New England stone walls. A beautiful patio, crafted with reclaimed Worcester brick and reached by a stone walkway, creates an elegant setting for morning coffee, outdoor dining or evening entertaining. The detached two-car garage includes a loft well suited to creative pursuits, hobbies or additional storage.Recent improvements include restored mid-1800s windows with storm windows, central air, a metal roof, a renovated second-floor bath, fresh exterior paint and a regraded driveway accented with cobblestone pavers. Each update enhances comfort and function while respecting the home’s original materials, proportions and enduring appeal.With its rare combination of architectural integrity, pastoral beauty and thoughtful livability, this exceptional property offers a lifestyle rooted in history, craftsmanship and quiet enjoyment. Schedule a private showing to experience its singular character firsthand.
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.
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.
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.
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.
Upton is located in Massachusetts. Upton, Massachusetts has a population of 7,986. Upton is more family-centric than the surrounding county with 37.28% of the households containing married families with children. The county average for households married with children is 31.47%.
The median household income in Upton, Massachusetts is $140,192. The median household income for the surrounding county is $81,660 compared to the national median of $69,021. The median age of people living in Upton is 45.5 years.
The average high temperature in July is 83 degrees, with an average low temperature in January of 15.6 degrees. The average rainfall is approximately 49.1 inches per year, with 44.6 inches of snow per year.
