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.
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.
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.
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.
***UNDER CONSTRUCTION*** Location Location Location!! Perfect timing to snatch a brand-new house while it's still under construction and have a chance to pick your own finishes and be ready to move in by the new school year. Perched up on a hill overlooking Pratt Pond. Steps away from Kiwanis Beach Park and enjoy the public beach, baseball+soccer fields, tennis/pickleball+basketball courts. Featuring an open concept kitchen/ family room, with an oversized island, family room with 20' ceiling height, flexibility with a 1st floor primary and a private office. 2nd floor features the other 4 bedrooms, all en-suite including a jack-n-jill bath. Retreat to an oversized master bedroom with his and hers walk-in closets and a spa like bathroom. Laundry room conveniently on the 2nd floor.
**Offers due by Saturday 5/23 at NOON*** Welcome to ONE floor living in this fabulous custom ranch. Situated on a two plus acre lot, at the end of a quiet side street ,close to the center of town. Large open living room with gas log fireplace and hardwood flooring & cathedral ceilings, opens to a beautiful kitchen with stainless appliances, center island, granite counter tops. Side entrance to mud room with pantry closets Large dining area that leads to a spacious screened in sun porch and a large open deck area. Laundry on the first floor. Large Primary suite with large closets, complete with build ins, access to the deck, tiled walk in shower in the primary bath. Two other flex rooms for extra sleeping or office space. The fully finished basement space offers a multitude of different opportunities, With a full bath, and two large rooms. Buderus boiler. Two separate areas offer amazing storage and workshop space. Town water available at the street.
Welcome to the fabulous free-standing Blue Bird Model at Cobbler's Creek! Enjoy a distinctive townhouse with 2,200+ square feet of great space easily adaptable to your decor & lifestyle. From a welcoming front porch, enter a foyer with custom moldings & closet open to a spacious open floor plan including a living room & door to a deck, dining area & stylish kitchen w/white cabinets, Quartz counters & stainless-steel appliances. Primary bedroom suite has double closets plus full bath with tiled shower & laundry. Upstairs, there's a large second bedroom, full bath & bonus room. Unfinished lower-level space is ideal for storage. Attached two-car garage. Enjoy living in Upton's most popular 55+ community of 59 townhomes that will have access to a club house & more. Easy access to routes 495, train, shopping & restaurants. Don't miss out on this amazing price in a fabulous community! *** HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable plus more *** Great opportunity!
Are you looking for low-maintenance single-level living in a thoughtfully designed new construction condo located in an amazing 55+ community? Come check out the "Starling" floor plan at Cobbler's Creek, built by exceptional builders with a reputation for excellence. As you step inside, you're welcomed by an open and airy floor plan that seamlessly connects the sunny living room, dining room & kitchen. The kitchen features a clean, contemporary layout w/attractive cabinets, ample Quartz counter space, modern SS appliances & a center island that can double as a breakfast bar or casual gathering spot. Off the main living space, a dedicated office provides a quiet area to work from home. Primary bedroom is a comfortable retreat includes en-suite bathroom w/double sinks, tiled shower & large closet. Ideal 2nd bdrm for guests & full bath. Laundry & 2-car garage. Enjoy a serene yet convenient location. ** HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable plus more ** Terrific value!!
Come see what's new 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 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 rm & entry to your 2-car garage. An open floor plan offers a living & dining area w/ fireplace & access to a deck or patio, plus kitchen featuring beautiful cabinets, center island w/quartz countertops & stainless-steel appliances. Primary bedroom suite includes a spacious closet & full bath w/double sinks & tiled shower. Second floor offers has a terrific loft space, second bedroom & full bath. Energy efficient systems. Be part of a wonderful community with access to a clubhouse & trails. ** HOA Fee Includes Water/ Sewer/ Spectrum Internet & Cable plus more ** The spring market is here!
Welcome to 140 Main St U:B in Upton, MA!! This 2020-built condominium presents an attractive property in great condition, offering 1785 square feet of refined living space. This is a three-story residence, w/expansion potential in LL. Situated on the first floor, you'll find a sophisticated & relaxed living space. The kitchen is thoughtfully designed for both culinary pursuits & social engagement, featuring stainless steel appliances & granite counters. An open-plan layout seamlessly connects it w/the living room, fostering an expansive & inviting atmosphere. The integration of a SMART REFRIDGERATOR further enhances its modern functionality. The primary bathroom offers a luxurious retreat, equipped w/a walk-in shower that includes multiple shower heads, & rainfall shower feature, providing a spa-like experience. With three bedrooms and two full bathrooms, complemented by an additional half bathroom, this condominium accommodates luxury lifestyle wants & needs. Great commuter spot!
With a flexible layout that supports multigenerational living, this gorgeous custom-built colonial has ample space and is situated on 3+ private acres. From the moment you step into the grand two-story foyer adorned w/ granite flooring, you’ll be captivated by the attention to detail & luxurious features throughout, incl 9ft+ ceilings & gleaming hardwoods. Spacious fam rm is a true showpiece w/ stunning floor-to-ceiling stone fireplace & interior balcony. The expansive gourmet kitchen boasts a huge island w/ vegetable sink, abundant counter space, cabinetry & gas cooktop. An inviting eat-in area is bathed in natural light w/numerous windows. 1st floor, open concept guest suite w/ full bath & exterior access. Upstairs, spacious primary suite w/ lg walk-in closet & spa-like bath w/ jetted tub & tiled shower w/glass door. 3 addt'l good-sized bedrooms, 2 full baths & convenient 2nd flr laundry. Finished walkout lower level has food prep area and full bath. Perfect home for entertaining!
Antique Greek Revival single-family home in the heart of Upton’s historic district. The Thomas McFarland House (1810) is set on the right side of a 1.14-acre lot that slopes down to scenic Mill Pond. Offering four bedrooms, two full baths, 2100 sq ft living space and a two-car garage. The home is rich in character but does require significant renovation. Features include, abundant natural light, an antique fireplace, wide plank flooring, ample attic storage, and pond views from all rear-facing windows. Gas cooking and gas furnace (2009) Partitioned basement, one with walk-out access. With 265’ of street frontage, the expansive lot presents unique development potential, buyers to do their own due diligence. House is serviced by Town Water & Sewer and Natural Gas. This property is ideal for buyers seeking a rewarding restoration project in an idyllic setting. Great commuter location with quick and easy access to 495 and the Mass Pike. Showings by appointment only.
This beautifully designed custom home offers the perfect blend of privacy, space, and modern functionality. Set back from the street and positioned on an elevated lot, the home delivers both curb appeal and a sense of seclusion. Inside, you’ll find a thoughtfully designed floor plan featuring 4 spacious bedrooms and 3.5 bathrooms. The heart of the home is ideal for both everyday living and entertaining, with open, flowing spaces and quality craftsmanship throughout. Upstairs, convenience meets luxury with a dedicated second-floor laundry room—perfectly located near all bedrooms. The oversized primary suite serves as a true retreat, offering generous proportions, ample closet space, and a private en-suite bath designed for comfort and relaxation. With its custom layout, elevated setting, and attention to detail, this home is a standout opportunity for buyers seeking both style and functionality in a serene setting.
Set at the end of a dead-end road, this expanded custom contemporary offers over 10 acres of private land—a rare blend of space, flexibility, and future potential. This well-maintained 3-bed, 2.5-bath home is filled with natural light from expansive windows and skylights, creating an open, inviting layout. A standout 30x24 heated bonus room above the garage provides exceptional space for recreation, entertaining, or extended living. Additional features include a deck, indoor jacuzzi, wood stove, mini-splits (2 yrs), newer windows and roof (~10 yrs), boiler (2014), 200 amp electrical, generator hookup, and private well. Passing Title V with oversized 4-bed septic allows for expansion or ADU potential. Preliminary subdivision plans (subject to approvals). Convenient to major highways with access to Westborough, Framingham, and Natick, offering easy commute to Boston.
A unique opportunity unfolds at 6 Chickadee Way, Upton, Adult Community 55+ where an attractive condominium in stellar condition stands to invite you in to the comforts of Home! Front porch entry. Popular open floor concept with an expansive 2228 square feet of living area. Livingroom with a fireplace, dining area open to an impressive kitchen layout with custom cabinets, large eat at island, high ceilings, stainless steel appliances, half bath and coat closet. The thoughtfully designed primary bedroom with a spacious private bathroom, custom walk-in closet you have to see to believe! The 2nd floor features a loft, spacious 2nd bedroom and 2nd bath with a double vanity. Walk out Basement. *HOA includes Spectrum Internet & Cable. Amenities include 2 Car Garage with direct entry. & level 2 car charger outlet Forced air/propane heat and central air. A deck overlooking beautiful private wooded landscape, ideal outdoor setting for enjoyment of your surroundings.
Where Luxury Meets Country! Welcome to this beautifully updated 4BR, 3,000+ sq ft home in scenic Upton. Perfect for entertaining with spacious foyer, formal dining & sitting room, plus expansive family room off the remodeled gourmet kitchen with quartz countertops, stainless steel appliances, double oven, compactor & decorative cabinet lighting. Upstairs offers 4 bedrooms & 2 full baths incl. a primary suite with sitting area, double walk-in closets & spa-like en suite with soaking jet tub. Finished lower level is heated/cooled with bonus room, craft/workshop & mudroom with garage access. Enjoy the new front porch & composite back deck overlooking premier equestrian facilities: 2 barns with 7 stalls, 4 fenced paddocks, 90’x110’ riding ring & 50’ round pen, & tack/grain room. Energy-efficient upgrades include Tesla solar panels (owned), new hot water tank, new condenser & more. Surrounded by fruit trees & gardens, this rare horse property blends luxury living with top-notch amenities.
Finishing touches were completed after the photos. 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.
