This rare antique in town colonial awaits a new owner. Wait until you see all the character this home exudes. From the bright and sunny layout, hardwood flooring, gorgeous woodwork, nooks and crannies, tin ceilings, built ins, corner sun porch & white picket fence. this is truly a special home. Large dining area with pellet stove is perfect for entertaining. A spectacular third floor addition encompasses a large primary suite with a spa like bathroom. Three/four more bedrooms on the second floor - One with an attached room makes a perfect in home office or nursery, Private back yard with a huge deck complete with a pergola. Above ground pool, fire pit, and storage shed, all surrounded by gardens, and perennials. A paint brush and a little elbow grease will bring this beauty back to its glory. This is one you want to miss!
Stunning move-in ready home in highly desirable Glen Echo Estates near the Upton/Westborough line! This beautifully designed property offers sun-drenched living spaces, hardwood flooring & an open-concept layout perfect for today’s lifestyle. Dramatic two-story foyer, elegant dining room, private home office & an inviting family room with wood-burning fireplace create exceptional living spaces throughout. The chef’s kitchen features exotic quartzite countertops, stainless steel appliances, oversized island & flows seamlessly into a bright sunroom ideal for entertaining. Luxurious primary suite with tray ceiling, spa-like bath & walk-in closet. Flexible bonus space perfect for media room, gym or potential 5th bedroom. Expansive deck overlooks a peaceful wooded backyard offering privacy & relaxation. Walkout basement, 3-car garage & convenient commuter location with easy access to major routes complete this exceptional offering in one of the area’s most sought-after neighborhoods.
***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.
21 Warren Rd, Upton, MA, a meticulously maintained 1957 single-family residence spanning 1789 square feet. This attractive property, presented in great condition, offers an exceptional opportunity for discerning buyers seeking comfort and convenience. The thoughtfully designed kitchen serves as the heart of the home, featuring sophisticated stone counters, a practical peninsula, and high-end stainless steel appliances, including an impressive refrigerator, all contributing to an elevated culinary experience. A well-appointed bathroom has been updated to include a double vanity, providing both functionality and a touch of elegance. This charming ranch-style residence extends its appeal outdoors with a private yard, ideal for relaxation, and a dedicated outdoor dining area perfect for entertaining. Further enhancing its value and sustainability, the property is equipped with solar panels. Downstairs has a flexible space with a fireplace and bathroom. Office? Rec room?
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!
Built in 2021, this bright end-unit “Florence” model offers easy single-level living with an open-concept layout perfect for entertaining. The kitchen features granite countertops, tile backsplash, large island, stainless steel appliances, stylish lighting, and a pantry, flowing seamlessly into the dining and living areas. Enjoy a cozy gas fireplace and backyard views from the living room. The primary suite includes a private bath, glass shower, and walk-in closet. A second bedroom, full bath, and convenient first-floor laundry complete the main level. The finished lower level adds plenty of extra living space with a spacious family room, office, new ¾ bath, and mini-splits for comfort. 2-car garage with ample storage. Gas heating, central air, tankless hot water heater. Located in the vibrant 55+ community of Upton Ridge, adjacent to Shining Rock Golf Club, with easy access to highways and Grafton Commuter Rail. Don't miss this one!!
This charming, meticulously kept three-bedroom residence offers a serene retreat in the heart of sought-after Upton. Curb appeal abounds with a classic farmer's porch and professional landscaping, while the expansive composite deck provides a premier setting for outdoor gatherings within the lush, private yard. Inside, the home stays warm and inviting thanks to a cozy gas fireplace and efficient 2025 gas heating. Peace of mind is a hallmark of this property, as major updates including the water heater, gas furnace, washing machine, refrigerator, and dishwasher were all replaced very recently. Supported by the ultimate security of a whole-house backup generator and rounded out by a substantial two-section shed for organized storage, this is a truly turn-key residence. A perfect home in beautiful Upton!
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. Quick jaunt to downtown.
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.
BRAND NEW ROOF with *50 year* warranty just installed! Relocating Executive Seller is sad to leave this meticulously maintained DREAM home, loaded with UPDATES throughout, including a BRAND NEW HEATING SYSTEM! Plus a private FENCED & FLAT backyard! Step inside to an inviting OPEN CONCEPT floorplan, w/ beautiful newer flooring & an abundance of natural light throughout. A large kitchen offers plenty of space for the home chef – including upgraded stainless-steel appliances, granite countertops, and a large pantry directly overlooking large back deck & PRIVATE backyard! A family room (complete w/ cozy FIREPLACE), living room, formal dining room & a half bath, round off the first floor. Upstairs are 3 generously sized bedrooms, including a PRIMARY SUITE w/ private SPA-LIKE bathroom, walk-in closet &cozy reading nook! Professional landscaped property has a FULLY FENCED, FLAT backyard: PERFECT for kids and pets! PLUS: an attached oversized HEATED 2 car garage. Nothing to do but move in!
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.