Upton, MA Homes for Sale

Welcome to Glen Echo Estates near the Upton/Westborough line. This sought-after Wellington design offers spacious rooms, an open floor plan, abundant natural light & hardwood in key living areas. A dramatic two-story foyer opens to formal living & dining rooms. The chef’s kitchen features exotic quartzite counters, SS appliances & large island, flowing into a bright sunroom—perfect for

Mary Wood Lamacchia Realty, Inc.

This modern multi-Level 4-bedroom 3.5-bath masterpiece is a must see! Stunning open layout with designer finishes and abundant natural light throughout. Open kitchen with stainless appliances & quartz waterfall island flows to a fabulous dining room. Solid hardwoods throughout Luxurious sized living room with cathedral ceiling, floor-to ceiling fireplace, and double slider opening to a 20x10

Laura Hebb ERA Key Realty Services

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/

Melissa Ellison Mathieu Newton Sotheby's International Realty

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

Brittany Palmerino Mathieu Newton Sotheby's International Realty

Completely renovated in 2024, this stunning 4-bedroom, 2.5-bath home blends modern luxury with thoughtful design in a highly desirable neighborhood close to schools and town. A spacious new addition features a large primary suite with a spa-like bath and two walk-in closets, offering a true private retreat. The heart of the home is the beautifully renovated kitchen, equipped with premium Bosch

Beth Feather William Raveis R.E. & Home Services

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

Diana Afonso Afonso Real Estate

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 and inviting layout. A standout 30x24 heated bonus room above the garage provides exceptional space for

Campos Homes RE/MAX Real Estate Center

Framing starting soon. Foundation is in! Close to Schools and commuter routes. Welcome to the Ashford plan our most popular floor plan with the heart of the home featuring a quartz island, dining area, stainless steel appliances gleaming hardwood flooring. Fireplaced great room, dining room and study are complete with Hardwood floors & crown molding. Your master bedroom get away features an en

Gary Smith Mendon Area Real Estate

Stately Southern-style custom Colonial with double front porches, set at the end of a cul-de-sac in one of Milford’s premier neighborhoods. This well-maintained home offers expansive living space with exceptional craftsmanship throughout. A welcoming foyer opens to formal living and dining rooms, a spacious fireplaced family room, playroom, and a custom kitchen ideal for everyday living and

David Restic Property Services Network

Charming Colonial set on a private dead-end street with a spacious yard. This home offers 3 bedrooms and 2 full bathrooms, including a second-floor main bedroom with private bath. The main level features two additional bedrooms, full bath, dining room, cozy kitchen, and an open living room with fireplace. The deck overlooks a sprawling yard with endless potential for outdoor entertaining,

Melissa Bonina Century 21 Custom Home Realty

Desirable Samreen Villa! Great Value ~ Motivated Seller! This lovely end-unit townhouse features 3 bedrooms and a bright, open loft area. 2 updated full baths plus a 1/2 bath on the first floor and a large room in the lower level. The unit is light and bright with hardwood floors throughout. The 2nd floor features a large MBR with a ceiling fan and full bath. The 2 additional bedrooms are good

Karen Richardson LAER Realty Partners

135 Main St contains 34 units comprised of (22) 1-Bed/1-Bath units and (12) 2-Bed/1-Bath units. The Property, previously known as The Upton Inn, has undergone significant renovations since its acquisition in August of 2024. This has included renovations of most units including new kitchens and bathrooms with condo quality finishes, updated flooring and painting of the units’ interiors. 135 Main

Kelleher - Pentore Team Horvath & Tremblay

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,

Michael O'Dea Coldwell Banker Realty - Brookline

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,

June Hillier REMAX Executive Realty

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

Jacob Greasley eXp Realty

A rare opportunity to own a four-bedroom, two and a half bath residence in the desirable Samreen Villas. This private end unit offers exceptional natural light and a thoughtfully designed layout ideal for both everyday living and entertaining. The main level features hardwood and ceramic tile flooring, an open-concept kitchen and dining area, and a dramatic living room with soaring ceilings and

Leah Tringale Longwood Residential, LLC

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

The Tabassi Team RE/MAX Partners Relocation

Rare 2-Family Gem with Historic Charm & Modern Luxury. Discover this meticulously renovated two-family home, perfectly situated on 2 sprawling acres near the heart of town. Gutted to the studs in 2015 and updated with a new roof, windows, and high-end finishes, this property offers the peace of mind of a new build with the character of a classic estate. Both units are fully de-leaded,

Beth Byrne Gibson Sotheby's International Realty

Prime Investment Opportunity: 20.9-Acre Private Estate in Top-Rated Hopkinton School District Nestled on an expansive 20.9-acre wooded lot bordering the Upton State Forest (one of the largest in Hopkinton), 186 Spring Street offers exceptional privacy, tucked deep in the forest with mature trees and natural seclusion. This rare parcel provides significant development potential — including the

Brendon Sullivan-Monson StartPoint Realty