Upton, MA Homes for Sale

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,

The Kattman Team ERA Key Realty Services-Bay State Group

UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning home offers the perfect blend of classic elegance and modern convenience with a spacious 1st FLOOR PRIMARY SUITE and laundry and 3 additional bedrooms on the 2nd level. The partially finished basement with finished half bath provides extra square footage plus access to the

Kim Backlund Northeast Realty + Co.

Room to grow......inside and out! Expansive 4 bedroom 2 1/2 bath home with separate IN-LAW in finished basement all nestled on a picturesque 8.3 acres! This gem boasts a 2 story foyer, hardwoods throughout the first floor and newer carpet throughout the second floor. Oversized primary suite with cathedral ceiling, large walk-in closet, jacuzzi tub, stand up shower/double vanity. Huge family room

Robin Haddad Mendon Local Realty

75-Acre Elite Equestrian & Wellness Sanctuary. Ultimate private retreat with a 4,040 SF luxury Cape, world-class horse facilities, and resort backyard. Trail access to West Hill Dam. RESIDENCE: Chef's kitchen (Jade 6-burner, Sub-Zero, granite waterfall island). 1st-floor primary suite with vaulted ceilings & spa bath. 3 upper bedrooms, office, large bonus room + finished walkout lower level.

Beth Byrne Gibson Sotheby's International Realty

NEIGHBORHOOD SETTING WITH COMMUTER CONVENIENCE! This North-facing colonial offers over an acre of mature, professionally landscaped yard space that abuts trails and conservation land. Inside, the open layout is anchored by an incredibly spacious family room and modern chef’s kitchen with a double oven, 5-burner gas cooktop and oversized island to use for casual dining eating or as a homework hub.

Erika Steele REMAX Executive Realty

Tucked away on a quiet cul-de-sac with 2 acres of wooded bliss, this Federal-front Colonial is pure serenity with an incredibly spacious layout to boot. It's 3000+ square feet that feels warm and homey with New England charm oozing from every room. The kitchen has NEW quartz countertops and a massive eat-in area with a downdraft gas stove. It flows seamlessly into a sun-drenched family room with

Erika Steele REMAX Executive Realty

Presenting an exceptional condominium residence at 140 Main St U:B, Upton, MA, a meticulously maintained property constructed in 2020. This 1785 square foot unit offers a refined living experience across three stories, embodying an attractive and contemporary aesthetic. The culinary space features an open-plan design seamlessly integrating with the living room, equipped with stainless steel

Mike Dagilis ERA Key Realty Services- Milf

UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning Colonial offers the perfect blend of classic elegance and modern convenience. Every detail has been carefully selected to provide style and functionality. 1ST floor hardwoods, Quartz countertops and GE Cafe appliances are just a few of the upgraded details that make this home

Kim Backlund Northeast Realty + Co.

Don't miss this well-maintained multifamily property offering an excellent opportunity for both investors and owner-occupants. Whether you're looking to generate rental income, build long-term wealth, or offset your mortgage by living in one unit while renting the other, this property offers outstanding flexibility.Each unit features spacious living areas, comfortable bedrooms, functional

Rita Silva-Martins eXp Realty LLC - Corporate Office

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

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,

Shane Brady Keller Williams Realty

Welcome to this beautifully maintained two-story townhouse in the highly desirable 55+ Upton Ridge community, where comfort, style, and low-maintenance living come together. Built in 2023 this floor plan features a first-floor primary suite, offering both privacy and ease of living. Upstairs features a generously sized second bedroom with walk in closet, full bath and a spacious second-floor loft

The Semple and Hettrich Team Coldwell Banker Realty - Sudbury

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

Jacob Greasley eXp Realty LLC

New amazing price 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 2-story living with everything you need handy on the 1st floor such as a covered front porch, foyer, powder rm, laundry rm

The Kattman Team ERA Key Realty Services-Bay State Group

Welcome to this WEST-FACING townhouse in the desirable SAMREEN VILLAS community. 13 KNOWLTON CIRCLE offers low-maintenance living in a convenient Upton location.This 3-BEDROOM, 3.5-BATH home features an OPEN-CONCEPT FLOOR PLAN with HARDWOOD FLOORS, a SPACIOUS KITCHEN, and abundant natural light throughout the main living area. The second floor includes THREE GENEROUSLY SIZED BEDROOMS and a LARGE

Smita Sinha Keller Williams Pinnacle MetroWest

Glen Echo is a most desirable neighborhood close to Rt 495, MA Pike & Westborough. This pristine & spacious 4 bedroom, 3.5 bath Chatsworth Model Colonial has been impeccably maintained by its original owners. Enter to dramatic 2 story foyer w/ wainscoting & balcony. Open floor plan, 9 ft ceilings & tons of windows give this home an airy & roomy feel. Main level boasts hardwoods throughout.

Gerald Simone Mathieu Newton Sotheby's International Realty

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

Luana Velame Century 21 The Real Estate Group

WOW! This two-family home has had major systems updated in the last two years: Oil-fired boiler w/oil-fired hot water tank, new well pump & piping, all appliances less than 2 years except for one 8-9 year old refrigerator, exterior of fireplace just repointed, updated electrical. Updated windows. First floor unit has a large foyer, generously sized living room with stunning hardwoods and

Laura Hebb ERA Key Realty Services

Stunning fully renovated luxury home offering three finished levels of sophisticated living with high-end finishes and designer details throughout. This turnkey home features an open-concept floor plan, a custom chef's kitchen with premium appliances, spa-inspired bathrooms, modern lighting, and beautifully updated living spaces. Thoughtfully renovated with exceptional craftsmanship, it

Wendy Solano Lamacchia Realty, Inc.

Upton Horse Haven: Iconic 3-Bed, 3-Bath Retreat on 3.75 Acres. Discover one of Upton’s most beloved properties, a premier estate where timeless charm meets outdoor living. This home features modern upgrades including 200-amp electrical system, a new oil tank, and town water for seamless reliability. A newly finished basement for entertaining or retreat. Property offers direct access to miles of

Team ROVI Real Broker MA, LLC

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

Matthew Sousa Bullseye Realty Group

This rare antique in town colonial awaits a new owner. Wait until you see all the character this home exudes. Freshly painted throughout! Bright and sunny layout, hardwood flooring, gorgeous woodwork, nooks and crannies, tin ceilings, built ins, sun filled corner glassed in porch & white picket fence. This is truly a special home. Large dining area with pellet stove is perfect for entertaining. A

Jeanne Leombruno Century 21 Custom Home Realty

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

Luana Velame Century 21 The Real Estate Group

Welcome to this beautifully maintained Pulte-built townhouse in the desirable Hilltop Farms community! This versatile floor plan features two primary suites—one on each level—ideal for one-level living, guests, or multigenerational living. The kitchen offers oak cabinetry, Corian countertops, LVP flooring, and updated appliances (2019). Enjoy hardwood floors, 9-foot ceilings, a dramatic two-story

Claire Rainville REMAX Executive 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

Welcome to condo living at its finest in Grafton’s highly sought-after Hilltop Farms! This beautiful 3BR, 2.5BA townhouse has it all, starting w gorgeous HW floors that flow seamlessly throughout the main level & lots of natural light. The LR has a cozy fireplace perfect for New England winters, & a renovated kitchen that’s a chef’s dream w a large center island, gas cooking & stainless

Colleen Crowley Lamacchia Realty, Inc.

Welcome to this beautiful townhouse in the desirable “Hilltop Farms Community”. Within this appealing property, an open floor plan, a gas fireplace in the living room & hardwood floors.Kitchen with island. This charming 3-bedroom offers 1,778 Sq.Ft. Above-grade living space, plus and additinal approximately 710 Sq.Ft. in finished walkout Basement with sliding door as a family room. Relax in the

Dalia Izvolsky Century 21 North East

Welcome to Hilltop Farm, a serene retreat on a quiet cul-de-sac. This Pulte-built home features a bright, open floor plan with HW floors, crown molding, and a gas fireplace. The upgraded kitchen boasts SS appliances and ample workspace.The 1st-floor primary suite offers a private escape with a tray ceiling and great natural light. Flexible living areas and extra BRs easily accommodate guests or a

Kiran Kumar Gundavarapu Key Prime Realty LLC

Welcome to Shining Rock Golf Club, where luxury living meets breathtaking views. Perfectly situated on the 18th hole directly across from the clubhouse, this upgraded Morgan Plan condo offers an exceptional lifestyle in one of the area's most desirable communities. The custom cherry kitchen features granite, SS appliances and a seamless flow into the DR/LR areas. The spacious first-floor primary

Katie McBride REMAX Executive Realty

Rarely available, this beautifully maintained Jamison-style end unit by Pulte Homes offers the perfect blend of privacy, natural light, and effortless elegance. Tucked against a private wooded backdrop, this luxurious 3-bedroom, 2.5-bath townhouse is a true standout.Step inside to a bright, open floor plan enhanced by designer color palettes and laminate flooring throughout. The eat-in kitchen is

Peter Kim Berkshire Hathaway HomeServices Commonwealth Real Estate