luxury real estate for sale Westborough, United States

Set back from the road on an estate lot on the desirable East Side of Westborough, this well-maintained Colonial offers 10 rooms, five bedrooms, and 5.25 cleared acres with equestrian potential. A heated 20-by-40-foot in-ground pool, two-car attached garage, and separate three-car detached garage make this property especially appealing for car enthusiasts, hobbyists, or those seeking extra space. Inside, hardwood floors extend throughout much of the home. The cherry cabinet kitchen features a center island, granite countertops, stainless steel appliances, and a separate dining area overlooking the expansive sun deck. Open to the kitchen, the cathedral-ceiling family room with a fireplace creates an inviting space for everyday living and entertaining. A formal dining room, private living room, home office, and half bathroom complete the first floor. Upstairs, the spacious primary suite includes vaulted ceilings and an updated bathroom with a double vanity with quartz countertops, a ceramic-tile shower, soaking tub, and tiled floors. Four additional bedrooms and a convenient second-floor laundry room complete this level. A walk-up attic provides excellent storage and future flexibility.

Experience luxury and low-maintenance living in this beautifully maintained Eastbrook-style townhome offering 4 bedrooms, 3 full baths, and three finished levels in one of Westborough's most desirable communities. The open floor plan features hardwood floors throughout the main living area. The gourmet kitchen offers granite countertops, stainless steel appliances, a gas range, and abundant cabinetry, formal dining area, and spacious living room with a fireplace. The second floor includes a flex space and full bath, ideal for guests. The third floor features cathedral-ceiling primary suite with a walk-in closet and en suite bath with a tub and separate shower, plus two additional bedrooms and a full bath. The finished lower level provides flexible bonus space ideal for a home office, playroom, or additional storage and direct access to the attached garage. Enjoy community amenities including a clubhouse, fitness center, swimming pool, and beautifully maintained grounds. Ideally located from the MBTA Commuter Rail with direct service to Boston and Worcester, and offering easy access to Routes 9, I-495, and the Massachusetts Turnpike, as well as shopping, dining, and top-rated schools.

Enjoy the benefits of new construction without the wait! This 3-year-young 1-bed, 1-bath condo at Del Webb at Chauncy Lake in Westborough’s premier 55+ community is stunning. Enjoy an open floor plan enhanced by premium builder finishes, including upgraded kitchen cabinets, elegant wainscoting, and crown molding. The kitchen features a large island, quartz countertops, and stainless steel appliances flowing seamlessly into the sun-filled living area. The spacious bedroom offers a walk-in closet and ceiling fan, while the versatile bonus room with French doors provides the ideal space for a home office, den, or dining area. Additional highlights include a large private balcony and a deeded garage parking space. Enjoy resort-style living with access to a clubhouse, fitness center, pool, pickleball court, bocce court, and scenic walking trails. This is more than just a condo; it is a lifestyle.

Located in Westborough’s desirable Piccadilly Mill Estates, this dormered colonial offers over 3,800 square feet of living space including a totally renovated kitchen with generous cabinetry, quartz countertops, and a stainless-steel island, but first step into the two-story foyer with its rich ebony railing and warm hardwood flooring, and then check out the cozy front room. Its wall of built-ins makes it an ideal setting for a library or den. Next, consider the dining room. Dressed in picture frame wainscotting and crown molding, it’s a great space for those formal dinners, while the kitchen calls for family and friends to gather. Flowing out from the kitchen, the sunken family room boasts a cathedral ceiling, fireplace, and recessed lighting; and beyond the kitchen sits a deck overlooking a private backyard. Another great feature is the sizable mud room with two closets, and it leads to an ample half bath, separate laundry room, and the two-car garage. Upstairs, the substantial primary suite features a custom-designed walk-in closet and renovated bath with double vanity as well as three additional bedrooms and a full bath. The finished lower level adds a valuable, flexible space for recreation, work, fitness, or media, and is a walk out into that private yard. Welcome home to the desirable Piccadilly Mill Estates!

Historic character meets modern living at 9 Cross Street! This beautifully renovated 4-bedroom home offers a rare combination of 1793 post-and-beam craftsmanship and the bright, open layout today’s buyers are looking for. Original exposed beams and beautifully preserved wide-pine floors add warmth and character throughout. At the heart of the home is a stunning eat-in kitchen featuring an impressive 8-foot Carrara marble island, herringbone Carrara marble backsplash, gas cooking, stainless steel appliances, built-in pantry and plenty of space for everyday living and entertaining. A dramatic 5-foot-wide custom staircase anchors the center of the home and creates an open connection between the kitchen, dining and living spaces. The built-in mudroom and thoughtfully designed custom storage add everyday convenience. Upstairs you’ll find four generously sized bedrooms, including a spacious primary bedroom with a custom California Closets walk-in closet and window seat. Two beautifully renovated full baths complete the interior. Enjoy morning coffee on the inviting farmer’s porch or summer dining in the private backyard surrounded by mature landscaping and hydrangeas. The home was renovated back to the studs with care taken to preserve its historic character while incorporating modern amenities. Updates include new windows, gas heat, 200-amp electrical service and a dedicated EV charger. Just moments from Westborough favorites including the Red Barn and the Coop. Built in 1793. Reimagined for today.

Welcome to Westborough Village, a Toll Brothers community! This spacious garden-style condominium offers an open floor plan with hardwood floors throughout the living and dining areas and access to a private balcony. The kitchen features granite countertops, stainless steel appliances, and upgraded cabinetry. The spacious primary suite includes a walk-in closet and a private en-suite bath with a tub and walk-in shower. A second bedroom and full bath offer flexibility. Additional highlights include in-unit laundry, a dedicated furnace and central A/C system, exclusive storage space, one deeded parking space, and ample visitor parking. Ideally located near Route 9, Westborough T-Station, shopping, dining, and major commuter routes. Don't miss this opportunity to make Westborough Village your new home!

Welcome to the very desirable Orchard Hill, an active adult community. As you enter, you are immediately greeted with beautiful hardwood floors and quality custom woodwork and moldings. The living room features a gas fireplace framed by custom cabinetry and built-in bookcases, as well as hardwood floors, and then flows to a formal dining room with an adjoining fully applianced kitchen with granite countertops and hardwood floors. Enjoy your morning coffee or tea in the cozy sunroom, which has brand new carpeting and features scenic views of the fields and woods. The first floor also includes a primary suite with hardwood flooring, a ceiling fan, a walk-in closet, crown molding, plantation shutters, and a full ensuite bathroom. The second floor consists of a 16x14 bedroom with a nearby full bathroom and a 15x9 office space, plus a large den or TV room that could potentially serve as a third bedroom. The lower level offers a family room with triple windows and a walkout media room with sliders to a patio.

This remarkable farmhouse is one of the most recognizable homes in Westborough first for is beautiful wrap-around pillared porch viewable from both Denny Street and South Street entrances. Enter this nearly 1.5 acres from its circular driveway revealing enjoy the peace and tranquility of nature’s open fields. Ample space to add a gorgeous barn, 3 car garage, and/or ADU. Scenic Denny Street stoned marked entrance guides you to the edged gardens and famer’s porch. Explore recently updated shaker style kitchen with leathered granite which opens to a sun-soaked flex room. The cozy family room centered by a wood burning stove. A quaint office with glassed doors to the open stunning sun-drenched dining and living rooms sharing the formal fireplace. The foyer leads to the original curved railing of the main staircase. Formally entertain or curl up by the fire or spend your days and nights taking in the serene landscapes and sound of your stream, you may have found what you’re looking for.

Discover exceptional living at 500 Union Street. Located in desirable downtown Westborough next to several restaurants, Roche Brothers supermarket and Bay State Green park! This well maintained condominium has soaring ceilings and features a spacious open-concept kitchen /living room space. The kitchen is equipped with granite countertops and plenty of beautiful cabinetry. Light-filled living room with gleaming hardwoods. Well appointed primary bedroom has a good size walk-in closet, as well as a second closet and the luxurious ensuite bathroom has a jetted tub and double sinks. There's a second bedroom and another full bath. Great separate office/play space. Convenient laundry in the unit. The building has an elevator and includes one dedicated garage parking space, in addition to a deeded outdoor space. A wonderful opportunity to make this your new home.

This welcoming, warm, 4-bedroom Dutch Gambrel-style Colonial home is located on the desirable East side of Westborough. This recognizable property has outstanding curb appeal. It has had great caretakers for the last two decades who have made continuous updates throughout their ownership both inside and out. It boasts a spacious front to back family room with a center wall fireplace, which abuts a generously sized dining room. Across the foyer there is a flex room currently used as a private office.There is hardwood and ceramic tile flooring throughout, and solid-surface countertops in the eat-in kitchen along with a stunning backsplash with subway tiles "stacked on the half". Great thought and love went into making this house a home. There is also a cozy, wood paneled mudroom through the side entrance. As you walk out onto the deck you'll be pleasantly surprised to find a large, flat, private backyard. It is conveniently situated on the corner of the Hundreds Road neighborhood offering fast and convenient access to nearby commuter highways including private access to Route 9 east directly from the neighborhood.

Located on the desirable east side of town, this charming cape has been lovingly maintained and features several recent upgrades. Situated between the garage and kitchen, a mudroom offers plenty of space for all your necessities. The kitchen, with its cheerfully-painted cabinets, includes a pantry and newer dishwasher, refrigerator and faucet. A full bath with a linen closet next door leads to the third bedroom, which can easily serve as a home office, playroom, or guest room. A beautiful dining room fit for family gatherings and a living room featuring a wood-burning fireplace complete the first floor. Upstairs, you'll find two generously-sized bedrooms, offering far more space than the average cape-style home -- thanks to expanded dormers -- with a fully-renovated bathroom in between. And wait, there's more! If you're a fan of This Old House, you'll fall in love with the custom-built closet system that was featured on an episode of Ask This Old House. This Westborough gem is the one!

More than a home, this is a 3.95 acre Westborough lifestyle property with room to live, work, create and keep horses. The c.1917 Colonial offers 6 bedrooms, 3.5 baths and 3,524 sf, thoughtfully renovated while retaining its character. The gut-renovated kitchen features granite, farmhouse sink, gas range and Smeg refrigerator; updated baths include enlarged tiled showers. Refinished hardwoods, a Vermont Castings wood-burning insert and dedicated A/C circuits add comfort. A separate 4 room, 2 bedroom, full bathroom, in-law apartment, rebuilt from foundation to roof in 2020/21, offers a custom kitchen, heated bath floor, laundry, mini-splits and private patio. Outside: pastures, pond and dock, horse barn, heated auto barn, gym barn, irrigation and owned solar producing approx. $2,000-$2,300 in annual credits. A rare, adaptable setting close to Westborough center, commuter routes and the MBTA.

Welcome to The Beehive! Enjoy this uniquely renovated upper floor condominium with it's bright eat-in kitchen, custom cabinets, quartz counters, stainless appliances, and honeycomb tiled backsplash with under cabinet lighting. Featuring 2 spacious bedrooms, a full updated bathroom and a flexible dual-door room for large closet/fitting room or small office combination. Wide-plank pine flooring in the bedrooms adds that classic New England look. Convenient in-unit laundry with shelving. Have your morning coffee or unwind on your rear porch overlooking the large shared private backyard. Additional bonus includes two deeded parking spaces, and a private storage area adjacent to the walkout basement. Superb location near routes 9, 495, Mass Pike, 20, 30, plus the commuter rail, shopping & restaurants galore. Westborough is a vibrant community with well ranked schools, and great area amenities like tennis, pickleball, golf, cricket, lake/fishing, walking trails and more.

Stately and spacious, this 5-bedroom Georgian Colonial in sought-after Olde Jackstraw Village offers timeless character, exceptional versatility, and a wonderful west-side neighborhood setting. A gracious curved staircase welcomes you into the open foyer, leading to a front-to-back fireplaced living room, private first-floor office, formal dining room, and inviting fireplaced family room. The oversized eat-in kitchen is ideal for those who love to cook, featuring extensive cabinetry, two dishwashers, and two stoves. Each bedroom is generously sized, including a finished walk-up third level with a full bedroom, perfect for guests, hobbies, or additional living space. One bedroom offers a wonderful surprise: an alcove of closets plus a bonus room over the garage. Wide-pine floors add warmth and character throughout this reproduction-style home, a signature look of this beloved neighborhood. A young roof, town water/sewer, and a charming screened porch complete this special offering.

Welcome to Westborough Village! This spacious garden-style unit offers an open floor plan with hardwood floors in the living and dining areas and access to a private balcony with picturesque views. Kitchen features granite countertops, stainless steel appliances, and upgraded cabinetry. The primary suite includes a walk-in closet and an en-suite bath with a tub and walk-in shower. A second bedroom and full bath provide added flexibility. Additional features include in-unit laundry, dedicated furnace and central A/C and exclusive storage. Includes 1 deeded parking space plus ample visitor parking. Conveniently located near Route 9, the Westborough Commuter Rail, shopping, dining, and major commuter routes. Move-in ready and available for quick occupancy!

Tucked away at the end of a small enclave of homes in one of Westborough's sought-after east-side neighborhoods, this exceptional 5-bedroom, 4.5-bath Colonial w/3-car garage offers privacy, elegance, & convenience. A stately stone entrance welcomes you home, moments from local amenities & Routes 9/495/Pike. The inviting family room features hardwood flooring w/carpet inlay & a remarkable stone fireplace. Start your Sunday mornings with coffee in the sun-filled rotunda sitting area, a perfect spot for conversation and reflection. Extensive moldings, coffered ceiling, & custom trim add character throughout. A fireplaced first-floor office is ideal for working from home. Enjoy entertaining on the oversized deck, then stop and smell the roses as you explore the lush, 2 acre grounds. The primary suite offers a sitting area, two walk-in closets & full bath w/double vanity. The finished lower level features a wine cellar, wet bar, full bath, multiple bonus rooms, & ample storage. A must see!

Heritage Meets Modern Comfort....Welcome to idyllic Olde Jackstraw Village—where timeless charm meets thoughtful updates! This 5BR Colonial stuns with wide pine floors, built-ins, and five fireplaces. Four bedrooms feature two large closets each. The huge walk-up attic (10-ft ceilings, insulated floor) offers 800+ sq ft of potential living space. Cook like a pro in the large kitchen with fireplace, vented hood, and freshly painted cabinets. Central A/C upstairs, Nest thermostats, smart lighting, and many 2022–2025 upgrades reflect pride of ownership. Enjoy a newer roof, windows, oil tank, water heater, heating system and New driveway. Outdoors: a serene 2-tier yard with firepit, trail, raised beds, and a shaded creek side area. Entertain on the deck or shoot hoops on the flat driveway with pro-grade system. The oversized 2-car garage has epoxy floors, painted walls, shelves, and ample storage. Quiet cul-de-sac near top-rated Fales School—immaculate, move-in ready, and truly special!

Nestled off the road amongst mature trees and stone walls sits this stately brick colonial. This custom home features a fantastic, functional floorplan. As you enter the 2 story foyer you are greeted with gleaming hardwoods and an open floor plan. A large 2 story family room features a floor to ceiling stone fireplace and a wall of French doors, bringing the outside in and allowing extensive natural light. This is carried into the large chefs kitchen with high end appliances, custom cabinetry, ample counter space and a butlers pantry which seamlessly connects with the dining room; perfect for entertaining. A fireplaced living room, sunroom and wood paneled fireplaced office with endless built ins flank the far end of the home. The 2nd floor features a massive primary suite with gas fireplace and a balcony overlooking the private wooded rear yard. 4 more generous sized bedrooms and a second floor laundry complete the 2nd floor. The 3rd floor features a game and media room and full bath.