Westborough Real Estate

Westborough Real Estate

Welcome to Westborough, Massachusetts, a charming town nestled in the heart of Worcester County. Known for its picturesque landscapes and vibrant community, Westborough is a hidden gem that beautifully blends suburban tranquility with urban convenience. With a rich history dating back to the 18th century, this town boasts a unique character that attracts families, young professionals, and retirees alike.

Westborough is renowned for its excellent school system, making it an ideal location for families seeking quality education for their children. The town’s commitment to community and education is evident in its well-maintained parks, recreational facilities, and engaging local events. From summer concerts on the common to farmers' markets that showcase local produce, there’s always something happening in Westborough.

Nature enthusiasts will find plenty to love here, with the nearby Westborough State Forest offering miles of hiking trails and opportunities for birdwatching, making it a perfect escape for outdoor adventures. The town is also conveniently located near major highways, providing easy access to Boston and Worcester, which opens up a world of cultural, dining, and entertainment options.

Westborough’s real estate market is diverse, featuring charming colonial homes, modern townhouses, and spacious single-family residences, catering to a variety of lifestyles and budgets. Whether you’re looking to settle down or invest, Westborough offers a welcoming community and a bright future. Come explore this vibrant town, where history meets modern living, and discover why so many are proud to call Westborough home!

Newest Listings in Westborough

$845,000
4 Beds 3 Baths 73579043 MLS
Welcome to 16 Wheeler Road, a spacious and thoughtfully expanded Colonial cared for by the same family for 42 years. It offers a wonderful blend of classic character, generous living space, and modern updates. Set in desirable Westborough, this 4-bedroom, 3-bath home offers approximately 2500 sqft of living space, with additions on both sides of the original home creating a versatile floor plan. At the heart of the home is the beautifully renovated kitchen, updated about two years ago. The main level offers multiple inviting gathering spaces, including a welcoming family room with a gas fireplace featuring thermostat-controlled remote operation, providing both warmth and ambiance. The dining room is enhanced by a beautiful custom built-in, adding character, storage, and functionality. The substantial addition completed around 1990 added a large sitting room with a full bath, which can be used first-floor primary bedroom suite. The upper level has 4 good-sized bedrooms and a full bath. Beautiful hardwood floor throughout majority of the house. A two-car garage leads to a partially finished basement with great potentials. The house is surrounded by beautiful flower beds and vegetable gardens waiting for someone with a green thumb to keep them flourishing. The elementary schools, middle school and high school, town center and train station are all within 3 miles. Important improvements include a new roof installed in August 2018 and a heating system replaced in 2012. With its spacious expanded layout, updated kitchen, 5-bedroom setting, 3 full baths, numerous improvements and convenient location, this house offers exceptional flexibility and plenty of room to make it your own. Quick closing preferred.

16 Wheeler Rd, Westborough

$1,175,000
4 Beds 3 Baths 73579044 MLS
Designed for today’s everyday living, entertaining & flexibility, this spacious 4-bedroom, 3-bath Colonial in Westborough’s desirable Jackstraw Path neighborhood offers an inviting blend of comfort, character & thoughtful updates. Fresh neutral paint throughout and beautifully refinished wood flooring create a crisp, move-in-ready feel. The eat-in kitchen features granite counters, an extended center island with breakfast bar & built-in glass cabinetry, opening to a remarkably bright sunroom with skylights & cathedral ceiling. Step outside to the newer rear deck, custom stone patio & private backyard, recently refreshed with new mulch & landscaping. Set on an elevated lot, the outdoor space is a true highlight, offering plenty of room to relax, entertain or play, complete with a wonderful treehouse. Generously sized living, dining & family rooms provide exceptional gathering space, complemented by fireplaces and a charming window seat with storage. Recent updates include new quartz counters & faucets in the primary and hall baths, along with several new light fixtures. Upstairs are four spacious bedrooms plus an impressive 25' x 16' bonus room/art & hobby studio with new flooring, sink, counters, cabinetry & a walk-in cedar closet—an incredibly flexible space for art, crafts, hobbies, a home office, playroom or additional living area. A first-floor flex room near a full bath offers even more possibilities for guests or a home office. Major improvements include Marvin replacement windows added as part of the renovation, existing Andersen windows, James Hardie fiber-cement siding, GAF Timberline HDZ roofing, a ProVia front entry door with decorative sidelights & a fully rebuilt rear deck. An approximately 3-year-old air handler adds another recent update. Central air, a peaceful neighborhood setting, convenient access to downtown Westborough & nearby Sandra Pond complete this exceptional home. So much space, flexibility & thoughtful updating—come make it yours in Jackstraw Path!

6 Olde Meetinghouse Road, Westborough

$575,000
2 Beds 2 Baths 73578823 MLS ['Westborough Village Condominiums'] BLDG.
Welcome to Westborough Village, a desirable community featuring this beautifully maintained 2-bed/2-bath condo built by Toll Brothers in 2014~The open floor plan offers an easy flow from the hardwood dining area into the spacious living room, which opens to a private balcony with terrace~The kitchen is a chef’s delight, featuring granite countertops, a large center island, stainless steel appliances, and an abundance of cabinetry for excellent storage and workspace~The spacious primary suite offers a wonderful retreat with a large walk-in closet and en-suite bath featuring both a walk-in shower and a relaxing soaking tub and double sinks~The generously sized guest bedroom has its own full bathroom, providing privacy and comfort for family or guests~Additional features include convenient in-unit laundry, dedicated heating and central A/C, and exclusive storage located on the same level~One deeded parking space is included, with plenty of additional visitor parking available~Enjoy the many amenities offered at Westborough Village, including a clubhouse with an exercise room, in-ground swimming pool, and gourmet kitchen~The community also features a playground and beautifully maintained green spaces, creating a welcoming setting for outdoor enjoyment and recreation~Ideally located near Route 9, minutes to the Westborough commuter rail, restaurants, shopping, and everyday conveniences~Beautifully maintained and thoughtfully designed, this home offers comfortable one-level living, and a convenient location in a sought-after Westborough Village community~A wonderful opportunity and great value!

2102 Simeon Howard Way Unit 2102, Westborough

$539,900
2 Beds 2 Baths 73578789 MLS ['Westborough Village'] BLDG.
Welcome to Westborough Village, a Toll Brothers community! This beautifully maintained upstairs corner unit featuring the desirable Charles model offers an inviting open floor plan, abundant natural light, pleasant open views, and exceptional privacy with a peaceful wooded backdrop.The spacious living and dining areas feature a combination of hardwood flooring and brand-new carpet just installed, and open directly to a private balcony. Overlooking the woods, the balcony provides a wonderful place to relax and enjoy the quiet, private setting surrounded by nature.The well-appointed kitchen features granite countertops, stainless steel appliances, beautiful cabinetry, and plenty of space for cooking, storage, and entertaining.The generous primary suite offers a walk-in closet and a private en-suite bath complete with a soaking tub and separate walk-in shower. A second bedroom and full bathroom provide additional space and flexibility for guests, a home office, or other needs.Additional features include in-unit laundry, a dedicated furnace and central A/C, private storage, one deeded parking space, and plenty of visitor parking.Conveniently located near Route 9, the Westborough T-Station, shopping, dining, and major commuter routes, this exceptional corner unit offers a rare combination of privacy, comfort, convenience, and beautiful wooded surroundings. Don’t miss the opportunity to make this wonderful Westborough Village home your own!

2109 Simeon Howard Way Unit 2109, Westborough

$1,425,000
4 Beds 3 Baths 73577454 MLS
This is the one you’ve been waiting for! Spectacular Single-family home nestled in one of Westborough’s most desirable neighborhoods. A stunning two-story foyer welcomes you with gleaming hardwood floors, crown molding, chair rail and elegant wainscoting. To the left, a bright and inviting living room with French door; to the right, an elegant dining room showcasing wainscoting, a tray ceiling and oversized picture window. Continue to the back of the home, where an exceptional open floor plan awaits! The large, sun-filled family room features a gas fireplace, beautiful hardwood flooring accented by a custom inlay border, vaulted ceiling and skylights, and flows seamlessly into a stunning, magazine-worthy kitchen. This thoughtfully designed space showcases designer cabinetry, integrated appliances and leathered granite countertops. A striking marble center island with additional cabinetry completes this impressive space. Step directly from the kitchen onto an expansive custom-designed deck, perfect for entertaining and overlooking the beautifully landscaped gardens—your own private oasis. A dedicated home office, half bath and convenient mudroom leading to the two-car garage complete this exceptional first floor. The second level offers four spacious bedrooms, an updated full bath with marble countertops and a convenient laundry room. The showstopping designer primary bath is truly stunning, featuring a beautiful clawfoot tub, custom-tiled glass-enclosed shower, marble countertops and elegant European fixtures. The finished lower level offers an expansive bonus room accented by brass stair railings and wood-wrapped columns. There is plenty of space to have it all—movie nights, watching the big game, a home gym, a private home office, playroom or additional recreation space offering endless possibilities to complement your lifestyle. A truly special home you won't want to miss!

11 Brewer Drive, Westborough

$599,000
3 Beds 1 Baths 73576364 MLS
Welcome to 14 Green Street, a charming 1865 home offering a wonderful opportunity to own a comfortable and inviting property in a convenient Westborough location. This 3-bedroom, 1-bath home offers approximately 1,581 square feet of living space and is set on a level 0.26-acre lot. With seven total rooms, the home offers a flexible floor plan with plenty of room for comfortable living, working from home, entertaining, or creating spaces that suit your lifestyle. An updated bathroom, heating system and electrical provide important modern improvements, while the home's classic character adds warmth and appeal. Outside, the level yard offers plenty of usable space for gardening, recreation, outdoor entertaining, pets, or simply enjoying the outdoors. The manageable lot provides the benefits of outdoor space without the extensive maintenance of a larger property. Location is a standout feature, with convenient access to Westborough's shops, restaurants, schools, parks, and everyday amenities. Major commuter routes are also easily accessible, making this an excellent location for those commuting to Boston, Worcester, and surrounding communities. Whether you're a first-time buyer, looking to downsize, searching for an investment opportunity, or simply looking for a home in a desirable Westborough location, 14 Green Street offers a great combination of space, updates, outdoor living, and convenience. Come see all this property has to offer and imagine making it your own!

14 Green St., Westborough

$539,900
2 Beds 2 Baths 73575237 MLS ['Chauncy Lake By Del Webb'] BLDG.
Why wait? Come enjoy this beautifully upgraded, move-in-ready home at the prestigious Del Webb Chauncy Lake 55+ community. Perfectly situated on the 4th (TOP) floor, this exceptional residence offers the added privacy of having no neighbors above, elevator access, close proximity to the club house, two common parking spaces plus convenient guest parking, and immediate occupancy without the delays of new construction. Welcome to effortless, resort-style living in one of MetroWest's most sought-after active adult communities. Designed for both everyday comfort and elegant entertaining, the sun-filled open floor plan showcases a stunning gourmet kitchen featuring stainless steel appliances, abundant cabinetry, expansive granite countertops, designer finishes, and an oversized center island that naturally becomes the heart of the home. The spacious living area flows seamlessly to a private balcony, providing the perfect place to enjoy your morning coffee or unwind at the end of the day. The luxurious primary suite offers a peaceful retreat with generous space, upscale finishes, and bay windows, while the flexible second bedroom is ideal for overnight guests, a home office, or hobby room. Premium flooring, GAS heat, numerous builder and owner upgrades, and meticulous attention to detail create a truly move-in-ready home that stands apart from the rest. Life at Del Webb Chauncy Lake is about more than just a beautiful home—it's about embracing an active, maintenance-free lifestyle. Enjoy the spectacular clubhouse, state-of-the-art fitness center, sparkling pool, scenic walking trails, engaging social activities, and a welcoming community where every day feels like a vacation. This is a fantastic opportunity to own a beautifully upgraded top-floor home in this highly desirable community without the wait for new construction. Simply move in and start enjoying the lifestyle you've been waiting for! Showings start Friday 9/11 at noon thru ShowingTime. Some photos are virtual.

4 Peters Farm Way Unit 409, Westborough

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