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269 W Main St, Westborough
$1,389,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73587583 MLS ⋅ 4,396 SqFt.
The original model home for Fay Acres is coming available for the first time in 15 years! Built by Tony Abu to set the standard for the coveted Fay Acres neighborhood, this striking Colonial blends classic architecture, thoughtful craftsmanship, and exceptional spaces for everyday living and entertaining. A sun-filled, open foyer offers the first glimpse of the warmth and character that continue throughout the home, with hardwood floors drawing you toward the beautifully renovated kitchen featuring abundant cabinetry, granite countertops, a large center island and stainless steel appliances. A generous eat-in area leads to the private deck overlooking the expansive backyard, while the layout continues seamlessly to the oversized screened porch with a 100-inch motorized drop-down movie screen. The main level continues to impress with 9-foot ceilings, skylights, detailed millwork and generously proportioned rooms. Work from home in the private study with custom cherry built-ins, relax by the wood-burning fireplace in the light-filled family room, or host guests in the elegant dining room and formal living room. Upstairs, the spacious primary suite showcases a stunning primary bath renovated in 2025 with a double vanity and freestanding soaking tub. Three additional bedrooms, including one with a custom Murphy bed and another with custom built-ins, plus a full bath, complete the second level. The finished lower level extends the home's living and entertaining space, featuring a dedicated gym, media room with stonework and dramatic lighting, a well-proportioned wet bar with granite countertops, an 8-foot pool table with ping-pong conversion kit, guest room, and full bathroom with steam shower. Outside, this distinctive property truly sets itself apart. Enjoy basketball games during the warmer weather on the 50' x 30' sport court, which easily converts into a private winter skating rink for late-night hockey games under bright spotlights. Gather around the fire pit beneath the pergola, unwind in the hot tub with custom bar surround, and enjoy the beautifully landscaped, expansive yard, discreetly fenced without compromising its open feel. Major investments include a new roof and three skylights installed in 2019, updated heating and cooling systems, exterior painting, and more. Exceptional storage and minutes to Nourse Farm, major routes, commuter rail, shopping, dining, & UMass Memorial. This is a home that has to be experienced for yourself.

269 W Main St, Westborough
12 Olde Hickory Path, Westborough
$2,150,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73586242 MLS ⋅ 5,270 SqFt.
Set within Westborough's prestigious Woodland Preserve neighborhood, this exceptional residence offers 5,270 sq ft of above-grade living space on 1.21 acres, with beautifully landscaped grounds and potential for expanded outdoor living. Impressive scale, architectural distinction, and remarkable pride of ownership are evident throughout, from the custom woodwork and rich millwork to the distinctive glass doorknobs, each detail thoughtfully chosen to create enduring beauty. Beyond the grand front entrance, a soaring two-story foyer and sweeping curved bridal staircase make an unforgettable first impression. The formal living room, anchored by an intricately carved fireplace with marble surround and illuminated by floor-to-ceiling windows, opens through glass doors onto a covered porch shared with a stunning mahogany office. With its coffered ceiling and custom built-ins, it’s an inviting retreat for focused work and quiet reflection. The cathedral-ceiling family room is both warm and impressive. Flooded by natural light, it features a spectacular custom stone fireplace that invites family and friends to gather. Leading from the family room into the kitchen is a stunning wet bar. The adjacent gourmet kitchen combines rich cherry cabinetry with professional-grade appliances and opens through sliding glass doors to a secluded stone patio. Through a butler's pantry with wine cooler, the formal dining room features a tray ceiling and exquisite moldings, providing an elegant setting for intimate dinners and holiday celebrations. The spacious primary suite with tray ceiling offers beautiful treetop views through more than a dozen windows. Three walk-in closets, a dedicated dressing area, and a spa-inspired Calacatta marble bath create an elegant retreat. Three additional en-suite bedrooms provide superb accommodations, while a versatile third-floor suite with a full bath adapts perfectly for guests, extended family, or an au pair. Significant investments include a complete roof replacement with 50-year architectural shingles, enhanced insulation and HVAC duct sealing, 2026 exterior painting and stonework, refinished hardwood floors, a renovated mudroom/laundry area, and a new 75-gallon water heater. Just minutes from major highways, the MBTA Commuter Rail, shopping, dining, and UMass Memorial Medical Center. This is Woodland Preserve at its finest: a private, beautifully crafted estate defined by custom detail rarely found today.

12 Olde Hickory Path, Westborough
Lot 2 Lackey Street, Westborough
$1,495,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73580421 MLS ⋅ 3,700 SqFt.
NEW CONSTRUCTION by well known quality builder sited on a private, wooded, West facing 1.65 acre lot. House is loaded w/exceptional quality & details with 'modern' floor plan perfect for today's lifestyle. Kitchen & baths with granite countertops, loads of hardwood floors, crown moldings, wainscoting, oversized baseboard trim, stainless steel appliances, beautiful 2 story open foyer leads to home office/study with french doors, spacious open flow from the kitchen to the family room with a cozy gas fireplace, expansive master suite with a walk-in closet and a gorgeous full bath with tile shower, 3.5 full bathrooms, private guest bedroom with full bathroom, central A/C, convenient separate mudroom entering from the spacious side-entry 3 car garage, 2nd floor laundry, potential for additional finished living space in lower level, energy efficient home with electric heat pump. Home is built and email the listing agent for further details regarding completion date & finish selections. SELLER FINANCING IS AVAILABLE-The builder will hold a the first mortgage of up to $1 Million Dollars from a qualified buyer at a 4.75% interest rate over a 30 year term with a one (1) year baloon payment. CHECK WITH THE LISTING AGENT FOR DETAILS>Interior photographs are of 22 Lackey Street (the same floor plan).

Lot 2 Lackey Street, Westborough
16 Wheeler Rd, Westborough
$825,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73579043 MLS ⋅ 2,494 SqFt.
NEW PRICE and 1% MORTGAGE RATE BUY DOWN for NEW OWNER'S 1st YEAR. Don’t wait — move into your new home before the holidays! ***Big refresh in the dining room and three bedrooms — wallpapers gone, fresh paint on, and a whole new vibe! *** 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.

16 Wheeler Rd, Westborough
6 Olde Meetinghouse Road, Westborough
$1,175,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73579044 MLS ⋅ 3,772 SqFt.
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
11 Brewer Drive, Westborough
$1,425,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73577454 MLS ⋅ 4,239 SqFt.
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
4 Hyder St, Westborough
$595,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73575646 MLS ⋅ 1,572 SqFt.
Welcome home to 4 Hyder Street, Westborough! This beautifully maintained 4-bedroom, 1.5-bath home offers timeless charm and everyday comfort in a picturesque setting. Gleaming hardwood floors flow throughout, while a cozy fireplaced living room sets the tone for relaxed evenings. Downstairs, a second fireplace in the lower level awaits your vision — a fantastic opportunity to create additional finished living space. The spacious eat-in kitchen offers plenty of room to gather, with convenient access to the oversized garage. Sip your morning coffee in peaceful comfort on the screened front porch, then unwind in the private backyard overlooking scenic Nichols reservoir complete with canoe and kayak launch nearby. Commuters will love the location — just about a mile to the commuter rail, offering an easy connection for those heading into Boston. This is a home that blends character, comfort, and location — don't miss your chance to make it yours!

4 Hyder St, Westborough
41 Piccadilly Way, Westborough
$1,175,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73575186 MLS ⋅ 3,832 SqFt.
Located in Westborough’s desirable Piccadilly Mill Estates, this dormered colonial offers over 3800 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!

41 Piccadilly Way, Westborough
1 Thistle Hill Ln, Westborough
$1,795,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73569507 MLS ⋅ 4,877 SqFt.
Inspiring fully custom manor-style home of absolutely uncompromising quality - completely unique in its level of sophisticated design positioned in one of the best cul-de-sac locations in Westborough's most magnificent and elegantly understated Woodland Preserve offering spacious lots, mature trees and meandering streets - and this home sits on a cul-de-sac of just two upscale homes!*Gorgeous home offers brick accents, cedar clapboard and an outrageous trim package setting it far above the crowd*Impressive flatter lot complemented by treed border and lavish, mature & upgraded landscaping w/well for irrigation*Incredible opportunity to enjoy the super-luxe Gunite in-ground pool w/enchanting waterfall, PebbleTec finish and diving rock w/capacious private patio & firepit plus outdoor Sedona built-in grill & granite counters for warm-weather entertaining*Step into the dramatic, welcoming open Foyer and prepare for excitement*Stunning front-to-back Living Room and banquet-sized formal Dining Room*Outstanding heart-of-the-home rich cherry Kitchen with unbelievable moldings, gleaming white Quartz counters, built-in refrigerator, commercial cooktop, double ovens - the works! All blending into a vaulted Family Room with custom built-ins and impressive fireplace all lit by amazing lantern with deluxe seeded glass*Formal 1st floor Office with built-ins*Large mudroom with custom built-in bench, tons of storage plus a bonus extra Study with even more custom built-ins plus lovely 2nd casual entrance and access to the finished three-car garage*2nd level affords a deluxe Primary Suite with glamorous primary bath with oversized double vanity, tiled shower, closeted toilet with frosted glass door and generous walk-in with California closet system*Three additional bedrooms all with direct bathroom access*Laundry room with cabinets and plenty of space*Huge Bonus Room that functions as a guest suite, 2nd Family Room or another work space*Lower level has a large finished area with a bright, crisp and clean feel for your exercise area and large bonus space for a theatre area - you name it! This is an amazing opportunity to benefit from the hard work of several noted design experts and the huge investment made in this property to set it apart!

1 Thistle Hill Ln, Westborough
12 Hyder Street, Westborough
$775,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73553873 MLS ⋅ 1,943 SqFt.
Classic Dutch Gambrel offering the perfect blend of charm, character, and thoughtful updates. This 4-bedroom, 1.5-bath home features an updated kitchen with granite countertops, a center island with breakfast bar, stainless steel appliances, and a dining area at the front of the home. The kitchen opens to a stunning vaulted ceiling living room filled with natural light, creating a warm and inviting space for everyday living and entertaining. Sliding doors lead to a patio overlooking the beautiful backyard and above-ground pool, offering a seamless indoor-outdoor lifestyle. The fireplaced dining room adds warmth and versatility, while hardwood floors extend throughout the home. Upstairs are three spacious bedrooms and an updated tiled full bath with a double vanity. Additional highlights include an EV charging station, new oil tank (2025), replacement windows (2015), and a full basement offering ample storage or future expansion potential. Ideally situated just steps from the Westborough Charm Bracelet Trail and minutes to the commuter rail, shopping, restaurants, top-rated schools, and major routes, this home offers exceptional comfort, convenience, and location. Book your private showing today!

12 Hyder Street, Westborough
28 Spring Rd, Westborough
$564,900
4 Beds ⋅ 2 Baths ⋅ BACK ON MARKET Status ⋅ 73548825 MLS ⋅ 2,833 SqFt.
Discover the ease of living at 28 Spring Rd in Westborough, MA. Built in 1960, this inviting single-family residence, spanning 1983 square feet, is ready for you to move in and begin your next chapter. The heart of this home features a thoughtfully designed G-shaped kitchen, complete with a functional peninsula, offering a comfortable space for culinary endeavors and casual gatherings. Retreat to one of the two full bathrooms, where a modern floating vanity adds a touch of elegance, and a walk-in shower provides a refreshing experience. With four comfortable bedrooms, there is ample space for everyone to unwind. The convenience of a built-in garage provides direct access, and a welcoming patio extends your living space outdoors. This property presents a wonderful opportunity to embrace a vibrant lifestyle in Westborough.

28 Spring Rd, Westborough
128 Upton Rd, Westborough
$899,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73508070 MLS ⋅ 3,638 SqFt.
Set back and high atop scenic Upton Road, steps away from Bowman St Conservation Area, Minuteman Park, the Westboro Reservoir, and only 2.5 miles from the shops and restaurants of vibrant Westborough Center, this home offers much. Inside, a tile floored foyer is flanked by a French-doored home office and a formal dining room. Through the dining room is the central kitchen with range-topped island that seats 3-4, built-in desk, and a window bay area perfectly suited for a kitchen table and chairs. On either side of the kitchen are the large formal living room and the oversized, cathedral-ceilinged family room, each with a fireplace. A convenient half bath/laundry completes the first floor spaces. Among the four ample bedrooms and two full baths upstairs is a grand primary with two closets and en suite bath with jacuzzi tub and stall shower. A full finished basement provides flexibility and connects to the two car garage with Tesla charger. Two+ acres of privacy, grassy yard, and woods.

128 Upton Rd, Westborough
LL45 Libbey Lane, Westborough
$1,545,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73509178 MLS ⋅ 3,558 SqFt.
Welcome Home to a Desirable New Neightborhood, The Ridings - NEW 19 lot Single Family Home Community - Surrounded by Open Space, this neighborhood is sure to impress - DONT MISS THIS OPPORTUNITY TO LIVE IN ONE OF THE MOST DESIRABLE CUL-DE-SAC HOMES.... EXCEPTIONAL LOT & PRIVACY - Photos & Rendering are Sample Images and are not represented to be exact to this listing. New Construction Home with all the Features for Todays Buyer - Large Mudroom, Generous Closets, Cathedral Family Room, First Floor Shower Connected to Flex Room, Generous Master Suite including Soaking Tub, Guest En-Suite, J&J and much more! Home to Be Built - Delivery Early 2027 ------ Visit Our Weekly Open Houses Held in Furnished Model in Connecting Community - The Ridings Grafton - Saturdays & Sundays 11-3.

LL45 Libbey Lane, Westborough
48 Lackey Street, Westborough
$1,395,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73478682 MLS ⋅ 3,082 SqFt.
GREAT OPPORTUNITY to buy a BRAND NEW home by a well known quality builder sited on a private, wooded, West facing 1.26 acre lot. House is loaded w/exceptional quality & details with 'modern' floor plan perfect for today's lifestyle. Kitchen & baths with granite countertops, loads of hardwood floors, crown moldings, wainscoting, oversized baseboard trim, stainless steel appliances, beautiful 2 story open foyer leads to liv room or study with french doors, spacious open flow from the kitchen to the family room with a cozy fireplace, expansive master suite with a walk-in closet and a gorgeous full bath with tile shower, 3 full bathrooms, private guest bedroom with full bathroom, central A/C, convenient separate mudroom entering from the spacious side-entry 3 car garage, 2nd floor laundry, potential for additional finished living space in lower level, energy efficient home with electric heat pump. See the listing agent for a floor plan or a Model Home is also available to see upon request. FINANCING IS AVAILABLE-The builder will hold a the first mortgage of up to $1 Million Dollars from a qualified buyer at a 4.75% interest rate over a 30 year term with a one (1) year baloon payment. CHECK WITH THE LISTING AGENT FOR DETAILS>

48 Lackey Street, Westborough

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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