Above $1 Million Westborough MA Real Estate, Homes, Condos for Sale

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

Listing courtesy of Listing Agent: Michael Mathieu from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,825,000

4 Beds ⋅ 4 Baths ⋅ 73569507 MLS

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

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.

$1,030,000

3 Beds ⋅ 3 Baths ⋅ 73574992 MLS ⋅ ['Westborough Village'] BLDG.

Exceptional 3-bedroom, 2.5-bath Toll Brothers-built Canton Model offering elegance, comfort, and convenience just one mile from the T Station. Privately sited and thoughtfully upgraded, this home features finished levels, hardwood floors throughout the main living and upper levels, and a finished basement with media room and versatile playroom. The main level offers an open-concept layout, formal living and dining rooms, gourmet eat-in kitchen with stainless steel appliances, upgraded cabinetry and pantry, plus a fireplace family room. A home office with French doors and half bath complete the main level. Upstairs features three generously sized bedrooms, including a luxurious primary suite with cathedral ceiling, walk-in closet, and spa-like bath with soaking tub, tiled shower with seating, and dual sinks. Additional highlights include custom living room blinds, built-in speakers in the living room and primary bedroom, and epoxy garage flooring. Prime location with easy access to the T Station, shopping, dining, and major commuter routes. A truly exceptional home!

18 Simeon Howard Way Unit 18, Westborough

Listing courtesy of Listing Agent: Rajender Kalavala from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,385,000

5 Beds ⋅ 5 Baths ⋅ 73564554 MLS

Welcome to this elegant Colonial set in the prestigious McTaggart Estates of Westborough. Perfectly positioned at the end of a quiet cul-de-sac, this residence offers over 1.3 acres of privacy with a beautifully landscaped yard and an expansive deck designed for gatherings and outdoor enjoyment. Step inside to discover four levels of versatile living space. The home features a bright and spacious layout, an updated kitchen and bathrooms, oversized rooms throughout, and thoughtful details that enhance modern living. The finished lower level impresses with high ceilings, a large workshop/utility room, and bonus areas that can serve as a private office, in-law suite, or au pair quarters. Combining space, function, and convenience, this property is just minutes from commuter rail, shopping, schools, and recreational amenities—an ideal opportunity to own a home in one of Westborough’s most desirable neighborhoods.

22 Capt Samuel Forbush Road, Westborough

Listing courtesy of Listing Agent: Bin Yan from Listing Office: Ark Real Estate Inc..

$1,300,000

4 Beds ⋅ 3 Baths ⋅ 73553646 MLS

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.

1 Denny Street, Westborough

Listing courtesy of Listing Agent: Michael Mathieu from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,300,000

6 Beds ⋅ 4 Baths ⋅ 73553642 MLS

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, 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.

1 Denny Street, Westborough

Listing courtesy of Listing Agent: Michael Mathieu from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,175,000

4 Beds ⋅ 3 Baths ⋅ 73551994 MLS

Nestled in Westborough's sought-after Piccadilly Mill, this stunning turnkey Colonial blends timeless charm with modern updates. Open floor plan boasts formal living & dining rooms with crown moldings, vaulted family room with skylights, gas fireplace, custom built-ins & fruitwood trim. The kitchen features quartz countertops & premium SS appliances. Gleaming hardwood floors flow through the main living areas. A heated atrium overlooks the private backyard. Upstairs, all bedrooms are freshly painted & newly carpeted. The primary suite offers a vaulted ceiling, walk-in closet & private bath; adjoining room with oversized windows & cedar closet is ideal as an office or nursery. Finished lower level includes media, office & exercise rooms. Oversized 2-car garage, bluestone patio, deck, mature landscaping, newer roof & HVAC (<5 yrs). Minutes to top-rated schools, highways & shopping. Offers requested by Tuesday, July 28 at 5:00 PM. Please make all offers valid through Wednesday, July 29 at 5:00 PM. Seller intends to review all offers after the deadline.

23 Piccadilly Way, Westborough

Listing courtesy of Listing Agent: Le Doan from Listing Office: eXp Realty LLC.

$1,049,000

5 Beds ⋅ 4 Baths ⋅ 73548605 MLS

Better than ever! Fresh exterior paint and a new look. Historic prestige and modern walkability come together in this New England masterpiece. The Charles Rice House sits just steps from local dining, coffee shops, and scenic trails, with easy access to major routes and the MBTA Commuter Rail only 2 miles away. For remote-work days, the main level offers a private, spacious home office. At the center of the home is a fully modernized eat-in kitchen with premium quartzite countertops, custom cabinetry, newer appliances, and a striking wall of antique king boards. The main level blends grand scale with timeless character, featuring five fireplaces, wide pine floors, formal living and dining rooms, and a large family room. A handsome staircase leads to the second floor, where you’ll find a primary bedroom with en-suite bath, a family bath, and four additional bedrooms, one without a closet. The third floor offers three flexible rooms ready for additional office space, a playroom, or a creative retreat. The massive, partially heated basement provides abundant storage and additional space to suit your needs. Outside, mature plantings, stone walls, and stone paths surround a surprisingly private, expansive yet manageable backyard with two patios and custom swim spa. Walk to top-rated Westborough schools. Meticulously maintained and loved. See the attached list of premium updates. Showings begin immediately. Own a part of Westboro history.

99 W Main St, Westborough

Listing courtesy of Listing Agent: Gina B. Lewis from Listing Office: ERA Key Realty Services - Worcester.

$1,695,000

5 Beds ⋅ 3 Baths ⋅ 73546757 MLS

Set back from the road on an East Side estate lot sits this well maintained 10 room, 5 bedroom colonial on 5.25 cleared acres with equestrian potential, features a 20' x 40' inground heated pool, a 2 car attached garage and a separate detached 3 car garage, perfect for car enthusiasts. The house is loaded w/ hardwood floors, a nice cherry cabinet kitchen w/ a center island, granite countertops, stainless steel appliances, a separate eating area overlooking a large sundeck, & open to a cathedral ceiling fireplaced family room. There's a formal dining room off the kitchen & a private living room off the center hall foyer. An office & a 1/2 bathroom complete the 1st floor. The 2nd floor has a large primary suite w/ vaulted ceilings, a spacious updated primary bathroom w/ double vanity quartz countertops, ceramic tiled shower, soaking tub & ceramic tiled floors. There are 4 additional bedrooms, & a laundry that complete the 2nd floor. The home offers a walk up attic, perfect for storage.

6 Warburton Lane, Westborough

Listing courtesy of Listing Agent: Michael Mathieu from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,559,000

4 Beds ⋅ 4 Baths ⋅ 73541444 MLS

** OFFERS DUE TUES 6/30 at 4:00 ** Discover your own private sanctuary set on over an acre of lush, manicured grounds. This home is designed for those who love to entertain, featuring a backyard that rivals a luxury resort. Dive into the heated Gunite pool or host gatherings at the fully equipped pool house, complete with kitchen, bath, and an enclosed outdoor shower. For quieter moments, the 15x30' composite deck - rebuilt in 2023 with sleek black metal railings - is the perfect spot to take in the sunset. Inside the heart of the home is a custom gourmet kitchen that will delight any chef. It’s outfitted with striking granite countertops, Sub-Zero fridge, Wolf cooktop, and dual Electrolux wall ovens. Tucked away off the mudroom, you'll find an inviting 2nd floor bonus room that offers flexibility as a home theater, guest bedroom, or private office. The oversized walk-out finished basement includes a full bath and provides direct access to the back paver patio.

2 Eden Cir, Westborough

Listing courtesy of Listing Agent: Rick Grayson from Listing Office: Compass.

$1,599,000

5 Beds ⋅ 5 Baths ⋅ 73538709 MLS

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!

17 Jacob Amsden Road, Westborough

Listing courtesy of Listing Agent: Robert Smith from Listing Office: Mathieu Newton Sotheby's International Realty.

$3,500,000

6 Beds ⋅ 3 Baths ⋅ 73538321 MLS

Exceptional & unique opportunity. Quarter Ridge Farm, a former equestrian property, beautifully sited on nearly 24 acres of land in an idyllic, picturesque setting. Comprised of 2 contiguous parcels of land that offer many possibilities. Includes a large, expanded farmhouse w/approx. 4,648 sq feet of living area, including LR, DR, FR, oversized kit, 6 BRs, 3 full baths, in-law suite, plus fenced yard, patio, inground pool & firepit. Site also contains 4 additional outbuildings, including former horse barn w/indoor ring & 6 box stalls; older 3-bay barn; 4-bay garage w/2nd level storage, and storage building w/5-bays. Several of these presently used as revenue-producing storage units. Also boasts outdoor training & lunge rings, and several fenced paddocks. Presents many possibilities: build your own private compound/sanctuary or subdivide into additional lots for potential development. Outstanding real estate package that awaits your personal vision. Buyer/Agent to perform due diligence.

64 Arch St, Westborough

Listing courtesy of Listing Agent: Shikha Singh from Listing Office: REMAX Andrew Realty Services.

$1,150,000

5 Beds ⋅ 3 Baths ⋅ 73528897 MLS

MOTIVATED SELLERS READY TO MAKE A DEAL ON THIS TURNKEY HOME. COME SEE IT AT THE OPEN HOUSE THIS SUNDAY 8/16 FROM 10:30 TO 12:00 OR SCHEDULE A PRIVATE SHOWING. Located in the desirable Piccadilly Mill Estates and within the top-rated Westborough school system, this beautifully updated home oozes comfort and style. A grand two-story foyer leads to a stunning renovated kitchen with quartz countertops and large island, refreshed cabinetry, and direct access to the expansive step-down family room. All bathrooms have been renovated, including a converted first-floor half bath to a full bath to support the newly added fifth bedroom / flex room - ideal for guests, office or playroom. The main level also features hardwood floors, laundry, a screened porch, and attached two-car garage. Upstairs boasts three spacious bedrooms with hardwood floors, a private office with French doors, and a luxurious primary suite with new carpet, updated spa-like bath, and walk-in closet. The huge walk-out unfinished basement provides room to expand and leads to a fully fenced in backyard with a deck that includes a gas hookup for endless year round barbecuing . A new HVAC system was installed in June and all other improvements were completed within the past year. Close to schools and all the shops in beautiful Westborough Center. Still time to get into this great home before the school year starts,

45 Piccadilly Way, Westborough

Listing courtesy of Listing Agent: Michael Stein from Listing Office: Redfin Corp..

$1,090,000

4 Beds ⋅ 3 Baths ⋅ 73509853 MLS

Custom-built Colonial inspired by classic Connecticut Valley design, offering a rare combination of immediate livability and expansion potential.Over 6,733 sq ft under the roof, including a walk-up attic & full basement ready for finishing, complemented by approximately 3,534 sq ft of finished living space across multiple levels.Offers flexible living arrangements, including multigenerational use, & extended work-from-home possibilities.The updated kitchen anchors the home with granite countertops, upgraded cabinetry, stainless steel appliances, wine chiller, pot filler, and Italian porcelain flooring. Flexible first-floor spaces include a home office and den with potential for first-floor bedroom use.Bathrooms feature marble flooring, stone surfaces, and upgraded finishes throughout.Set on a private wooded lot with a picturesque brook running through the property & a large composite deck for outdoor living. A unique opportunity to own a distinctive home with scale and flexibility.

3 Olde Meetinghouse Road, Westborough

Listing courtesy of Listing Agent: Michael Mathieu from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,545,000

4 Beds ⋅ 4 Baths ⋅ 73509178 MLS

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

Listing courtesy of Listing Agent: Julie Venincasa from Listing Office: Casa Realty Service.

$1,090,000

5 Beds ⋅ 3 Baths ⋅ 73505226 MLS

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!

9 Olde Meetinghouse Rd, Westborough

Listing courtesy of Listing Agent: Robert Smith from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,400,000

4 Beds ⋅ 4 Baths ⋅ 73485634 MLS

Located in the highly sought-after Piccadilly Mill neighborhood, this pristine East facing Colonial sits on a prime cul-de-sac lot. A dramatic sweeping staircase & gleaming hardwood floors welcome you inside. The chef’s kitchen features white cabinetry, quartz countertops, center island, tile backsplash, gas cooking, & double ovens. The step-down great room boasts a wood-burning fireplace & access to the fenced backyard. Elegant columns define the formal living & dining rooms. A private home office & mudroom off the garage add functionality. The second floor offers hardwoods throughout & three full baths. The spacious primary suite includes a sitting area, walk-in closet with custom closet system, & a luxurious bath with dual vanities, Jacuzzi tub, & shower. A separate laundry room with sink completes the level. The finished 3rd floor provides flexible space for a gym, media room, or playroom. Young roof, newer HVAC, & numerous upgrades. Enjoy a deck overlooking a private backyard!

7 Grindstone Ct, Westborough

Listing courtesy of Listing Agent: Tara Cassery from Listing Office: ERA Key Realty Services - Westborough.

$1,949,900

5 Beds ⋅ 4 Baths ⋅ 73482992 MLS

** NEW CONSTRUCTION ** YOU CUSTOMIZE EVERYTHING ** TO BE BUILT ** YOUR PLANS OR OURS ** 5 BEDROOMS ** 4 FULL BATHROOMS ** 3 CARS GARAGES ** 1.19 ACRES EAST FACING HOMESITE ** at " The Homes at Westborough Pointe " Town Water & Town Sewer ~ Private Cul - de - Sac ~ Commuter T Station ~ Elevated Scenic Mill Pond Water Views ~ Excellent Schools ~ Gas Heating & Gas Cooking ~ Family Neighborhood ~ RTE: 9 Shopping ~ Gorgeous Flat Homesite ~ No Conservation ~ Pool & Sports Court Capability ~ LOCATION LOCATION LOCATION ~ CONTACT OFFICE FOR ALL INFORMATION & BUILDING PACKAGE

Lot 1 Beeton Path, Westborough

Listing courtesy of Listing Agent: Francis Vazza from Listing Office: Four Season Homes, Llc.

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 73478682 MLS

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. SELLER FINANCING IS AVAILABLE-CHECK WITH LISTING AGENT.

48 Lackey Street, Westborough

Listing courtesy of Listing Agent: Michael Mathieu from Listing Office: Mathieu Newton Sotheby's International Realty.

$3,500,000

6 Beds ⋅ 3 Baths ⋅ 73455087 MLS

Exceptional & unique opportunity. Quarter Ridge Farm, a former equestrian property, beautifully sited on nearly 24 acres of land in an idyllic, picturesque setting. Comprised of 2 contiguous parcels of land that offer many possibilities. Includes a large, expanded farmhouse w/approx. 4,648 sq feet of living area, including LR, DR, FR, oversized kit, 6 BRs, 3 full baths, in-law suite, plus fenced yard, patio, inground pool & firepit. Site also contains 4 additional outbuildings, including former horse barn w/indoor ring & 6 box stalls; older 3-bay barn; 4-bay garage w/2nd level storage, and storage building w/5-bays. Several of these presently used as revenue-producing storage units. Also boasts outdoor training & lunge rings, and several fenced paddocks. Presents many possibilities: build your own private compound/sanctuary or subdivide into additional lots for potential development. Outstanding real estate package that awaits your personal vision. Buyer/Agent to perform due diligence.

64 Arch Street, Westborough

Listing courtesy of Listing Agent: Shikha Singh from Listing Office: REMAX Andrew Realty Services.

$1,495,000

4 Beds ⋅ 4 Baths ⋅ 73419962 MLS

46 Lackey Street, Westborough

Listing courtesy of Listing Agent: Michael Mathieu from Listing Office: Mathieu Newton Sotheby's International Realty.

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Above $1 Million Westborough Real Estate