Welcome to this stunning expanded Cape, beautifully situated on 2.21 acres in the desirable Cherry Brook neighborhood. This gracious home offers a welcoming foyer, gourmet chef’s kitchen with cathedral ceiling, large center island & breakfast area. An expansive Family Room with fireplace overlooks a private, wooded back yard. Formal Living Room with fireplace, Dining Room with bay window & wainscoting offers entertaining space for all occasions. First floor Primary Suite with updated bath & oversized shower has a walk in closet & laundry. On the 2nd floor are 3 generous bedrooms & 2 full baths. The lower level with finished playroom & laundry offers ample storage & walk out to the back yard. This convenient location, close to Weston town center & commuter rail is surrounded by conservation land & trails. Enjoy top rated Weston Schools, easy access to major highways & only 20 minutes from Boston. Home warranty to be provided. Showings begin at Open House, Fri 12/5 3:30-5:30PM
House is being sold "as is".... opportunity to renovate or build your dream house. Contemporary 1982 home set on a beautiful 2.86-acre lot! This property offers 8 spacious rooms, including 4 bedrooms, perfect for family living or entertaining. The expansive land provides plenty of space for gardening, outdoor recreation, or future expansion. Enjoy an established neighborhood with the convenience of nearby amenities. this property offers endless potential to build your dream home or a great opportunity to renovate and update existing home.
Completely renovated and masterfully reimagined, this stunning contemporary home impresses! Privately set on 2.61 acres, a dramatic foyer welcomes you with soaring ceilings, crisp white finishes, and walls of glass that bathe every space in natural light. Designed for modern living and effortless entertaining, the open floor plan showcases a spectacular vaulted living room and state-of-the-art eat-in kitchen with sleek white cabinetry, a large quartz island, and premium stainless-steel appliances. The adjoining family room centers on a striking floor-to-ceiling gas fireplace and flows to an expansive composite deck overlooking the brick patio and flat, park-like backyard. Offering four spacious bedrooms—including first- and second-floor primaries with luxurious en suites and walk-in closets—this home also features a finished lower level with game room, half bath, laundry, and abundant storage. Enjoy top Weston schools, serene privacy, and easy access to highways and the commuter rail.
Beautifully sited on 1.61 manicured acres this Colonial Revival was inspired by the Hancock house which once stood on Beacon Street near the Massachusetts Statehouse. This five bedroom home offers timeless character and historic charm creating a warm and welcoming property inside and out. Upon entering enjoy the classic architectural details, sun-filled rooms, and wonderful flow for both everyday living and entertaining. The expansive grounds provide abundant privacy with room for large outdoor gatherings and play. Offering both convenience and serenity, this property combines the best of country living with close proximity to Weston’s Rail Trail, miles of conservation trails, top rated schools, and commuter routes. A truly special home desirably located near Weston Town Center.
Rare opportunity to own a stunning contemporary home with a spectacular pool, nestled in one of Weston’s premier neighborhoods near the Weston Golf Club and town center. Thoughtfully renovated with exquisite details throughout, this 5-bedroom, 4-bathroom home is perfect for entertaining. The living room features a striking fireplace, while the elegant dining room boasts custom built-ins and a 19th-century Japanese warehouse door. The gourmet kitchen includes an Aga stove, center island, and French doors that open to a sunroom. A cozy family room off the kitchen offers built-in bookshelves and a gas fireplace. The lower level includes a spacious playroom with fireplace and picture window, plus a private guest suite with full bath, walk-in closet, and second kitchen—ideal for extended stays. Privately sited on over an acre, this exceptional home offers beauty, comfort, and sophistication for the most discerning buyer.
Location, Location,Location! Tucked away on a private road—one of nine encircling the Weston Golf Club and part of The Weston Roads Trust—this property offers a rare opportunity to renovate or build new in this premium location. Available for the first time in over 50 years, this gracious four-bedroom Colonial sits on 1.85 acres and features approximately 4,000 sq. ft. of living space. The home features a spacious kitchen with sun-filled dining area, a fireplaced family room, front-to-back living room with second fireplace, and a formal dining room. Upstairs are four spacious bedrooms and a home office. The partially finished lower level with a third fireplace offers flexible living space. Additional highlights include an attached greenhouse, two-car garage, and separate horse stable ready for customization. Ideally located within walking distance to Doublet Hill trails with Boston skyline views, and minutes to the Mass Pike and Rte 128.
Beautifully renovated and idyllically sited on approximately .78 private acres, this exceptional colonial offers spectacular views overlooking vast fields and meadows. Enjoy thoughtful updates and timeless charm throughout. Stunning gourmet kitchen with informal dining adjoins family area. Gracious dining room with fireplace, fabulous great room with soaring cathedral ceiling and fireplace, French doors open to patio with incredible views, ideal for seamless indoor-outdoor entertaining. Four bedrooms including primary suite with luxurious bath, laundry room and family bath complete second floor. Spacious lower level offers 5th bedroom with full bath, office and gym. A detached two car garage has finished bonus space above providing endless possibilities. Located in the heart of Weston close to Land’s Sake Farm, schools, recreation center, library and miles of conservation land. Offering serenity and convenience this location also provides easy access to Boston and major routes
Extraordinary Shingle Style Estate offering unmatched beauty on a 3 acre kingdom lot in a premier neighborhood on the southside of Weston. Hidden by a private gated entrance and a long driveway, this elegant home is surrounded by over 100 acres of conservation land and walking trails. Blending classic Nantucket style with relaxed comfort, highlights include a mahogany paneled office, a luxurious Primary Suite with vaulted ceiling, a lavish dressing room, fireplace, and gorgeous spa bathroom. The lower level offers a gym, sauna, game room, media room, wet bar, wine cellar and full bathroom. Designed by a renowned architect and professionally maintained, the residence features 10,000+sf of space, 5 en suite bedrooms, a heated arrival courtyard, a generator, 6 fireplaces, custom millwork, and french doors leading to stone terraces to create the perfect setting for entertaining. Move in and enjoy Weston's top schools, an amazing lifestyle and fast access to Boston and beyond.
Welcome to 135 Orchard Avenue, a rare and exceptional property in Weston. Set on over 2.5 acres of peaceful land with expansive views of untouched meadows, this historic home—originally part of the 1900 Hubbard Estate—has been masterfully restored by the renowned firm Dewing Schmid Kearns. The result is a harmonious blend of timeless character and modern elegance, just minutes from Boston. The home opens with a gracious foyer, featuring a barrel-vaulted ceiling and curved staircase. The magnificent living room boasts 10-foot ceilings, intricate crown molding, a welcoming fireplace, and French doors that lead to a sun-drenched bluestone terrace stretching the length of the house. The custom kitchen is fitted with cabinetry by Kochman Reidt + Haigh, known for exceptional craftsmanship. Just off the kitchen, the family room features another wood-burning fireplace and opens directly to the terrace, offering seamless indoor-outdoor living.
This stunning contemporary home, designed by Marcus Gleysteen Architects and completed in 2017, blends modern sophistication with mid-century inspiration. Situated on a peaceful cul-de-sac, the residence spans over 1.5 acres and is thoughtfully positioned along a crescent drive, offering two distinct architectural perspectives. Expansive windows seamlessly integrate natural surroundings with sleek, high-end interiors. The open floor plan showcases premium finishes, designer upgrades, and a Poggenpohl kitchen with an oversized waterfall island overlooking a private, sun-filled yard—an ideal retreat. A first-floor room with a full bath serves as a guest suite or home office. The spacious finished lower level includes a media room and exercise area. Professionally landscaped grounds provide space for a pool or sport court. Conveniently located for commuting to Waltham, Cambridge, Boston, and points north, this home also offers access to Weston's top-rated schools.
Built in 2022 with a blend on modern and traditional. Excellent open floorplan with 4 bedrooms, each with ensuite bathroom. 9' ceilings with large windows on the first and second floors make this smaller house spacious. Large deck that overlooks a private backyard. The home is heated with a 95% efficient Viessmann gas boiler, and has foam insulation throughout. Finished walk out basement and large storage area in attic.
A world-class estate unlike any other—this gated 8+ acre sanctuary in Weston’s most prestigious south side enclave redefines luxury living. Encompassing over 14,000 sq. ft. of show-stopping design and craftsmanship, this architectural marvel is a symphony of soaring domes, hand-carved millwork, imported stone, and Venetian plaster. Every inch radiates grandeur, from the richly appointed living spaces to the banquet-sized dining room, chef’s dream kitchen and private executive office. Upstairs an indulgent primary suite with dual dressing rooms and spa bath, plus five additional lavish ensuite bedrooms offer refined comfort. The lower level is a resort unto itself—featuring a home theater, indoor lap pool, basketball court, spa, gym, and bunk room. A 7-car heated garage with 4 EV chargers, elevator, whole-house generator, and endless amenities complete this once-in-a-generation offering. Abutting conservation land, this is not just a home—it’s a legacy estate of unrivaled distinction.
Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero appliances, and six en suite bedrooms including a serene primary suite with spa-like bath and dual walk-in closets. Multiple rooms offer options for offices, gym, or guest space. Expansive terraces and decks overlook lush landscaping and the tranquil pond. With five fireplaces, artisan millwork, and a three-car garage, this property offers a rare combination of privacy, beauty, and convenience just minutes to Wellesley, Weston Center, and Boston.
Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty and continuity with the past was re-defined by visionary architect, Peter Pennoyer. The extensive restoration goes from the exterior red-clay masonry walls to meticulously re-building the interior living spaces. The curated finishes were precisely replicated from the new steel and Mahogany wood windows to the Ohio sandstone columns and millwork. The receiving court includes a carriage house, private entry to the guest residence and garage parking for 6 cars. Truly one of New England's unique suburban estates with easy access to Boston and Logan International Airport.
Introducing this Frank Llyod Wright inspired one-of-a-kind gem designed by award winning AD 100 architect, Thomas Catalano. Ultimate privacy on a 6+ acre property, adjacent to the Weston Reservoir, this estate cultivates the symmetry of nature with meticulously curated interiors. Galvanized steel finishes fuse the interior rooms with the exterior heated courtyards. Each space pays homage to its analogous setting from the glass window encased hallway to the elegant "El Grotto" which serves as the pool house. It is complemented by a fitness center, massage room, sauna, wine and game rooms. A luxurious primary suite has a sitting room with a fireplace, crafted marble bathroom and balcony with outdoor shower that has views of rolling meadows.The remarkable grounds are a backdrop for an infinity pool, hot tub and waterfall. This unique residence transports you to a faraway place, but in reality is located just minutes from Boston in one of New England's most exclusive towns.
Looking to move in the summer of 2026 and add your own touches to your dream home? Set on a private road and nestled at the end of a quiet cul de sac, 51 Willard sits on 1.25 acres surrounded by natural beauty and luxury new construction. This rare offering invites you to craft a legacy estate defined by privacy, sophistication, and timeless design. Inside, over 7,500 square feet of living space includes a fully finished lower level with a state of the art gym, sauna, wine room, wet bar, theater, and au pair suite, creating a true in home retreat. Four ensuite bedrooms upstairs include a tranquil primary suite with a spa-inspired bath and expansive walk-in closet. Enjoy a spacious, private backyard perfect for elegant outdoor gatherings or letting the kids run freely in a serene, estate like setting. A three car garage and seamless indoor-outdoor flow complete this exceptional vision.
This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's kitchen and family room, large living/dining rooms, 2 offices, sun room, mudroom, multiple 1/2 baths, guest suite & screened-in porch with built-in grill and fireplace. The luxurious primary suite offers large dual dressing rooms, spa-like bath, private sitting room and upstairs office. 4 additional bedroom suites, 2nd fl family room and laundry complete the 2nd fl. The lower level is an entertainer’s dream with a billiards room, bar/gaming area, theater, gym, wine cellar and more! Outside, the sprawling grounds include a pool, pool house with kitchen & bath, basketball court & 4 car oversized garage
Trails End Subdivision! We are proud to present our 4th offering in this exclusive private dead-end cul-de-sac. Compare the value, this home is offered at $475 psf vs the average new home in Weston is over $700 psf. This colonial/farmhouse design is unique and luxurious featuring 6,300 sq. ft., 12 rooms and 6 baths. This home is complete and ready to move in.
Curated style and luxury to be found at 1 Pine Summit Circle This spacious stand alone condo features spacious rooms, open floor plan, first floor private primary suite with luxurious spa bath and study. Great room open to cook's kitchen, breakfast area and family room with marble surround gas fireplace, private three season porch and deck. Gorgeous sitting room and entertainment size dining room. Utility/laundry, pantry and closet create mud room that leads to the garage. Elegant powder room completes the first floor. Extensive millwork and high end finishes throughout this beautiful home. Upstairs two bedrooms, both ensuite. Lower, walk out level with another family room, flex room that can be an office or bedroom, craft/exercise room, multiple closets and enormous storage Highland Meadows is located in a serene, country environment and affords community enjoyment with a clubhouse, exercise facility, yoga studio, tennis and pickleball court. Walking distance to charming Weston Center
Welcome to Trails End! A luxury subdivision on a private dead-end street. Compare the value, this home is offered at $437 psf vs the average new home in Weston is over $700 psf. This is our third offering and is a spectacular 14 room modern farmhouse style. Enter into a welcoming foyer and open floor plan featuring a chefs kitchen and oversize island Breakfast area opens up to a large family room showcasing a large gas fireplace, a guest suite, home office and mudroom round out the 1st floor. Expansive second floor features large bedrooms with walk in closets and en-suite baths den and a private luxury bath suite which includes an oversize custom tiled shower, heated floor and deep soaking tub. A large laundry room finishes the 2nd floor. 3rd fl. is finished with a bonus/game room and a tiled 3/4 bath Lower-level features 1400 finished sq. ft and includes a full bath. Don't miss the attached heated 3 car garage with EV charging station., This home is complete and move in ready!
Weston is located in Massachusetts. Weston, Massachusetts has a population of 11,806. Weston is more family-centric than the surrounding county with 41.21% of the households containing married families with children. The county average for households married with children is 35.9%.
The median household income in Weston, Massachusetts is $220,815. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Weston is 45.6 years.
The average high temperature in July is 83.1 degrees, with an average low temperature in January of 16.1 degrees. The average rainfall is approximately 47.5 inches per year, with 50.2 inches of snow per year.
