Weston MA Real Estate & Homes for Sale

Incredible opportunity in a premier location on Weston's coveted Southside. Renovate this expansive Ranch offering one-floor living to create your dream home or build new on a beautifully-landscaped, level lot. The property features generous room sizes, large windows and an ideal floor plan with the utmost functionality. The dramatic foyer provides a grand entry and flows into the fireplaced living room and adjoining dining room - perfect for entertaining and family gatherings. The family room and kitchen lead to a bluestone patio with a pergola overlooking the lovely, private grounds. There are 3 large bedrooms, including a primary suite with 2 full bathrooms and 2 walk-in closets, an office / den and another full bathroom. The main level also features a powder room, laundry, access to a 2-car garage and a greenhouse. The generous, unfinished lower level offers endless possibilities. Ideal for commuting and close to top-rated schools, trails, parks and Weston / Wellesley centers.

Step into a timeless masterpiece with this meticulously restored 1884 Queen Anne Victorian, majestically situated on 2.82 acres of pristine land. Every corner of this estate whispers tales of a bygone era, boasting magnificent period details that evoke a sense of grandeur & charm. From the intricate woodwork to the leaded glass windows, every element has been lovingly preserved, inviting you to immerse yourself in the opulence of yesteryears. Sunlit parlors beckon for leisurely afternoons by the fireplace, while the grand dining room sets the stage for elegant gatherings. Outside, the sprawling grounds offer a haven of tranquility, with lush gardens & towering trees framing the landscape. The in-ground swimming pool provides a refreshing retreat on hot summer days, enveloped in the serenity of nature. Adding to the allure are the spacious carriage house and working barn, offering endless possibilities for expansion, hobbies, or a potential guest retreat.

Majestically set on beautifully landscaped grounds, this stunning 1867 slate roof Victorian artfully blends historic period detail with contemporary luxury. Once the largest and most gracious home in Weston, this property has been artfully renovated to perfection by the current owners and exudes elegance & style. The landscape was carefully redesigned to provide a stunning oasis for this special home and includes over 300 new arboretum specimen trees, granite posts, pea stone courtyard, and a 36-foot stone wall with historic curbing. Offering more than 8000 SF of living space, this home lends itself to formal entertaining with a dramatic foyer, gracious living room, and exquisite dining room. The gourmet kitchen featuring an oversized center island and an adjacent dining area opens to the expansive family room. Also, on the first floor is the glamorous music room and handsome billiards room.

Fabulous colonial prominently sited on 1.16 private acres features spectacular landscape and an inviting sprawling backyard. This delightful three bedroom home offers a spacious formal living room with fire place and lovely formal dining room perfect for gracious entertaining. Open kitchen and sun flooded family room is ideal for informal living accesses an oversized deck with lap pool overlooking the meticulous grounds and specimen trees. The second level includes two well proportioned bedrooms, a family bath and a primary ensuite with fireplace providing generous accommodations. The lower level has a spacious playroom, office area, bathroom, laundry and ample storage. This home is ideal for formal and informal entertaining inside and out. Premier location in Weston's Town Center, abutting miles of Conservation Trails, close to Weston's Rail Trail with easy access to Weston's top rated schools and all major commuting routes. New four bedroom septic system, new roof and much more.

Experience the epitome of luxury living in this meticulously designed property. A harmonious blend of modern and rustic design elements featuring exposed beams,12ft ceilings throughout, 8ft alder wood doors and vast, dramatic windows & doors that flood the interior with natural light. The main level features a remodeled "showstopper" kitchen with incredible carved wood hood. An entertainers dream with the majority of the main level rooms opening up to the front and back yards. Mature landscaping and lush gardens can be enjoyed from the multi-level terraces, grilling area, fire pit and level lot. Incredible home office with a 15ft ceilings and remarkable cypress built-ins. The first-floor primary suite, overlooks the gardens and boasts two stunning bathrooms, connected by a double steam shower. Additionally, the main level has a separate living area with its own full kitchen, bedroom and bath. Upstairs, is three spacious bedrooms and 1000sqft bonus room. 3312 sqft LL. Do not miss this!

Attention contractors, builders or savvy home buyers looking for your next project.. This is a rare opportunity to renovate the existing 2 Bedroom Cape style home or build a dream home on a large 3.9 Acre lot in the highly desirable town of Weston, which offers a top-rate school system and convenient proximity to Boston. The property is being sold in as-is condition; thus, buyer/buyer's agent to do their own due diligence at their own expense. Private Showings with Buyer's Agent begin Wednesday, 5/8. Or, join us at the Group Showing on Saturday May 11th 11:00am - 12:30pm and don't let this one pass you by!

Located on a picturesque 1.44 acre lot in a desirable Southside neighborhood near Rivers School, this welcoming colonial with freshly painted exterior boasts over 6300sf of generously proportioned living spaces and high ceilings. Enter into a stunning 2 story foyer and be wowed by the first floor which offers a formal living room, entertaining sized dining room and a spacious office. The chef's kitchen features white cabinetry and granite countertops as well as a large prep island. The informal dining area and large family room with stone fireplace overlook the manicured yard and serene pond views. A guest bedroom and full bath can also be found on the main floor. Upstairs offers 3 ensuite bedrooms and a large primary ensuite with vaulted ceilings and a decadent dressing room with multiple closets. A sizable recreation room with full bath and wet bar rounds out the upper level. Add to this a three-car garage and mature and park-like landscaping and you have a winning combination.

Exceptional Shingle Style home with well appointed living spaces on 4 finished levels. Dramatic two-story foyer opens to the living room, dining room, office and a double volume great room with French doors leading to a outdoor oasis retreat. A dream kitchen featuring Wolf & Subzero appliances, pantry, wet bar, sun-filled breakfast area and a private guest suite complete this level. The 2nd floor offers a luxurious primary w/walk in closet & marble bath plus four bedrooms, two w/ensuite baths, one shared bath & laundry room. Fabulous finished 3rd floor is a great place for a game room, study lounge or peaceful studio amongst the tree tops. Fantastic walk out lower level with kitchenette, full bath, media room, gym and game room could be inlaw/au pair suite. Mature evergreens & foundation plantings enhance the lovely level yard with huge deck, hot tub, room for a pool, ideal for entertaining and play. Desirable South side neighborhood on Wellesley line offers convenience to everything.

Nestled within the sought-after Weston neighborhood, this expansive residence exudes sophistication and comfort. It boasts a state-of-the-art kitchen adorned with top-tier appliances, seamlessly flowing into a cozy breakfast room and family area that opens onto a deck. Adjoining this space is a formal dining room and a living room adorned with custom built-ins, a fireplace, and expansive picture windows offering serene views of the landscaped backyard. The luxurious master bedroom suite beckons a soaking tub and a spacious walk-in closet. Completing the main floor are three generously sized family bedrooms and a full bathroom, ensuring ample space for all. Venture downstairs to discover a lower level designed for relaxation and entertainment, featuring an oversized family/media room with a fireplace. This home is move-in ready, while its prime location allows for a leisurely stroll to Weston Center and convenient access to Downtown Boston in just 20 minutes.

Sited on 3.15 acres is this magnificent 1930's brick Georgian Colonial in one of Weston's most prestigious Country Club neighborhoods. Home has been magnificently restored/renovated by an esteemed architect/design/build team. Exterior is adorned w/ over-sized windows that allow for an abundance of natural light & offer stunning views of the grounds, stone patios & specimen trees, while the interior boasts 4 floors of exquisite living space. The 1st floor has a formal LR, DR, wood clad library w/ stone fireplace, a butler's pantry, a stunning kitchen that spills onto a glass enclosed breakfast room & a FR. 2nd floor has 5 en-suite BRs, 2nd office, reading nook & exercise rm. Finished attic has additional BR, music room & bath. LL offers rec rooms, a media room & a wine cellar. Outdoor amenities include a pool house, pickleball/sport court, in-ground pool, hot tub & sizable stone patio w/ accompanying stone fireplace. W/ 12k+ sq ft of quality & grandeur, you may never want to leave.

Discover an architectural gem nestled in Weston's prestigious Country Club neighborhood slated for development in 2024. This eco-luxury residence at 40 Possum Road has been meticulously designed by AIA award-winning architect Patrick Kane and includes a solar-powered roof and advanced heat pump, among other green innovations. Set on a lush 1.2+ acre lot and highlighted by a 21,000 cu. ft. 3-story glass "Canyon", the home features panoramic views throughout. Extending from the Canyon, an open floor plan seamlessly integrates a chef's kitchen with living and dining areas for sophisticated entertaining and serene daily life. In addition, a pleasure garden in front serves as an ideal counterpoint to the pool and bluestone patio in rear. Boasting an unusually high proportion of above ground finished space, the home compares very favorably to Weston's top new construction properties. 40 Possum Road - a new standard for style and sustainability in an ultra-prime location. Welcome home!

Imagine updated traditional living in a fantastic location, near Weston town center, in the most soughtafter Northside neighborhood, where tranquility meets convenience and 15 miles from Boston sits a special craftsman style home that has you stop scrolling photos on line as this dream home is right in front of you. On a tree-lined street, close to shops and parks, you walk in & are greeted by a renovatedfloor plan thathas three livingspaces toenjoy and entertain. You notice the clean windows, formal living room w/fireplace, bright family room w/fireplace as your gaze goes towards the large rear yard. Imagine enjoying coffee in the year round sunroom and cooking meals in the updated kitchen - you can't wait to share it with your friends & family. Finished lower level, living room w/fireplace allowing for an extra bedroom w/direct access to one car garage and long driveway for 5 cars is the bonus. Access top ranked schools.

Sunny Contemporary in the heart of coveted Southside with sidewalks to Weston Reservoir and new path to be built connecting you to library, town pool, public schools and town center. This 4 bd, 3.5 bath home, has many updates, and offers an open floor plan lifestyle. Formal gathering area with fireside dining perfect for entertaining. Family room with cathedral ceilings and dramatic fieldstone fireplace. Updated kitchen with Subzero refrigerator and Wolf Range, island, walk-in pantry and eat-in-area. Large primary suite with two walk-in closets and luxurious bath with soaking tub. Two home offices. Walk-out lower level with exercise room, recreation room, marble bathroom and mudroom to 2 car garage. Home looks out over gorgeous, private yard with hot tub on .97 acres of land. Top rated Weston Public Schools, and excellent commuting location.

Set in a premier southside Weston location, this spectacular ten-room residence offers a well-designed floor plan for today's lifestyle with nearly 4,500 square feet of living space. The private yard is pristine with landscaped grounds, an oversized deck, a sprawling lawn, and mature plantings. Upon entering the two-story foyer, the architectural details and fine craftsmanship are evident throughout. The centerpiece of the main level is the renovated kitchen appointed with high-end appliances, a large center island and open to a family room with lovely views of the backyard. There are five spacious bedrooms and four bathrooms, including a luxurious primary bedroom with a spa-like bathroom, and a convenient first floor bedroom and bathroom for guests or an au pair. The lower level has a large playroom with a mudroom & ample storage plus has direct access to the yard and grounds. The location provides easy access to Weston's town center, Boston, local schools and the commuter rail.

A rare and exclusive opportunity, one of the most prestigious developers in the state is offering you the opportunity to DESIGN AND BUILD your dream home in Weston. Set on a sprawling 2.4-acre lot with charming stonewalls, enjoy a serene setting at the end of a private road. Take part in crafting a residence that truly captures your lifestyle and vision. Envision a heated driveway leads to the grand entrance, setting the stage for refined living. Inside, discover natural-light-filled spaces including a grand family room, gourmet kitchen with breakfast room and pantry, and an impressive kitchen island. Each bedroom would host a private bath and walk-in closet. Design a lower level tailored for entertainment featuring a theater, gym, family room with a wet bar, and office/bedroom space. Take full advantage of the plentiful outdoor space by adding outdoor patios, lush landscaping, pool, and potentially a sports court.

Stunning 5100 sq ft contemporary home nestled on over 2.5 acres in Weston's south side neighborhood. Hard to find bonus area over garage perfect for guests, au pair, home office or wellness retreat. Floor to ceiling windows allow for light to fill nearly every room and provide gorgeous views of private backyard retreat with pool. Fabulous open kitchen, walk-in pantry, high end appliances and generous center island opens to family room with built-ins and fireplace. Living room filled with more built-ins, fireplace and bar area. Main bedroom on first floor with spa-like bath and large walk-on closet. Walk out lower level with 2-3 more bedrooms plus fabulous game room with wet bar. Mudroom. Home connects to bonus area with 5th bedroom and 4th full bath by catwalk from family room. 3 car garage. Enjoy Weston's top rated school system and easy commute to Boston.

Rarely available land in serene setting! Great opportunity to live in a beautiful Weston neighborhood! Special grounds on over 2.2 acres. 4 Bedroom 4 full bathroom single family home with peaceful backyard! The main level features 3 en suite bedrooms, an office or 4th bedroom with half bath and adjoining sunroom. Large kitchen with center island opening to dining room, spacious family room and living room both with fireplaces. Convenient oversized working pantry with laundry, double sink and plenty of storage. Lower level has access to large 3 car garage plus additional storage and full bathroom. Recreation room with bar, additional mini kitchen and gym area. Perfect space for entertaining! Beautiful gardens and generous patio off the living room/ family room has access to inground swimming pool. Short distance to Weston center and easy access to trains makes for a convenient commuter location. Potential to divide into 2 buildable lots. Buyer to complete due diligence.

Last chance at The Village at Silver Hill, Weston's prestigious 55+ community, 2 Peakes Lane is the final opportunity to own a home in this highly sought-after community. This exclusive enclave consists of 8 meticulously designed single-family homes, perfectly situated in a serene and picturesque setting in the heart of Weston. Taken down to the studs and fully renovated, this home boasts a seamless fusion of old-world charm and modern finishes, creating a truly captivating living space. On the first floor, you will find elegant living and dining rooms, gourmet chef's kitchen, a luxurious first floor bedroom suite, a convenient mudroom and laundry area plus attached 2 car garage. The second floor of this exceptional home offers three additional bedrooms, including another ensuite bedroom, a den, two more bedroom and a full bath. Large deck, manicured grounds plus serene and tranquil setting complete this offering.

Indulge in luxurious living in this recently renovated home, located in Weston's coveted south side. Seamlessly blending timeless charm with modern elegance, this residence offers a sophisticated lifestyle. Enter through an inviting foyer that leads to a bright and elegant living room featuring a fireplace and access to a screened-in porch. The stunning, new 2024 chef's kitchen boasts high-end appliances, custom cabinetry, porcelain counters, sun-filled windows, and flows into the fireplaced family room with custom built-ins. French doors open to a bluestone patio and backyard oasis. The main level is completed with an office and powder room. Upstairs, the primary suite offers a luxurious steam shower and a spacious walk-in closet. Three additional bedrooms and a shared bathroom are also on the second floor. The lower level is fully finished, offering flexibility with its exercise/bonus room, mudroom, and half bath. Owners pride of ownership shows with all the enhancements!

Welcome to your private sanctuary nestled amidst lush greenery & expansive landscapes, located in the coveted Weston southside. This home with contemporary layout & design sits on a level 1.39 acre private lot, is only about 20 minutes to Boston. Step inside this sun filled home & be greeted by grandeur at every turn. From living room with its soaring ceilings & panoramic views to the cozy family room, every corner exudes warmth & elegance. Entertain guests in style in the kitchen. Host lavish dinner parties in the dining room or enjoy casual meals in the breakfast nook overlooking the picturesque backyard. Retreat to the grand master suite, a true oasis of comfort & relaxation. With its own office, luxurious en-suite bathroom, & walk-in closets. Each bedroom is a private haven, complete with its own bathroom, offering ultimate convenience & privacy for family & guests. With its combo of luxury, privacy, & natural beauty, this magnificent mansion epitomizes luxury living at its finest.

Perched atop a serene cul-de-sac, 101 Kings Grant is meticulously designed to organically integrate a private, natural oasis with modernity. On the first level, enjoy effortless entertaining in your inspiring, open kitchen, dining and living spaces with adjacent decks, exterior kitchen, spa and fire pit patio; or, tuck away to your private cigar room/library and office for more intimate moments. The second floor consists of an unrivaled primary suite with expansive windows, private deck, separate walk-in closets and spa-like bathroom. Office and four other bedrooms with walk-in closets, en-suite bathrooms and dynamic views, complete the space. Walkout lower level to pool includes guest space with kitchenette, gym, wine room, lounge and wet bar. Sited on 1.48 acres, only half a mile away from 130 acres of wildlife with trails, and convenient access to commuter rail and Route 128, experience privacy without compromising proximity. Top rated Weston schools. 1 Year Builder's Warranty.

Amazing opportunity to get into an immaculate condo in desirable Stonegate at Weston. What makes this unit unique is the not one, but two deeded parking spaces AND option to purchase additional CARPORT with storage space. Location can't be beat when it comes to commuting, and being a stones throw from downtown with direct access to the Rail Trail, plus 90 miles of hiking trails/conservation land is just icing on the cake. Charming yet modern, this coveted end unit boasts freshly refinished hardwood floors throughout, fresh paint, updated bathroom, cozy wood fireplace and private blue stone patio. The kitchen has been tastefully renovated and is truly a chef's dream, offering granite countertops, custom cabinets, soft close drawers and state-of-the-art stainless steel appliances. All around a beautiful place to call home, don't let this one pass you by!

Showstopper Colonial in prime neighborhood, with sidewalks to #1 ranked schools, town center, library, community center, Lands Sake Farm and Weston Golf Club. An enchanting covered porch welcomes you into the foyer featuring built-in seating and staircase with period details. The expertly renovated main level offers an inviting library, expansive kitchen w/custom cabinetry, signature appliances including a Bertazzoni 6 burner gas range, huge island, and dining area open to the family room with soaring ceilings and built ins, dining room and fireplaced living room, plus a guest suite w/en suite bath. Upstairs is a romantic primary w/dressing room & luxe bath, 2 more spacious bedrooms each w/ample closets, a full bath and laundry. The 3rd floor retreat has a spacious game room and the 5th bedroom. An unfinished lower level offers endless options! Two-car garage w/EV charger, & deck leading to the fenced-in yard abutting conservation. Minutes to commuter routes and public transportation.

Extraordinary shingle style home designed by prominent architect on over 2 acres of incredible land. Over 11,400 sq ft of living space on 4 floors. Features include remarkable theater w/ gold leaf and 9 ft screen, billiard room w/ oversized bar & fireplace, gym, phantom 6 car garage! Most amazing outdoor space! Incredible inground pool with pool house including kitchenette and bath, outdoor kitchen plus fire pit with speakers and tv. Wine room featured in design magazines. This home has the ideal floor plan with the kitchen family room as the central focus- kitchen with large enter island opens to casual dining and family room with fireplace and custom book shelves and window seat. Formal dining room with de Gournay wallpaper. Oversized living room with fireplace leads to custom built library. 2nd floor homework/craft room. Exquisite details and custom woodwork throughout. Heated driveway. 2005 build in coveted South side. Make this your dream home! One of a kind and not to be missed!

Beautifully sited on more than 3.4 acres of land, this home offers a magnificent lifestyle for those seeking privacy and direct access to conservation land and trails. An inviting wrap around porch is a highlight of the home providing a fabulous setting to view the lush landscape and natural surroundings. The interior rooms are spacious and provide the ideal setting for entertaining and comfortable living. At the center of the home is a wonderful kitchen with center island and dining area that opens the family room with a wood burning fireplace and endless view of the rear gardens. The home has five well proportioned bedrooms including a large primary suite. The lower level is the ideal for guests or multigenerational living with its own kitchen, bedroom with full bath, living room, dining room, and media room. With 6 garage spaces, this is a great home for a car enthusiast. Enjoy Vermont like living and access to Weston's top ranked schools.