Weston MA Real Estate & Homes for Sale

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

This move-in ready, only 2-years-young modern farmhouse sits on one of Weston s most scenic roads in a top-ranked school district. Designed with timeless appeal and upscale finishes, the sun-drenched layout features wide-plank white oak floors, custom millwork, and expansive windows. The gourmet kitchen boasts a large Cambria island, premium appliances, and a cozy breakfast nook, seamlessly connecting to a spacious family room with a stone-accented gas fireplace. The first floor includes a private guest suite, quiet home office, and a beautifully appointed mudroom. Upstairs offers generous en-suite bedrooms with walk-in closets, a cozy den, and a luxurious primary suite with vaulted ceilings, heated floors, soaking tub, oversized shower, and large walk-in closets. A finished third-floor loft adds flexible living space, while the lower level provides an additional 1,500 sq ft ready to be finished. Minutes to restaurants, shopping, Costco, and MBTA stations. A must-see!

Chic, spacious, and full of character, this beautifully updated 3BR/2BA home blends contemporary style with timeless charm. Step into a sun-drenched living room adorned with classic parquet flooring, setting the tone for warmth and elegance throughout. The renovated eat-in kitchen is a chef s delight, featuring sleek granite countertops, stainless appliances, and generous prep/storage space. Entertain in style in the formal dining room, where a cozy fireplace adds ambiance to every gathering. The vaulted primary suite serves as a true retreat, complete with a walk-in closet, private en-suite bath, and direct access to a serene deck perfect for morning coffee or unwinding at sunset. An expansive deck overlooks a large, level yard offering options for entertaining, gardening, or play. The unfinished lower level provides abundant storage and exciting potential for future living space, while the attached 2-car garage adds convenience and functionality.

Welcome home to this spacious 5-bedroom with flexible layout, including a private en suite bedroom in the finished basement ideal for guests or extended living. The main level offers a kitchen, dining room, living room with gas fireplace, office, and 3/4 bath. Upstairs features 4 bedrooms and a full bath. Additional highlights include attic storage, whole-house fan, laundry and storage in the basement, vinyl siding with heated gutter helmets, a 2-car garage with breezeway, EV charging station, invisible pet fence, and a greenhouse for year-round gardening. Tesla solar panels provide energy efficiency. Convenient access to Kendal Green Commuter Rail six stops to North Station.

Opportunities like this don't come along very often! Exquisitely sited overlooking the Pine Brook Golf Course and Weston Aqueduct walking trails, this elegant Colonial style home c.1924 exudes the superb character of a bygone era. This home has been owned, loved and well lived in for the past 52 years by the same family. The multiple sets of french doors span the backside of the house and open to the 29x16 south facing brick patio, offering a fabulous backdrop for hosting twilight dinner parties while enjoying magnificent distant verdant views. Handsome moldings, archways, high ceilings, and an abundance of sunlight are just some of the fine qualities this special property offers. The well equipped kitchen boasts a large eating area with windows on three sides, bringing the outdoors to the breakfast table. Also on the first level are a quiet sitting room and a well outfitted office. Upstairs, there are four bedrooms, all ensuite and a versatile sitting room. Prime commuting location.

Move in ready 10-room, 4-bedroom Colonial nestled in a highly desirable neighborhood. The gracious dining room and formal living room with wood-burning fireplace offer timeless elegance, perfect for entertaining or relaxed evenings. A chef s eat-in kitchen features stainless appliances, a walk-in pantry, and an expansive island, flowing seamlessly into a sunlit family room with access to a large deck overlooking private, level grounds. A spacious mudroom and custom home office with built-ins enhance functionality. Upstairs, the tranquil primary suite boasts a spa-like bath and walk-in closet, two additional bedrooms and two stylishly renovated full bath. 2nd fl laundry. The finished walkout lower level includes a playroom, bedroom, full bath, and ample storage. Major 2017-2018 renovation includes new electrical, plumbing, HVAC, 30 windows, 3 bathrooms, hardwood floors, & more! 2015 metal roof. Access top ranked Weston schools close to acres of trails & bike path and the commuter rail!

Endless possibilities await on this 2.78-acre estate in highly coveted Southside Weston. Sun-filled & perfectly sited to capture natural light, the home welcomes you w/a marble entry foyer & floor-to-ceiling windows. The main level features an expansive living room w/a bay window & fireplace, a cozy den w/knotty pine walls & fireplace, a beautiful dining room, powder room & butler s pantry. The eat-in country kitchen boasts a vintage cast iron wood-fired stove. Upstairs, you ll find 5 beds & 3 baths, including a primary suite w/en suite bath & walk-in closet. The unfinished basement & separate garage completes the property. Surrounded by mature trees & stone walls, this pastoral setting adjoins 13.5 acres of conservation land, providing enhanced privacy, direct access to the Weston Forest & Trail system & convenient access to major highways. A rare opportunity to create your dream home or renovate the existing 5 bed Marjorie Pierce colonial in one of Weston s most desirable locations.

Designed for modern living, this updated 4-bedroom, 3.5-bath home combines space, comfort, and convenience on a serene 0.7-acre lot that abuts conservation land. The sun-drenched 2 story great room with loft study, skylights, hardwood floors, and a charming wood-burning fireplace perfect for relaxing or entertaining. Enjoy meals in the formal dining room with built-in, or in the spacious eat-in kitchen featuring stainless steel appliances, pantry, and abundant cabinetry. A private home office provides a quiet retreat for remote work or study. The finished walk-out lower level offers versatile space for a playroom, media, or guest suite. Recent updates include 2020 new heating and central air systems, 2022 light-up cupola, 2023 new gas range, 2025 interior paint, a new deck, and a repaved driveway. Ideally situated in a popular neighborhood on a dead-end street with sidewalks to Weston Center and the bike trail, and just a half-mile to the commuter rail. A rare opportunity!

Iconic Jesse Sumner Viles House, circa 1847, blends classic Greek Revival architecture with modern updates. This sunlit 4-bed antique sits on .79 acres of level meadow, upland. A farmer s porch opens to a welcoming main hall, oversized great room with fireplace, and formal dining room. The updated country kitchen with farmers sink, custom cabinets, quartz countertops and stainless steel appliances, including gas range with hood vent, connects to family room with pellet stove. Laundry and half bath complete the first floor. Freshly painted interior with refinished hardwood floors throughout. Upstairs: primary suite with nursery option, separate office, and two bedrooms with fireplaces. Newer natural gas boiler. Whole-house generator. New roof. Detached 2-car garage with second floor office potential. Lovely backyard with two garden sheds, patio, and gas grill hookup. Top-rated Weston Schools!

Beautifully sited on over 2 private acres, this 8-room, 4-bed, 3-bath home offers comfort, charm, and room to grow. The spacious living room features a fireplace and hardwood floors, flowing into a formal dining room with two classic corner cabinets and a sun-filled kitchen with white cabinetry, stainless appliances, and center island. Two generous bedrooms and a full bath complete the first floor; Upstairs are two more spacious bedrooms including one with oversized closet and built ins and another full bath. The finished lower level includes a family and game room, kitchenette, laundry, full bath, and ample storage, a possible guest or au pair suite. Enjoy the huge, level, fenced-in yard. 2 car garage. Sidewalks to Weston s top schools, library, vibrant town center, Memorial Pool, Weston Golf Club & Land s Sake Farm. 15 miles to Boston and close to all major routes and the commuter rail. A rare opportunity in a premier location to renovate, expand or move right in!

Beyond Stunning!!!!! Have the best of both worlds! Incredible 1 acre flat lot in the heart of Weston Center w/ the urban suburban lifestyle in this fully renovated home! Extensive recent renovations gives this home the classic feel but it is all NEW! High ceilings, filled w/ sunlight & gorgeous millwork throughout. Spacious foyer with gorgeous staircase is flanked by the large dining room & living room both w/ fireplaces & picture windows. Designer kitchen w/ large center marble island includes a walk-in food pantry plus a butler's pantry. Family room w/ built-ins adjacent to the kitchen. Mud area plus additional room perfect for gym or home office. 2nd floor main bedroom with great walk-in closet & spa-like bath. 4 additional bedrooms and 2 full bath plus laundry room completes the 2nd floor. 3rd floor bonus playroom. Huge lower level perfect for storage & potential finished space. 2 car garage. Enjoy entertaining on your bluestone patios with great views of open lawns, stonewalls..

8 Conant Road is a grand estate that offers the perfect balance of ultimate privacy and the convenience of living in the heart of Weston s center. This completely remodeled Tudor Revival sits on 3.05 acres, surrounded by magnificent gardens and mature landscaping, and perfectly placed at the end of a quiet street. The detached carriage house, also fully remodeled, features an apartment, 2 bathrooms, a fully equipped gym, and a steam room. The main residence spans 5,900+ square feet across 3 levels of finished living space. Inside and out, custom design work highlights exceptional craftsmanship, blending modern comfort with classic charm and timeless appeal. Unique amenities, such as a custom-built treehouse with electricity, heated driveway and patios, a full cabana, and an outdoor shower, are rare features that elevate this property and define the modern luxury lifestyle it offers.

Set on a picturesque 1.38 acre lot with sweeping views of open fields and mature trees, this stunning Greek Revival home built in 1847 and part of the historic Case Estates has been beautifully transformed with a modern aesthetic. Located in the heart of Weston Center and surrounded by 42 acres formerly owned by Harvard s Arnold Arboretum, it offers privacy with unbeatable convenience. A classic front porch with fluted columns welcomes you into a thoughtfully updated interior, where a curved staircase adds a unique architectural touch. The kitchen, designed by one of Boston s top chefs, features custom cabinetry, an artisanal concrete island, glass pantry, and striking metal-framed windows that flood the space with light.The open-concept main level is ideal for entertaining, while upstairs includes a serene primary suite with a luxurious bath, plus four additional bedrooms and two full baths. With breathtaking views, rich history, and great design, this is a one-of-a-kind home.

This Elegant Colonial Home, beautifully sited on a 1.38 acre lot, has been meticulously maintained with thoughtful updates throughout. With beautifully designed living space, the home features sun-drenched rooms with expansive views of lush perennial gardens, mature specimen trees, and multiple stone patios that invite outdoor living. At the heart of the home is the stunning kitchen with Christopher Peacock cabinetry and an inviting dining area. The adjacent family room features a wood-burning fireplace and custom built-ins. The elegant foyer opens to a large dining room and front-to-back living room with French doors to a bluestone patio perfect for seamless indoor-outdoor living. The second floor has the serene primary suite plus two additional bedrooms and a bath. The finished lower level has a playroom, mudroom, and full bath. Located in a fabulous South Side neighborhood with potential for expansion this is a rare opportunity to own a truly special home.

Tucked away at the end of a quiet dead-end street in highly desirable Weston, MA, this charming 1963 Colonial offers rare privacy and direct access to scenic conservation trails. Just minutes from the Kendall Green commuter rail, it s perfectly located for both peaceful living and easy city access. Inside, the home features 4 bedrooms, 3.5 baths, a spacious living room with a dramatic wood-burning fireplace, a formal dining room, family room, and an updated kitchen with stainless steel appliances. Enjoy generous outdoor space with a flat side yard, rustic hardscaping, an oversized covered porch, and a two-car attached garage. A true retreat in one of Greater Boston s most sought-after communities.

Stunning 5BR, 6BA home offering over 6,700sqft. of luxurious living space across two levels, plus a 3000sqft.+ unfinished lower level, ready for your vision. A harmonious blend of modern and rustic design elements featuring exposed beams,12ft ceilings throughout, dramatic 8ft high French doors that flank the front & back of the home & incredible cypress wood home office with floor to ceiling built-ins.The main level features a "showstopper" kitchen newly painted with new countertops and backsplash as well as a custom alder wood hood. An entertainers dream with a 2nd full kitchen, perfect for caterers or extended guests. Private, main level, primary suite includes two full baths connected via a walkthrough steam shower, each with own dressing room and overlooks the gardens. Additional guest suite on the main level & four more spacious bedrooms, a bonus room and study/playroom complete the 2nd level. Fabulous, quiet neighborhood in a premier town with top-notch schools. A must see!

Quality construction and fine finishes define this sophisticated residence tranquilly sited on one of Weston s most coveted streets. This exceptional home offers over 8200 sqft of luxurious living space w/soaring ceilings throughout. Expansive foyer opens into airy floor plan including formal living w/fireplace, spacious dining room, private office, gourmet kitchen w/custom cabinetry & large center island opening to a family room w/fireplace. Completing 1st floor are 2 powder rooms, mudroom & screened porch overlooking picturesque private grounds. Second floor features stunning primary suite w/fireplace, 2 walk in closets & lavish bath, 2 ensuite bedrooms, two bedrooms with Jack & Jill bath & laundry room. Lower level offers, gym, stunning bar, bonus room w/full bath, additional family & play areas w/sliders to patio. With its unparalleled craftsmanship, close proximity to top rated schools & Boston, this home is the perfect blend of optimal location, modern luxury & timeless elegance.

Welcome to this much-admired, quintessential New England home, set back from the road on a scenic knoll with stone walls and a circular drive. Inside, a gracious foyer opens to a fireplaced family room and a front-to-back living room with another fireplace. Rich in timeless detail, this 1940s gem features a formal dining room with built ins, eat in kitchen with gas range, home office with skylight, half bath, and a bonus room just off the kitchen. Upstairs, via front or rear stairs, you'll find three spacious bedrooms two with fireplaces and two full baths. Step from the kitchen onto an expansive bluestone patio, perfect for outdoor dining and private and expansive yard. The home also offers a two-car attached garage, hardwood floors, basement, and ample storage. Ideally located just one mile by sidewalk to Weston Center, close to town trails, top ranked Weston schools and the commuter rail.

Welcome home to 4 Somerset Place in the coveted Highland Meadows 55+ community in Weston. This turn key stand-alone unit offers over 2,000 SQFT of one level living boasting high end finishes throughout and an attached two car garage. The home s interior features a living room with cathedral ceiling, fireplace and access to a spacious deck. Enjoy the gourmet kitchen well equipped with top end appliances and breakfast area. A formal dining room, primary suite, second en suite bedroom, office and laundry complete the first floor. The unfinished walk out lower level provides excellent potential for additional living space and offers ample storage. This meticulous home is beautifully and privately sited. Ideally located with close proximity to Weston Town Center, Conservation Trails, and all major routes.

Meticulously maintained & updated home combines grand living, timeless design & quality construction. Commuter's dream w/ easy highway access tucked into a 1.94 acre suburban oasis. The layout allows for spacious living, entertaining, & room for generations of family. Main floor features open concept family room & state-of-the-art kitchen w/ Viking appliances, ample cabinetry, & coveted butlers pantry connected to formal dining. French doors off kitchen lead to expansive deck for outdoor entertaining, views of wooded acreage, water fall & professional landscaping. Off the family room, the secondary entrance, laundry room, 3 car garage & access to in-law suite. An office, den/living room & 2 half baths complete main level. Upstairs you will find the primary suite w/ vaulted ceilings, 5-piece bathroom & enormous walk-in closet. 2nd floor is completed by 2 additional bedrooms each w/ their own bathrooms. Finished basement w/ gym, media room & guests suite plus access to hot tub & patio.

Exquisite Southside estate with nearly 2 level acres blending timeless elegance with modern luxury. Custom millwork, soaring ceilings, and abundant light define this thoughtfully designed home. A grand foyer opens to a formal living room with gas fireplace, private office, and refined dining room. The chefs eat-in kitchen, with premium appliances, large island and butler's pantry, flows into an expansive fireplaced family room. Upstairs, the luxurious primary offers two full baths and two walk-in closets one converted from a large bedroom plus four more ensuite bedrooms including a second primary and convenient laundry. The finished lower level is an entertainer's dream with game room, sleek bar, movie theater, gym, full bath, and ample storage. Additional features include front and back stairs, 3-car garage with epoxy-floor, hardwood floors, circular drive, generator, huge backyard with room for a pool and tennis court. Close to top-rated Weston schools, 9/90/95 and the commuter rail.

This exceptional estate, set in one of Weston s most coveted neighborhoods, blends modern architecture, bespoke luxury & state-of-the-art technology. Perched atop a 1.42-acre corner lot, it spans approx. 8,421sf across 3 levels w/ 6 ensuite beds & 7.5 baths. A sprawling entry opens to a soaring foyer, sculptural staircase & statement pendant, while sunlit living spaces feature floor-to-ceiling windows, corner glass views, custom sheer curtains, multiple lounging areas, formal dining & high-tech rec. zones. The custom kitchen features a suite of Gaggenau appliances, an oversized island, double sinks & wine storage. The serene primary hosts vaulted ceilings, radiant floors, gas fireplace & a spa bath w/ soaking tub, an oversized shower & luxe finishes. Additional features include custom built offices, VR room, gym, sauna, full wet bar, family room, roof deck terrace, tennis court, lush gardens, full irrigation, 3-car garage, full smart-home w/ Kore system & solar technology.

Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making commuter travel convenient (~20 mins drive to Boston). Proximity to both Route 20 and 30 ensuring easy access to key destinations.

This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef s kitchen, and office nook, flowing into a spacious family room with expansive views of private grounds, ideal for a future pool.The primary suite offers a private retreat with dual spa-like bathrooms, large dressing rooms and a sitting area. Secondary bedrooms feature en-suite baths and generous closets, providing comfort and privacy. The lower level is designed for recreation and relaxation featuring a bar, exercise room, sauna, wine room and flexible spaces for a home theater or golf simulator. Conveniently located just a short drive from Boston, this estate is a rare opportunity to own a thoughtfully designed home.

Perfect South Side spot! 1.5 acres of gorgeous land! HUGE backyard!!! Incredible design choices for this 7500 sq ft New Construction home on 3 levels. Large open custom kitchen with stunning hood, incredible details, hidden walk-in food pantry and wine storage opens to cathedral ceiling great room with beams plus fireplace. Formal spaces with wainscoting, wet bar and designer lighting. Private first floor office. Large mudroom off of 3 car garage. Incredible main suite w/ spa-like bath, walk-in closet and fireplace. 4 additional beds all similar in size with en-suite baths, walk-in closets and very high ceilings. Laundry with double washer/dryer hook ups. Walk out lower level with 1200 sq ft of finished space with 6th bed/bath, playroom, exercise, great storage and even an infrared sauna. Bluestone patio off of lower level. Gorgeous deck that overlooks large flat yard with room for a pool or sports court. Fabulous combination of incredible home & location. Close to schools!