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$1,828,000
5 Beds 4 Baths 73342813 MLS
Welcome to this charming 5-bedroom, 4-bathroom Colonial estate, gracefully located on a sprawling 2.35-acre lot. This home seamlessly blends historic charm with modern convenience. Step inside to find original hardwood floors, custom built-ins, and a warm, inviting atmosphere. The spacious gourmet kitchen features updated appliances, granite countertops, and an eat-in area perfect for casual dining. A formal dining room and multiple living areas, including a family room with a fireplace, offer ample space for entertaining and flexible living areas. The primary suite boasts an en suite bath while additional bedrooms are generously sized. Outside, mature trees and a fenced in yard create a serene backdrop, with a large deck ideal for gatherings. This remarkable property offers both privacy and an incredible opportunity to create your own dream home in one of Weston's most sought-after locations!

74 Chestnut St, Weston

Listing courtesy of Listing Agent: Debi Benoit from Listing Office: William Raveis R.E. & Home Services.

$4,500,000
5 Beds 7 Baths 73337316 MLS
Beautiful English Manor Home with newly renovated kitchen, and chic designer interiors. Sited on an amazing 1.6 acre lot on the south side of Weston with a swimming pool and a spectacular tennis court, adjacent to conservation land and hiking trials. Fabulous lower level with gym, and entertainment lounge. The second floor offers five bedrooms and a bonus room for expansion potential. This is a rare offering that blends modern and classic style with charm and privacy in a prime location. Gorgeous indoor/ outdoor living spaces perfect for entertaining and endless enjoyment of the resort like grounds. Fast access to commuting routes, top ranked schools, Weston Reservoir and Land Sake Farm.This is the ultimate country retreat.

24 Colonial Way, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.

$2,200,000
5 Beds 4 Baths 73337181 MLS
Welcome to 19 Bradyll, a rare gem in Weston! This stunning 6,177 sqft home on 1.2 acres combines luxury, privacy, and comfort in one of the town's most desirable neighborhoods. Offering 5 spacious bedrooms and 3.5 beautifully appointed baths, this home features an open floor plan ideal for both relaxation and entertaining. Each living room is complete with its own cozy fireplace, adding warmth and charm to every space. The gourmet kitchen flows seamlessly into the elegant dining area, perfect for gatherings. Step outside to an expansive patio, heated pool, and hot tub, all surrounded by meticulously landscaped grounds. Located in a family-friendly community with top-rated schools, parks, and easy access to Boston, this property provides the perfect combination of tranquility and convenience. Make this your home and build family memories in this exceptional Weston retreat!

19 Bradyll Rd, Weston

Listing courtesy of Listing Agent: Karima Alami from Listing Office: Compass.

$4,600
4 Beds 2 Baths 73317435 MLS
Located in the highly sought-after south side of Weston, this spacious 2,900 square-foot single-family home sits on 2 acres of private land in a peaceful, quiet neighborhood. The first floor features a large family room, a kitchen, and a versatile home office or guest bedroom with a full bathroom. On the second floor, you'll find four bedrooms and an additional full bathroom. Conveniently located just minutes from the Mass Turnpike, Natick Mall, the commuter rail, and the many amenities of nearby Wellesley, this home offers both privacy and accessibility. This property is also in the district of Weston Public Schools, consistently ranked as the #1 public school system in Massachusetts. This home is truly a must-see!

50 Oakdale Ave, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.

$7,500
4 Beds 3 Baths 73347091 MLS
Nestled on the south side of Weston, this Mid Century Modern gem at 536 Glen Rd offers a rare blend of style and serenity, now available for rent. Spanning 2,400 sqft, this 4-bedroom, 2.5-bath home boasts an open floor plan with expansive glass walls that frame stunning views of the rolling 1.5-acre grounds. The thoughtfully designed spaces flow seamlessly from the sun-drenched living areas to the sleek chef's kitchen, perfect for both quiet evenings and vibrant entertaining. Step outside to your own private oasis a heated swimming pool, spa, and outdoor kitchen, all set against a backdrop of lush lawns and a magical treehouse retreat. With easy access to conservation trails, Boston, Wellesley, and Weston's top-rated schools, this rental offers a luxurious lifestyle in a prime location. Experience the best of modern living in a tranquil, resort-like setting.

536 Glen Rd, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.

$6,000
4 Beds 3 Baths 73340126 MLS
This charming 4-bedroom, 2.5-bath Colonial is nestled on a scenic road in Weston's desirable south side, just under 2 miles from Weston Middle/High Schools. Enjoy the convenience of easy access to Wellesley Farms Station, I-90, and I-95, as well as nearby shopping and dining in Wellesley Hills. The home features excellent ceiling height and a kitchen equipped with Corian countertops and stainless-steel appliances. The first floor offers a modern kitchen, a half bath, a formal dining room, a spacious living room, a cozy family room, and a bright breakfast room that opens onto a deck overlooking a large, level backyard—ideal for summer BBQs and outdoor gatherings. Additional highlights include hardwood floors throughout, a two-car garage, a brand-new dishwasher, a brand-new clothes washer, plenty of storage area in the basement as well as the outdoor shed, and a prime location where you can see the school bus stop right from your window.

307 Glen Rd, Weston

Listing courtesy of Listing Agent: Liying Chen from Listing Office: Liying Chen.

$3,750
2 Beds 2 Baths 73327768 MLS
*Available now* Built in 1980 and completely renovated in 2006, Incredibly rare Stonegate of Weston townhouse (single level living) available to rent February 1st! This complex is close to Weston town center and surrounded by conservation land with ample hiking, walking and biking trails nearby. This home offers central heat and AC, in-unit washer/dryer, private patio. The comfortable layout with kitchen, dining, family room and 2 good size bedrooms . The cozy family room includes sliding glass doors out to the private rear patio. Both bedrooms are generously sized and in-unit laundry is located in the bathroom. Professionally managed association. There are 2 assigned parking spots, one with carport coverage. Convenient commuting options and minutes from Route 128. Weston center is 0.8 miles from the property. Small dog negotiable. No cats per association rules. *Some photos are virtually staged*

106 Jericho Rd Unit 106, Weston

Listing courtesy of Listing Agent: Ozlem Gursoy Moore from Listing Office: Compass.

$1,900,000
4 Beds 3 Baths 73298216 MLS
Welcome to this charming 1940s Tudor nestled in Weston’s coveted & historic Silver Hill neighborhood. Boasting 4 bedrooms and 3 full baths, this residence beautifully marries period details with modern updates. Step inside to discover a warm and inviting atmosphere highlighted by a classic wood-burning fireplace and gleaming hardwood floors that flow throughout the home. Open and flexible floor-plan plus not one but two options for work from home! The spacious kitchen features contemporary appliances and finishes, making it perfect for both cooking and entertaining. Each bedroom offers ample space and natural light, while the updated bathrooms provide a touch of luxury. Enjoy the character of this timeless home, complete w/ barreled ceilings and elegant moldings. Outside, the landscaped yard invites relaxation and outdoor gatherings. Experience the charm of Silver Hill, with its tree-lined streets and sidewalk to town center. This gem is a must-see! Easy access to major routes & MBTA!

61 Silver Hill Road, Weston

Listing courtesy of Listing Agent: James Brasco from Listing Office: Century 21 Shawmut Properties.

$1,165,000
5 Beds 4 Baths 73291434 MLS
Opportunity Knocks! This Beautiful 5 Bedroom home boasts plenty of charm and character. The first floor of this solidly built home features an eat in kitchen with ample cabinetry, a living room with fireplace, family room, home office with built ins, bedroom, full bath and half bath. The second floor has 4 spacious bedrooms, and two full baths. Additional features include a partially finished basement, ideal for home gym or playroom with abundant storage and laundry. Don't miss the 1.18 acre yard, covered deck and 2 car garage. There are hardwood floors, and built ins throughout. 18 Kingsbury is sited in a prime location on a private road close to the Weston Golf Club, 5 minutes to the commuter rail trains to both North Station and South station and easy access to 90/95. Renovate, build new or move in.

18 Kingsbury Lane, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$3,725,000
5 Beds 6 Baths 73328226 MLS
Welcome to this fully renovated and expanded modern farmhouse, located in a highly sought-after cul-de-sac of Weston, with over 130 acres of wildlife and trails .7 miles away! Privately sited on a 1.48-acre lot, every corner of this 5-bedroom home boasts unrivaled detail and European aesthetic. Breathtaking kitchen with cathedral ceilings, top of the line appliance package, quartz countertops and oversized island, seamlessly connect to the generous family room with stucco, gas fireplace. The living and dining room with fireplace and endless woodwork provide an idyllic setting for relaxing or entertaining. First floor contains two bedrooms, with en-suite bathrooms, and office, ideal for optional first floor living. The second floor consists of three bedrooms and two bathrooms. The primary bedroom is the perfect retreat with cathedral ceilings and luxurious bathroom. 1-year builder warranty and top ranked schools.

40 Myles Standish Rd, Weston

Listing courtesy of Listing Agent: Jonathan Caldwell from Listing Office: ACRE Property Advisors LLC.

$3,300,000
6 Beds 6 Baths 73271345 MLS
Spectacular 2024 to-the-studs renovation & expansion of a 6 bedroom, 5.5 bath Colonial nestled on an idyllic 1.73-acre estate on one of Weston’s most coveted streets. Marking the confluence of modern luxury, architectural charm, and indoor-outdoor living, this residence features beautifully curated fixtures and finishes and a lushly landscaped lot with impeccable privacy, elegant stonework, & room for a pool. The main living spaces are an entertainer’s paradise, featuring a marble-clad open kitchen anchored by a LaCornue range and a walk-in pantry; elegant formal living and dining rooms with fireplaces; an inviting 1st floor family room; a serene sunporch and dream mudroom. Five spacious second-floor bedrooms with four exquisite new baths & laundry. Skylit finished third floor with expansive living area and office. Newly finished lower level gym, play room, guest suite & office. State-of-the-art infrastructure. Premier location near town, trails, transport routes and acclaimed schools.

140 Cherry Brook Rd, Weston

Listing courtesy of Listing Agent: Elisabeth Preis from Listing Office: Compass.

$2,850,000
4 Beds 4 Baths 73310246 MLS
This extraordinary and welcoming home has been breathtakingly renovated inside and out and features sophisticated, rich finishes and details, top of the line infrastructure and systems and offers gracious spaces for everyday life, larger gatherings, and recreation. Three levels of finished living space include a classic living room with fireplace, gracious dining room, showstopper kitchen with huge butler's pantry, two islands, Wolf/Subzero appliances opens to comfortable family room with walls of windows, built ins and fireplace. Upstairs are four spacious bedrooms including a wow primary with luxe bath and walk in closet and laundry. The finished lower level is a versatile space for a play/media room, gym and abundant storage. Outside you’ll find a private oasis with sprawling lawn, mature trees and plantings, and a huge deck for outdoor living. Access #1 ranked Weston schools with sidewalks to vibrant town Center, the commuter rail, conservation trails and adjacent neighborhoods.

21 Hilltop Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$3,188,000
5 Beds 6 Baths 73288344 MLS
This prime Weston estate sits “South of the Pike!” on an idyllic 1.6 acre parcel with mature plantings offering great privacy. The home has been totally reimagined with a state of the art renovation and expansion completed in 2022. Adding over 2,000 SF of livable square footage to the historic charm that this 1916, stone-clad facade begets, the now 5,700+ SF home offers flexibility and expansiveness from wing to wing. It provides potential for 5 bedrooms, 5.5 bathrooms and 5 garage parking spaces. The fieldstone front evokes the allure of a quaint European country estate, while the expansive addition contributes all the modern space and convenience one might need. Nestled on a perfectly manicured lot with more than 60,000 SF, the property features rolling lawns, lush gardens and a heated pool and spa that make it feel like a private retreat. This home is conveniently close to all major routes, offering an easy commute to Boston, Waltham or Cambridge while providing a serene setting.

50 Byron Road, Weston

Listing courtesy of Listing Agent: Jonathan Russell from Listing Office: Columbus and Over Group, LLC.

$4,625,000
10 Beds 10 Baths 73234876 MLS
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.

59 Orchard Avenue, Weston

Listing courtesy of Listing Agent: James Brasco from Listing Office: Century 21 Shawmut Properties.

$2,710,000
5 Beds 6 Baths 73281336 MLS
Situated in a highly sought after south side neighborhood, this privately situated brick colonial is a rare find. A stately entrance complements the well designed open floor plan. High ceilings, beautiful hardwood floors and large windows adorn the generously sized rooms. The kitchen flows into a majestic family room with a fireplace that overlooks gorgeous landscaped gardens, complete with a waterfall and two brick patios. The layout includes a first floor bedroom and renovated bathroom. The primary suite includes a sitting room and new spa inspired bathroom. The additional 3 bedrooms have thoughtfully updated bathrooms as well. The finished third level is expansive and can function as a 5th bedroom suite. The lower entertainment level was recently renovated and includes a playroom, gym and full bathroom.This extraordinary home is minutes from Weston public schools, the Mass turnpike, commuter train and amenities of the town of Wellesley.

8 Shady Hill Rd, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

$2,400,000
4 Beds 4 Baths 73316585 MLS
Immerse yourself in the natural serenity of this quintessential New England retreat. Nestled in the highly coveted Weston Estates spanning 1.71 acres of sprawling grounds. Ignite your sentiments of tradition in this timeless colonial amidst Weston's most desirable neighborhood.The open and sunlit design offers integrated formal and informal living spaces. The Country kitchen is inviting with a large eat-in area and is adorned with a versatile office nook. A rich tapestry of stone is located off the formal living space and is highlighted by a fabulous screened in porch. A finished lower level compliments this wonderful homeownership opportunity and a sweet escape awaits you outdoors by way of the pool and decorated patio. Your awakening to this meticulously curated sanctuary is here. Do not miss the opportunity to make this special home your own.

188 Country Dr, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.

$2,285,000
5 Beds 5 Baths 73312230 MLS
Open House Cancelled. 11/17 .... 1897 Colonial majestically sited on a 1.68-acre lot with high ceilings and sun-drenched rooms, a wonderful open floor plan, old world elegance, beautiful wood detail, and many updates. Newly added 2,000 sq. ft two level patio with LED lighting and expansive level yard offers an incredible entertaining space. This one-of-a-kind home has a stunning front to back foyer, 7 fireplaces, renovated kitchen with commercial grade appliances, office with built-ins, elegant staircase, flexible floor plan, primary bedroom with expansive dressing room and custom island, third floor with playroom, bedroom and bath. Updates have included: re-built front porch and foundation, painted inside of house, new dishwashers, 200 amp electrical, converted to gas furnace, bathrooms have been renovated, sprinklers and drip system added. Two car detached garage with storage.

19 Nash Lane, Weston

Listing courtesy of Listing Agent: Paige Yates from Listing Office: Coldwell Banker Realty - Weston.

$1,195,000
3 Beds 3 Baths 73305720 MLS ['Post Road Green'] BLDG.
Luxurious 7-room, 3-bedroom, 2.5-bathroom townhouse located in a picturesque and convenient setting with sidewalks to Weston Center. Step into the inviting living room flooded with natural light and a gas fireplace, ideal for conversation and cozy nights while the soaring ceilings enhance the home's open feel. The dining room seamlessly connects to the chef's kitchen featuring stainless appliances, a breakfast bar, and abundant granite counter space. Upstairs retreat to the primary, with two walk-in closets & luxe bath w/double sinks, soaking tub, and walk-in shower. Upstairs, also find a 2nd bedroom, another full bath and a flex room. The finished, walk-out lower level provides extra living space, for playroom, gym, or media room. The 2-car garage, hardwood floors, & central air make everyday living a breeze. Outside enjoy stone walls and a large lawn, offering ample space for outdoor activities or relaxing. Access top Weston schools with easy access to all major routes and shopping.

809 Boston Post Rd Unit B, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.

$8,000,000
6 Beds 8 Baths 73238074 MLS
NEW CONSTRUCTION with a spectacular heated gunite pool and spa on 1.75 acres in one of Weston's finest south side locations. Sited in a legendary Estate neighborhood this beautiful, classic Shingle & Stone home offers 6 bedrooms, 7.5 baths and over 9000sf of sun filled living space. Walls of glass and multiple west facing terraces flood the house with natural light and gorgeous big sky views. Highlights include an amazing walk out lower level with entertainment lounge, gym, and a guest suite all overlooking a resort style pool and lush private grounds. Enjoy a lavish Primary Suite Hideaway with a luxurious spa bath, oversized dream closets, dressing room and french doors leading to a romantic sunset deck. Dazzling white custom kitchen with expansive island, and top of the line appliances. This is a rare, unbeatable opportunity. Move in ready, brand new construction in a prestigious Estate location with convenient access to Boston, top ranked schools and all major commuting routes.

96 Love Lane, Weston

Listing courtesy of Listing Agent: Rosemary McCready from Listing Office: Compass.

$3,328,000
5 Beds 6 Baths 73253692 MLS
This Magnificent brick colonial home is privately sited on more than 1.5 acres of manicured grounds in one of Weston’s most desirable neighborhoods abutting miles of conservation land and trails. Offering over 7,200 square feet of living space the home is well designed providing spacious rooms for entertaining on any level. An elegant foyer leads to a grand family room that seamlessly connects spacious areas for living, entertaining, and dining. The second floor features a luxurious primary suite, four additional bedrooms, and two updated baths. The partially finished lower level includes an open recreation space, a full bath, and a sauna room. Located in a prestigious neighborhood with top-rated schools and easy access to Boston, this property epitomizes elegance and modern comfort.

5 Wildflower Ln, Weston

Listing courtesy of Listing Agent: Xuanzi Liu from Listing Office: Engel & Volkers Wellesley.

$6,000
4 Beds 3 Baths 73309215 MLS
Set on a peaceful corner lot, this bright 4-bedroom, 3 bath contemporary home combines modern design with natural charm. Available now. Enter through a welcoming foyer to find a spacious living room with vaulted ceilings, and large windows showcasing pool views. The open gourmet kitchen, complete with premium appliances, is perfect for entertaining. The 4 spacious bedrooms on the main level offer plenty of closet space and scenic windows. The versatile lower level suits a home gym, rec room, or extra storage. Outside, enjoy a private backyard oasis with a pool and patio for outdoor gatherings. Conveniently located near conservation trails, top schools, and Routes 2 and 95, this home combines privacy with easy access to shopping and dining. Must have good credit and good references to apply.

32 Hancock Rd, Weston

Listing courtesy of Listing Agent: Rogelio Simon-Perez from Listing Office: Phoenix Real Estate Partners, LLC.

$2,045,000
5 Beds 3 Baths 73313174 MLS
This sophisticated renovated sun filled contemporary, is located on 1.52 acres, in the coveted south side of Weston. Newly painted inside and out, the house offers a completely "move in" ready home with updated kitchen and baths. New windows, marble foyer, gleaming hardwood floors, new wall to wall carpet and lighting add a stylish and comfortable living environment. The primary bedroom, on the first floor, has a bonus space which could be used as an office, nursery or large walk in closet. The living/dining and family rooms open up to a new oversized sunny deck perfect for outdoor entertaining. The new sprawling lawn with an irrigation system, attractive front and garage doors, plus new roof, gutters, and walkway, provide a lasting "first" impression. Enjoy all Weston has to offer including its location, #1 rated schools, community involvement, newly renovated town center, Art and Innovation Center, Rail Trail, open spaces and scenic roadways.

21 Winter Street, Weston

Listing courtesy of Listing Agent: ORourke & Johnson Team from Listing Office: Coldwell Banker Realty - Weston.

$2,200,000
5 Beds 4 Baths 73294072 MLS
Impeccably renovated contemporary farmhouse boasts over 3,600 sq.ft. of living on .97 acres. Enjoy a quick walk to town center, rail trail & conservation land. With a sparkling & bright interior on 3 floors, this iconic gem combines original historic charm w/ todays modern amenities for easy comfortable living. Open concept chefs kitchen w/center island adjoins stunning dining room & bar area overlooking spacious deck, blue stone & stone patio w/fire pit, & meticulously manicured level grounds w/colorful gardens. Perfect for entertaining inside & out. Cozy family room & fireplaced living room open to impressive sunroom. A mudroom & 1/2 bath complete the1st floor. Second level has a beautiful primary retreat w/walk in closet & marble bath plus 2 additional bedrooms, full bath & laundry. 3rd floor offers flexible open space ideal for home office, or sitting area, 2 additional bedrooms & full bath. Large 2 car detached garage. Turnkey, top ranked schools & quick commute to Boston!

71 Concord Road, Weston

Listing courtesy of Listing Agent: The Atwood Scannell Team from Listing Office: Dover Country Properties Inc..

$7,500
4 Beds 3 Baths 73293838 MLS
7 month rental available! Experience refined living at 21 Gail Road, Weston—a stunning contemporary home available for rent with flexible terms. This elegant residence offers three levels of luxurious space, starting with a spacious foyer leading to living room, dinning room and a eat-in kitchen. The family room features hardwood floors, built-ins, a fireplace, and oversized windows that flood the room with natural light.The first-floor primary suite is a private retreat with a walk-in closet, private bath, and convenient laundry. Upstairs, find three additional bedrooms and two full baths, including an en-suite. The lower level includes a mudroom, office area, and finished space perfect for a playroom or gym.Enjoy the expansive, professionally landscaped backyard with a large deck and mature plantings. Located on a cul de sac with direct access to conservation trails and a ball field, Minutes to #1 ranked Weston schools, the commuter rail, 95/MA Pike and Weston/Wellesley town centers

21 Gail Rd, Weston

Listing courtesy of Listing Agent: Alpha Group from Listing Office: Compass.

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