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$1,912,500
4 Beds 4 Baths 73478979 MLS
Storybook Cape blending classic New England charm with a well-designed floor plan. The heart of the home is the eat in kitchen featuring beamed ceilings, granite countertops, and stainless appliances, that opens to a family room with fireplace and sunroom with access to a deck overlooking the lushly landscaped flat backyard. A front-to-back living/dining room is perfect for effortless entertaining. The first-floor primary provides a comfortable retreat with a private bath. A half bath, laundry room, mudroom and two-car garage add exceptional convenience and functionality. Upstairs, three generously sized bedrooms and two full baths offers ample space and flexibility. The expansive finished walkout lower level adds valuable living area with a playroom, gym, and office, or workshop. Hardwood floors, central air, and abundant natural light complete this special home. Ideally located with sidewalks to Weston Center, close to miles of trails, top ranked Weston schools & the commuter rail.

173 Conant Rd, Weston

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

$6,000
3 Beds 2 Baths 73483451 MLS
Rare rental opportunity in Weston! This beautifully maintained mid-century modern home sits in a serene, private setting abutting Cat Rock Park. Custom-built for the original owners and thoughtfully preserved, the home offers a smart split layout: one wing features open living/dining areas with stone fireplace and walls of glass; the other houses the bedrooms and baths. Designed for year-round comfort, the home includes deep overhangs for passive solar benefits. The lower level adds a family room with fireplace, a rec/TV space, and a spacious workshop. Central AC and updated systems throughout. A two-car garage is connected via a covered breezeway with skylights. Professionally landscaped yard offers privacy and natural drainage. Available now for lease—don’t miss this unique combination of architecture, light, and location.

14 Overlook Dr, Weston

Listing courtesy of Listing Agent: Keystone Homes Group from Listing Office: Keller Williams Realty Boston Northwest.

$4,170,000
5 Beds 5 Baths 73475199 MLS
A rare and exceptional property on the south side of Weston. Set on over 2.5 acres of idyllic land, with expansive views of untouched meadows and abutting miles of forested trails, this historic home—originally part of the 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 and Wellesley shops. 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 and adjoining study space, the family room features a fireplace and opens directly to the terrace, offering seamless indoor-outdoor living.

135 Orchard Ave, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.

$5,250
3 Beds 3 Baths 73476660 MLS
Exceptional renovated 1900 Farmhouse in prime neighborhood, with sidewalks to top ranked schools, town center, library, community center, Lands Sake Farm and Weston Golf Club. Main level highlights include chef’s kitchen with Viking appliances and large island, dining room, family room with built-ins, a comfortable living room with gas fireplace and powder room. Sliders to fantastic deck overlooking backyard. Upstairs is a primary retreat with oversized walk-in closet, and updated full bathroom with laundry. The huge finished 3rd floor has a full bathroom, two large closets, and skylights and serves as a bedroom, playroom, and/or office. Abundant storage and potential gym in the lower level. Convenient to Route 95/128 and MAPike.

35 Wellesley Street, Weston

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

$5,500
3 Beds 3 Baths 73457493 MLS
Utilities are included!! Be the first to occupy this brand-new, SFH styled barn conversion, completed with attached garage, set in the serene and historic Weston area. Thoughtfully designed with modern finishes, this home brings you contemporary comfort. The 2nd fl features 2 spacious bedrooms, each with its own walk-in closet and full bathroom. A generous laundry area with W/D and utility sink offers exceptional convenience. A separate 3rd bedroom/office is located on the 1st floor, providing flexibility and privacy for guests or WFH needs. The open-concept first level includes direct garage access and a convenient half bath. The kitchen comes fully equipped with a French-Door refrigerator, double wall ovens, and a wine cooler. Central AC ensures year-round comfort. Back door off the kitchen leads to a peaceful outdoor patio. This one-of-a-kind Weston home—is truly a rare gem. A must-see!

405 North Ave, Weston

Listing courtesy of Listing Agent: from Listing Office: Phoenix Real Estate.

$2,565,000
4 Beds 5 Baths 73469021 MLS
Extensively renovated & expanded Cape set on 3+ acres in highly desirable Weston neighborhood. 4,300+ sf of living space - inc. 4 Beds, 2 Offices, & 4.5 Baths - this home offers luxury & livability. Oversized windows, skylights, & French doors fill the home w/ natural light while 3 fireplaces add warmth & charm. Chef’s Kitchen w/ vaulted ceiling, oversized island, wine chiller, & brick-accented breakfast area w/ fireplace. Main-level Primary Suite has vaulted ceiling, walk-in closet, & luxe en-suite Bath. Open Living & Dining Rooms perfect for gatherings; Office w/ custom built-ins, and Powder Room w/laundry closet completes the 1st Floor. En-suite Bedroom & new Study upstairs. Walk-out LL offers add’l private Bedroom Suite, 2nd Family Room, and bonus Laundry Room. Fenced-in yard w/ in-ground pool and stone patio. Exceptional location just down the street from a ball field and minutes to parks, restaurants, trails and top-rated schools.

156 Cherry Brook Road, Weston

Listing courtesy of Listing Agent: from Listing Office: Coldwell Banker Realty - Lexington.

$6,600,000
5 Beds 8 Baths 73438585 MLS
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.

180 Highland Street, Weston

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

$2,116,000
5 Beds 3 Baths 73475181 MLS
Striking, modern contemporary, set on 1.41 acres of land. This 5 bedroom home offers open floorplan living. Dining room seamlessly connects to Great room with soaring ceilings, expanses of glass, and fieldstone fireplace, perfect for entertaining. Updated kitchen with custom cabinetry, large island and generous eat-in-area. Private primary suite with deck access on Main level. 4 additional bedrooms, laundry room, play/gym area, and mudroom with access to 2 car garage. Generator, out building for storage and more. Huge, wrapping deck, with outdoor grill, overlooking grounds. Located in the Kings Grant Neighborhood on a cul-de-sac, abutting Cat Rock Park and over 100 acres of conservation land with miles of trails. Top rated Weston Schools.

100 Bradford Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.

$3,500,000
5 Beds 6 Baths 73472325 MLS
This stately Weston Estates Colonial blends timeless elegance with modern comfort. A graceful curved staircase sets the tone for the home’s sophisticated ambience. The wood-paneled library with fireplace offers a warm private retreat. Architectural windows and hardwood floors highlight custom details throughout. The expansive living room with fireplace and grand dining room are ideal for entertaining. The kitchen features high-end appliances, a center island, and a lovely eat-in area that opens to a stunning family room with a fireplace and custom millwork. A large deck and enclosed porch overlook the beautifully manicured, serene grounds. The impressive primary suite offers dual baths, generous closets, and a sitting area with fireplace. Three additional spacious bedrooms complete the second floor. The walk-out lower level includes a versatile fifth bedroom/playroom, gym/yoga room and full bathroom. Convenient to the airport, Boston, and Cambridge.

10 Audubon, Weston

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

$5,010,000
7 Beds 11 Baths 73339891 MLS
Custom modern new construction on 2.26 acres overlooking the Weston Golf Club. Generous spaces with 3 primary-sized suites, 33' x 44' indoor court, and unusual ceiling height on all four levels: 11’ 1st floor, 10’10” 2nd floor, 11’5” fitness / golf sim area, and 20’11” recreation court. 6+ garage bays. Steel beam construction. Walnut kitchen with 16’ island, large pantry, and oversized back deck. Dining room with Gyrofocus 360 degree fireplace, and custom white oak built-in wet bar and beverage center. Custom concrete vanities and countertops throughout. Level yard with room for pool, pool house, and basketball/tennis court. 3 curb cuts, including front parking crescent, and lower parking area with exposed natural hewn stone wall and backyard access. Pre-built expansion features and options such as 12-bedroom septic, elevator shaft, spa and 18-car parking area. 10k+ SF new, 3,355 SF existing. Top Public Schools.

154 Newton Street, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.

$855,000
2 Beds 2 Baths 73473966 MLS ['Stonegate Of Weston'] BLDG.
WESTON-Under $1,000,000! Welcome to Stonegate at Weston, a lovely 99-unit condominium community set on 24 parklike acres designed by New England's esteemed Architectural Firm Royal Barry Wills. Conveniently located,19 Jericho is close to town, shopping, amenities & trails w/ easy access to Routes 20,30,95,90,16 & 9. This fully renovated bright & sunny south facing move-in-ready 2 bed, 1.5 bath townhouse has nicely proportioned rooms & an enviable backyard w/bluestone patio~perfect for entertaining, relaxing, gardening, & outdoor grilling. Enjoy open floor plan living complete w/ a chefs kitchen, S/S appliances, stone countertops, breakfast bar & dining room. Large bedrooms w/ plenty of closets, storage & renovated bath. The oversized living area offers flexibility for how you want to live, work from home or to relax & read by the fire & enjoy the abundance of private views & nature that unit 19 offers! Pet Friendly. Assigned parking. Stonegate at Weston~a lifestyle and much more!

19 Jericho Road Unit 19, Weston

Listing courtesy of Listing Agent: Peter Hill from Listing Office: MGS Group Real Estate LTD - Wellesley.

$1,920,000
4 Beds 5 Baths 73452543 MLS
Significantly 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 & the commuter rail.

620 South Avenue, Weston

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

$2,500,000
5 Beds 4 Baths 73445821 MLS
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.

60 Rolling Ln, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.

$846,888
2 Beds 2 Baths 73468289 MLS
Beautifully maintained single-level condominium is located in one of the best locations in “Stone gate at Weston". This light-filled home features an open living area with hardwood floors, a well-designed kitchen with stone countertops, stainless steel appliances, elegant cabinetry, and a dedicated dining area. Sliders lead to a private patio, ideal for relaxing or entertaining. The spacious primary suite includes a walk-in closet and luxurious bath. A second bedroom offers flexible use as a guest room or home office. Additional highlights include in-unit laundry, excellent storage, pet-friendly living, a carport plus an additional parking space, and convenient access to town center, bike paths, and major commuting routes.

70 Jericho Rd Unit 70, Weston

Listing courtesy of Listing Agent: Liyuan Bai from Listing Office: Gibson Sotheby's International Realty.

$2,635,000
5 Beds 5 Baths 73339823 MLS
Stunning 5100 sq ft contemporary home nestled on over 2.5 acres in Weston's south side neighborhood. Gorgeous pool! 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.

482 Glen Road, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.

$4,250,000
4 Beds 7 Baths 73452306 MLS
Beautiful custom built English Country Estate home with a gorgeous pool nestled on a lushly landscaped 1.4 acre lot in one of Weston’s most coveted Southside neighborhoods. Designed by a premier architect, this stucco and stone residence offers 8000sf+ of chic interiors, a fireplaced Great Room with vaulted ceiling, open to a gourmet kitchen, an elegant dining room with butler's pantry, and first floor and second floor home offices. French doors lead to bluestone terraces, and a heated gunite pool and spa. Tall evergreen trees encircle this secluded backyard sanctuary. The second floor features a luxurious primary suite with elevated tray ceiling and dual walk in closets, 4+ bedrooms, and 5 full bathrooms. A full-height attic and 6 BR septic offer expansion potential. The finished lower level has a game room, bonus flex space, and a full bathroom. This is an exceptional opportunity in a prime Weston location with fast access to commuting routes and top ranked schools.

23 Stonecroft Circle, Weston

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

$2,000,000
4 Beds 4 Baths 73442177 MLS
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.

60 Possum Rd, Weston

Listing courtesy of Listing Agent: Karen Kirk from Listing Office: Engel & Volkers Wellesley.

$2,100,000
4 Beds 4 Baths 73459672 MLS
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

121 Cherry Brook Rd, Weston

Listing courtesy of Listing Agent: Deborah Kellett from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$8,500
5 Beds 4 Baths 73459088 MLS
Available NOW and easy to show, this beautifully renovated Victorian is located in one of Weston’s most desirable neighborhoods, with sidewalks allowing you to walk to the top-ranked schools, town center, library, and community amenities. A charming covered porch opens to an elegant foyer with period details. The main level offers a library, a chef’s kitchen with custom cabinetry, high-end appliances, large island, and a dining area open to a dramatic family room with soaring ceilings, plus a formal dining room, fireplaced living room, and a guest suite with en-suite bath. The second floor features a luxurious primary suite with dressing room and spa-like bath, two additional bedrooms, full bath, and laundry. The third floor includes a spacious game room, another bedroom, and walk-in closet. Additional highlights include an oversized two-car garage with EV charger and a deck overlooking a fenced yard abutting conservation land. Convenient to commuter routes and public transit.

9 Maple Rd, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.

$9,000
5 Beds 4 Baths 73459742 MLS
Welcoming 5-bedroom Colonial steps from Cat Rock Park. Offering over 5,000 sq. ft. of elegant and comfortable living, this 2007 built home greets you with a dramatic two-story foyer and a gracious living room w/fireplace. The sun-splashed kitchen features stainless appliances, an oversized island, breakfast area, and opens seamlessly to the formal dining room and family room with vaulted ceiling and private home office. Upstairs, the primary offers two walk-in closets and a luxe spa bath with soaking tub and double vanity. Four additional bedrooms and 2 more full baths provide ample space for family or guests. The finished lower level includes a versatile playroom, gym, or media area plus abundant storage. 3-car garage opens to expansive mudroom. Solar for electric & generator . 1.4 acre lot with mature landscaping. Access top Weston schools. Ideally located near major commuter routes and the commuter rail, this beautifully appointed home is available mostly furnished—move right in!

53 Drabbington Way, Weston

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

$7,500
4 Beds 3 Baths 73461503 MLS
Flexible rental terms! 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.

$1,560,000
3 Beds 3 Baths 73365007 MLS
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.

167 Conant Rd, Weston

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

$1,400,000
4 Beds 4 Baths 73426435 MLS
This inviting Cotswold style home is sited beautifully on app. .6 acres of land with mature plantings and lots of open grass and seating areas and a detached 2 car garage. The first floor offers: beamed ceilings, a fireplace with delft tile surround, a living area with seating and dining opens to a chef's kitchen with Brazilian granite, maple cabinets and stainless appliances. Additionally on this level is a wing with a separate entrance that includes two offices or an office and a bedroom with a built-in murphy bed and a laundry. The second floor has an expansive primary with vaulted ceilings and rows of closets, access to a bathroom and additional storage, an ensuite bedroom and a third bedroom/sitting room. Enjoy flexible living with great spaces for in-home offices, built-in murphy bed, a separate entrance and an open living area. Conservation land and the bike path to town are just a few hundred feet away from this house, 2024 new heat pump for a/c on second fl.and office.

1 Aberdeen Road, Weston

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

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