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$7,295,000
5 Beds ⋅ 7 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521260 MLS ⋅ 8,889 SqFt.
Exceptional new home in one of Weston's most coveted neighborhoods. Spectacular naturally screened & private fully level lot with sports court and options for pool & accessory pool house with two car garage. The main house features 8889 sq ft with 5-6 bedrooms & en-suite bathrooms, and was thoughtfully designed by acclaimed architect Greg Legault featuring an open floor plan with an abundance of oversized windows flooding the home with natural light. An impressive kitchen with custom designer cabinetry and integrated high-end appliances flows to a vaulted 2 story family room. The primary suite includes large his and her closets & a stunning bathroom. The outstanding lower level features a guest bedroom, exercise room, oversized open area designed for billiards/card games/lounge with surround sound AV, & a room that has been prepped for a golf similar or home theater. Control 4 home automation system controls lighting, AV, security, and heating and cooling. Prepped for elevator.

50 Laurel Rd., Weston
$3,750,000
5 Beds ⋅ 6 Baths ⋅ SOLD Status ⋅ 73519385 MLS ⋅ 5,387 SqFt.
Weston charm meets modern-day amenities at 153 Ridgeway Rd, a beautifully renovated historic residence set on 2.24 acres abutting conservation land & trails. Located in one of Weston’s most convenient location, this 5-bed home has been extensively renovated blending timeless character with modern updates.The reimagined & gracious floor plan features elegant entertaining spaces, updated kitchen, a great room with fireplace & wet-bar, playroom, mudroom with built-ins & finished lower-level gym. Add'l improvements include updated systems & baths, new windows & doors, refinished floors, interior & exterior painting & extensive landscaping.The primary suite with 2 walk-in closets features a fireplace & spectacular bath with octagon ceiling overlooking the park-like grounds.4 additional bedrooms and 3 updated baths complete the 2nd & 3rd floors.Outdoor spaces include a bluestone patio, deck, stone walls, gardens, fruit trees, treehouse, playground & an expansive yard! A rare Weston treasure!

153 Ridgeway Rd, Weston
$2,325,000
4 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73518815 MLS ⋅ 5,212 SqFt.
Built in 1985 and set on a private 60,000 sq ft lot near Weston Town Center, this expansive contemporary Colonial offers more than 5,200 sq ft of light-filled living space in a highly desirable neighborhood. Designed for comfortable living and entertaining, the home features spacious sunfilled rooms throughout, including a dramatic front-to-back living room with fireplace and formal dining room. The large kitchen with center island opens to the expansive family room with cathedral ceilings and sliders to the rear deck and patio. A first-floor office provides an ideal work-from-home space. The second floor features a spacious primary suite with spa-like bath plus three additional bedrooms. The finished lower level offers a large playroom, gym, and full bath, ideal for additional recreation and flexible living space. With 4 bedrooms, 3 full baths, and 2 half baths, this home offers exceptional space, privacy, and flexibility for today’s lifestyle. Stunning landscape with gardens.

20 Old Rd, Weston
$3,850,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73518782 MLS ⋅ 6,700 SqFt.
Incredible combination of stunning home with incredible land. Custom 5 bedroom home with over 6700 sq of living space with 12 ft ceilings! Designer kitchen with exposed beams create a unique and warm feeling. Open concept kitchen family room is filled with sunlight. Huge walk-in pantry. Large living room and dining room perfect for entertaining. Incredible cypress wood home office with floor to ceiling bookshelves. Main bedroom suite on the first floor with two full baths connected by a steam shower plus 2 walk-in closets. First floor also includes a 2nd kitchen and bedroom perfect for a guest suite or catering kitchen. Large mudroom. 2nd floor with 3 bedrooms all similar in size plus huge bonus/playroom. Lower level with 10' ceilings and 3000 sq ft currently set up with exercise area is perfect for future expansion. Over 1 acre of yard close to conservation. Great commute to Boston, close to Burchard Park with pickleball and enjoy top rated Weston Schools!

21 Bemis Street, Weston
$6,495,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73517236 MLS ⋅ 8,329 SqFt.
Set privately on 2.08 acres with a graceful, tree-lined approach, 82 Deer Path Lane offers a fully reimagined home where natural light, timeless detailing, and expansive indoor-outdoor living shine. Beautiful millwork and refined molding enhance the main living spaces, including a dramatic great room with soaring ceilings and panoramic views of the large, flat backyard, with patios and deck—ideal for future outdoor amenities. The chef’s kitchen features an oversized island and a fully outfitted pantry with prep space. The first floor includes a spacious living–dining room, a study, and a private bedroom suite. Upstairs, the primary suite is a true retreat with a spa-like bath and oversized walk-in closet, joined by a second office and four additional bedroom suites. A finished third-floor bonus room with full bath and a sun-filled walkout lower level with theater, gym, wet bar, sauna, and steam shower complete this exceptional home. One-year builder’s warranty included.

82 Deer Path Ln, Weston
$1,699,000
4 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73516945 MLS ⋅ 3,524 SqFt.
Minutes from Weston center, this beautifully-updated townhouse is extraordinary with soaring ceilings, exquisite details & natural light throughout. The 1st floor is thoughtfully designed w/an eat-in kitchen that flows seamlessly into a light-filled family room w/access to a deck overlooking the private, fenced grounds - ideal for outdoor enjoyment & entertaining. There is also a formal dining room, fireplaced living room & powder room on this level. Upstairs there are two generously-sized bedrooms, an additional, ensuite bedroom & a full bath. The top floor features a luxurious primary suite w/a spa-like bath, spacious walk-in closet & supplemental laundry. The LL has versatile space for work or play & principal laundry. Adding to the property’s allure is a detached barn w/ample parking & storage plus exercise, play & shop spaces & an art studio. An incredibly special property w/direct access to conservation trails & close to the Rail Trail, commuting routes, shops & more!

39 Church St Unit 39, Weston
$3,595,000
7 Beds ⋅ 7 Baths ⋅ PRICE CHANGED Status ⋅ 73515642 MLS ⋅ 6,710 SqFt.
Stately brick-front Colonial nestled on 2.45 spectacular acres in Weston’s highly coveted South Side Estates. This exceptional property seamlessly blends timeless elegance with modern luxury. A grand foyer welcomes you into a front-to-back living room with a cozy fireplace and an elegant formal dining room. The newly renovated chef’s kitchen is equipped with top-tier appliances, including Wolf gas and induction cooktops, Sub-Zero refrigeration, and a Miele coffee maker, dishwasher, and steam oven. The sunny breakfast area opens to a bright sunroom and an expansive deck, perfect for overlooking idyllic grounds complete with a soothing waterfall and Koi pond. Directly adjacent, the open family room features its own fireplace, alongside a practical mudroom and powder room. Upstairs houses 5 generously sized bedrooms, including a princess suite and 2 primary suites. The primary retreat showcases a luxurious 2025 addition featuring a spa-like steam bath, IR sauna, heated flooring, his-and-her walk-in closets, and a dedicated laundry room. The walkout lower level serves as a private in-law or au-pair apartment, complete with a 6th bedroom, kitchenette, home office, gym, and flexible bonus room. Outdoor living is unmatched, featuring a coveted clay tennis court, mature professional landscaping, a circular driveway, and a 3-car garage. Incredible infrastructure updates include a new roof, a new 7-bedroom septic system, new bathrooms, new mechanicals, and integrated smart switches, lighting, and security. Enjoy peaceful privacy with easy access to Boston and Weston’s top-rated schools.

64 Country Drive, Weston
$3,560,000
5 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73515393 MLS ⋅ 5,372 SqFt.
A classic Tudor Colonial gracefully set on 5 private acres,offering 5 bedrooms, 4 full & 3 half baths, and 5,372 sqft across two expansive levels. Ideally sited at the end of a cul-de-sac in one of the area’s most desirable locations,the home is designed for both everyday living and elegant entertaining, featuring formal living and dining rooms, a private office,a gracious, inviting front staircase, and a kitchen that opens to a spacious family room, along with access to a screened porch. The primary suite offers a private sitting area,creating a peaceful retreat, while four additional bedrooms are complemented by two Jack-and-Jill baths on the second floor. A walk-up third floor provides excellent potential for additional living space. An oversized 3-bay garage provides direct access to the lower level. The grounds unfold into a private backyard oasis with a large, beautifully landscaped yard, sports court,fire pit, & hot tub—all in close proximity to Weston’s top rated schools.

419 Wellesley St, Weston
$1,995,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73515302 MLS ⋅ 4,338 SqFt.
Large 5-bedroom Cape offering one-floor living in an excellent commuter location with mature specimen trees. Separate entrance foyer with 2 home offices and half bath connects to the main house through a paneled study, ideal for an in-law suite or home business. Sited privately above the road, the 1.26-acre lot is a gardener’s paradise featuring a remarkable collection of mature exotic trees and plants, raised beds, gardener’s shed, and attached greenhouse room. Lots of expansion potential in the partially finished walk-out lower level with high ceilings. Formal living room with fireplace opens to sunny music room. 2-car attached garage. Large, eat-in kitchen with island and lots of storage. West-facing glass conservatory provides access to a spacious deck and level backyard. Additional highlights include a 2-car attached garage, 2 first-floor bedrooms, and 4 upstairs bedrooms. Room for a pool. Convenient Southside location with access to top-rated Weston public schools.

5 Summer Street, Weston
$1,330,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73514364 MLS ⋅ 2,357 SqFt.
Located in a highly desirable Northside neighborhood in Weston, this charming ranch-style home offers exceptional potential.Featuring threebedrooms and a four-bedroom septic system,the property presents a wonderful opportunity to expand or enjoy as is. The home boasts a bright, open living and dining area centered around a striking two-sided fireplace ideal for both everyday living and entertaining. A newer, generously sized primary suite includes access to a private deck, creating a private retreat. The lower level offers versatile additional space perfect for a playroom, gym, or abundant storage. Ideally situated close to Weston Town Center, top-rated schools, and major commuting routes, this home combines comfort, convenience, and future potential.

7 Longmeadow Road, Weston
$1,525,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73514045 MLS ⋅ 2,522 SqFt.
Introducing this charming 1891 farmhouse, offering comfortable and stylish living across three thoughtfully designed floors. A welcoming farmer’s porch sets the tone, inviting you into this warm and character-filled home. Located on a quiet street in one of Weston’s most beloved neighborhoods, the property perfectly blends historic charm with everyday comfort. Inside, the home features inviting living spaces, rich character, and a lovely three-season porch perfect for relaxing or entertaining. The second floor is comprised of a spacious primary suite and two additional bedrooms. The third-floor bonus room features custom built-in beds and a private balcony overlooking the backyard, creating an ideal retreat for guests, a playroom, or additional living space.An additional barn offers tremendous potential for storage, studio space, hobbies, or future expansion. Adding to the home’s unique setting is an open field located directly across the street, enhancing the sense of space.

77 Brook Rd, Weston
$3,250,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73513386 MLS ⋅ 6,419 SqFt.
This sophisticated, contemporary Colonial, custom built in 1995, offers over 6,400 sq ft of beautifully updated living space with high-end finishes throughout. Ideally sited on a private Southside cul-de-sac, it’s surrounded by meticulously maintained, English garden–style grounds, creating a serene setting.Featuring 4 bedrooms, 5 full baths, and 1 half bath, the home blends timeless elegance with modern comfort. Sun-filled interiors and a flowing layout are ideal for everyday living and entertaining. The updated kitchen showcases honed white marble countertops, professional-grade appliances, and a wood-fired oven, opening to a stunning family room with vaulted ceilings and walls of windows.Additional highlights include a tiger cherry–paneled living room with coffered ceiling and stone fireplace, formal dining room, and sunroom. Upstairs, the primary suite offers a fireplace, sitting area, and spacious marble bath.

1 Graystone Ln, Weston
$1,885,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73513256 MLS ⋅ 3,485 SqFt.
Situated at 14 October Ln in Weston, MA, this single-family residence, constructed in 1960, offers 3485 square feet of meticulously maintained living space. This attractive property, in great condition, presents an exceptional opportunity for refined living within a distinguished community. The kitchen serves as a central gathering space, distinguished by its high ceiling, elegant stone counters, and a functional peninsula, ideal for both culinary pursuits and casual dining. The living room, featuring hardwood flooring, offers a sophisticated setting for relaxation and entertainment. Similarly, the bedrooms are appointed with hardwood flooring, contributing to a cohesive and elegant aesthetic throughout the private quarters. Further enhancing the property's appeal are the practical amenities, including a dedicated laundry room and a built-in garage with space for two vehicles.

14 October Ln, Weston
$6,225,000
5 Beds ⋅ 9 Baths ⋅ SOLD Status ⋅ 73512781 MLS ⋅ 11,820 SqFt.
Privately set on 2.42 acres in Weston’s highly coveted South Side Country Club area, 41 Skating Pond Road offers over 11,000 sf of exceptional living space, recently renovated to the highest standard of fit & finish. The residence features 5 en suite bedrooms, 7 full baths, 2 half baths & attached 3 car garage. A dramatic 2 story foyer fills the home with natural light, while refined interiors include a sun filled solarium with windows on 3 sides. The award winning Christopher Peacock kitchen anchors the home, complemented by bespoke interiors by acclaimed designer Eric Roseff. A separate entry, commercial grade caterer's kitchen enables effortless entertaining on a grand scale. Additional amenities include private office, gym, sauna, steam room & climate controlled wine room. Ideally located near top Weston schools with convenient access to Rte. 128, the Mass Pike, Hanscom Field, downtown Boston & Logan Airport, this meticulously maintained estate offers a rare, turnkey opportunity.

41 Skating Pond Road, Weston
$1,945,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73512422 MLS ⋅ 3,607 SqFt.
Back on market after Seller secured housing! Beautifully sited on 1.16± acres in Weston’s coveted Town Center, this classic Colonial offers timeless appeal, privacy, and exceptional livability. Inside, enjoy 3,607± sq ft of well-designed space including formal living room with fireplace, elegant dining room, and sun-filled family room opening to large deck overlooking pool and landscaped grounds. Upstairs are three generous bedrooms, including private primary suite with fireplace. Finished lower level adds flexible space for playroom, office, full bath, laundry, and storage. Outdoor amenities include lush lawns, specimen trees, expansive deck, and pool/spa, plus oversized driveway and attached two-car garage. A sidewalk along the property’s side of the street provides direct access to Weston’s Town Center. The home has undergone important improvements and offers suburban living with exceptional in-town convenience, with restaurants, shops and top-rated schools close by. Don't miss out!

633 Boston Post Rd, Weston
$7,550,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 73511372 MLS ⋅ 8,863 SqFt.
Designed for elevated everyday living and effortless entertaining, this exceptional residence at 132 Country Drive in Weston offers the perfect blend of luxury, comfort, and convenience. Set in one of Weston’s most desirable neighborhoods—known for its top-ranked schools and peaceful surroundings—the home is just minutes from Boston and major commuter routes. Inside, an oversized chef’s kitchen with a large center island and walk-in pantry anchors the open-concept layout. Expansive living and dining spaces are filled with natural light, creating an inviting atmosphere throughout. Upstairs, four spacious bedrooms each feature en-suite baths and custom closets, including a luxurious primary suite with a private deck, spa-like bath, and walk-in closet. The lower level is designed for entertaining and wellness, complete with a second living area, home theater, golf simulator, gym, sauna, and more. Outdoors, the walk-out backyard offers a fire pit, dining space, and room for a future pool.

132 Country Drive, Weston
$5,999,000
4 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73511241 MLS ⋅ 7,600 SqFt.
This California Contemporary defines sophisticated living at its finest. Majestically nestled on 2 private, stunning acres in the coveted Weston Country Club neighborhood.The terraced grounds are accented with stone patios, a salt water pool and cabana. Soaring ceilings and an abundance of sunlight flood the multiple levels of thoughtfully designed living spaces. A dramatic family room has sweeping views of the magnificent rolling grounds while overlooking the open floor plan of the main entertainment level The bright and spacious kitchen with a prep pantry and breakfast room lead to the outside patios. The primary suite is adorned with a beautiful wood beamed ceiling and brick fireplace. Dual spa-like bathrooms are complemented by dual walk in closets. 3 en-suite bedrooms are situated in their own private enclaves. The lower level features a fabulous playroom, traditional media room and a brick wine cellar. Stone walls, a receiving court and 4 car garage complete this special home

44 Meadowbrook Road, Weston
$1,700,000
3 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73510763 MLS ⋅ 2,554 SqFt.
Sited in a terrific South Side neighborhood and set way back off an idyllic residential street at the crest of a hill, you'll find this attractive home built in 1961. Highlighting the main level is the updated, bright kitchen with vaulted ceilings and 2 oversized skylights. There is plenty of room for your sit down breakfast table, and there is direct access outside to a lovely flagstone patio for those warmer nights. Overlook the deep back yard from the picture window in the dining room, which opens to a bonus sitting room or den, also with an outdoor view. The oversized 21' LR overlooks the cherry tree & Dogwood by the front entry. 3 generous bedrooms and 2 1/2 tiled baths complete the main level. The lower level features a huge family room with fireplace, recessed lights & nicely laid ceramic plank flooring. There is a bonus office nearby, as well as a half bath and direct access to the 2 car gar. The expansive grounds offer options to expand.

43 Sherburn Cir, Weston
$2,295,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73510687 MLS ⋅ 4,157 SqFt.
Pristine 4-bedroom Sweidler Colonial offers an open floor plan, enhanced by beautiful built-ins and millwork throughout. Custom cherry kitchen with large center island, opens to a vaulted, fireplaced family room - truly the heart of this home! The main level also features a dining room, fireplaced living room, two versatile home offices, half bath, and laundry. The second floor includes a primary suite, three spacious bedrooms and two full baths. The lower level offers a bonus room, wine cellar, and access to a heated 3-car garage. Expansive windows fill this beautifully crafted home with natural light, showcasing sweeping views of the exquisitely landscaped one-acre grounds with mature plantings, perennial gardens, deck and stone patio. Thoughtfully maintained with numerous updates, including A/C and Heat Systems. Quiet cul-de-sac neighborhood close to trails, the Silver Hill train station, and commuter routes. Don't miss the opportunity to call this exceptional property your own.

23 Stony Brook Rd, Weston
$2,480,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73510367 MLS ⋅ 3,210 SqFt.
Weston’s premier 55+ community offers luxury living with a maintenance-free lifestyle. This beautifully crafted home features 4 bedrooms, 3.5 baths, and approximately 3,250 sq ft across three finished levels designed for comfort and style. A welcoming two story foyer, a private home office and an open-concept living and dining room with custom built-ins, a gas fireplace, and sliders to a deck and patio. The cook’s kitchen boasts stainless steel appliances, abundant cabinetry, and a sunlit breakfast area with access to a deck showcasing scenic views. The first-floor primary with tray ceiling is a serene retreat with a luxe bath, walk-in closet, and private fenced patio. A half bath, laundry, and 2-car garage complete the main level. Upstairs offers a spacious bedroom, full bath, and versatile loft. The finished, walk out lower level includes a family room with fireplace, two additional bedrooms, a full bath, and generous storage. Enjoy a clubhouse, gym, tennis courts, and nearby trails.

12 Fillmore Place Unit 12, Weston
$1,650,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73508588 MLS ⋅ 2,152 SqFt.
This lovingly maintained single-family home is set on a 0.31-acre lot in one of Weston’s most desirable locations. This 4-bedroom, 2.5-bath residence offers 2,152 square feet of light-filled living space with a thoughtful, easy flow that suits both daily living and entertaining. Sunlight fills the home, highlighting warm hardwood floors and inviting, well-proportioned rooms. The main level features a spacious formal living room, formal dining area, and a well-appointed kitchen that connects seamlessly to another living area and out to the patio. Upstairs, four comfortable bedrooms and two full baths offer flexibility for family, guests, or a home office. Outside, the private backyard provides a peaceful setting for dining, play, or quiet afternoons, while a detached two-car garage adds convenience and storage. Ideally located near Weston’s schools, conservation land, and town center, with easy access to commuting routes, this home offers a wonderful balance of comfort and setting.

51 Wellesley Street, Weston
$1,675,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73506812 MLS ⋅ 3,345 SqFt.
Introducing a sophisticated contemporary retreat offering exceptional privacy, tranquil surroundings, and a seamless connection to nature. The open, versatile layout blends indoor and outdoor living for an elevated entertaining experience.The well-appointed kitchen flows into a spacious dining area and multiple inviting sitting spaces. Three beautifully designed bedrooms, including a bright and airy primary suite, complete the main living level.The walk-out lower level opens to stunning stone patios and terraces, including a custom fire pit area surrounded by peaceful natural scenery. A separate retreat with soaring beamed ceilings and a cozy sitting area is ideal for a home office or studio. Enjoy fishing in Hobbs Brook, serene wooded views, and easy commuter rail access to Boston in this truly one-of-a-kind home.

40 Hobbs Brook Road, Weston
$9,739,680
6 Beds ⋅ 11 Baths ⋅ SOLD Status ⋅ 73506302 MLS ⋅ 14,620 SqFt.
Set behind gates on more than 8 acres in Weston’s prestigious south side, this extraordinary estate abuts protected conservation land, offering rare privacy and natural seclusion. Spanning over 14,000 square feet, the residence is distinguished by soaring ceilings, finely detailed custom millwork, Venetian plaster, and imported stone—crafted to exacting standards throughout. Gracious yet functional interiors include an expansive chef’s kitchen, elegant formal living and entertaining spaces, executive office, and a banquet-scale dining room. The upper level features a serene primary suite with dual dressing rooms and spa bath, along with five additional ensuite bedrooms. A resort-style lower level delivers world-class amenities, including an indoor lap pool, half basketball court, theater, spa, gym, and bunk room. An elevator, whole-house generator, and 7-car heated garage with four EV chargers complete this private legacy estate of enduring distinction.

3 Idlewile Lane, Weston
$2,160,000
4 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73505150 MLS ⋅ 3,784 SqFt.
Beautifully renovated contemporary in one of Weston’s most sought-after neighborhoods, just moments from the town center and scenic trails. The sun-drenched open-concept main level features a stunning updated kitchen with quartz countertops and backsplash, an oversized island, and sleek cabinetry, flowing seamlessly into a three-season screened porch and expansive decks overlooking a private, tree-lined yard. A fireplaced living room, flexible first-floor bedroom, and full bath complete the main level. Upstairs offers three generously sized bedrooms, including a luxurious primary suite with cathedral ceilings, a spa-like bath, walk-in closet, private deck access, and a dedicated office alcove. The finished walk-out lower level, anchored by a fireplaced family room. Additional highlights include a heated two-car garage plus an additional covered parking space, central air, hardwood floors, and abundant storage. Enjoy Weston schools with easy access to major routes & commuter rail.

19 Old Road, Weston
$4,995,000
5 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 73503213 MLS ⋅ 6,338 SqFt.
Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/ fireplace. Spacious living room/dining room ideal for entertaining. Private office off of grand foyer. Bedroom & en suite bath on first floor. Main bedroom w/ large custom closet & gorgeous spa-like bath. 3 additional bedrooms all w/ large closets & en suite baths. Front & back staircase. 2 mudrooms. Lower level w/ full bath, playroom, media room plus exercise. This home has huge Marvin windows creating a sunfilled home. Overlooking majestic Skating Pond & its rustic lodge designed by Fredrick Law Olmstead in 1909. Close distance to Weston Town Center and routes to Boston. A must see!

9 Skating Pond Road, Weston
$3,750,000
5 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73501865 MLS ⋅ 5,710 SqFt.
Set in a coveted estate neighborhood, this exceptional custom Colonial seamlessly blends timeless elegance with modern living. The home is anchored by a chef’s kitchen with an expansive island that flows seamlessly into the family room with a vaulted ceiling and fireplace. Formal living and dining rooms provide the perfect backdrop for hosting. Upstairs are five generously sized bedrooms, including a primary retreat with spa bath and impressive walk-in closet. There are also two home office options, a screened-in porch and a finished third floor with skylight and playroom. The lower level offers exceptional versatility with a game room, gym, full bath and abundant storage. Recent updates, including a new roof (2025) and heating system (2023), ensure peace of mind. Outside, the beautifully landscaped, fenced grounds feature a pool, deck, and patio. A three-car garage completes this distinguished offering. Enjoy top Weston schools, easy commuting, miles of trails, and sidewalks to town!

24 Sears Road, Weston
$3,100,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73501674 MLS ⋅ 4,403 SqFt.
Experience Vermont-style craftsmanship in this unique post-and-beam home on a nearly 3 acre, wooded Weston estate. Step inside to find light-filled living spaces framed by rich woodwork, vaulted ceilings & floor-to-ceiling windows. The open-concept main level features wide-board pine floors & a dramatic 2-story great room anchored by an ornate gas stove. A spacious kitchen with a stone island leads to a dining room for entertaining. The first-floor primary suite is a retreat with an en-suite bath and dual walk-in closets. This level also has a guest bedroom, office, mudroom & 2-car attached garage. Upstairs, find 2 oversized bedrooms & a sun-drenched family room. Enjoy the farmer’s porch, rear deck & path to the Norumbega Resevoir. A show-stopping barn offers oversized 3 garage parking & a versatile second-floor apartment with full bathroom. This private escape is minutes from top schools, Route 128 & Mass Pike. A unique, warm & quintessential New England gem close to Boston.

157 Oak Street, Weston
$2,480,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73500883 MLS ⋅ 4,747 SqFt.
Tucked into Weston’s sought-after Kings Grant neighborhood, this expanded and versatile home offers exceptional flexibility for today’s lifestyle needs. The dramatic living room features soaring ceilings, a wood-burning fireplace, and direct access to a bright sunroom, creating a warm and inviting setting for everyday living and entertaining.The kitchen flows seamlessly into the dining area, forming the heart of the home — an inviting gathering space for daily family life and casual entertaining. The first floor also includes a private primary suite and a dedicated study that can easily function as an additional bedroom, guest room, or home office.Upstairs offers three spacious bedrooms and a full bathroom, providing comfortable separation and flexibility for family or guests.A detached garage includes two parking bays plus a separate workshop.A separate access carriage house offers flexible bonus space for RV truck parking, workplace, and possible ADU conversion.

39 Kings Grant Rd, Weston
$3,350,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 73500609 MLS ⋅ 5,023 SqFt.
Incredible renovations to this stately brick colonial on a professionally landscaped 1.58 acres. Private views and wooded paths in the back yet nestled in one of Weston's favorite Southside neighborhoods. This 5/6 bedroom home has been transformed. Extensive improvements with new appliances in the kitchen that opens into a breakfast area with wetbar. Walk- in food pantry. Family room with fireplace. Dining room great for entertaining plus front to back living rom with 2nd fireplace. First floor private office filled with bookcases. 5 bedrooms on the 2nd floor. Main bedroom with new spa-like bath, large walk-in closet with sitting room or office. Lower level with large playroom with exterior access. Bonus room/ 6th bedroom. 2 full baths along with a kitchenette. Exercise room. Large mud area off of 2 car garage. 2 laundry rooms. This home is ready to move right in. Perfect floor plan and filled with sunlight. Easy commute to Boston with top rated schools. A must see!!!

172 Country Drive, Weston
$1,399,000
3 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73499941 MLS ⋅ 2,950 SqFt.
Opportunity knocks! Don't miss this classic, updated 1940's colonial on almost an acre of land w/separate attached office space, perfect for potential first floor primary renovation or your at-home business! The sun-filled main home has a classic center entrance, front to back living room w/wood burning fireplace, formal dining room w/built in hutch, a bright, updated kitchen open to family room or eat-in area w/skylights, walk-through pantry area, sunroom & half bath w/laundry! Upstairs there is a full bathroom & three spacious bedrooms, including the front-back primary w/multiple closets. Walk up third-floor space has amazing potential. Full basement w/rec room & an abundance of storage space. The attached office/potential living space has a separate entrance, half bath & separate parking area. Large two car, detached garage w/additional attic storage. Beautiful, flat lot with mature trees, patio and garden areas. Quick access to restaurants, schools, recreation and highways!

786 Boston Post Rd, Weston

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