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9 Atlas Lane, Weston
$25,825,000
6 Beds ⋅ 8 Baths ⋅ 73400433 MLS
Introducing this Frank Llyod Wright inspired one-of-a-kind gem designed by award winning AD 100 architect, Thomas Catalano. Ultimate privacy on a 6+ acre property, adjacent to the Weston Reservoir, this estate cultivates the symmetry of nature with meticulously curated interiors. Galvanized steel finishes fuse the interior rooms with the exterior heated courtyards. Each space pays homage to its analogous setting from the glass window encased hallway to the elegant "El Grotto" which serves as the pool house. It is complemented by a fitness center, massage room, sauna, wine and game rooms. A luxurious primary suite has a sitting room with a fireplace, crafted marble bathroom and balcony with outdoor shower that has views of rolling meadows.The remarkable grounds are a backdrop for an infinity pool, hot tub and waterfall. This unique residence transports you to a faraway place, but in reality is located just minutes from Boston in one of New England's most exclusive towns.

9 Atlas Lane, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
21 Chestnut Street, Weston
$11,000,000
7 Beds ⋅ 11 Baths ⋅ 73356415 MLS
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.

21 Chestnut Street, Weston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
3 Idlewile Lane, Weston
$9,739,680
6 Beds ⋅ 11 Baths ⋅ 73506302 MLS
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

Listing courtesy of Listing Agent: Collin Sullivan from Listing Office: William Raveis R.E. & Home Services.
8 Hidden Road, Weston
$9,485,500
6 Beds ⋅ 8 Baths ⋅ 73467926 MLS
Significant turnkey custom residence in prime Weston Golf Club neighborhood with expansive yard. 6-bedroom shingle-and-stone manor with copper accents and refined finishes, privately set above Hidden Road. Tucked behind mature landscaping, a winding drive leads to a flat motor court with generous parking. Foyer opens to living room with fireplace and backyard access. Dining room served by butler’s pantry. Chef’s kitchen with dual islands, Miele appliances, Aga induction stove, and breakfast area that opens to cathedral-ceiling family room with gas fireplace. Wood-paneled office, first-floor suite, mudroom, and powder room with heated floors. Upstairs: primary suite with two walk-ins, fireplace, balcony, and marble bath; plus two en suites with walk-ins and a 2-bedroom suite, plus second-floor laundry. Walkout lower level with Trackman golf simulator, gym, spa, bar, wine room, and laundry. Walk-up third floor. 3-car garage plus golf cart bay. Solar array, smart home, pool permit.

8 Hidden Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
76 Robin Rd, Weston
$9,290,000
5 Beds ⋅ 9 Baths ⋅ 73483740 MLS
Magnificently sited on over two acres with breathtaking views of Weston Golf Club, this young Shingle and Stone estate blends timeless architecture with modern sophistication. Designed by award-winning architect Patrick Ahearn, this custom beauty offers over 8,600 square feet of freshly updated, Architectural Digest–worthy interiors filled with natural light. Highlights include a dazzling chef's kitchen with an oversized island, a fireplaced office, four ensuite bedrooms plus a luxurious primary suite with a beautiful spa bathroom, and an adjacent sun deck. The lower level has tall ceilings, a fireplaced entertainment lounge, a gym, wine cellar, wet bar, playroom, and space for a golf simulator. Surrounded by rolling lawns, stone terraces, and long views over the 7th fairway, this exceptional property offers a rare opportunity to live in one of Greater Boston’s most coveted estate locations.

76 Robin Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
286 Country Dr, Weston
$7,180,000
6 Beds ⋅ 8 Baths ⋅ 73474235 MLS
This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each room with natural light, revealing serene garden views, multiple lounge and entertaining spaces, and seamless indoor–outdoor flow. Every detail designed for both elevated hosting and effortless everyday living: 6 ensuite bedrooms, custom closet systems, dedicated office spaces, a gaming room, gym, sauna, and expansive family + bonus rooms provide unmatched flexibility. Outdoor amenities include a roof-deck terrace, private tennis court, lush gardens, and full plans in hand for a future pool. A 3-car garage, solar integration, and a complete Savant smart-home system further elevate this home!

286 Country Dr, Weston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
180 Highland Street, Weston
$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.
79 Walnut Rd, Weston
$6,555,000
5 Beds ⋅ 7 Baths ⋅ 73472464 MLS
This exceptional residence is among the finest homes available, distinguished by its architectural pedigree and premier location. Designed by the renowned Catalano Architects, this sun-filled home blends timeless elegance with refined comfort. Set on a private 1.5-acre parcel in a sought-after South Side neighborhood, the interiors are beautifully proportioned and thoughtfully designed. A paneled foyer opens to elegant living and dining rooms ideal for entertaining. The gourmet kitchen features custom cabinetry, a large center island, and butler’s pantry, flowing into a vaulted family room with shiplap detailing. Expansive bluestone terraces enhance indoor-outdoor living. The stylish home office has direct exterior access. The second floor includes a luxurious primary suite with spa bath and spacious custom closet, plus three en-suite bedrooms. The walkout lower level features a guest suite, recreation room with wet bar, exercise room, and media room. Landscape by Sudbury Design Group.

79 Walnut Rd, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
41 Skating Pond Road, Weston
$6,225,000
5 Beds ⋅ 9 Baths ⋅ 73512781 MLS
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

Listing courtesy of Listing Agent: Collin Sullivan from Listing Office: William Raveis R.E. & Home Services.
56 Cart Path Rd, Weston
$5,890,000
6 Beds ⋅ 10 Baths ⋅ 73478929 MLS
Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s kitchen features huge central island, professional appliances, and custom cabinetry. The adjoining informal dining features skylights and wall to wall windows overlooking the back yard. The first also features the grand formal dining room with cathedral ceiling and a large open family room with fireplace and sitting area. Bedrooms maximize flexibility, including two amazing master suite options on the 1st & 2nd floor, while the 3rd floor has the in-law suite as well as a game room. The lower level boasts a theater, wine cellar, and gym. A+ location within 18 minutes to Boston.

56 Cart Path Rd, Weston

Listing courtesy of Listing Agent: Rose Hall from Listing Office: Blue Ocean Realty, LLC.
72 Love Lane, Weston
$5,700,000
5 Beds ⋅ 7 Baths ⋅ 73366184 MLS
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.

72 Love Lane, Weston

Listing courtesy of Listing Agent: Deena Powell from Listing Office: Gibson Sotheby's International Realty.
15 Whitney Tavern Road, Weston
$5,450,000
6 Beds ⋅ 8 Baths ⋅ 73414921 MLS
New construction meets timeless design at this striking estate in Weston. Set on a beautifully landscaped lot, this home blends classic architecture with sleek modern finishes. Sun-bathed rooms, high ceilings, and seamless indoor-outdoor flow define the main level, which includes a guest or first-floor primary suite, 2 powder rooms, and a chef’s kitchen with Wolf/Sub-Zero appliances. The second floor hosts the luxe primary with spa bath, sitting area, private deck, and spacious dressing room. 3 additional bedroom suites and a spacious laundry room complete the second floor. The lower level offers an en-suite bedroom, home theater, gym, and recreation room. Multiple private, professionally landscaped patio and yard spaces, firepit and gas grill connection provide ideal options for outdoor living. A 3-car garage and smart home tech add comfort and ease. Minutes to Weston’s top schools, trails, and commuter access, this rare offering blends modern luxury with everyday functionality.

15 Whitney Tavern Road, Weston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.
154 Newton Street, Weston
$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.
300 Glen Road, Weston
$4,950,000
5 Beds ⋅ 8 Baths ⋅ 73484372 MLS
Stunning shingle style 5 bedroom home on Weston's South side. Completely renovated kitchen & baths giving this home the ideal layout, style & convenient location. Light filled kitchen w/ large picture window overlooks the 2.68 acres plus abutting conservation land w/ trails. Huge center island & high end appliances w/ working fireplace in kitchen. Adjacent family room w/ coffered ceilings, fireplace & filled w/ built-ins. Paneled library and additional sittting room/2nd office on first floor. Dining room w/ butler pantry. Large mudroom. Gorgeous main bedroom w/ spa-like bath & large walk-in closet. 4 additional beds all with en-suite baths plus kids homework nook & 2nd family room. Third floor finished as bonus space. Spacious lower level with huge playroom with beverage center, exercise room, golf room, plus hockey play area & future media room w/ tiered seating. Bluestone patio w/ fire pit. Four floors of living! Close to Wellesley & routes to Boston. Top rated schools! A must see!

300 Glen Road, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
9 Sanderson Ln, Weston
$4,900,000
5 Beds ⋅ 8 Baths ⋅ 73472249 MLS
Tucked away on one of Weston’s most coveted culdesacs, this stunning 5 bedroom Colonial will steal your heart. Renovated both inside and out in the last few years including a new roof and heating system, the home offers soaring ceilings, grand proportions. A formal two story entry flanked by entertainment sized dining room with butler pantry and fire placed livingroom large enough for a crowd leads to a handsome fireplaced library and music room which can double as a second office. The stunning eat in chef’s kitchen leads to a screened in porch and family room with majestic stone fireplace and walls of windows all overlooking the newly landscaped grounds. Upstairs, there are four good sized ensuite bedrooms, including a luxurious primary suite and spa bath. The fully finished basement features a gym, media room, recreation room and bath. All of this sited on a level private lot with its own magical in ground pool oasis complete with fully equipped pool house and jacuzzi.

9 Sanderson Ln, Weston

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
6 Baldwin Circle, Weston
$4,850,000
4 Beds ⋅ 5 Baths ⋅ 73532387 MLS
Set in one of Weston’s most desirable neighborhoods, this extraordinary modern stucco residence blends sophisticated design with privacy and natural beauty. Dramatic granite steps lead to striking metal entry doors and a stunning two-story foyer. The living and dining rooms feature soaring ceilings and a spectacular wall of windows that flood the home with natural light. The sleek modern kitchen with premium finishes opens to a beautiful sun-filled dining area and a spacious family room, creating an ideal layout for everyday living and entertaining. A luxurious first-floor primary suite offers comfort and convenient single-level living. Renovated to the studs in 2013, the home was thoughtfully redesigned by architect Adolfo Perez and expertly built by Hans Schaefer. The remarkable 3-car garage with car lifts accommodates up to five vehicles. Outside, breathtaking landscaping surrounds a tranquil waterfall and soaking pool, creating a serene private retreat.

6 Baldwin Circle, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
81 Montvale Road, Weston
$4,300,000
5 Beds ⋅ 8 Baths ⋅ 73470469 MLS
81 Montvale Rd-This impressive residence features over 6,700 sq ft of renovated, bright & refined living space with generously sized rooms throughout. The home includes a breathtaking professional grade eat-in kitchen, spacious DR, formal LR perfect for entertaining, inviting & warm FR, private office, 5 oversized bedrooms all with en-suite baths- 1 additional full bath in the LL, and 2 half baths on the 1st floor. The fully finished LL offers a completely renovated media room, playroom, gym, kitchenette, & ample storage. Additional highlights of this timeless Colonial include 3 fireplaces, a 3-car garage with lift making room for a 4th car, a circular driveway, and beautiful architectural details. Private & expansive backyard oasis includes stone patio with outdoor kitchen & fire pit. Ideally located just minutes from Weston Center & major commuter routes, the home provides easy access to Boston and an abundance of hiking and biking trails. Come experience all this home has to offer.

81 Montvale Road, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.
23 Stonecroft Circle, Weston
$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.
135 Orchard Ave, Weston
$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.
15 Rockport Rd, Weston
$4,130,000
5 Beds ⋅ 9 Baths ⋅ 73436168 MLS
Located on a serene, residential street in a desirable Southside neighborhood, this handsome colonial with circular drive offers gracious living at every turn. With 6156 square feet of custom designed & meticulously cared for living spaces, be prepared to be wowed. First floor highlights include a stunning foyer with soaring ceilings facing an elegantly curved staircase. The executive style office off the formal living room features rich cherrywood walls, built-ins and a fireplace. The gourmet kitchen features wood cabinetry, a massive island with granite countertops and adjoins the spacious informal dining area and inviting family room with fireplace and curved wall of windows. Upstairs delights with 5 ensuite bedrooms including a sumptuous primary suite with spa like bath and 3 walk in closets. Lower level is an entertainers dream with a custom "starlit" movie theatre, recreation room, exercise room and kitchenette. Outside enjoy a massive, manicured, flat backyard & delightful patio

15 Rockport Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
168 Beaver Rd, Weston
$4,075,000
5 Beds ⋅ 8 Baths ⋅ 73430033 MLS
Once in a while, a home comes along that draws you in and takes your breath away. Situated on a 1.98 acre lot on a serene cul-de-sac in Southside Weston, this young shingled residence will win your heart. Enter into the foyer with 28 foot ceilings & immediately notice the thoughtful layout, incredible attention to detail and finely crafted finishes at every turn. The superbly designed kitchen offers brilliant quartzite countertops, top of the line appliances, extra long island with built in banquette seating & butlers pantry. It adjoins a spacious family room with tray & beadboard ceilings. The primary ensuite offers fireplace, deck, show stopping walk in closet and stunningly designed bath. Four additional & sizable ensuite bedrooms. The finely finished lower level with high ceilings houses a rec room, media room, playroom, full bath & kitchenette. Outside, a bluestone patio provides serene relaxation & entertaining spaces with built-in-grill & flat backyard.

168 Beaver Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
48 Myles Standish, Weston
$4,037,500
6 Beds ⋅ 7 Baths ⋅ 73400454 MLS
This extraordinary home seamlessly blends timeless elegance with modern Scandinavian aesthetics. The open design features an expansive kitchen with a soaring beamed cathedral ceiling accented with multiple skylights. Graceful archways lead to the living and dining rooms enhanced with a striking double-sided fireplace. A rich wood-paneled office is privately situated. A spacious family room with French doors lead to a bluestone covered patio. The impressive mudroom suite with closets, cubbies and a fabulous pet spa is perfect tor the active family. The primary suite with a luxurious bathroom and dual walk-in closets is a sophisticated retreat. Four additional bedrooms, two of which are ensuite and a sitting area complete the upper level. The lower level features a professional gym, indoor Endless Pool, sauna and playroom. Nestled in a pastoral setting and beautifully landscaped by the acclaimed Zen Associates, this elevated home is truly one-of-a-kind.

48 Myles Standish, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
153 Ridgeway Rd, Weston
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 73519385 MLS
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

Listing courtesy of Listing Agent: Felicia Captain from Listing Office: Coldwell Banker Realty - Wellesley.
24 Sears Road, Weston
$3,750,000
5 Beds ⋅ 5 Baths ⋅ 73501865 MLS
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

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
42 Westerly Rd, Weston
$3,750,000
6 Beds ⋅ 7 Baths ⋅ 73373311 MLS
Exceptional 6-bed, 6.5-bath French-inspired estate with signature Mansard roof, set on 1.42 acres in Weston Estates. With 9000+ sq ft above grade plus a finished walk-out lower level, this home features a grand foyer with double doors, sweeping staircase, and custom aquarium. Coffered ceilings, triple windows, and hardwood floors accentuate the opulent living spaces. The chef’s kitchen offers custom cabinetry, granite counters, a paneled fridge, gas cooktop, wine fridge, and a large island with prep sink. Five bedrooms offer en-suite baths and walk-in closets; the sixth has a full bath just across the hall. The luxe primary suite includes a Juliet balcony, marble spa bath, and custom dressing room. Lower level includes a media room, gym, and guest space. Highlights: 3-car garage with epoxy floor, whole-house generator, and second-floor laundry. Landscaped yard with stone patio. Near top Weston schools, trails, and highways.

42 Westerly Rd, Weston

Listing courtesy of Listing Agent: Chorr-Kin Chin from Listing Office: Vetra Estates, LLC.
11 Winthrop Circle, Weston
$3,725,000
5 Beds ⋅ 7 Baths ⋅ 73486131 MLS
An award-winning architect brings sophisticated modern design to Weston at 11 Winthrop Circle. This extraordinary home offers 8,500 sq. ft. of sun-filled living space with an open floor plan, expansive windows, and beautiful contemporary mill work. The Poggenpohl kitchen flows seamlessly into a stunning family room with fireplace, perfect for everyday living and entertaining. Elegant living and dining rooms provide wonderful gathering spaces, while a first-floor office can also serve as a guest bedroom. The second floor features five bedrooms, including an exceptional primary suite w/ a European-inspired spa bath. The finished lower level offers flexible space for a media room, game room, gym, or playroom. Set on a private, beautifully sited lot, the home captures abundant natural light throughout the day. Conveniently located within walking distance to Cat Rock Park, with over 80 scenic acres and 5.5 miles of trails. A special home combining design, space, and an exceptional location.

11 Winthrop Circle, Weston

Listing courtesy of Listing Agent: Simon Collaborative Group from Listing Office: Gibson Sotheby's International Realty.
419 Wellesley St, Weston
$3,560,000
5 Beds ⋅ 5 Baths ⋅ 73515393 MLS
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

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
26 Cart Path Road, Weston
$3,500,000
6 Beds ⋅ 4 Baths ⋅ 73565718 MLS
Privately nestled on 2.16 wooded acres in the prestigious Weston Golf Club and Pine Brook Country Club neighborhood, this exceptional 6-bedroom, 3.5-bath residence offers an elevated lifestyle of privacy, comfort and understated elegance. Surrounded by distinguished estate properties and tucked along a quiet private road, the beautifully maintained and thoughtfully updated home is moments from miles of conservation trails, major highways and top-rated Weston schools. An inviting open kitchen with gas cooking flows seamlessly into the spacious family room with custom built-ins, while the formal living and dining rooms are defined by walls of windows overlooking the serene landscape. The luxurious primary is a private retreat with vaulted ceiling, balcony, spa bath and two walk-in closets. Four additional upstairs bedrooms feature hardwood floors and generous closets. A versatile main-level office with separate entrance, custom built-ins, full bath and walk-in closet provides an exceptional private workspace, guest suite or in-law accommodation. The finished lower level offers a generous game/play room with bar, ideal for daily family use and entertaining. Central air and main-level laundry add everyday comfort. A spectacular screened porch and patio overlook the expansive, level backyard—an idyllic setting for outdoor entertaining, play and relaxation. An oversized 3-car garage provides abundant parking and storage, completing this remarkable offering.

26 Cart Path Road, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
100 Westcliff Rd, Weston
$3,500,000
6 Beds ⋅ 7 Baths ⋅ 73480059 MLS
Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero appliances, and six en suite bedrooms including a serene primary suite with spa-like bath and dual walk-in closets. Multiple rooms offer options for offices, gym, or guest space. Expansive terraces and decks overlook lush landscaping and the tranquil pond. With five fireplaces, artisan millwork, and a three-car garage, this property offers a rare combination of privacy, beauty, and convenience just minutes to Wellesley, Weston Center, and Boston.

100 Westcliff Rd, Weston

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.
10 Audubon, Weston
$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.

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