Weston, MA Real Estate | Weston, MA Homes for Sale

Welcome to the epitome of contemporary luxury nestled within Case's Corner Historic District.This meticulously renovated antique house boasts a fusion of old-world elegance & modern sophistication.Step inside to discover an open floor plan w/a captivating staircase w/curved walls & whimsical balustrades—a true architectural marvel.The heart of the home is the expansive professional kitchen, adorned with floor-to-ceiling windows framing gorgeous views of lush fields, & the feature piece, an custom designed concrete bar, perfect for hosting gatherings.There are 4 floors of beautiful living space, including 5 bedrooms, each thoughtfully appointed w/unique features. The airy primary suite is a sanctuary, featuring floor-to-ceiling windows, a cozy fireplace, & distinctive built-in dresser.The 3rd floor retreat offers versatility, while the LL family room beckons w/an Olhausen pool table & unconventional bar.It's a haven for leisure. This is a one of a kind home. Make it yours today.

137 Wellesley St, Weston

Listing courtesy of Listing Agent: Anne Hincks from Listing Office: Keller Williams Realty Boston Northwest.

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 73289810 MLS

This vintage colonial, has much to offer with a welcoming entry foyer, setting the theme for an open flow of living space. Yet the home has maintained much of its charm with original woodwork, and gleaming hardwood floors. The well-appointed kitchen has an island with quartz countertop, high-end appliances, farmers sink and, under counter lighting. The interior of this home offers many of today's sought after amenities. Recently sided, energy efficient windows, new roof, driveway and new septic. This home sets on a private lot with seasonal pond views. Conveniently located to major routes, shopping, and the Kendall Green train. This property is in move in condition.

373 North Ave, Weston

Listing courtesy of Listing Agent: Constance Corbett from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$13,000

4 Beds ⋅ 3 Baths ⋅ 73289767 MLS

Quintessential Weston neighborhood on one of the premier streets Weston has to offer. Nestled at the end of a tree lined, dead end street, sitting on almost 2 acres of land, this recently renovated ranch style home is perfect for all. The first floor features a large foyer, chefs kitchen with top of the line wolf and sub zero appliances, custom cabinetry and quartz countertops. An oversized dining room, family room and formal living room flow together seamlessly for entertaining. The large primary bedroom features vaulted ceilings, a walk in closet and a beautiful en suite bathroom. 2 more bedrooms with walk in closets and a full bath round out this level. The finished lower level features a second primary en suite bedroom, pantry, kitchen, a large family room with direct access outside, laundry room and access to your oversized 2 car garage. Close to restaraunts, shops, public transportation, highways, walking trails and pine brook country club.

80 Doublet Hill Rd, Weston

Listing courtesy of Listing Agent: The Jeff Groper Group from Listing Office: Coldwell Banker Realty - Newton.

$3,895,000

4 Beds ⋅ 6 Baths ⋅ 73289062 MLS

Concierge service in the most luxurious home with all the amenities. Prime location in Highland Meadows premier 55+ community. This spacious single family home has been thoughtfully designed & impeccably appointed. Incredible millwork customizations. Be welcomed by spacious foyer flanked by formal living room with FP & dining room. Large open kitchen family room w/ oversized island, walk-in food pantry, butler's pantry & breakfast area. Lovely sunroom w/ radiant heat overlooks private yard. First floor main bedroom w/ spa like bath & 2 walk-in closets. Library w/ built-ins. Mudroom & laundry off of 2 car garage. Second floor w/2 bedrooms & en suite baths. Fabulous lower level w/ 4th bedroom & bath. Recreation room w/ FP & built-ins plus exercise room. Plus gift wrapping room & incredible storage! Enjoy the clubhouse, fitness room, tennis court, yoga studio, bocce, social gatherings, guest speakers & more. Maintenance free living with onsite professional management. Move right in!

27 Pine Summit Circle Unit 27, Weston

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

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 73288845 MLS

Beautiful townhome with first floor primary en-suite bedroom is conveniently located in a private cul-de-sac in South Weston. The home is centered around a 2-story family room with a soaring cathedral ceiling and a gas fireplace. A chef's kitchen, elegant dining room and a deck are ideal for indoor outdoor entertaining. The second floor features an open loft area with two additional bedrooms and full bathroom. First and second floor bedrooms have walk-in closets and additional storage. The two car attached garage opens into a foyer with custom built-in storage. Many recent updates including all new stainless steel appliances and new HVAC make this a perfect move-in ready. The unfinished lower level gives you a great opportunity for more additional space and great storage. This is a professionally managed complex with easy access to MA Pike & I-95. Come make this rarely offered opportunity your new home.

680 South Ave Unit 8, Weston

Listing courtesy of Listing Agent: MB Associates from Listing Office: Coldwell Banker Realty - Newton.

$3,895,000

4 Beds ⋅ 6 Baths ⋅ 73288707 MLS ⋅ ['Highland Meadows'] BLDG.

Concierge service in the most luxurious home with all the amenities. Prime location in Highland Meadows premier 55+ community. This spacious single family home has been thoughtfully designed & impeccably appointed. Incredible millwork customizations. Be welcomed by spacious foyer flanked by formal living room with FP & dining room. Large open kitchen family room w/ oversized island, walk-in food pantry, butler's pantry & breakfast area. Lovely sunroom w/ radiant heat overlooks private yard. First floor main bedroom w/ spa like bath & 2 walk-in closets. Library w/ built-ins. Mudroom & laundry off of 2 car garage. Second floor w/2 bedrooms & en suite baths. Fabulous lower level w/ 4th bedroom & bath. Recreation room w/ FP & built-ins plus exercise room. Plus gift wrapping room & incredible storage! Enjoy the clubhouse, fitness room, tennis court, yoga studio, bocce, social gatherings, guest speakers & more. Maintenance free living with onsite professional management. Move right in!

27 Pine Summit Circle Unit 27, Weston

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

$5,400

3 Beds ⋅ 3 Baths ⋅ 73288653 MLS

Weston Single Family Home for rent on a 1.4 acre lot. Gorgeous backyard. 2 car garage. 3 bed 3 bath. Renovated kitchen with all Viking appliances. Formal living room and dining room. Master bedroom with attached enclosed porch area. Semi finished basement with Washer/dryer included. Easy access to the Mass Pike, I95, Brandeis University, Newton Wellesley Hospital, and Weston High.

256 South Ave Unit 256, Weston

Listing courtesy of Listing Agent: Isabelle Rosenblatt from Listing Office: Red Tree Real Estate.

$1,298,000

3 Beds ⋅ 3 Baths ⋅ 73288407 MLS

Beautiful townhome with first floor primary en-suite bedroom is conveniently located in a private cul-de-sac in South Weston. The home is centered around a 2-story family room with a soaring cathedral ceiling and a gas fireplace. A chef's kitchen, elegant dining room and a deck are ideal for indoor outdoor entertaining. The second floor features an open loft area with two additional bedrooms and full bathroom. First and second floor bedrooms have walk-in closets and additional storage. The two car attached garage opens into a foyer with custom built-in storage. Many recent updates including all new stainless steel appliances and new HVAC make this a perfect move-in ready. The unfinished lower level gives you a great opportunity for more additional space and great storage. This is a professionally managed complex with easy access to MA Pike & I-95. Come make this rarely offered opportunity your new home.

680 South Ave Unit 8, Weston

Listing courtesy of Listing Agent: MB Associates from Listing Office: Coldwell Banker Realty - Newton.

$3,495,000

5 Beds ⋅ 6 Baths ⋅ 73288344 MLS

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

50 Byron Road, Weston

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

$2,799,900

4 Beds ⋅ 4 Baths ⋅ 73288017 MLS

Experience the blend of modern luxury and mid-century design at 53 Beaver Rd. Located on Weston's sought-after South Side, this home features clean lines, vibrant colors, and impeccable tile work throughout. Unique details include exposed wood ceilings and red oak screens that define spaces while maintaining open sight lines. The kitchen is a chef's dream with minimalist cabinetry, Miele and Sub-Zero appliances, a large island, and a lively backsplash. The main living area showcases a geometric tiled fireplace. The formal dining room offers stunning views and access to a covered outdoor seating area. The primary suite is a luxurious retreat with custom white oak cabinetry, a soaking tub, and a walk-in shower. The lower level includes a fourth bedroom, third bath, bar area, home office/gym, and a spacious living area. Recent updates feature new hardscaping, including a driveway, pavers, patio, and retaining walls. Truly a gem in Weston!

53 Beaver Rd, Weston

Listing courtesy of Listing Agent: Dream Team from Listing Office: Dreamega International Realty LLC.

$2,995,000

5 Beds ⋅ 7 Baths ⋅ 73287657 MLS

Masterfully renovated colonial in one of Weston's most desirable neighborhoods near the Wellesley line offers clean and contemporary top of the line finishes and a seamlessly flowing floor plan for luxury living. Main level offers the perfect combination of open and defined spaces highlighted by the cutting edge gourmet kitchen with massive island, stunning living room surrounded by glass with sleek gas fireplace, family room, formal and informal dining rooms, stylish powder room, and home office. Other notable features include a main floor bedroom, full bath, a built-in homework station, walk-in pantry, and large mudroom with half bath. Upstairs boasts a stunning primary ensuite with spa-like bath and walk-in closets. An additional ensuite bedroom and two more bedrooms plus custom hall bath complete the second level. Don't miss the expansive recreation room with full bath, 5 car garage and multiple outdoor entertaining areas. Location, layout, lifestyle...this is it!

40 Chiltern Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$15,000,000

6 Beds ⋅ 11 Baths ⋅ 73286695 MLS

Exceptional gated estate privately sited on 8+acres abutting conservation in one of Weston's most exclusive south side neighborhoods. There is 14,000 +sq. ft. of living space featuring uncompromising design in custom mill & stonework with fabulous amenities for entertaining on a grand scale & the ultimate facilities for sports & leisure. Formal living room with arched doors lead to an expansive formal dining room, Chef’s dream kitchen, comfortable family room with domed ceiling. Private, paneled office & den. Serene primary suite with sitting room, 2 dressing rooms, 5 add'l bedrooms with en suite baths. Stunning 3-story foyer, venetian plaster walls, arched doorways, coffered ceilings, elevator, whole house generator. Fantastic entertainment level features game room with theater, indoor lap pool, indoor basketball court, gym & spa, as well as a bunk bed room. 7 car heated garage with 4 EV chargers. Expansive lawn & specimen plantings.

3 Idlewile Lane, Weston

Listing courtesy of Listing Agent: Jamie Genser from Listing Office: Coldwell Banker Realty - Brookline.

$4,900

4 Beds ⋅ 2 Baths ⋅ 73286288 MLS

Located in the highly sought-after south side of Weston, this spacious 2,900 square-foot single-family home sits on 2 acres of private land in a peaceful, quiet neighborhood. The first floor features a large family room, a kitchen, and a versatile home office or guest bedroom with a full bathroom. On the second floor, you'll find four bedrooms and an additional full bathroom. Conveniently located just minutes from the Mass Turnpike, Natick Mall, the commuter rail, and the many amenities of nearby Wellesley, this home offers both privacy and accessibility. This property is also in the district of Weston Public Schools, consistently ranked as the #1 public school system in Massachusetts. The current lease runs through August 31, 2025, with an option to renew for an additional 12 months. This home is truly a must-see!

50 Oakdale Ave, Weston

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

$2,295,000

4 Beds ⋅ 3 Baths ⋅ 73286252 MLS

A classic farmhouse that has been expanded and totally remodeled in 2011 & 2023/24.This four-bedroom three-bathroom home with app. 4000 sq. ft offers an open floor plan w/ a stunning updated kitchen including: custom cabinetry, subzero drawers, granite countertops, a generous butler's pantry w/ wet bar and wine cooler, coffee bar and storage. The open floor plan includes a family room w/ gas fireplace, office with built-ins, living room, dining room and full bath. The second floor has a primary bedroom w/ a vaulted ceiling and beams, master bathroom includes an oversized shower, stand-alone tub and double sinks. The primary suite also includes a walk-in closet and sitting room. Three other bedrooms and a second bathroom including the laundry complete the second floor. The lower level has a custom wet bar, radiant heat floors, wine cooler and beverage cooler. Other updates and amenities include brick & granite patio, new systems, walnut floors throughout,4 car garage,c/v, sprinklers.

101 Sunset Road, Weston

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

$2,100,000

3 Beds ⋅ 3 Baths ⋅ 73285186 MLS

Welcome to this much admired quintessential New England home set back from the road, perched on a knoll with stone walls and a circular drive. You will be greeted by a welcoming foyer with fireplaced family room to the left and front to back living room with fireplace to the right. The home has classic details that were offered in the the early 1940's and are copied today. The dining room, kitchen, office,1/2 bath and second office family room, located just steps from the kitchen complete the1st floor. The 2nd floor which can be accessed by front or rear staircase has three bedrooms, two with fireplaces and two full baths. Step out of the kitchen to the private backyard with bluestone patio. The home has an attached 2 car garage, basement and an additional storage room. Located just one mile from Weston Center, close to town trails and commuter line. Seller welcomes requests for buyer concessions.

167 Conant Road, Weston

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

$4,150,000

6 Beds ⋅ 8 Baths ⋅ 73284984 MLS

Exceptional Shingle Style home with well appointed living spaces on 4 finished levels. Dramatic two-story foyer opens to the living room, dining room, office and a double volume great room with French doors leading to a outdoor oasis retreat. A dream kitchen featuring Wolf & Subzero appliances, pantry, wet bar, sun-filled breakfast area and a private guest suite complete this level. The 2nd floor offers a luxurious primary w/walk in closet & marble bath plus four bedrooms, two w/ensuite baths, one shared bath & laundry room. Fabulous finished 3rd floor is a great place for a game room, study lounge or peaceful studio amongst the tree tops. Fantastic walk out lower level with kitchenette, full bath, media room, gym and game room could be inlaw/au pair suite. Mature evergreens & foundation plantings enhance the lovely level yard with huge deck, hot tub, room for a pool, ideal for entertaining and play. Desirable South side neighborhood on Wellesley line.

24 Oakdale Ave, Weston

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

$2,495,000

4 Beds ⋅ 3 Baths ⋅ 73284144 MLS

Nestled on 2.35 picturesque acres, this exquisite colonial will captivate the most discerning buyer. The front to back living room with fireplace and formal dining room are ideal for hosting memorable gatherings. The family room with vaulted ceiling boasts a dramatic brick fireplace and is adjacent to an expansive eat in kitchen with huge island and white cabinets, French doors open from the kitchen to a delightful sunroom that extends to a deck and the beautifully landscaped backyard. Upstairs, the primary is a tranquil retreat with a spacious walk-in closet and a luxe ensuite bath. Three additional bedrooms and a family bath complete the second level. The lower level provides a play area, gym, ample storage, and a cedar closet. There are hardwood floors and Central AC throughout plus a 3-car garage. 2024 roof. Located in a coveted cul de sac neighborhood, this home is close to the Rail Trail, miles of conservation, the Town Center, top ranked Weston schools, & major commuting routes.

25 Laxfield Rd, Weston

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

$7,200

4 Beds ⋅ 3 Baths ⋅ 73284121 MLS

Available Now! Newly renovated four-bedroom, 2.5-bath Colonial in Southside Weston. This property offers plenty of space and accessibility, being only 2.5 miles from Field Elementary and less than a mile from Weston Middle and High Schools. There is a three-car garage and an extra storage building in addition to the spacious driveway that accommodates at least eight vehicles. Enjoy newly installed windows, refurbished bathrooms, updated flooring, and brand-new appliances inside. An eat-in kitchen, large living and dining rooms, a cosy TV room, and an extrabonus room with access to two decks are all features of the first floor. There are two complete bathrooms and four roomy bedrooms upstairs. A walk-out basement that is partially finished offers plenty of storage space. This house is ideal for families searching for a convenient location close to well-regarded Weston schools, busy roadways, and retail in both Weston Center and Wellesley.

75 Woodchester Unit 75, Weston

Listing courtesy of Listing Agent: Qian Zhang from Listing Office: Blue Ocean Realty, LLC.

$3,900,000

5 Beds ⋅ 7 Baths ⋅ 73284037 MLS

Welcome to your private sanctuary nestled amidst lush greenery & expansive landscapes, located in the coveted Weston southside. This home with contemporary layout & design sits on a level 1.39 acre private lot, is only about 20 minutes to Boston. Step inside this sun filled home & be greeted by grandeur at every turn. From living room with its soaring ceilings & panoramic views to the cozy family room, every corner exudes warmth & elegance. Entertain guests in style in the kitchen. Host lavish dinner parties in the dining room or enjoy casual meals in the breakfast nook overlooking the picturesque backyard. Retreat to the grand master suite, a true oasis of comfort & relaxation. With its own office, luxurious en-suite bathroom, & walk-in closets. Each bedroom is a private haven, complete with its own bathroom, offering ultimate convenience & privacy for family & guests. With its combo of luxury, privacy, & natural beauty, this magnificent mansion epitomizes luxury living at its finest.

7 Rockport Rd, Weston

Listing courtesy of Listing Agent: Chang Zeng from Listing Office: East West Real Estate, LLC.

$8,250

5 Beds ⋅ 5 Baths ⋅ 73281956 MLS

Magnificent estate home perched atop secluded hill in Weston's prestigious country club neighborhood. Circular driveway welcomes visitors to gracious covered porch leading to expansive interior. Inside highlights include stately living room w fireplace open to step-up formal dining room, perfect for elegant gatherings. Additional 1st floor features include open chef's kitchen and large family room leading to spacious elevated deck w sweeping wooded views and breathtaking sunsets, buttressed by scenic private office w fireplace. First floor also features convenient direct garage entry into mudroom and kitchen on same level. Second floor boasts four bedrooms, including oversized primary suite w vaulted ceiling, large walk-in closet, and spacious primary bathroom. Another bedroom includes fireplace and en-suite bathroom. Situated just minutes from I-90/I-95, this special property offers proximity to all the best of Weston, including extensive walking trails, schools, and town center.

40 Possum Rd., Weston

Listing courtesy of Listing Agent: Jonathan Slater from Listing Office: Keller Williams Realty.

$2,499,000

5 Beds ⋅ 3 Baths ⋅ 73281471 MLS

Rare offering in Kings Grant neighborhood. Estate property set on over 1.83 acres of land with circular drive and 2 additional curb cuts. Classic 5-bedroom Colonial with many updates. Front to back formal living room with fireplace. Screened in porch. Formal dining room with built ins. Kitchen with updated appliances, new countertops connects to family room with built in cabinetry. Laundry area. Primary suite with ensuite bath plus 4 additional bedrooms on the second floor. Attic with 12x18 cedar closet. Lower level with large game room/exercise area, mud room, storage. 2-car garage. Separate, oversized in ground pool with 480 sqft pool barn, cabana with bathroom, sitting area and changing rooms, 1-car garage. Indoor/outdoor fireplaces with 420 sqft, covered patio. ADU & income potential. Rolling lawns, level areas for sports. Close to Cat Rock recreation area. Top Rated Weston Schools.

4 Plymouth Road, Weston

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

$2,895,000

5 Beds ⋅ 6 Baths ⋅ 73281336 MLS

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

8 Shady Hill Rd, Weston

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

$2,775,000

4 Beds ⋅ 5 Baths ⋅ 73280377 MLS

Stunning 2015 custom colonial boasts impeccable finishes on a large, level, fenced in yard in a popular neighborhood setting. An open, sun-filled floor plan is perfect for entertaining and family living with views from every window, and a superb commuter location, offering a pristine, impeccably maintained home and the best of country and convenience. Stylish and inviting, the house has a gracious foyer with soaring cathedral ceiling, elegant living and dining rooms, a gourmet kitchen with oversized island, walk in pantry and eating area, open to the a fireplaced family room with double doors leading to a spacious deck. There are four bedrooms, three full baths and the laundry on the second floor including a primary bedroom with a huge walk-in closet and spa-like bath. The third floor and finished basement offer bonus spaces and ample storage. The level lot provides ample room to garden and play, and abuts town land with a sports court and playing field. A must see!

82 Brook Rd, Weston

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

$7,295,000

5 Beds ⋅ 8 Baths ⋅ 73277144 MLS

Welcome to the pinnacle of luxury living in the heart of Weston's coveted Southside. This extraordinary opportunity invites you to work with a highly-respected builder and acclaimed architect to bring your dream home to life. Situated on a lushly-landscaped, generous lot, this custom masterpiece will offer unparalleled privacy and sophistication. Upon completion, this exquisite residence will boast 5 spacious, ensuite bedrooms, first floor office/guest suite, formal and informal gathering spaces, exercise room w/sauna, wine cellar, 3-car garage plus an optional golf simulator and elevator. The outdoor oasis will feature an expansive patio w/firepit and an outdoor kitchen with the choice to include a heated pool/cabana, sport court and more. This premier location offers excellent commuter access and close proximity to top-rated schools, trails, parks, and the vibrant centers of Weston and Wellesley. A rare opportunity to create your ideal home in an exceptional setting and location.

5 Deer Path Ln, Weston

Listing courtesy of Listing Agent: Beyond Boston Properties Group from Listing Office: Compass.

$4,250,000

5 Beds ⋅ 7 Baths ⋅ 73276683 MLS

Meticulously maintained 2001 home combines grand living, timeless design & quality construction. The thoughtful layout allows for spacious living, entertaining, & room for generations of family. The main level features open concept family room & state-of-the-art kitchen w/ Viking appliances, ample cabinetry, & coveted pantry connected to the formal dining. French doors off the kitchen lead to the custom deck for outdoor entertaining, views of wooded acreage & beautiful landscaping. Off the family room the secondary entrance, laundry room, 3 car garage & access to in-law suite above. An office, additional living room & 2 half baths complete the floor. Upstairs you will find the primary suite w/ vaulted ceilings, large 5-piece bathroom & impressive walk-in closet. The 2nd floor is completed by 2 additional bedrooms & 2 baths. Finished walk out basement on lower level w/ media room, wet bar, gym & guest suite connect to bluestone patio & hot tub. Bonus storage & much more. SEE FLOOR PLAN

4 Prescott Ln, Weston

Listing courtesy of Listing Agent: Nicoline Lomas from Listing Office: William Raveis R.E. & Home Services.

$14,900,000

6 Beds ⋅ 10 Baths ⋅ 73276596 MLS

A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the luxurious main level master suite, 7 full bathrooms, 3 half bathrooms, and an expansive 4-car garage. Designed by Thoughtforms, this home boasts an expansive open floor plan and luxurious craftmanship and attention to detail throughout. The fully finished lower level is equipped with a recreation room, wine cellar, full theater room, wet bar, steam room, and sauna. On the second floor, four bedrooms offer private en suite bathrooms. This exceptional home is a unique grand colonial estate for the discerning buyer set in one of the most highly desired locations in all of Weston.

50 Winsor Way, Weston

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

$4,250,000

5 Beds ⋅ 6 Baths ⋅ 73275401 MLS

Stunning customized center entrance colonial featuring architectural details and extensive millwork throughout. Two story foyer, formal living room w/gas fireplace next to the private home office with built-ins. Formal dining room with decorative moldings and butler's pantry opens to the sun filled chef’s kitchen with large center island, skylights & oversized breakfast area adjacent to a spectacular family room with built ins and fireplace. The mudroom has a 2nd half bath, cubbies and walk in pantry. Upstairs is a primary w/luxe bath & fabulous walk in closet, four additional bedrooms, 3 more full bathrooms. Exceptional Meridian system movie theater/playroom. 2nd floor laundry, oversized, heated 3 car garage. Flat backyard with beautiful landscaping and sauna house. Huge basement offers unlimited potential. Access top ranked Weston schools in a desirable location close to hundreds of acres of town forest, trails and the bike path yet minutes to major routes, restaurants and shopping!

91 Montvale Rd, Weston

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

$8,885,000

5 Beds ⋅ 7 Baths ⋅ 73275020 MLS

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. The home offers the charm of rolling landscapes, stone walls, and lush gardens. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted layout features a secluded ground-floor primary suite as well as expansive 2nd-floor bedrooms, ideal for both family living & entertaining. Surrounded by hundreds of acres conservation land, the property boasts exceptional amenities including a tennis court, pool, and expansive lawns. Enjoy access to pristine trails for hiking, biking & horseback riding. Located just 20 minutes from Boston and minutes from Weston Center, this smart home with Control 4 automation promises modern convenience in a picturesque setting.

100 Chestnut St, Weston

Listing courtesy of Listing Agent: The Mazer Group from Listing Office: Compass.

$2,850,000

5 Beds ⋅ 5 Baths ⋅ 73271660 MLS

Magnificent estate home perched atop secluded hill in Weston's prestigious country club neighborhood. Circular driveway welcomes visitors to gracious covered porch leading to expansive interior. Inside highlights include stately living room w fireplace open to step-up formal dining room, perfect for elegant gatherings. Additional 1st floor features include open chef's kitchen and large family room leading to spacious elevated deck w sweeping wooded views and breathtaking sunsets, buttressed by scenic private office w fireplace. First floor also features convenient direct garage entry into mudroom and kitchen on same level. Second floor boasts four bedrooms, including oversized primary suite w vaulted ceiling, large walk-in closet, and spacious primary bathroom. Another bedroom includes fireplace and en-suite bathroom. Situated just minutes from I-90/I-95, this special property offers proximity to all the best of Weston, including extensive walking trails, schools, and town center.

40 Possum Rd., Weston

Listing courtesy of Listing Agent: Jonathan Slater from Listing Office: Keller Williams Realty.

$3,499,000

6 Beds ⋅ 6 Baths ⋅ 73271345 MLS

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

140 Cherry Brook Rd, Weston

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

$2,595,000

4 Beds ⋅ 5 Baths ⋅ 73268878 MLS

Discover luxury, privacy, and convenience in this extensively renovated 4-bedroom, 4.5-bath home on one of Weston’s most coveted streets. The living and dining rooms have been expertly crafted and provide an ideal setting for entertaining. The dream kitchen is outfitted w/custom cabinetry, stainless appliances, an oversized island, a fireplace and eat-in area adjacent to a cozy family room. The main level also presents an exceptional primary w/ vaulted ceiling, an inviting spa bath, huge walk-in closet and a home office w/French doors and custom built-ins. Abundant natural light and hardwood floors create an inviting atmosphere throughout. The lower level offers a bedroom suite w/a second family room and access to a patio and backyard. This fenced property offers enjoyable outdoor living w/in-ground pool, level yard, & gardens. Complete with a 3-car garage with heat, this home is close to a ballfield, sidewalks to Weston Center, miles of trails, & bike path. Access top Weston schools!

156 Cherry Brook Rd, Weston

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

$2,399,000

5 Beds ⋅ 4 Baths ⋅ 73268190 MLS

Meticulously maintained 5-bedroom colonial in the coveted Weston Estates. This charm-filled classic home shines with a stunning staircase, high ceilings, exquisite millwork, wood floors & extensive built-ins. The gracious fireplaced living room is bright with extra-large windows & opens to a lovely dining room overlooking the beautiful backyard. The kitchen boasts professional-grade appliances, a large eat-in island, & access to a deck overlooking the lawn. The family room, with built-ins & wood-burning fireplace are perfect for entertainment. The private 1st-floor home office includes cherry built-ins. Upstairs, the primary suite offers two walk-in closets & large bath. Three additional bedrooms plus a 2nd ensuite bedroom & laundry room complete the 2nd floor. The finished lower level includes a large game room with a bar area, exercise & movie rooms. Additional features include newer A/C, updated systems, storage, garage, mudroom, sprinkler, & great curb appeal. Beautiful Home!

74 Buckskin Dr, Weston

Listing courtesy of Listing Agent: Amy Gworek from Listing Office: William Raveis R.E. & Home Services.

$3,995

3 Beds ⋅ 2 Baths ⋅ 73267823 MLS

Elegant Remodeled Three Bedroom Single Family Residence on a Generously Sized Lot. The Brand New Kitchen with Contemporary Flair comes complete with Steel Appliances, Dishwasher, Electric Stove, Microwave, Refrigerator with Pantry. Open Concept Living Room Featuring Fireplace, Hardwood Floors plus Large Over Sized Windows. Dinning Area with Sliding Glass Doors to Outside Deck. Two Modern Bathrooms. Brand New Modern Tiled Bathroom with Vanity, Easy Access Washer/Dryer, Master Bedroom with Private Master Bathroom and Walk in Closet. Two Additional Bedrooms with Hardwood Floors and Closets. Basement Storage, Garage plus Driveway. This Home is a Short Walk to Town's Train Station. Best Value and Accessibility.

10 Montvale Road, Weston

Listing courtesy of Listing Agent: Darryl J. Ricci from Listing Office: Vanguard Properties.

$6,750,000

5 Beds ⋅ 9 Baths ⋅ 73267382 MLS

Majestically sited in Weston's finest estate neighborhood on 2.6 acres this amazing 10,000sf+ home offers beautiful architectural details including a grand staircase, high ceilings, and magnificent windows overlooking a picture perfect skating pond. Flooded with sunlight, this brick manor home features a gracious floor plan with 5+ en suite bedrooms, oversized kitchen with top of the line appliances, and a fireplaced family room leading to a covered stone terrace and spectacular grounds perfect for entertaining. Imagine working from home in an elegant oak library with fireplace and wet bar, or basking in the beauty of a gorgeous sunroom with views of the pond. The finished lower level includes a media room, gym, playroom and full bathroom. Move in now and enjoy living in a premier town, with top ranked public and private schools, quick access to all commuting routes, and unlimited recreational opportunities such as nearby golf, tennis and hiking.

33 Skating Pond Road, Weston

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

$3,395,000

4 Beds ⋅ 6 Baths ⋅ 73265026 MLS

Sun drenched contemporary set off the street on 2.5 acres of incredible land. Large windows & high ceilings make this home feel airy & filled with sunlight. Grand stone foyer sets the stage as you walk into the stunning front to back living room w/ fireplace, cathedral like ceilings & sliders out to a balcony. Adjacent is a large dining area w/ built-ins & access to deck overlooking mature grounds and tennis court. Open kitchen family room w/ oversized center island w/ incredible picture windows.First floor also includes 2 half baths, library filled w/ bookshelves, pantry& laundry. Main suite w/ large bath & huge walk-in closet. Additional bedroom on first floor w/ balcony. 2nd floor has 2 large bedrooms each en suite. Lower level w/ a fabulous game room w/ full set of sliders opening to the yard. Mudroom off of 2 car garage plus potential to finish even more space. This home is a one of a kind w/incredible quality of workmanship. Elevator reaches all floors. Top rated Weston Schools!

198 Highland Street, Weston

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

$8,000

5 Beds ⋅ 4 Baths ⋅ 73264021 MLS

Spacious single-floor family living in this Southside Raised Ranch set on 1.77 acres. The house features hardwood floors, natural light throughout, and bonus spaces for expansive living. A generous, well-lit kitchen and breakfast nook open to formal dining room with French doors along with vaulted family room with floor-to-ceiling window. Master bedroom set in its own wing, with ante-room, vaulted ceiling, and bedroom/sliders to a balcony, and a walk-in closet/bath. Staircase to home office + bonus room + half bath. The opposite wing has 4 additional bedrooms. Bonus room on 3rd level, as well as generous attic storage. Laundry room, rec room, and garage storage located on lower level. Garage enjoys tandem bays. Lead status is certified treated.

10 Radcliffe Rd, Weston

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

$3,850,000

5 Beds ⋅ 6 Baths ⋅ 73261822 MLS

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

40 Myles Standish Rd, Weston

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

$3,895,000

5 Beds ⋅ 4 Baths ⋅ 73261660 MLS

This light-filled private oasis boasts views over sweeping greenery and a picturesque, concrete-edged pond with a footbridge, island and mature landscaping. A commuter’s dream and close to Wellesley’s town center, this ~3 acre property also features a long private driveway. The 1st floor open concept plan connects the fireplaced living room, dining/breakfast room and kitchen with top appliances. The sunroom opens to the bluestone patio, perfect for indoor/outdoor entertaining and the family room/office has a wet bar, fireplace and exterior access. 2 bedrooms, a full bath, and a 2 car garage complete this floor. The 2nd floor offers an expansive primary bedroom with ensuite bath and extensive walk-in closet; 2 additional bedrooms and a full bath. Numerous upgrades to the home include the roof, windows, kitchen, baths, lighting, HVAC and landscaping irrigation/lighting. Current owners have obtained plans for a pool and other opportunities are endless.

45 Cliff Rd, Weston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$16,250,000

7 Beds ⋅ 9 Baths ⋅ 73259280 MLS

There are extraordinary homes and then there are legacy estates. Designed by renowned architect Thomas Catalano and set on 3.75 acres of park-like grounds in one of Weston’s most sought-after neighborhoods, 15 Claridge Drive is decidedly the latter. The interior features limestone and hardwood floors, spectacular ceilings, and custom windows overlooking the grounds, landscaped by Morgan Wheelock and Nature Works. Highlights include 5 fireplaces, an all-season conservatory with radiant heat, a fitness room with sauna and steam rooms, a wine cellar, and an elevator. Adorned with manicured gardens and specimen trees offering total privacy, exterior amenities include a swimming pool with a spa and a professional tennis court. Above the 4-car garage, a 2-bedroom apartment provides ideal space for staff or guests. Located off of Love Lane, this one-of-a-kind estate enjoys total tranquility without the “hum” of traffic, yet sits within close proximity of everything that Weston has to offer.

15 Claridge Dr, Weston

Listing courtesy of Listing Agent: Paul E. Grover from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$18,000

5 Beds ⋅ 7 Baths ⋅ 73258174 MLS

Welcome to Weston. The top school district in MA. Sophisticated single-family home with over 8,000 sf of living space in Weston with large flat yard. Nearly 2 acres of land less than a half hour drive from Boston! Beautiful stone walls surround the patio, with a grill and fire pit area and swimming pool/waterfall spa. Gorgeous rooms including a stately living room w/fireplace, wood paneled study w/ fireplace and wine fridge/wet bar, and sunroom w/fireplace. The Chef's kitchen dazzles with a marble breakfast area, range, and marble counters. Impressive first floor master suite w/french Doors, fireplace, fitness room, spa/bath, home theater, two walk-in closets, and a home office.

568 Wellesley Street, Weston

Listing courtesy of Listing Agent: Qian Zhang from Listing Office: Blue Ocean Realty, LLC.

$2,995,000

5 Beds ⋅ 5 Baths ⋅ 73256095 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.

$3,785,000

5 Beds ⋅ 6 Baths ⋅ 73253692 MLS

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

5 Wildflower Ln, Weston

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

$2,875,000

6 Beds ⋅ 3 Baths ⋅ 73251359 MLS

Updated 6 Bd home, sited on almost 2 acres of land. Located on coveted south-side, and part of the Weston Golf Club Neighborhood. Gracious Living-room with two-sided fireplace connecting to Dining-room for formal entertaining. Sunroom with cathedral ceilings and separate heating/cooling zones, massive custom windows provide breathtaking 180' views of estate grounds. Spacious kitchen with peninsula, lots of cabinets for storage including pantry space. Exterior access via recent mahogany steps and steel wire cable railing system leads to natural bluestone patio. Upper level offers 5 Bds and two bathrooms. Large walk-up attic for easy storage. 6th bedroom with bath and game/sitting room, on grade level with access to oversized 2 car garage. Finished Lower Level with bonus room and wet bar. Private backyard with specimen trees, vibrant fruit orchard, expansive rolling lawns with room for outdoor sports. Whole house generator. Great commuter location. Top rated Weston Schools.

110 Robin Road, Weston

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

$11,900,000

5 Beds ⋅ 10 Baths ⋅ 73249623 MLS

This peerless modern 2-acre estate is located in a highly desired private neighborhood in Weston. Exterior features a beautiful, flat landscaped yard, patio w/grill, and its own sports court. The luxurious 5 bed, 7f/3h bath interior features lofty 12’ high ceilings with walls and ceilings of glass, opening the space to the exterior and drenching this home in sunlight. Smart home features including blinds provide unmatched comfort. Attention to detail throughout,with main level foyer, floating staircases, and an open flow to the main dining and living areas. Chef’s kitchen w/top of the line appliances & breakfast bar opens to the large family room with fireplace. Huge office, mudroom, and large 3car garage finish the main level. 2nd floor features an amazing master suite, w/2 large baths and dressing rooms. 4 additional bedroom suites and laundry finish the 2nd floor. The lower level features a large gym, pickleball/sportsroom, playroom, cedar closet, and ample storage

70 Possum Rd, Weston

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

$3,250,000

6 Beds ⋅ 7 Baths ⋅ 73238436 MLS

Nestled in Weston's sought-after south neighborhood, this meticulously maintained home boasts high-end finishes and abundant natural light. The main floor features a spacious foyer opening to a chef's kitchen with breakfast area and large walk-in pantry. It flows seamlessly into the family room with a floor-to-ceiling fieldstone fireplace and direct access to the patio and lush backyard. Additionally, there's a luxurious bedroom suite and a front-to-back living room with fireplace for entertaining. A cathedral ceiling primary bedroom with spa-like bathroom located on second floor. The third floor offers a suite with a full bath, bedroom, and play area/den, perfect for an Au Pair. The walk-out lower level provides space for family gatherings, office, fitness, a full bath, abundant storage, and room for a wine cellar and wet bar. The property has generator, dehumidifier and ventilation system.

36 Pine, Weston

Listing courtesy of Listing Agent: Liyuan Bai from Listing Office: Advisors Living - Boston.

$8,495,000

6 Beds ⋅ 8 Baths ⋅ 73238074 MLS

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

96 Love Lane, Weston

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

$12,900,000

6 Beds ⋅ 10 Baths ⋅ 73230983 MLS

Sited on 3.15 acres is this magnificent 1930’s brick Georgian Colonial in one of Weston’s most prestigious Country Club neighborhoods. Home has been magnificently restored/renovated by an esteemed architect/design/build team. Exterior is adorned w/ over-sized windows that allow for an abundance of natural light & offer stunning views of the grounds, stone patios & specimen trees, while the interior boasts 4 floors of exquisite living space. The 1st floor has a formal LR, DR, wood clad library w/ stone fireplace, a butler's pantry, a stunning kitchen that spills onto a glass enclosed breakfast room & a FR. 2nd floor has 5 en-suite BRs, 2nd office, reading nook & exercise rm. Finished attic has additional BR, music room & bath. LL offers rec rooms, a media room & a wine cellar. Outdoor amenities include a pool house, pickleball/sport court, in-ground pool, hot tub & sizable stone patio w/ accompanying stone fireplace. W/ 12k+ sq ft of quality & grandeur, you may never want to leave.

1 Possum Road, Weston

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

$1,865,000

4 Beds ⋅ 4 Baths ⋅ 73223421 MLS

Last chance at The Village at Silver Hill, Weston's prestigious 55+ community, 2 Peakes Lane is the final opportunity to own a home in this highly sought-after community. This exclusive enclave consists of 8 meticulously designed single-family homes, perfectly situated in a serene and picturesque setting in the heart of Weston. Taken down to the studs and fully renovated, this home boasts a seamless fusion of old-world charm and modern finishes, creating a truly captivating living space. On the first floor, you will find elegant living and dining rooms, gourmet chef's kitchen, a luxurious first floor bedroom suite, a convenient mudroom and laundry area plus attached 2 car garage. The second floor of this exceptional home offers three additional bedrooms, including another ensuite bedroom, a den, two more bedroom and a full bath. Large deck, manicured grounds plus serene and tranquil setting complete this offering.

2 Peakes Lane, Weston

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

$5,750,000

6 Beds ⋅ 9 Baths ⋅ 73216783 MLS

Perched atop a serene cul-de-sac, 101 Kings Grant is meticulously designed to organically integrate a private, natural oasis with modernity. On the first level, enjoy effortless entertaining in your inspiring, open kitchen, dining and living spaces with adjacent decks, exterior kitchen, spa and fire pit patio; or, tuck away to your private cigar room/library and office for more intimate moments. The second floor consists of an unrivaled primary suite with expansive windows, private deck, separate walk-in closets and spa-like bathroom. Office and four other bedrooms with walk-in closets, en-suite bathrooms and dynamic views, complete the space. Walkout lower level to pool includes guest space with kitchenette, gym, wine room, lounge and wet bar. Sited on 1.48 acres, only half a mile away from 130 acres of wildlife with trails, and convenient access to commuter rail and Route 128, experience privacy without compromising proximity. Top rated Weston schools. 1 Year Builder's Warranty.

101 Kings Grant Rd, Weston

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

$13,850,000

7 Beds ⋅ 11 Baths ⋅ 73212017 MLS

This remarkable Estate exemplifies modern architecture with sophisticated detail. Its elegant presence is enhanced with a sweeping driveway and receiving court. The entry creates an ambience of grandeur with a 20+ foot ceiling and dramatic staircase. The open design has an elevator. An abundance of glass integrates the beautiful landscape with exemplary finishes. The dream kitchen is complemented with an auxiliary chef's kitchen, a hidden pantry and office station. The breakfast room is designed for informal dining. The family room overlooks the beautiful stone patio and private grounds with the potential to construct a pool house and pool. A presidential study makes working at home a pleasure. The primary suite features a sitting room, stunning dual bathrooms and dressing rooms. The lower entertainment level has a play room with bar, exercise room, sauna and rooms designated for a theater, wine room and golf simulator. Close proximity to Boston and airports. Fall 2024 completion.

21 Chestnut St, Weston

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

$3,500,000

3 Beds ⋅ 5 Baths ⋅ 73210235 MLS

RARE offering - Below COST in Highland Meadows 55+ community made even more exceptional by a total structural and cosmetic renovation in 2022. This stunning 4,438 sq ft. home has 3 en suite bedrooms, 1 on each level. Location for an elevator. A new chef’s kitchen with a glimpse of Monadnock. Marble and limestone finishes – New Thermador/Sub Zero appliances. Eat-in area off kitchen made cozy by a gas fireplace. Mudroom and first floor laundry (oh, but there is a 2nd floor laundry, too) make living easy. Main floor en suite filled with light, walk-in closet and a truly exceptional bathroom with polished eastern white marble. On the upper level you’ll find another generous en suite, palatial bathroom and designed tile flooring, truly extraordinary. The lower level offers the 3rd en suite, recreation area, partial kitchenette and a climate controlled exercise room. All this - a single family home with the amenities of property management that leave the owner in ultimate good care.

23 Pine Summit Circle Unit 23, Weston

Listing courtesy of Listing Agent: Gerri Bernstein from Listing Office: Equine Homes Real Estate, LLC.

$3,500,000

3 Beds ⋅ 5 Baths ⋅ 73209616 MLS

RARE offering - STUNNING in Highland Meadows 55+ community made even more exceptional by a total structural and cosmetic renovation in 2022. This stunning 4,438 sq ft. home has 3 en suite bedrooms, 1 on each level. Location for an elevator. A new chef’s kitchen with a glimpse of Monadnock. Marble and limestone finishes – New Thermador/Sub Zero appliances. Eat-in area off kitchen made cozy by a gas fireplace. Mudroom and first floor laundry (oh, but there is a 2nd floor laundry, too) make living easy. Main floor en suite filled with light, walk-in closet and a truly exceptional bathroom with polished eastern white marble. On the upper level you’ll find another generous en suite, palatial bathroom and designed tile flooring, truly extraordinary. The lower level offers the 3rd en suite, recreation area, partial kitchenette and a climate controlled exercise room. All this - a single family home with the amenities of property management that leave the owner in ultimate good care.

23 Pine Summit Circle, Weston

Listing courtesy of Listing Agent: Gerri Bernstein from Listing Office: Equine Homes Real Estate, LLC.

$11,995,000

6 Beds ⋅ 9 Baths ⋅ 73209330 MLS

Exceptional custom shingle-style home, flawlessly set on 2.5 acres on one of Weston’s most prestigious streets. Panoramic views of the 11th hole at Weston Golf Club provide the backdrop for an elevated lifestyle, to be enjoyed by the most discerning buyer. As you enter the impressive foyer, you will immediately appreciate the timeless appeal and casual yet sophisticated elegance, where graceful arches and abundant woodwork abound. Experience a culinary delight in the stunning gourmet kitchen. Dine in the banquet-sized dining room or relax in the formal living or family room with walls of glass connecting to the covered veranda with fireplace and gazebo. Delight in the exquisite wine cellar, indoor basketball court, fitness center, and entertain outside with a massive stone patio, fire pit, and oversized hot tub. Enjoy the elegant primary suite with a private office, 5 additional ensuite bedrooms, and another 3 half-bathrooms. Come experience the allure of this one-of-a-kind residence.

75 Cart Path Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.

$5,995,000

7 Beds ⋅ 6 Baths ⋅ 73208287 MLS

Welcome to 23 Cart Path, a stunning private estate nestled in Weston's desirable South Side Country Club neighborhood. Boasting gracious interiors, almost 4 acres of land, a professionally landscaped yard & a serene pool with spa, this home is a true oasis. The 1st level offers a thoughtful layout with flowing formal & informal spaces, ideal for gracious everyday living as well as idyllic indoor/outdoor dining & entertaining. The eat-in kitchen is bathed in sunlight and features custom millwork, top appliances & is open to the brick patio with built in grill. The 2nd level features 5 bedrooms, large deck, office & a sweeping primary suite with a private outdoor terrace, spa like bath & spacious dressing room. The 3rd floor has 2 additional bedrooms, full bath & ample storage. The lower level has a playroom, wine room, wet bar, additional storage & bonus room. This property is a can't-miss opportunity where luxury & convenience to Boston create the perfect suburban sanctuary!

23 Cart Path Rd, Weston

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

$3,895,000

5 Beds ⋅ 5 Baths ⋅ 73206656 MLS

Indulge in modern luxury with this 2019 masterpiece by architect Marcus Gleysteen. Set on 1.43 acres, this five-bedroom, five-bathroom home seamlessly blends chic design with natural warmth. The architectural brilliance is evident in the dramatic two-story foyer, leading to an open layout adorned with walls of glass. The living room with fireplace opens to a sunlit patio, creating a perfect indoor-outdoor space. The gourmet kitchen features a sleek design with a long island, massive pantry, and inviting eat-in area. Upstairs, a luxurious primary suite with a private balcony overlooks landscaped grounds, while three additional bedrooms offer ensuite baths. The finished lower level adds versatility with a fifth bedroom, bath, and media area leading to a stone patio. Smart home upgrades enhance modern living. The property, with potential for a pool, is conveniently located near conservation trails and top-rated schools, offering a lifestyle of convenience, luxury, and tranquility!

77 Kings Grant Road, Weston

Listing courtesy of Listing Agent: Chris Ridick from Listing Office: Compass.

$7,980,000

5 Beds ⋅ 7 Baths ⋅ 73205114 MLS

Welcome to 10 Hitching Post Lane! a 2024 gem nestled atop wooded serenity, where timeless design meets modern luxury. This home greets you with a circular driveway leading to a large three-car garage, inviting you into a home where every corner is bathed in natural light. Inside, the main level dazzles with a primary suite, kitchen, & family room, all showcasing exquisite craftsmanship & finishes. The level continues with a study, prep kitchen, pantry, and formal dining & living areas for gatherings. Two luxurious suites with fireplaces & bedrooms with walk-in closets occupy the 2nd level, alongside a versatile family room & office nook. The basement emerges as the highlight, offering a 2nd chef's kitchen, an intimate home theater, & an expansive entertaining room with 11.5ft ceilings, promising unforgettable moments. The home finishes with an expansive outdoor area featuring a vast patio & kitchen, offering a warm & welcoming setting for both tranquil moments and lively gatherings.

10 Hitching Post Lane, Weston

Listing courtesy of Listing Agent: Nicholas Neu from Listing Office: Advantage Property Team LLC.

$3,800

1 Beds ⋅ 1 Baths ⋅ 73204007 MLS

Available now! Rare find one bedroom in Weston - Enjoy this immaculate, in-law apartment of a gorgeous single family home, on a private street in Weston! Gleaming hardwood floors, central AC, and a spacious living room with furniture included! Electricity, heat/ac, snow removal, and lawn care are all taken care of in the monthly rent, only pay internet/cable. Enjoy the benefits of a single family home without the headache of maintenance, as the owner takes care of the snow removal and yard care, and shares access to a spacious paved driveway. Less then 10 minute drive to either Regis College or Brandeis University. Enjoy a walk in Doublet Hill Conservation Area or play a few holes at the Pine Brook Country club house, both about 5 minute driving distance! Small pets are negotiable. First months rent, one month security deposit, and broker fee are due on signing. Renters insurance required, no smoking.

40 Possum Rd Unit B, Weston

Listing courtesy of Listing Agent: Timothy Scalisi from Listing Office: CJL Rentals & Property Management Co., Inc..

$1,865,000

4 Beds ⋅ 4 Baths ⋅ 73168322 MLS ⋅ ['Village At Silver Hill'] BLDG.

Last chance at The Village at Silver Hill, Weston's prestigious 55+ community, 2 Peakes Lane is the final opportunity to own a home in this highly sought-after community. This exclusive enclave consists of 8 meticulously designed single-family homes, perfectly situated in a serene and picturesque setting in the heart of Weston. Taken down to the studs and fully renovated, this home boasts a seamless fusion of old-world charm and modern finishes, creating a truly captivating living space. On the first floor, you will find elegant living and dining rooms, gourmet chef's kitchen, a luxurious first floor bedroom suite, a convenient mudroom and laundry area plus attached 2 car garage. The second floor of this exceptional home offers three additional bedrooms, including another ensuite bedroom, a den, two more bedroom and a full bath. Large deck, manicured grounds plus serene and tranquil setting complete this offering.

2 Peakes Lane Unit 2, Weston

Listing courtesy of Listing Agent: Donahue Maley and Burns Team from Listing Office: Compass.

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