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$4,500
2 Beds ⋅ 1 Baths ⋅ 73403189 MLS
Immaculate garden level apartment available on the coveted Chestnut Street in Weston. Privacy is ensured with a separate entrance & attached two car garage, private patio and soundproofing throughout. The unit is complete with a mudroom, open concept living / dining rooms, updated kitchen with stainless steel Bosch appliances. Features two generously sized bedrooms, a sleek double vanity full bathroom and in-unit laundry. Heat, water, electricity, in-unit laundry, trash and snow removal are all included in the rent.

73 Chestnut Street Unit A, Weston

Listing courtesy of Listing Agent: Deena Powell from Listing Office: Advisors Living - Weston.
$2,800,000
4 Beds ⋅ 4 Baths ⋅ 73354425 MLS
Welcome to this exquisite home situated on 2+ private acres in the sought after Weston Estates neighborhood. The expansive kitchen features a sprawling eat-in island and is equipped with high end appliances making it a chef's dream. The effortless flow from the kitchen to the bright and airy family room, front-to-back living room and large dining room, makes this home perfect for hosting both casual gatherings and holiday dinners. The upstairs boasts a primary suite with 2 walk-in closets & bath with beautiful fixtures and a serene color palette. 3 additional bedrooms & full bath complete this level. The lower level's media room & home gym are complemented with a functional mudroom leading to a large 2-car garage with epoxy flooring. The blue stone patio & deck are the perfect spot to enjoy the tranquility of the private backyard. Don't miss out on this rare opportunity to own a home that combines luxury, comfort, and convenience with top-rated schools and easy commute to Boston.

173 Country Drive, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$3,035,000
4 Beds ⋅ 5 Baths ⋅ 73351555 MLS
Sophisticated, sleek modern home. 2025 year built with one year builders warranty on cul-de-sac. Oversized floor-to-ceiling windows flood interiors with natural light. Open concept family and dining rooms flow with modern show-kitchen enhanced by light oak prep kitchen. Family room features statement gas fireplace and sliding door access to covered patio w/ outdoor kitchen accented by creative lighting. Staircase with white oak fins and oversized treads illuminated by novel wall lighting. 2nd floor landing features ample ceiling height with floating stairs with glass. Primary suite features, covered deck, chic bathroom w/ floor to ceiling quartz, soaking tub, and separate shower, generous walk-in closet with built-in organizational storage. 3 additional ensuite bedrooms with radiant-heated bathrooms, and large walk-in closets, office, laundry room with heated floors complete the 2nd floor. Finished Lower Level with large open area for recreation and exercise. Top Rated Weston Schools.

29 Willard Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$3,595,000
5 Beds ⋅ 7 Baths ⋅ 73358925 MLS
Elegant Arts and Crafts custom home with a two-story dream library and expansive backyard on a prime 2 acre lot in Kings Grant. Gourmet cook's kitchen with island and sunny eat-in-area opens to family room with fireplace, both with radiant heat. Banquet sized dining room and flexible living room space with full bath. Oversized mudroom with back stairs and exterior access. Expansive library with ladder, stacks, separate entrance, and full bath, bring work from home to a new level. Primary suite with all amenities. Three additional bedrooms, one ensuite, and two jack-and-jill. Large unfinished walk-up 3rd floor with excellent ceiling height. Second floor laundry. Finished lower level with exercise room, wine cellar, guest room with bath, recreation room and lots of storage. Large backyard with garden area and multiple seating scenes. Desirable Kings Grant neighborhood, with access to miles of trails. Top rated Weston Schools.

15 Spruce Hill Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 73373888 MLS
Designed for modern living, this updated 4-bedroom, 3.5-bath home combines space, comfort, and convenience on a serene 0.7-acre lot that abuts conservation land. The sun-drenched 2 story great room with loft study, skylights, hardwood floors, and a charming wood-burning fireplace—perfect for relaxing or entertaining. Enjoy meals in the formal dining room with built-in, or in the spacious eat-in kitchen featuring stainless steel appliances, pantry, and abundant cabinetry. A private home office provides a quiet retreat for remote work or study. The finished walk-out lower level offers versatile space for a playroom, media, or guest suite. Recent updates include 2020 new heating and central air systems, 2022 light-up cupola, 2023 new gas range, 2025 interior paint, a new deck, and a repaved driveway. Ideally situated in a popular neighborhood on a dead-end street with sidewalks to Weston Center and the bike trail, and just a half-mile to the commuter rail. A rare opportunity!

35 Bemis Street, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 73364852 MLS
Charming renovated Victorian Farmhouse, circa 1890, w/ private backyard in sought-after sidewalk-to-everything neighborhood. Features many historic details with tasteful updates for modern living. Circular driveway leads to 2-car garage and west-facing front porch. Modern kitchen, family, and dining rooms, partitioned with Victorian sliding doors. Kitchen w/ quartz countertops, stainless steel appliances, and walk-in pantry. Family room w/ cozy fireplace. Dining room w/ lots of light and exterior access to brick patio. 2nd floor’s primary suite has oversized walk-in closet, second laundry, and marble bathroom, with additional 2nd bedroom. The 3rd floor’s 2 bedrooms and full bath receive lots of sunlight via large skylights. Lower level features laundry, storage, and exercise room with good ceiling height. Fenced Private backyard defined by cedar hedge, garden shed, and patio. This turnkey home is minutes to top rated public schools, library, Lands Sake Farm, and Weston Golf Club.

20 Maple Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$1,265,000
4 Beds ⋅ 3 Baths ⋅ 73375469 MLS
Welcome home to this spacious 5-bedroom with flexible layout, including a private en suite bedroom in the finished basement—ideal for guests or extended living. The main level offers a kitchen, dining room, living room with gas fireplace, office, and 3/4 bath. Upstairs features 4 bedrooms and a full bath. Additional highlights include attic storage, whole-house fan, laundry and storage in the basement, vinyl siding with heated gutter helmets, a 2-car garage with breezeway, EV charging station, invisible pet fence, and a greenhouse for year-round gardening. Tesla solar panels provide energy efficiency. Convenient access to Kendal Green Commuter Rail—six stops to North Station.

110 North Ave, Weston

Listing courtesy of Listing Agent: Tracey Cleversey from Listing Office: Hive Property Group.
$6,500,000
5 Beds ⋅ 9 Baths ⋅ 73331723 MLS
Extraordinary shingle style home designed by prominent architect on over 2 acres of incredible land. Over 11,400 sq ft of living space on 4 floors. Features include remarkable theater w/ gold leaf & 9 ft screen, billiard room w/ oversized bar & fireplace, gym, phantom 6 car garage! Most amazing outdoor space! Incredible inground pool with pool house including kitchenette and bath, outdoor kitchen plus fire pit with speakers and tv. Wine room featured in design magazines. This home has the ideal floor plan with the kitchen family room as the central focus- kitchen with large center island and radiant floors opens to casual dining and family room w/ fireplace & custom book shelves and window seat. Formal dining room with hand painted wallpaper. Oversized living room w/fireplace leads to custom built library. 2nd floor homework/craft room. Exquisite details & custom woodwork throughout. Heated driveway. Direct access to hiking trails to Highland Forest. One of a kind and not to be missed.

148 Highland Street, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$1,755,000
3 Beds ⋅ 3 Baths ⋅ 73368095 MLS
Sunny and beautifully maintained, this expanded Cape/Colonial sits on a stunning lot in a sought-after South side neighborhood, just steps to Pine Brook Country Club and miles of scenic trails. Recently refreshed, it offers hardwood floors, a bright living room w/fireplace, dining room, and an updated eat-in kitchen with stainless appliances. The first floor also features a family room, private office with built-ins, and half bath. Upstairs is a spacious primary with luxe bath and two walk-in closets, plus two more light-filled bedrooms—one with a loft—, an upstairs sitting room and another full bath. Enjoy a 2-car garage w/EV charger, generator, a level backyard with lush landscaping and soothing stream is perfect for gardening and play. There is expansion potential with an unfinished basement and a 32x12 ft barn. Ideal commuter location close to routes 90/95/9 and the commuter rail and minutes to top schools, restaurants and shopping —this home is move-in ready and full of charm!

9 Newton Street, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$5,450,000
6 Beds ⋅ 7 Baths ⋅ 73337770 MLS
Superior new construction in popular north side neighborhood. This spectacular 6 bd. residence offers walls of glass optimized for light and privacy. Dramatic two story front foyer flooded with light and zen green space to greet guests. Palatial family room with soaring ceilings and striking fireplace. Open, bright kitchen concept, long island, lots of storage, sunny eat-in-area and separate prep kitchen with additional refrigerator, sink, storage and prep areas. Butlers pantry to service dining room.1st floor guest suite connects to covered outdoor space. Home office. Great room with floating, glass staircase to 2nd floor. 4 bd suites, 2 with lofts. Cozy primary with tall shiplap ceilings, luxurious bath, custom walk-in. Laundry. Finished walk out LL with bar, exercise area, media space, 6th bd. bonus room opens to patios with outdoor grill. Professionally landscaped grounds with intentionality and purpose. Room for swimming pool and tennis court. Top rated Weston Public Schools.

26 Spruce Hill Road, Weston

Listing courtesy of Listing Agent: Chaplin Partners from Listing Office: Compass.
$3,170,000
5 Beds ⋅ 6 Baths ⋅ 73342830 MLS
Classic elegance and sophisticated renovations blend seamlessly together in this stone and shingle 5 bedroom Colonial located in a coveted south side neighborhood. Upon entry, you are greeted by a generously sized two story foyer connecting you to an easy flowing first floor layout boasting high ceilings, and featuring a beautifully remodeled chef's kitchen with large island, sunlit breakfast room, formal living room with wet bar and marble fireplace, an elegant dining room, spacious family room and home office. Upstairs offers an impressive primary ensuite with sitting area, dual walk in closets and spa like bath. There are four additional ensuite bedrooms and laundry room on this floor. The lower level features an exercise room, playroom, full bath and storage. Don't miss the fenced-in, private backyard and patio. With these luxurious living spaces complimented by easy access to major routes for commuting, you truly have a winning combination.

78 Byron Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$945,000
3 Beds ⋅ 2 Baths ⋅ 73373958 MLS
Charming, renovated Condominium offers one-floor living with open floor plan, filled with natural light from many windows throughout. Easy access to adjacent covered parking spaces. Perfect Kitchen for entertaining with center island and updated appliances including SubZero refrigerator. Kitchen wall of sliding doors leads to terrace, park-like lawn and gardens. Fireplaced Living room provides a comfortable retreat. Primary Bedroom wing includes spacious walk-in closet and linen cabinet. Primary Bath features double vanity with undermount sinks and glass-enclosed, rain head shower with thermostatic controls. Two additional bedrooms could also function as home office, playroom or TV room. In-unit Laundry features front load Washer and Dryer. Exclusive use, storage attic has direct access above living area. Nearby walking/bike trails, access to top-rated Weston schools and close to Weston Center, this move-in ready condo provides an exceptional living experience.

51 Jericho Rd Unit 51, Weston

Listing courtesy of Listing Agent: Dave White from Listing Office: OwnerEntry.com.
$2,700,000
5 Beds ⋅ 4 Baths ⋅ 73354743 MLS
Weston Southside Gambrel Colonial blends historic character and stylish upgrades. This spacious 5 bedroom 3 ½ bath residence, originally built in the 1930s, underwent a massive recent renovation resulting in a perfect marriage of charm with modern finishes and amenities. The living space is highlighted by a stunning kitchen with carrara marble countertops, massive 15 foot island and top tier appliances. The kitchen connects seamlessly to the dining area and family room which features rustic beamed ceilings and cozy fireplace. A formal living room is also found on this level. The upstairs offers an inviting primary ensuite and 2 additional bedrooms and full bath. There are two more bedrooms and another full bath accessed by a separate staircase, perfect for in-laws, au pair, multi generational living or private guest quarters. The finished lower level provides additional living spaces. There is a 2 car garage, private stone patio and great backyard on the private and serene 1+ acre lot.

19 Pelham Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$5,500
3 Beds ⋅ 3 Baths ⋅ 73380119 MLS
Spacious, 7 room 3 bedroom, 2.5 bath stand-alone townhouse offers an open floor plan and abundant natural light in the popular, south side Winter Gardens condo community. An expansive foyer welcomes you into the living room with cathedral ceiling, fireplace and sliders to the patio, a spacious dining room, sunny, well appointed kitchen featuring both an island and an eat-in area, a half bath, plus a primary bedroom with private bathroom and walk in closet. Upstairs are two huge bedrooms with great closet space that are connected by a loft area and a full bath. Stackable washer and dryer on 1st floor. Immense storage in basement. Central air. Gas heat. Hardwood floors. One car garage with automatic door opener. Lawn and snow removal included. Sidewalks to Weston Middle and High School.

26 Dickson Lane Unit 26, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$3,610,000
5 Beds ⋅ 8 Baths ⋅ 73345567 MLS
This custom-built Weston estate is designed for modern living. The first floor features a formal living room with fireplace, an expansive dining room, and a sunlit study with built-ins. The chef’s kitchen is the heart of the home, boasting an oversized island, custom cabinetry, top-tier appliances, and a dining area that opens to a fireplaced family room. French doors lead to a spacious wraparound deck and private backyard oasis with a fire pit and hot tub—ideal for entertaining. Upstairs, the luxurious Primary includes a walk-in closet and spa-like bath, plus three en-suite bedrooms and a convenient laundry room. Additional features include front and back stairs, a huge mudroom with cubbies and ½ bath leading to the 3-car heated garage, plus a separate au pair/in-law suite.The finished lower level offers a game room, gym, theater, music room, wine cellar, and full bath. Access top Weston schools, easy commuting routes, miles of trails, and sidewalks to town, this home is a rare gem!

22 Laurel Rd, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$6,500
4 Beds ⋅ 3 Baths ⋅ 73377240 MLS
Welcome to 30 Warren Avenue, a beautifully maintained single-family home nestled in a quiet and desirable Weston neighborhood. This spacious residence offers 4 bedrooms and 3 bathrooms, featuring a bright and functional layout perfect for comfortable living.Highlights include a sun-filled living room with hardwood floors, a formal dining area, and a fully equipped kitchen with modern appliances. Enjoy outdoor living with a private backyard and patio, ideal for relaxing or entertaining. Located within the top-rated Weston school district and conveniently close to highways, shopping, and walking trails, this home offers the perfect balance of privacy and accessibility.

30 Warren Ave, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.
$11,000
4 Beds ⋅ 5 Baths ⋅ 73367988 MLS
Available 08/01/2025! Introducing a contemporary Colonial-style single-family in the heart of Weston's coveted Southside. This beautiful home was renovated and expanded with luxurious fixtures and finishes. The main living level features an open-concept living/dining room that connects to the eat-in chef's kitchen featuring Subzero appliances, a wet bar, a huge island, a large family room, a private home office, and a full bathroom. Four bedrooms are on the second floor with walk-in closets, 2 full bathrooms, and laundry. The lower level features a playroom, bonus room, and 2nd laundry. Easy access to MA Pike/ I95, top-rated Weston schools, Reservoirs, and Wellesley Farm T-station.

17 Hawthorne Ln, Weston

Listing courtesy of Listing Agent: Qian Zhang from Listing Office: Blue Ocean Realty, LLC.
$6,000
4 Beds ⋅ 2 Baths ⋅ 73361098 MLS
A charming piece of New England history on one of Weston's most picturesque roads! This beautifully maintained property, originally built around the time of the Civil War, offers a unique blend of historic charm and modern convenience. The main level features an inviting eat-in kitchen, spacious dining and living areas with built-in storage, a light-filled family room, full bath, office nook, and convenient laundry facilities. Upstairs, you'll find four well-appointed bedrooms and another full bath.Tenants will enjoy the flexibility of updating or maintaining the property as they see fit, as all utilities, repairs, and maintenance are their responsibility. Nestled among mature trees and boasting a detached garage/work-shed, this home offers a serene retreat with easy access to Wellesley, highways, conservation trails, and Weston's top-rated public schools. Don't miss your chance to make this historic gem your new home!

445 Glen Road, Weston

Listing courtesy of Listing Agent: Qian Zhang from Listing Office: Blue Ocean Realty, LLC.
$8,000
4 Beds ⋅ 3 Baths ⋅ 73357263 MLS
Tucked away on a peaceful dead-end street, this stunning 4-bedroom, 2.5-bath mid-century gem offers the perfect blend of privacy and convenience, with breathtaking water views. The main level boasts a spacious living room with a wrap-around fireplace, formal dining room, and a cozy enclosed sunroom. The eat-in kitchen seamlessly flows into a family room featuring a soaring cathedral ceiling, radiant heating, and oversized windows that fill the space with natural light. Upstairs, you'll find three generous bedrooms, including an en suite primary. The walkout lower level provides even more living space, with a playroom, exercise area, office, and a fourth bedroom. Just minutes from top-ranked schools, major highways, the commuter rail, and a neighborhood ball field this sought-after Southside neighborhood offers easy access to scenic trails—perfect for nature lovers seeking a tranquil retreat close to all amenities. Home being rented furnished.

12 Hawthorne Lane, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$2,600,000
5 Beds ⋅ 4 Baths ⋅ 73356053 MLS
Step into this gracious Weston Estates home prominently sited on a private 1.37 acre property. The updated kitchen with a large eating island and breakfast area overlooks a pool house with a kitchen and bathroom and a new gunite pool. The spacious living room with a beautiful picture window and adjoining family room with large glass sliders lead to the outside stone patio and backyard. An elegant wood paneled office with a brick fireplace and a functional mudroom complement the formal living spaces. The impressive primary suite includes a walk-in closet with built-ins, a luxurious full bath, and two additional closets for optimal storage. Completing the upper level is an ensuite bedroom along with 3 additional bedrooms and a generous laundry room. Excellent potential for expansion with a 6 bedroom septic system. A rare opportunity to live in a coveted neighborhood surrounded by Estate properties. Conveniently located near Weston's top schools and offering an easy commute to Boston.

80 Black Oak Rd, Weston

Listing courtesy of Listing Agent: Mizner + Montero from Listing Office: Gibson Sotheby's International Realty.
$3,300
1 Beds ⋅ 2 Baths ⋅ 73355274 MLS
On the first floor this beautiful one bedroom cape has great living or family room, cozy kitchen area and heated high ceiling office with big window . Bright bedroom with skylight, big walking in closet and a full bathroom with balcony overlooking Stony brook water views consist of second floor. The lower level has a finished bonus room, cedar closet and above 1000 sqft unfinished space. Close to Market basket, Costco. Easy access to I 95. Property has Eufy (camera recording system). Co-broke compensation 50/50.

270 North Ave, Weston

Listing courtesy of Listing Agent: Liyuan Bai from Listing Office: Advisors Living - Boston.
$9,200,000
5 Beds ⋅ 6 Baths ⋅ 73353297 MLS
This exquisite, custom shingle style estate is a masterpiece of sophistication and charm, nestled in one of Weston's most sought-after South Side neighborhoods. The elegant 5-bedroom, 5.5-bathroom home showcases top-tier finishes throughout. In addition to the gourmet kitchen, spacious family room and living room, home office and five-bedrooms which includes a primary with luxurious bath, the home is complemented by an impressive lower level featuring a golf simulator, gym, expansive wine room and sleek, modern bar for ultimate leisure and entertainment. The highlight of this property is the five star resort-style backyard, offering unparalleled outdoor relaxation and enjoyment. With a contemporary pool and spa, a spacious outdoor kitchen featuring all the bells and whistles, a recreation pavilion with stone fireplace and heaters, and the breathtaking landscape design, this home is a haven you won't want to leave. Close to major routes, trails, and top schools.

56 Doublet Hill Rd, Weston

Listing courtesy of Listing Agent: The Shulkin Wilk Group from Listing Office: Compass.
$802,000
2 Beds ⋅ 2 Baths ⋅ 73364903 MLS ⋅ ['Stonegate'] BLDG.
Welcome to this beautifully maintained two-bedroom, garden-style condominium in the desirable Stonegate community of Weston. Offering the ease of single-level living, this home features a gracious formal living room with fireplace that flows seamlessly into the dining area—perfect for entertaining. Sliding glass doors lead to a private bluestone patio, ideal for morning coffee or evening relaxation. The bright, white kitchen boasts serene views and ample cabinetry, creating a cheerful space for everyday living. The spacious primary offers generous closet space and an en suite bath. A versatile second bedroom easily doubles as a home office or den, complemented by a second full bath with in-unit laundry. Additional highlights include two deeded parking spaces, and the convenience of maintenance-free living. Surrounded by miles of conservation land, with access to the bike trail and just moments from charming Weston Town Center, this exceptional home blends tranquility with convenience.

105 Jericho Road Unit 105, Weston

Listing courtesy of Listing Agent: Denise Mosher from Listing Office: Coldwell Banker Realty - Weston.
$1,880,000
5 Beds ⋅ 4 Baths ⋅ 73353964 MLS
Nestled on 2.28 acres, 47 School Street seamlessly blends New England charm with modern updates in a prime Weston location. Just steps from three elementary schools and the library, this property features an in-ground pool, an expansive patio, a two-story barn, and a three-car garage. Inside, a grand foyer leads to a formal living room with a fireplace, a dining room with period details, and a newly updated main kitchen that flows into a cozy family room. Upstairs, you’ll find five spacious bedrooms, three full baths, and a laundry room. A separate-entry in-law suite, renovated in 2014, includes a legal kitchen, two bedrooms, living and dining areas, and its own laundry. Recent upgrades include new windows (2014), a second kitchen remodel (2014), heating system updates (2016 & 2018), and fresh exterior paint (2024). This is a rare opportunity to own a beautifully updated home on a large private lot in Weston’s highly desirable south side!

47 School St, Weston

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.
$4,650
3 Beds ⋅ 3 Baths ⋅ 73379900 MLS
This elegantly remodeled, Attached single-family home spans three floors of comfortable living space. The second floor boasts two bedrooms, each with an en-suite bathroom, offering privacy and convenience. The third floor features a versatile finished attic, perfect for a playroom or home office. The open-concept first floor includes a stunning kitchen equipped with quartz countertops and premium appliances. Additionally, there's a spacious bedroom on the first floor, ideally suited for elderly occupants. Located in a prime area, this home is just a short walk from the town's train station, offering unparalleled value and accessibility.

130 Viles Street Unit 130, Weston

Listing courtesy of Listing Agent: Yuan Li from Listing Office: Yuan's Team Realty.
$5,420,000
6 Beds ⋅ 8 Baths ⋅ 73355928 MLS
Perfect South Side spot! 1.5 acres of gorgeous land! HUGE backyard!!! Incredible design choices for this 7500 sq ft New Construction home on 3 levels. Large open custom kitchen with stunning hood, incredible details, hidden walk-in food pantry and wine storage opens to cathedral ceiling great room with beams plus fireplace. Formal spaces with wainscoting, wet bar and designer lighting. Private first floor office. Large mudroom off of 3 car garage. Incredible main suite w/ spa-like bath, walk-in closet and fireplace. 4 additional beds all similar in size with en-suite baths, walk-in closets and very high ceilings. Laundry with double washer/dryer hook ups. Walk out lower level with 1200 sq ft of finished space with 6th bed/bath, playroom, exercise, great storage and even an infrared sauna. Bluestone patio off of lower level. Gorgeous deck that overlooks large flat yard with room for a pool or sports court. Fabulous combination of incredible home & location. Close to schools!

57 Westcliff Road, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$6,600,000
5 Beds ⋅ 11 Baths ⋅ 73307899 MLS
One of Weston's iconic gated estate properties! One of a kind design w/ over 9500 sq ft of space on 8.83 acres. Enter thru impressive gates & extensive parking w/ circular drive. Walk into stunning living room w/ 27 foot ceilings & 2 story oversized windows overlooking impressive yard w/ pool, fountain & pool house. Very open floor plan w/ media room plus game room w/full bar & FP. Kitchen oversized island & white cabinetry. Library w/ floor to ceiling bookshelves. Huge main suite w/ 2 walk-in closets & 2 baths. One bath w/dramatic sunken tub & amazing views. Private patio. 2 additional beds similar in size w/ walk-in closets & en suite baths. Office adjacent to main bed. Very large mudroom w/ laundry, 2 more bedroom each en suite w/ sitting room on 2nd floor perfect for guests/staff. Huge LL. This home is unlike any other! Perfect for everyday living & amazing home for entertaining! 8 full 3 half bths. Super close to Pike w/ Boston access, 2 country clubs & top rated Weston Schools.

275 South Ave, Weston

Listing courtesy of Listing Agent: Melissa Dailey from Listing Office: Coldwell Banker Realty - Wellesley.
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 73366625 MLS
Privately sited on a beautiful landscaped lot, this stunning home built in 2015 offers more than 5,000 sq ft of living space across four finished levels. The open-concept layout features a chef’s kitchen with large island and dining area, flowing into a spacious living room with gas fireplace and sliders to the private, level backyard—ideal for entertaining. A dramatic double-height foyer leads to a formal dining room. The second floor includes a serene primary suite with spa-like bath and walk-in closet plus three additional bedrooms and a full bath. The finished third floor is perfect for a home office or playroom. The finished lower level offers a second kitchen, recreation space, bedroom, and full bath—ideal for guests or multigenerational living. Located in a convenient and sought-after Weston neighborhood, this home blends modern style with exceptional space and flexibility. Third floor and basement pictures to be added.

200 South Ave, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
$4,690,000
5 Beds ⋅ 8 Baths ⋅ 73337922 MLS
This spectacular private compound, spanning over 3.5 acres, offers direct access to the Weston Reservoir and miles of conservation land and trails. Thoughtfully designed for optimal living and entertaining, the property includes three distinct structures. The five-bedroom main home, built in 1790, has been masterfully expanded and renovated to combine modern conveniences with period charm, featuring wide pine flooring and original fireplaces. A magnificent barn, constructed in 2012, boasts an indoor basketball court and handsome entertainment space complete with a grand stone fireplace and screened porches that effortlessly blend indoor and outdoor living. The separate three-car carriage house includes a fully finished second level. A private tennis court and sweeping lawns offer breathtaking views, making this an exceptional all season outdoor retreat. The beautiful landscape is enhanced with fieldstone walls, bluestone patios, sitting areas, perennial gardens, and specimen trees.

131 Newton St, Weston

Listing courtesy of Listing Agent: Dean Poritzky from Listing Office: Engel & Volkers Wellesley.
$2,450,000
5 Beds ⋅ 6 Baths ⋅ 73345637 MLS
Located in Weston Town Center this distinguished home known as the Otis Hunt House offers both historical significance and modern convenience.The home’s interior boasts high ceilings, intricate original details and hardwood floors throughout. The home's historic charm is preserved while enhanced with the finest amenities with several updates, renovations and expansions. The living areas are complemented by a formal living room, formal dining room w/fireplace, exquisite library w/fireplace, spacious kitchen w/informal dining area, fabulous oversized great room w/fireplace & two mudrooms. The second and third levels feature 5 bedrooms and 4 baths, two offices including a luxurious primary suite with fireplace. Exquisitely sited on 1.0 acre offering a serene environment with mature landscaping and private grounds. Enjoy the outdoor blue stone patio w/fireplace, spacious enclosed gazebo, stone hot tub and lovely grounds ideal for play. Close to Weston’s schools and major commuting routes.

338 Boston Post Road, Weston

Listing courtesy of Listing Agent: Deena Powell from Listing Office: Advisors Living - Weston.

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