Weston, MA Homes

/20
$1,600,000 Sold Jun 12, 2025
- 3,105 Sq Ft
- $515/SF
- 6 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1945
2 Lantern Ln, Weston, MA 02493

Nestled on a quiet, desirable cul-de-sac, this picture-perfect 4-bedroom, 2.5-bath Cape offers the perfect blend of charm, comfort, and convenience. The main level features an inviting open floor plan with a kitchen, dining room, large family room, and a front-to-back living room with a cozy fireplace, plus a convenient half bath. Upstairs, the generously sized primary bedroom is accompanied by

Nikki Milott McCay Advisors Living - Weston

2 Lantern Ln, Weston, MA 02493

/38
Est $2,627,501 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,580 Sq Ft
11 Beaver Rd, Weston, MA 02493

11 Beaver Rd, Weston, MA 02493

/41
$6,195,000
- 5 Beds
- 7 Baths
- 8,210 Sq Ft
72 Love Ln, Weston, MA 02493

Quality construction and fine finishes define this sophisticated residence tranquilly sited on one of Weston’s most coveted streets. This exceptional home offers over 8200 sqft of luxurious living space w/soaring ceilings throughout. Expansive foyer opens into airy floor plan including formal living w/fireplace, spacious dining room, private office, gourmet kitchen w/custom cabinetry & large

Deena Powell Advisors Living - Weston

72 Love Ln, Weston, MA 02493
/39
$5,500,000 Sold Jun 05, 2025
- 13,731 Sq Ft
- $401/SF
- 165 Days On Market
- 5 Beds
- 9 Baths
- Built 2009
33 Skating Pond Rd, Weston, MA 02493

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

rosemary mccready Compass

33 Skating Pond Rd, Weston, MA 02493

/36
Est $3,175,014 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 5,414 Sq Ft
162 Winter St, Weston, MA 02493

162 Winter St, Weston, MA 02493

/27
$1,595,000
217 Summer St, Weston, MA 02493

Great opportunity to finish your dream home. Scenic tree-filled lot complete with a picturesque creek for a serene, natural setting. This single family home has been gutted and is awaiting a homeowner ready-to-build, offering the perfect foundation to craft your custom house. Only a foundation and frame exists. Near top schools in the state. Exceptional access to both I-95 and I-90, making

Eric Glassoff Coldwell Banker Realty - Brookline

217 Summer St, Weston, MA 02493
/31
$2,060,000 Sold Jun 04, 2025
- 3,734 Sq Ft
- $552/SF
- 3 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1964
15 Bakers Hill Rd, Weston, MA 02493

This beautifully updated, Colonial will amaze you with its extensive updates, sophisticated details and natural light throughout. The welcoming foyer leads to a fireplaced, spacious living room and grand dining room. The modern kitchen offers a coffee and wine bar, center island and bright eat-in area offering access to an updated and expanded deck overlooking the gorgeous backyard. The adjoining

Beyond Boston Properties Group Compass

15 Bakers Hill Rd, Weston, MA 02493

/41
Est $4,400,534 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,657 Sq Ft
92 Country Dr, Weston, MA 02493

92 Country Dr, Weston, MA 02493

/34
$12,895,000
- 7 Beds
- 11 Baths
- 12,120 Sq Ft
21 Chestnut St, Weston, MA 02493

This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room

Maggie Gold Seelig MGS Group Real Estate LTD

21 Chestnut St, Weston, MA 02493
/39
$2,650,000 Sold Jun 03, 2025
- 5,444 Sq Ft
- $487/SF
- 223 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2015
82 Brook Rd, Weston, MA 02493

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

Denise Mosher Coldwell Banker Realty - Weston

82 Brook Rd, Weston, MA 02493

/26
Est $3,337,176 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,237 Sq Ft
96 Country Dr, Weston, MA 02493

96 Country Dr, Weston, MA 02493

/29
$7,498,000
- 5 Beds
- 9 Baths
- 11,300 Sq Ft
180 Highland St, Weston, MA 02493

This gated custom-built estate exudes elegance and unparalleled craftsmanship. Set on three sprawling acres and surrounded by conservation land, the private setting makes it the ideal retreat for those seeking luxury and comfort. The home’s classic shingle style blends seamlessly with the lush surrounding landscape. Once inside, the rich, intricate wood trim throughout the home sets the tone for

Teri Adler MGS Group Real Estate LTD - Wellesley

180 Highland St, Weston, MA 02493
/42
$6,350,000 Sold Jun 02, 2025
- 8,278 Sq Ft
- $767/SF
- 85 Days On Market
- 6 Beds
- 6.5 Baths
- Built 2025
5 Walnut Rd, Weston, MA 02493

Sophisticated transitional shingle style new construction on a level South Side lot. Quality finishes w/ exceptional lighting design & attention to detail. Fluted rift-cut white oak kitchen with oversized 6-seat island, built-in banquette & custom breakfast table. Family & Sun room w/ gas fireplaces. Butler’s pantry w/ wine cooler & dishwasher connects to dining room w/ built-in cabinetry.

Chaplin Partners Compass

5 Walnut Rd, Weston, MA 02493

/31
Est $2,380,517 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,805 Sq Ft
26 Bullard Rd, Weston, MA 02493

26 Bullard Rd, Weston, MA 02493

/42
$19,850,000
- 7 Beds
- 12 Baths
- 18,725 Sq Ft
67 Byron Rd, Weston, MA 02493

Timeless elegance meets modern luxury in this extraordinary Weston estate, situated on 5.3 stunning acres just minutes from Boston. Built by a renowned local builder and reimagined with Leslie Fine Interiors, this home blends superior craftsmanship, global influences and design. Bright, inviting spaces include a newly renovated kitchen, luxurious primary suite, soaring ceilings, and dramatic

Maggie Gold Seelig MGS Group Real Estate LTD

67 Byron Rd, Weston, MA 02493
/38
$2,550,000 Sold May 29, 2025
- 4,071 Sq Ft
- $626/SF
- 15 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1975
30 Trailside Rd, Weston, MA 02493

Located in the desirable South Side neighborhood, this pristine residence is sited on 1.9 acres of land at the end of a cul de sac. Extensively updated this colonial w/ contemporary flair, has a wonderful open floor plan which maximizes flow & function. Designed for today’s style of living offering ample space for grand scale entertaining as well as cozy gatherings, & the best of indoor-outdoor

Kennedy Lynch Gold Team Hammond Residential Real Estate

30 Trailside Rd, Weston, MA 02493

/12
Not Listed For Sale
- 6 Beds
33 Bullard Rd, Weston, MA 02493

33 Bullard Rd, Weston, MA 02493

/31
$13,955,000
- 7 Beds
- 8.5 Baths
- 13,555 Sq Ft
15 Claridge Dr, Weston, MA 02493

Enter through gates and arrive at an extraordinary English Country Manor sited on 3.75 acres on a private road in a premier estate neighborhood on the south side of Weston. Designed by a legendary architect and featured in major magazines, this one of a kind custom built residence offers 20 rooms of jaw dropping beauty including a spectacular two story grand entrance hall. This rare property is

rosemary mccready Compass

15 Claridge Dr, Weston, MA 02493
/23
$1,525,000 Sold May 28, 2025
- 2,369 Sq Ft
- $644/SF
- 3 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1929
7 Highland St, Weston, MA 02493

This beautifully renovated 4-bedroom brick colonial blends elegance with modern design, offering over 2,350 sq ft of living space. Every detail has been thoughtfully updated for both style and functionality. The first floor features a spacious family room with wall-to-wall windows, filling the space with natural light, complemented by hardwood floors and a wood-burning fireplace, perfect for

Dean Poritzky Engel & Völkers Wellesley

7 Highland St, Weston, MA 02493

/16
Est $3,682,298 Not Listed For Sale
- 5 Beds
- 5 Baths
- 4,772 Sq Ft
65 Orchard Ave, Weston, MA 02493

65 Orchard Ave, Weston, MA 02493

/38
$7,850,000
- 6 Beds
- 6.5 Baths
- 8,800 Sq Ft
12 Robin Rd, Weston, MA 02493

This Contemporary designed by a prominent architect and located in the Country Club neighborhood is inspired by the Japandi style which combines the serenity of Japanese architecture with the organic nature of Scandinavian design. A father/son collaboration, this home’s sophisticated details abound from the illuminated floating staircase to a semi-enclosed courtyard with a deck and sunken patio.

Mizner+ Montero Gibson Sotheby's International Realty

12 Robin Rd, Weston, MA 02493
/27
$1,050,000 Sold May 23, 2025
- 1,628 Sq Ft
- $645/SF
- 15 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1880
12 Highland St, Weston, MA 02493

Whether you envision a full renovation or an elegant new build, this 8-room home, 3 bedrooms, 1.5 baths, 1-car garage is your blank canvas situated on 1 Acre lot. The essentials are in place with a brand-new septic system and a new furnace- just bring your creativity and customize the space to your exact needs & preferences. Top rated schools and fantastic commuter location, walking distance to

Esin Susol Team William Raveis R. E. & Home Services

12 Highland St, Weston, MA 02493

/42
Est $2,588,450 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,846 Sq Ft
26 Bittersweet Ln, Weston, MA 02493

26 Bittersweet Ln, Weston, MA 02493

/7
$6,488,000 New Construction
- 6 Beds
- 8 Baths
- 7,501 Sq Ft
15 Whitney Tavern Rd, Weston, MA 02493

New construction meets timeless design at this striking estate in Weston. Set on a beautifully landscaped lot, this home blends classic architecture with sleek modern finishes. Sun-bathed rooms, high ceilings, and seamless indoor-outdoor flow define the main level, which includes a guest or first-floor primary suite, 2 powder rooms, and a chef’s kitchen with Wolf/Sub-Zero appliances. The second

Maggie Gold Seelig MGS Group Real Estate LTD

15 Whitney Tavern Rd, Weston, MA 02493
/24
$425,700 Sold May 23, 2025
- 1,216 Sq Ft
- $350/SF
- 42 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2002
1 Livermore Ln, Weston, MA 02493

Entry-Only Listing. Buyers to do all due diligence. Deed Restrictions Apply. Applicant Qualifications Include: 2024 Income Limits (150% of area median income): 1 person $156,345; 2 person $178,680; 3 person $201,015; 4 person - $223,350; 5 person $241,218; 6 person - $259,086. Household Asset Limit $250,000.

Jason Mahoney Esq. Vitruvius Realty

1 Livermore Ln, Weston, MA 02493

/37
Est $1,870,137 Not Listed For Sale
- 6 Beds
- 5 Baths
- 4,062 Sq Ft
346 South Ave, Weston, MA 02493

346 South Ave, Weston, MA 02493

/7
$7,295,000 New Construction
- 5 Beds
- 7.5 Baths
- 8,200 Sq Ft
5 Deer Path Ln, Weston, MA 02493

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

Beyond Boston Properties Group Compass

5 Deer Path Ln, Weston, MA 02493
/23
$2,030,000 Sold May 15, 2025
- 4,800 Sq Ft
- $423/SF
- 5 Days On Market
- 7 Beds
- 3 Baths
- Built 1958
14 Bradford Rd, Weston, MA 02493

Rare opportunity to move into this well-loved home, custom built & designed by the original owners in sought after Bradford rd neighborhood. This extraordinary large home will accommodate the largest of families. Consisting of a total of eleven rooms, seven bedrooms and three full baths. Featuring a mid-century modern design with an open concept first floor living area with over sized windows and

Britta Reissfelder Coldwell Banker Realty - Canton

14 Bradford Rd, Weston, MA 02493

/30
Est $2,081,948 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,960 Sq Ft
279 South Ave, Weston, MA 02493

279 South Ave, Weston, MA 02493

/42
$1,795,000 Pending
- 4 Beds
- 3.5 Baths
- 3,220 Sq Ft
50 Hubbard Rd, Weston, MA 02493

Welcome to this beautiful Royal Barry Wills Colonial in a highly sought-after South Side location with 4 bedrooms and 3.5 baths sitting on over 2 acres of mature landscaping, abutting conservation and walking trails. The large living room with fireplace, crown molding, and large windows overlooks serene wooded views. The dining room opens to a screened porch and brick terrace, perfect for

Douglas Nahigian Douglas Elliman Real Estate - Wellesley

50 Hubbard Rd, Weston, MA 02493
/21
$2,680,000 Sold May 15, 2025
- 5,660 Sq Ft
- $473/SF
- 5 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1987
27 Brenton Rd, Weston, MA 02493

West Coast meets East Coast at this chic & cool contemporary oasis. Situated on a cul de sac among a very private 2.33 acres in desirable south side Weston. Inside you’ll be welcomed by a 2 story foyer, floor to ceiling windows which surround the shiny white modern chefs kitchen & open up to a FR adorned with a stone fireplace that brings in that cozy NE charm. A modern front to back fireplace in

Sheryl Simon Gibson Sotheby's International Realty

27 Brenton Rd, Weston, MA 02493

/41
Est $5,389,915 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 12,000 Sq Ft
451 Wellesley St, Weston, MA 02493

451 Wellesley St, Weston, MA 02493

/42
$6,888,000 Pending
- 7 Beds
- 11 Baths
- 10,642 Sq Ft
154 Newton St, Weston, MA 02493

Custom modern new construction on 2.26 acres overlooking the Weston Golf Club. Generous spaces with 3 primary-sized suites, 33' x 44' indoor court, and unusual ceiling height on all four levels: 11’ 1st floor, 10’10” 2nd floor, 11’5” fitness / golf sim area, and 20’11” recreation court. 6+ garage bays. Steel beam construction. Walnut kitchen with 16’ island, large pantry, and oversized back deck.

Chaplin Partners Compass

154 Newton St, Weston, MA 02493
/40
$2,750,000 Sold May 15, 2025
- 4,149 Sq Ft
- $663/SF
- 6 Days On Market
- 4 Beds
- 4 Baths
- Built 1981
200 Hickory Rd, Weston, MA 02493

**OPEN HOUSE SAT 2/22 & SUNDAY 2/23 11:30-1:00 *** Looking for a wonderful Southside location? Well this one comes with a lovely center entrance colonial sitting on a beautiful 1.4 acre lot. This custom built home has 4 beds, 2 full & 2 half baths and plenty of room for entertaining. The newer eat-in kitchen opens to a beautiful patio & fenced yard and flows seamlessly with the family room

Diane Capodilupo Diane Capodilupo & Company

200 Hickory Rd, Weston, MA 02493

/38
Est $3,075,846 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,795 Sq Ft
483 Wellesley St, Weston, MA 02493

483 Wellesley St, Weston, MA 02493

/34
$1,495,000 Pending
- 3 Beds
- 2.5 Baths
- 2,685 Sq Ft
15 Hobbs Brook Rd, Weston, MA 02493

Original owner gem! This 3-bedroom, 2.5-bath brick ranch is ideally situated on a spectacular, flat acre lot in a cul-de-sac neighborhood. Inside, you'll find an updated eat-in kitchen with granite countertops, stainless steel appliances, and a seamless flow into a comfortable family room & sunroom — ideal for everyday living. The formal dining room, living room with stunning Tennessee marble

Denise Mosher Coldwell Banker Realty - Weston

15 Hobbs Brook Rd, Weston, MA 02493
/36
$2,960,000 Sold May 15, 2025
- 4,624 Sq Ft
- $640/SF
- 4 Days On Market
- 4 Beds
- 6 Baths
- Built 1940
243 Ridgeway Rd, Weston, MA 02493

Beautifully renovated and expanded, this 1940 Colonial exudes warmth and charm with a thoughtful blend of original features & modern updates. A sun-splashed foyer opens to a gorgeous front to back living room with fireplace, and french doors leading to a sunroom with windows on three sides. Elegant dining room & adjoining butler's pantry flow into beautiful bright eat- in kitchen with expansive

The Shulkin Wilk Group Compass

243 Ridgeway Rd, Weston, MA 02493

/33
Est $3,529,844 Not Listed For Sale
- 5 Beds
- 7 Baths
- 6,600 Sq Ft
3 Brown St, Weston, MA 02493

3 Brown St, Weston, MA 02493

/42
$1,495,000 Pending
- 3 Beds
- 3 Baths
- 2,418 Sq Ft
96 Conant Rd, Weston, MA 02493

Nestled in the idyllic town of Weston this charming Colonial Farmhouse sits on a 1.02 acre of land with fruit trees and garden abutting 8 acres of wooded conservation. Interior foyer with French doors leads to spacious sun-drenched living room, fireplace, Stunning bay window flanked by built-ins Slider leads to three season porch and deck overlooking private backyard teaming with wildlife.

Helen Kondi Worldwide Realty

96 Conant Rd, Weston, MA 02493
/3
$3,500,000 Sold May 09, 2025
- 4,000 Sq Ft
- $875/SF
- 3 Days On Market
- 3 Beds
- 5 Baths
- Built 2010
8 Kettle Ln Unit 8, Weston, MA 02493

Discover the epitome of luxury living in Weston’s premier active adult community, Highland Meadows. This stunning 10-room, 3-bedroom, 3 full and two half bath single-family home offers approximately 4000 square feet of living space, thoughtfully designed and built to luxury specifications. From the gracious foyer, step into the living room with a cozy fireplace, perfect for relaxing evenings.

Leah Hart Coldwell Banker Realty - Weston

8 Kettle Ln Unit 8, Weston, MA 02493

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Massachusetts Middlesex County Weston

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