Weston, CT Homes

• 

  $1,400,000 Sold Nov 10, 2025

  17 Grays Farm Rd, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 3,166 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Below List Price
  • $442/SF
  • 106 Days On Market

  Current Estimated Value $1,425,504

  Last Listing Agent Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
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• 

  Est $1,251,050 Not Listed For Sale

  440 Newtown Turnpike, Weston, CT 06883

  • 4 Beds
  • 4 Baths
  • 4,168 Sq Ft
  • Built 1935

  440 Newtown Turnpike, Weston, CT 06883

  Last Sold Summary

  • 28% Above List Price
  • $234/SF
  • 24 Days On Market

  • Last Sold Price $975,000
  • May 03, 2023

  Last Listing Agent Merry Hampton William Raveis Real Estate
• 

  

  

  /40

  $1,495,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,888 Sq Ft

  4 Trails End Rd, Weston, CT 06883

  This beautifully renovated 4-bedroom Colonial in Lower Weston, Connecticut, exemplifies exceptional craftsmanship and attention to detail throughout. Set on a level, two-acre corner lot, the home offers both privacy and a tranquil setting. The modern kitchen features top-quality finishes and flows seamlessly into the family and dining rooms, overlooking a picturesque backyard. The living room,

  Bozena Tisch Coldwell Banker Realty

  4 Trails End Rd, Weston, CT 06883
• 

  $1,150,000 Sold Dec 08, 2025

  5 Walker Ln, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 4,792 Sq Ft
  • Built 1986

  Last Sold Summary

  • 16% Below List Price
  • $240/SF
  • 84 Days On Market

  Current Estimated Value $1,169,658

  Last Listing Agent Ryan Loechner William Pitt Sotheby's Int'l

  5 Walker Ln, Weston, CT 06883
• 

  Est $1,344,381 Not Listed For Sale

  21 Cavalry Rd, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 3,366 Sq Ft
  • Built 1963

  21 Cavalry Rd, Weston, CT 06883

  Last Sold Summary

  • 4% Above List Price
  • $385/SF
  • 14 Days On Market

  • Last Sold Price $1,295,000
  • Jan 17, 2025

  Last Listing Agent Michelle Genovesi William Raveis Real Estate
• 

  

  /40

  $1,595,000

  • 5 Beds
  • 5 Baths
  • 4,370 Sq Ft

  21 Laurel Lake E, Weston, CT 06883

  Experience the best of Fairfield County living in this immaculate, sun drenched Colonial, perfectly situated to take in peaceful views of Laurel Lake. More than a home, this is a true private retreat-thoughtfully designed for both relaxed everyday living and effortless entertaining. The spacious cook's kitchen flows seamlessly to an expansive stone patio overlooking the water, complete with an

  Peter Depalo William Raveis Real Estate

  21 Laurel Lake E, Weston, CT 06883
• 

  $2,500,000 Sold May 22, 2025

  48 Cavalry Rd, Westport, CT 06880

  • 4 Beds
  • 4 Baths
  • 4,190 Sq Ft
  • Built 1965

  Last Sold Summary

  • $597/SF
  • 9 Days On Market

  Current Estimated Value $2,305,812

  Last Listing Agent Laurie Crouse Coldwell Banker Realty

  48 Cavalry Rd, Westport, CT 06880
• 

  Est $1,464,677 Not Listed For Sale

  5 Good Hill Rd, Weston, CT 06883

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft
  • Built 1940

  5 Good Hill Rd, Weston, CT 06883

  Last Sold Summary

  • 13% Above List Price
  • $317/SF
  • 28 Days On Market

  • Last Sold Price $1,300,000
  • Aug 30, 2024

  Last Listing Agent Lynne Nolan Compass Connecticut, LLC
• 

  

  /39

  $1,645,000

  • 5 Beds
  • 4.5 Baths
  • 3,880 Sq Ft

  14 Langner Ln, Weston, CT 06883

  Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam. Fall in love with 14 Langner's

  Scott Palma William Raveis Real Estate

  14 Langner Ln, Weston, CT 06883
• 

  $2,900,000 Sold Jun 20, 2025

  4 Farrell Rd, Weston, CT 06883

  • 6 Beds
  • 9 Baths
  • 9,057 Sq Ft
  • Built 2006

  Last Sold Summary

  • 9% Below List Price
  • $320/SF
  • 30 Days On Market

  Current Estimated Value $2,916,651

  Last Listing Agent Ellen Fusco Compass Connecticut, LLC

  4 Farrell Rd, Weston, CT 06883
• 

  Est $1,000,237 Not Listed For Sale

  3 Weston Rd, Weston, CT 06883

  • 4 Beds
  • 3 Baths
  • 2,139 Sq Ft
  • Built 1949

  3 Weston Rd, Weston, CT 06883

  Last Sold Summary

  • 43% Above List Price
  • $327/SF
  • 20 Days On Market

  • Last Sold Price $700,000
  • Jul 20, 2023

  Last Listing Agent Jill Wolowitz Berkshire Hathaway Home Services
• 

  

  /26

  $1,525,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 4 Baths
  • 3,822 Sq Ft

  30 Catbrier Rd, Weston, CT 06883

  Tucked away on sought-after Catbrier Road, in a wonderful walking neighborhood, this hidden gem is a beautifully designed 3-4 bedroom home that blends effortless California-inspired living with everyday luxury. Set on 2 private acres, this resort-style property offers an open floor plan filled with natural light and seamless indoor-outdoor flow. Expansive windows and doors open to a backyard

  Jen Kass Higgins Group Bedford Square

  30 Catbrier Rd, Weston, CT 06883
• 

  $950,000 Sold Jul 31, 2025

  4 Wildwood Ln, Weston, CT 06883

  • 4 Beds
  • 2.5 Baths
  • 2,814 Sq Ft
  • Built 1966

  Last Sold Summary

  • 10% Below List Price
  • $338/SF
  • 25 Days On Market

  Current Estimated Value $1,009,825

  Last Listing Agent Peter Carbutti Carbutti & Co., Realtors

  4 Wildwood Ln, Weston, CT 06883
• 

  Est $1,098,744 Not Listed For Sale

  17 Huckleberry Ln, Weston, CT 06883

  • 4 Beds
  • 4 Baths
  • 2,758 Sq Ft
  • Built 1936

  17 Huckleberry Ln, Weston, CT 06883

  Last Sold Summary

  • $399/SF
  • 19 Days On Market

  • Last Sold Price $1,100,000
  • Oct 18, 2024

  Last Listing Agent Sheila Shupack William Raveis Real Estate
• 

  

  /5

  $1,495,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 4,312 Sq Ft

  23 Old Stage Coach Rd, Weston, CT 06883

  **Quintessential New England Charmer - Remodeled for Today's Lifestyle** Wide plank antique flooring and hand-hewn beams welcome you with the warmth and character of a bygone era, while thoughtful updates ensure every modern comfort. The large gourmet kitchen features custom cabinetry, premium countertops, and high-end appliances, opening to a delightful covered porch and two connecting patios

  Lori Di Bartholomeo William Raveis Real Estate

  23 Old Stage Coach Rd, Weston, CT 06883
• 

  $1,200,000 Sold Dec 05, 2025

  260 Lyons Plain Rd, Weston, CT 06883

  • 3 Beds
  • 3.5 Baths
  • 2,668 Sq Ft
  • Built 1946

  Last Sold Summary

  • 4% Above List Price
  • $450/SF
  • 99 Days On Market

  Current Estimated Value $1,186,623

  Last Listing Agent Rita Kirby William Pitt Sotheby's Int'l

  260 Lyons Plain Rd, Weston, CT 06883
• 

  Est $1,717,700 Not Listed For Sale

  23 Huckleberry Ln, Weston, CT 06883

  • 3 Beds
  • 2 Baths
  • 2,263 Sq Ft
  • Built 1964

  23 Huckleberry Ln, Weston, CT 06883

  Last Sold Summary

  • 7% Above List Price
  • $707/SF
  • 14 Days On Market

  • Last Sold Price $1,600,000
  • Nov 10, 2023

  Last Listing Agent Kristi Law William Pitt
• 

  

  /37

  $3,495,000

  • 7 Beds
  • 8 Baths
  • 11,075 Sq Ft

  214 Good Hill Rd, Weston, CT 06883

  Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with

  John Schiaroli Coldwell Banker Realty

  214 Good Hill Rd, Weston, CT 06883
• 

  $1,485,000 Sold Aug 29, 2025

  153 Valley Forge Rd, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 3,896 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $381/SF
  • 86 Days On Market

  Last Listing Agent Ian Defronze Serhant Connecticut, LLC

  153 Valley Forge Rd, Weston, CT 06883
• 

  Est $1,093,291 Not Listed For Sale

  87 Cavalry Rd, Weston, CT 06883

  • 4 Beds
  • 2.5 Baths
  • 2,229 Sq Ft
  • Built 1965

  87 Cavalry Rd, Weston, CT 06883

  Last Sold Summary

  • 25% Above List Price
  • $393/SF
  • 34 Days On Market

  • Last Sold Price $875,000
  • Jun 16, 2023

  Last Listing Agent Kris Kling Compass Connecticut, LLC
• 

  

  /40

  $745,000

  • 4 Beds
  • 4 Baths
  • 3,312 Sq Ft

  274 Lyons Plain Rd, Weston, CT 06883

  This is very special. $7,500 per month income! INVESTOR'S DREAM !! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS-Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens & baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens, newly

  Dagny Eason Dagny's Real Estate

  274 Lyons Plain Rd, Weston, CT 06883
• 

  $1,125,000 Sold Oct 16, 2025

  47 Godfrey Rd W, Weston, CT 06883

  • 2 Beds
  • 1.5 Baths
  • 1,859 Sq Ft
  • Built 1841

  Last Sold Summary

  • 5% Above List Price
  • $605/SF
  • 10 Days On Market

  Current Estimated Value $1,121,272

  Last Listing Agent Jeannette Floto Compass Connecticut, LLC

  47 Godfrey Rd W, Weston, CT 06883
• 

  Est $1,513,094 Not Listed For Sale

  12 Graylock Rd, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 4,376 Sq Ft
  • Built 1961

  12 Graylock Rd, Weston, CT 06883

  Last Sold Summary

  • 12% Above List Price
  • $309/SF
  • 51 Days On Market

  • Last Sold Price $1,350,000
  • Sep 01, 2023

  Last Listing Agent Sandra Calise Cenatiempo Settlers & Traders
• 

  

  /40

  $879,000 Pending

  • 5 Beds
  • 4 Baths
  • 1,223 Sq Ft

  2 & 4 Old Weston Old Weston Rd, Weston, CT 06883

  Rare opportunity to own a historic 2-acre compound featuring a circa 1770 home (1223 SF), charming 1930s cottage (1048 SF), classic barn, and a rare surviving corn crib. An exceptional property rich in New England history & character! Step into the heart of the 1770 home where centuries-old craftsmanship is on full display. Massive hand-hewn beams stretch across the ceiling, beautifully preserved

  Sandra Calise Cenatiempo Settlers & Traders

  2 & 4 Old Weston Old Weston Rd, Weston, CT 06883
• 

  $1,900,000 Sold Sep 03, 2025

  275 Newtown Turnpike, Weston, CT 06883

  • 5 Beds
  • 7 Baths
  • 7,166 Sq Ft
  • Built 2004

  Last Sold Summary

  • 13% Below List Price
  • $265/SF
  • 123 Days On Market

  Current Estimated Value $1,997,077

  Last Listing Agent Adriana Radu Coldwell Banker Realty

  275 Newtown Turnpike, Weston, CT 06883
• 

  Est $1,052,170 Not Listed For Sale

  118 Weston Rd, Weston, CT 06883

  • 4 Beds
  • 2.5 Baths
  • 2,651 Sq Ft
  • Built 1840

  118 Weston Rd, Weston, CT 06883

  Last Sold Summary

  • 42% Above List Price
  • $279/SF
  • 266 Days On Market

  • Last Sold Price $740,000
  • Nov 30, 2023

  Last Listing Agent Sal Spadaccino Gower-Spadaccino Asset Management, LLC
• 

  

  /40

  $1,399,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,310 Sq Ft

  10 Hyde Ridge Rd, Weston, CT 06883

  The dream home you have been waiting for! Tucked at the end of a quiet cul-de-sac just minutes from town center, this artfully sophisticated home has been beautifully redefined into a sleek mini compound set on a spectacular fully cleared level 2 acres. Stylishly updated w/ elegant simplicity, this home offers warm, inviting spaces & seamless indoor-outdoor living. The chef's style kitchen is a

  Max Dober Keller Williams Prestige Prop.

  10 Hyde Ridge Rd, Weston, CT 06883
• 

  $2,388,000 Sold Jul 29, 2025

  9 November Trail, Weston, CT 06883

  • 6 Beds
  • 5.5 Baths
  • 6,349 Sq Ft
  • Built 1996

  Last Sold Summary

  • 9% Above List Price
  • $376/SF
  • 42 Days On Market

  Current Estimated Value $2,371,008

  Last Listing Agent Erica Acheychek Compass Connecticut, LLC

  9 November Trail, Weston, CT 06883
• 

  Est $1,495,190 Not Listed For Sale

  17 Timber Mill Ln, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 4,754 Sq Ft
  • Built 1978

  17 Timber Mill Ln, Weston, CT 06883

  Last Sold Summary

  • 15% Above List Price
  • $273/SF
  • 26 Days On Market

  • Last Sold Price $1,299,000
  • Nov 08, 2024

  Last Listing Agent Cynde Koritzinsky William Pitt
• 

  

  /40

  $1,425,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,151 Sq Ft

  9 Pepperbush Rd, Weston, CT 06883

  A special residential neighborhood characterized by a coveted cul de sac and offering the quiet luxury Weston is known for. Privately sited on Pepperbush Rd, this perfectly maintained and thoughtfully updated Colonial offers over 5,100 sq ft of refined living space. Sun-filled interiors and an elegant layout provide the perfect balance for everyday living and sophisticated entertaining. The

  Sally Bohling Coldwell Banker Realty

  9 Pepperbush Rd, Weston, CT 06883
• 

  $1,199,000 Sold Jun 20, 2025

  255 Newtown Turnpike, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft
  • Built 1950

  Last Sold Summary

  • $363/SF
  • 37 Days On Market

  Current Estimated Value $1,198,824

  Last Listing Agent Carrie Shea Camelot Real Estate

  255 Newtown Turnpike, Weston, CT 06883
• 

  Est $3,735,977 Not Listed For Sale

  35 Kettle Creek Rd, Weston, CT 06883

  • 5 Beds
  • 9 Baths
  • 13,397 Sq Ft
  • Built 2001

  35 Kettle Creek Rd, Weston, CT 06883

  Last Sold Summary

  • $280/SF
  • 39 Days On Market

  • Last Sold Price $3,750,000
  • Jul 21, 2023

  Last Listing Agent Jackie Davis William Raveis Real Estate
• 

  /2

  $4,295,000 Open Fri 10AM - 12PM

  • 5 Beds
  • 8 Baths
  • 8,030 Sq Ft

  48 Kettle Creek Rd, Weston, CT 06883

  NEW...Stunning transitional 5-bedroom estate blending classic curb appeal with a clean, modern interior - beautifully sited on 2.35 private acres. This immaculate five-bedroom home offers five ensuite bedrooms (including a luxurious primary suite), exceptional finishes and thoughtful details throughout:Thermador appliances, high-end fixtures, and gorgeous White Oak floors and handrails that run

  Tom Kelley Coldwell Banker Realty

  48 Kettle Creek Rd, Weston, CT 06883
• 

  $1,200,000 Sold Feb 09, 2026

  27 Rogues Ridge, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 2,910 Sq Ft
  • Built 1951

  Last Sold Summary

  • 3% Above List Price
  • $412/SF
  • 199 Days On Market

  Current Estimated Value $1,224,040

  Last Listing Agent Vickie Kelley Camelot Real Estate

  27 Rogues Ridge, Weston, CT 06883
• 

  Est $1,073,944 Not Listed For Sale

  3 Ledgebrook Ct, Weston, CT 06883

  • 4 Beds
  • 4 Baths
  • 2,682 Sq Ft
  • Built 1962

  3 Ledgebrook Ct, Weston, CT 06883

  Last Sold Summary

  • 33% Above List Price
  • $302/SF
  • 15 Days On Market

  • Last Sold Price $810,000
  • May 25, 2023

  Last Listing Agent Laura Taras Lander Higgins Group Bedford Square
• 

  

  /40

  $3,500,000 Pending

  • 3 Beds
  • 3 Baths
  • 8,500 Sq Ft

  4 Good Hill Rd, Weston, CT 06883

  Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

  Kim Harizman Compass Connecticut, LLC

  4 Good Hill Rd, Weston, CT 06883
• 

  $1,600,000 Sold Jun 23, 2025

  44 Wildwood Ln, Weston, CT 06883

  • 4 Beds
  • 4 Baths
  • 4,037 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $396/SF
  • 75 Days On Market

  Current Estimated Value $1,588,606

  Last Listing Agent Sandra Calise Cenatiempo Settlers & Traders

  44 Wildwood Ln, Weston, CT 06883
• 

  Est $1,409,849 Not Listed For Sale

  137 Weston Rd, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 2,724 Sq Ft
  • Built 1938

  137 Weston Rd, Weston, CT 06883

  Last Sold Summary

  • 3% Below List Price
  • $533/SF
  • 21 Days On Market

  • Last Sold Price $1,452,000
  • Aug 29, 2024

  Last Listing Agent Sarah Fair William Raveis Real Estate
• 

  

  /35

  $2,000,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,481 Sq Ft

  7 Birch Hill Rd, Weston, CT 06883

  Welcome to this recently updated New England retreat with stone walls, a circular gravel driveway, and manicured grounds. Fenced and setback charming 5-bed and 2 full + 2 half baths colonial with sun-filled galleries and rooms. 2 fireplaces, 2-story cathedral ceilings. The modern open-floor kitchen (2025) opens to the dining room, family room, and a large deck. Luxurious MAIN FLOOR primary

  Mikhail Faifman William Raveis Real Estate

  7 Birch Hill Rd, Weston, CT 06883
• 

  $600,000 Sold Jul 02, 2025

  10 Hills End Ln, Weston, CT 06883

  • Land
  • 2.53 Acres
  • $237,154 per Acre

  Last Sold Summary

  • 35 Days On Market

  Current Estimated Value $564,053

  Last Listing Agent Sandra Juliano Berkshire Hathaway NE Prop.

  10 Hills End Ln, Weston, CT 06883

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