Weston, CT Homes

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  /40

  $1,399,995

  Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,506 Sq Ft

  11 Hunt Ln, Weston, CT 06883

  Welcome to 11 Hunt Lane! This charming Colonial delivers lots of space and flexibility while situated at the end of a tranquil cul-de-sac in Lower Weston, near the Westport line. Perfect for entertaining, the sun-filled, spacious interior boasts excellent flow. Enter a charming two-story foyer flanked by a living room with fireplace and dining room with wet bar and sliders to a beautiful backyard

  Denise Melendez Berkshire Hathaway NE Prop.

  11 Hunt Ln, Weston, CT 06883
• 

  $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 $1,448,269

  Last Listing Agent Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
• 

  Est $502,791

  Not Listed For Sale

  78 Birch Hill Rd, Weston, CT 06883

  78 Birch Hill Rd, Weston, CT 06883

  Last Sold Summary

  • 131 Days On Market
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  /38

  $1,049,000

  • 3 Beds
  • 2.5 Baths
  • 2,392 Sq Ft

  123 Lyons Plain Rd, Weston, CT 06883

  Perched atop a private, sun-drenched hill in the heart of Lower Weston, 123 Lyons Plain Road is a masterclass in charm and character. This home strikes the rare balance between secluded retreat and total convenience, located just minutes from the vibrant shopping and dining of Westport, local beaches, and easy commuting via the Merritt Parkway or Metro-North. Once inside the home, the

  Karen Hagen Compass Connecticut, LLC

  123 Lyons Plain 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 $1,213,247

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

  5 Walker Ln, Weston, CT 06883
• 

  Est $583,753

  Not Listed For Sale

  83 Lords Hwy, Weston, CT 06883

  83 Lords Hwy, Weston, CT 06883

  Last Sold Summary

  • 49 Days On Market
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  /32

  $1,250,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 4 Baths
  • 4,344 Sq Ft

  195 Steep Hill Rd, Weston, CT 06883

  Surrounded by nature and complete privacy, this unique home offers a peaceful retreat with exceptional indoor-outdoor living. A large, welcoming entry foyer features tile flooring and a skylight that fills the space with abundant natural light. Hardwood floors and custom windows are found throughout the home.The main level showcases a spacious living room with a wood-burning fireplace and walls

  Jenny Walsh Coldwell Banker Realty

  195 Steep Hill Rd, Weston, CT 06883
• 

  $1,213,000

  Sold Jun 15, 2026

  12 Mountain View Dr, Weston, CT 06883

  • 5 Beds
  • 2.5 Baths
  • 4,092 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Above List Price
  • $296/SF
  • 2 Days On Market

  Current Estimated Value $1,177,807

  Last Listing Agent Jenny Walsh Coldwell Banker Realty

  12 Mountain View Dr, Weston, CT 06883
• 

  Est $1,744,674

  Not Listed For Sale

  205 Davis Hill Rd, Weston, CT 06883

  • 5 Beds
  • 4.5 Baths
  • 5,515 Sq Ft
  • Built 1994

  205 Davis Hill Rd, Weston, CT 06883

  Last Sold Summary

  • 70 Days On Market
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  /10

  $925,000

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  11 Judges Hollow Rd, Fairfield, CT 06824

  This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With

  Lisa Hartmann William Pitt Sotheby's Int'l

  11 Judges Hollow Rd, Fairfield, CT 06824
• 

  $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 $1,018,630

  Last Listing Agent Peter Carbutti Carbutti & Co., Realtors

  4 Wildwood Ln, Weston, CT 06883
• 

  Est $1,224,233

  Not Listed For Sale

  178 Davis Hill Rd, Weston, CT 06883

  • 5 Beds
  • 2.5 Baths
  • 4,066 Sq Ft
  • Built 1968

  178 Davis Hill Rd, Weston, CT 06883

  Last Sold Summary

  • 88 Days On Market
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  /38

  $1,750,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 5 Baths
  • 4,234 Sq Ft

  32 Silver Ridge Common, Weston, CT 06883

  Tucked away on a coveted lower Weston cul-de-sac, this beautifully renovated colonial offers the rare combination of privacy, style, and resort-inspired living. Thoughtfully updated by the current owner, the home is truly turnkey and ready for its next chapter. Sun-filled interiors showcase sophisticated finishes and an effortless flow for both everyday living and entertaining. The renovated

  Kim Harizman Compass Connecticut, LLC

  32 Silver Ridge Common, Weston, CT 06883
• 

  $800,000

  Sold Jun 10, 2026

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

  • 5 Beds
  • 4 Baths
  • 1,223 Sq Ft
  • Built 1770

  Last Sold Summary

  • 9% Below List Price
  • $654/SF
  • 40 Days On Market

  Last Listing Agent Sandra Calise Cenatiempo Settlers & Traders

  2 & 4 Old Weston Old Weston Rd, Weston, CT 06883
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  Est $1,237,589

  Not Listed For Sale

  5 Blue Spruce Cir, Weston, CT 06883

  • 4 Beds
  • 2.5 Baths
  • 3,040 Sq Ft
  • Built 1969

  5 Blue Spruce Cir, Weston, CT 06883

  Last Sold Summary

  • 4 Days On Market
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  /23

  $519,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,184 Sq Ft

  25 Lords Hwy E, Weston, CT 06883

  Beautiful 2 acre location in Weston. This is a 3 bedroom ranch with garage and barn. House is "AS IS" and has in ground oil tank. The septic updated in 1995-plan on MLS. New well pump in 2024. House is currently occupied. Perfect for builder or remodeler. Condition of this property may not qualify for mortgage.

  Barbara Snyder Coldwell Banker Realty

  25 Lords Hwy E, Weston, CT 06883
• 

  $1,620,000

  Sold May 29, 2026

  10 Hyde Ridge Rd, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 3,310 Sq Ft
  • Built 1963

  Last Sold Summary

  • 16% Above List Price
  • $489/SF
  • 13 Days On Market

  Current Estimated Value $1,371,405

  Last Listing Agent Max Dober Keller Williams Prestige Prop.

  10 Hyde Ridge Rd, Weston, CT 06883
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  Est $1,171,078

  Not Listed For Sale

  27 Blue Spruce Cir, Weston, CT 06883

  • 3 Beds
  • 3.5 Baths
  • 3,158 Sq Ft
  • Built 2005

  27 Blue Spruce Cir, Weston, CT 06883

  Last Sold Summary

  • 12 Days On Market
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  /32

  $799,000

  Under Contract

  • 4 Beds
  • 1.5 Baths
  • 2,610 Sq Ft

  4 Scatacook Trail, Weston, CT 06883

  Located on a quiet cul-de-sac in convenient South Weston, this cherished one-owner home presents a wonderful opportunity to renovate, update, and create a home tailored to your vision. Offering 4 bedrooms and generous living spaces, the home is being sold as-is and provides the perfect canvas for buyers seeking value in a desirable location. The spacious eat-in kitchen features newer appliances

  Kara Williams William Raveis Real Estate

  4 Scatacook Trail, Weston, CT 06883
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  $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 $1,214,235

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

  260 Lyons Plain Rd, Weston, CT 06883
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  Est $875,874

  Not Listed For Sale

  81 Blue Spruce Cir, Weston, CT 06883

  • 4 Beds
  • 2.5 Baths
  • 1,456 Sq Ft
  • Built 1968

  81 Blue Spruce Cir, Weston, CT 06883

  Last Sold Summary

  • 77 Days On Market
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  /33

  $2,095,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 3,807 Sq Ft

  10 Cedar Ln, Weston, CT 06883

  A thoughtfully restored (2012-2017) post-and-beam colonial is perched on a scenic rise with panoramic views of meticulously maintained grounds, combining timeless elegance with high-performance modern comfort and amenities. Details include original barn doors, reclaimed wide-plank floors, abundant natural light through skylights, and a gracious wrap-around veranda. First Floor: Features an

  Lainie Floyd William Pitt Sotheby's Int'l

  10 Cedar Ln, Weston, CT 06883
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  $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
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  Est $1,415,370

  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

  • 14 Days On Market
• 

  

  /40

  $3,975,000

  New Construction $320K PRICE DROP

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

  48 Kettle Creek Rd, Weston, CT 06883

  2026 New Home Construction...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

  Tom Kelley Coldwell Banker Realty

  48 Kettle Creek Rd, Weston, CT 06883
• 

  $1,715,000

  Sold Jun 23, 2026

  21 Timber Mill Ln, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 4,496 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Above List Price
  • $381/SF
  • 9 Days On Market

  Current Estimated Value $1,511,701

  Last Listing Agent Karen Hagen Compass Connecticut, LLC

  21 Timber Mill Ln, Weston, CT 06883
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  Est $1,502,183

  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

  • 28 Days On Market
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  /40

  $2,175,000

  Pending

  • 5 Beds
  • 5.5 Baths
  • 5,534 Sq Ft

  7 Homeward Ln, Weston, CT 06883

  B &F DUE MON. 3/16 BY 5PM. The address says it all-7 Homeward La. is home in every sense of the word. This architect-designed Nantucket-style colonial is a welcome departure from the ordinary, blending timeless elegance w/modern functionality. Nestled on a professionally landscaped, flat, park-like 2.55-acre property, it offers stunning curb appeal coupled w/absolute peace and privacy. Step

  Lori Elkins William Raveis Real Estate

  7 Homeward Ln, Weston, CT 06883
• 

  $1,560,000

  Sold May 20, 2026

  205 Weston Rd, Weston, CT 06883

  • 4 Beds
  • 2.5 Baths
  • 3,382 Sq Ft
  • Built 1986

  Last Sold Summary

  • 11% Below List Price
  • $461/SF
  • 65 Days On Market

  Current Estimated Value $1,490,264

  Last Listing Agent Jen Kass Higgins Group Bedford Square

  205 Weston Rd, Weston, CT 06883
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  Est $974,041

  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

  • 20 Days On Market
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  /28

  $699,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,427 Sq Ft

  18 Old Kings Hwy, Weston, CT 06883

  Incredible renovation opportunity or the perfect setting for a future rebuild/expansion in the heart of true Lower Weston within the coveted Stonybrook neighborhood. Set on a flat, private, and picturesque 2-acre lot, this charming bungalow/cottage offers endless potential in one of Weston's most sought-after lifestyle communities featuring private beach access, boating, tennis courts,

  Catherine McGee Coldwell Banker Realty

  18 Old Kings Hwy, 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 $1,130,781

  Last Listing Agent Jeannette Floto Compass Connecticut, LLC

  47 Godfrey Rd W, Weston, CT 06883
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  Est $1,187,478

  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

  • 19 Days On Market
• 

  

  /40

  $1,375,000

  • 4 Beds
  • 5 Baths
  • 3,457 Sq Ft

  38 Old Redding Rd, Weston, CT 06883

  This sun-kissed contemporary captivates with private panoramic views overlooking the forever-green 14th and 15th fairways of Aspetuck Country Club. Designed to fully embrace its striking setting, this home offers a wide deck, large patio, five balconies, and grand windows framing views. Sited on two idyllic acres in bucolic Lower Weston, this premier property is minutes to the amenities and train

  Lori Elkins William Raveis Real Estate

  38 Old Redding Rd, Weston, CT 06883
• 

  $1,210,300

  Sold Jun 23, 2026

  180 Davis Hill Rd, Weston, CT 06883

  • 5 Beds
  • 3.5 Baths
  • 2,881 Sq Ft
  • Built 1968

  Last Sold Summary

  • 13% Above List Price
  • $420/SF
  • 19 Days On Market

  Current Estimated Value $1,080,400

  Last Listing Agent Karen Magee Brown Harris Stevens

  180 Davis Hill Rd, Weston, CT 06883
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  Est $1,725,259

  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

  • 14 Days On Market
• 

  

  /31

  $669,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,429 Sq Ft

  42 Cannondale Rd, Weston, CT 06883

  Step into the dramatic charm of this 3 bedroom, 1 1/2 bath ranch, an architectural jewel nestled in lower Weston. The moment you cross the threshold, you are enveloped by an atmosphere of warmth & character. The expansive great room is defined by its stunning, soaring cathedral ceiling & a wall of floor-to-ceiling windows that perfectly frame the peaceful, captivating views of the stone patio &

  Cynde Koritzinsky William Pitt Sotheby's Int'l

  42 Cannondale 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 $2,011,964

  Last Listing Agent Adriana Radu Coldwell Banker Realty

  275 Newtown Turnpike, Weston, CT 06883
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  Est $1,575,556

  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

  • 51 Days On Market
• 

  

  /40

  $2,995,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 6,456 Sq Ft

  290 Lyons Plain Rd, Weston, CT 06883

  Set on 3 private acres of riverfront property, this classic 1700's colonial is timeless, composed, and rooted in Weston's earliest history. Beyond the elegant facade, a residence unfolds - expansive, impeccably crafted, and quietly refined. Rebuilt to the studs and thoughtfully reimagined for today, it lives fully in the present while honoring its past. The graceful floor plan balances generous

  Susan Seath Compass Connecticut, LLC

  290 Lyons Plain Rd, Weston, CT 06883

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