3,854

Weston, CT Homes

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  • 9 Fall Ridge Rd, Weston, CT 06883
    9 Fall Ridge Rd, Weston, CT 06883
    9 Fall Ridge Rd, Weston, CT 06883
    /39

    $1,599,000

    $100K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,893 Sq Ft

    9 Fall Ridge Rd, Weston, CT 06883

    This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression

    Karen Hagen Compass Connecticut, LLC

    9 Fall Ridge Rd, Weston, CT 06883
  • 180 Davis Hill 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 $1,139,919

    Last Listing Agent Karen Magee Brown Harris Stevens

    180 Davis Hill Rd, Weston, CT 06883
    • 137 Weston Rd, Weston, CT 06883

      Est $1,436,512

      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

      • 21 Days On Market

      Last Listing Agent Sarah Fair William Raveis Real Estate

  • 49 Blue Spruce Cir, Weston, CT 06883
    49 Blue Spruce Cir, Weston, CT 06883
    49 Blue Spruce Cir, Weston, CT 06883
    /39

    $995,000

    $94K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,297 Sq Ft

    49 Blue Spruce Cir, Weston, CT 06883

    Welcome to 49 Blue Spruce Circle, a sun-drenched contemporary colonial nestled on two picturesque acres of mature trees and vibrant flowering plants. Boasting 3,297 square feet of versatile living space, this 4-bedroom, 3.1-bath home features a unique, airy layout designed to maximize natural light at every turn. The heart of the home centers around an inviting, open floor plan that flows

    Lainie Floyd William Pitt Sotheby's Int'l

    49 Blue Spruce Cir, Weston, CT 06883
  • 275 Newtown Turnpike, 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 $2,130,680

    Last Listing Agent Adriana Radu Coldwell Banker Realty

    275 Newtown Turnpike, Weston, CT 06883
    • 20 Joanne Ln, Weston, CT 06883

      Est $1,687,911

      Not Listed For Sale

      20 Joanne Ln, Weston, CT 06883

      • 4 Beds
      • 2.5 Baths
      • 4,016 Sq Ft
      • Built 1966
      20 Joanne Ln, Weston, CT 06883

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Susan Seath Compass Connecticut, LLC

  • 28 Old Orchard Dr, Weston, CT 06883
    28 Old Orchard Dr, Weston, CT 06883
    28 Old Orchard Dr, Weston, CT 06883
    /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • 9 Pepperbush Rd, Weston, CT 06883

    $1,460,000

    Sold May 21, 2026

    9 Pepperbush Rd, Weston, CT 06883

    • 5 Beds
    • 4.5 Baths
    • 5,151 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Above List Price
    • $283/SF
    • 13 Days On Market

    Current Estimated Value $1,470,151

    Last Listing Agent Sally Bohling Coldwell Banker Realty

    9 Pepperbush Rd, Weston, CT 06883
    • 17 Joanne Ln, Weston, CT 06883

      Est $1,865,646

      Not Listed For Sale

      17 Joanne Ln, Weston, CT 06883

      • 5 Beds
      • 3.5 Baths
      • 5,730 Sq Ft
      • Built 1966
      17 Joanne Ln, Weston, CT 06883

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Sandra Calise Cenatiempo Settlers & Traders

  • 2 High Noon Rd, Weston, CT 06883
    2 High Noon Rd, Weston, CT 06883
    2 High Noon Rd, Weston, CT 06883
    /40

    $2,545,000

    Pending
    • 5 Beds
    • 7 Baths
    • 6,782 Sq Ft

    2 High Noon Rd, Weston, CT 06883

    Prepare to be dazzled! A blend of sophistication & charm, this Federal-style colonial offers a combination of custom finishes & period details to create a home to suit a variety of lifestyles! It starts with the gorgeous 2 acres of level & dry property featuring gunite pool, changing cabana & spectacular pavilion w/ grilling station, dining & seating areas & outdoor fireplace. An outdoor living

    Carrie Shea Camelot Real Estate

    2 High Noon Rd, Weston, CT 06883
  • 27 Rogues Ridge, 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 $1,267,657

    Last Listing Agent Vickie Kelley Camelot Real Estate

    27 Rogues Ridge, Weston, CT 06883
    • 17 Briar Oak Dr, Weston, CT 06883

      Est $1,869,467

      Not Listed For Sale

      17 Briar Oak Dr, Weston, CT 06883

      • 5 Beds
      • 2.5 Baths
      • 2,906 Sq Ft
      • Built 1960
      17 Briar Oak Dr, Weston, CT 06883

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Doug Bross Coldwell Banker Realty

  • 12 Singing Oaks Dr, Weston, CT 06883
    12 Singing Oaks Dr, Weston, CT 06883
    12 Singing Oaks Dr, Weston, CT 06883
    /40

    $1,999,000

    Under Contract
    • 5 Beds
    • 6 Baths
    • 5,780 Sq Ft

    12 Singing Oaks Dr, Weston, CT 06883

    Looking for the home that has it all? Welcome to this exceptional property in the highly sought-after Singing Oaks neighborhood, where timeless charm meets modern luxury. Set on beautifully manicured grounds, this one-of-a-kind home offers a stunning 50-ft. Gunite pool, a charming chicken coop, and a historic 1930s barn that once served as the mess hall for the original Singing Oaks Day Camp.

    Susan Larsen William Raveis Real Estate

    12 Singing Oaks Dr, Weston, CT 06883
  • 4 Scatacook Trail, Weston, CT 06883

    $742,000

    Sold Jul 15, 2026

    4 Scatacook Trail, Weston, CT 06883

    • 4 Beds
    • 1.5 Baths
    • 2,610 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $284/SF
    • 35 Days On Market

    Current Estimated Value $816,207

    Last Listing Agent Kara Williams William Raveis Real Estate

    4 Scatacook Trail, Weston, CT 06883
    • 22 Indian Valley Rd, Weston, CT 06883

      Est $1,075,673

      Not Listed For Sale

      22 Indian Valley Rd, Weston, CT 06883

      • 4 Beds
      • 3 Baths
      • 3,335 Sq Ft
      • Built 1980
      22 Indian Valley Rd, Weston, CT 06883

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Rin Swan Belvedere Coldwell Banker Katonah

  • 8 Wedges Field, Weston, CT 06883
    8 Wedges Field, Weston, CT 06883
    8 Wedges Field, Weston, CT 06883
    /36

    $2,599,000

    Pending
    • 5 Beds
    • 6 Baths
    • 6,062 Sq Ft

    8 Wedges Field, Weston, CT 06883

    What if your primary residence and your vacation getaway were one and the same? Set on 2.56 private river-fed pond acres in coveted Lower Weston, 8 Wedges Field makes that question feel less like a fantasy and more like a Tuesday. Built by Michael Greenberg with the craft his homes are known for: antique wide plank chestnut floors, hand-hewn beams, custom millwork, soaring ceilings, and windows

    Jesse Shafer Compass Connecticut, LLC

    8 Wedges Field, Weston, CT 06883
  • 10 Cedar Ln, Weston, CT 06883

    $2,361,000

    Sold Jun 29, 2026

    10 Cedar Ln, Weston, CT 06883

    • 5 Beds
    • 3.5 Baths
    • 3,807 Sq Ft
    • Built 1850

    Last Sold Summary

    • 13% Above List Price
    • $620/SF
    • 5 Days On Market

    Current Estimated Value $2,056,608

    Last Listing Agent Lainie Floyd William Pitt Sotheby's Int'l

    10 Cedar Ln, Weston, CT 06883
    • 1 Meadowbrook Ln, Weston, CT 06883

      Est $1,132,254

      Not Listed For Sale

      1 Meadowbrook Ln, Weston, CT 06883

      • 4 Beds
      • 3.5 Baths
      • 3,126 Sq Ft
      • Built 2002
      1 Meadowbrook Ln, Weston, CT 06883

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Susan Vanech Barnes Connecticut LLC

  • 52 Valley Forge Rd, Weston, CT 06883
    52 Valley Forge Rd, Weston, CT 06883
    52 Valley Forge Rd, Weston, CT 06883
    /39

    $2,449,000

    $246K PRICE DROP Pending
    • 2 Beds
    • 3 Baths
    • 2,254 Sq Ft

    52 Valley Forge Rd, Weston, CT 06883

    Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens,

    Laurie Crouse Coldwell Banker Realty

    52 Valley Forge Rd, Weston, CT 06883
  • 9 Woods End Ln, Weston, CT 06883

    $1,250,000

    Sold Mar 30, 2026

    9 Woods End Ln, Weston, CT 06883

    • 5 Beds
    • 2.5 Baths
    • 4,072 Sq Ft
    • Built 1998

    Last Sold Summary

    • 4% Above List Price
    • $307/SF
    • 25 Days On Market

    Current Estimated Value $1,264,127

    Last Listing Agent Sivan Kerins William Raveis Real Estate

    9 Woods End Ln, Weston, CT 06883
    • 7 Meadowbrook Ln, Weston, CT 06883

      Est $1,696,264

      Not Listed For Sale

      7 Meadowbrook Ln, Weston, CT 06883

      • 4 Beds
      • 4.5 Baths
      • 4,757 Sq Ft
      • Built 2023
      7 Meadowbrook Ln, Weston, CT 06883

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Georgia Wasserman Coldwell Banker Realty

  • 96 Georgetown Rd, Weston, CT 06883
    96 Georgetown Rd, Weston, CT 06883
    96 Georgetown Rd, Weston, CT 06883
    /22

    $449,000

    • Land
    • 2.04 Acres
    • $220,098 per Acre

    96 Georgetown Rd, Weston, CT 06883

    Discover the potential of 96 Georgetown Rd., a 2.04-acre parcel set back from the road, offers unparalleled usability and readiness, beyond the standard price-per-lot comparison. Unlike nearby parcels that may offer more acreage but are limited by wetlands, flag lot layouts, or hefty restrictions, this property is genuinely "Shovel-Ready." The lack of special building restrictions from the town,

    Christine Poppy Compass Connecticut, LLC

    96 Georgetown Rd, Weston, CT 06883
  • 37 Cedar Hills, Weston, CT 06883

    $2,950,000

    Sold Oct 27, 2025

    37 Cedar Hills, Weston, CT 06883

    • 4 Beds
    • 4 Baths
    • 4,347 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $679/SF
    • 56 Days On Market

    Current Estimated Value $2,574,726

    Last Listing Agent Alex Chingas Coldwell Banker Realty

    37 Cedar Hills, Weston, CT 06883
    • 132 Georgetown Rd, Weston, CT 06883

      Est $1,146,298

      Not Listed For Sale

      132 Georgetown Rd, Weston, CT 06883

      • 3 Beds
      • 2.5 Baths
      • 2,890 Sq Ft
      • Built 1976
      132 Georgetown Rd, Weston, CT 06883

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent James Wood Coldwell Banker Realty

  • 96 Georgetown Rd, Weston, CT 06883
    96 Georgetown Rd, Weston, CT 06883
    96 Georgetown Rd, Weston, CT 06883
    /18

    $2,200,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 4,500 Sq Ft

    96 Georgetown Rd, Weston, CT 06883

    Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the

    Christine Poppy Compass Connecticut, LLC

    96 Georgetown Rd, Weston, CT 06883
  • 21 Forest Rd, Weston, CT 06883

    $919,000

    Sold Sep 15, 2025

    21 Forest Rd, Weston, CT 06883

    • 4 Beds
    • 3 Baths
    • 2,539 Sq Ft
    • Built 1967

    Last Sold Summary

    • $362/SF
    • 17 Days On Market

    Current Estimated Value $984,995

    Last Listing Agent Carrie Shea Camelot Real Estate

    21 Forest Rd, Weston, CT 06883
    • 95 Good Hill Rd, Weston, CT 06883

      Est $1,091,571

      Not Listed For Sale

      95 Good Hill Rd, Weston, CT 06883

      • 3 Beds
      • 3.5 Baths
      • 2,372 Sq Ft
      • Built 1957
      95 Good Hill Rd, Weston, CT 06883

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Vickie Kelley Camelot Real Estate

  • 131 Georgetown Rd, Weston, CT 06883
    131 Georgetown Rd, Weston, CT 06883
    131 Georgetown Rd, Weston, CT 06883
    /37

    $1,065,258

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,863 Sq Ft

    131 Georgetown Rd, Weston, CT 06883

    "A rare retreat where nature, comfort, and craftsmanship come together in perfect harmony." Enter through electronic gates,experience quiet & calm & feel as though you've stepped into another world. This charming 2-bedroom,2-bath cottage welcomes you w/warmth, character & timeless appeal. Inside,you'll discover the results of thoughtful renovations & meticulous upgrades completed over the years.

    Marylou Jamieson Coldwell Banker Realty

    131 Georgetown Rd, Weston, CT 06883
  • 1 Greenlea Ln, Weston, CT 06883

    $750,000

    Sold Mar 11, 2026

    1 Greenlea Ln, Weston, CT 06883

    • 5 Beds
    • 3 Baths
    • 2,788 Sq Ft
    • Built 1969

    Last Sold Summary

    • 18% Below List Price
    • $269/SF
    • 162 Days On Market

    Current Estimated Value $863,324

    Last Listing Agent Kevin O'Brien O'Brien Premier Properties

    1 Greenlea Ln, Weston, CT 06883
    • 44 Sachem Rd, Weston, CT 06883

      Est $4,380,507

      Not Listed For Sale

      44 Sachem Rd, Weston, CT 06883

      • 5 Beds
      • 7 Baths
      • 7,791 Sq Ft
      • Built 2023
      44 Sachem Rd, Weston, CT 06883

      Last Sold Summary

      • 233 Days On Market

      Last Listing Agent Imke Lohs Compass Connecticut, LLC

  • 10 Dragonwood Ln, Weston, CT 06883
    10 Dragonwood Ln, Weston, CT 06883
    10 Dragonwood Ln, Weston, CT 06883
    /40

    $6,500,000

    • 4 Beds
    • 5 Baths
    • 8,586 Sq Ft

    10 Dragonwood Ln, Weston, CT 06883

    Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while

    William Martin Douglas Elliman of Connecticut

    10 Dragonwood Ln, Weston, CT 06883
  • 41 Singing Oaks Dr, Weston, CT 06883

    $2,275,000

    Sold Jun 23, 2026

    41 Singing Oaks Dr, Weston, CT 06883

    • 5 Beds
    • 6 Baths
    • 6,712 Sq Ft
    • Built 1994

    Last Sold Summary

    • 5% Above List Price
    • $339/SF
    • 20 Days On Market

    Current Estimated Value $2,345,826

    Last Listing Agent Carrie Shea Camelot Real Estate

    41 Singing Oaks Dr, Weston, CT 06883
    • 38 Heritage Ln, Weston, CT 06883

      Est $1,544,900

      Not Listed For Sale

      38 Heritage Ln, Weston, CT 06883

      • 4 Beds
      • 2.5 Baths
      • 3,928 Sq Ft
      • Built 1965
      38 Heritage Ln, Weston, CT 06883

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Hope Klein The Riverside Realty Group

  • 26 Hill Farm Rd, Weston, CT 06883
    26 Hill Farm Rd, Weston, CT 06883
    26 Hill Farm Rd, Weston, CT 06883
    /37

    $1,250,000

    $99K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,537 Sq Ft

    26 Hill Farm Rd, Weston, CT 06883

    Reintroduced & Reimagined! This stylish Contemporary High Ranch at the end of a serene cul-de-sac, has been renovated by Nova Design Build of NYC. Vaulted ceilings and a wall of windows bathe the home with natural light, creating a modern aesthetic with MidCentury warmth. Newly renovated kitchen with skylights, dining area and a double sided woodburning fireplace in the living room. The expansive

    Mary Kate Klemish-Boehm Brown Harris Stevens

    26 Hill Farm Rd, Weston, CT 06883
  • 20 Georgetown Rd, Weston, CT 06883

    $505,000

    Sold Jan 30, 2026

    20 Georgetown Rd, Weston, CT 06883

    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Built 1940

    Last Sold Summary

    • 8% Below List Price
    • $327/SF
    • 111 Days On Market

    Current Estimated Value $532,277

    Last Listing Agent Jared Randall Redfin Corporation

    20 Georgetown Rd, Weston, CT 06883
    • 21 Sachem Rd, Weston, CT 06883

      Est $1,771,495

      Not Listed For Sale

      21 Sachem Rd, Weston, CT 06883

      • 4 Beds
      • 3.5 Baths
      • 4,566 Sq Ft
      • Built 1973
      21 Sachem Rd, Weston, CT 06883

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

  • 79 Cavalry Rd, Weston, CT 06883
    79 Cavalry Rd, Weston, CT 06883
    79 Cavalry Rd, Weston, CT 06883
    /36

    $2,199,000

    Open Sun 2PM - 4PM
    • 5 Beds
    • 7.5 Baths
    • 8,392 Sq Ft

    79 Cavalry Rd, Weston, CT 06883

    Grand and gracious, this impressive custom Colonial on estate property with a gorgeous gunite pool is ideally set in convenient Lower Weston. Just 2.3 +/- miles to the Merritt Parkway & 1.6 +/- mi to the convenient school campus & town Center, this home blends the appeal of a tranquil setting with immediate access to all amenities. Introduced from a paved circular drive, this architecturally

    Alex Chingas Coldwell Banker Realty

    79 Cavalry Rd, Weston, CT 06883
  • 48 Kettle Creek Rd, Weston, CT 06883

    $3,900,000

    Sold Jul 20, 2026

    48 Kettle Creek Rd, Weston, CT 06883

    • 5 Beds
    • 8 Baths
    • 8,030 Sq Ft
    • Built 2026

    Last Sold Summary

    • 9% Below List Price
    • $486/SF
    • 75 Days On Market

    Current Estimated Value $3,949,667

    Last Listing Agent Tom Kelley Coldwell Banker Realty

    48 Kettle Creek Rd, Weston, CT 06883
    • 17 Overbrook Ln, Weston, CT 06883

      Est $1,081,411

      Not Listed For Sale

      17 Overbrook Ln, Weston, CT 06883

      • 3 Beds
      • 2 Baths
      • 1,926 Sq Ft
      • Built 1962
      17 Overbrook Ln, Weston, CT 06883

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Joan Wright Compass Connecticut, LLC

  • 78 River Rd, Weston, CT 06883
    78 River Rd, Weston, CT 06883
    78 River Rd, Weston, CT 06883
    /38

    $1,100,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    78 River Rd, Weston, CT 06883

    The Weston Cottage-where timeless charm, remarkable history, and tranquil riverfront living come together. Nestled along the river on the coveted Weston/Westport border, this beautifully updated 3-bedroom, 2.5 bath home offers a rare opportunity to own a piece of Connecticut history. Famously known as the retreat of legendary actress Bette Davis, the cottage became the setting for the true story

    Linda Skolnick Coldwell Banker Realty

    78 River Rd, Weston, CT 06883

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