3,927

Weston, CT Homes

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  • /40

    $2,595,000

    • 6 Beds
    • 6.5 Baths
    • 7,050 Sq Ft

    32 Steep Hill Rd, Weston, CT 06883

    This restored, 6,100 sf-expanded 18th century antique commands a view of its 1.24 ac, brook-fed lake; expansive lawn; raised beds; and 450 ft. bleached stone driveway. Your vision--Big Tented Celebrations,Fabulous Local Tomatoes--is correct. The former NYC chef's professional kitchen, wet bar, and 2 eat-in dining areas are open to the 5 rooms that circle around this heartbeat, making large

    Agent Photo

    Mark Gilrain

    Brown Harris Stevens

    32 Steep Hill Rd, Weston, CT 06883
  • /20

    $2,500 Plus Fees

    • Studio
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    1Newtown Turnpike Unit Studio, Weston, CT 06883

    Property Id: 1735921Furnished Studio (Airbnb Favorite) D I S C O U N T (Normally $2,600/m)A V A I L A B L E - September 2026 No Phone calls, message this ad please. -----------------------------------------T E R M S 3-month minimum in general. 4-month minimum from October/November. No exceptions.6-12 months also available for the right candidate. Send

    1Newtown Turnpike Unit Studio, Weston, CT 06883
  • 28 Wells Hill Rd, Weston, CT 06883

    $2,170,000

    Sold Nov 10, 2025

    28 Wells Hill Rd, Weston, CT 06883

    • 5 Beds
    • 3.5 Baths
    • 5,750 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $377/SF
    • 23 Days On Market

    Current Estimated Value $2,178,701

    Last Listing Agent Dee Cohen Compass Connecticut, LLC

    28 Wells Hill Rd, Weston, CT 06883
  • /38

    $1,300,000

    $300K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,463 Sq Ft

    17 Richmond Hill Rd, Weston, CT 06883

    The Oasis at Richmond Hill is a rare mid-century modern retreat nestled at the end of a quiet cul-de-sac in Weston. Set on 2 acres of landscaped grounds bordered by towering spruce, elms, and rhododendrons, this 1956 residence offers a seamless blend of architecture and nature. Inspired by the Harvard Five, its design features clean lines, warm materials, and walls of glass that frame the

    Jessica Lane

    Serhant Connecticut, LLC

    17 Richmond Hill Rd, Weston, CT 06883
  • /7

    $3,600 Plus Fees

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    2 Newtown Turnpike Unit ., Weston, CT 06883

    Property Id: 1332235Available for future bookings.Furnished, Airbnb type. Book there or Message with your start date and end date. No Phone calls.T E R M S 3-month minimum in general. 4-month minimum if starting in October, November, or December. No exceptions.

    2 Newtown Turnpike Unit ., Weston, CT 06883
  • /26

    $1,750,000

    Sold Dec 15, 2025

    31 Riverfield Dr, Weston, CT 06883

    • 5 Beds
    • 4 Baths
    • 4,056 Sq Ft
    • Built 1977

    Last Sold Summary

    • 12% Below List Price
    • $431/SF
    • 142 Days On Market

    Current Estimated Value $1,795,225

    Last Listing Agent Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
    • 30 Coley Dr, Weston, CT 06883

      Est $1,653,421

      Not Listed For Sale

      30 Coley Dr, Weston, CT 06883

      • 4 Beds
      • 4 Baths
      • 3,392 Sq Ft
      • Built 1975
      30 Coley Dr, Weston, CT 06883

      Last Sold Summary

      • 15 Days On Market

  • /35

    $1,299,000

    • 4 Beds
    • 3.5 Baths
    • 2,958 Sq Ft

    181 Georgetown Rd, Weston, CT 06883

    Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    181 Georgetown Rd, Weston, CT 06883
  • /34

    $9,500 Per Month

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    145 Lyons Plain Rd, Weston, CT 06883

    Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying

    Robert Appell Coldwell Banker Realty

    145 Lyons Plain Rd, Weston, CT 06883
  • 23 Tubbs Spring Dr, Weston, CT 06883

    $1,150,000

    Sold Aug 01, 2025

    23 Tubbs Spring Dr, Weston, CT 06883

    • 4 Beds
    • 4 Baths
    • 2,612 Sq Ft
    • Built 1963

    Last Sold Summary

    • 15% Above List Price
    • $440/SF
    • 51 Days On Market

    Current Estimated Value $1,139,717

    Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

    23 Tubbs Spring Dr, Weston, CT 06883
    • 4 Farrell Rd, Weston, CT 06883

      Est $2,944,745

      Not Listed For Sale

      4 Farrell Rd, Weston, CT 06883

      • 6 Beds
      • 9 Baths
      • 9,057 Sq Ft
      • Built 2006
      4 Farrell Rd, Weston, CT 06883

      Last Sold Summary

      • 30 Days On Market

  • /33

    $2,973,000

    $322K PRICE DROP
    • 6 Beds
    • 8.5 Baths
    • 10,873 Sq Ft

    34 Laurel Lake W, Weston, CT 06883

    Set on 5+ private acres at the end of a coveted cul-de-sac, this distinctive family compound is minutes to town and top-rated schools. Classic New England architecture opens to a striking, loft-inspired interior defined by soaring three-story ceilings, hand-hewn antique beams from the late 1800s, wide-plank floors, and walls of glass that fill the home with natural light. Generous living spaces

    Michelle Genovesi William Raveis Real Estate

    34 Laurel Lake W, Weston, CT 06883
  • /36

    $17,000 Per Month

    • 6 Beds
    • 6.5 Baths
    • 7,649 Sq Ft
    • House for Rent

    29 Rogues Ridge, Weston, CT 06883

    This exquisite custom estate on 4.7+/- acres is an incredible opportunity available for lease, and will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a

    Alex Chingas Coldwell Banker Realty

    29 Rogues Ridge, Weston, CT 06883
  • 290 Newtown Turnpike, Weston, CT 06883

    $585,000

    Sold Mar 20, 2026

    290 Newtown Turnpike, Weston, CT 06883

    • 3 Beds
    • 1.5 Baths
    • 1,209 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Above List Price
    • $484/SF
    • 71 Days On Market

    Current Estimated Value $583,694

    Last Listing Agent Charles Vinci Compass Connecticut, LLC

    290 Newtown Turnpike, Weston, CT 06883
    • 44 Wildwood Ln, Weston, CT 06883

      Est $1,606,468

      Not Listed For Sale

      44 Wildwood Ln, Weston, CT 06883

      • 4 Beds
      • 4 Baths
      • 4,037 Sq Ft
      • Built 1968
      44 Wildwood Ln, Weston, CT 06883

      Last Sold Summary

      • 75 Days On Market

  • /40

    $3,149,000

    $346K PRICE DROP
    • 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
  • /24

    $4,700 Per Month

    • 1 Bed
    • 1 Bath
    • 736 Sq Ft
    • House for Rent

    286 Lyons Plain Rd, Weston, CT 06883

    Tucked along the water's edge of the Saugatuck River, this enchanting one-bedroom cottage is a true slice of heaven - serene, private, and utterly removed from the everyday. Wake to the soft sound of the river and spend your days surrounded by nature's quiet perfection. The open great room invites you to gather, unwind, and stay a while - anchored by a magnificent stone fireplace that becomes the

    Susan Seath Compass Connecticut, LLC

    286 Lyons Plain Rd, Weston, CT 06883
  • 81 Norfield Rd, Weston, CT 06883

    $2,000,000

    Sold Jan 06, 2026

    81 Norfield Rd, Weston, CT 06883

    • 6 Beds
    • 6 Baths
    • 6,275 Sq Ft
    • Built 1967

    Last Sold Summary

    • $319/SF
    • 68 Days On Market

    Current Estimated Value $2,023,275

    Last Listing Agent Joelle Malec William Raveis Real Estate

    81 Norfield Rd, Weston, CT 06883
  • /36

    $650,000

    $50K PRICE DROP
    • 1 Bed
    • 2.5 Baths
    • 2,728 Sq Ft

    11 Tubbs Spring Dr, Weston, CT 06883

    Incredible rare reimagination and renovation opportunity in the heart of Weston in this spacious rustic 2728 sq ft rambling ranch with flexible layout and endless potential, nestled on 2 acres with mature gardens on a quiet cul de sac street among higher end homes can be your creative project! Invite the outdoors in through 8 skylights and easily step out into the extensive gardens through 8

    Marilyn Sloper Coldwell Banker Realty

    11 Tubbs Spring Dr, Weston, CT 06883
  • /33

    $9,500 Per Month

    • 4 Beds
    • 5 Baths
    • 4,500 Sq Ft
    • House for Rent

    55 Blueberry Hill Rd, Weston, CT 06883

    At the End of a Coveted Cul-de-sac in Lower Weston - Welcome to 55 Blueberry Hill! A picture-perfect lifestyle awaits in this thoughtfully reimagined and beautifully appointed country home. This stunning 4-bedroom, 3-full and 2-half bath residence spans over 4,500 sq.ft., offering a gracious layout, gleaming hardwood floors throughout, and timeless architectural details. The custom center-hall

    Vickie Kelley Camelot Real Estate

    55 Blueberry Hill Rd, Weston, CT 06883
  • 166 Godfrey Rd E, Weston, CT 06883

    $1,837,500

    Sold Jun 25, 2026

    166 Godfrey Rd E, Weston, CT 06883

    • 4 Beds
    • 4.5 Baths
    • 5,511 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Above List Price
    • $333/SF
    • 12 Days On Market

    Current Estimated Value $1,691,359

    Last Listing Agent Marilyn Heffers Coldwell Banker Realty

    166 Godfrey Rd E, Weston, CT 06883
    • 11 Tannery Ln S, Weston, CT 06883

      Est $1,856,497

      Not Listed For Sale

      11 Tannery Ln S, Weston, CT 06883

      • 5 Beds
      • 5.5 Baths
      • 5,391 Sq Ft
      • Built 1965
      11 Tannery Ln S, Weston, CT 06883

      Last Sold Summary

      • 21 Days On Market

  • /37

    $795,000

    $74K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,039 Sq Ft

    18 Cartbridge Rd, Weston, CT 06883

    Welcome to 18 Cartbridge Road! This beautifully stylish expanded Cape is flooded with natural light, it's warm & inviting throughout with over sized rooms. This home is located in lower Weston situated on an acre with beautiful gardens. The formal living room has a fireplace, hardwood floors, & it leads to a playroom/office. Just off of the living room is the formal dining room. The large family

    Stacy Haggerty William Raveis Real Estate

    18 Cartbridge Rd, Weston, CT 06883
  • /40

    $11,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 6,118 Sq Ft
    • House for Rent

    112 Birch Hill Rd, Weston, CT 06883

    A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows,

    Barbara Bross Coldwell Banker Realty

    112 Birch Hill Rd, Weston, CT 06883
  • 262 Lyons Plain Rd, Weston, CT 06883

    $1,450,000

    Sold Dec 29, 2025

    262 Lyons Plain Rd, Weston, CT 06883

    • 6 Beds
    • 9.5 Baths
    • 11,726 Sq Ft
    • Built 1951

    Last Sold Summary

    • 3% Below List Price
    • $124/SF
    • 105 Days On Market

    Current Estimated Value $1,752,124

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

    262 Lyons Plain Rd, Weston, CT 06883
    • 14 Walker Ln, Weston, CT 06883

      Est $1,465,139

      Not Listed For Sale

      14 Walker Ln, Weston, CT 06883

      • 4 Beds
      • 5 Baths
      • 3,168 Sq Ft
      • Built 1986
      14 Walker Ln, Weston, CT 06883

      Last Sold Summary

      • 13 Days On Market

  • /40

    $1,775,000

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

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • 29 Old Stage Coach Rd, Weston, CT 06883

    $1,252,500

    Sold Dec 01, 2025

    29 Old Stage Coach Rd, Weston, CT 06883

    • 5 Beds
    • 4.5 Baths
    • 4,898 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Below List Price
    • $256/SF
    • 13 Days On Market

    Current Estimated Value $1,279,750

    Last Listing Agent Laurie Crouse Coldwell Banker Realty

    29 Old Stage Coach Rd, Weston, CT 06883
    • 17 Tannery Ln N, Weston, CT 06883

      Est $1,649,746

      Not Listed For Sale

      17 Tannery Ln N, Weston, CT 06883

      • 5 Beds
      • 4.5 Baths
      • 5,685 Sq Ft
      • Built 1960
      17 Tannery Ln N, Weston, CT 06883

      Last Sold Summary

      • 28 Days On Market

  • /31

    $1,299,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,264 Sq Ft

    38 Lords Hwy E, Weston, CT 06883

    Just pack your bags and move right in to this modernized Colonial that has been meticulously maintained and beautifully updated. With sliders all along the back, natural light abounds bringing the outdoors in to your own peaceful setting, abutting land that can never be developed. Major highlights include a kitchen that no one wants to leave, a butler's pantry with a wet bar, wine cooler and

    Dede Mcdowell William Raveis Real Estate

    38 Lords Hwy E, Weston, CT 06883
  • 100 Georgetown Rd, Weston, CT 06883

    $1,700,000

    Sold Aug 05, 2025

    100 Georgetown Rd, Weston, CT 06883

    • 4 Beds
    • 4.5 Baths
    • 4,667 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $364/SF
    • 88 Days On Market

    Current Estimated Value $1,725,071

    Last Listing Agent Jared Randall Redfin Corporation

    100 Georgetown Rd, Weston, CT 06883
    • 24 Deepwood Rd, Weston, CT 06883

      Est $1,054,715

      Not Listed For Sale

      24 Deepwood Rd, Weston, CT 06883

      • 3 Beds
      • 3 Baths
      • 2,310 Sq Ft
      • Built 1984
      24 Deepwood Rd, Weston, CT 06883

      Last Sold Summary

      • 29 Days On Market

  • /39

    $1,200,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 4 Baths
    • 4,206 Sq Ft

    5 Newtown Turnpike, Weston, CT 06883

    This distinctive Lower Weston retreat with incredible Post & Beam Barn is truly one to experience. Tucked away on more than 3.5 acres of wooded serenity, the home offers striking architectural details including soaring ceilings, pegged hardwood floors, exposed wood beams, and three stone / brick fireplaces. Multiple levels of living space create a dynamic & flexible floor plan. The chef's kitchen

    Nannette Fatigate Berkshire Hathaway NE Prop.

    5 Newtown Turnpike, Weston, CT 06883
  • 30 Cavalry Rd, Westport, CT 06880

    $2,375,000

    Sold Apr 23, 2026

    30 Cavalry Rd, Westport, CT 06880

    • 4 Beds
    • 5 Baths
    • 4,013 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $592/SF
    • 33 Days On Market

    Current Estimated Value $2,337,972

    Last Listing Agent Hyleri Katzenberg Compass Connecticut, LLC

    30 Cavalry Rd, Westport, CT 06880
  • /40

    $1,750,000

    • 6 Beds
    • 5 Baths
    • 4,348 Sq Ft

    81 Trails End Rd, Weston, CT 06883

    A true family home incorporating 12 rooms 6 bedrooms 5 full baths, including a ground floor ensuite InLaw apartment,and 2 bedrooms The Premiere ensuite owners bedroom is on the second floor with a walk in shower and tub.Three other second floor bedrooms with two sitting areas with fire place , 2 bathrooms and an office leading to a second floor sun large family room next to the deck. A second W/D

    Peter Sullivan Camelot Real Estate

    81 Trails End Rd, Weston, CT 06883
  • 69 Lyons Plain Rd, Weston, CT 06883

    $1,780,000

    Sold Jun 08, 2026

    69 Lyons Plain Rd, Weston, CT 06883

    • 5 Beds
    • 3.5 Baths
    • 3,648 Sq Ft
    • Built 1950

    Last Sold Summary

    • 11% Above List Price
    • $488/SF
    • 5 Days On Market

    Current Estimated Value $1,540,226

    Last Listing Agent Lori Elkins William Raveis Real Estate

    69 Lyons Plain Rd, Weston, CT 06883

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,395,456
Median Single Family Sale Price
$1,402,500
Median Townhouse Sale Price
$2,000,000
Median 2 Bedroom Sale Price
$780,000
Median 1 Bedroom Sale Price
$650,000
Average Price Per Sq Ft
$452
Number of Homes for Sale
32
Last 12 months Home Sales
134
Months of Supply
2.90
Median List Price
$1,395,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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