7,456

Darien, CT Homes

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  • 10 Pine Brook Ln, Darien, CT 06820

    $980,000 Sold Dec 15, 2025

    10 Pine Brook Ln, Darien, CT 06820

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Above List Price
    • $767/SF
    • 52 Days On Market

    Current Estimated Value $993,962

    Last Listing Agent Sara Hesli Houlihan Lawrence

    10 Pine Brook Ln, Darien, CT 06820
    • 17B Sunswyck Rd, Darien, CT 06820

      Est $2,257,564 Not Listed For Sale

      17B Sunswyck Rd, Darien, CT 06820

      • 5 Beds
      • 2.5 Baths
      • 2,972 Sq Ft
      • Built 1966
      17B Sunswyck Rd, Darien, CT 06820

      Last Sold Summary

      • $759/SF
      • 11 Days On Market

      Last Sold Price $2,256,000

      Last Listing Agent Janine Tienken Houlihan Lawrence

  • 3 Abbey Rd, Darien, CT 06820
    3 Abbey Rd, Darien, CT 06820
    3 Abbey Rd, Darien, CT 06820
    /35

    $1,695,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    3 Abbey Rd, Darien, CT 06820

    Welcome to 3 Abby Road in Darien, a charming four-bedroom Colonial that blends timeless character with a bright, inviting layout. This beautifully maintained home features lovely moldings throughout and an abundance of natural sunlight that fills every room. The main level offers a wonderful open floor plan, creating an easy flow for living and entertaining. Spacious living areas connect

    Nellie Snell William Raveis Real Estate

    3 Abbey Rd, Darien, CT 06820
  • 0 Hay Island Unit 24078034, Darien, CT 06820

    $26,500,000 Sold Nov 14, 2025

    0 Hay Island Unit 24078034, Darien, CT 06820

    • 6 Beds
    • 7.5 Baths
    • 8,684 Sq Ft
    • Built 2010

    Last Sold Summary

    • 24% Below List Price
    • $3,052/SF
    • 244 Days On Market

    Last Listing Agent Leslie McElwreath Sotheby's International Realty

    0 Hay Island Unit 24078034, Darien, CT 06820
    • 22 Sunswyck Rd, Darien, CT 06820
      22 Sunswyck Rd, Darien, CT 06820
      /2

      Est $2,146,758 Not Listed For Sale

      22 Sunswyck Rd, Darien, CT 06820

      • 4 Beds
      • 2 Baths
      • 2,880 Sq Ft
      • Built 1960
      22 Sunswyck Rd, Darien, CT 06820

      Last Sold Summary

      • 16% Below List Price
      • $642/SF

      Last Sold Price $1,850,000

      Last Listing Agent Jillian Shutsharawan Higgins Group Greenwich

  • 12 Walmsley Rd, Darien, CT 06820
    12 Walmsley Rd, Darien, CT 06820
    12 Walmsley Rd, Darien, CT 06820
    /36

    $2,195,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,280 Sq Ft

    12 Walmsley Rd, Darien, CT 06820

    Welcome to the heart of Noroton Heights nestled on one of the most sought-after streets in Darien. This incredible neighborhood offers the perfect blend of community, convenience, & everyday amenities just moments from your door! Renovated in 2008 with a significant addition, this home combines timeless charm, curb appeal & plenty of room for any lifestyle. Inside, you'll find 5 beds/ 3.5 baths,

    Breda Casey Houlihan Lawrence

    12 Walmsley Rd, Darien, CT 06820
  • 23 Maplewood Dr, Darien, CT 06820

    $2,710,000 Sold Dec 08, 2025

    23 Maplewood Dr, Darien, CT 06820

    • 5 Beds
    • 3.5 Baths
    • 3,506 Sq Ft
    • Built 1969

    Last Sold Summary

    • 8% Above List Price
    • $773/SF
    • 20 Days On Market

    Current Estimated Value $2,742,020

    Last Listing Agent Meredith Derosa William Pitt Sotheby's Int'l

    23 Maplewood Dr, Darien, CT 06820
    • 155 Pear Tree Point Rd, Darien, CT 06820
      155 Pear Tree Point Rd, Darien, CT 06820
      /2

      Est $5,872,155 Not Listed For Sale

      155 Pear Tree Point Rd, Darien, CT 06820

      • 4 Beds
      • 3 Baths
      • 4,794 Sq Ft
      • Built 1966
      155 Pear Tree Point Rd, Darien, CT 06820

      Last Sold Summary

      Last Listing Agent Jill Keating Brannigan Compass Connecticut, LLC

  • 2 Red Rose Cir, Darien, CT 06820
    2 Red Rose Cir, Darien, CT 06820
    2 Red Rose Cir, Darien, CT 06820
    /27

    $1,999,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,800 Sq Ft

    2 Red Rose Cir, Darien, CT 06820

    Welcome to 2 Red Rose Circle - a bright and beautifully maintained Four bedroom, Two full one 1/2 bath Colonial nestled on a quiet cul-de-sac in one of Darien's most sought after neighborhoods. Set on a flat, sunny half acre, this move-in-ready home combines timeless style with comfortable, everyday living. Natural light fills the spacious rooms, creating a warm and welcoming atmosphere

    Deirdre McGovern Compass Connecticut, LLC

    2 Red Rose Cir, Darien, CT 06820
  • 109 Stephen Mather Rd, Darien, CT 06820

    $3,000,000 Sold Mar 02, 2026

    109 Stephen Mather Rd, Darien, CT 06820

    • 5 Beds
    • 3.5 Baths
    • 4,817 Sq Ft
    • Built 1971

    Last Sold Summary

    • 9% Below List Price
    • $623/SF
    • 114 Days On Market

    Current Estimated Value $3,170,043

    Last Listing Agent Suzanne Okie Brown Harris Stevens

    109 Stephen Mather Rd, Darien, CT 06820
    • 230 Long Neck Point Rd, Darien, CT 06820
      230 Long Neck Point Rd, Darien, CT 06820
      /2

      Est $8,625,601 Not Listed For Sale

      230 Long Neck Point Rd, Darien, CT 06820

      • 4 Beds
      • 4 Baths
      • 4,323 Sq Ft
      • Built 1993
      230 Long Neck Point Rd, Darien, CT 06820

      Last Sold Summary

      • 29% Below List Price
      • $1,550/SF

      Last Sold Price $6,700,000

      Last Listing Agent Janine Tienken Houlihan Lawrence

  • 6 Cloudy Ln, Darien, CT 06820
    6 Cloudy Ln, Darien, CT 06820
    6 Cloudy Ln, Darien, CT 06820
    /40

    $3,495,000 Pending

    • 5 Beds
    • 6 Baths
    • 5,864 Sq Ft

    6 Cloudy Ln, Darien, CT 06820

    Nestled on more than two private acres, 6 Cloudy Lane presents an exceptional opportunity to own a classic estate property in one of Darien's most coveted neighborhoods. A thoughtful renovation by renowned designer Louise Brooks introduced timeless architectural elements that continue to define the home today. Expansive rooms, elegant detailing, and walls of windows fill the interiors with

    Kristin Nemec William Pitt Sotheby's Int'l

    6 Cloudy Ln, Darien, CT 06820
  • 15 Gardiner St, Darien, CT 06820

    $3,000,500 Sold Jun 05, 2025

    15 Gardiner St, Darien, CT 06820

    • 7 Beds
    • 6 Baths
    • 5,722 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $524/SF
    • 17 Days On Market

    Current Estimated Value $3,135,391

    Last Listing Agent Kathryn Bates Compass Connecticut, LLC

    15 Gardiner St, Darien, CT 06820
    • 58 Pear Tree Point Rd, Darien, CT 06820

      Est $5,777,919 Not Listed For Sale

      58 Pear Tree Point Rd, Darien, CT 06820

      • 6 Beds
      • 9 Baths
      • 8,807 Sq Ft
      • Built 1960
      58 Pear Tree Point Rd, Darien, CT 06820

      Last Sold Summary

      • 31% Above List Price
      • $502/SF
      • 101 Days On Market

      Last Sold Price $4,425,000

      Last Listing Agent Shan Guan Coraland Realty

  • 14 5 Mile River Rd, Darien, CT 06820
    14 5 Mile River Rd, Darien, CT 06820
    14 5 Mile River Rd, Darien, CT 06820
    /16

    $6,247,000 New Construction

    • 6 Beds
    • 8.5 Baths
    • 7,580 Sq Ft

    14 5 Mile River Rd, Darien, CT 06820

    Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows

    Jennifer DaSilva Mixer William Raveis Real Estate

    14 5 Mile River Rd, Darien, CT 06820
  • 326 Hollow Tree Ridge Rd, Darien, CT 06820

    $3,650,000 Sold Aug 20, 2025

    326 Hollow Tree Ridge Rd, Darien, CT 06820

    • 5 Beds
    • 4.5 Baths
    • 6,860 Sq Ft
    • Built 1993

    Last Sold Summary

    • 16% Above List Price
    • $532/SF
    • 11 Days On Market

    Current Estimated Value $3,702,105

    Last Listing Agent Nancy Peter Houlihan Lawrence

    326 Hollow Tree Ridge Rd, Darien, CT 06820
    • 131 Long Neck Point Rd, Darien, CT 06820

      Est $7,370,170 Not Listed For Sale

      131 Long Neck Point Rd, Darien, CT 06820

      • 4 Beds
      • 5 Baths
      • 4,109 Sq Ft
      • Built 1953
      131 Long Neck Point Rd, Darien, CT 06820

      Last Sold Summary

      • 5% Above List Price
      • $1,716/SF
      • 1 Day On Market

      Last Sold Price $7,050,000

      Last Listing Agent Ann Barton Houlihan Lawrence

  • 5 Middlesex Rd, Darien, CT 06820
    5 Middlesex Rd, Darien, CT 06820
    5 Middlesex Rd, Darien, CT 06820
    /3

    $3,495,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 6,195 Sq Ft

    5 Middlesex Rd, Darien, CT 06820

    Step into a rare offering that beautifully captures the essence of classic New England living-a stately 1880s residence set in one of the Gold Coast's most desirable towns. South-facing and beautifully sited on over 1/2 acre, this gracious home offers more than 6,100 sqft of character, elegance, and modern comfort. From the grand living room with its soaring ceiling to the warmth of 3 fireplaces

    Allison Santopietro William Raveis Real Estate

    5 Middlesex Rd, Darien, CT 06820
  • 5 Fox Hill Ln, Darien, CT 06820

    $3,525,000 Sold Apr 18, 2025

    5 Fox Hill Ln, Darien, CT 06820

    • 5 Beds
    • 4.5 Baths
    • 4,900 Sq Ft
    • Built 1953

    Last Sold Summary

    • 22% Above List Price
    • $719/SF
    • 7 Days On Market

    Current Estimated Value $3,635,592

    Last Listing Agent Kristin Nemec William Pitt Sotheby's Int'l

    5 Fox Hill Ln, Darien, CT 06820
    • 123 Long Neck Point Rd, Darien, CT 06820
      123 Long Neck Point Rd, Darien, CT 06820
      /2

      Est $8,113,430 Not Listed For Sale

      123 Long Neck Point Rd, Darien, CT 06820

      • 4 Beds
      • 5 Baths
      • 6,214 Sq Ft
      • Built 1977
      123 Long Neck Point Rd, Darien, CT 06820

      Last Sold Summary

      • 1% Below List Price
      • $1,287/SF

      Last Sold Price $8,000,000

      Last Listing Agent Ashley Dineen Compass Connecticut, LLC

  • 23 Greenwood Ave, Darien, CT 06820
    23 Greenwood Ave, Darien, CT 06820
    23 Greenwood Ave, Darien, CT 06820
    /34

    $999,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,749 Sq Ft

    23 Greenwood Ave, Darien, CT 06820

    Step into the effortless elegance of 23 Greenwood Ave., Darien, CT - a fully renovated 5-bedroom, 21/2-bath home offering approximately 2,200 square feet of light-filled living space designed to be felt as much as seen. From the moment you enter, the warmth of brand-new oak flooring flows underfoot throughout the home, creating a natural sense of comfort and continuity. At the center of it all,

    Kevin Rockoff Rockoff Realty

    23 Greenwood Ave, Darien, CT 06820
  • 25 Gardiner St, Darien, CT 06820

    $3,815,139 Sold May 21, 2025

    25 Gardiner St, Darien, CT 06820

    • 6 Beds
    • 4.5 Baths
    • 5,950 Sq Ft
    • Built 2017

    Last Sold Summary

    • 12% Above List Price
    • $641/SF
    • 6 Days On Market

    Current Estimated Value $3,927,477

    Last Listing Agent Nellie Snell William Raveis Real Estate

    25 Gardiner St, Darien, CT 06820
    • 88 Nearwater Ln, Darien, CT 06820
      88 Nearwater Ln, Darien, CT 06820
      /2

      Est $6,320,774 Not Listed For Sale

      88 Nearwater Ln, Darien, CT 06820

      • 6 Beds
      • 6 Baths
      • 5,853 Sq Ft
      • Built 2021
      88 Nearwater Ln, Darien, CT 06820

      Last Sold Summary

      • 4% Below List Price
      • $1,042/SF

      Last Sold Price $6,100,000

      Last Listing Agent Lauren Spataro Houlihan Lawrence

  • 166 Hollow Tree Ridge Rd, Darien, CT 06820
    166 Hollow Tree Ridge Rd, Darien, CT 06820
    /2

    $800,000 Under Contract

    • Land
    • 0.17 Acre
    • $4,705,882 per Acre

    166 Hollow Tree Ridge Rd, Darien, CT 06820

    Ideal location to build your dream house in the desirable town of Darien with it's award winning school system, two beautiful town beaches, and easy commute into NYC. This location is minutes from the brand new, vibrant Heights Crossing and Darien Commons which feature shops and restaurants. Hop, skip, and a jump to the train station. Tour the walking paths of the world class Great Island Nature

    Gunnar Edelstein BHHS Darien/New Canaan

    166 Hollow Tree Ridge Rd, Darien, CT 06820
  • 2 Dogwood Ln, Darien, CT 06820

    $3,725,000 Sold Aug 01, 2025

    2 Dogwood Ln, Darien, CT 06820

    • 5 Beds
    • 3.5 Baths
    • 5,265 Sq Ft
    • Built 1959

    Last Sold Summary

    • 8% Above List Price
    • $708/SF
    • 5 Days On Market

    Current Estimated Value $3,749,652

    Last Listing Agent Keiley Fuller Compass Connecticut, LLC

    2 Dogwood Ln, Darien, CT 06820
    • 29 Waverly Rd, Darien, CT 06820
      29 Waverly Rd, Darien, CT 06820
      /2

      Est $3,339,962 Not Listed For Sale

      29 Waverly Rd, Darien, CT 06820

      • 5 Beds
      • 3 Baths
      • 3,355 Sq Ft
      • Built 1959
      29 Waverly Rd, Darien, CT 06820

      Last Sold Summary

      • 11% Below List Price
      • $899/SF

      Last Sold Price $3,015,000

      Last Listing Agent Sheree Frank Houlihan Lawrence

  • 7 Raiders Ln, Darien, CT 06820
    7 Raiders Ln, Darien, CT 06820
    7 Raiders Ln, Darien, CT 06820
    /32

    $3,295,000

    • 4 Beds
    • 4 Baths
    • 4,662 Sq Ft

    7 Raiders Ln, Darien, CT 06820

    Perched high in the coveted Delafield Island Association, this beautiful colonial with pool and cabana offers a rare combination of privacy, natural light, and effortless indoor outdoor living. Inspired by the relaxed elegance of a California design, the home unfolds with open, airy spaces and dramatic scale. A spectacular two-story wall of windows fills the eat in kitchen with sunlight, creating

    Libby Mattson Houlihan Lawrence

    7 Raiders Ln, Darien, CT 06820
  • 9 Beach Dr, Darien, CT 06820

    $3,625,000 Sold Jun 24, 2025

    9 Beach Dr, Darien, CT 06820

    • 5 Beds
    • 3.5 Baths
    • 4,223 Sq Ft
    • Built 1924

    Last Sold Summary

    • 21% Above List Price
    • $858/SF
    • 7 Days On Market

    Current Estimated Value $3,675,927

    Last Listing Agent Nellie Snell William Raveis Real Estate

    9 Beach Dr, Darien, CT 06820
    • 160 Nearwater Ln, Darien, CT 06820

      Est $2,094,550 Not Listed For Sale

      160 Nearwater Ln, Darien, CT 06820

      • 4 Beds
      • 3 Baths
      • 1,808 Sq Ft
      • Built 1963
      160 Nearwater Ln, Darien, CT 06820

      Last Sold Summary

      • 21% Above List Price
      • $957/SF
      • 27 Days On Market

      Last Sold Price $1,730,000

      Last Listing Agent John Tibbets CT Waterfront Properties

  • 90 5 Mile River Rd, Darien, CT 06820
    90 5 Mile River Rd, Darien, CT 06820
    90 5 Mile River Rd, Darien, CT 06820
    /35

    $4,195,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 5,060 Sq Ft

    90 5 Mile River Rd, Darien, CT 06820

    This exceptional 5-bedroom, 41/2-bath Nantucket-style Colonial blends refined architecture with relaxed coastal living. Thoughtfully renovated in 2012 by Steven Mueller Architects LLC and refreshed by the current owners in 2021, the home welcomes you with a dramatic two-story foyer and beautifully designed interiors filled with natural light. Crisp millwork, shiplap detailing, coffered ceilings,

    Peter Stuart Houlihan Lawrence

    90 5 Mile River Rd, Darien, CT 06820
  • 33 Hale Ln, Darien, CT 06820

    $755,000 Sold Jun 20, 2025

    33 Hale Ln, Darien, CT 06820

    • 1 Bed
    • 1.5 Baths
    • 900 Sq Ft
    • Built 1987

    Last Sold Summary

    • 10% Above List Price
    • $839/SF
    • 47 Days On Market

    Current Estimated Value $763,344

    Last Listing Agent Robin Halsey Compass Connecticut, LLC

    33 Hale Ln, Darien, CT 06820
    • 1 Brush Island Rd, Darien, CT 06820

      Est $4,796,779 Not Listed For Sale

      1 Brush Island Rd, Darien, CT 06820

      • 5 Beds
      • 3.5 Baths
      • 4,542 Sq Ft
      • Built 2003
      1 Brush Island Rd, Darien, CT 06820

      Last Sold Summary

      • 8% Above List Price
      • $982/SF
      • 68 Days On Market

      Last Sold Price $4,460,000

      Last Listing Agent Douglas Milne Houlihan Lawrence

  • 16 Fairfield Ave, Darien, CT 06820
    16 Fairfield Ave, Darien, CT 06820
    16 Fairfield Ave, Darien, CT 06820
    /39

    $1,150,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft

    16 Fairfield Ave, Darien, CT 06820

    Step into the perfect blend of charm and modern upgrades with this Cape Cod gem! The newly renovated kitchen shines with shaker-style cabinetry, Bosch appliances, and premium finishes, while both renovated bathrooms feature luxurious Rohl and Waterworks fixtures. Enjoy seamless indoor-outdoor living with a versatile first-floor layout (3rd bedroom/den/office) and sliders lead to a lovely

    Pam Pokorny Compass Connecticut, LLC

    16 Fairfield Ave, Darien, CT 06820
  • 1 Fox Hill Ln, Darien, CT 06820

    $4,500,000 Sold Aug 12, 2025

    1 Fox Hill Ln, Darien, CT 06820

    • 4 Beds
    • 6 Baths
    • 5,561 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Above List Price
    • $809/SF
    • 6 Days On Market

    Current Estimated Value $4,452,677

    Last Listing Agent Janine Tienken Houlihan Lawrence

    1 Fox Hill Ln, Darien, CT 06820
    • 5 Plymouth Rd, Darien, CT 06820
      5 Plymouth Rd, Darien, CT 06820
      /2

      Est $2,835,181 Not Listed For Sale

      5 Plymouth Rd, Darien, CT 06820

      • 4 Beds
      • 3 Baths
      • 2,622 Sq Ft
      • Built 1995
      5 Plymouth Rd, Darien, CT 06820

      Last Sold Summary

      • 15% Below List Price
      • $936/SF

      Last Sold Price $2,455,000

      Last Listing Agent Sheree Frank Houlihan Lawrence

  • 473 Hollow Tree Ridge Rd, Darien, CT 06820
    473 Hollow Tree Ridge Rd, Darien, CT 06820
    473 Hollow Tree Ridge Rd, Darien, CT 06820
    /37

    $5,350,000

    • 5 Beds
    • 8 Baths
    • 8,035 Sq Ft

    473 Hollow Tree Ridge Rd, Darien, CT 06820

    Welcome to 473 Hollow Tree Ridge Road in Darien - a custom built, stone and shingle Colonial set on 1.3 professionally landscaped acres offering exceptional indoor and outdoor living. This 5-bedroom smart home blends timeless architecture with extensive upgrades and modern technology throughout. The resort-style backyard features a pool with spa, pool house with nano doors, outdoor shower, custom

    Ellen Mccue Houlihan Lawrence

    473 Hollow Tree Ridge Rd, Darien, CT 06820
  • 27 Kensett Ln Unit 27, Darien, CT 06820

    $2,250,000 Sold Sep 29, 2025

    27 Kensett Ln Unit 27, Darien, CT 06820

    • 3 Beds
    • 4.5 Baths
    • 4,068 Sq Ft
    • Built 2014

    Last Sold Summary

    • 18% Above List Price
    • $553/SF
    • 5 Days On Market

    Last Listing Agent Luke Broughton Compass Connecticut, LLC

    27 Kensett Ln Unit 27, Darien, CT 06820
    • 16 Plymouth Rd, Darien, CT 06820
      16 Plymouth Rd, Darien, CT 06820
      /2

      Est $4,041,470 Not Listed For Sale

      16 Plymouth Rd, Darien, CT 06820

      • 5 Beds
      • 5 Baths
      • 4,690 Sq Ft
      • Built 1953
      16 Plymouth Rd, Darien, CT 06820

      Last Sold Summary

      • 12% Below List Price
      • $768/SF

      Last Sold Price $3,600,000

      Last Listing Agent Nellie Snell William Raveis Real Estate

  • 26 Holly Ln, Darien, CT 06820
    26 Holly Ln, Darien, CT 06820
    26 Holly Ln, Darien, CT 06820
    /31

    $2,500,000

    • 4 Beds
    • 3.5 Baths
    • 4,260 Sq Ft

    26 Holly Ln, Darien, CT 06820

    Classic Ranch on Expansive Park-Like Acre+ in one of Darien's Most Sought-after Neighborhoods. Nestled on a prime 1.08-acre property, this home offers the perfect backdrop for your dream lifestyle. The light-filled formal living room, highlighted by a wood-burning fireplace and custom built-ins, flows seamlessly into the inviting family room with rich wood paneling and a second wood-burning

    Sara Littlefield BHHS Darien/New Canaan

    26 Holly Ln, Darien, CT 06820
  • 72 Kensett Ln, Darien, CT 06820

    $2,050,000 Sold Dec 30, 2025

    72 Kensett Ln, Darien, CT 06820

    • 3 Beds
    • 3.5 Baths
    • 4,067 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Above List Price
    • $504/SF
    • 19 Days On Market

    Current Estimated Value $2,046,533

    Last Listing Agent Pam Pokorny Compass Connecticut, LLC

    72 Kensett Ln, Darien, CT 06820

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