Darien, CT Homes

• 

  $1,950,000

  Sold Oct 23, 2025

  3 Devon Rd, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 2,568 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Above List Price
  • $759/SF
  • 9 Days On Market

  Current Estimated Value $2,076,370

  Last Listing Agent Keiley Fuller Compass Connecticut, LLC

  3 Devon Rd, Darien, CT 06820
• 

  

  /2

  Est $4,610,020

  Not Listed For Sale

  13 Searles Rd, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 4,890 Sq Ft
  • Built 1935

  13 Searles Rd, Darien, CT 06820
• 

  

  

  /38

  $4,295,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,379 Sq Ft

  20 Buttonwood Ln, Darien, CT 06820

  Welcome to 20 Buttonwood, a timeless Darien classic showcasing a renovated 5 bed 3.5 bath meticulously maintained home w/ expansive property & ultimate privacy. Set on a level, 1.25 acres the property is bordered by protected Land Trust. The flat/dry fenced yard provides endless possibilities for play, entertaining, gardening, and future enhancements. At the heart of the home is a beautifully

  Kathryn DeSalvo Compass Connecticut, LLC

  20 Buttonwood Ln, Darien, CT 06820
• 

  $2,375,000

  Sold Dec 16, 2025

  32 Kensett Ln Unit 32, Darien, CT 06820

  • 3 Beds
  • 5.5 Baths
  • 4,889 Sq Ft
  • Built 2014

  Last Sold Summary

  • 8% Above List Price
  • $486/SF
  • 13 Days On Market

  Current Estimated Value $2,591,545

  Last Listing Agent Kathryn DeSalvo Compass Connecticut, LLC

  32 Kensett Ln Unit 32, Darien, CT 06820
• 

  Est $3,056,492

  Not Listed For Sale

  14 Driftway Ln, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,860 Sq Ft
  • Built 1953

  14 Driftway Ln, Darien, CT 06820

  Last Sold Summary

  • 5 Days On Market
• 

  

  /34

  $1,695,000

  • 4 Beds
  • 3.5 Baths
  • 3,260 Sq Ft

  28 East Ln, Darien, CT 06820

  Nestled on a quiet cul-de-sac in a convenient Darien location, this beautifully renovated and expanded Nantucket-style Cape offers timeless charm and exceptional functionality. Set on .46 landscaped acres, the light-filled home features an open-concept kitchen with updated appliances, gas fireplace, and spacious dining area flowing seamlessly into sun-filled living spaces and multiple stone

  Robin Halsey Compass Connecticut, LLC

  28 East Ln, Darien, CT 06820
• 

  $3,600,000

  Sold May 15, 2026

  19 Thomasina Ln, Darien, CT 06820

  • 5 Beds
  • 3.5 Baths
  • 4,170 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Above List Price
  • $863/SF
  • 7 Days On Market

  Current Estimated Value $3,219,673

  Last Listing Agent Robin Halsey Compass Connecticut, LLC

  19 Thomasina Ln, Darien, CT 06820
• 

  Est $4,818,439

  Not Listed For Sale

  2 Driftway Ln, Darien, CT 06820

  • 5 Beds
  • 7 Baths
  • 8,239 Sq Ft
  • Built 2006

  2 Driftway Ln, Darien, CT 06820

  Last Sold Summary

  • 28 Days On Market
• 

  

  /4

  $2,525,000

  • 8 Beds
  • 3 Baths
  • 3,443 Sq Ft

  2646 Boston Post Rd, Darien, CT 06820

  Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

  Angela Abate William Raveis Real Estate

  2646 Boston Post Rd, Darien, CT 06820
• 

  $3,750,000

  Sold Aug 01, 2025

  16 Morley Ln, Darien, CT 06820

  • 5 Beds
  • 4.5 Baths
  • 5,475 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $685/SF
  • 31 Days On Market

  Current Estimated Value $3,972,450

  Last Listing Agent Carla Kupiec William Raveis Real Estate

  16 Morley Ln, Darien, CT 06820
• 

  Est $5,223,962

  Not Listed For Sale

  225 Tokeneke Rd, Darien, CT 06820

  • 7 Beds
  • 11 Baths
  • 7,207 Sq Ft
  • Built 1930

  225 Tokeneke Rd, Darien, CT 06820

  Last Sold Summary

  • 581 Days On Market
• 

  

  /34

  $2,475,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,750 Sq Ft

  12 Libby Ln, Darien, CT 06820

  Modern ranch perfection in one of Darien's most sought after neighborhoods. This exceptional home was stripped down to the studs and completely rebuilt, offering the rare combination of one-level living with the style and confidence of a near-new construction renovation. Thoughtfully re-imagined with clean and modern finishes and an easy, open flow, this home is designed for today's lifestyle-

  Pam Pokorny Compass Connecticut, LLC

  12 Libby Ln, Darien, CT 06820
• 

  $4,025,000

  Sold Jul 18, 2025

  176 Middlesex Rd, Darien, CT 06820

  • 6 Beds
  • 5.5 Baths
  • 6,293 Sq Ft
  • Built 2014

  Last Sold Summary

  • 9% Above List Price
  • $640/SF
  • 5 Days On Market

  Current Estimated Value $4,322,537

  Last Listing Agent Ashley Dineen Compass Connecticut, LLC

  176 Middlesex Rd, Darien, CT 06820
• 

  Est $2,239,447

  Not Listed For Sale

  233 Tokeneke Rd, Darien, CT 06820

  • 4 Beds
  • 4 Baths
  • 3,723 Sq Ft
  • Built 2023

  233 Tokeneke Rd, Darien, CT 06820

  Last Sold Summary

  • 8 Days On Market
• 

  

  /40

  $4,299,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 5,506 Sq Ft

  174 Leroy Ave, Darien, CT 06820

  Beautifully renovated in 2019, this exceptional 5-bedroom home offers a seamless open floor plan, generous living spaces, & the rare combination of privacy & convenience. Perched atop a knoll & set back from the street, the property enjoys a peaceful setting while remaining just minutes from downtown train, restaurants & shopping. Designed for both everyday living & effortless entertaining, the

  Casey Lange Compass Connecticut, LLC

  174 Leroy Ave, Darien, CT 06820
• 

  $2,054,000

  Sold Dec 11, 2025

  19 Anthony Ln, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Below List Price
  • $856/SF
  • 50 Days On Market

  Current Estimated Value $2,123,308

  Last Listing Agent Hillary Miller Houlihan Lawrence

  19 Anthony Ln, Darien, CT 06820
• 

  /2

  Est $2,503,490

  Not Listed For Sale

  5 Pheasant Run, Darien, CT 06820

  • 5 Beds
  • 4 Baths
  • 3,414 Sq Ft
  • Built 1972

  5 Pheasant Run, Darien, CT 06820
• 

  

  /40

  $7,900,000

  • 7 Beds
  • 9 Baths
  • 8,100 Sq Ft

  246 Brookside Rd, Darien, CT 06820

  Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

  Keiley Fuller Compass Connecticut, LLC

  246 Brookside Rd, Darien, CT 06820
• 

  $1,135,000

  Sold Oct 08, 2025

  64 Old Kings Hwy S, Darien, CT 06820

  • 5 Beds
  • 3.5 Baths
  • 3,327 Sq Ft
  • Built 1715

  Last Sold Summary

  • 17% Below List Price
  • $341/SF
  • 121 Days On Market

  Current Estimated Value $1,365,380

  Last Listing Agent Seema Dohil Brown Harris Stevens

  64 Old Kings Hwy S, Darien, CT 06820
• 

  Est $4,873,680

  Not Listed For Sale

  8 South Trail, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 2,466 Sq Ft
  • Built 1957

  8 South Trail, Darien, CT 06820

  Last Sold Summary

  • 192 Days On Market
• 

  

  /39

  $3,995,000

  • 5 Beds
  • 6 Baths
  • 6,764 Sq Ft

  107 Raymond St, Darien, CT 06820

  Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural

  Melissa Engel Douglas Elliman of Connecticut

  107 Raymond St, Darien, CT 06820
• 

  $2,300,000

  Sold Aug 14, 2025

  2 Mccrea Ln, Darien, CT 06820

  • 4 Beds
  • 4 Baths
  • 3,637 Sq Ft
  • Built 2001

  Last Sold Summary

  • $632/SF
  • 8 Days On Market

  Current Estimated Value $2,456,250

  Last Listing Agent Sara Hesli Houlihan Lawrence

  2 Mccrea Ln, Darien, CT 06820
• 

  

  /28

  Est $7,195,944

  Not Listed For Sale

  8 Homewood Ln, Darien, CT 06820

  • 5 Beds
  • 9 Baths
  • 6,683 Sq Ft
  • Built 2022

  8 Homewood Ln, Darien, CT 06820

  Last Sold Summary

  • 126 Days On Market
• 

  

  /33

  $1,680,000

  • 4 Beds
  • 2 Baths
  • 2,563 Sq Ft

  150 Holmes Ave, Darien, CT 06820

  Sunlit modern Victorian home effortlessly blends classic elegance with contemporary comfort and technology. Lovingly maintained and thoughtfully updated. High ceilings, large rooms, and abundant natural light throughout three stories create an airy, open feel, designed for style and function. Warm and inviting spaces for living and entertaining. Hardwood floors throughout first floor living and

  Keiley Fuller Compass Connecticut, LLC

  150 Holmes Ave, Darien, CT 06820
• 

  $3,250,000

  Sold Mar 02, 2026

  19 Georgian Ln, Darien, CT 06820

  • 6 Beds
  • 5.5 Baths
  • 6,407 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Above List Price
  • $507/SF
  • 22 Days On Market

  Current Estimated Value $3,278,979

  Last Listing Agent Caroline Hanley Houlihan Lawrence

  19 Georgian Ln, Darien, CT 06820
• 

  /2

  Est $7,072,469

  Not Listed For Sale

  5 Homewood Ln, Darien, CT 06820

  • 6 Beds
  • 8 Baths
  • 6,851 Sq Ft
  • Built 1936

  5 Homewood Ln, Darien, CT 06820
• 

  

  /33

  $2,700,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,796 Sq Ft

  8 Seagate Rd, Darien, CT 06820

  Waterviews!! Welcome to 8 Seagate Road, a rare opportunity to live in one of Darien's most sought after waterfront communities! Enjoy views of Holly Pond from this custom-built home, offering a terrific layout. The large living room offers built-in cabinetry, a cozy fireplace & leads to the formal dining room, both with beautiful water views! The bright kitchen is nicely sized, with quartz

  Kevin Quick William Pitt Sotheby's Int'l

  8 Seagate Rd, Darien, CT 06820
• 

  $1,050,000

  Sold Dec 23, 2025

  45 Hecker Ave, Darien, CT 06820

  • 5 Beds
  • 2 Baths
  • 2,844 Sq Ft
  • Built 1922

  Last Sold Summary

  • 19% Below List Price
  • $369/SF
  • 80 Days On Market

  Current Estimated Value $1,156,890

  Last Listing Agent Kim Petre William Raveis Real Estate

  45 Hecker Ave, Darien, CT 06820
• 

  /2

  Est $3,903,612

  Not Listed For Sale

  21 Driftway Ln, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 4,199 Sq Ft
  • Built 1954

  21 Driftway Ln, Darien, CT 06820
• 

  

  /39

  $1,249,000

  • 2 Beds
  • 2.5 Baths
  • 1,410 Sq Ft

  4 Sedgewick Village Ln, Darien, CT 06820

  Welcome to this beautifully renovated two-bedroom condo in one of Darien's most convenient locations. Just steps from Goodwives shopping center, the Metro-North train station, and the vibrant energy of downtown Darien, this home offers the perfect blend of modern comfort and walkable lifestyle. Pass through the private gate and be greeted by a serene personal courtyard and garden. A sliding glass

  Nellie Snell William Raveis Real Estate

  4 Sedgewick Village Ln, Darien, CT 06820
• 

  $1,800,000

  Sold Aug 21, 2025

  11 Cedar Gate Rd, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 3,023 Sq Ft
  • Built 1900

  Last Sold Summary

  • $595/SF
  • 20 Days On Market

  Current Estimated Value $1,945,969

  Last Listing Agent Anika Charron William Raveis Real Estate

  11 Cedar Gate Rd, Darien, CT 06820
• 

  

  /34

  Est $2,182,581

  Not Listed For Sale

  5 Rebel Ln, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 2,595 Sq Ft
  • Built 1910

  5 Rebel Ln, Darien, CT 06820

  Last Sold Summary

  • 30 Days On Market
• 

  

  /40

  $2,395,000

  Under Contract

  • 4 Beds
  • 5 Baths
  • 3,547 Sq Ft

  85 Hecker Ave, Darien, CT 06820

  Welcome to 85 Hecker Avenue, a stunning custom rebuild in the heart of Darien's coveted Noroton neighborhood, where modern luxury meets everyday convenience. Thoughtfully designed with 4 spacious bedrooms and 5 full bathrooms, this turnkey home features an open-concept floor plan centered around a beautifully appointed kitchen and inviting living spaces, along with a dedicated home office for

  Michael Spindler Real Broker CT

  85 Hecker Ave, Darien, CT 06820
• 

  $1,825,000

  Sold Jun 30, 2026

  182 Hollow Tree Ridge Rd, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 2,067 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Above List Price
  • $883/SF
  • 7 Days On Market

  Current Estimated Value $1,641,531

  Last Listing Agent Pamela Huber Compass Connecticut, LLC

  182 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  /2

  Est $3,959,530

  Not Listed For Sale

  4 Settlers Trail, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 4,360 Sq Ft
  • Built 2020

  4 Settlers Trail, Darien, CT 06820
• 

  

  /36

  $8,500,000

  $850K PRICE DROP Pending

  • 7 Beds
  • 10 Baths
  • 9,649 Sq Ft

  18 Tokeneke Trail, Darien, CT 06820

  This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately

  Robin Stineman William Pitt Sotheby's Int'l

  18 Tokeneke Trail, Darien, CT 06820
• 

  $1,595,500

  Sold Mar 03, 2026

  13 Patton Dr, Darien, CT 06820

  • 3 Beds
  • 2.5 Baths
  • 2,056 Sq Ft
  • Built 1947

  Last Sold Summary

  • 7% Above List Price
  • $776/SF
  • 9 Days On Market

  Current Estimated Value $1,547,243

  Last Listing Agent David Hawes Compass Connecticut, LLC

  13 Patton Dr, Darien, CT 06820
• 

  Est $3,710,392

  Not Listed For Sale

  10 Winding Ln, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,738 Sq Ft
  • Built 1961

  10 Winding Ln, Darien, CT 06820

  Last Sold Summary

  • 9 Days On Market
• 

  /2

  $800,000

  Under Contract

  • Land
  • 7,405 Sq Ft
  • $4,705,882 per Acre

  166 Hollow Tree Ridge Rd, Darien, CT 06820

  Ideal location for your dream house. Level, open building lot close to the brand new Heights Crossing and Darien Commons with new shops and restaurants. Train into NYC is minutes away. Darien has award winning schools, two town beaches, easy commute, and the world class Great Island Nature Park. Darien is where you want to be. Don't miss this golden opportunity. There are two adjacent building

  Gunnar Edelstein BHHS Darien/New Canaan

  166 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $3,711,000

  Sold Jun 03, 2026

  19 Blueberry Ln, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 3,881 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Above List Price
  • $956/SF
  • 8 Days On Market

  Current Estimated Value $3,158,688

  Last Listing Agent Holly Hurd Houlihan Lawrence

  19 Blueberry Ln, Darien, CT 06820

Showing Results 121 - 160, Page 4 of 18