Darien, CT Homes

• 

  $9,420,000

  Sold Mar 30, 2026

  17 Contentment Island Rd, Darien, CT 06820

  • 6 Beds
  • 4.5 Baths
  • 7,174 Sq Ft
  • Built 1909

  Last Sold Summary

  • 14% Below List Price
  • $1,313/SF
  • 149 Days On Market

  Current Estimated Value $8,726,414

  Last Listing Agent Douglas Milne Houlihan Lawrence

  17 Contentment Island Rd, Darien, CT 06820
• 

  

  /2

  Est $1,210,836

  Not Listed For Sale

  4 Oakland Terrace, Darien, CT 06820

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 1921

  4 Oakland Terrace, Darien, CT 06820
• 

  

  

  /22

  $1,495,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  161 Old Kings Hwy S, Darien, CT 06820

  Set in a peaceful and private Darien setting, 161 Old Kings Highway South offers a wonderful blend of comfort, space, and charm. This 3-bedroom, 2.5-bath home features a large, inviting great room with soaring ceilings and a Palladium window, a gracious living room, a private dining room, and a warm family room with wood beams and a fireplace that flows into an eat-in kitchen designed for

  Deirdre McGovern Compass Connecticut, LLC

  161 Old Kings Hwy S, Darien, CT 06820
• 

  $1,540,000

  Sold Mar 16, 2026

  223 Middlesex Rd, Darien, CT 06820

  • 3 Beds
  • 1.5 Baths
  • 1,840 Sq Ft
  • Built 1926

  Last Sold Summary

  • 8% Above List Price
  • $837/SF
  • 6 Days On Market

  Current Estimated Value $1,517,788

  Last Listing Agent Kelly Connell Compass Connecticut, LLC

  223 Middlesex Rd, Darien, CT 06820
• 

  Est $2,435,268

  Not Listed For Sale

  2620 Post Rd, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 2,388 Sq Ft
  • Built 1916

  2620 Post Rd, Darien, CT 06820

  Last Sold Summary

  • 9 Days On Market
• 

  

  /40

  $2,795,000

  • 5 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  21 Nearwater Ln, Darien, CT 06820

  Discover elegant coastal living in this updated 4-5 bedroom, 3.5-bathroom home offering 3,553 sf of thoughtfully designed living space on a flat, private .65-acre property. Ideally located a short distance from Weed Beach and only steps from Darien's award-winning Blue Ribbon elementary school, this home combines convenience, comfort, and versatility. Located within the desirable Noroton Manor

  Debbie Previte Compass Connecticut, LLC

  21 Nearwater Ln, Darien, CT 06820
• 

  $2,358,000

  Sold Aug 01, 2025

  39 Briar Brae Rd, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 3,242 Sq Ft
  • Built 1955

  Last Sold Summary

  • 27% Above List Price
  • $727/SF
  • 11 Days On Market

  Current Estimated Value $2,421,718

  Last Listing Agent Carla Kupiec William Raveis Real Estate

  39 Briar Brae Rd, Darien, CT 06820
• 

  Est $864,726

  Not Listed For Sale

  15 Catalpa Terrace, Darien, CT 06820

  • 3 Beds
  • 1 Bath
  • 941 Sq Ft
  • Built 1926

  15 Catalpa Terrace, Darien, CT 06820

  Last Sold Summary

  • 23 Days On Market
• 

  

  /30

  $2,950,000

  Pending

  • 5 Beds
  • 5.5 Baths
  • 4,539 Sq Ft

  44 Maple St, Darien, CT 06820

  Welcome to 44 Maple Street, a beautifully maintained and thoughtfully updated home in one of Darien's most convenient locations. Just half a mile from Noroton Heights' shops, dining, and train, this property makes everyday errands simple, and commuting a breeze. Originally built by Giannattasio builders in 2017 and enhanced with quality updates by Ruddy Builders, the home has been meticulously

  Amanda Spatola Houlihan Lawrence

  44 Maple St, Darien, CT 06820
• 

  $1,575,000

  Sold Jul 21, 2025

  199 Old Kings Hwy N, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,409 Sq Ft
  • Built 1952

  Last Sold Summary

  • 43% Above List Price
  • $654/SF
  • 10 Days On Market

  Current Estimated Value $1,736,375

  Last Listing Agent Robert Marchesi Compass Connecticut, LLC

  199 Old Kings Hwy N, Darien, CT 06820
• 

  Est $2,774,854

  Not Listed For Sale

  5 Weeds Landing, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 3,880 Sq Ft
  • Built 1979

  5 Weeds Landing, Darien, CT 06820

  Last Sold Summary

  • 7 Days On Market
• 

  

  /39

  $3,250,000

  Pending

  • 5 Beds
  • 4 Baths
  • 4,567 Sq Ft

  18 Phillips Ln, Darien, CT 06820

  18 Phillips Lane offers a rare combination of neighborhood energy and privacy, set on one of Darien's most sought-after cul-de-sacs. Phillips Lane is known for it's close-knit community; enjoy spontaneous yard-to-yard socializing, biking on the cul de sac with friends, trick-or-treating, and walks to school. Inside, natural light pours through more than 4,200 square feet of thoughtfully designed

  Amanda Spatola Houlihan Lawrence

  18 Phillips Ln, Darien, CT 06820
• 

  $3,308,000

  Sold Apr 15, 2026

  5 Wheat Ln, Darien, CT 06820

  • 5 Beds
  • 5 Baths
  • 3,509 Sq Ft
  • Built 1964

  Last Sold Summary

  • 18% Above List Price
  • $943/SF
  • 12 Days On Market

  Current Estimated Value $3,076,020

  Last Listing Agent Nellie Snell William Raveis Real Estate

  5 Wheat Ln, Darien, CT 06820
• 

  Est $3,061,972

  Not Listed For Sale

  6 Weeds Landing, Darien, CT 06820

  • 4 Beds
  • 4.5 Baths
  • 4,863 Sq Ft
  • Built 1977

  6 Weeds Landing, Darien, CT 06820

  Last Sold Summary

  • 15 Days On Market
• 

  

  /37

  $5,350,000

  Pending

  • 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
• 

  $4,600,000

  Sold May 08, 2026

  15 Marianne Rd, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 6,325 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $727/SF
  • 40 Days On Market

  Current Estimated Value $4,374,337

  Last Listing Agent Nellie Snell William Raveis Real Estate

  15 Marianne Rd, Darien, CT 06820
• 

  Est $3,799,000

  Not Listed For Sale

  11 Lighthouse Way, Darien, CT 06820

  • 5 Beds
  • 5 Baths
  • 5,192 Sq Ft
  • Built 1966

  11 Lighthouse Way, Darien, CT 06820

  Last Sold Summary

  • 8 Days On Market
• 

  

  /34

  $2,595,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 4,173 Sq Ft

  20 Walmsley Rd, Darien, CT 06820

  Nestled in one of Darien's most coveted neighborhoods, this exceptional light-filled 5 bedroom 3.5 bath home with 2 car garage offers the perfect blend of comfort, storage, convenience and timeless appeal. Thoughtfully designed for todays lifestyle with open floor plan for everyday living and effortless entertaining. The chef's kitchen with high end appliances, wine refrigerator, white quartz

  AnneMarie Rayhill Houlihan Lawrence

  20 Walmsley Rd, Darien, CT 06820
• 

  $995,000

  Sold Jan 15, 2026

  8 Sedgewick Village Ln, Darien, CT 06820

  • 2 Beds
  • 2.5 Baths
  • 1,410 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $706/SF
  • 36 Days On Market

  Current Estimated Value $1,041,091

  Last Listing Agent John Tibbets CT Waterfront Properties

  8 Sedgewick Village Ln, Darien, CT 06820
• 

  Est $4,565,773

  Not Listed For Sale

  26 Lighthouse Way, Darien, CT 06820

  • 3 Beds
  • 3.5 Baths
  • 4,319 Sq Ft
  • Built 1998

  26 Lighthouse Way, Darien, CT 06820

  Last Sold Summary

  • 90 Days On Market
• 

  

  /40

  $8,195,000

  Pending

  • 5 Beds
  • 8 Baths
  • 6,998 Sq Ft

  30 Shipway Rd, Darien, CT 06820

  Your homestead starts here-welcome to 30 Shipway Road, a private waterfront retreat set on 1.49 incredible acres in sought-after Noroton Bay. Designed by renowned architect Chad Nehring, with coastal interiors by Pear Tree Point Design, this 5 bedroom home blends timeless style with modern comfort. Nearly every room takes in sweeping, unobstructed views of the harbor and Long Island Sound,

  Janine Tienken Houlihan Lawrence

  30 Shipway Rd, Darien, CT 06820
• 

  $2,825,000

  Sold Oct 03, 2025

  21 Park Place, Darien, CT 06820

  • 5 Beds
  • 3.5 Baths
  • 5,329 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Above List Price
  • $530/SF
  • 13 Days On Market

  Current Estimated Value $3,041,553

  Last Listing Agent Ingrid Hess Compass Connecticut, LLC

  21 Park Place, Darien, CT 06820
• 

  /2

  Est $2,713,868

  Not Listed For Sale

  10 Beach Dr, Darien, CT 06820

  • 4 Beds
  • 4 Baths
  • 2,436 Sq Ft
  • Built 1925

  10 Beach Dr, Darien, CT 06820
• 

  

  /40

  $1,825,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 2,977 Sq Ft

  333 West Ave Unit 5, Darien, CT 06820

  Privately positioned within Darien's sought-after Noroton Greens community, this exceptional residence offers a sophisticated blend of luxury, comfort, and convenience. Thoughtfully designed for effortless living and entertaining, the home features expansive living spaces, timeless finishes, and an ideal layout for today's lifestyle. Oversized windows fill the home with natural light, while

  Meg Schwanhausser Compass Connecticut, LLC

  333 West Ave Unit 5, Darien, CT 06820
• 

  $1,024,000

  Sold Dec 01, 2025

  2 Pine Brook Ln Unit 2, Darien, CT 06820

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

  Last Sold Summary

  • 6% Above List Price
  • $801/SF
  • 8 Days On Market

  Current Estimated Value $1,057,266

  Last Listing Agent Christine Kellogg William Raveis Real Estate

  2 Pine Brook Ln Unit 2, Darien, CT 06820
• 

  /2

  Est $2,957,990

  Not Listed For Sale

  12 Beach Dr, Darien, CT 06820

  • 3 Beds
  • 3 Baths
  • 2,710 Sq Ft
  • Built 1926

  12 Beach Dr, Darien, CT 06820
• 

  

  /35

  $3,295,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 5,777 Sq Ft

  12 Settlers Trail, Darien, CT 06820

  Nestled on a private 1.4-acre cul-de-sac property in Darien's sought-after Tokeneke school district, this gracious Colonial offers over 5,700 square feet of living space, exceptional privacy, and effortless indoor-outdoor living. Surrounded by landscaping and an expansive lawn, the home is a true retreat complete with a saltwater pool, patio with built-in grill, and greenhouse. Designed for

  Maureen Sullivan William Raveis Real Estate

  12 Settlers Trail, Darien, CT 06820
• 

  $1,710,000

  Sold Apr 27, 2026

  25 Devon Rd, Darien, CT 06820

  • 4 Beds
  • 1.5 Baths
  • 1,953 Sq Ft
  • Built 1940

  Last Sold Summary

  • 18% Above List Price
  • $876/SF
  • 7 Days On Market

  Current Estimated Value $1,605,397

  Last Listing Agent Claudia Smeriglio Brown Harris Stevens

  25 Devon Rd, Darien, CT 06820
• 

  Est $2,838,410

  Not Listed For Sale

  17 Beach Dr, Darien, CT 06820

  • 5 Beds
  • 3.5 Baths
  • 2,864 Sq Ft
  • Built 1921

  17 Beach Dr, Darien, CT 06820

  Last Sold Summary

  • 20 Days On Market
• 

  

  /24

  $1,599,000

  • 4 Beds
  • 2 Baths
  • 2,582 Sq Ft

  24 Herman Ave, Darien, CT 06820

  Welcome to 24 Herman Avenue, where classic charm and modern convenience come together in one of Darien's highly walkable neighborhoods. This sun-filled 4-bedroom, 2-bath Colonial features vaulted ceiling, new flooring, stainless steel appliances, and a beautifully renovated bath with tub and luxurious steam shower. A flexible first-floor bedroom offers the perfect space for a home office,

  Nikki Dinapoli William Raveis Real Estate

  24 Herman Ave, Darien, CT 06820
• 

  $2,460,000

  Sold Aug 20, 2025

  20 Shady Acres Rd, Darien, CT 06820

  • 5 Beds
  • 4 Baths
  • 3,322 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $741/SF
  • 20 Days On Market

  Current Estimated Value $2,705,305

  Last Listing Agent Susan Frederico Aspen Realty Group

  20 Shady Acres Rd, Darien, CT 06820
• 

  Est $3,652,609

  Not Listed For Sale

  13 Beach Dr, Darien, CT 06820

  • 4 Beds
  • 4.5 Baths
  • 4,163 Sq Ft
  • Built 1926

  13 Beach Dr, Darien, CT 06820

  Last Sold Summary

  • 7 Days On Market
• 

  

  /40

  $6,495,000

  Pending

  • 5 Beds
  • 7.5 Baths
  • 8,370 Sq Ft

  28 Old Farm Rd, Darien, CT 06820

  Set on a beautifully landscaped and expansive property, 28 Old Farm Road offers a rare blend of refined elegance and modern comfort. Thoughtfully designed with impeccable attention to detail, the residence features five spacious bedrooms, each with its own en suite bathroom. An exceptional primary suite was designed as a private retreat. This serene space includes a separate lounge area, an

  Nellie Snell William Raveis Real Estate

  28 Old Farm Rd, Darien, CT 06820
• 

  $4,800,000

  Sold Dec 18, 2025

  6 Priscilla Ln, Darien, CT 06820

  • 5 Beds
  • 4.5 Baths
  • 6,192 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Above List Price
  • $775/SF
  • 8 Days On Market

  Current Estimated Value $4,830,583

  Last Listing Agent Stephanie Slatkow Compass Connecticut, LLC

  6 Priscilla Ln, Darien, CT 06820
• 

  /2

  Est $2,877,844

  Not Listed For Sale

  2216 Post Rd, Darien, CT 06820

  • 3 Beds
  • 2 Baths
  • 1,687 Sq Ft
  • Built 1960

  2216 Post Rd, Darien, CT 06820
• 

  

  /15

  $1,395,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,742 Sq Ft

  15 Charles St, Darien, CT 06820

  Charming, renovated Noroton Heights colonial, with an easy walk to train, dining and shopping, awaits! Beautiful kitchen with breakfast nook, breakfast bar and large dining area opening to a large family room will please all cooks and allow for flexible use. Three bedrooms, renovated bathroom with double sinks, and a walk-up attic (lending itself to expansion possibilities) complete the second

  Amanda Bryan Compass Connecticut, LLC

  15 Charles St, Darien, CT 06820
• 

  $1,210,000

  Sold Dec 29, 2025

  53 Noroton Ave, Darien, CT 06820

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1927

  Last Sold Summary

  • 11% Above List Price
  • $1,080/SF
  • 9 Days On Market

  Current Estimated Value $1,209,147

  Last Listing Agent Nellie Snell William Raveis Real Estate

  53 Noroton Ave, Darien, CT 06820
• 

  Est $3,229,329

  Not Listed For Sale

  13 Outlook Dr, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 2,787 Sq Ft
  • Built 1928

  13 Outlook Dr, Darien, CT 06820

  Last Sold Summary

  • 8 Days On Market
• 

  

  /40

  $4,750,000

  Pending

  • 6 Beds
  • 6.5 Baths
  • 6,829 Sq Ft

  234 Brookside Rd, Darien, CT 06820

  Set along a picturesque stretch in one of Darien's most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a serene, retreat-like setting just minutes from town, top-rated schools, and the coastline. This HOBI award-winning

  Kristin Nemec William Pitt Sotheby's Int'l

  234 Brookside Rd, Darien, CT 06820
• 

  $1,200,011

  Sold Jul 30, 2025

  11 Norman Ln, Darien, CT 06820

  • 2 Beds
  • 2.5 Baths
  • 1,656 Sq Ft
  • Built 1987

  Last Sold Summary

  • 14% Above List Price
  • $725/SF
  • 6 Days On Market

  Current Estimated Value $1,244,576

  Last Listing Agent Ingrid Hess Compass Connecticut, LLC

  11 Norman Ln, Darien, CT 06820

Showing Results 241 - 280, Page 7 of 18