Darien, CT Homes

• 

  

  

  /40

  $2,900,000

  Under Contract

  • 5 Beds
  • 6 Baths
  • 4,966 Sq Ft

  1 Duffys Ln, Darien, CT 06820

  Welcome to One Duffy's Lane, an exceptional 5-bedroom, 4.2-bath residence offering 4,966 square feet of refined living space on a private .65-acre lot. Perfectly positioned at the entrance of a highly sought-after cul-de-sac, this home combines timeless design with modern comfort. A spacious two-story foyer welcomes you upon entry, featuring a sweeping staircase and dramatic ceiling heights.

  Eileen Murphy William Pitt Sotheby's Int'l

  1 Duffys Ln, Darien, CT 06820
• 

  $1,650,000

  Sold Sep 04, 2025

  24 Laforge Rd, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 3,045 Sq Ft
  • Built 1954

  Last Sold Summary

  • 9% Below List Price
  • $542/SF
  • 82 Days On Market

  Current Estimated Value $1,724,926

  Last Listing Agent Linda Terhune Houlihan Lawrence

  24 Laforge Rd, Darien, CT 06820
• 

  

  

  /28

  Est $7,450,901

  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

  • 7% Above List Price
  • $1,044/SF
  • 126 Days On Market

  • Last Sold Price $6,975,000
  • May 22, 2024

  Last Listing Agent Ashley Dineen Compass Connecticut, LLC
• 

  

  

  /33

  $3,245,000

  $250K PRICE DROP

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

  5 Middlesex Rd, Darien, CT 06820

  Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to the train, elementary school, downtown shopping/dining, and parks. Situated on over half an acre this home also enjoys access to a private Cul de sac ideal for bike rides and walks, creating a true neighborhood feel. As you enter the home, you are

  Allison Santopietro William Raveis Real Estate

  5 Middlesex Rd, Darien, CT 06820
• 

  $8,695,000

  Sold Nov 21, 2025

  25 Tokeneke Trail, Darien, CT 06820

  • 5 Beds
  • 8 Baths
  • 6,108 Sq Ft
  • Built 1910

  Last Sold Summary

  • $1,424/SF
  • 29 Days On Market

  Current Estimated Value $8,466,901

  Last Listing Agent Nellie Snell William Raveis Real Estate

  25 Tokeneke Trail, 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

  Last Sold Summary

  • 16% Below List Price
  • $887/SF

  • Last Sold Price $6,075,000

  Last Listing Agent Nancy R Dauk Compass Connecticut, LLC
• 

  

  /32

  $3,295,000

  Pending

  • 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
• 

  $2,350,000

  Sold May 01, 2026

  3 Revere Rd, Darien, CT 06820

  • 5 Beds
  • 3 Baths
  • 3,395 Sq Ft
  • Built 1972

  Last Sold Summary

  • 18% Above List Price
  • $692/SF
  • 5 Days On Market

  Current Estimated Value $2,000,251

  Last Listing Agent Chichi Mayhew Compass Connecticut, LLC

  3 Revere Rd, Darien, CT 06820
• 

  /2

  Est $3,893,236

  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

  Last Sold Summary

  • 25% Below List Price
  • $744/SF

  • Last Sold Price $3,125,000

  Last Listing Agent Sheree Frank Houlihan Lawrence
• 

  

  /30

  $2,950,000

  • 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
• 

  $8,775,000

  Sold Nov 12, 2025

  101 Long Neck Point Rd, Darien, CT 06820

  • 5 Beds
  • 6.5 Baths
  • 6,689 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $1,312/SF
  • 20 Days On Market

  Current Estimated Value $8,997,376

  Last Listing Agent Becky Munro Brown Harris Stevens

  101 Long Neck Point Rd, Darien, CT 06820
• 

  Est $5,382,082

  Not Listed For Sale

  21 Wildcat Rd, Darien, CT 06820

  • 6 Beds
  • 9 Baths
  • 7,500 Sq Ft
  • Built 2023

  21 Wildcat Rd, Darien, CT 06820

  Last Sold Summary

  • 25% Above List Price
  • $573/SF
  • 16 Days On Market

  • Last Sold Price $4,300,000
  • Jun 14, 2023

  Last Listing Agent Viktar Shemiako Higgins Group Real Estate
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  /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
• 

  

  /37

  $5,660,000

  Sold Apr 14, 2026

  10 Stony Brook Rd, Darien, CT 06820

  • 6 Beds
  • 7.5 Baths
  • 8,680 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $652/SF
  • 94 Days On Market

  Current Estimated Value $4,501,299

  Last Listing Agent Holly Hawes Compass Connecticut, LLC

  10 Stony Brook Rd, Darien, CT 06820
• 

  

  /34

  Est $2,164,649

  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

  • 18% Above List Price
  • $709/SF
  • 30 Days On Market

  • Last Sold Price $1,840,000
  • Feb 14, 2024

  Last Listing Agent Margaret Dietz Coldwell Banker Realty
• 

  

  /40

  $2,950,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,865 Sq Ft

  89 Raymond St, Darien, CT 06820

  Few homes in Darien offer this combination: five bedrooms, five indoor entertainment spaces, a private elevator, gunite pool, hot tub, and pool cabana with wet bar-all on a private .70-acre lot in the Tokeneke School district. Fully updated 2021-2026 and just a walk to Metro-North and downtown. Spanning three fully finished floors, the main floor is built for living and entertaining: a formal

  Anika Charron William Raveis Real Estate

  89 Raymond St, Darien, CT 06820
• 

  $2,105,000

  Sold May 04, 2026

  13 Wakeman Rd, Darien, CT 06820

  • 3 Beds
  • 2.5 Baths
  • 2,959 Sq Ft
  • Built 1949

  Last Sold Summary

  • 22% Above List Price
  • $711/SF
  • 12 Days On Market

  Current Estimated Value $1,748,729

  Last Listing Agent Stephanie Hanford Compass Connecticut, LLC

  13 Wakeman Rd, Darien, CT 06820
• 

  /2

  Est $3,803,585

  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

  Last Sold Summary

  • 19% Below List Price
  • $733/SF

  • Last Sold Price $3,195,000

  Last Listing Agent Maggie Marchesi Compass Connecticut, LLC
• 

  

  /36

  $3,100,000

  New Construction Pending

  • 5 Beds
  • 6 Baths
  • 4,900 Sq Ft

  32 Relihan Rd, Darien, CT 06820

  Introducing an exceptional new-construction home set in a neighborhood, thoughtfully designed for today's lifestyle and sophisticated entertaining. This home offers five well-appointed bedrooms on a single level, four full baths, and two half baths. At the heart of the home is a sun-filled, open-concept kitchen featuring a generous center island, eat-in dining area, and expansive pantry,

  Sheree Frank Houlihan Lawrence

  32 Relihan Rd, Darien, CT 06820
• 

  $968,000

  Sold Oct 15, 2025

  17 Stanley Rd, Darien, CT 06820

  • 2 Beds
  • 1 Bath
  • 1,290 Sq Ft
  • Built 1936

  Last Sold Summary

  • 7% Above List Price
  • $750/SF
  • 10 Days On Market

  Current Estimated Value $1,006,475

  Last Listing Agent Sara Hesli Houlihan Lawrence

  17 Stanley Rd, Darien, CT 06820
• 

  Est $3,720,716

  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

  • 3% Above List Price
  • $966/SF
  • 9 Days On Market

  • Last Sold Price $3,611,850
  • May 05, 2025

  Last Listing Agent Tami Hanford Hughes Houlihan Lawrence
• 

  

  /38

  $2,995,000

  Pending

  • 6 Beds
  • 6 Baths
  • 4,848 Sq Ft

  9 Point o Woods Rd S, Darien, CT 06820

  Located on a quiet cul-de-sac in Darien's sought-after Ox Ridge School district, this inviting 4 bedroom home offers timeless character, privacy, and versatile living. Sun-filled living spaces and a well-designed floor plan enhance everyday comfort while maintaining the home's character. The primary bedroom features a fireplace, creating a warm and inviting retreat, complemented by three

  Ashley Dineen Compass Connecticut, LLC

  9 Point o Woods Rd S, Darien, CT 06820
• 

  $1,500,000

  Sold Jul 17, 2025

  44 Hale Ln, Darien, CT 06820

  • 2 Beds
  • 2.5 Baths
  • 1,460 Sq Ft
  • Built 1987

  Last Sold Summary

  • 20% Above List Price
  • $1,027/SF
  • 30 Days On Market

  Current Estimated Value $1,421,222

  Last Listing Agent Leslie Razook William Pitt Sotheby's Int'l

  44 Hale Ln, Darien, CT 06820
• 

  /2

  Est $1,885,272

  Not Listed For Sale

  113 Old Kings Hwy S, Darien, CT 06820

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 1906

  113 Old Kings Hwy S, Darien, CT 06820

  Last Sold Summary

  • 5% Below List Price
  • $1,040/SF

  • Last Sold Price $1,976,000

  Last Listing Agent Genevieve Schettino Compass Connecticut, LLC
• 

  

  /40

  $3,100,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 3,560 Sq Ft

  53 Goodwives River Rd, Darien, CT 06820

  Set gracefully above the scenic Goodwives River, this exceptional 1930s stone residence blends timeless character with 3403sq ft of sophisticated modern updates. Fully restored and renovated in 2003, the home preserves its architectural integrity with casement windows, slate roof, 9ft ceilings, and dramatic floor-to-ceiling stone fireplcs. 2020 improv include refinished hardwood floors

  Carla Kupiec William Raveis Real Estate

  53 Goodwives River Rd, Darien, CT 06820
• 

  $1,600,000

  Sold Mar 31, 2026

  77 Maple St, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,180 Sq Ft
  • Built 1948

  Last Sold Summary

  • 7% Above List Price
  • $734/SF
  • 13 Days On Market

  Current Estimated Value $1,489,964

  Last Listing Agent Genevieve Schettino Compass Connecticut, LLC

  77 Maple St, Darien, CT 06820
• 

  Est $1,695,478

  Not Listed For Sale

  103 Old Kings Hwy S, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 2,924 Sq Ft
  • Built 1929

  103 Old Kings Hwy S, Darien, CT 06820

  Last Sold Summary

  • 19% Above List Price
  • $487/SF
  • 12 Days On Market

  • Last Sold Price $1,425,000
  • Nov 04, 2024

  Last Listing Agent Genevieve Schettino Compass Connecticut, LLC
• 

  

  /39

  $2,395,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 2,928 Sq Ft

  16 Libby Ln, Darien, CT 06820

  Discover the potential of this charming four-bedroom Colonial located in one of Darien's most desirable neighborhoods. Set on just over an acre of beautifully flat, private land with a sparkling pool, this property offers endless possibilities. Built in 1953, the home exudes character and classic appeal, ready for a new owner to renovate, restore, or reimagine. Within walking distance to local

  Nancy Peter Houlihan Lawrence

  16 Libby Ln, Darien, CT 06820
• 

  $3,205,000

  Sold Mar 27, 2026

  18 Winding Ln, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,972 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $807/SF
  • 9 Days On Market

  Current Estimated Value $2,986,740

  Last Listing Agent Tami Hanford Hughes Houlihan Lawrence

  18 Winding Ln, Darien, CT 06820
• 

  /2

  Est $2,955,083

  Not Listed For Sale

  2 Morley Ln, Darien, CT 06820

  • 5 Beds
  • 3 Baths
  • 4,009 Sq Ft
  • Built 1957

  2 Morley Ln, Darien, CT 06820

  Last Sold Summary

  • 26% Below List Price
  • $586/SF

  • Last Sold Price $2,350,000

  Last Listing Agent Mary Lopiano Brown Harris Stevens
• 

  

  /36

  $1,199,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,493 Sq Ft

  14 Henry St, Darien, CT 06820

  Charming 1920's colonial-style gem with enclosed front porch and an open floor plan, accented by handcrafted built-ins and oversized windows, creating a bright, airy space that's perfect for hosting lively gatherings or simply enjoying the comforts of everyday life. The updated kitchen features stainless steel appliances and granite countertops, and has beautiful views of the private rear yard.

  Veronica Monahan Compass Connecticut, LLC

  14 Henry St, Darien, CT 06820
• 

  $3,050,000

  Sold Mar 31, 2026

  18 Pasture Ln, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,061 Sq Ft
  • Built 1951

  Last Sold Summary

  • 2% Above List Price
  • $996/SF
  • 17 Days On Market

  Current Estimated Value $2,958,596

  Last Listing Agent Debbie Lawrence Brown Harris Stevens

  18 Pasture Ln, Darien, CT 06820
• 

  Est $1,049,903

  Not Listed For Sale

  84 Old Kings Hwy S, Darien, CT 06820

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1925

  84 Old Kings Hwy S, Darien, CT 06820

  Last Sold Summary

  • 9% Above List Price
  • $685/SF
  • 10 Days On Market

  • Last Sold Price $965,000
  • Nov 04, 2024

  Last Listing Agent Nancy Maher Coldwell Banker Realty
• 

  

  /34

  $2,225,000

  • 4 Beds
  • 2.5 Baths
  • 3,264 Sq Ft

  19 Chester Rd, Darien, CT 06820

  This storybook charmer sits on a rare half acre of flat, dry land directly abutting Woodland Park, creating a setting that feels both private and enchanting. Summer entertaining comes naturally here; think firepit conversations, dinners on the patio, and long evenings surrounded by nature. The four-bedroom, two-and-a-half bath layout offers great flow, with the kitchen opening to the family room

  Heather Hilleman Houlihan Lawrence

  19 Chester Rd, Darien, CT 06820
• 

  $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 $2,030,624

  Last Listing Agent Keiley Fuller Compass Connecticut, LLC

  3 Devon Rd, Darien, CT 06820
• 

  /2

  Est $1,507,572

  Not Listed For Sale

  1 Waring Ln, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,169 Sq Ft
  • Built 1925

  1 Waring Ln, Darien, CT 06820

  Last Sold Summary

  • 31% Below List Price
  • $530/SF

  • Last Sold Price $1,150,000

  Last Listing Agent Cheryl Williams Brown Harris Stevens
• 

  

  /40

  $4,250,000

  • 5 Beds
  • 4.5 Baths
  • 5,678 Sq Ft

  2 Roland Dr, Darien, CT 06820

  The moment you step onto the inviting front porch, you'll feel the warmth and charm of this exceptional 5-bedroom, 4.5-bath Colonial perched on a quiet cul-de-sac. Experience sophisticated design, unparalleled comfort, and an unbeatable location. Welcome to your dream home in Darien. The heart of the home is the chef's kitchen, fully renovated and featuring top-of-the-line appliances, a leathered

  Stephanie Hanford Compass Connecticut, LLC

  2 Roland Dr, 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 $2,501,895

  Last Listing Agent Kathryn DeSalvo Compass Connecticut, LLC

  32 Kensett Ln Unit 32, Darien, CT 06820
• 

  

  /15

  Est $7,437,339

  Not Listed For Sale

  67 Salem Straits, Darien, CT 06820

  • 5 Beds
  • 4.5 Baths
  • 4,081 Sq Ft
  • Built 1952

  67 Salem Straits, Darien, CT 06820

  Last Sold Summary

  • 3% Above List Price
  • $1,764/SF
  • 49 Days On Market

  • Last Sold Price $7,200,000
  • Jan 06, 2016

  Last Listing Agent Nellie Snell William Raveis Real Estate
• 

  

  /39

  $1,665,000

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

  182 Hollow Tree Ridge Rd, Darien, CT 06820

  Welcome to 182 Hollow Tree Ridge Road, a delightful, sunlit home meticulously maintained and thoughtfully updated. Nestled on a .33-acre lot, the property is adorned with mature trees and lush landscaping, featuring a spacious backyard perfect for recreation and gardening. The bright and inviting living room, complete with a fireplace, seamlessly connects to a charming dining area that overlooks

  Pamela Huber Compass Connecticut, LLC

  182 Hollow Tree Ridge Rd, Darien, CT 06820

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