Darien, CT Homes

• 

  $6,125,000

  Sold Jul 01, 2025

  26 Peach Hill Rd, Darien, CT 06820

  • 6 Beds
  • 8 Baths
  • 8,454 Sq Ft
  • Built 2023

  Last Sold Summary

  • 9% Below List Price
  • $725/SF
  • 212 Days On Market

  Current Estimated Value $6,496,206

  Last Listing Agent Janine Tienken Houlihan Lawrence

  26 Peach Hill Rd, Darien, CT 06820
• 

  

  /2

  Est $4,466,093

  Not Listed For Sale

  35 Rings End Rd, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 4,526 Sq Ft
  • Built 1823

  35 Rings End Rd, Darien, CT 06820

  Last Sold Summary

  • 6% Below List Price
  • $928/SF

  • Last Sold Price $4,200,000

  Last Listing Agent Meredith Derosa William Pitt
• 

  

  

  /32

  $1,125,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,658 Sq Ft

  281 West Ave, Darien, CT 06820

  A rare opportunity to own in the rapidly evolving Noroton Heights neighborhood-where walkability, convenience, and lifestyle converge. Steps from the Noroton Heights train station, restaurants, and everyday conveniences, 281 West Avenue sits at the center of one of Darien's most sought-after and increasingly vibrant areas. This three-bedroom Colonial presents an inviting blend of classic New

  Gunnar Edelstein BHHS Darien/New Canaan

  281 West Ave, Darien, CT 06820
• 

  $2,775,000

  Sold Jul 01, 2025

  24 Sunswyck Rd, Darien, CT 06820

  • 5 Beds
  • 4 Baths
  • 3,618 Sq Ft
  • Built 1936

  Last Sold Summary

  • 11% Above List Price
  • $767/SF
  • 10 Days On Market

  Current Estimated Value $2,850,104

  Last Listing Agent Janine Tienken Houlihan Lawrence

  24 Sunswyck Rd, Darien, CT 06820
• 

  

  /2

  Est $1,588,044

  Not Listed For Sale

  259 Old Kings Hwy S, Darien, CT 06820

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 1876

  259 Old Kings Hwy S, Darien, CT 06820

  Last Sold Summary

  • 19% Below List Price
  • $697/SF

  • Last Sold Price $1,335,000

  Last Listing Agent Suzanne Okie Brown Harris Stevens
• 

  

  /40

  $5,695,000

  • 5 Beds
  • 7 Baths
  • 9,039 Sq Ft

  316 Mansfield Ave, Darien, CT 06820

  Just in time for summer-this exceptional property offers the ultimate in luxury living and outdoor enjoyment. Imagine relaxing poolside by your new heated pool and spa, surrounded by beautifully landscaped grounds and sweeping views of the golf course. Inside, the home is equally impressive. The expansive primary suite is a true retreat, featuring a private sitting room that opens onto a deck

  Janine Tienken Houlihan Lawrence

  316 Mansfield Ave, Darien, CT 06820
• 

  $1,850,000

  Sold Jan 15, 2026

  333 West Ave Unit 3, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,622 Sq Ft
  • Built 2012

  Last Sold Summary

  • 3% Above List Price
  • $511/SF
  • 11 Days On Market

  Last Listing Agent Caroline Hanley Houlihan Lawrence

  333 West Ave Unit 3, Darien, CT 06820
• 

  /2

  Est $1,731,510

  Not Listed For Sale

  25 Goodwives River Rd, Darien, CT 06820

  • 3 Beds
  • 3 Baths
  • 1,995 Sq Ft
  • Built 1948

  25 Goodwives River Rd, Darien, CT 06820

  Last Sold Summary

  • 12% Below List Price
  • $776/SF

  • Last Sold Price $1,548,500

  Last Listing Agent Lucille Story Brown Harris Stevens
• 

  

  /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
• 

  $1,725,000

  Sold May 14, 2026

  53 Hoyt St, Darien, CT 06820

  • 3 Beds
  • 3.5 Baths
  • 2,180 Sq Ft
  • Built 1922

  Last Sold Summary

  • 24% Above List Price
  • $791/SF
  • 10 Days On Market

  Current Estimated Value $1,445,389

  Last Listing Agent Daria Kamford Houlihan Lawrence

  53 Hoyt St, Darien, CT 06820
• 

  Est $1,596,503

  Not Listed For Sale

  395 West Ave, Darien, CT 06820

  • 6 Beds
  • 2 Baths
  • 2,550 Sq Ft
  • Built 1886

  395 West Ave, Darien, CT 06820

  Last Sold Summary

  • 68% Above List Price
  • $373/SF
  • 17 Days On Market

  • Last Sold Price $950,000
  • Jun 01, 2023

  Last Listing Agent Jefferson Guthrie Coldwell Banker Realty
• 

  

  /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
• 

  $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 $8,782,642

  Last Listing Agent Douglas Milne Houlihan Lawrence

  17 Contentment Island Rd, Darien, CT 06820
• 

  Est $1,344,704

  Not Listed For Sale

  373 West Ave, Darien, CT 06820

  • 3 Beds
  • 2 Baths
  • 1,839 Sq Ft
  • Built 1921

  373 West Ave, Darien, CT 06820

  Last Sold Summary

  • 22% Above List Price
  • $598/SF
  • 140 Days On Market

  • Last Sold Price $1,100,000
  • Jun 28, 2019

  Last Listing Agent Kelly Connell Compass Connecticut, LLC
• 

  

  /25

  $2,395,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,102 Sq Ft

  33 Fairview Ave, Darien, CT 06820

  Ideally located just moments from downtown, train to NYC, and schools, 33 Fairview Avenue offers the very best of Darien living. Thoughtfully transformed by the current owners, this home seamlessly blends timeless charm with modern sophistication, featuring detailed millwork, beautiful built-ins, refinished floors, updated bathrooms, and a stunning kitchen refresh with new countertops and

  Katharine Gray Bunoski Compass Connecticut, LLC

  33 Fairview Ave, 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 $1,487,908

  Last Listing Agent Kelly Connell Compass Connecticut, LLC

  223 Middlesex Rd, Darien, CT 06820
• 

  Est $829,333

  Not Listed For Sale

  12 Catherine St, Darien, CT 06820

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1957

  12 Catherine St, Darien, CT 06820

  Last Sold Summary

  • 86% Above List Price
  • $418/SF
  • 1 Day On Market

  • Last Sold Price $445,000
  • May 06, 2016

  Last Listing Agent Karen Rosenfeld Marr Caruso Realty Group
• 

  

  /28

  $1,695,000

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  115 Tokeneke Rd, Darien, CT 06820

  Tucked away at the end of a quiet cul-de-sac known as Tokeneke Ridge, this impeccably maintained 4-bedroom, 2.5-bath home offers privacy, space, and easy everyday living. The inviting floor plan features formal living and dining rooms, an eat-in kitchen, and a flexible bonus space just off the kitchen - ideal as a playroom, home office, media room, or teen hangout. The family room opens to a deck

  Genevieve Schettino Compass Connecticut, LLC

  115 Tokeneke Rd, 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 $2,393,434

  Last Listing Agent Carla Kupiec William Raveis Real Estate

  39 Briar Brae Rd, Darien, CT 06820
• 

  /2

  Est $1,032,178

  Not Listed For Sale

  159 Hollow Tree Ridge Rd, Darien, CT 06820

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1950

  159 Hollow Tree Ridge Rd, Darien, CT 06820

  Last Sold Summary

  • 40% Below List Price
  • $482/SF

  • Last Sold Price $738,000

  Last Listing Agent Douglas Milne Houlihan Lawrence
• 

  

  /39

  $920,000

  $75K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,546 Sq Ft

  83 Hoyt St, Darien, CT 06820

  Location, Location, Location!!3BR/1.5BA home with flexible layout, including main-level bedroom and half bath. Freshly painted and clean, ready for updates. Features include hardwood floors, detached 2-car garage, large enclosed sunroom, spacious unfinished basement, and long driveway. Close to town, shopping, dining, and top-rated schools. Incredible opportunity to get into the Darien market.

  Linda Einfrank Sterling Property Solutions

  83 Hoyt 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 $1,706,254

  Last Listing Agent Robert Marchesi Compass Connecticut, LLC

  199 Old Kings Hwy N, Darien, CT 06820
• 

  /2

  Est $1,477,504

  Not Listed For Sale

  104 Holmes Ave, Darien, CT 06820

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft
  • Built 1928

  104 Holmes Ave, Darien, CT 06820

  Last Sold Summary

  • 16% Below List Price
  • $674/SF

  • Last Sold Price $1,275,000

  Last Listing Agent Kim Petre William Raveis Real Estate
• 

  

  /39

  $1,895,000

  • 4 Beds
  • 3.5 Baths
  • 3,147 Sq Ft

  21 Fairfield Ave, Darien, CT 06820

  Step into timeless charm at 21 Fairfield Ave, Darien, where classic farmhouse colonial design meets modern luxury. This fully renovated 4-bedroom home features a stunning white high-end kitchen and baths, complemented by an open-flow layout and oversized triple pane windows that bathe the spaces in natural light. Downstairs, a finished basement offers incredible versatility with an additional

  Keiley Fuller Compass Connecticut, LLC

  21 Fairfield Ave, 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 $2,812,467

  Last Listing Agent Nellie Snell William Raveis Real Estate

  5 Wheat Ln, Darien, CT 06820
• 

  Est $1,591,386

  Not Listed For Sale

  96 Holmes Ave, Darien, CT 06820

  • 5 Beds
  • 2.5 Baths
  • 2,635 Sq Ft
  • Built 1887

  96 Holmes Ave, Darien, CT 06820

  Last Sold Summary

  • 12% Above List Price
  • $539/SF
  • 26 Days On Market

  • Last Sold Price $1,420,000
  • Mar 28, 2024

  Last Listing Agent Anika Charron William Raveis Real Estate
• 

  /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 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
• 

  $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 $4,366,333

  Last Listing Agent Nellie Snell William Raveis Real Estate

  15 Marianne Rd, Darien, CT 06820
• 

  Est $1,044,697

  Not Listed For Sale

  9 Patton Dr, Darien, CT 06820

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1947

  9 Patton Dr, Darien, CT 06820

  Last Sold Summary

  • 14% Above List Price
  • $631/SF
  • 58 Days On Market

  • Last Sold Price $915,000
  • Dec 27, 2024

  Last Listing Agent Jennifer Matthews William Pitt
• 

  

  /37

  $6,195,000

  Pending

  • 6 Beds
  • 5.5 Baths
  • 7,356 Sq Ft

  366 Hollow Tree Ridge Rd, Darien, CT 06820

  Set along one of Hollow Tree Ridge Road's most desirable stretches, 366 Hollow Tree Ridge Road is a masterfully restored and expanded residence that artfully blends historic character with refined modern living. Reimagined by renowned builder Bo Malpass, the home offers 6 bds, 5.1 baths across 7,356 sq feet. Original character is preserved through antique beams and wide plank wood floors, while

  Ashley Dineen Compass Connecticut, LLC

  366 Hollow Tree Ridge 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 $1,029,401

  Last Listing Agent John Tibbets CT Waterfront Properties

  8 Sedgewick Village Ln, Darien, CT 06820
• 

  Est $1,348,292

  Not Listed For Sale

  12 Devonshire Dr, Darien, CT 06820

  • 4 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 1949

  12 Devonshire Dr, Darien, CT 06820

  Last Sold Summary

  • 34% Above List Price
  • $561/SF
  • 8 Days On Market

  • Last Sold Price $1,008,899
  • May 21, 2024

  Last Listing Agent Fiona Porter Keller Williams Realty
• 

  

  /30

  $1,650,000

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

  50 Hale Ln, Darien, CT 06820

  Experience luxury, privacy, and convenience at Middlesex Commons. This coveted end-unit condo is ideally set at the back of the community on the circle, offering rare quiet, space, and a serene setting. With two spacious bedrooms plus a sun-filled dedicated office, the home also offers a unique opportunity to convert to a three-bedroom layout without sacrificing living space. Dramatic two-story

  Genevieve Schettino Compass Connecticut, LLC

  50 Hale Ln, 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 $2,921,688

  Last Listing Agent Ingrid Hess Compass Connecticut, LLC

  21 Park Place, Darien, CT 06820
• 

  Est $1,777,419

  Not Listed For Sale

  7 Glenwood Dr, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 2024

  7 Glenwood Dr, Darien, CT 06820

  Last Sold Summary

  • 6% Below List Price
  • $760/SF
  • 162 Days On Market

  • Last Sold Price $1,899,900
  • Mar 24, 2025

  Last Listing Agent Karly Worth Call It Closed Realty
• 

  

  /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
• 

  $1,024,000

  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 $1,040,000

  Last Listing Agent Christine Kellogg William Raveis Real Estate

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

  Est $1,782,185

  Not Listed For Sale

  31 Hillside Ave, Darien, CT 06820

  • 5 Beds
  • 2 Baths
  • 2,855 Sq Ft
  • Built 1946

  31 Hillside Ave, Darien, CT 06820

  Last Sold Summary

  • 21% Above List Price
  • $517/SF
  • 18 Days On Market

  • Last Sold Price $1,475,000
  • Sep 11, 2024

  Last Listing Agent Debbie Lawrence Brown Harris Stevens
• 

  

  /34

  $1,395,000

  Pending

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

  132 Hoyt St, Darien, CT 06820

  Charming and beautifully maintained Cape set on a secluded, flat, .46-acre lot. This updated home offers four bedrooms and three full baths, including a spacious main-floor primary suite. The kitchen opens to a large, sun-filled family room, creating an easy flow for everyday living and entertaining. The kitchen and baths were tastefully renovated in 2016. Enjoy a fully fenced backyard oasis with

  Heather Hilleman Houlihan Lawrence

  132 Hoyt St, 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 $1,493,129

  Last Listing Agent Claudia Smeriglio Brown Harris Stevens

  25 Devon Rd, Darien, CT 06820

Showing Results 241 - 280, Page 7 of 18