Darien, CT Homes

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  /2

  Est $3,665,741 Not Listed For Sale

  10 Plymouth Rd, Darien, CT 06820

  • 3 Beds
  • 4 Baths
  • 3,386 Sq Ft
  • Built 1994

  10 Plymouth Rd, Darien, CT 06820

  Last Sold Summary

  • 17% Below List Price
  • $923/SF

  Last Sold Price $3,125,000

  Last Listing Agent Angela Swift Compass Connecticut, LLC
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  /39

  $3,975,000 Pending

  • 5 Beds
  • 7 Baths
  • 4,653 Sq Ft

  28 Crooked Mile Rd, Darien, CT 06820

  Welcome to 28 Crooked Mile Road! Privately sited at the end of a quiet cul-de-sac in North Darien on a private road in the Ox Ridge school district, this handsome cedar shingle-clad colonial sits on two beautifully manicured acres with mature trees and planting beds. The property offers wonderful western and southern exposure, the house is truly flooded with sunshine throughout the day. The home

  Nancy Peter Houlihan Lawrence

  28 Crooked Mile Rd, Darien, CT 06820
• 

  $4,325,000 Sold Jul 16, 2025

  3 Edgehill Dr, Darien, CT 06820

  • 5 Beds
  • 4.5 Baths
  • 3,919 Sq Ft
  • Built 1921

  Last Sold Summary

  • 2% Below List Price
  • $1,104/SF
  • 20 Days On Market

  Current Estimated Value $4,394,346

  Last Listing Agent Ashley Dineen Compass Connecticut, LLC

  3 Edgehill Dr, Darien, CT 06820
• 

  Est $3,652,979 Not Listed For Sale

  16 Mayflower Rd, Darien, CT 06820

  • 5 Beds
  • 3.5 Baths
  • 3,431 Sq Ft
  • Built 1952

  16 Mayflower Rd, Darien, CT 06820

  Last Sold Summary

  • 7% Above List Price
  • $991/SF
  • 12 Days On Market

  Last Sold Price $3,400,521

  Last Listing Agent Tamie Thomas Houlihan Lawrence
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  /15

  $1,395,000

  • 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
• 

  $1,075,000 Sold Jun 13, 2025

  17 Silver Lakes Dr, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 1972

  Last Sold Summary

  • 17% Below List Price
  • $562/SF
  • 63 Days On Market

  Current Estimated Value $1,055,262

  Last Listing Agent Pam Roberts William Pitt Sotheby's Int'l

  17 Silver Lakes Dr, Darien, CT 06820
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  /2

  Est $3,031,615 Not Listed For Sale

  6 Mayflower Rd, Darien, CT 06820

  • 4 Beds
  • 4 Baths
  • 2,855 Sq Ft
  • Built 1953

  6 Mayflower Rd, Darien, CT 06820

  Last Sold Summary

  • 22% Below List Price
  • $874/SF

  Last Sold Price $2,495,000

  Last Listing Agent Deborah Hidy Houlihan Lawrence
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  /40

  $6,595,000 Pending

  • 6 Beds
  • 8 Baths
  • 6,959 Sq Ft

  10 Cross Rd, Darien, CT 06820

  10 Cross Road is custom built and thoughtfully designed by Louise Brooks & Artisan Builders. No expense has been spared...extensive millwork and moldings, soaring 10-foot and cathedral ceilings! In the heart of the private Tokeneke Assoc. on a hilltop with southern exposure, multiple French doors create a seamless indoor-outdoor lifestyle. Enjoy a custom pool, spa, & waterfall beautifully

  Nellie Snell William Raveis Real Estate

  10 Cross Rd, Darien, CT 06820
• 

  $855,000 Sold Nov 21, 2025

  7 Chestnut St, Darien, CT 06820

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1906

  Last Sold Summary

  • 4% Below List Price
  • $810/SF
  • 18 Days On Market

  Current Estimated Value $887,335

  Last Listing Agent Nellie Snell William Raveis Real Estate

  7 Chestnut St, Darien, CT 06820
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  /47

  Est $4,196,197 Not Listed For Sale

  15 Waverly Rd, Darien, CT 06820

  • 5 Beds
  • 7 Baths
  • 4,301 Sq Ft
  • Built 2021

  15 Waverly Rd, Darien, CT 06820

  Last Sold Summary

  • 2% Above List Price
  • $959/SF
  • 36 Days On Market

  Last Sold Price $4,125,000

  Last Listing Agent Holly Hawes Compass Connecticut, LLC
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  /40

  $2,295,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,498 Sq Ft

  29 Walmsley Rd, Darien, CT 06820

  CLOSE TO NOROTON HEIGHTS AND TRAIN Welcome to this beautifully updated 5-bedroom, 4 full bath Cape on a quiet cul-de-sac in the desirable Noroton Heights neighborhood and Hindley School District. This spacious home offers the perfect blend of classic charm and modern updates, featuring 5 generously sized bedrooms and 4 full bathrooms-ideally for today's flexible living needs. Enjoy a bright, open

  Sheree Frank Houlihan Lawrence

  29 Walmsley Rd, Darien, CT 06820
• 

  $2,490,000 Sold Jul 25, 2025

  5 Dorr Rd, Darien, CT 06820

  • 4 Beds
  • 4.5 Baths
  • 4,103 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Below List Price
  • $607/SF
  • 34 Days On Market

  Current Estimated Value $2,490,168

  Last Listing Agent Carla Kupiec William Raveis Real Estate

  5 Dorr Rd, Darien, CT 06820
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  /37

  Est $7,523,589 Not Listed For Sale

  11 Pratt Island, Darien, CT 06820

  • 5 Beds
  • 8 Baths
  • 8,804 Sq Ft
  • Built 2007

  11 Pratt Island, Darien, CT 06820

  Last Sold Summary

  • 28% Below List Price
  • $1,193/SF
  • 163 Days On Market

  Last Sold Price $10,500,000

  Last Listing Agent Jennifer Leahy Compass Connecticut, LLC
• 

  $4,250,000 Sold Jun 06, 2025

  2 Driftway Ln, Darien, CT 06820

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

  Last Sold Summary

  • 5% Below List Price
  • $516/SF
  • 28 Days On Market

  Current Estimated Value $4,568,648

  Last Listing Agent Anika Charron William Raveis Real Estate

  2 Driftway Ln, Darien, CT 06820
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  /2

  Est $5,396,480 Not Listed For Sale

  2 Baywater Dr, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 5,124 Sq Ft
  • Built 2012

  2 Baywater Dr, Darien, CT 06820

  Last Sold Summary

  • 22% Below List Price
  • $864/SF

  Last Sold Price $4,425,000

  Last Listing Agent Catherine Russell Brown Harris Stevens
• 

  $3,012,000 Sold Nov 18, 2025

  26 Birch Rd, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 4,155 Sq Ft
  • Built 1935

  Last Sold Summary

  • 12% Above List Price
  • $725/SF
  • 42 Days On Market

  Current Estimated Value $2,934,176

  Last Listing Agent Stephan Von Jena William Pitt Sotheby's Int'l

  26 Birch Rd, Darien, CT 06820
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  Est $1,034,277 Not Listed For Sale

  18 Catalpa Terrace, Darien, CT 06820

  • 3 Beds
  • 1 Bath
  • 1,102 Sq Ft
  • Built 1936

  18 Catalpa Terrace, Darien, CT 06820

  Last Sold Summary

  • 13% Above List Price
  • $832/SF
  • 7 Days On Market

  Last Sold Price $917,096

  Last Listing Agent COURTNEY HAIDINGER Houlihan Lawrence
• 

  $1,600,000 Sold Aug 08, 2025

  334 West Ave, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft
  • Built 1938

  Last Sold Summary

  • 15% Above List Price
  • $578/SF
  • 10 Days On Market

  Current Estimated Value $1,599,814

  Last Listing Agent Kathryn Bates Compass Connecticut, LLC

  334 West Ave, Darien, CT 06820
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  /2

  Est $1,177,217 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

  Last Sold Summary

  • 7% Below List Price
  • $770/SF

  Last Sold Price $1,100,000

  Last Listing Agent Lucille Story Brown Harris Stevens
• 

  $1,976,000 Sold May 27, 2025

  35 Intervale Rd, Darien, CT 06820

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 1939

  Last Sold Summary

  • 32% Above List Price
  • $1,030/SF
  • 7 Days On Market

  Current Estimated Value $1,988,717

  Last Listing Agent Sara Hesli Houlihan Lawrence

  35 Intervale Rd, Darien, CT 06820
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  Est $855,647 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

  • 37% Above List Price
  • $664/SF
  • 23 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Monica Osorio Realty ONE Group Connect
• 

  $3,350,000 Sold Nov 12, 2025

  20 Seagate Rd, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,851 Sq Ft
  • Built 1949

  Last Sold Summary

  • 20% Above List Price
  • $870/SF
  • 10 Days On Market

  Current Estimated Value $3,082,722

  Last Listing Agent Janine Tienken Houlihan Lawrence

  20 Seagate Rd, Darien, CT 06820
• 

  Est $2,761,967 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

  • 19% Above List Price
  • $597/SF
  • 7 Days On Market

  Last Sold Price $2,315,000

  Last Listing Agent Karen Bonner Houlihan Lawrence
• 

  $2,130,000 Sold Jul 17, 2025

  7 Circle Rd, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,512 Sq Ft
  • Built 1941

  Last Sold Summary

  • 20% Above List Price
  • $606/SF
  • 2 Days On Market

  Current Estimated Value $2,127,387

  Last Listing Agent Sheree Frank Houlihan Lawrence

  7 Circle Rd, Darien, CT 06820
• 

  Est $3,030,045 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

  • 21% Above List Price
  • $514/SF
  • 15 Days On Market

  Last Sold Price $2,500,000

  Last Listing Agent Sara Littlefield Berkshire Hathaway Home Services
• 

  $2,700,000 Sold Jul 18, 2025

  19 Stephanie Ln, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 2,976 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Above List Price
  • $907/SF
  • 6 Days On Market

  Current Estimated Value $2,690,168

  Last Listing Agent Janine Tienken Houlihan Lawrence

  19 Stephanie Ln, Darien, CT 06820
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  /2

  Est $3,778,747 Not Listed For Sale

  2 Seagate Rd, Darien, CT 06820

  • 5 Beds
  • 8 Baths
  • 5,183 Sq Ft
  • Built 2007

  2 Seagate Rd, Darien, CT 06820

  Last Sold Summary

  • 28% Below List Price
  • $569/SF

  Last Sold Price $2,950,000

  Last Listing Agent Nancy Peter Houlihan Lawrence
• 

  $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 $6,375,531

  Last Listing Agent Janine Tienken Houlihan Lawrence

  26 Peach Hill Rd, Darien, CT 06820
• 

  Est $3,717,492 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

  • 23% Above List Price
  • $583/SF
  • 8 Days On Market

  Last Sold Price $3,025,000

  Last Listing Agent Amanda Bryan Compass Connecticut, LLC
• 

  $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 $2,771,707

  Last Listing Agent Janine Tienken Houlihan Lawrence

  24 Sunswyck Rd, Darien, CT 06820
• 

  Est $4,583,887 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

  • 9% Above List Price
  • $972/SF
  • 90 Days On Market

  Last Sold Price $4,200,000

  Last Listing Agent Holly Hawes Compass Connecticut, LLC
• 

  $2,300,000 Sold May 08, 2025

  15 Phillips Ln, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,599 Sq Ft
  • Built 1942

  Last Sold Summary

  • 15% Above List Price
  • $639/SF
  • 13 Days On Market

  Current Estimated Value $2,311,512

  Last Listing Agent Cristina Veeder Compass Connecticut, LLC

  15 Phillips Ln, Darien, CT 06820
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  /2

  Est $3,459,492 Not Listed For Sale

  8 Beach Dr, Darien, CT 06820

  • 6 Beds
  • 6 Baths
  • 4,254 Sq Ft
  • Built 1926

  8 Beach Dr, Darien, CT 06820

  Last Sold Summary

  • 31% Below List Price
  • $623/SF

  Last Sold Price $2,650,000

  Last Listing Agent Maggie Marchesi Compass Connecticut, LLC
• 

  $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
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  /2

  Est $2,642,753 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

  Last Sold Summary

  • 23% Below List Price
  • $881/SF

  Last Sold Price $2,145,000

  Last Listing Agent Lisa Moseley Houlihan Lawrence
• 

  $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
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  /2

  Est $2,874,547 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

  Last Sold Summary

  • 7% Below List Price
  • $987/SF

  Last Sold Price $2,675,000

  Last Listing Agent Amy Barsanti William Pitt
• 

  $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 $2,334,441

  Last Listing Agent Carla Kupiec William Raveis Real Estate

  39 Briar Brae Rd, Darien, CT 06820
• 

  Est $3,585,838 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

  • 5% Above List Price
  • $820/SF
  • 7 Days On Market

  Last Sold Price $3,415,000

  Last Listing Agent Margot Klingman Houlihan Lawrence
• 

  $1,786,000 Sold Apr 01, 2025

  101 Hollow Tree Ridge Rd, Darien, CT 06820

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft
  • Built 1952

  Last Sold Summary

  • 21% Above List Price
  • $933/SF
  • 10 Days On Market

  Current Estimated Value $1,819,716

  Last Listing Agent Caroline Hanley Houlihan Lawrence

  101 Hollow Tree Ridge Rd, Darien, CT 06820

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