Darien, CT Homes

• 

  

  

  /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
• 

  

  

  /19

  $7,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • House for Rent

  45 Country Club Rd, Darien, CT 06820

  Bright, sunny three bedroom colonial on cul-de-sac. Hardwood floors throughout with lovely eat-in kitchen with island, granite counters overlooking the backyard. Vaulted entertainment room has sliders to the patio and fenced-in pool area. Heated in-ground pool for summer fun! The primary bedroom has an ensuite bathroom and walk-in closet, two further bedrooms and a bathroom complete the second

  Alex Lukiv BHHS Darien/New Canaan

  45 Country Club 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 $8,735,761

  Last Listing Agent Nellie Snell William Raveis Real Estate

  25 Tokeneke Trail, Darien, CT 06820
• 

  Est $6,755,795

  Not Listed For Sale

  31 Contentment Island Rd, Darien, CT 06820

  • 6 Beds
  • 5.5 Baths
  • 6,586 Sq Ft
  • Built 1912

  31 Contentment Island Rd, Darien, CT 06820

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Nancy R Dauk Compass Connecticut, LLC
• 

  

  

  /29

  $1,650,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  139 Holmes Ave, Darien, CT 06820

  Picture yourself in a welcoming, walkable community where neighbors become friends, evening strolls are part of everyday life, and parks, shops, and local amenities are just a short distance away. This meticulously maintained Colonial blends timeless charm with modern updates, offering a home that's as inviting as the neighborhood surrounding it. Set on a beautifully landscaped property with a

  Serena Richards Brown Harris Stevens

  139 Holmes Ave, Darien, CT 06820
• 

  

  /14

  $3,200 Per Month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  410 West Ave Unit 107, Darien, CT 06820

  TOTALLY RENOVATED 1 BEDROOM APARTMENT IN QUIET RESIDENTIAL AREA OF DARIEN. LIVING ROOM, FORMAL DINNG ROOM WITH FRENCH DOOR TO PRIVATE DECK OVERLOOKING HOLMES AVENE. KITCHEN WITH GRANITE COUNTER TOPS & STAINLESS STEEL APPLIANCES, REFRIGERATOR WITH ICE MAKER, MICROWAVE, GARBAGE DISPOSAL, DISHWASHER, SELF CLEANING GAS RANGE. WASHER AND DRYER. BUTLER'S PANTRY. HARDWOOD FLOOR, TILE BATH.WALL AIR

  Donald Corbo New England Properties

  410 West Ave Unit 107, 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 $2,304,339

  Last Listing Agent Chichi Mayhew Compass Connecticut, LLC

  3 Revere Rd, Darien, CT 06820
• 

  Est $904,436

  Not Listed For Sale

  168 Hollow Tree Ridge Rd, Darien, CT 06820

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1952

  168 Hollow Tree Ridge Rd, Darien, CT 06820

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Joseph Almeida The Almeida Group
• 

  

  /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
• 

  $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 $8,681,534

  Last Listing Agent Becky Munro Brown Harris Stevens

  101 Long Neck Point Rd, Darien, CT 06820
• 

  /2

  Est $5,182,843

  Not Listed For Sale

  86 Delafield Island Rd, Darien, CT 06820

  • 4 Beds
  • 5 Baths
  • 4,562 Sq Ft
  • Built 1930

  86 Delafield Island Rd, Darien, CT 06820
• 

  

  /38

  $4,750,000

  • 4 Beds
  • 3 Baths
  • 3,207 Sq Ft

  61 Five Mile River Rd, Darien, CT 06820

  Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the

  Mitch Ross William Raveis Real Estate

  61 Five Mile River Rd, 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 $5,423,233

  Last Listing Agent Holly Hawes Compass Connecticut, LLC

  10 Stony Brook Rd, Darien, CT 06820
• 

  Est $2,211,236

  Not Listed For Sale

  14 Tory Hole Rd, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,133 Sq Ft
  • Built 1962

  14 Tory Hole Rd, Darien, CT 06820

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Holly Hurd Houlihan Lawrence
• 

  /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
• 

  $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 $1,938,607

  Last Listing Agent Stephanie Hanford Compass Connecticut, LLC

  13 Wakeman Rd, Darien, CT 06820
• 

  Est $6,480,804

  Not Listed For Sale

  21 Tokeneke Trail, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 1,529 Sq Ft
  • Built 1963

  21 Tokeneke Trail, Darien, CT 06820

  Last Sold Summary

  • 609 Days On Market

  Last Listing Agent Douglas Milne Houlihan Lawrence
• 

  

  /40

  $3,950,000

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  700 Hollow Tree Ridge Rd, Darien, CT 06820

  Set behind stone walls on nearly 2 acres, this exceptional 5-bedroom home offers over 5,000 SF of refined living in a truly extraordinary setting. A dramatic 2-story foyer w/circular staircase and exquisite herringbone floors sets the tone for elegance throughout. Walls of windows fill the gracious interiors with natural light and frame manicured grounds and lush gardens. The formal living room,

  Serena Richards Brown Harris Stevens

  700 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $2,365,000

  Sold Jul 31, 2026

  19 Chester Rd, Darien, CT 06820

  • 4 Beds
  • 2.5 Baths
  • 3,264 Sq Ft
  • Built 1931

  Last Sold Summary

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

  Current Estimated Value $2,258,138

  Last Listing Agent Heather Hilleman Houlihan Lawrence

  19 Chester Rd, Darien, CT 06820
• 

  Est $2,423,651

  Not Listed For Sale

  8 Runkenhage Rd, Darien, CT 06820

  • 3 Beds
  • 2 Baths
  • 2,358 Sq Ft
  • Built 1908

  8 Runkenhage Rd, Darien, CT 06820

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Robyn Kammerer CT Waterfront Properties
• 

  

  /37

  $9,250,000

  New Construction

  • 6 Beds
  • 8.5 Baths
  • 11,314 Sq Ft

  175 Brookside Rd, Darien, CT 06820

  Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study,

  Sylwia Kozlowski William Raveis Real Estate

  175 Brookside 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 $1,081,714

  Last Listing Agent Sara Hesli Houlihan Lawrence

  17 Stanley Rd, Darien, CT 06820
• 

  Not Listed For Sale

  1 Runkenhage Rd, Darien, CT 06820

  • 6 Beds
  • 8 Baths
  • 11,192 Sq Ft
  • Built 1967

  1 Runkenhage Rd, Darien, CT 06820

  Last Sold Summary

  • 135 Days On Market

  Last Listing Agent Karen Bonner Houlihan Lawrence
• 

  

  /29

  $2,275,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,197 Sq Ft

  43 Phillips Ln, Darien, CT 06820

  This spacious 5-bedroom, 4 full-bath residence sits on nearly half an acre in one of Darien's most sought after neighborhoods. Nine-foot ceilings, generously proportioned rooms, and abundant natural light create an airy, inviting atmosphere throughout. The kitchen flows into a spacious family room with a wood-burning fireplace and opens to a large deck. The finished walk-out lower level features

  Sharon Rodda Houlihan Lawrence

  43 Phillips Ln, 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 $1,623,828

  Last Listing Agent Genevieve Schettino Compass Connecticut, LLC

  77 Maple St, Darien, CT 06820
• 

  Est $5,952,643

  Not Listed For Sale

  1 Coves End Rd, Darien, CT 06820

  • 6 Beds
  • 6 Baths
  • 4,807 Sq Ft
  • Built 1905

  1 Coves End Rd, Darien, CT 06820

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Elizabeth Beinfield Compass Connecticut, LLC
• 

  

  /30

  $1,600,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,350 Sq Ft

  105 Rose Ln, Darien, CT 06820

  105 Rose Lane blends classic charm with modern updates in a welcoming Darien neighborhood. This sun-filled 4-bedroom, 2-bath home features an open-concept first floor, an updated kitchen, and beautifully renovated bathrooms for a move-in ready experience. An additional living space offers flexibility for relaxing or entertaining, while the fantastic front porch is perfect for enjoying morning

  Genevieve Schettino Compass Connecticut, LLC

  105 Rose 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 $3,331,415

  Last Listing Agent Tami Hanford Hughes Houlihan Lawrence

  18 Winding Ln, Darien, CT 06820
• 

  /2

  Est $8,073,021

  Not Listed For Sale

  26 Searles Rd, Darien, CT 06820

  • 5 Beds
  • 8 Baths
  • 5,148 Sq Ft
  • Built 1901

  26 Searles Rd, Darien, CT 06820
• 

  

  /35

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 3,094 Sq Ft

  53 Maple St, Darien, CT 06820

  Own two fully renovated residences on one Darien property, offering the flexibility to live, earn, invest, or create a combination that works for you. 53 Maple Street pairs a beautifully renovated main residence with a separate, fully renovated one bedroom cottage, creating an income producing property unlike most offerings in Darien. Imagine living in the main home while rental income from the

  Shannon Drury Berkshire Hathaway NE Prop.

  53 Maple 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 $3,078,357

  Last Listing Agent Debbie Lawrence Brown Harris Stevens

  18 Pasture Ln, Darien, CT 06820
• 

  /2

  Est $7,507,526

  Not Listed For Sale

  8 Butlers Island Rd, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 7,515 Sq Ft
  • Built 1902

  8 Butlers Island Rd, Darien, CT 06820
• 

  

  /21

  $16,995,000

  $2M PRICE DROP

  • 5 Beds
  • 8.5 Baths
  • 8,248 Sq Ft

  207 Long Neck Point Rd, Darien, CT 06820

  This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

  Shelly Tretter Lynch Compass Connecticut, LLC

  207 Long Neck Point 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 $2,148,292

  Last Listing Agent Keiley Fuller Compass Connecticut, LLC

  3 Devon Rd, Darien, CT 06820
• 

  

  /39

  Est $8,129,886

  Not Listed For Sale

  12 Butlers Island Rd, Darien, CT 06820

  • 7 Beds
  • 8.5 Baths
  • 8,491 Sq Ft
  • Built 1957

  12 Butlers Island Rd, Darien, CT 06820

  Last Sold Summary

  • 142 Days On Market

  Last Listing Agent Nancy R Dauk Brown Harris Stevens LLC
• 

  

  /40

  $4,850,000

  Pending

  • 5 Beds
  • 6 Baths
  • 6,151 Sq Ft

  13 Sunswyck Rd, Darien, CT 06820

  Tucked in the Delafield Island Association and moments from the beach, town, train, & schools, this custom built 5-bedroom residence offers an ideal blend of timeless elegance & modern comfort. Thoughtfully designed with soaring ceilings, an open floor plan & sun-filled interiors, nearly every main living space enjoys beautiful views of the pool & private backyard. A dramatic two-story foyer

  Cheryl Williams Brown Harris Stevens

  13 Sunswyck Rd, 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 $2,634,966

  Last Listing Agent Kathryn DeSalvo Compass Connecticut, LLC

  32 Kensett Ln Unit 32, Darien, CT 06820
• 

  Est $4,561,621

  Not Listed For Sale

  3 Edgehill Dr, Darien, CT 06820

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

  3 Edgehill Dr, Darien, CT 06820

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Ashley Dineen Compass Connecticut, LLC
• 

  

  /39

  $3,499,000

  New Construction $150K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 6,406 Sq Ft

  20 Locust Hill Rd, Darien, CT 06820

  Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot,

  Robert Marchesi Compass Connecticut, LLC

  20 Locust Hill Rd, 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 $3,540,646

  Last Listing Agent Robin Halsey Compass Connecticut, LLC

  19 Thomasina Ln, Darien, CT 06820

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