Darien, CT Homes

/2
Est $7,363,850 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

Last Sold Summary
- 13% Below List Price
- $865/SF
Last Sold Price $6,500,000

Last Listing Agent Nancy Peter Houlihan Lawrence

/23
$1,495,000 Pending
- 4 Beds
- 3 Baths
- 2,180 Sq Ft
77 Maple St, Darien, CT 06820

This classic colonial offers spacious, light-filled living and dining areas anchored by a recently renovated eat-in kitchen. A comprehensive renovation and expansion in 2007 brought modern systems, updated finishes, and a more functional layout, giving the home the fresh feel of a much newer build. With four bedrooms-three upstairs plus a generous first-floor guest room-and an optional fifth

Genevieve Schettino Compass Connecticut, LLC

77 Maple St, 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 $8,136,032

Last Listing Agent Nellie Snell William Raveis Real Estate

25 Tokeneke Trail, Darien, CT 06820

/39
Est $7,700,697 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
- 20% Below List Price
- $1,128/SF
- 142 Days On Market
Last Sold Price $9,580,000

Last Listing Agent Nancy R Dauk Brown Harris Stevens LLC

/31
$995,000
- 3 Beds
- 1 Bath
- 1,026 Sq Ft
167 Hollow Tree Ridge Rd, Darien, CT 06820

Welcome to 167 Hollow Tree Ridge Road! A move-in ready home offering comfort, convenience, and future potential in one of Darien's most accessible locations. This well-maintained residence features three generously sized bedrooms and one full bathroom. The kitchen features rich cherry wood cabinetry, granite countertops, stainless steel dishwasher and refrigerator, and ample storage and prep

Derek Heering Houlihan Lawrence

167 Hollow Tree Ridge 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 $8,599,442

Last Listing Agent Becky Munro Brown Harris Stevens

101 Long Neck Point Rd, Darien, CT 06820

Est $1,841,747 Not Listed For Sale

45 Old Farm Rd, Darien, CT 06820
- 3 Beds
- 1 Bath
- 1,240 Sq Ft
- Built 1949
45 Old Farm Rd, Darien, CT 06820

Last Sold Summary
- 5% Above List Price
- $1,411/SF
- 26 Days On Market
Last Sold Price $1,750,000

Last Listing Agent Serena Richards Brown Harris Stevens

/40
$6,895,000
- 6 Beds
- 8 Baths
- 7,344 Sq Ft
304 Brookside Rd, Darien, CT 06820

Architecturally stunning six-bedroom Colonial graces 2.29 level acres designed for resort-style living with pool, pool house, outdoor shower, stone terrace with kitchen & garden masterfully built in 2014. Beautifully appointed 6,117 sq ft interior brimming with exquisite details including high coffered ceilings, transom topped doorways & box molding. Striking double height foyer introduces ideal

Deborah Hidy Houlihan Lawrence

304 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 $980,185

Last Listing Agent Sara Hesli Houlihan Lawrence

17 Stanley Rd, Darien, CT 06820

/2
Est $1,522,295 Not Listed For Sale

35 Old Farm Rd, Darien, CT 06820
- 2 Beds
- 2 Baths
- 1,145 Sq Ft
- Built 1910
35 Old Farm Rd, Darien, CT 06820

Last Sold Summary
- 42% Below List Price
- $934/SF
Last Sold Price $1,070,000

Last Listing Agent Susan Massey Brown Harris Stevens

/40
$1,395,000
- 3 Beds
- 3.5 Baths
- 2,180 Sq Ft
53 Hoyt St, Darien, CT 06820

Welcome to this absolutely charming bungalow-style cottage set in a desirable and convenient location, where timeless character and thoughtful updates throughout come together beautifully. From the moment you arrive, the inviting front porch sets the tone-perfect for morning coffee, evening unwinding, and everything in between. Inside, the home has been beautifully updated throughout, featuring a

Daria Kamford Houlihan Lawrence

53 Hoyt St, 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 $1,370,733

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

44 Hale Ln, Darien, CT 06820

/2
Est $4,586,363 Not Listed For Sale

13 Searles Rd, Darien, CT 06820
- 5 Beds
- 6 Baths
- 4,890 Sq Ft
- Built 1935
13 Searles Rd, Darien, CT 06820

Last Sold Summary
- 22% Below List Price
- $767/SF
Last Sold Price $3,750,000

Last Listing Agent ANA Blaze Houlihan Lawrence

/39
$9,895,000 Pending
- 6 Beds
- 4.5 Baths
- 7,174 Sq Ft
17 Contentment Island Rd, Darien, CT 06820

Introducing one of Tokeneke's most iconic waterfront estates-available for the first time in 50 years. This rare and storied compound is set on 2.4 acres of exquisitely landscaped grounds with 180 feet of private shoreline along Long Island Sound. It offers an unrivaled blend of historic charm, timeless elegance, and breathtaking coastal beauty. A sweeping two-story paneled foyer leads to a

Douglas Milne Houlihan Lawrence

17 Contentment Island Rd, 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 $3,131,163

Last Listing Agent Tami Hanford Hughes Houlihan Lawrence

18 Winding Ln, Darien, CT 06820

/2
Est $2,842,094 Not Listed For Sale

64 5 Mile River Rd, Darien, CT 06820
- 4 Beds
- 3 Baths
- 2,440 Sq Ft
- Built 1810
64 5 Mile River Rd, Darien, CT 06820

Last Sold Summary
- 13% Below List Price
- $1,035/SF
Last Sold Price $2,526,000

Last Listing Agent Rita Marber Houlihan Lawrence

/33
$1,450,000 Pending
- 4 Beds
- 1.5 Baths
- 1,953 Sq Ft
25 Devon Rd, Darien, CT 06820

*ALL OFFERS IN BY 12PM MONDAY 3/16* Loved and cared for by the same family for 55 years, this special home is ready for its next chapter. Set in one of Darien's wonderful neighborhoods known for block parties and classic trick-or-treating, it offers a warm community feel. Freshly painted throughout in 2026 with new windows installed in 2023. Gas heat, public water and public sewer-the perfect

Claudia Smeriglio Brown Harris Stevens

25 Devon 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 $1,973,842

Last Listing Agent Keiley Fuller Compass Connecticut, LLC

3 Devon Rd, Darien, CT 06820

Est $5,125,746 Not Listed For Sale

225 Tokeneke Rd, Darien, CT 06820
- 7 Beds
- 11 Baths
- 7,207 Sq Ft
- Built 1930
225 Tokeneke Rd, Darien, CT 06820

Last Sold Summary
- 10% Above List Price
- $645/SF
- 581 Days On Market
Last Sold Price $4,650,000

Last Listing Agent Katherine Balanoff Houlihan Lawrence

/30
$1,375,000 Pending
- 3 Beds
- 3 Baths
- 2,063 Sq Ft
11 Patton Dr, Darien, CT 06820

Located in one of the most sought-after CT gold coast communities, this meticulously maintained 3-bedroom, 3 full bath expanded colonial home offers an open, light-filled layout designed for everyday living and entertaining. Highlights include a living room with a gas fireplace, a family room, an eat-in kitchen with center island, abundant cabinetry, and a new Bertazzoni gas range. The primary

Holly Hawes Compass Connecticut, LLC

11 Patton 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 $2,475,706

Last Listing Agent Kathryn DeSalvo Compass Connecticut, LLC

32 Kensett Ln Unit 32, Darien, CT 06820

Est $2,198,405 Not Listed For Sale

233 Tokeneke Rd, Darien, CT 06820
- 4 Beds
- 4 Baths
- 3,723 Sq Ft
- Built 2023
233 Tokeneke Rd, Darien, CT 06820

Last Sold Summary
- 15% Above List Price
- $514/SF
- 8 Days On Market
Last Sold Price $1,913,000

Last Listing Agent Ariana O'Malley Houlihan Lawrence

/26
$1,495,000 Pending
- 4 Beds
- 2 Baths
- 1,759 Sq Ft
25 Hillside Ave, Darien, CT 06820

Sun-filled, Beachy Colonial ideally located beside a coveted private cul-de-sac just moments from the Darien train & Darien Commons. Thoughtfully updated with numerous improvements and upgrades, including a stylish, top-of-the-line eat-in kitchen designed for both everyday living and effortless entertaining.The open, flexible floor plan offers the rare option of a primary suite on either the main

Kathryn Bates Compass Connecticut, LLC

25 Hillside Ave, Darien, CT 06820
$1,950,000 Sold Jun 02, 2025

22 Cherry St, Darien, CT 06820
- 4 Beds
- 3 Baths
- 2,692 Sq Ft
- Built 1951
Last Sold Summary
- 8% Above List Price
- $724/SF
- 7 Days On Market
Current Estimated Value $1,898,105

Last Listing Agent Casey Lange Compass Connecticut, LLC

22 Cherry St, Darien, CT 06820

/2
Est $2,451,410 Not Listed For Sale

5 Pheasant Run, Darien, CT 06820
- 5 Beds
- 4 Baths
- 3,414 Sq Ft
- Built 1972
5 Pheasant Run, Darien, CT 06820

Last Sold Summary
- 8% Below List Price
- $666/SF
Last Sold Price $2,275,000

Last Listing Agent Edward Saunders Brown Harris Stevens

/34
$2,475,000
- 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
$3,750,000 Sold Aug 01, 2025

16 Morley Ln, Darien, CT 06820
- 5 Beds
- 4.5 Baths
- 5,475 Sq Ft
- Built 2005
Last Sold Summary
- 1% Below List Price
- $685/SF
- 31 Days On Market
Current Estimated Value $3,837,154

Last Listing Agent Carla Kupiec William Raveis Real Estate

16 Morley Ln, Darien, CT 06820

Est $4,958,529 Not Listed For Sale

8 South Trail, Darien, CT 06820
- 4 Beds
- 3.5 Baths
- 2,466 Sq Ft
- Built 1957
8 South Trail, Darien, CT 06820

Last Sold Summary
- 26% Above List Price
- $1,602/SF
- 192 Days On Market
Last Sold Price $3,950,000

Last Listing Agent Angela Swift Compass Connecticut, LLC

/34
$2,350,000 Pending
- 4 Beds
- 4 Baths
- 3,946 Sq Ft
3 Salt Box Ln E, Darien, CT 06820

Nestled on a quiet cul-de-sac in the Hindley School district, 3 Salt Box Lane East offers the perfect blend of timeless charm and modern comfort. This beautifully maintained home features sun-drenched living spaces thoughtfully designed for both everyday living and effortless entertaining. At the heart of the home, a spacious gourmet kitchen flows seamlessly into a vaulted family room with a cozy

Janine Tienken Houlihan Lawrence

3 Salt Box Ln E, Darien, CT 06820
$4,025,000 Sold Jul 18, 2025

176 Middlesex Rd, Darien, CT 06820
- 6 Beds
- 5.5 Baths
- 6,293 Sq Ft
- Built 2014
Last Sold Summary
- 9% Above List Price
- $640/SF
- 5 Days On Market
Current Estimated Value $4,074,747

Last Listing Agent Ashley Dineen Compass Connecticut, LLC

176 Middlesex Rd, Darien, CT 06820

/28
Est $7,226,253 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
- 4% Above List Price
- $1,044/SF
- 126 Days On Market
Last Sold Price $6,975,000

Last Listing Agent Ashley Dineen Compass Connecticut, LLC

/39
$3,995,000 Pending
- 5 Beds
- 6 Baths
- 6,052 Sq Ft
15 Waterbury Ln, Darien, CT 06820

Tucked away on a quiet private cul-de-sac, 15 Waterbury Lane offers exceptional privacy on a beautiful one-acre property in the heart of Darien. This spacious residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, with a thoughtful layout ideal for both everyday living and entertaining. Generous living spaces provide flexibility for work, gathering, and relaxation, while well-sized

Janine Tienken Houlihan Lawrence

15 Waterbury Ln, Darien, CT 06820
$2,054,000 Sold Dec 11, 2025

19 Anthony Ln, Darien, CT 06820
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
- Built 1952
Last Sold Summary
- 2% Below List Price
- $856/SF
- 50 Days On Market
Current Estimated Value $2,167,367

Last Listing Agent Hillary Miller Houlihan Lawrence

19 Anthony Ln, Darien, CT 06820

/2
Est $6,698,183 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
- 10% Below List Price
- $887/SF
Last Sold Price $6,075,000

Last Listing Agent Nancy R Dauk Compass Connecticut, LLC

/31
$1,395,000 Pending
- 2 Beds
- 1.5 Baths
- 1,292 Sq Ft
25 Lakeside Ave, Darien, CT 06820

A Rare Opportunity to live on the Coveted Tilley Pond Park with Sweeping Park & Water views. Beautifully designed for effortless living & entertaining, offering a rare blend of natural beauty, walkability, & coastal town charm. On the Pond - where mornings begin with coffee, peaceful water views and evenings end with sunsets reflecting off the park. Stroll along an idyllic street to downtown

Kathryn Bates Compass Connecticut, LLC

25 Lakeside Ave, Darien, CT 06820
$1,205,000 Sold May 01, 2025

13 Ridgeview Ave, Darien, CT 06820
- 4 Beds
- 3 Baths
- 2,106 Sq Ft
- Built 1956
Last Sold Summary
- 5% Above List Price
- $572/SF
- 14 Days On Market
Current Estimated Value $1,251,670

Last Listing Agent Deborah Hidy Houlihan Lawrence

13 Ridgeview Ave, Darien, CT 06820

/2
Est $3,792,904 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
- 21% Below List Price
- $744/SF
Last Sold Price $3,125,000

Last Listing Agent Sheree Frank Houlihan Lawrence

/36
$8,500,000
- 7 Beds
- 10 Baths
- 9,649 Sq Ft
18 Tokeneke Trail, Darien, CT 06820

This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately

Robin Stineman William Pitt Sotheby's Int'l

18 Tokeneke Trail, Darien, CT 06820
$1,135,000 Sold Oct 08, 2025

64 Old Kings Hwy S, Darien, CT 06820
- 5 Beds
- 3.5 Baths
- 3,327 Sq Ft
- Built 1715
Last Sold Summary
- 17% Below List Price
- $341/SF
- 121 Days On Market
Current Estimated Value $1,303,510

Last Listing Agent Seema Dohil Brown Harris Stevens

64 Old Kings Hwy S, Darien, CT 06820

Est $5,244,920 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
- 22% Above List Price
- $573/SF
- 16 Days On Market
Last Sold Price $4,300,000

Last Listing Agent Viktar Shemiako Higgins Group Real Estate

Showing Results 81 - 120, Page 3 of 18

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