Moving to Darien CT | real estate for sale in Darien Connecticut | Property Statistics of living in Darien

Darien is one of the most affluent and competitive residential markets in Connecticut. Housing consists primarily of luxury single-family homes, custom-built residences, and high-end properties situated in desirable neighborhoods. Property values are supported by exceptional schools, proximity to New York City, and limited housing inventory. Consistently strong demand makes Darien one of the state's premier luxury housing markets.

Current Real Estate Statistics for Homes in Darien CT as of Saturday, August 8, 2026
65 Active Homes Listed
41 Avg. DOM
$626 Avg. $ / Sq.Ft.
$2895000 Med. List Price
7/30/2026 6:20:34 PM
Active
2435 Boston Post Road Darien CT
2435 Boston Post Road

Darien, Connecticut 06820

$1,699,900 | Active

5 Beds | 4 Baths | 3046 Sqft | 0.24 Acres | 35 Days on Market

Property Type: Single Family For Sale

Spacious Colonial in the sought-after Hindley Elementary School district! Offering over 2500sf on the main and upper levels, this 5-bedroom, 3 full and 1 half bath home is designed for comfortable everyday living and entertaining. The oversized primary suite is complemented by ge...

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7/30/2026 5:56:44 PM
Under Contract
105 Holmes Avenue Darien CT
105 Holmes Avenue

Darien, Connecticut 06820

$1,695,000 | Under Contract

4 Beds | 3 Baths | 2745 Sqft | 0.26 Acres | 9 Days on Market

Property Type: Single Family For Sale

HIGHEST AND BEST BY 7/27 AT 5PM. UPDATED TAX CARD .. 2745 SQFT! Beautifully sited on a professionally landscaped corner lot, this turnkey home offers the perfect blend of comfort, flexibility, and convenience. The thoughtfully designed floor plan features four bedrooms and three ...

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7/29/2026 12:04:22 PM
Under Contract CTS
12 Laurel Lane Darien CT
12 Laurel Lane

Darien, Connecticut 06820

$1,700,000 | Under Contract - Continue

3 Beds | 3 Baths | 3151 Sqft | 0.85 Acres | 13 Days on Market

Property Type: Single Family For Sale

Nestled on a quiet, tree-lined lane in one of Dariens most desirable neighborhoods, this expanded cape offers the perfect blend of timeless charm, generous living space, & endless potential. A welcoming foyer leads to elegant formal living & dining rooms, where the inviting livin...

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7/28/2026 9:33:46 PM
Active
20 Locust Hill Road Darien CT
20 Locust Hill Road

Darien, Connecticut 06820

$3,549,000 | Active

5 Beds | 5 Baths | 6406 Sqft | 0.5 Acres | 93 Days on Market

Property Type: Single Family For Sale

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 bedroo...

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7/28/2026 8:40:43 PM
Active
13 Sunswyck Road Darien CT
13 Sunswyck Road

Darien, Connecticut 06820

$4,850,000 | Active

5 Beds | 6 Baths | 6151 Sqft | 0.58 Acres | 3 Days on Market

Property Type: Single Family For Sale

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...

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7/27/2026 8:08:41 PM
Under Contract CTS
7 Raymond Heights Darien CT
7 Raymond Heights

Darien, Connecticut 06820

$1,475,000 | Under Contract - Continue

3 Beds | 3 Baths | 1349 Sqft | 0.17 Acres | 36 Days on Market

Property Type: Single Family For Sale

The one youve been waiting for! Rarely does a home offer the character of an established neighborhood with the quality and convenience of essentially brand-new construction. Completely renovated from top to bottom, this turnkey 3-bedroom, 2.5-bath home is perfect as a starter hom...

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7/27/2026 4:05:02 AM
Active
105 Rose Lane Darien CT
105 Rose Lane

Darien, Connecticut 06820

$1,600,000 | Active

4 Beds | 2 Baths | 2350 Sqft | 0.23 Acres | 4 Days on Market

Property Type: Single Family For Sale

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 spa...

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7/25/2026 2:28:28 AM
Under Contract
28 Royle Road Darien CT
28 Royle Road

Darien, Connecticut 06820

$3,295,000 | Under Contract

5 Beds | 4 Baths | 3829 Sqft | 1.24 Acres | 15 Days on Market

Property Type: Single Family For Sale

Classic 5-bedroom center hall Colonial nestled on a quiet cul-de-sac in one of Dariens most convenient locations, just a short walk to school. Beautifully sited on a level lot, this meticulously maintained home offers the perfect balance of privacy, outdoor space, and timeless ch...

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7/24/2026 8:15:50 PM
Under Contract
139 Holmes Avenue Darien CT
139 Holmes Avenue

Darien, Connecticut 06820

$1,650,000 | Under Contract

3 Beds | 3 Baths | 2184 Sqft | 0.28 Acres | 16 Days on Market

Property Type: Single Family For Sale

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, of...

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7/23/2026 8:13:48 PM
Under Contract
39 Leeuwarden Road Darien CT
39 Leeuwarden Road

Darien, Connecticut 06820

$3,795,000 | Under Contract

5 Beds | 7 Baths | 6424 Sqft | 1 Acres | 78 Days on Market

Property Type: Single Family For Sale

A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Dariens most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness....

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7/22/2026 4:05:02 AM
Active
6 Searles Road Darien CT
6 Searles Road

Darien, Connecticut 06820

$4,450,000 | Active

5 Beds | 5 Baths | 4740 Sqft | 1.08 Acres | 9 Days on Market

Property Type: Single Family For Sale

Welcome to this classic Coastal Connecticut colonial, ideally situated in the coveted Tokeneke Association - offering space, comfort, and versatility for every member of the family. With 5 bedrooms - including a convenient first-floor guest suite and four bedrooms on the second ...

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7/21/2026 6:57:46 PM
Active
36 Richmond Drive Darien CT
36 Richmond Drive

Darien, Connecticut 06820

$1,395,000 | Active

3 Beds | 2 Baths | 2725 Sqft | 0.53 Acres | 10 Days on Market

Property Type: Single Family For Sale

Welcome to 36 Richmond Drive! Tucked into a great Darien neighborhood, this three-bedroom, two-bath ranch is close to everything, bike to Cherry Lawn Park, walk to local shops and restaurants, or hop on the train in minutes. The home sits on a level, corner lot of over half an ac...

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7/20/2026 6:01:04 PM
Under Contract
61 Raymond Street Darien CT
61 Raymond Street

Darien, Connecticut 06820

$1,649,000 | Under Contract

4 Beds | 3 Baths | 2094 Sqft | 0.22 Acres | 40 Days on Market

Property Type: Single Family For Sale

Steeped in history and thoughtfully updated for modern living, this charming 4-bedroom, 3-bathroom home seamlessly blends the character of its 1884 origins with todays conveniences. Filled with natural light and timeless architectural details, the home offers inviting spaces desi...

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7/17/2026 5:03:45 PM
Under Contract
29 Hillcrest Avenue Darien CT
29 Hillcrest Avenue

Darien, Connecticut 06820

$2,795,000 | Under Contract

5 Beds | 4 Baths | 3621 Sqft | 0.51 Acres | 9 Days on Market

Property Type: Single Family For Sale

A true GEM!! Dont miss this truly beautiful 5 bedroom/3.1 bath home on a flat, dry half acre of lush landscape on one of Dariens premiere streets! This special home seamlessly blends generous proportions with a long list of new renovations including: roof, hvac/natural gas, and p...

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7/16/2026 6:37:19 PM
Under Contract
17 Richmond Drive Darien CT
17 Richmond Drive

Darien, Connecticut 06820

$2,095,000 | Under Contract

4 Beds | 3 Baths | 2894 Sqft | 0.65 Acres | 7 Days on Market

Property Type: Single Family For Sale

Highest and Best offers are due Monday, July 13th at 12:00 PM. Welcome to your perfect suburban retreat! Thoughtfully renovated throughout, this four-bedroom, three-bathroom home seamlessly blends timeless style with everyday comfort. Inside, youll find bright, inviting living sp...

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7/16/2026 4:05:02 AM
Active
18 Linda Lane Darien CT
18 Linda Lane

Darien, Connecticut 06820

$2,695,000 | Active

4 Beds | 4 Baths | 4100 Sqft | 2.5 Acres | 18 Days on Market

Property Type: Single Family For Sale

Set on one of Dariens most sought-after, multi-million dollar cul-de-sacs, this sprawling wood and brick ranch offers exceptional scale and endless potential for the discerning buyer, renovator, or builder. Positioned on a remarkably private 2.5 acre lot, abutting another 10+ acr...

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7/14/2026 11:49:43 PM
Under Contract
5 Birch Road Darien CT
5 Birch Road

Darien, Connecticut 06820

$2,795,000 | Under Contract

5 Beds | 3 Baths | 3316 Sqft | 0.89 Acres | 5 Days on Market

Property Type: Single Family For Sale

Step into this stunning sun-drenched colonial, where classic architectural character has been lovingly and meticulously restored to perfection. Set on a generous, private .89 acre lot on one of Dariens most sought-after streets, this thoughtfully remodeled home offers five spacio...

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7/14/2026 7:08:15 PM
Under Contract
5 Middlesex Road Darien CT
5 Middlesex Road

Darien, Connecticut 06820

$2,995,000 | Under Contract

5 Beds | 5 Baths | 6195 Sqft | 0.69 Acres | 27 Days on Market

Property Type: Single Family For Sale

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 pr...

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7/13/2026 4:24:59 PM
Active
222 Brookside Road Darien CT
222 Brookside Road

Darien, Connecticut 06820

$3,900,000 | Active

5 Beds | 6 Baths | 10000 Sqft | 2.19 Acres | 18 Days on Market

Property Type: Single Family For Sale

Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this exp...

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7/11/2026 11:17:05 AM
Under Contract
21 Nearwater Lane Darien CT
21 Nearwater Lane

Darien, Connecticut 06820

$2,795,000 | Under Contract

5 Beds | 4 Baths | 3553 Sqft | 0.65 Acres | 29 Days on Market

Property Type: Single Family For Sale

Discover elegant coastal living in this updated 4-5 bedroom, 3.5-bathroom home offering 3,553 sf of thoughtfully designed living space on a flat, private .65-acre property. Ideally located a short distance from Weed Beach and only steps from Dariens award-winning Blue Ribbon elem...

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7/8/2026 11:48:00 AM
Active
53 Maple Street Darien CT
53 Maple Street

Darien, Connecticut 06820

$1,299,000 | Active

3 Beds | 2 Baths | 1547 Sqft | 0.15 Acres | 107 Days on Market

Property Type: Single Family For Sale

A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private home office. Both residences are cur...

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7/7/2026 2:05:49 PM
Active
15 Wildcat Road Darien CT
15 Wildcat Road

Darien, Connecticut 06820

$3,950,000 | Active

4 Beds | 4 Baths | 6021 Sqft | 1.02 Acres | 25 Days on Market

Property Type: Single Family For Sale

Originally the sole residence on Wildcat Road, this distinguished 1925 stone manor blends timeless architectural elegance with a commanding setting. Located within Dariens coveted Delafield Island private association, the property is approached by a sweeping circular drive and su...

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7/2/2026 10:00:42 PM
Under Contract
20 Buttonwood Lane Darien CT
20 Buttonwood Lane

Darien, Connecticut 06820

$4,295,000 | Under Contract

5 Beds | 4 Baths | 4379 Sqft | 1.25 Acres | 7 Days on Market

Property Type: Single Family For Sale

Welcome to 20 Buttonwood, a timeless Darien classic showcasing a renovated 5 bed 3.5 bath meticulously maintained home w/ expansive property & ultimate privacy. Set on a level, 1.25 acres the property is bordered by protected Land Trust. The flat/dry fenced yard provides endless ...

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7/2/2026 8:34:00 PM
Under Contract
12 Settlers Trail Darien CT
12 Settlers Trail

Darien, Connecticut 06820

$3,295,000 | Under Contract

5 Beds | 5 Baths | 5777 Sqft | 1.4 Acres | 19 Days on Market

Property Type: Single Family For Sale

Nestled on a private 1.4-acre cul-de-sac property in Dariens sought-after Tokeneke school district, this gracious Colonial offers over 5,700 square feet of living space, exceptional privacy, and effortless indoor-outdoor living. Surrounded by landscaping and an expansive lawn, th...

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7/2/2026 7:26:41 PM
Under Contract
62 Camp Avenue Darien CT
62 Camp Avenue

Darien, Connecticut 06820

$995,000 | Under Contract

4 Beds | 2 Baths | 1921 Sqft | 0.33 Acres | 7 Days on Market

Property Type: Single Family For Sale

Charming and move-in ready, this sun-filled 4-bedroom, 2-bath home is ideally located in the heart of Darien. Filled with natural light, the inviting floor plan features an open living room and dining room, along with a separate office or den offering flexibility for todays lifes...

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6/29/2026 11:21:14 AM
Under Contract
174 Leroy Avenue Darien CT
174 Leroy Avenue

Darien, Connecticut 06820

$4,299,000 | Under Contract

5 Beds | 5 Baths | 5506 Sqft | 1.69 Acres | 13 Days on Market

Property Type: Single Family For Sale

Beautifully renovated in 2019, this exceptional 5-bedroom home offers a seamless open floor plan, generous living spaces, & the rare combination of privacy & convenience. Perched atop a knoll & set back from the street, the property enjoys a peaceful setting while remaining just ...

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6/27/2026 12:10:06 PM
Under Contract
333 West Avenue Darien CT
333 West Avenue

Darien, Connecticut 06820

$1,825,000 | Under Contract

5 Beds | 4 Baths | 2977 Sqft | 0.24 Acres | 10 Days on Market

Property Type: Single Family For Sale

Privately positioned within Dariens sought-after Noroton Greens community, this exceptional residence offers a sophisticated blend of luxury, comfort, and convenience. Thoughtfully designed for effortless living and entertaining, the home features expansive living spaces, timeles...

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6/25/2026 8:17:08 PM
Active
209-209 Long Neck Point Road Darien CT
209-209 Long Neck Point Road

Darien, Connecticut 06820

$12,995,000 | Active

5 Beds | 8 Baths | 7610 Sqft | 1.17 Acres | 36 Days on Market

Property Type: Single Family For Sale

This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. ...

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6/25/2026 6:57:32 PM
Active
207-209 Long Neck Point Road Darien CT
207-209 Long Neck Point Road

Darien, Connecticut 06820

$16,995,000 | Active

5 Beds | 8 Baths | 8248 Sqft | 2.02 Acres | 113 Days on Market

Property Type: Single Family For Sale

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 fa...

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6/25/2026 6:33:18 PM
Under Contract
234 Brookside Road Darien CT
234 Brookside Road

Darien, Connecticut 06820

$4,750,000 | Under Contract

6 Beds | 7 Baths | 6829 Sqft | 1.4 Acres | 77 Days on Market

Property Type: Single Family For Sale

Set along a picturesque stretch in one of Dariens most sought-after neighborhoods, 234 Brookside Road offers a rare blend of timeless architecture, privacy, and modern comfort. Surrounded by mature trees and beautifully landscaped grounds, this exceptional property provides a ser...

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6/24/2026 5:01:45 PM
Under Contract CTS
30 Inwood Road Darien CT
30 Inwood Road

Darien, Connecticut 06820

$3,850,000 | Under Contract - Continue

6 Beds | 7 Baths | 5113 Sqft | 2.9 Acres | 52 Days on Market

Property Type: Single Family For Sale

Set on 2.9 private acres in one of Dariens most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully pr...

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6/24/2026 4:05:02 AM
Active
142 Nearwater Lane Darien CT
142 Nearwater Lane

Darien, Connecticut 06820

$5,999,000 | Active

4 Beds | 6 Baths | 4767 Sqft | 0.43 Acres | 37 Days on Market

Property Type: Single Family For Sale

A rare opportunity to own a new construction home with Deeded Beach Rights on coveted Nearwater Lane in one of Dariens most desirable coastal neighborhoods. A seamless blend of sophisticated design, modern comfort, and coastal living. Moments from Weed Beach, downtown Darien, com...

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6/16/2026 10:31:59 PM
Under Contract
8 Glenwood Drive Darien CT
8 Glenwood Drive

Darien, Connecticut 06820

$1,850,000 | Under Contract

5 Beds | 4 Baths | 3115 Sqft | 0.2 Acres | 27 Days on Market

Property Type: Single Family For Sale

Set on a quiet cul-de-sac, this beautifully renovated 5-bedroom, 4-bath Colonial offers a rare blend of luxury, convenience and effortless living. Designed w/both entertaining and everyday comfort in mind, the flexible floor plan features spacious living spaces filled with natura...

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6/16/2026 5:12:01 PM
Under Contract
38 Three Wells Lane Darien CT
38 Three Wells Lane

Darien, Connecticut 06820

$5,195,000 | Under Contract

5 Beds | 7 Baths | 7306 Sqft | 2.03 Acres | 2 Days on Market

Property Type: Single Family For Sale

Set on two private acres in coveted northern Darien, this exceptional Colonial offers refined living, timeless design, and superior craftsmanship throughout. A gracious living room with fireplace provides a warm and sophisticated gathering space, while the formal dining room is p...

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6/15/2026 7:47:19 PM
Under Contract
13 Devon Road Darien CT
13 Devon Road

Darien, Connecticut 06820

$1,275,000 | Under Contract

4 Beds | 2 Baths | 1402 Sqft | 0.21 Acres | 11 Days on Market

Property Type: Single Family For Sale

Nestled in one of Dariens most cherished neighborhoods, this charming Cape Cod home offers the perfect blend of comfort, convenience, & community. Situated on .21 acres, this 4-bedroom, 2 full-bath residence is filled with warmth, character, & endless potential. The main level fe...

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6/13/2026 2:08:10 PM
Under Contract CTS
85 Hecker Avenue Darien CT
85 Hecker Avenue

Darien, Connecticut 06820

$2,395,000 | Under Contract - Continue

4 Beds | 5 Baths | 3547 Sqft | 0.23 Acres | 56 Days on Market

Property Type: Single Family For Sale

Welcome to 85 Hecker Avenue, a stunning custom rebuild in the heart of Dariens coveted Noroton neighborhood, where modern luxury meets everyday convenience. Thoughtfully designed with 4 spacious bedrooms and 5 full bathrooms, this turnkey home features an open-concept floor plan ...

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6/12/2026 4:05:02 AM
Active
175 Brookside Road Darien CT
175 Brookside Road

Darien, Connecticut 06820

$9,250,000 | Active

6 Beds | 9 Baths | 11314 Sqft | 2.54 Acres | 49 Days on Market

Property Type: Single Family For Sale

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 entert...

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6/11/2026 8:14:03 PM
Under Contract
33 Walmsley Road Darien CT
33 Walmsley Road

Darien, Connecticut 06820

$1,895,000 | Under Contract

4 Beds | 2 Baths | 2692 Sqft | 0.19 Acres | 7 Days on Market

Property Type: Single Family For Sale

Nestled on one of Noroton Heights most sought-after streets, this sun-drenched coastal charmer seamlessly blends classic appeal with thoughtful modern updates. With newly renovated bathrooms, a new deck, and beautifully refinished hardwood floors, this home captures the essence o...

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6/11/2026 5:56:59 PM
Under Contract
82 Arrowhead Way Darien CT
82 Arrowhead Way

Darien, Connecticut 06820

$8,650,000 | Under Contract

5 Beds | 6 Baths | 5823 Sqft | 2.11 Acres | 8 Days on Market

Property Type: Single Family For Sale

(Dont miss the spectacular waterfront video). On the water in the Tokeneke Association, Short Rocks Manor is poised at the very tip of Arrowhead Way, high above Scotts Cove and Long Island Sound. This breathtaking, updated 1925 English-style stone manor sits on 2.11 acres which i...

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6/10/2026 11:07:40 AM
Active
72 Old Kings Highway Darien CT
72 South Old Kings Highway

Darien, Connecticut 06820

$3,800,000 | Active

5 Beds | 6 Baths | 7833 Sqft | 0.61 Acres | 94 Days on Market

Property Type: Single Family For Sale

Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desi...

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6/6/2026 12:00:31 PM
Active
93 West Avenue Darien CT
93 West Avenue

Darien, Connecticut 06820

$1,999,000 | Active

5 Beds | 4 Baths | 2667 Sqft | 0.7 Acres | 55 Days on Market

Property Type: Single Family For Sale

Perfectly positioned just steps from downtown Darien, the train station, schools, and the vibrant new Corbin District, this beautifully updated Colonial offers the ideal blend of convenience, charm, and move-in-ready living. Freshly painted throughout with newly refinished hardwo...

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6/5/2026 7:08:51 PM
Under Contract
201 Middlesex Road Darien CT
201 Middlesex Road

Darien, Connecticut 06820

$2,349,000 | Under Contract

4 Beds | 3 Baths | 3293 Sqft | 0.5 Acres | 8 Days on Market

Property Type: Single Family For Sale

Tucked away on a quiet cul-de-sac setting just off a private road, 201 Middlesex Road offers a rare combination of turnkey luxury, convenience, and timeless family living in one of Dariens most sought-after neighborhoods. Extensively renovated and beautifully maintained, this 4-b...

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6/4/2026 3:15:06 PM
Under Contract
3 Rocaton Road Darien CT
3 Rocaton Road

Darien, Connecticut 06820

$2,395,000 | Under Contract

4 Beds | 4 Baths | 3354 Sqft | 0.33 Acres | 8 Days on Market

Property Type: Single Family For Sale

Storybook Cape nestled in one of Dariens most sought-after in-town neighborhoods. From the moment you step through the front door, this home captivates with its warmth, charm, and thoughtfully updated interiors. The heart of the home is the beautifully renovated kitchen featuring...

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6/3/2026 5:03:17 PM
Under Contract
333 West Avenue Darien CT
333 West Avenue

Darien, Connecticut 06820

$1,850,000 | Under Contract

4 Beds | 4 Baths | 3300 Sqft | 0.05 Acres | 7 Days on Market

Property Type: Single Family For Sale

Welcome to 333 West Avenue, a stunning residence nestled within the Noroton Green Association-a boutique enclave of just six homes. Built in 2012 by the renowned Hertz Construction, this home is a harmonious blend of timeless craftsmanship and modern luxury. From the moment you s...

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6/2/2026 7:21:00 PM
Active
14 Five Mile River Road Darien CT
14 Five Mile River Road

Darien, Connecticut 06820

$5,997,000 | Active

6 Beds | 9 Baths | 6860 Sqft | 0.98 Acres | 60 Days on Market

Property Type: Single Family For Sale

Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the hom...

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5/28/2026 3:45:49 PM
Under Contract
11 Walmsley Road Darien CT
11 Walmsley Road

Darien, Connecticut 06820

$2,295,000 | Under Contract

4 Beds | 5 Baths | 3609 Sqft | 0.2 Acres | 6 Days on Market

Property Type: Single Family For Sale

This is the one youve been waiting for! Dont miss your chance to own on one of Dariens most sought-after streets. This beautifully updated Colonial truly has it all-just over 3,600 sf, 4 BR, and 4.5 BTH, with a bright, open layout and fantastic flow that makes everyday living and...

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5/27/2026 11:46:26 PM
Under Contract
11 McLaren Road Darien CT
11 South McLaren Road

Darien, Connecticut 06820

$2,895,000 | Under Contract

5 Beds | 4 Baths | 4301 Sqft | 0.38 Acres | 1 Days on Market

Property Type: Single Family For Sale

Expertly styled, 11 McLaren Rd S offers an exceptional blend of modern luxury, architectural elegance, and prime in-town living in one of Dariens most sought-after neighborhoods. Flooded with natural light, the bright and sunny open floor plan creates a warm, welcoming flow perfe...

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5/26/2026 5:09:10 PM
Under Contract
115 Tokeneke Road Darien CT
115 Tokeneke Road

Darien, Connecticut 06820

$1,695,000 | Under Contract

4 Beds | 3 Baths | 2408 Sqft | 0.81 Acres | 11 Days on Market

Property Type: Single Family For Sale

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 spac...

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5/23/2026 2:10:42 AM
Under Contract
14 Revere Road Darien CT
14 Revere Road

Darien, Connecticut 06820

$3,195,000 | Under Contract

5 Beds | 6 Baths | 5226 Sqft | 0.34 Acres | 8 Days on Market

Property Type: Single Family For Sale

This beautifully renovated 5,200-square-foot home offers an exceptional blend of timeless elegance and modern luxury in one of Dariens most coveted central locations. Step inside to discover a spacious, light-filled open floor plan designed for both everyday living and effortless...

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5/21/2026 6:14:23 PM
Under Contract
561 Middlesex Road Darien CT
561 Middlesex Road

Darien, Connecticut 06820

$2,999,000 | Under Contract

4 Beds | 4 Baths | 3411 Sqft | 2.64 Acres | 184 Days on Market

Property Type: Single Family For Sale

Come see this freshly transformed home on a gorgeous, flat 2.64 acre lot in the heart of Darien. Rooted in history and alive w/possibility, this freshly renewed and effortlessly inviting, 3,411 sf residence welcomes w/antique wide plank floors whispering the past, while a bright,...

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5/21/2026 2:38:39 PM
Under Contract
4 Seagate Road Darien CT
4 Seagate Road

Darien, Connecticut 06820

$3,550,000 | Under Contract

5 Beds | 5 Baths | 5051 Sqft | 0.37 Acres | 7 Days on Market

Property Type: Single Family For Sale

Nestled on a sought-after cul-de-sac in the coveted Hindley School district, this beautifully updated 5-bedroom, 4 full bath Colonial offers the perfect blend of coastal charm and modern luxury. With direct water access to Holly Pond, enjoy a true waterfront lifestyle complete wi...

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5/21/2026 1:04:25 PM
Active
16 East Trail Darien CT
16 East Trail

Darien, Connecticut 06820

$8,495,000 | Active

9 Beds | 10 Baths | 8188 Sqft | 2.89 Acres | 100 Days on Market

Property Type: Single Family For Sale

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclaves earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & ...

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5/21/2026 4:05:03 AM
Active
28 East Lane Darien CT
28 East Lane

Darien, Connecticut 06820

$1,695,000 | Active

4 Beds | 4 Baths | 3260 Sqft | 0.46 Acres | 71 Days on Market

Property Type: Single Family For Sale

Nestled on a quiet cul-de-sac in a convenient Darien location, this beautifully renovated and expanded Nantucket-style Cape offers timeless charm and exceptional functionality. Set on .46 landscaped acres, the light-filled home features an open-concept kitchen with updated applia...

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5/20/2026 7:27:46 PM
Under Contract
19 Chester Road Darien CT
19 Chester Road

Darien, Connecticut 06820

$2,225,000 | Under Contract

4 Beds | 3 Baths | 3264 Sqft | 0.5 Acres | 15 Days on Market

Property Type: Single Family For Sale

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 ...

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5/19/2026 1:32:17 AM
Active
20 Marianne Road Darien CT
20 Marianne Road

Darien, Connecticut 06820

$4,199,000 | Active

5 Beds | 8 Baths | 6535 Sqft | 1.19 Acres | 492 Days on Market

Property Type: Single Family For Sale

New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect...

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5/18/2026 11:13:52 PM
Under Contract
2 Roland Drive Darien CT
2 Roland Drive

Darien, Connecticut 06820

$4,250,000 | Under Contract

5 Beds | 5 Baths | 5678 Sqft | 0.53 Acres | 18 Days on Market

Property Type: Single Family For Sale

The moment you step onto the inviting front porch, youll 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 Dari...

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5/16/2026 1:09:41 AM
Under Contract
18 Phillips Lane Darien CT
18 Phillips Lane

Darien, Connecticut 06820

$3,250,000 | Under Contract

5 Beds | 4 Baths | 4567 Sqft | 0.54 Acres | 11 Days on Market

Property Type: Single Family For Sale

18 Phillips Lane offers a rare combination of neighborhood energy and privacy, set on one of Dariens most sought-after cul-de-sacs. Phillips Lane is known for its close-knit community; enjoy spontaneous yard-to-yard socializing, biking on the cul de sac with friends, trick-or-tre...

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5/4/2026 9:10:14 PM
Under Contract
30 Shipway Road Darien CT
30 Shipway Road

Darien, Connecticut 06820

$8,195,000 | Under Contract

5 Beds | 8 Baths | 6998 Sqft | 1.49 Acres | 11 Days on Market

Property Type: Single Family For Sale

Your homestead starts here-welcome to 30 Shipway Road, a private waterfront retreat set on 1.49 incredible acres in sought-after Noroton Bay. Designed by renowned architect Chad Nehring, with coastal interiors by Pear Tree Point Design, this 5 bedroom home blends timeless style w...

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5/4/2026 5:10:27 PM
Active
13 Edgehill Drive Darien CT
13 Edgehill Drive

Darien, Connecticut 06820

$5,895,000 | Active

5 Beds | 5 Baths | 3240 Sqft | 1.05 Acres | 88 Days on Market

Property Type: Single Family For Sale

Quietly iconic. Effortlessly cool. Live large without living complicated. This is the rare waterfront home that offers the lifestyle of a grand estate with the ease of a true lock-and-leave retreat. Set on just over an acre in the private Tokeneke Association its designed for liv...

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4/29/2026 6:21:39 PM
Under Contract
32 Birch Road Darien CT
32 Birch Road

Darien, Connecticut 06820

$3,995,000 | Under Contract

4 Beds | 5 Baths | 4695 Sqft | 0.77 Acres | 24 Days on Market

Property Type: Single Family For Sale

Stunning 4-bedroom, 4.1-bath Colonial on .77 acres completely reimagined & renovated by Nordic Custom Builders offers exceptional craftsmanship & modern luxury throughout. Gracious layout features formal living & dining rooms with fireplace & French doors opening to expansive blu...

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4/25/2026 3:24:11 PM
Active
2646 Boston Post Road Darien CT
2646 Boston Post Road

Darien, Connecticut 06820

$2,525,000 | Active

8 Beds | 3 Baths | 3443 Sqft | 0.68 Acres | 98 Days on Market

Property Type: Single Family For Sale

Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold As Is....

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4/16/2026 9:56:04 PM
Under Contract
366 Hollow Tree Ridge Road Darien CT
366 Hollow Tree Ridge Road

Darien, Connecticut 06820

$6,195,000 | Under Contract

6 Beds | 6 Baths | 7356 Sqft | 1.75 Acres | 8 Days on Market

Property Type: Single Family For Sale

Set along one of Hollow Tree Ridge Roads 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...

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4/8/2026 3:40:23 PM
Active
246 Brookside Road Darien CT
246 Brookside Road

Darien, Connecticut 06820

$7,900,000 | Active

7 Beds | 9 Baths | 8100 Sqft | 4.12 Acres | 116 Days on Market

Property Type: Single Family For Sale

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. ...

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3/31/2026 10:30:46 PM
Under Contract
12 Libby Lane Darien CT
12 Libby Lane

Darien, Connecticut 06820

$2,475,000 | Under Contract

4 Beds | 4 Baths | 2750 Sqft | 1.01 Acres | 5 Days on Market

Property Type: Single Family For Sale

Modern ranch perfection in one of Dariens 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. Thoughtfu...

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3/3/2026 4:07:08 PM
Under Contract
43 Phillips Lane Darien CT
43 Phillips Lane

Darien, Connecticut 06820

$2,275,000 | Under Contract

5 Beds | 5 Baths | 4197 Sqft | 0.48 Acres | 6 Days on Market

Property Type: Single Family For Sale

This spacious 5-bedroom, 4 full-bath residence sits on nearly half an acre in one of Dariens 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 spa...

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