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31 listings

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Luxury Homes in Darien, CT

31 listings

Luxury Homes in Darien, CT

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23 of 31 Listings

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Luxury Homes in Darien, CT

23 of 31 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Active

$1,895,000

4 bd · 3 ba · — sqft

9 Wilson Ridge Road East, Darien, CT

Mary Seiler · Houlihan Lawrence

9Active

$3,995,000

6 bd · 8 ba · — sqft

74 Long Neck Point Road, Darien, CT

Keiley Fuller · Compass Connecticut, LLC

3Active

$5,650,000

6 bd · 6 ba · — sqft

237 Tokeneke Road, Darien, CT

Amanda Spatola · Houlihan Lawrence

23Active

$1,795,000

4 bd · 2 ba · — sqft

150 Holmes Avenue, Darien, CT

Mark Pires · Coldwell Banker Realty

38Active

$3,795,000

4 bd · 5 ba · — sqft

5 Cross Road, Darien, CT

Deirdre Robbins McGovern · Compass Connecticut, LLC

25Active

$2,200,000

5 bd · 4 ba · — sqft

13 Silver Lakes Drive, Darien, CT

Steven Koleno · Beycome of Connecticut

40Active

$16,495,000

10 bd · 12 ba · 11,944 sqft

155 Long Neck Point Road, Darien, CT

Janine Tienken · Houlihan Lawrence

36Active

$3,600,000

5 bd · 5 ba · 4,423 sqft

18 Bates Farm Lane, Darien, CT

Lainie Floyd · William Pitt Sotheby's Int'l

39Active

$7,500,000

5 bd · 8 ba · 10,213 sqft

460 Middlesex Road, Darien, CT

Amanda Bates Goodro · Houlihan Lawrence

32Active

$1,895,000

4 bd · 3 ba · 2,303 sqft

13 Chestnut Street, Darien, CT

Amy Barsanti · William Pitt Sotheby's Int'l

25Active

$1,200,000

3 bd · 2 ba · 1,974 sqft

145 West Avenue, Darien, CT

Elizabeth McMachan · William Raveis Real Estate

40Active

$5,995,000

6 bd · 9 ba · 8,068 sqft

67 Peach Hill Road, Darien, CT

Janine Tienken · Houlihan Lawrence

Price Reduced27Active

$1,699,000

2 bd · 3 ba · 1,460 sqft

10 Hale Lane 10, Darien, CT

Anne-lise Brown · Brown Harris Stevens

40Active

$2,250,000

4 bd · 4 ba · 3,511 sqft

1644 Boston Post Road, Darien, CT

Robin Halsey · Compass Connecticut, LLC

35Active

$1,299,000

3 bd · 2 ba · 3,094 sqft

53 Maple Street, Darien, CT

Shannon Drury · Berkshire Hathaway NE Prop.

Price Reduced40Active

$3,699,500

5 bd · 6 ba · 5,500 sqft

700 Hollow Tree Ridge Road, Darien, CT

Serena Richards · Brown Harris Stevens

Price Reduced38Active

$4,495,000

4 bd · 3 ba · 3,207 sqft

61 Five Mile River Road, Darien, CT

Mitch Ross · William Raveis Real Estate

27Active

$3,900,000

5 bd · 6 ba · 10,000 sqft

222 Brookside Road, Darien, CT

Amanda Spatola · Houlihan Lawrence

Price Reduced40Active

$3,850,000

4 bd · 4 ba · 6,021 sqft

15 Wildcat Road, Darien, CT

Janine Tienken · Houlihan Lawrence

18Active

$12,995,000

5 bd · 8 ba · 7,610 sqft

209-209 Long Neck Point Road, Darien, CT

Shelly Tretter Lynch · Compass Connecticut, LLC

18Active

$12,995,000

5 bd · 8 ba · 7,610 sqft

209 Long Neck Point Road, Darien, CT

Shelly Tretter Lynch · Compass Connecticut, LLC

Price Reduced40Active

$8,750,000

6 bd · 9 ba · 11,314 sqft

175 Brookside Road, Darien, CT

Sylwia Kozlowski · William Raveis Real Estate

15Active

$1,195,000

1 bd · 1 ba · 996 sqft

1 Sedgwick Avenue 2-06, Darien, CT

Kathryn Bates · Compass Connecticut, LLC

1 2

Listing data & MLS disclosures

Greenwich MLS (GMLS): Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greenwich MLS, Inc®. All Rights Reserved. Last Updated: 2026-10-04 06:30:35 UTC
SmartMLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

About Luxury Homes in Darien, CT

Luxury Homes in Darien, CT: 31 active listings as of October 6, 2026, 18:28 UTC.

Darien housing market

September 2026 · This period is still settling

Selling at 102.0% of asking price

Buyers here are paying above asking. MLS · 16 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $3,875,000
Homes for sale: 30
Median days on market: 15 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 3,072 sq. ft.

Darien, CT community profile

Area: 15.1 sq. mi.

Source: HJN community data

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Listing data & MLS disclosures

Greenwich MLS (GMLS): Listing data courtesy of Greenwich MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.
Listing information ©2026 Greenwich MLS, Inc®. All Rights Reserved. Last Updated: 2026-10-04 06:30:35 UTC
SmartMLS: IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

Darien, CT community profile

Area: 15.1 sq. mi.

Source: HJN community data

Darien housing market

September 2026 · This period is still settling

Selling at 102.0% of asking price

Buyers here are paying above asking. MLS · 16 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $3,875,000
Homes for sale: 30
Median days on market: 15 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 3,072 sq. ft.

Luxury Homes in Darien, CT