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Darien, CT
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1 - 48 of 48 listings (48 total matches)
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865 Hollow Tree Ridge Road Darien CT 06820
New Listing - 3 weeks on site
1 / 39
$15,000,000
Single Family Residence For Sale
Active
5
BEDS
10
TOTAL BATHS
10,197
SQFT
865 Hollow Tree Ridge Road
Darien, CT 06820
 
Listing courtesy of Ashley Dineen of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 253-9616
865 Hollow Tree Ridge Road Darien CT 06820
New Listing - 3 weeks on site
1 / 37
$13,000,000
Single Family Residence For Sale
Active
5
BEDS
10
TOTAL BATHS
10,197
SQFT
865 Hollow Tree Ridge Road
Darien, CT 06820
 
Listing courtesy of Ashley Dineen of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 253-9616
17 Contentment Island Road Darien CT 06820
1 / 39
$9,895,000
Single Family Residence For Sale
Pending
6
BEDS
5
TOTAL BATHS
7,174
SQFT
17 Contentment Island Road
Darien, CT 06820
 
Listing courtesy of Douglas Milne of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 667-0344
18 Tokeneke Trail Darien CT 06820
1 / 36
$9,350,000
Single Family Residence For Sale
Active
7
BEDS
10
TOTAL BATHS
9,649
SQFT
18 Tokeneke Trail
Darien, CT 06820
 
Listing courtesy of Robin Stineman of William Pitt Sotheby's Int'l Office Phone: (203) 655-8234 Broker Contact: (203) 964-7813
14 Five Mile River Road Darien CT 06820
Open House Sat, Feb 7, 12 PM
Please verify times due to COVID-19
1 / 17
$6,247,000
Single Family Residence For Sale
Active
6
BEDS
9
TOTAL BATHS
5,720
SQFT
14 Five Mile River Road
Darien, CT 06820
 
Listing courtesy of Jennifer Dasilva Mixer of William Raveis Real Estate Office Phone: (203) 869-9263 Broker Contact: (203) 818-1758
10 Stony Brook Road Darien CT 06820
1 / 40
$5,950,000
Single Family Residence For Sale
Active
6
BEDS
8
TOTAL BATHS
2,350
SQFT
10 Stony Brook Road
Darien, CT 06820
 
Listing courtesy of David Hawes of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 858-5538
20 Marianne Road Darien CT 06820
Price Change - 4 weeks ago
1 / 38
$4,495,000
Single Family Residence For Sale
Active
5
BEDS
8
TOTAL BATHS
6,535
SQFT
20 Marianne Road
Darien, CT 06820
 
Listing courtesy of Serena Richards of Brown Harris Stevens Office Phone: (203) 655-1418 Broker Contact: (203) 273-2073
5 Shields Lane Darien CT 06820
New Listing - 2 weeks on site
1 / 40
$4,395,000
Single Family Residence For Sale
Active
4
BEDS
7
TOTAL BATHS
4,683
SQFT
5 Shields Lane
Darien, CT 06820
 
Listing courtesy of Erika Gardner of eXp Realty Office Phone: (866) 828-3951 Broker Contact: (917) 882-6226
28 Crooked Mile Road Darien CT 06820
New Listing - 2 weeks on site
1 / 39
$3,975,000
Single Family Residence For Sale
Active
5
BEDS
7
TOTAL BATHS
4,653
SQFT
28 Crooked Mile Road
Darien, CT 06820
 
Listing courtesy of Nan Peter of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 247-1188
20 Locust Hill Road Darien CT 06820
1 / 12
$3,499,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
6,444
SQFT
20 Locust Hill Road
Darien, CT 06820
 
Listing courtesy of Robert Marchesi of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (646) 265-2846
19 Georgian Lane Darien CT 06820
New Listing - 2 weeks on site
1 / 40
$3,195,000
Single Family Residence For Sale
Active
6
BEDS
6
TOTAL BATHS
5,093
SQFT
19 Georgian Lane
Darien, CT 06820
 
Listing courtesy of Caroline Hanley of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (917) 699-9713
109 Stephen Mather Road Darien CT 06820
1 / 33
$3,149,500
Single Family Residence For Sale
Pending
5
BEDS
4
TOTAL BATHS
4,817
SQFT
109 Stephen Mather Road
Darien, CT 06820
 
Listing courtesy of Suzanne Okie of Brown Harris Stevens Office Phone: (203) 655-1418 Broker Contact: (203) 856-9719
32 Relihan Road Darien CT 06820
Open House Sun, Feb 8, 1 PM
Please verify times due to COVID-19
1 / 38
$3,100,000
Single Family Residence For Sale
Active
5
BEDS
6
TOTAL BATHS
3,671
SQFT
32 Relihan Road
Darien, CT 06820
 
Listing courtesy of Sheree Frank of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 249-9396
561 Middlesex Road Darien CT 06820
1 / 34
$2,999,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,411
SQFT
561 Middlesex Road
Darien, CT 06820
 
Listing courtesy of Serena Richards of Brown Harris Stevens Office Phone: (203) 655-1418 Broker Contact: (203) 273-2073
18 Pasture Lane Darien CT 06820
Open House Sun, Feb 8, 1 PM
Please verify times due to COVID-19
1 / 22
$2,985,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,061
SQFT
18 Pasture Lane
Darien, CT 06820
 
Listing courtesy of Debbie Lawrence of Brown Harris Stevens Office Phone: (203) 655-1418 Broker Contact: (203) 536-7408
49 Salisbury Road Darien CT 06820
Open House Sat, Feb 7, 12 PM
Please verify times due to COVID-19
1 / 39
$2,900,000
Single Family Residence For Sale
Active
5
BEDS
5
TOTAL BATHS
3,210
SQFT
49 Salisbury Road
Darien, CT 06820
 
Listing courtesy of Gloria Gimenez Ferrer of Berkshire Hathaway NE Prop. Office Phone: (203) 869-0500 Broker Contact: (203) 559-1604
146 Ridge Acres Road Darien CT 06820
New Listing - a week on site
1 / 40
$2,595,000
Single Family Residence For Sale
Active
4
BEDS
5
TOTAL BATHS
3,422
SQFT
146 Ridge Acres Road
Darien, CT 06820
 
Listing courtesy of Janine Tienken of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 246-7518
112 Camp Avenue Darien CT 06820
New Listing - 12 hours on site
1 / 38
$2,395,000
Single Family Residence For Sale
Active
4
BEDS
4
TOTAL BATHS
3,550
SQFT
112 Camp Avenue
Darien, CT 06820
 
Listing courtesy of Holly Hurd of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 434-4201
76 Deepwood Road Darien CT 06820
1 / 12
$2,350,000
Land For Sale
Pending
1.01
ACRES
FAIRFIELD
COUNTY
76 Deepwood Road
Darien, CT 06820
 
Listing courtesy of Carolyn Brook of William Pitt Sotheby's Int'l Office Phone: (203) 655-8234 Broker Contact: (203) 550-0821
76 Deepwood Road Darien CT 06820
1 / 29
$2,350,000
Single Family Residence For Sale
Pending
5
BEDS
4
TOTAL BATHS
3,897
SQFT
76 Deepwood Road
Darien, CT 06820
 
Listing courtesy of Carolyn Brook of William Pitt Sotheby's Int'l Office Phone: (203) 655-8234 Broker Contact: (203) 550-0821
85 Stephen Mather Road Darien CT 06820
New Listing - 4 weeks on site
1 / 37
$1,895,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
2,139
SQFT
85 Stephen Mather Road
Darien, CT 06820
 
Listing courtesy of Nancy Dauk of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 912-7411
17 Sunnyside Avenue Darien CT 06820
New Listing - a week on site
1 / 31
$1,510,000
Single Family Residence For Sale
Active
3
BEDS
3
TOTAL BATHS
1,378
SQFT
17 Sunnyside Avenue
Darien, CT 06820
 
Listing courtesy of Cyd Hamer of William Pitt Sotheby's Int'l Office Phone: (203) 227-1246 Broker Contact: (917) 744-5089
13 Patton Drive Darien CT 06820
1 / 26
$1,495,000
Single Family Residence For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,056
SQFT
13 Patton Drive
Darien, CT 06820
 
Listing courtesy of David Hawes of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 856-4775
77 Maple Street Darien CT 06820
1 / 23
$1,495,000
Single Family Residence For Sale
Pending
4
BEDS
3
TOTAL BATHS
2,180
SQFT
77 Maple Street
Darien, CT 06820
 
Listing courtesy of Genevieve Schettino of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 604-5270
223 Middlesex Road Darien CT 06820
New Listing - 2 weeks on site
1 / 24
$1,425,000
Single Family Residence For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,440
SQFT
223 Middlesex Road
Darien, CT 06820
 
Listing courtesy of Kelly Connell of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 561-7115
17 Pine Brook Lane 17 Darien CT 06820
1 / 25
$979,000
Condominium For Sale
Pending
2
BEDS
3
TOTAL BATHS
1,278
SQFT
Pine Brook Condominium
17 Pine Brook Lane 17
Darien, CT 06820
Listing courtesy of Molly Sanders of Berkshire Hathaway NE Prop. Office Phone: (203) 329-2111 Broker Contact: (203) 570-7670
166 Hollow Tree Ridge Road Darien CT 06820
1 / 1
$800,000
Land For Sale
Active Under Contract
0.17
ACRES
FAIRFIELD
COUNTY
166 Hollow Tree Ridge Road
Darien, CT 06820
 
Listing courtesy of Gunnar Edelstein of BHHS Darien/New Canaan Office Phone: (203) 655-5114 Broker Contact: (203) 722-2551
166 Hollow Tree Ridge Road Darien CT 06820
1 / 1
$800,000
Land For Sale
Active Under Contract
0.17
ACRES
FAIRFIELD
COUNTY
166 Hollow Tree Ridge Road
Darien, CT 06820
 
Listing courtesy of Gunnar Edelstein of BHHS Darien/New Canaan Office Phone: (203) 655-5114 Broker Contact: (203) 722-2551
142 Brookside Road Darien CT 06820
1 / 18
$23,000
Single Family Residence For Rent
Pending
5
BEDS
5
TOTAL BATHS
4,524
SQFT
142 Brookside Road
Darien, CT 06820
 
Listing courtesy of Amanda Spatola of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 273-8615
340 Heights Road 319 Darien CT 06820
Price Change - 3 days ago
1 / 21
$14,500
Condominium For Rent
Active
3
BEDS
4
TOTAL BATHS
2,000
SQFT
340 Heights Road 319
Darien, CT 06820
 
Listing courtesy of Beth Vaccaro of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 905-0424
340 Heights Road 322 Darien CT 06820
Price Change - 3 days ago
1 / 15
$14,000
Condominium For Rent
Active
3
BEDS
4
TOTAL BATHS
1,977
SQFT
340 Heights Road 322
Darien, CT 06820
 
Listing courtesy of Beth Vaccaro of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 727-3983
88 Five Mile River Road Darien CT 06820
1 / 39
$11,500
Single Family Residence For Rent
Active
4
BEDS
3
TOTAL BATHS
2,756
SQFT
88 Five Mile River Road
Darien, CT 06820
 
Listing courtesy of Jennifer Matthews of William Pitt Sotheby's Int'l Office Phone: (203) 655-8234 Broker Contact: (203) 644-3519
531 Hollow Tree Ridge Road Darien CT 06820
1 / 37
$9,900
Single Family Residence For Rent
Active
6
BEDS
4
TOTAL BATHS
5,577
SQFT
531 Hollow Tree Ridge Road
Darien, CT 06820
 
Listing courtesy of Omar Arce of Marr Caruso Realty Group Office Phone: (203) 326-4590 Broker Contact: (203) 550-1077
9 Edgehill Drive Darien CT 06820
1 / 30
$8,500
Single Family Residence For Rent
Pending
3
BEDS
3
TOTAL BATHS
2,267
SQFT
9 Edgehill Drive
Darien, CT 06820
 
Listing courtesy of Cynthia Dul of Berkshire Hathaway NE Prop. Office Phone: (203) 227-5117 Broker Contact: (203) 524-2011
15 Corbin Drive 312 Darien CT 06820
New Listing - 2 weeks on site
1 / 16
$7,613
Condominium For Rent
Active
2
BEDS
3
TOTAL BATHS
1,450
SQFT
15 Corbin Drive 312
Darien, CT 06820
 
Listing courtesy of Lynne Somerville of Compass Connecticut, LLC Office Phone: (203) 423-3100 Broker Contact: (203) 984-9040
10 Greenwood Avenue Darien CT 06820
1 / 36
$7,500
Single Family Residence For Rent
Pending
3
BEDS
2
TOTAL BATHS
1,426
SQFT
10 Greenwood Avenue
Darien, CT 06820
 
Listing courtesy of Fiona Porter of Keller Williams Realty Office Phone: (203) 429-4020 Broker Contact: (203) 434-0493
340 Heights Road 202 Darien CT 06820
1 / 11
$7,000
Condominium For Rent
Active
2
BEDS
3
TOTAL BATHS
1,407
SQFT
340 Heights Road 202
Darien, CT 06820
 
Listing courtesy of Beth Vaccaro of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 727-3983
243 Noroton Avenue Darien CT 06820
Price Change - 3 weeks ago
1 / 32
$7,000
Single Family Residence For Rent
Active
3
BEDS
2
TOTAL BATHS
1,470
SQFT
243 Noroton Avenue
Darien, CT 06820
 
Listing courtesy of Robert DiDonato of William Raveis Real Estate Office Phone: (203) 869-9263 Broker Contact: (914) 447-8355
440 Heights Road 210 Darien CT 06820
1 / 15
$6,900
Condominium For Rent
Active
2
BEDS
3
TOTAL BATHS
1,236
SQFT
440 Heights Road 210
Darien, CT 06820
 
Listing courtesy of Beth Vaccaro of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 727-3983
47 Hollow Tree Ridge Road 47 Darien CT 06820
New Listing - a week on site
1 / 33
$6,000
Single Family Residence For Rent
Active
3
BEDS
2
TOTAL BATHS
2,552
SQFT
47 Hollow Tree Ridge Road 47
Darien, CT 06820
 
Listing courtesy of Karen Finn of Gatehouse Realty Inc Office Phone: (203) 357-7001 Broker Contact: (203) 524-5220
77 Linden Avenue Darien CT 06820
1 / 19
$4,400
Single Family Residence For Rent
Active
4
BEDS
4
TOTAL BATHS
3,003
SQFT
77 Linden Avenue
Darien, CT 06820
 
Listing courtesy of Omar Arce of Marr Caruso Realty Group Office Phone: (203) 326-4590 Broker Contact: (203) 550-1077
282 Tokeneke Road Darien CT 06820
New Listing - 3 weeks on site
1 / 6
$4,300
Single Family Residence For Rent
Pending
1
BED
1
TOTAL BATH
924
SQFT
282 Tokeneke Road
Darien, CT 06820
 
Listing courtesy of Douglas Milne of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 667-0344
88 Old Kings Highway South Darien CT 06820
1 / 12
$4,300
Single Family Residence For Rent
Active
3
BEDS
2
TOTAL BATHS
2,376
SQFT
88 Old Kings Highway South
Darien, CT 06820
 
Listing courtesy of John Tibbetts of CT Waterfront Properties Office Phone: (203) 655-5039 Broker Contact: (203) 550-0586
138 Hollow Tree Ridge Road 1523 Darien CT 06820
New Listing - 6 days on site
1 / 26
$4,250
Residential Lease For Rent
Active
1
BED
1
TOTAL BATH
1,071
SQFT
138 Hollow Tree Ridge Road 1523
Darien, CT 06820
 
Listing courtesy of Jarah Tuttle of Jarah Tuttle Office Phone: (203) 461-9841 Broker Contact: (203) 461-9841
285 Noroton Avenue A Darien CT 06820
1 / 20
$3,700
Condominium For Rent
Active
1
BED
1
TOTAL BATH
1,024
SQFT
285 Noroton Avenue A
Darien, CT 06820
 
Listing courtesy of Holly Hurd of Houlihan Lawrence Office Phone: (203) 655-8238 Broker Contact: (203) 434-4201
3 Wild Rose Lane Cottage Darien CT 06820
1 / 16
$3,250
Single Family Residence For Rent
Active
1
BED
1
TOTAL BATH
700
SQFT
3 Wild Rose Lane Cottage
Darien, CT 06820
Near Delafield Island / T Subdivision
Listing courtesy of Karen Finn of Gatehouse Realty Inc Office Phone: (203) 357-7001 Broker Contact: (203) 524-5220
433 Post Road Darien CT 06820
New Listing - 3 weeks on site
1 / 11
$3,200
Multi Family For Rent
Active
2
BEDS
1
TOTAL BATH
2,817
SQFT
433 Post Road
Darien, CT 06820
 
Listing courtesy of Christopher Spadaro of Coldwell Banker Realty Office Phone: (203) 227-8424 Broker Contact: (203) 249-6153
757 Post Road Darien CT 06820
New Listing - 3 weeks on site
1 / 10
$45
Commercial Lease For Rent
Active
2,954
SQFT
757 Post Road
Darien, CT 06820
 
Listing courtesy of John Zervos of DVB Commercial Realty LLC Office Phone: (203) 855-8050 Broker Contact: (203) 856-1271
1 - 48 of 48 listings (48 total matches)


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Last checked: 2026-02-06 06:57 AM UTC.


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