Sold
Last Sold Price
5 beds3.5 baths4,215 sqft

38 Deepwood Rd, Darien, CT 06820

Single FamilyProperty Type
1.09 acresLot Size
1941Year Built
$190/sq ftPrice per sq ft
Listing closed: 12/01/1992 07:00 AM
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Recent comparable sales

Median sold price

$3,050,000

Avg days on market

8

Sale-to-list ratio

110.1%

Darien, CT

9 comparable properties found

1

$2,925,000

Sold 06/30/25

5
Bedrooms
3.5
Bathrooms
3,750
Square Feet
0.22
Acres
$2,355,000 | 27 Lake Drive, Darien, CT 06820
2

$2,355,000

Sold 10/25/24

5
Bedrooms
4,370
Square Feet
0.74
Acres
$3,150,000 | 20 Walmsley Road, Darien, CT 06820
3

$3,150,000

Sold 07/21/26

5
Bedrooms
4,173
Square Feet
0.21
Acres
$3,352,000 | 29 Hillcrest Avenue, Darien, CT 06820
4

$3,352,000

Sold 08/19/26

5
Bedrooms
3,621
Square Feet
0.51
Acres
$3,600,000 | 19 Thomasina Lane, Darien, CT 06820
5

$3,600,000

Sold 05/15/26

5
Bedrooms
4,170
Square Feet
0.37
Acres
$2,600,000 | 6 Echo Drive, Darien, CT 06820
1/36
6

$2,600,000

Sold 04/10/25

5
Bedrooms
3,600
Square Feet
0.34
Acres
$2,801,000 | 24 Casement Street, Darien, CT 06820
7

$2,801,000

Sold 06/27/25

5
Bedrooms
3,638
Square Feet
0.51
Acres
$3,050,000 | 28 Royle Road, Darien, CT 06820
8

$3,050,000

Sold 09/10/26

5
Bedrooms
3,829
Square Feet
1.24
Acres
$3,250,000 | 11 McLaren Road South, Darien, CT 06820
9

$3,250,000

Sold 09/15/26

5
Bedrooms
4,301
Square Feet
0.38
Acres

Location

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$6,247 per month

30 year fixed, 7.03% Interest

Principal and Interest

$4,271

Property Taxes

$1,976

HOA Dues

$0

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Property Information for 38 Deepwood Road

Property Details

Building Information

  • Stories: 2
  • Year Built: 1941
  • Lot Size: 1.09 AC / 47,480 SF

Property History for 38 Deepwood Road

DateEvent & SourcePriceAppreciation
Dec 1, 1992

Closed (Public Record)

Public Record #90945880

$800,000—
DateEvent & SourcePrice
12/01/1992

Closed (Public Record)

Public Record #90945880

$800,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

38 Deepwood Road

Beds

5

Baths

3.5

Total Finished SqFt

4,215 SqFt

Above Grade Finished SqFt

4,215 SqFt

Unfinished Basement SqFt

280 SqFt

Stories

2

Schools near 38 Deepwood Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Holmes Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Darien
Darien
A coastal Connecticut town with a strong sense of community. Incorporated in 1820, Darien is a popular coastal town situated between Stamford and Norwalk. Just a 1 hour train ride from Manhattan via Metro North, Darien is an ideal commuter town that boasts spectacular shoreline activities...

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 38 Deepwood Road, Darien, CT 06820
$800,000
5
3.5
4,215
47,480
$3,195,000
5
5.5
5,232
43,560
$2,150,000
5
5,917
84,027
$2,355,000
4
3,742
53,143
$1,675,000
5
4.5
3,954
43,560
$1,700,000
4
3,442
21,780

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.