76 Deepwood Road

Closed 2/27/26
Closed 2/27/26
Gallery Image 1
Sold
Last Sold Price
$2,287,500
5 beds3,897 sqft$587/sqft
76 Deepwood Rd, Darien, CT 06820
Single FamilyProperty Type
1.01 acresLot Size
1955Year Built
$587/sq ftPrice per sq ft

Description

Set on a full acre in one of Darien's most sought-after neighborhoods, this property presents a rare and versatile opportunity for visionary buyers. Whether you choose to undertake a renovation-reviving the charm of mid-century modern design-or build a custom new construction estate from the ground up, the potential here is extraordinary. Surrounded by multi-million dollar homes, this centrally located parcel offers an ideal blend of privacy and convenience. Just moments from the highly regarded...Set on a full acre in one of Darien's most sought-after neighborhoods, this property presents a rare and versatile opportunity for visionary buyers. Whether you choose to undertake a renovation-reviving the charm of mid-century modern design-or build a custom new construction estate from the ground up, the potential here is extraordinary. Surrounded by multi-million dollar homes, this centrally located parcel offers an ideal blend of privacy and convenience. Just moments from the highly regarded Middlesex Middle School and Darien High School, as well as the Noroton Heights train station, shopping, and dining, the location is as practical as it is prestigious. In addition to the main residence, the property features an existing accessory dwelling-perfect for a guest house, home office, or au pair suite-complete with a spacious great room, kitchenette, bedroom, and full bath. Recent comparables in the area attracted multiple offers, underscoring the exceptional value and demand for properties like this. Whether you're an end-user with vision or a developer seeking a standout project, this is an investment that delivers on both lifestyle and long-term value. Don't miss this chance to create something truly special in one of Darien's premier enclaves. Property is being sold as is.
  • Listed by: Carolyn Brook 203.550.0821 carolynbrook@gmail.com • William Pitt Sotheby's Int'l
  • Listed by: Amy Barsanti 203.655.8234 abarsanti@wpsir.com • William Pitt Sotheby's Int'l
Listing closed: 02/27/2026 12:00 AM • Source: SMARTMLS, MLS#: 24116271

Recent comparable sales

Median sold price

$2,569,000

Avg days on market

35

Sale-to-list ratio

105.9%

Darien, CT

9 comparable properties found

a front view of a house with a yard
1

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Bedrooms
3,498
Square Feet
0.31
Acres

29 Walmsley Road, Darien, CT 06820

$2,600,000 | 6 Echo Drive, Darien, CT 06820
1/36
2

$2,600,000

Sold 04/10/25

5
Bedrooms
3,600
Square Feet
0.34
Acres

6 Echo Drive, Darien, CT 06820

$2,355,000 | 27 Lake Drive, Darien, CT 06820
3

$2,355,000

Sold 10/25/24

5
Bedrooms
4,370
Square Feet
0.74
Acres

27 Lake Drive, Darien, CT 06820

$2,775,000 | 24 Sunswyck Road, Darien, CT 06820
4

$2,775,000

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24 Sunswyck Road, Darien, CT 06820

$1,915,000 | 8 Glenwood Drive, Darien, CT 06820
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$1,915,000

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Square Feet
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8 Glenwood Drive, Darien, CT 06820

$2,050,000 | 109 West Avenue, Darien, CT 06820
6

$2,050,000

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$2,350,000 | 71 West Avenue, Darien, CT 06820
7

$2,350,000

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Square Feet
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Acres

71 West Avenue, Darien, CT 06820

$2,705,000 | 12 Walmsley Road, Darien, CT 06820
8

$2,705,000

Sold 05/21/26

5
Bedrooms
3,280
Square Feet
0.2
Acres

12 Walmsley Road, Darien, CT 06820

$2,569,000 | 7 Hampton Road, Darien, CT 06820
9

$2,569,000

Sold 01/30/25

5
Bedrooms
3,071
Square Feet
0.28
Acres

7 Hampton Road, Darien, CT 06820

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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Carolyn Brook; William Pitt Sotheby's Int'l, Amy Barsanti

Sold By Houlihan Lawrence, Stacey Delikat

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$13,238 per month

30 year fixed, 6.55% Interest

Principal and Interest

$11,627

Property Taxes

$1,610

HOA Dues

$0

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Property Information for 76 Deepwood Road

Property Details
  • Taxes: $19,325 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Crawl Space, Partial, Unfinished, Interior Access, Concrete Floor
  • Direct Waterfront: No
  • Style: Split Level
  • Swimming Pool: No
Building Information
  • Year Built: 1955
  • Lot Size: 1.01 AC / 43,995 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Laurel Lane or Hollow Tree Ridge Road to Deepwood
  • Elementary School: Holmes
  • Flood Zone: No
  • High School: Darien
  • Latitude: 41.080122
  • Longitude: -73.504549
  • Middle Jr High School: Middlesex
  • Neighborhood Amenities: Library, Medical Facilities, Paddle Tennis, Playground/Tot Lot, Public Transportation, Shopping/Mall, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $19,325
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Gutters, Patio
  • Waterfront Description: Beach Rights, Water Community
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Pull-Down Stairs
  • Cooling System: Window Unit
  • Heat Type: Baseboard, Hot Water, Radiant, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Interior Features: Auto Garage Door Opener
  • Laundry Room Info: Main Level
  • Rooms Additional: Laundry Room, Roughed-In Bath, Workshop
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 19.0
Room 2
  • Room Entry Order: 10
  • Room Features: Vaulted Ceiling,Ceiling Fan,Fireplace
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 16.0
Room 3
  • Room Entry Order: 11
  • Room Features: Full Bath,Walk-In Closet
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 13.0
Room 4
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 5
  • Listing Key: 3B515BD00B0A2F30E063E201100AE1AF
  • Room Entry Order: 3
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.0
Room 6
  • Room Entry Order: 4
  • Room Features: Vaulted Ceiling,Sliders
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 17.0
Room 7
  • Room Entry Order: 5
  • Room Features: Full Bath
  • Room Length: 29.0
  • Room Level: Main
  • Room Type: Rec/Play Room
  • Room Width: 13.0
Room 8
  • Room Entry Order: 6
  • Room Features: Vaulted Ceiling,Fireplace,Walk-In Closet,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 17.0
Room 9
  • Listing Key: 3B515BD00B0A2F30E063E201100AE1AF
  • Room Entry Order: 7
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 10
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 11
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Shingle, Brick
  • Foundation Type: Block, Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1955
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor, Separate Entry
  • In Law Apartment: Yes
  • Living Area SQFT Per Public Records: 3897
Lot Information
  • Lot Description: Some Wetlands, Level Lot, On Cul-De-Sac
  • Parcel Number: 105553
  • Sq Ft Est Heated Above Grade: 3897.0
  • Sq Ft Total: 3897.0
  • Zoning: R-1
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Other, Electric, 50 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 76 Deepwood Road

DateEvent & SourcePriceAppreciation
Feb 21, 2026

Closed (Public Record)

Public Record #1931405815

$2,287,500—
Feb 21, 2026

Closed (Public Record)

Public Record #1931405815

$2,287,500—
DateEvent & SourcePrice
02/21/2026

Closed (Public Record)

Public Record #1931405815

$2,287,500
02/21/2026

Closed (Public Record)

Public Record #1931405815

$2,287,500

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

Public Records for 76 Deepwood Road

Taxable ValueLand$984,970Additions$263,410Total$1,248,380
Tax Record2024$19,325 ($1,610 / month)
Home Facts
Baths4Total Finished SqFt3,897 SqFtAbove Grade Finished SqFt3,897 SqFtStories1Lot Size44,039 SqFtStyleDuplexYear Built1955Year Renovated1955ZoningR-1CountyWESTERN CONNECTICUTAPNDARI M:26 B:28

Schools near 76 Deepwood Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Holmes Elementary School
Public - PK to 5
Middlesex Middle School
Public - 6 to 8
Darien High School
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...
Darien Guide

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 76 Deepwood Road, Darien, CT 06820
$2,287,500
5
3,897
43,995
72 Deepwood Road, Darien, CT 06820
$3,250,000
5
6,500
58,806
25 Bittersweet Lane, Darien, CT 06820
$1,737,500
6
8
7,090
43,996
1 Hickory Lane, Darien, CT 06820
$2,500,000
4
3,094
37,461
19 Bittersweet Lane, Darien, CT 06820
$3,650,000
5
5,075
44,431
80 Deepwood Road, Darien, CT 06820
$2,425,000
5
6,650
73,616

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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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Carolyn Brook; William Pitt Sotheby's Int'l, Amy Barsanti

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.