76 Deepwood Road, Darien, CT 06820 - Photo 1

1/1

$2,287,500

Sold
Closed
Single Family
5 Beds
4 Full Baths
3,897 Sq. Ft.
Updated 5 hours ago

1/1

Property 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 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.

Full Property Details

Full Property Details for 76 Deepwood Rd

General

Sold For: $2,287,500
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24116271
Added to Site: 207 day(s) ago

Interior

Number of Rooms: 11
Rooms/Areas: Laundry Room, Roughed-In Bath, Workshop
Interior Features: Auto Garage Door Opener
Fireplace: Yes
Number of Fireplaces: 3
Appliances: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 4
Full Bathrooms: 4

Bedrooms

Total Bedrooms: 5
Primary Bedroom: Primary Bedroom - Vaulted Ceiling, Fireplace, Walk-In Closet, Hardwood Floor, 17 x 17, Upper
Bedroom 1: Bedroom - Full Bath, Walk-In Closet, 14 x 13, Main
Bedroom 2: Bedroom - Hardwood Floor, 13 x 10, Upper
Bedroom 3: Bedroom - Hardwood Floor, 13 x 10, Upper
Bedroom 4: Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, 16 x 12, Upper

Other Rooms

Living Room: Living Room - Fireplace, Hardwood Floor, 23 x 19, Main
Great Room: Great Room - Vaulted Ceiling, Ceiling Fan, Fireplace, 23 x 16, Main
Family Room: Family Room - Vaulted Ceiling, Sliders, 18 x 17, Main
Kitchen: Kitchen, 14 x 12, Main
Dining Room: Dining Room - French Doors, Hardwood Floor, 15 x 12, Main
Game room: Yes
Game Room: Rec/Play Room - Full Bath, 29 x 13, Main
Rec Room: Full Bath, 29 x 13, Main
Laundry: Main Level
In-Law/Au Pair Suite: Yes

Exterior

Exterior Features: Porch, Gutters, Patio
Color: White

Location

County: Fairfield
Driving Directions: Laurel Lane or Hollow Tree Ridge Road to Deepwood

School Information

Elementary School: Holmes
Middle School: Middlesex
High School: Darien

Heating & Cooling

Cooling Type: Window Unit
Heating Type: Baseboard, Hot Water, Radiant, Zoned, Oil
Heating Fuel: Oil
Water Heater: Other, Electric, 50 Gallon Tank

Utilities

Sewer: Public Sewer Connected
Water: Public Water Connected

Structural Information

Architectural Style: Split Level
Construction Status: No/Resale
Exterior Const.: Shingle, Brick
Basement Desc.: Crawl Space, Partial, Unfinished, Interior Access, Concrete Floor
Roof: Asphalt Shingle
Attic: Yes
Square Feet: 3,897
Above Ground: 3,897 Sq. Ft.
Year Built: 1955

Lot Features

Lot Size (Acres): 1.01
Zoning: R-1
Lot Description: Some Wetlands, Level Lot, On Cul-De-Sac

Water Features

Water Front Desc.: Beach Rights, Water Community

Financial Considerations

Assessment Amount: $1,248,380
Tax Year: July 2025-June 2026

Disclosures and Reports

Property ID: 105553

Listed by William Pitt Sotheby's Int'l, Carolyn Brook and William Pitt Sotheby's Int'l, Amy Barsanti
Sold by Houlihan Lawrence, Stacey Delikat

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Listing agents

— 76 Deepwood Rd —

Carolyn Brook

William Pitt Sotheby's Int'l
Amy Barsanti

William Pitt Sotheby's Int'l

Agent Contact: (203) 550-0821 Office Contact: (203) 655-8234

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with our affiliated lender

NMLS#: 1598647

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Schools

Schools serving 76 Deepwood Rd

School District:Darien School District

Name	Grades	Distance
Holmes Elementary School, Darien, CT 18 Hoyt Street, Darien, CT 06820	K-5	0.4 mi
Middlesex Middle School 204 Hollow Tree Ridge Road, Darien, CT 06820	6-8	0.6 mi
Darien High School 80 High School Lane, Darien, CT 06820	9-12	0.8 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 76 Deepwood Rd

Date

Details

Price

Change

Source

2/27/2026

Sold

$2,287,500

-2.66%

MLS

8/04/2025

Listed

$2,350,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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76 Deepwood Rd, Darien, CT 06820 - Photo 1

Sold

$2,287,500