$2,287,500
SOLD FEB 27, 2026

76 Deepwood Rd Darien, CT 06820

5 Beds
4 Baths
3,897 Sq Ft
43,996 Sq Ft

Recently Sold

$587 Per Sq Ft

3% Below List Price

180 Days on Market

Highlights

  • 1.01 Acre Lot
  • Property is near public transit and shops
  • 3 Fireplaces
  • Holmes Elementary School Rated A
  • Attic
  • 4-minute walk to Woodland Park Nature Preserve

About This Home

As of February 2026

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.

Last Agent to Sell the Property

Carolyn Brook

William Pitt Sotheby's Int'l Brokerage Phone: (203) 550-0821 License #RES.0754661 Listed on: 08/04/2025

William Pitt Sotheby's Int'l

Co-Listed By

Amy Barsanti

William Pitt Sotheby's Int'l Brokerage Phone: (203) 550-0821 License #RES.0792122

Last Buyer's Agent

Stacey Delikat

Houlihan Lawrence License #RES.0816511

Houlihan Lawrence

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $19,325

Year Built

  • Built in 1955

Parking

  • Automatic Garage Door Opener

Home Design

  • Split Level Home
  • Concrete Foundation
  • Block Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Masonry Siding
  • Shingle Siding

Interior Spaces

  • 3,897 Sq Ft Home
  • 3 Fireplaces
  • Workshop
  • Concrete Flooring

Kitchen

  • Oven or Range
  • Dishwasher

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Bathroom Rough-In
  • 4 Full Bathrooms

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Attic

  • Storage In Attic
  • Pull Down Stairs to Attic

Unfinished Basement

  • Partial Basement
  • Interior Basement Entry
  • Crawl Space

Outdoor Features

  • Patio
  • Rain Gutters
  • Porch

Schools

  • Holmes Elementary School
  • Middlesex School
  • Darien High School

Utilities

  • Window Unit Cooling System
  • Zoned Heating
  • Baseboard Heating
  • Hot Water Heating System
  • Heating System Uses Oil
  • Radiant Heating System
  • Hot Water Circulator
  • Electric Water Heater
  • Fuel Tank Located in Basement

Additional Features

  • 1.01 Acre Lot
  • Property is near public transit and shops

Community Details

  • Public Transportation

Listing and Financial Details

  • Assessor Parcel Number 105553

Home Details

Home Type

Single Family

Est. Annual Taxes

$19,325

Year Built

Built in 1955

Lot Details

1.01 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Split Level
  • Sq Ft Est Heated Above Grade: 3897
  • Total Sq Ft: 3897
  • Year Built: 1955
  • New Construction: No/Resale
  • Nearby Amenities: Library, Medical Facilities, Paddle Tennis, Playground/Tot Lot, Public Transportation, Shopping/Mall, Tennis Courts
  • In Law Access: FIRST,ENTRY
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: Laurel Lane or Hollow Tree Ridge Road to Deepwood
  • Financing Used: Assumed Conventional
  • In Law Apartment: Yes
  • Street Type: Road
  • Office Attribution Contact: (203) 655-8234
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Fireplaces: 3
  • Attic Description: Storage Space, Pull-Down Stairs
  • Basement Description: Crawl Space, Partial, Unfinished, Interior Access, Concrete Floor
  • Interior Amenities: Auto Garage Door Opener
  • Appliances: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Additional Rooms: Laundry Room, Roughed-In Bath, Workshop
  • Laundry Room Info: Main Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Porch, Gutters, Patio
  • Exterior Siding: Shingle, Brick
  • Foundation Type: Block, Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Beach Rights Water Community
  • Swimming Pool: No
  • Construction Description: Frame

Utilities

  • Cooling System: Window Unit
  • Heat Type: Baseboard, Hot Water, Radiant, Zoned
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Other, Electric, 50 Gallon Tank
  • Water Source: Public Water Connected
  • Sewer: Public Sewer Connected

Lot Info

  • Acres: 1.01
  • Lot Description: Some Wetlands Level Lot On Cul-De-Sac
  • Flood Zone: No
  • Zoning: R-1
  • Parcel #: 105553

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 19325

MLS Schools

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

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
Oct 15, 2024
Sold by
Harris Linda
Bought by
Harris Macgregor G

Purchase Details

Closed on
Oct 10, 2024
Sold by
Harris Linda
Bought by
Harris Walker R
Source: Public Records

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Quit Claim Deed -- None Available
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/27/2026 02/27/26 Sold $2,287,500 -2.7% $587 / Sq Ft
01/31/2026 01/31/26 Pending -- -- --
08/04/2025 08/04/25 For Sale $2,350,000 -- $603 / Sq Ft
Source: SmartMLS

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $19,325 $1,248,380 $984,970 $263,410
2024 $18,339 $1,248,380 $984,970 $263,410
2023 $16,072 $912,660 $656,670 $255,990
2022 $15,725 $912,660 $656,670 $255,990
2021 $15,369 $912,660 $656,670 $255,990
2020 $14,931 $912,660 $656,670 $255,990
2019 $15,032 $912,660 $656,670 $255,990
2018 $14,225 $884,660 $660,520 $224,140
2017 $7,461 $884,660 $660,520 $224,140
2016 $13,951 $884,660 $660,520 $224,140
2015 $13,580 $884,660 $660,520 $224,140
2014 $13,279 $884,660 $660,520 $224,140
Source: Public Records

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24116271

SmartMLS

APN: DARI-000026-000000-000028

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