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MLS 24202535 For Sale Open House Updated September 19, 2026
Open House An open house is scheduled — contact us for times.
21 Deepwood Road

Weston, Connecticut 06883

$1,249,000
On market 21 days
21 Deepwood Road
1 / 39

About This Property

Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train station in neighboring Westport. Designed for both everyday living and effortless entertaining, the home features two luxurious primary suites, including one on the main level and a second upstairs with its own private balcony overlooking the tranquil landscape. The sleek kitchen is beautifully appointed with new countertops, while the bathrooms offer sophisticated, contemporary finishes. Brand-new Andersen windows throughout bathe the home in natural light while enhancing comfort and efficiency. Offering an exceptional balance of privacy, convenience, and refined living, this is a rare opportunity to own a truly special home in sought-after Weston.

Property Details

Interior

Heat
Hot Water — Oil
Cooling
Central Air
Fireplaces
2
Basement
Full,Heated,Fully Finished,Garage Access,Walk-out,Full With Walk-Out
In-Law Apartment
Possible
Interior Features
Open Floor Plan

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Waterfront
Brook
Lot Description
On Cul-De-Sac Water View
Garage & Parking
Attached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic
Energy Features
Thermopane Windows

Community & Schools

Elementary
Hurlbutt
Middle
Weston
High
Weston
Neighborhood
Lower Weston

Appliances

Included
Cook Top Oven/Range Refrigerator Freezer Dishwasher Washer Dryer

21 Deepwood Road

Weston , Connecticut 06883

$1,249,000

On market 21 days

Beds
5
Baths
3
SqFt
4,336
Type
Single Family
County Fairfield
Garage 2
Rooms -
Lot Size 2.14 Acres
Property Tax $17,404
Assessed Value $728,210
Year Built 1979
Style Contemporary
Zoning R

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 14135.

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