21 Deepwood Road | Weston Lower Weston

$1,249,000 | 5 Beds | 3 Baths (3 Full) | 4,336 Sq. Ft.

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. SmartMLS 24202535

Directions to property: Left on Hill Farm to Deepwood. Down shared driveway to 21 Deepwood

MLS Listing ID: 
SmartMLS 24202535
Building Details
Details about the building on a property.
Architectural Style: 
Contemporary
Year Built: 
1979
Living Area: 
4,336
Interior: 
Open Floor Plan
Fireplaces: 
2
Construction
Foundation Details: 
Block
Roof: 
Asphalt Shingle
Exterior: 
Cedar
Room Details
Details about the rooms in the building.
Total Rooms: 
12
Total Bedrooms: 
5
Total Bathrooms: 
3
Total Full-Bathrooms: 
3
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Hot Water
Heating System Fuel: 
Oil
Cooling System: 
Central Air
Water Source: 
Private Well
Sewer: 
Septic
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
2.14
Waterfront: 
1
Water Body Category: 
Brook
Lot Features
Garage: 
Attached Garage
Public Record
Parcel Number: 
404619
Annual Tax: 
$17,404.00
Property Zoning: 
R
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
8/28/2026
Contract Details
Details about the listing contract.
Possession: 
NEG
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Michael Spindler
Listing Office Name: 
Real Broker CT