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21 Deepwood Road, Weston, CT 06883

Single Family For Sale

$1,299,000
$229/sqft
21 Deepwood Road, Weston, CT
Active Open House 8/2 · 12pm–2pm
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5
Bedrooms
3
Bathrooms
5,671
Sq Ft
2.14
Acres
1979
Year Built

About This Home

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.

Listed by Colby Gee (607) 351-1527 with Real Broker CT (413) 231-6114

Listing Snapshot

Price $1,299,000 Days on Our Site 24 days
Property Tax $17,404/yr Style Contemporary
Year Built 1979 Total Sq Ft 5,671
Lot Size 2.14 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 3
Total Rooms 12 Half Baths 0

Key Features

Appliances
  • Cook Top
  • Oven/Range
  • Refrigerator
  • Subzero
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Balcony
  • Deck
  • Patio
  • Brook

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage
Below Grade 1,547 sq ft

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling Central Air
Hot Water Upright Tank
Water Private Well
Sewer Septic

Schools

Elem Hurlbutt
Middle Weston
High Weston

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,450/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jul 23, 2026 Price Reduced $1,299,000
Jul 8, 2026 Listed $1,325,000

Frequently Asked Questions

How much does 21 Deepwood Road in Weston, CT cost?
This property is listed at $1,299,000, which works out to $229 per square foot.
How many bedrooms does 21 Deepwood Road have?
This home has 5 bedrooms and 3 bathrooms.
What is the square footage of 21 Deepwood Road?
The home is 5,671 square feet, situated on 2.14 acres.
When was 21 Deepwood Road in Weston built?
This property was built in 1979.
Is 21 Deepwood Road, Weston, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 21 Deepwood Road, Weston in?
This home is served by the Weston public school system, with Hurlbutt as the elementary school and Weston as the high school.
How do I schedule a tour of 21 Deepwood Road, Weston, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Colby Gee · (607) 351-1527

Real Broker CT · (413) 231-6114

MLS# 24190123 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jul 30, 2026 3:37 PM UTC