21 Deepwood Rd Weston, CT, 06883

single family home
$ 1,249,000 For Sale Active Aug 28, 2026
  • 5 beds
  • 3 baths
  • 4,336 sq ft
  • 2.14 acres
  • 1979 year built
  • 2 cars garage
  • waterfront

About the 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.

Rooms & Interior

5 bedrooms beds
3 full baths
4,336 square feet sq ft

Room Details

  • Primary Bedroom (Upper Level) Balcony/Deck, Bedroom Suite, Full Bath, Sliders, Walk-In Closet
  • Dining Room (Main Level) Sliders, Hardwood Floor
  • Bedroom (Upper Level)
  • Living Room (Main Level) 9 ft+ Ceilings, Balcony/Deck, Fireplace
  • Eat In Kitchen (Main Level)
  • Bedroom (Upper Level)
  • Bedroom (Upper Level)
  • Rec/Play Room (Main Level) Engineered Wood Floor
  • Primary Bedroom (Main Level) Bedroom Suite, Full Bath
  • Family Room (Lower Level) Dry Bar, Fireplace, Patio/Terrace

Home Features

Heating

  • Fireplaces: 2
  • Heating: hot water
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Interior Features

  • Open floor plan

Appliances

  • Cook top
  • Oven/range
  • Refrigerator
  • Freezer
  • Dishwasher
  • Washer
  • Dryer

Home Automation

  • Thermostat(s)

Attic

  • Pull-down stairs

Basement

  • Full
  • Heated
  • Fully finished
  • Garage access
  • Walk-out
  • Full with walk-out

Laundry

  • Main level
  • Upper level

Energy Features

  • Thermopane windows

Property Details

Parking

  • Garage spaces: 2
  • Attached garage

Waterfront

  • Direct waterfront
  • Brook

Lot Details

  • Lot surface: 2.14 acres
  • On cul-de-sac
  • Water view
  • Flood zone: Yes

Utilities

  • Water: private well
  • Sewage: septic

Construction Details

Style
contemporary

Construction year
1979

Exterior Siding
cedar

Foundation
block

Roof
asphalt shingle


Area & Town

This home is located in Upper Weston neighborhood, in the town of Weston.

Finance & Listing Info

Status Active
Listing date August 28, 2026
List price $ 1,249,000
Current price $ 1,249,000
Tax amount $ 17,404
Tax year july 2025-june 2026
MLS ID #24202535
List Agent Michael Spindler
List Office Real Broker CT

21 Deepwood Road Home Photos

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