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24 Deepwood Road

Weston, CT 06883

  • $995,000
  • 3 Beds
  • 3 Baths
  • 2,310 Sqft
  • 2.28 Acres
  • 1984 Built

Dream Home Alert In Weston

Surreal, private, promontory setting surrounds this tree-top modern, designed and built by esteemed architect, Michael Greenberg, whose passion for artistry is reflected throughout this one of a kind home. The home's multi-level design combines balconies and decks w/expansive glass windows and skylights to blend seamlessly into the spectacular natural backdrop of massive rock outcroppings, pillowy moss and mature woodland, complete with babbling brook and waterfall. While inspired by the likes of Philip Johnson and Mies van der Rohe, this sophisticated home maintains the warmth of a CT country house featuring inviting great room with hardwood floors and native fieldstone fireplace. The open floor plan is ideal for entertaining w/multiple atrium glass doors to the wrap around deck, sunny dining area, plus updated kitchen with handmade tile backsplash by Bantam Tileworks, new fridge, dishwasher, and fixtures. Over $200K of recent improvements incl. new HVAC, electrical panel, water systems, rebuilt chimney/flu, structural repairs to decks with new staircase and more. Total 2,310 sf with 3 bedrooms and 3 full baths including the stunning "penthouse" primary suite comprising the entire top floor with walls of glass for panoramic sunrise/moonrise views. The suite's spa bath features a deep soaking tub, large frameless glass shower, radiant heated floor plus spacious dressing room. Top lower Weston location plus access to Compo Beach in neighboring Westport, with world-class shopping, dining, cultural venues and two train stations.

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Property Highlights
  • BUYER BROKER COMPENSATIONInfo : 2.5%
  • ELEMENTARY : Hurlbutt
  • MID. SCHOOL : Weston
  • JR. HIGH SCHOOL : Weston
  • HIGH SCHOOL : Weston
  • NEIGHBORHOOD : Lower Weston
  • PRICE/SQFT : $431
  • DAYS ON MARKET : 1
  • MLS : 24088908
  • Laura Ancona

    Real Estate Salesperson
    M
    View My Profile

Additional Information

ADDITIONAL INFORMATION
  • ATTIC DESCRIPTION: Storage Space, Access Via Hatch
  • BASEMENT DESCRIPTION: Crawl Space
  • ELEMENTARY SCHOOL: Hurlbutt
  • GARAGE: Attached Garage
  • GARAGE COUNT: 1
  • HIGH SCHOOL: Weston
  • IS OCCUPIED?: Owner
  • JUNIOR HIGH SCHOOL: Weston
  • LIVING AREA SQFT: 2,310
  • MIDDLE SCHOOL: Weston
  • NEIGHBORHOOD: Lower Weston
  • PROPERTY TAX: $12,314
  • SEWER: Septic
  • STYLE: Modern
  • TAX AMOUNT: $12,314
  • TAX YEAR: July 2024-June 2025
  • TYPE: Single Family For Sale
  • YEAR BUILT: 1984
  • YEAR BUILT DETAILS: Public Records
  • ZONING: R
AMENITIES
  • Security System
INTERIOR/EXTERIOR FEATURES
  • AIR CONDITIONING: Central Air, Zoned
  • APPLIANCES INCLUDED: Gas Range, Refrigerator, Dishwasher, Washer, Dryer
  • ATTIC: Yes
  • BEDS: 3
  • COOLING: Central Air, Zoned
  • EXTERIOR FEATURES: Deck,Gutters,Lighting,French Doors
  • EXTERIOR SIDING: Clapboard, Wood
  • FIREPLACES: 1
  • FULL BATHS: 3
  • FURNACE TYPE: Oil
  • HEAT: Oil
  • HEAT FUEL: Oil
  • HOT WATER: Oil, Electric, Domestic
  • LAUNDRY ROOM: Lower Level
  • ROOF: Asphalt Shingle
  • ROOMS: 6

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Location for 24 Deepwood Road, Weston, CT

Schools for 24 Deepwood Road, Weston, CT

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

Private Schools
SCHOOL LOCATION GRADE
Emmanuel Nursery School 285 Lyons Plain Road, Weston, CT, 06883 PK-K
Easton Country Day School 660 Morehouse Road, Easton, CT, 06612 PK-12
Town & Country Montessori 531 Danbury Rd, Wilton, CT, 06897 PK-K
Apple Blossom School & Family Center 440 Danbury Rd, Wilton, CT, 06897 PK-K
St Paul Lutheran Preschool and Kindergarten 41 Easton Road, Westport, CT, 06880 PK-K
St Paul Christian School 41 Easton Road, Westport, CT, 06880 PK-K
Three Four Open The Door 329 Wilton Road, Westport, CT, 06880 PK-K
Our Lady of Fatima Catholic School 225 Danbury Road, Wilton, CT, 06897 PK-8
Our Lady of Fatima School 225 Danbury Road, Wilton, CT, 06897 PK-8
Belden Hill Montessori PO BOX 634, Wilton, CT, 06897 PK-K
Emmanuel Nursery School 285 Lyons Plain Road, Weston, CT, 06883 PK-K
Easton Country Day School 660 Morehouse Road, Easton, CT, 06612 PK-12
Town & Country Montessori 531 Danbury Rd, Wilton, CT, 06897 PK-K
Apple Blossom School & Family Center 440 Danbury Rd, Wilton, CT, 06897 PK-K
St Paul Lutheran Preschool and Kindergarten 41 Easton Road, Westport, CT, 06880 PK-K
St Paul Christian School 41 Easton Road, Westport, CT, 06880 PK-K
Three Four Open The Door 329 Wilton Road, Westport, CT, 06880 PK-K
Our Lady of Fatima Catholic School 225 Danbury Road, Wilton, CT, 06897 PK-8
Our Lady of Fatima School 225 Danbury Road, Wilton, CT, 06897 PK-8
Belden Hill Montessori PO BOX 634, Wilton, CT, 06897 PK-K
GreatSchools

*UG = ungraded.
Detailed school information provided by GreatSchools.org © 2025. All rights reserved.

Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

Community

Weston>

Weston

Fairfield County, Connecticut

Weston is a rural, residential community in Fairfield County that offers a sophisticated lifestyle and highly regarded school system. The town enforces two-acre zoning and actively seeks to preserve and...

Market Stats for Weston, Connecticut

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Request More Info for 24 Deepwood Road, Weston, CT

  • Laura Ancona

    Laura Ancona

    Real Estate Salesperson
    M
    View My Profile

Listing Courtesy of Laura Ancona of William Pitt Sotheby's Int'l (203.438.9531).