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$1,020,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,310 Sq. Ft.
  • 1 Car Garage
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Surreal, private, promontory setting surrounds this tree-top modern, designed & 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 & decks w/expansive glass windows & skylights to blend seamlessly into the spectacular natural backdrop of massive rock outcroppings, pillowy moss & mature woodland, complete w/babbling brook & waterfall. While inspired by the likes of Philip Johnson & Mies van der Rohe, this sophisticated home maintains the warmth of a CT country house featuring inviting great room w/hardwood floors & 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 w/handmade tile backsplash by Bantam Tileworks, new fridge, D/W, & fixtures. Over $200K of recent improvements incl. new HVAC, electrical panel, water systems, rebuilt chimney/flu, structural repairs to decks w/new staircase & more. Total 2,310 sf w/3 BRs & 3 full baths including the stunning "penthouse" primary suite comprising the entire top floor w/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 & two train stations.

Full Property Details for 24 Deepwood Rd

General

  • Sold For: $1,020,000
  • Taxes: (July 2024-June 2025)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24088908
  • Added to Site: 276 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Open Floor Plan, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Balcony/Deck, Dressing Room, Full Bath, Walk-In Close, 17 x 13, Main
  • Bedroom 1: Bedroom - Balcony/Deck, Sliders, Walk-In Closet, Hardwood Floor, 14.5 x 12, Lower
  • Bedroom 2: Bedroom - Hardwood Floor, 15 x 11, Lower

Other Rooms

  • Great Room: Great Room - Balcony/Deck, Built-Ins, Fireplace, French Doors, Hardwood Floor, 23 x 19, Main
  • Kitchen: Kitchen - Skylight, Vaulted Ceiling, Beams, Breakfast Bar, Pantry, 12 x 9, Main
  • Dining Room: Dining Room - Balcony/Deck, French Doors, Hardwood Floor, 15.5 x 8, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Deck, Gutters, Lighting, French Doors
  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Lower Weston
  • Driving Directions: Davis Hill to Hill Farm, left on Deepwood, down private access way to end and then bear right. See signs.

School Information

  • Elementary School: Hurlbutt
  • Middle School: Weston
  • Intermediate School: Weston
  • High School: Weston

Community

  • Community Name: Lower Weston

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Electric, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Modern
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Crawl Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,310
  • Above Ground: 2,310 Sq. Ft.
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 2.28
  • Zoning: R
  • Lot Description: Rear Lot, Lightly Wooded, On Cul-De-Sac

Financial Considerations

  • Assessment Amount: $524,650
  • Tax Year: July 2024-June 2025

Disclosures and Reports

  • Property ID: 404634

Listed by William Pitt Sotheby's Int'l, Laura Ancona
Sold by Compass Connecticut, LLC, Karla Murtaugh

Listing agent

— 24 Deepwood Rd —

  • Laura Ancona

    William Pitt Sotheby's Int'l

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 24 Deepwood Rd

School District:Weston School District
NameGradesDistance
Weston Intermediate School
95 School Road, Weston, CT 06883
3-52.1 mi
Hurlbutt Elementary School
9 School Road, Weston, CT 06883
PK-22.5 mi
Weston Middle School
135 School Road, Weston, CT 06883
6-81.9 mi
Weston High School
115 School Road, Weston, CT 06883
9-122 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 24 Deepwood Rd

Date
Details
Price
Change
Source
6/25/2025
Sold
$1,020,000
2.51%
MLS
4/17/2025
Listed
$995,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Pitt Sotheby's Int'l, Laura Ancona
Sold by Compass Connecticut, LLC, Karla Murtaugh

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24 Deepwood Road, Weston, CT 06883 (MLS# 24088908) is a Single Family property that was sold at $1,020,000 on June 25, 2025. Want to learn more about 24 Deepwood Road? Do you have questions about finding other Single Family real estate for sale in Weston? You can browse all Weston real estate or contact a Coldwell Banker agent to request more information.