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$1,895,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 5,976 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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Tucked away on a quiet cul-de-sac in coveted South Wilton, just moments from Wilton and New Canaan town centers, this striking contemporary blends architectural elegance, refined finishes, and serene natural beauty. Surrounded by lush landscaping with sweeping views of Thayer Pond, the property offers a rare private dock: an ideal setting for year-round enjoyment. This friendly, walkable neighborhood is ideal for biking, jogging, or leisurely strolls with your dog. Bathed in natural light, the home features expansive interiors and seamless indoor-outdoor living. The chef's kitchen with granite countertops, gas cooktop, and double ovens opens to a dramatic family room with vaulted ceilings and a wood-stove, perfect for everyday living and entertaining. A sunroom flows effortlessly to the expansive deck, creating a stunning setting for year-round dining with pond views. The first floor office, (possible bedroom?), is adjacent to a full bath. Every bedroom in the home enjoys its own private ensuite bathroom, offering privacy and convenience.The luxurious primary suite features a fireplace, dressing room, and spa-inspired bath.Two additional ensuite bedrooms capture peaceful treetop and pond views.The walkout lower level provides excellent in-law or au pair potential, featuring a spacious recreation room, an ensuite bedroom, and an expansive storage area with large windows for an office, gym, or studio.This home is moments away from top Wilton schools, Lake Club, & Metro North.

Full Property Details for 21 Woods End Dr

General

  • Price: $1,895,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24150415
  • Updated: 1/28/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 11
  • Rooms/Areas: Foyer, Laundry Room, Mud Room, Solarium
  • Interior Features: Open Floor Plan, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Skylight, 9 ft+ Ceilings, Fireplace, Walk-In Closet, H, Upper
  • Bedroom 1: Bedroom - Full Bath, Wall/Wall Carpet, Lower
  • Bedroom 2: Bedroom - 9 ft+ Ceilings, Full Bath, Hardwood Floor, Stall Shower, Upper
  • Bedroom 3: Bedroom - 9 ft+ Ceilings, Full Bath, Hardwood Floor, Tub w/Shower, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Beams, Wood Stove, Sliders, Hardwood Floor, Lower
  • Kitchen: Kitchen - Skylight, 9 ft+ Ceilings, Granite Counters, Double-Sink, Island, Travertine Floor, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Fireplace, Sliders, Main
  • Office: Office - 9 ft+ Ceilings, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Sliders, Wall/Wall Carpet, Lower
  • Rec Room: Sliders, Wall/Wall Carpet, Lower
  • Laundry: Main Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Porch-Screened, Porch, Deck, Gutters, Lighting
  • Color: Grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: South Wilton
  • Driving Directions: Thayer Pond Road to Wild Duck Road. Turn right onto Woods End Drive. #21.

School Information

  • Elementary School: Miller-Driscoll
  • Middle School: Middlebrook
  • Intermediate School: Cider Mill
  • High School: Wilton

Community

  • Community Name: South Wilton

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air, Zoned
  • Heating Type: Heat Pump, Electric
  • Heating Fuel: Electric
  • Water Heater: Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Stone, Wood
  • Basement Desc.: Full, Heated, Storage, Partially Finished, Walk-out, Liveable Space, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,976
  • Above Ground: 4,452 Sq. Ft.
  • Below Ground: 1,524 Sq. Ft.
  • Year Built: 1983

Lot Features

  • Lot Size (Acres): 2.66
  • Zoning: R-2
  • Lot Description: Some Wetlands, Lightly Wooded, Treed, Sloping Lot, On Cul-De-Sac, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond, Dock or Mooring, View

Financial Considerations

  • Assessment Amount: $1,114,750
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: None
  • Property ID: 1929072

Listed by Higgins Group Real Estate, Alice Morgan

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Listing agent

— 21 Woods End Dr —

  • Alice Morgan

    Higgins Group Real Estate

Agent Contact: (203) 216-2574 Office Contact: (203) 762-2020

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 21 Woods End Dr

School District:Wilton School District
NameGradesDistance
Miller-Driscoll School
217 Wolfpit Road, Wilton, CT 06897
PK-21.7 mi
Cider Mill School
240 School Road, Wilton, CT 06897
3-52.3 mi
Middlebrook School, Wilton, CT
131 School Road, Wilton, CT 06897
6-82 mi
Wilton High School
395 Danbury Road, Wilton, CT 06897
9-122.6 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 21 Woods End Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/28/2026
Listed
$1,895,000
54.69%
MLS
7/15/2021
Sold
$1,225,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Woods End Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$27,211
3%
$1,114,750
1%
2023
$26,429
15%
$1,103,970
41%
2023
$22,889
4%
$782,250
—
2022
$22,083
1%
$782,250
—
2021
$21,801
1%
$782,250
—
2020
$21,481
-4%
$782,250
—
2019
$22,325
-4%
$782,250
-5%
2018
$23,326
2%
$827,470
—
2017
$22,979
2%
$827,470
—
2016
$22,623
2%
$827,470
—
2015
$22,201
1%
$827,470
—
2014
$21,936
2%
$827,470
—
2011
$21,506
—
$827,470
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Higgins Group Real Estate, Alice Morgan

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21 Woods End Drive, Wilton, CT 06897 (MLS# 24150415) is a Single Family property with 4 bedrooms and 5 full bathrooms. 21 Woods End Drive is currently listed for $1,895,000 and was received on January 28, 2026. Want to learn more about 21 Woods End Drive? Do you have questions about finding other Single Family real estate for sale in Wilton? You can browse all Wilton real estate or contact a Coldwell Banker agent to request more information.

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