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, running, 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. Recent improvements include a new roof (Summer 2024), washer and dryer, newly screened porch, and freshly painted interiors and exteriors. Congratulations! You have discovered your tranquil Wilton retreat!
Sold for $1,840,000
$1,840,000
21 Woods End Drive, Wilton, CT 06897
4beds
5,976sqft
Single Family Residence
Built in 1983
2.66 Acres Lot
$1,861,700 Zestimate®
$308/sqft
$7,533 Estimated rent
Home value
$1,861,700
$1.68M - $2.07M
$7,533/mo
Zestimate® history
Owner options
List your home for rent
$7,533/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$7,533/mo
Rent Zestimate®
Refinance and save
$10,370/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$10,370/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Newly screened porchRare private dockBathed in natural lightExpansive interiorsQuiet cul-de-sacSeamless indoor-outdoor living
Zillow last checked:
Listing updated:
Listed by:
Alice Morgan (203)216-2574,
Higgins Group Real Estate 203-762-2020
Bought with:
Kim Burke, REB.0795511
Berkshire Hathaway NE Prop.
Source: Smart MLS,MLS#: 24150415
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 5
Rooms
- Room types: Laundry, Solarium
Primary bedroom
- Features: Skylight, High Ceilings, Fireplace, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: High Ceilings, Full Bath, Hardwood Floor, Stall Shower
- Level: Upper
Bedroom
- Features: High Ceilings, Full Bath, Hardwood Floor, Tub w/Shower
- Level: Upper
Bedroom
- Features: Full Bath, Wall/Wall Carpet
- Level: Lower
Dining room
- Features: High Ceilings, Fireplace, Sliders
- Level: Main
Family room
- Features: Beamed Ceilings, Wood Stove, Sliders, Hardwood Floor
- Level: Main
Kitchen
- Features: Skylight, High Ceilings, Granite Counters, Double-Sink, Kitchen Island, Travertine Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Office
- Features: High Ceilings, Hardwood Floor
- Level: Main
Rec play room
- Features: Sliders, Wall/Wall Carpet
- Level: Lower
Sun room
- Features: Beamed Ceilings, Ceiling Fan(s), Sliders, Tile Floor
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Ceiling Fan(s), Central Air, Zoned
Appliances
- Included: Gas Cooktop, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level, Mud Room
Features
- Open Floorplan, Entrance Foyer, In-Law Floorplan
- Basement: Full,Heated,Storage Space,Partially Finished,Walk-Out Access,Liveable Space
- Attic: Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 5,976
- Total interior livable area: 5,976 sqft
- Finished area above ground: 4,452
- Finished area below ground: 1,524
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Screened, Porch, Deck
- Exterior features: Rain Gutters, Lighting
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Pond, Dock or Mooring
Lot
- Size: 2.66 Acres
- Features: Wetlands, Few Trees, Wooded, Sloped, Cul-De-Sac
Details
- Parcel number: 1929072
- Zoning: R-2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Stone, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Health Club, Library, Medical Facilities, Paddle Tennis, Playground, Pool, Near Public Transport, Tennis Court(s)
- Security: Security System
- Subdivision: South Wilton
HOA
- Has HOA: No
Location
- Region: Wilton
Financial & listing details
- Price per square foot: $308/sqft
- Tax assessed value: $1,114,750
- Annual tax amount: $27,211
- Date on market: 3/27/2026
- Exclusions: None
Price history
| Date | Event | Price |
|---|---|---|
| 5/6/2026 | Sold | $1,840,000-2.9%$308/sqft |
Source:  Smart MLS #24150415 Report a problem | ||
| 4/14/2026 | Pending sale | $1,895,000$317/sqft |
Source: Smart MLS #24150415 Report a problem | ||
| 3/27/2026 | Listed for sale | $1,895,000$317/sqft |
Source: Smart MLS #24150415 Report a problem | ||
| 2/9/2026 | Listing removed | $1,895,000$317/sqft |
Source: Smart MLS #24150415 Report a problem | ||
| 1/28/2026 | Listed for sale | $1,895,000-5%$317/sqft |
Source: Smart MLS #24150415 Report a problem | ||
| 8/12/2025 | Listing removed | $1,995,000$334/sqft |
Source: Smart MLS #24113033 Report a problem | ||
| 7/20/2025 | Listed for sale | $1,995,000+62.9%$334/sqft |
Source: Smart MLS #24113033 Report a problem | ||
| 7/15/2021 | Sold | $1,225,000-1.9%$205/sqft |
Source: Smart MLS #170399660 Report a problem | ||
| 5/26/2021 | Pending sale | $1,249,000$209/sqft |
Source:  Berkshire Hathaway HomeServices New England Properties #170399660 Report a problem | ||
| 5/14/2021 | Listed for sale | $1,249,000+30.2%$209/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #170399660 Report a problem | ||
| 10/8/2019 | Listing removed | $959,000$160/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #170222238 Report a problem | ||
| 7/13/2019 | Price change | $959,000-4.1%$160/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #170123158 Report a problem | ||
| 5/20/2019 | Price change | $999,500-3.8%$167/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #170123158 Report a problem | ||
| 11/12/2018 | Price change | $1,039,000-3.7%$174/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #170123158 Report a problem | ||
| 9/12/2018 | Listed for sale | $1,079,000-6.2%$181/sqft |
Source: Berkshire Hathaway HomeServices New England Properties #170123158 Report a problem | ||
| 6/30/2003 | Sold | $1,150,000+24.3%$192/sqft |
Source: Smart MLS #98156611 Report a problem | ||
| 5/31/2000 | Sold | $925,000+34.5%$155/sqft |
Source: Public Record Report a problem | ||
| 3/20/1991 | Sold | $687,500$115/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $27,211 +3% | $1,114,750 +1% |
| 2024 | $26,429 +15.5% | $1,103,970 +41.1% |
| 2023 | $22,889 +3.6% | $782,250 |
| 2022 | $22,083 +1.3% | $782,250 |
| 2021 | $21,801 +1.5% | $782,250 |
| 2020 | $21,481 -3.8% | $782,250 |
| 2019 | $22,325 -4.3% | $782,250 -5.5% |
| 2018 | $23,326 +1.5% | $827,470 |
| 2017 | $22,979 +1.6% | $827,470 |
| 2016 | $22,623 +1.9% | $827,470 |
| 2015 | $22,201 +1.2% | $827,470 |
| 2014 | $21,936 +2% | $827,470 |
| 2013 | $21,506 -2.1% | $827,470 -20.7% |
| 2012 | $21,976 +1% | $1,043,980 |
| 2011 | $21,767 +3.4% | $1,043,980 |
| 2010 | $21,047 +3% | $1,043,980 |
| 2009 | $20,441 +1.4% | $1,043,980 |
| 2008 | $20,159 -0.1% | $1,043,980 +25.4% |
| 2007 | $20,175 +3.6% | $832,650 |
| 2006 | $19,476 +3.7% | $832,650 |
| 2005 | $18,776 +5% | $832,650 |
| 2004 | $17,885 +6.9% | $832,650 |
| 2003 | $16,736 +4% | $832,650 +45.4% |
| 2001 | $16,099 +8.5% | $572,700 +0% |
| 2000 | $14,838 +7.6% | $572,670 |
| 1999 | $13,790 | $572,670 |
Find assessor info on the county website
Neighborhood: 06897
Nearby homes
- $1,783,9005 bd4 ba5.1k sqft41 Wild Duck Rd, Wilton, CT 06897Off Market
- $1,863,1005 bd2 ba3.9k sqft29 Woods End Dr, Wilton, CT 06897Off Market
- $2,254,2005 bd4 ba4.4k sqft33 Wild Duck Rd, Wilton, CT 06897Off Market
- $2,284,6004 bd4 ba4.7k sqft35 Woods End Dr, Wilton, CT 06897Off Market
- $2,167,0004 bd4 ba4.3k sqft30 Woods End Dr, Wilton, CT 06897Off Market
- $1,512,5004 bd5 ba5.4k sqft23 Wild Duck Rd, Wilton, CT 06897Sold
- $2,150,0005 bd6 ba6.4k sqft10 Woods End Dr, Wilton, CT 06897Sold
- $2,259,1005 bd5 ba6.2k sqft20 Woods End Dr, Wilton, CT 06897Off Market
Nearby schools
GreatSchools rating
- NAMiller-Driscoll SchoolGrades: PK-2Distance: 1.7 mi
- 10/10Middlebrook SchoolGrades: 6-8Distance: 2 mi
- 10/10Wilton High SchoolGrades: 9-12Distance: 2.7 mi
Schools provided by the listing agent
- Elementary: Miller-Driscoll
- Middle: Middlebrook,Cider Mill
- High: Wilton
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,861,700
2% more
+$37,234
With Zillow Showcase(estimated)
$1,898,934
- Connecticut
- Fairfield County
- Wilton
- 06897
- 21 Woods End Drive
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Wilton Topics
