20 Winding Rd
Ardsley, NY 10502
5 Beds
4.5 Baths
4,606 sqft (on 1.37 acres)
5 Beds
4.5 Baths
4,606 sqft
(on 1.37 acres)
Local Information
- Map ViewExplore the area around 20 Winding Rd.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1954
Lot Size
1.37 acres
Living Area
4,606 sqft
Price/Sqft
$564
About this House
This single-family home is located at 20 Winding Rd, Ardsley, NY. 20 Winding Rd is in Ardsley, NY and in ZIP code 10502. This property has 5 bedrooms, 5 bathrooms and approximately 4,606 sqft of floor space. This property has a lot size of 1.37 acres and was built in 1954.
20 Winding Rd, Ardsley, NY 10502 is a 5 bedroom, 5 bathroom, 4,606 sqft single-family home built in 1954. It last sold for $1,500,000 on Sep 8, 2017. It is currently off market. The Trulia Estimate is $2,599,200, with a rent estimate of $9,999/month.
Home Details for 20 Winding Rd
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Heating & Cooling Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Interior Details Types of Rooms: Walk In Closet |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
Levels, Entrance, & Accessibility Floors: Hardwood |
Security Security System |
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Year Built Year Built: 1954 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Exterior Home Features Patio |
Pool Pool |
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Units in Building: 1 |
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Lot Area: 1.37 acres |
Price History for 20 Winding Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 09/08/2017 | $1,500,000 | Sold | OneKey® MLS as distributed by MLS GRID #H4723842 |
| 05/25/2017 | $1,593,000 | PriceChange | Agent Provided |
| 11/08/2016 | $1,685,000 | Listed For Sale | Agent Provided |
Market trends in Ardsley
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
14
3MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $1,872,500 |
Home facts updated by county records
Comparable Sales for 20 Winding Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.11 | Single-Family Home | $1,350,000 | 11/19/25 | 4 | 5 | 3,402 | |
0.31 | Single-Family Home | $1,590,000 | 11/21/25 | 5 | 4 | 6,000 | |
0.15 | Single-Family Home | $1,300,000 | 06/03/26 | 3 | 2 | 2,544 | |
0.32 | Single-Family Home | $1,618,000 | 04/22/26 | 4 | 4 | 4,188 | |
0.22 | Single-Family Home | $2,152,000 | 03/20/26 | 4 | 3.5 | 5,116 | |
0.55 | Single-Family Home | $1,820,000 | 01/15/26 | 4 | 3.5 | 4,152 | |
0.34 | Single-Family Home | $1,425,000 | 05/04/26 | 5 | 3.5 | 2,698 | |
0.30 | Single-Family Home | $1,260,000 | 12/22/25 | 4 | 3 | 3,101 | |
0.40 | Single-Family Home | $1,480,000 | 09/25/25 | 4 | 3.5 | 3,556 | |
0.50 | Single-Family Home | $1,599,000 | 06/18/26 | 5 | 3 | 3,370 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETHoulihan Lawrence Inc.
OFF MARKETJulia B Fee Sothebys Int. Rlty
FOR SALE1.84 ACRESListing by: Compass Greater NY, LLC
SOLDNOV 19, 2025Julia B Fee Sothebys Int. Rlty
OFF MARKETColdwell Banker Realty
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SOLDJUN 3, 2026Compass Greater NY, LLC
SOLDMAR 20, 2026Compass Greater NY, LLC
OFF MARKETHoulihan Lawrence Inc.
Assigned Schools
These are the assigned schools for 20 Winding Rd.
- Ardsley High School
- 9-12
- Public
- 756 Students
10/10GreatSchools RatingParent Rating AverageWe moved from a different school district within Westchester in NY and very happy that we made that decision. My children have been much happier here. The school is small enough to provide more personal care. Teachers especially in High school are great!Parent Review2mo ago - Ardsley Middle School
- 5-8
- Public
- 790 Students
10/10GreatSchools RatingParent Rating AveragePoor leadership and support for students and families. Declining school system year after year has caused our family as well as many others to move out of the district or go private. Not the Ardsley of the past!Parent Review1y ago - Concord Road Elementary School
- K-4
- Public
- 780 Students
9/10GreatSchools RatingParent Rating AverageWe had high hopes when we enrolled our child at Concord Road Elementary, but we were shocked by the school handled a serious bullying incident. It involved physical aggression, racial comments, and social exclusion.We reached out to the school and district multiple times, shared documentation, and asked for support, but instead of addressing the issue, their response seemed like they cared more about avoiding responsibility and protecting themselves than protecting our child.We’ve heard from other families in the district who’ve gone through similar situations, where their concerns were ignored or brushed aside. Our child ended up feeling completely unsafe and unsupported. We had to withdraw him from this school.The district promotes values like “inclusion” and “kindness,” but in our experience, those values were nowhere to be found when we really needed them. If you’re considering this school, I urge you to look deeper.Parent Review8mo ago 
Check out schools near 20 Winding Rd.
What Locals Say about Ardsley
At least 47 Trulia users voted on each feature.
97 % Say car is needed
95 % Say it's dog friendly
83 % Say people would walk alone at night
82 % Say parking is easy
82 % Say yards are well-kept
80 % Say kids play outside
77 % Say there's holiday spirit
70 % Say it's walkable to restaurants
70 % Say it's walkable to grocery stores
69 % Say there's wildlife
66 % Say streets are well-lit
66 % Say it's quiet
63 % Say there are sidewalks
63 % Say they plan to stay for at least 5 years
61 % Say neighbors are friendly
53 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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Off Market Homes Near 20 Winding Rd
SOLDJUL 31, 2026Julia B Fee Sothebys Int. Rlty
SOLDJUL 31, 2026Julia B Fee Sothebys Int. Rlty
SOLDJUL 30, 2026Coldwell Banker Realty
SOLDJUL 30, 2026Houlihan Lawrence Inc.
SOLDJUL 30, 2026Julia B Fee Sothebys Int. Rlty
SOLDJUL 30, 2026Compass Greater NY, LLC
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SOLDJUL 30, 2026Toll Brothers Real Estate Inc.
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