Sold
Last Sold Price
3 beds2,078 sqft$626/sqft
65 Windingwood Rd S, Rye Brook, NY 10573
Single FamilyProperty Type
0.34 acresLot Size
1953Year Built
$626/sq ftPrice per sq ft
1 carParking Spaces

Description

Welcome to 65 Winding Wood Road South in the highly desirable Pine Ridge neighborhood of the Blind Brook School District, known for its award-winning schools. This beautiful, completely turn-key residence offers the convenience of one-floor living with a stunning large, flat, and fully fenced backyard, perfect for entertaining, play, or simply enjoying peaceful outdoor moments.
Step into the bright and airy living spaces, beautifully complemented by a new kitchen outfitted with state-of-the-art appliances
...Welcome to 65 Winding Wood Road South in the highly desirable Pine Ridge neighborhood of the Blind Brook School District, known for its award-winning schools. This beautiful, completely turn-key residence offers the convenience of one-floor living with a stunning large, flat, and fully fenced backyard, perfect for entertaining, play, or simply enjoying peaceful outdoor moments.

Step into the bright and airy living spaces, beautifully complemented by a new kitchen outfitted with state-of-the-art appliances installed in 2021. The open layout seamlessly connects to two generously sized bedrooms and a spacious primary bedroom complete with an ensuite bathroom.

This home is not only aesthetically pleasing and low maintenance with its Hardie-Plank siding, windows and roof all newly installed in 2013/2014, but it is also ideally located around the corner from Pine Ridge Park. Enjoy the added benefit of being bussed to all schools, near Metro North, major highways, and shopping and dining in Rye, Rye Brook, White Plains and Greenwich.

Discover the perfect blend of comfort, style, and convenience in this well-maintained home, waiting to offer you a lifestyle of ease and enjoyment. Don't miss the opportunity to make this exceptional property your own with nothing to do but move right in!

Listing Agent

  1. Anna Leder

    Anna Leder

    Listing Agent

    Compass Greater NY, LLC

    P: (914) 924-7559

    M: (914) 924-7559

Listing closed: 10/10/2025 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: 894496

Recent comparable sales

Median sold price

$1,100,000

Avg days on market

20

Sale-to-list ratio

112.8%

Rye Brook, NY

9 comparable properties found

1

$1,175,000

Sold 07/21/25

3
Bedrooms
1,976
Square Feet
0.42
Acres
a front view of house with yard and green space
2

$1,224,960

Sold 06/11/26

3
Bedrooms
2,308
Square Feet
0.34
Acres
$1,100,000 | 31 Windingwood Road North, Rye Brook, NY 10573
3

$1,100,000

Sold 06/13/25

3
Bedrooms
2,080
Square Feet
0.29
Acres
4

$1,150,000

Sold 02/13/26

3
Bedrooms
2,130
Square Feet
0.45
Acres
a front view of a house with a yard and trees
5

$1,100,000

Sold 12/12/24

3
Bedrooms
2,387
Square Feet
0.51
Acres
$1,050,000 | 1 Country Ridge Drive, Rye Brook, NY 10573
6

$1,050,000

Sold 07/14/25

3
Bedrooms
2,084
Square Feet
0.34
Acres
an aerial view of a house with a garden
7

$1,585,000

Sold 08/18/25

3
Bedrooms
2,192
Square Feet
0.58
Acres
a kitchen with stainless steel appliances granite countertop a kitchen island a stove a table and chairs
8

$999,000

Sold 12/16/25

3
Bedrooms
2,200
Square Feet
0.32
Acres
a front view of a house with a yard and garage
9

$975,000

Sold 11/04/25

3
Bedrooms
1,967
Square Feet
0.35
Acres

Location

Sold By Christie's Int. Real Estate

Add your commute

Payment Calculator

$8,773 per month

30 year fixed, 6.55% Interest

Principal and Interest

$6,608

Property Taxes

$2,165

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 65 Windingwood Road South

Property Details
  • Taxes: $25,984 / year
  • MLS Type: Single Family
  • Buyer's Agent Compensation: 2%
  • City/Township: Rye Town
  • Architectural Style: Ranch
  • Garage Spaces: 1
  • Waterfront: No
Building Information
  • Year Built: 1953
  • Lot Size: 0.34 AC / 14,961 SF
Summary
Location and General Information
  • Village: Rye Brook
  • Senior Community YN: No
  • Year Built Effective: 1993
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two
  • State Or Province: NY
School Information
  • School District: Blind Brook-Rye
  • Elementary School District: Blind Brook-Rye
  • Elementary School: Bruno M Ponterio Ridge Street Schoo
  • Middle Or Junior School District: Blind Brook-Rye
  • Middle Or Junior School: Blind Brook-Rye Middle School
  • High School District: Blind Brook-Rye
  • High School: Blind Brook High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • RoomDescription 1: Foyer, Updated Kitchen with Stainless Steel Appliance and Breakfast bar, Living Room, Dining Area, Den w/Sliders to Patio and Large Flat Fenced in Backyard, Bedroom, Bedroom, Full Bath, Primary Bedroom w/En-Suite Bathroom
Room 2 Information
  • Room Level: Basement
  • Room Description: Partial Basement w/Laundry Room and Bonus Space
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 4805-135-000-00034-001-0040-0000000
  • Tax Assessed Value: $1,006,000.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2025
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Back Yard, Breakfast Bar, Chefs Kitchen, Entrance Foyer, First Floor Full Bath, Granite Counters, His and Hers Closets, In Basement, Patio, Primary Bathroom, Public, Ranch, Security System, Wood Burning
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Chefs Kitchen, Entrance Foyer, Granite Counters, His and Hers Closets, Primary Bathroom
  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater
  • Number Of Kitchens: 1
  • Total Rooms: 7
  • Basement: Partial
  • Attic Description: Full
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Wood Burning
  • Location Amenities: Stainless Steel Appliances, 1st Fl Master Bedroom, Chef's Kitchen, Entry Foyer, Foyer, Granit Countertops, Patio, Security System
  • Laundry Features: In Basement
  • Security Features: Security System
  • Spa: No
  • Exclusions: Playground in back yard is going with sellers.
  • Living Area: 2078
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Patio, Back Yard
  • Elevation Certificate: No
  • Fencing: Back Yard
  • Patio And Porch Features: Patio
  • Construction Materials: Advanced Framing Technique
  • Pool Private: No
Lot Information
  • Building Area Units: Square Feet
Parking
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air, Wall/Window Unit(s)
  • Heating: Forced Air, Natural Gas
  • Heat Fuel Type: Forced Air, Natural Gas
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Green Features
  • Green Features: Cooktop, Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Gas Water Heater, Forced Air, Natural Gas
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 65 Windingwood Road South

DateEvent & SourcePriceAppreciation
Oct 10, 2025

Sold (Public Record)

Public Record #1916014937

$1,300,000

+9.7% / yr

Oct 10, 2025

Sold

ONEKEY #894496

$1,300,000
Aug 16, 2025

Pending

ONEKEY #894496

DateEvent & SourcePrice
10/10/2025

Sold (Public Record)

Public Record #1916014937

$1,300,000

+9.7% / yr

10/10/2025

Sold

ONEKEY #894496

$1,300,000
08/16/2025

Pending

ONEKEY #894496

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 65 Windingwood Road South

Taxable ValueLand$503,000Additions$563,400Total$1,066,400
Tax Record2025$38,564 ($3,214 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,078 SqFtAbove Grade Finished SqFt2,078 SqFtStories1Lot Size14,961 SqFtStyleSingle Family ResidenceYear Built1953Year Renovated1993ZoningR-15 SFRCountyWESTCHESTERAPN554805 135.34-1-40Fireplace TypeHas Fireplace

Schools near 65 Windingwood Road South

This home is within Blind Brook-Rye Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - K to 6
Rating
School
Distance
Bruno M Ponterio Ridge Street School
PublicK to 5

Blind Brook Rye Middle School
Public6 to 8

Blind Brook High School
Public9 to 12

Westchester Fairfield Hebrew A
PrivateK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Rye Brook
Rye Brook
A picture perfect town resplendent with greenery, retail and wonderful communities. Since its formation in 1982, Rye Brook’s 3.5 beautiful square-miles along the New York-Connecticut border has attracted people looking for a small town feel with spectacular amenities. With everyday attractions like...

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 65 Windingwood Road South, Rye Brook, NY 10573
$1,300,000
3
2,078
14,961
$807,500
3
1,991
14,810
$800,000
3
2,553
14,680
$1,175,000
5
5
3,731
15,642
$420,000
4
2,090
15,682
4
3.5
2,483
15,622

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Based on information submitted to the MLS GRID as of 10/10/2025 01:07 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.