When was property at 14 Windsor Drive built and last sold?

The property at 14 Windsor Drive was built in 1952 and last sold on Jan 1, 1970 for $0.

How much is this home worth?

The estimated value of the home located at 14 Windsor Drive is $0.

What are some comparable homes to 14 Windsor Drive?

There are currently no comparable homes to 14 Windsor Drive.

New Windsor

12553

14 Windsor Drive

Sold on Feb 6, 2026

Map

$487,500

● House - Off Market

14 Windsor Drive

New Windsor, NY 12553

3 Beds

2 Baths

1,864 Ft²

$3,040

Est. Monthly

10.86%

Cap Rate

About This Property

Welcome to 14 Windsor Drive, a beautifully renovated home in New Windsor offering a blend of classic charm and modern convenience. This 3-bedroom, 2-bath residence features a large living layout, hardwood floors, and abundant natural light. The kitchen is newly renovated with stainless steel appliances, ample cabinetry, and sleek countertops. The primary suite includes a private bath, and both full bathrooms have been tastefully updated with attractive tile and fixtures. Outside, a fully fenced yard boasts a large in-ground pool, a gazebo for outdoor dining or relaxation, and mature landscaping that ensures privacy. Located minutes from local shopping, schools, parks, and commuter routes, this property delivers both convenience and a serene setting.

Unit Size

1,864 Ft²

Days on Market

123 days

Land Size

0.43 acres

Price per sqft

$255

Property Type

House

Property Taxes

$708

HOA Dues

Year Built

1952

Payment Calculator

Cap Rate Calculator

Last updated: 8 months ago (OneKey MLS #KEY921102)

Price History

Date / Event	Date	Event
Feb 6, 2026	Sold	Premium
Sold
Oct 25, 2025	In contract	-
In contract
Oct 5, 2025	Listed by HomeSmart Homes & Estates	$475,000
Listed by HomeSmart Homes & Estates
Feb 10, 2022	No longer available	-
No longer available
Feb 8, 2022	Relisted	$300,000
Relisted
Feb 3, 2022	No longer available	-
No longer available
Jan 27, 2022	Listed by RE/MAX Town & Country	$300,000
Listed by RE/MAX Town & Country

	Perched on nearly 1/2 an acre corner lot, the sprawling 3 Bed/2 Bath Ranch home has been the heart of family celebrations, holiday events, & special occasions for over 4 decades. In its prime, the property was like a private resort complete with the 3-season sunporch, inground pool, outdoor gazebo, fenced yard, and even a sweet playhouse that doubled as changing rooms for the pool. Ready to pass the baton, the owners are selling this house AS IS but it's a diamond in the rough only in need of some TLC to bring it back to its original style and charm with an eye towards today's lifestyle. Huge picture windows in every room keep the space open & airy. Original hardwood floors under the carpeting in every room are waiting to be rediscovered. You'll love the possibilities for the large eat-in kitchen, spacious living room, dining area, and the master bedroom suite & dressing room. Priced to sell, close to schools, convenient to shops, restaurants, public transportation & major highways. The manager has listed the unit size as 1864 square feet.