29 Deer Brook Drive
New Windsor, NY, 12553 $ 689,900
Bedrooms3 Baths2.1 Sq 3,161 Monthly Estimate*
$ 4,304
for $689,900 with 3 bedrooms and 2 full baths, 1 half bath. This 3,161 square foot home was built in 1989 on a lot size of 5.2.
Welcome to 29 Deer Brook Drive, New Windsor — a well-maintained colonial set on 5.2 acres along a quiet road in a desirable location within the Washingtonville Central School District. Built in 1989, this spacious 3-bedroom, 2.5-bath home offers nearly 3,200 square feet of living space, which includes approximately 625ft in the finished basement, perfect for a recreation room, home office, or gym. The first floor offers a spacious eat-in kitchen, formal dining room, cozy sitting area which leads directly into the living room, laundry room and entrance to two car garage. Second floor with all new carpeting includes a generous sized primary bedroom with full bath and large walk-in closet, two additional bedrooms, loft area and full bath. Fully finished basement includes two large open spaces as well as a separate den/office area plus plenty of storage. This home features a classic colonial layout with generous sized rooms, central air, central vacuum, a cozy wood-burning stove in the family room, sliders from kitchen & family room to deck with retractable awning. Step outside to your own private retreat with a saltwater in-ground pool, surrounded by peaceful, wooded acreage—ideal for relaxing, entertaining, or enjoying nature year-round. Located on a private road, this property offers both privacy and convenience, making it a rare find in New Windsor. Despite the private location, this home is just minutes to shopping, dining, major roadways & transportation, offering easy access to everyday amenities while still feeling tucked away. Recent improvements during 2023 include new boiler with 3 separate heating zones and indirect water heater, well tank plus water softener and whole house filter. Pool liner also replaced in 2023. Central air replaced in 2024. A wonderful opportunity to enjoy space, privacy, and comfort - inside and out!!
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FeaturesInteriorInterior Amenities Ceiling Fan(s) Central Vacuum Eat-in Kitchen Formal Dining Open Floorplan Primary Bathroom Soaking Tub
Basement Finished Full Storage Space Walk-Out Access
Flooring Carpet Ceramic Tile Hardwood
Total Fireplaces 1
Fireplace Features Wood Burning Stove
Basement Features Finished Full Storage Space Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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GeneralSewer Septic Tank
Heating Baseboard Oil
Cooling Central Air
Utilities Cable Connected Electricity Connected
Appliances Cooktop Dishwasher Dryer Oven Refrigerator Washer
Garage Spaces 2
Patio/Porch Features Covered Deck Patio Porch
Architectural Style Colonial
Pool Features In Ground
Construction Materials Frame Vinyl Siding
Year Built 1989
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334800-054-000-0001-062.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Shed(s)
Total Rooms 9
Full Baths 2
Directions Route 94 in New Windsor to Jackson Avenue to Deer Brook; or Route 207 in New Windsor to Jackson Avenue to Deer Brook
High School Washingtonville Senior High School
City New Windsor
Senior Community Y/N N
High School District Washingtonville
Carport Y/N N
Elementary School Little Britain Elementary School
Property Attached Y/N N
Tax Annual Amount 13793
Showing Instructions Use Showing Desk
Middle/Junior High School Washingtonville Middle School
Additional Parcels Y/N N
Virtual Tour https://tours.hometourvision.com/x2705384 https://tours.hometourvision.com/29-Deer-Brook-Dr
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Washingtonville
Elementary School District Washingtonville
Tax Assessed Value 63000
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ExteriorFencing Partial
Parking Features Driveway Garage Garage Door Opener Driveway Garage Garage Door Opener
Water Source Well
Spa N
Waterfront Y/N N
Road Responsibility Private Maintained Road
Horse Y/N N
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* Excluded FeaturesList ByDonna BrunellListing Agent
Re/Max Benchmark Realty GroupBroker
Affordability Calculator
- Monthly Principal & Interest
- $4,304
- Monthly Property Taxes
- $1,149
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in New Windsor, NY
Average List Price $538,539
Percent of Sale Price 22%
About New Windsor, NY 27,151 Population
19% Since 2002
$ 74,706 Median Income
40.93 Median Age
32% Households with Children
Trends Information provided by ATTOM Data Solutions.
4101123 Elementary School
4099274 Middle School
Washingtonville Senior High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 12/27/2025 | $689,900 | | Listed Price |