Real Estate Investment Properties for Sale in New Windsor, NY
Looking for investment property in New Windsor, NY with high ROI ?
Explore a variety of short-term homes & houses in New Windsor, NY. Invest wisely with VRBO & New Windsor, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in New Windsor, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
810 Blooming Grove Turnpike #73New Windsor, NYBright and sunny second floor condominium in New Windsor! Move in ready. One bedroom, one ... |
1 beds | 1 baths | 952 sq.ft. |
$210,000 |
Airbnb cash on cash: 0.53%
|
195 Pleasant Hill RoadNew Windsor, NYWelcome to your dream home! Nestled on nearly 4 private acres in the desirable Cornwall Sc... |
4 beds | 3 baths | 2,405 sq.ft. |
$679,000 |
Airbnb cash on cash: 1.96%
|
545 Shore DriveNew Windsor, NYDiscover this stunning 3-level lakefront gem in the heart of the Hudson Valley just a quic... |
4 beds | 3 baths | 2,695 sq.ft. |
$695,000 |
Airbnb cash on cash: 2.04%
|
15 Queen StreetNew Windsor, NYCheck out this charming brick 3 bedroom 1 bath home in the Town of New Windsor. This home ... |
3 beds | 1 baths | 1,350 sq.ft. |
$425,000 |
Airbnb cash on cash: 2.49%
|
285 Riley RoadNew Windsor, NYWelcome to your new home! This beautifully maintained Hi-Ranch offers the perfect blend of... |
2 beds | 2 baths | 1,532 sq.ft. |
$410,000 |
Airbnb cash on cash: 1.59%
|
2 Dimiceli StreetNew Windsor, NYWelcome to 2 Dimiceli Street! A timeless and charming duplex nestled on a quiet, private s... |
5 beds | 4 baths | 3,000 sq.ft. |
$600,000 |
Airbnb cash on cash: 0.2%
|
14 Windsor DrNew Windsor, NYWelcome home! This beautifully renovated 3 bedroom 2 bathroom offers a private oasis in th... |
3 beds | 2 baths | 1,864 sq.ft. |
$510,000 |
Airbnb cash on cash: 1.76%
|
6 Barclay RoadNew Windsor, NYEnjoy seasonal views of the Hudson River from this sprawling 3 bedroom, 3.5 bathroom stone... |
3 beds | 4 baths | 2,517 sq.ft. |
$510,000 |
Airbnb cash on cash: 1.09%
|
11 Willow LaneNew Windsor, NYWelcome home to this charming L- shaped brick ranch in desirable New Windsor! Featuring 3... |
3 beds | 1 baths | 1,517 sq.ft. |
$445,000 |
Airbnb cash on cash: 2.37%
|
355 Temple Hill RoadNew Windsor, NYWell-maintained, move-in ready single family home on 1 acre. Finished walk-out basement to... |
3 beds | 3 baths | 1,920 sq.ft. |
$459,900 |
Airbnb cash on cash: 2.65%
|
1184 Washington GreenNew Windsor, NYThis 2nd flloor unit is in the highly sought after condo complex of Washington Green The c... |
2 beds | 2 baths | 1,029 sq.ft. |
$257,000 |
Airbnb cash on cash: 2.68%
|
70 Meadowbrook LaneNew Windsor, NYWelcome to this beautiful home! Located on a private road in Cornwall. This 3 bedroom, 1 b... |
3 beds | 1 baths | 1,525 sq.ft. |
$299,900 |
Airbnb cash on cash: 4.01%
|
1025 Washington GreenNew Windsor, NYThis charming 2-bedroom, 2-bathroom corner condo offers a perfect blend of comfort and con... |
2 beds | 2 baths | 1,029 sq.ft. |
$310,000 |
Airbnb cash on cash: 1.89%
|
56 Frank StreetNew Windsor, NYLuxury, Comfort, and Convenience Await at Meadowbrook Estates! Discover the Brook Model,... |
4 beds | 4 baths | 2,791 sq.ft. |
$875,000 |
Airbnb cash on cash: 1.06%
|
9 Kearney DriveNew Windsor, NYAre you looking for a home that provides single-floor living and a floor plan with a great... |
3 beds | 1 baths | 960 sq.ft. |
$369,900 |
Airbnb cash on cash: 3.16%
|
41 FRANK StreetNew Windsor, NYWelcome to the Meadow at Meadowbrook Estates â the final opportunity to own this coveted... |
4 beds | 4 baths | 2,856 sq.ft. |
$915,000 |
Airbnb cash on cash: 0.92%
|
710 Hewitt LaneNew Windsor, NY**Step into Your Dream Home Just Steps from the Hudson River!** This stunning property in... |
2 beds | 2 baths | 1,310 sq.ft. |
$320,000 |
Airbnb cash on cash: 1.92%
|
107 Denniston DriveNew Windsor, NYWelcome to this stunning 3,065 square foot estate, nestled on 1.70 acres of beautifully la... |
4 beds | 3 baths | 3,065 sq.ft. |
$896,000 |
Airbnb cash on cash: 0.64%
|
263 Quassaick AvenueNew Windsor, NYDiscover the charm and potential of this inviting two-bedroom, one-bathroom home nestled i... |
2 beds | 1 baths | 1,117 sq.ft. |
$385,000 |
Airbnb cash on cash: 1.92%
|
57 Harth DriveNew Windsor, NYCharming Ranch Home in New Windsor! Nestled in a desirable New Windsor neighborhood, this... |
3 beds | 2 baths | 1,572 sq.ft. |
$379,000 |
Airbnb cash on cash: 3.4%
|
400 Philo StreetNew Windsor, NYWelcome to this beautifully maintained 3-bedroom, 1.5-bathroom residence, ideally located ... |
3 beds | 2 baths | 1,762 sq.ft. |
$460,000 |
Airbnb cash on cash: 2.26%
|
11 Queen StreetNew Windsor, NYACCEPTED OFFER Beautifully renovated 4 bed, 3 bathroom colonial! Come make this home yours... |
4 beds | 3 baths | 2,400 sq.ft. |
$469,000 |
Airbnb cash on cash: 4.32%
|
10 Oakwood Terrace #118New Windsor, NYCharming, Updated 1-Bedroom Co-Op â Second-Floor End Unit in Prime New Windsor Location ... |
1 beds | 1 baths | 850 sq.ft. |
$149,999 |
Airbnb cash on cash: -1.25%
|
38 Panorama DriveNew Windsor, NYMotivated Seller, VERY NEGOTIABLE. Don't Miss Out! Bring us an Offer. This remarkable home... |
4 beds | 3 baths | 2,808 sq.ft. |
$710,000 |
Airbnb cash on cash: 1.7%
|
1009 Ethan Allen Drive #1009New Windsor, NYWelcome to the Patriot Ridge townhouse community located in the heart of New Windsor. This... |
2 beds | 4 baths | 1,486 sq.ft. |
$399,000 |
Airbnb cash on cash: 1.03%
|
221 Tamerisk LaneNew Windsor, NYMove right into this beautifully updated unit in Plum Point on the Hudson, located in desi... |
2 beds | 3 baths | 1,895 sq.ft. |
$425,000 |
Airbnb cash on cash: 0.62%
|
13 Valley View DriveNew Windsor, NYIncredible Price Adjustment!! Priced positioned to sell !! Great opportunity to own thi... |
3 beds | 2 baths | 2,252 sq.ft. |
$449,000 |
Airbnb cash on cash: 2.19%
|
1010 Washington Green #1010New Windsor, NYBeautiful END unit with balcony, that has been well maintained AND updated over the years!... |
2 beds | 2 baths | 1,029 sq.ft. |
$316,500 |
Airbnb cash on cash: 2%
|
256 Quassaick Avenue #17New Windsor, NYWelcome to Windshire Village â a beautifully maintained townhome nestled in the heart of... |
3 beds | 3 baths | 1,426 sq.ft. |
$325,000 |
Airbnb cash on cash: 3.41%
|
434 Philo StreetNew Windsor, NYLocation, location, location! This spacious property features an open-concept design with... |
4 beds | 3 baths | 1,886 sq.ft. |
$473,500 |
Airbnb cash on cash: 4.32%
|
1002 Forest GlenNew Windsor, NYWelcome to this stunning 4 bedroom, 2.5 bath home that blends comfort, style and functiona... |
4 beds | 3 baths | 2,560 sq.ft. |
$695,000 |
Airbnb cash on cash: 1.65%
|
84 Frank StreetNew Windsor, NYWelcome to a new colonial home in Meadowbrook Estates, where you can live with luxury sty... |
4 beds | 3 baths | 2,333 sq.ft. |
$810,000 |
Airbnb cash on cash: 1.39%
|
115 Chestnut AvenueNew Windsor, NY**Multiple offer situation. Seller requesting highest, best and final offers 1130pm noon,... |
2 beds | 1 baths | 985 sq.ft. |
$218,400 |
Airbnb cash on cash: 4.29%
|
505 Barberry LaneNew Windsor, NYA/O. Welcome to 505 Barberry Lane, where comfort, convenience, and community come together... |
2 beds | 2 baths | 1,312 sq.ft. |
$315,000 |
Airbnb cash on cash: 1.71%
|
276 Temple Hill Road #1604New Windsor, NYWelcome to a charming and updated 1-bedroom, 1-bath residence nestled in the desirable Con... |
1 beds | 1 baths | 800 sq.ft. |
$199,900 |
Airbnb cash on cash: 1.25%
|
18 Park Hill DriveNew Windsor, NYWelcome to 18 Park Hill Driveâa perfect place to start your homeownership journey! This ... |
3 beds | 2 baths | 2,100 sq.ft. |
$479,000 |
Airbnb cash on cash: 1.77%
|
810 Blooming Grove Turnpike #88New Windsor, NYWelcome to this spacious and sun-filled 2-bedroom, 1-bath condo offering 1,260 square feet... |
2 beds | 1 baths | 1,260 sq.ft. |
$239,900 |
Airbnb cash on cash: 2.12%
|
206 Hawthorn WayNew Windsor, NYWelcome to 206 Hawthorn Way, a beautifully maintained 3-bedroom, 2.5-bath, 3-level townhom... |
3 beds | 3 baths | 1,910 sq.ft. |
$469,999 |
Airbnb cash on cash: 0.83%
|
412 Hawthorn WayNew Windsor, NYWelcome to The Grove at New Windsor! This young townhome development offers a wonderful al... |
3 beds | 3 baths | 2,139 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.76%
|
313 Chestnut AvenueNew Windsor, NYWelcome to 313 Chestnut Avenue in New Windsor, NYâan inviting and beautifully maintained... |
4 beds | 3 baths | 2,821 sq.ft. |
$649,999 |
Airbnb cash on cash: 2.62%
|
Real Estate investment in New-windsor, NY
There are 45 properties for sale in the city of New Windsor . The median list price in New Windsor is $449,000 and the average price per square foot is $242. In September 2025, the average monthly cash on cash return in New Windsor is 4.00%. The average monthly rental income in New Windsor is $3,216.