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 |
|---|---|---|---|
60 Creamery DriveNew Windsor, NYWelcome to this beautifully maintained 3-bedroom, 2-bath raised ranch in the highly desira... |
3 beds | 2 baths | 1,980 sq.ft. |
$499,999 |
Airbnb cash on cash: 1.04%
|
1 Townsend StreetNew Windsor, NYWelcome to 1 Townsend Street, a well-maintained raised ranch set on a quiet cul-de-sac alo... |
4 beds | 3 baths | 2,088 sq.ft. |
$489,000 |
Airbnb cash on cash: 3.2%
|
24 Quassaick AvenueNew Windsor, NYThis well-maintained and updated 2-bedroom, 1-bath home is truly move-in ready. Situated o... |
2 beds | 2 baths | 575 sq.ft. |
$235,000 |
Airbnb cash on cash: 4.48%
|
3 Clemence DriveNew Windsor, NYTucked in a quiet cul-de-sac in the sought after Cornwall School District this reimagined ... |
4 beds | 3 baths | 3,653 sq.ft. |
$805,000 |
Airbnb cash on cash: 0.58%
|
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: 1.81%
|
404 Carlton CircleNew Windsor, NYMajor Price Improvement. Seller Motivated! Step into a sun-filled living room and enjoy th... |
3 beds | 3 baths | 2,146 sq.ft. |
$475,000 |
Airbnb cash on cash: 1.39%
|
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. |
$437,500 |
Airbnb cash on cash: 1.77%
|
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: 0.78%
|
18 Park Hill DriveNew Windsor, NYWelcome to 18 Park Hill Drive-a perfect place to start your homeownership journey! This be... |
3 beds | 2 baths | 2,100 sq.ft. |
$479,000 |
Airbnb cash on cash: 1.17%
|
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. |
$599,000 |
Airbnb cash on cash: 2.52%
|
10 Oakwood Terrace unit: 65 #65New Windsor, NYWelcome to this beautifully maintained 1-bedroom co-op located in the desirable Oakwood Te... |
1 beds | 1 baths | 750 sq.ft. |
$139,000 |
Airbnb cash on cash: -0.24%
|
74 Red Maple WayNew Windsor, NYWelcome to 74 Red Maple Way at Windsor Woods, one of New Windsor's premier cul-de-sac comm... |
5 beds | 3 baths | 3,538 sq.ft. |
$679,900 |
Airbnb cash on cash: 0.2%
|
10 Oakwood Terrace unit: 110 #110New Windsor, NYSpacious and sun-filled 1-bedroom, 1-bath end unit co-op offering 960 square feet of comfo... |
1 beds | 1 baths | 960 sq.ft. |
$139,900 |
Airbnb cash on cash: -1.72%
|
1404 Hawthorn WayNew Windsor, NYWhen only the best will do this is the town home you have been waiting for! Located in the... |
3 beds | 3 baths | 1,910 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.21%
|
131 Erie AvenueNew Windsor, NYWelcome to this beautifully maintained contemporary bi-level set on a serene, wooded lot i... |
5 beds | 3 baths | 2,196 sq.ft. |
$575,000 |
Airbnb cash on cash: 0.65%
|
180 Union AvenueNew Windsor, NYAbsolutely stunning fully renovated 4-bedroom, 1-bath home in a peaceful New Windsor neigh... |
3 beds | 1 baths | 1,200 sq.ft. |
$429,999 |
Airbnb cash on cash: 2.47%
|
60 Trafalgar Road unit: 1 #1New Windsor, NYWelcome Home! Newly remodeled 1 Bed and 1 Bath apartment in Squire Village of New Windsor.... |
1 beds | 1 baths | 700 sq.ft. |
$175,000 |
Airbnb cash on cash: 4.14%
|
91 Holloran RoadNew Windsor, NYCORNWALL CENTRAL SCHOOLS! Welcome to 91 Holloran Road, a beautifully refreshed 3-bedroom, ... |
3 beds | 2 baths | 1,430 sq.ft. |
$424,999 |
Airbnb cash on cash: 2.2%
|
276 Temple Hill Road unit: 2604 #2604New Windsor, NYWelcome to effortless condo living in the heart of New Windsor. This beautifully maintaine... |
2 beds | 2 baths | 1,176 sq.ft. |
$250,000 |
Airbnb cash on cash: 3.86%
|
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: 1.69%
|
155 Erie AvenueNew Windsor, NYHome, SWEET home! Step inside this updated Craftsman where natural light pervades througho... |
3 beds | 2 baths | 1,192 sq.ft. |
$389,000 |
Airbnb cash on cash: 2.99%
|
2 Dimiceli StreetNew Windsor, NYWelcome to 2 Dimiceli Street! A timeless and charming duplex nestled on a quiet, private s... |
5 beds | 4 baths | N/A |
$600,000 |
Airbnb cash on cash: 0.87%
|
14 Windsor DriveNew Windsor, NYWelcome to 14 Windsor Drive, a beautifully renovated home in New Windsor offering a blend ... |
3 beds | 2 baths | 1,864 sq.ft. |
$475,000 |
Airbnb cash on cash: 1.48%
|
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: 2.03%
|
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: 3.06%
|
282 Tamerisk LaneNew Windsor, NYStunning Hudson River Retreat at Plum Point on Hudson Experience the ultimate in luxury li... |
3 beds | 4 baths | 3,102 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.58%
|
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. |
$318,000 |
Airbnb cash on cash: 1.5%
|
108 Parkdale DriveNew Windsor, NYBeautiful 3 bedroom Bi Level in the town of New Windsor close to close to schools, shoppi... |
3 beds | 3 baths | 1,883 sq.ft. |
$515,000 |
Airbnb cash on cash: 1.25%
|
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. |
$849,000 |
Airbnb cash on cash: 0.44%
|
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: 1.55%
|
11 Queen StreetNew Windsor, NYPRICE IMPROVEMENT! Lots of value for this beautifully renovated, very spacious 5 bedroom, ... |
5 beds | 3 baths | 2,400 sq.ft. |
$469,999 |
Airbnb cash on cash: 1.85%
|
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: -0.6%
|
38 Panorama DriveNew Windsor, NYMOTIVATED SELLER - BRING ALL OFFERS! Welcome to an exceptional opportunity to own nearly 3... |
4 beds | 3 baths | 2,808 sq.ft. |
$695,000 |
Airbnb cash on cash: 1.41%
|
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. |
$399,000 |
Airbnb cash on cash: 0.36%
|
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: 1.56%
|
810 Blooming Grove Turnpike unit: 88 #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. |
$229,000 |
Airbnb cash on cash: 1.65%
|
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: 0.16%
|
14 Cimorelli DriveNew Windsor, NYCharming 4-Bedroom Colonial on Quiet Cul-de-Sac with Dream Backyard Tucked away at the en... |
4 beds | 2 baths | 1,908 sq.ft. |
$539,000 |
Airbnb cash on cash: 3.05%
|
12 Oxford RoadNew Windsor, NYWelcome to 12 Oxford Road in the sought after area of New Windsor! Tucked away on a peace... |
3 beds | 2 baths | 1,500 sq.ft. |
$489,999 |
Airbnb cash on cash: 1.63%
|
402 Plover CourtNew Windsor, NYLocated in the sought-after PLUM POINT complex, this pristine two-level townhome features... |
2 beds | 2 baths | 1,502 sq.ft. |
$385,000 |
Airbnb cash on cash: 0.75%
|
Real Estate investment in New-windsor, NY
There are 55 properties for sale in the city of New Windsor . The median list price in New Windsor is $464,950 and the average price per square foot is $253. In January 2026, the average monthly cash on cash return in New Windsor is 4.00%. The average monthly rental income in New Windsor is $3,218.