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 |
|---|---|---|---|
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%
|
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. |
$825,000 |
Airbnb cash on cash: 0.54%
|
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%
|
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%
|
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%
|
404 Carlton CircleNew Windsor, NYWelcome to this Hi-Ranch nestled in a cul-de-sac in the heart of New Windsor. Walk into th... |
3 beds | 3 baths | 2,146 sq.ft. |
$510,000 |
Airbnb cash on cash: 1.23%
|
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. |
$499,000 |
Airbnb cash on cash: 0.56%
|
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%
|
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%
|
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: 2.13%
|
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%
|
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%
|
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%
|
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%
|
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: 1.17%
|
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%
|
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%
|
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%
|
276 Temple Hill Road #1704New Windsor, NYWelcome to this lovingly maintained 2-bedroom, 1.5-bath townhouse-style home located in th... |
2 beds | 2 baths | 1,296 sq.ft. |
$289,000 |
Airbnb cash on cash: 1.88%
|
212 Hawthorn WayNew Windsor, NYWelcome to The Grove at New Windsor, a stylish townhome community offering a great alterna... |
3 beds | 3 baths | 2,139 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.16%
|
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%
|
323 Sycamore DriveNew Windsor, NYWelcome to 323 Sycamore Dr., a spacious colonial in New Windsor offering comfort, versatil... |
4 beds | 4 baths | 3,512 sq.ft. |
$699,999 |
Airbnb cash on cash: 1.77%
|
1802 Hawthorn WayNew Windsor, NYWelcome to 1802 Hawthorn Way, a well-maintained 3-bedroom, 2.5-bath end-unit home located ... |
3 beds | 3 baths | 2,139 sq.ft. |
$474,999 |
Airbnb cash on cash: 0.16%
|
121 Sycamore DriveNew Windsor, NYThis three-bedroom, one-bath home offers a wonderful opportunity to create your dream retr... |
3 beds | 1 baths | 1,074 sq.ft. |
$399,900 |
Airbnb cash on cash: 2.34%
|
35 Guernsey DriveNew Windsor, NYBUTTER HILL ESTATES!! SPECTACULAR SPLIT! Prime Corner Lot! Open Floor Plan! 3 Bedrooms! 2 ... |
3 beds | 3 baths | 1,640 sq.ft. |
$474,900 |
Airbnb cash on cash: 1.6%
|
14 Coffey AvenueNew Windsor, NYCALLING ALL BARGAIN HUNTERS & FEARLESS RENOVATORS! This New Windsor home is loaded with po... |
2 beds | 1 baths | 1,001 sq.ft. |
$215,000 |
Airbnb cash on cash: 4.94%
|
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. |
$709,900 |
Airbnb cash on cash: 0.15%
|
11 Hudson DriveNew Windsor, NYBACK ON THE MARKET (Buyers Failed to Perform) ***Missed it the first time?? Here's your do... |
4 beds | 2 baths | 1,408 sq.ft. |
$372,500 |
Airbnb cash on cash: 5.87%
|
Real Estate investment in New-windsor, NY
There are 56 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 $247. In December 2025, the average monthly cash on cash return in New Windsor is 4.00%. The average monthly rental income in New Windsor is $3,213.