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 |
|---|---|---|---|
601 Crab Apple LaneNew Windsor, NYWelcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse nestled in the he... |
3 beds | 3 baths | 1,673 sq.ft. |
$449,999 |
Airbnb cash on cash: 0.98%
|
276 Temple Hill Road #704New Windsor, NYWelcome to this beautifully updated and move-in ready unit located in the highly desirable... |
2 beds | 2 baths | 1,296 sq.ft. |
$310,000 |
Airbnb cash on cash: 1.18%
|
43 Lafayette DriveNew Windsor, NYWhether you're looking for your first home or a smart investment opportunity, this propert... |
2 beds | 1 baths | 715 sq.ft. |
$274,900 |
Airbnb cash on cash: 2.75%
|
1010 Pine ViewNew Windsor, NYTucked away on a private street within the desirable Forest Glen community, this tastefull... |
5 beds | 4 baths | 4,366 sq.ft. |
$850,000 |
Airbnb cash on cash: -0.68%
|
2041 Independence DriveNew Windsor, NYWelcome to 2041 Independence Drive, a beautifully maintained extended colonial-the largest... |
5 beds | 3 baths | 3,452 sq.ft. |
$799,999 |
Airbnb cash on cash: -0.15%
|
10 Oakwood Terrace #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: -4.26%
|
60 Trafalgar Road #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. |
$165,000 |
Airbnb cash on cash: 1.04%
|
9 Benedict Lane #5-7New Windsor, NYIncome-producing multi-property asset offered at approximately an 8% cap rate with $75,900... |
8 beds | 4 baths | N/A |
$949,000 |
Airbnb cash on cash: -0.41%
|
70 Bethlehem RoadNew Windsor, NYNEW CONSTRUCTION CORNWALL CENTRAL SCHOOL DISTRICT! Nestled on a private and expansive 1.47... |
4 beds | 3 baths | 3,098 sq.ft. |
$899,999 |
Airbnb cash on cash: -0.11%
|
64 Bethlehem RoadNew Windsor, NYNestled in the heart of the Town of New Windsor within the Cornwall School District, this ... |
4 beds | 3 baths | 2,668 sq.ft. |
$849,999 |
Airbnb cash on cash: 0.03%
|
23 Swan HollowNew Windsor, NYDiscover the perfect blend of modern construction, privacy, and scenic beauty in this cust... |
3 beds | 3 baths | 2,353 sq.ft. |
$899,999 |
Airbnb cash on cash: -0.44%
|
276 Temple Hill Road #1305New Windsor, NYWelcome to Continental Manor, where comfort meets convenience in this well maintained 3-be... |
3 beds | 2 baths | 1,512 sq.ft. |
$265,000 |
Airbnb cash on cash: 1.85%
|
276 Temple Hill Road #2808New Windsor, NYWelcome Home to this beautiful 3 bedroom, 1.5 bath end unit! Next to new everything! Washe... |
3 beds | 2 baths | 1,530 sq.ft. |
$337,000 |
Airbnb cash on cash: 1.12%
|
305 Gazebo CourtNew Windsor, NYThis beautifully maintained 2 bedroom, 2 full bath ground-floor condo offers comfort, conv... |
2 beds | 2 baths | 1,222 sq.ft. |
$330,000 |
Airbnb cash on cash: -0.1%
|
3002 Molly Pitcher DriveNew Windsor, NYLocated in the highly sought-after Reserve neighborhood of New Windsor and within the awar... |
5 beds | 4 baths | 3,510 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.34%
|
18 Coach House CourtNew Windsor, NYWelcome to this stunning 4-bedroom, 3-full-bath Colonial tucked away on a quiet cul-de-sac... |
5 beds | 3 baths | 2,923 sq.ft. |
$765,000 |
Airbnb cash on cash: 0.21%
|
3014 Patrick Henry Court #43New Windsor, NYMeticulously maintained townhouse in the coveted "Patriot Ridge" community, tucked away on... |
3 beds | 3 baths | 2,592 sq.ft. |
$419,900 |
Airbnb cash on cash: 3.15%
|
91 Myrtle AvenueNew Windsor, NY**Multiple offer situation. Seller requesting highest, best and final offers 8am 4/20/2026... |
3 beds | 1 baths | 1,056 sq.ft. |
$270,000 |
Airbnb cash on cash: 4.89%
|
804 Hawthorn WayNew Windsor, NYWelcome to this meticulously maintained townhouse in the sought-after community of The Gro... |
3 beds | 3 baths | 1,910 sq.ft. |
$474,900 |
Airbnb cash on cash: 1.2%
|
62 Union AvenueNew Windsor, NYWelcome to 62 Union Ave in New Windsor - a beautifully renovated home that's move-in ready... |
3 beds | 2 baths | 1,436 sq.ft. |
$399,000 |
Airbnb cash on cash: 2.52%
|
1 San Giacomo DriveNew Windsor, NYWhat an opportunity! Living in a community that has a park directly steps away from the fr... |
5 beds | 3 baths | 1,967 sq.ft. |
$565,000 |
Airbnb cash on cash: 1.22%
|
610 Mount Airy RoadNew Windsor, NYIf you are looking for a project, and enjoy pastoral and water views, then this raised ran... |
3 beds | 2 baths | 1,184 sq.ft. |
$299,900 |
Airbnb cash on cash: 1.56%
|
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. |
$480,000 |
Airbnb cash on cash: 2.14%
|
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: 3.57%
|
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: -0.11%
|
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. |
$405,000 |
Airbnb cash on cash: 1.55%
|
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: 1.05%
|
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: -0.2%
|
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: 1.28%
|
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: 2.02%
|
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: 0.33%
|
10 Oakwood Terrace #110New Windsor, NYTop floor, Spacious and sun-filled 1-bedroom, 1-bath end unit co-op offering 960 square fe... |
1 beds | 1 baths | 960 sq.ft. |
$134,900 |
Airbnb cash on cash: -4.51%
|
1404 Hawthorn WayNew Windsor, NYPrice improved! Refreshed and ready for the selective buyer this lovely one owner town hom... |
3 beds | 3 baths | 1,910 sq.ft. |
$469,999 |
Airbnb cash on cash: -0.13%
|
81 Blooming Grove TurnpikeNew Windsor, NYWelcome to 81 Blooming Grove Turnpike, New Windsor, NY - a spacious and versatile Cape Cod... |
3 beds | 3 baths | 2,230 sq.ft. |
$484,999 |
Airbnb cash on cash: 1%
|
131 Erie AvenueNew Windsor, NYThis beautifully maintained contemporary bi-level is a true turn-key opportunity, seller i... |
3 beds | 3 baths | 2,196 sq.ft. |
$575,000 |
Airbnb cash on cash: 0.17%
|
1210 Hawthorn WayNew Windsor, NYJust turn the key and move right into this meticulously maintained 3 bedroom 2.5 bath home... |
3 beds | 3 baths | 2,040 sq.ft. |
$479,999 |
Airbnb cash on cash: -0.24%
|
276 Temple Hill Road #1506New Windsor, NYWelcome to this bright and inviting Junior 4 condominium, offering a flexible layout that ... |
1 beds | 1 baths | 1,026 sq.ft. |
$245,000 |
Airbnb cash on cash: -1.96%
|
35 Oxford RoadNew Windsor, NYCome see this very spacious 3 bedroom 2 full bath raised ranch in New Windsor. This home h... |
3 beds | 2 baths | 2,120 sq.ft. |
$425,000 |
Airbnb cash on cash: 1.72%
|
9 Hill View RoadNew Windsor, NYLocated in the desirable Washingtonville School District, this charming 3-bedroom, 1.5-bat... |
3 beds | 2 baths | 1,331 sq.ft. |
$405,000 |
Airbnb cash on cash: 1.73%
|
209 Summit DriveNew Windsor, NYBeautifully updated 3+ bedroom, 2.5 bath home located in a highly desirable neighborhood. ... |
3 beds | 3 baths | 1,883 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.08%
|
Real Estate investment in New-windsor, NY
There are 43 properties for sale in the city of New Windsor . The median list price in New Windsor is $465,000 and the average price per square foot is $239. In May 2026, the average monthly cash on cash return in New Windsor is 4.00%. The average monthly rental income in New Windsor is $2,953.