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 |
|---|---|---|---|
79 Silver Spring RoadNew Windsor, NYCharming 2-Bedroom Ranch offers a simple, functional layout with plenty of potential. The ... |
2 beds | 1 baths | 912 sq.ft. |
$279,000 |
Airbnb cash on cash: 3.19%
|
276 Temple Hill Road #704New Windsor, NYWelcome to 276 Temple Hill Road Unit 704 - now offered at an improved price! This move-in ... |
2 beds | 2 baths | 1,296 sq.ft. |
$295,000 |
Airbnb cash on cash: 1.8%
|
43 Lafayette DriveNew Windsor, NYWhether you're searching for your first home or a great investment opportunity, this prope... |
2 beds | 1 baths | 715 sq.ft. |
$225,000 |
Airbnb cash on cash: 4.16%
|
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: 0.15%
|
8 Oak DriveNew Windsor, NYClose your eyes and envision... a beautiful lake 3 blocks away to enjoy swimming, kayaking... |
6 beds | 5 baths | N/A |
$799,999 |
Airbnb cash on cash: 0.61%
|
2041 Independence DriveNew Windsor, NYWelcome to 2041 Independence Drive, a beautifully maintained extended colonial-the largest... |
5 beds | 3 baths | 3,452 sq.ft. |
$810,000 |
Airbnb cash on cash: 0.7%
|
10 Oakwood Terrace #65New Windsor, NYWelcome to this beautifully maintained 1-bedroom co-op located in the desirable Oakwood Te... |
1 beds | 1 baths | 960 sq.ft. |
$134,900 |
Airbnb cash on cash: -2.82%
|
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: 0.32%
|
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: 0.41%
|
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: 0.58%
|
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. |
$325,000 |
Airbnb cash on cash: 0.39%
|
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: 1.12%
|
276 TEMPLE HILL ROAD #103New Windsor, NYThis beautifully updated 2 bedroom, 1.5 bath condo is located in the much desired Continen... |
2 beds | 2 baths | 1,176 sq.ft. |
$295,000 |
Airbnb cash on cash: 2.44%
|
739 Hewitt LaneNew Windsor, NYExperience refined riverfront living in this stunning two-bedroom, two-and-a-half-bath con... |
2 beds | 3 baths | 1,768 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.65%
|
35 Union AvenueNew Windsor, NYFull of timeless character, this 3-bd/1-ba home offers a wonderful opportunity in the hear... |
3 beds | 1 baths | 1,144 sq.ft. |
$259,000 |
Airbnb cash on cash: 4.98%
|
3403 Red Coat DriveNew Windsor, NYSituated in a highly accessible location, this spacious 4-bedroom, 2.5-bathroom Colonial h... |
4 beds | 3 baths | 2,808 sq.ft. |
$724,999 |
Airbnb cash on cash: 1.01%
|
1155 Washington GreenNew Windsor, NY2 bedroom, 2 full bath condo. Peaceful, bright, sunny, penthouse unit. Cathedral ceilings,... |
2 beds | 2 baths | 1,029 sq.ft. |
$315,000 |
Airbnb cash on cash: 2.49%
|
263 Riley RoadNew Windsor, NYImproved Price!! Great investment opportunity or live in one unit and rent out the other! ... |
4 beds | 2 baths | N/A |
$519,900 |
Airbnb cash on cash: 2.79%
|
309 Windsor HighwayNew Windsor, NYSpacious 3-bedroom 2-bath ranch situated within Highway Commercial zoning, creating unique... |
3 beds | 2 baths | 1,470 sq.ft. |
$395,000 |
Airbnb cash on cash: 2.6%
|
512 Riley RoadNew Windsor, NYMove right into this completely renovated 3-bedroom, 1-bath home set on a generous .61-acr... |
3 beds | 1 baths | 960 sq.ft. |
$525,000 |
Airbnb cash on cash: 2.21%
|
6 Riverview AvenueNew Windsor, NYCharming opportunity awaits with this 3-bedroom, 2-bath ranch-style home situated on over ... |
3 beds | 2 baths | 1,262 sq.ft. |
$325,000 |
Airbnb cash on cash: 3.99%
|
233 Blooming Grove TurnpikeNew Windsor, NYNestled on a lovely one acre lot, this 3-bedroom, 2-bath Colonial offers timeless characte... |
3 beds | 2 baths | 1,734 sq.ft. |
$475,000 |
Airbnb cash on cash: 2.02%
|
119 Blanche AvenueNew Windsor, NYLocated in New Windsor within the Newburgh School District, this 3-bedroom, 2-bath raised ... |
3 beds | 2 baths | 1,553 sq.ft. |
$385,000 |
Airbnb cash on cash: 2.76%
|
21 Stonecrest DriveNew Windsor, NYWelcome to 21 Stonecrest Drive in the heart of New Windsor - a well-maintained and invitin... |
3 beds | 1 baths | 1,436 sq.ft. |
$439,000 |
Airbnb cash on cash: 2.45%
|
601 Crab Apple LaneNew Windsor, NYWelcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse nestled in the he... |
2 beds | 3 baths | 1,673 sq.ft. |
$439,999 |
Airbnb cash on cash: 0.27%
|
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: 4.22%
|
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: 2.37%
|
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. |
$229,000 |
Airbnb cash on cash: 1.39%
|
313 Chestnut AvenueNew Windsor, NYLovingly custom-built & meticulously maintained within the same family since its construct... |
4 beds | 3 baths | 2,821 sq.ft. |
$549,000 |
Airbnb cash on cash: 2.68%
|
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: -3.01%
|
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: -0.06%
|
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: 2.1%
|
3002 Molly Pitcher DriveNew Windsor, NY. |
4 beds | 4 baths | 3,510 sq.ft. |
$850,000 |
Airbnb cash on cash: 0.68%
|
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: 2.56%
|
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: 1.69%
|
276 Temple Hill Road #1515New Windsor, NYWelcome to easy, convenient living in this desirable first-floor condo! Ideally located ju... |
2 beds | 1 baths | 1,026 sq.ft. |
$247,500 |
Airbnb cash on cash: 3.93%
|
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: 2.93%
|
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: 5.2%
|
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: 1.6%
|
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: 2.46%
|
Real Estate investment in New-windsor, NY
There are 46 properties for sale in the city of New Windsor . The median list price in New Windsor is $439,773 and the average price per square foot is $254. In June 2026, the average monthly cash on cash return in New Windsor is 4.00%. The average monthly rental income in New Windsor is $3,047.