Real Estate Investment Properties for Sale in Windsor, NY
Looking for investment property in Windsor, NY with high ROI ?
Explore a variety of short-term homes & houses in Windsor, NY. Invest wisely with VRBO & 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 Windsor, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
134 Main StWindsor, NYHistorical Home with 4BRs & 1.5 BAs. Spacious Living Room, Oversized Dining Rm is perfect ... |
5 beds | 2 baths | 1,696 sq.ft. |
$210,000 |
Airbnb cash on cash: N/A
|
144 State Line RdWindsor, NYSusquehanna River is directly across the road from this 2 bedroom, 1 bath updated farmhous... |
2 beds | 1 baths | 792 sq.ft. |
$625,000 |
Airbnb cash on cash: -0.1%
|
280 Dodd RdWindsor, NYSELLING THIS HOME ON AN 18+/- AC LOT, an additional 133+/- acres is still available for th... |
4 beds | 4 baths | 6,000 sq.ft. |
$879,999 |
Airbnb cash on cash: 0.66%
|
57 Chestnut StWindsor, NYNestled in the picturesque hills of Windsor, this beautiful newly renovated home offers bo... |
4 beds | 2 baths | 1,500 sq.ft. |
$290,000 |
Airbnb cash on cash: 8.72%
|
0 Grove St RowWindsor, NY0 Grove St Row, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$450,000 |
Airbnb cash on cash: -0.5%
|
580 Honey Hollow RdWindsor, NY580 Honey Hollow Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | 966 sq.ft. |
$83,500 |
Airbnb cash on cash: 8.68%
|
79 Saxby Road RdWindsor, NY79 Saxby Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$116,640 |
Airbnb cash on cash: 5.58%
|
250 Saxby Road RdWindsor, NY250 Saxby Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$132,000 |
Airbnb cash on cash: 4.65%
|
253 Fenesey RdWindsor, NY253 Fenesey Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$332,160 |
Airbnb cash on cash: 0.28%
|
139 Saxby Road RdWindsor, NY139 Saxby Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$300,240 |
Airbnb cash on cash: 0.59%
|
190 Saxby Road RdWindsor, NY190 Saxby Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$228,480 |
Airbnb cash on cash: 1.61%
|
280 Saxby Road RdWindsor, NY280 Saxby Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$360,480 |
Airbnb cash on cash: 0.04%
|
20 Main StWindsor, NY20 Main St, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$649,000 |
Airbnb cash on cash: -1.17%
|
100 Main StWindsor, NY100 Main St, Windsor, NY 13865 | Condo/Coop |
3 beds | 1 baths | 3,320 sq.ft. |
$199,000 |
Airbnb cash on cash: 1.37%
|
33 Academy StWindsor, NY33 Academy St, Windsor, NY 13865 | Single Family Residential |
3 beds | 1 baths | 900 sq.ft. |
$92,000 |
Airbnb cash on cash: 5.88%
|
461 Kent StWindsor, NY461 Kent St, Windsor, NY 13865 | Single Family Residential |
3 beds | 2 baths | 1,404 sq.ft. |
$299,000 |
Airbnb cash on cash: 0.03%
|
1113 Pazzelli RdWindsor, NY1113 Pazzelli Rd, Windsor, NY 13865 | Single Family Residential |
3 beds | 1 baths | 2,170 sq.ft. |
$249,900 |
Airbnb cash on cash: 0.56%
|
17 Billygoat RdWindsor, NY17 Billygoat Rd, Windsor, NY 13865 | Manufactured Home |
3 beds | 2 baths | 1,580 sq.ft. |
$165,000 |
Airbnb cash on cash: 2.18%
|
713 School House RdWindsor, NY713 School House Rd, Windsor, NY 13865 | Single Family Residential |
3 beds | 1 baths | 1,200 sq.ft. |
$159,000 |
Airbnb cash on cash: 2.37%
|
79 Mountainview DrWindsor, NY79 Mountainview Dr, Windsor, NY 13865 | Single Family Residential |
3 beds | 2 baths | 1,600 sq.ft. |
$399,500 |
Airbnb cash on cash: -0.75%
|
220 Beaver Lake CirWindsor, NY220 Beaver Lake Cir, Windsor, NY 13865 | Single Family Residential |
3 beds | 1 baths | 1,000 sq.ft. |
$349,000 |
Airbnb cash on cash: -0.36%
|
2447 Old Route 17Windsor, NY2447 Old Route 17, Windsor, NY 13865 | Single Family Residential |
3 beds | 2 baths | 2,448 sq.ft. |
$449,000 |
Airbnb cash on cash: -0.88%
|
230 Old Route 17 StWindsor, NY230 Old Route 17 St, Windsor, NY 13865 | Single Family Residential |
4 beds | 2 baths | 1,120 sq.ft. |
$250,000 |
Airbnb cash on cash: 9.83%
|
51 Bennett RdWindsor, NY51 Bennett Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$88,000 |
Airbnb cash on cash: 8.14%
|
131-151 Fox Farm RdWindsor, NY131-151 Fox Farm Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$366,000 |
Airbnb cash on cash: 0%
|
139 Gaf Lake RdWindsor, NY139 Gaf Lake Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$225,000 |
Airbnb cash on cash: 1.67%
|
300 Dodd RdWindsor, NY300 Dodd Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | 5,865,354 sq.ft. |
$360,000 |
Airbnb cash on cash: 0.05%
|
62 North RdWindsor, NY62 North Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$354,500 |
Airbnb cash on cash: 0.09%
|
130 William Law RdWindsor, NY130 William Law Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$200,000 |
Airbnb cash on cash: 2.21%
|
140 Bell RdWindsor, NY140 Bell Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$90,000 |
Airbnb cash on cash: 7.91%
|
199 Tennent Road RdWindsor, NY199 Tennent Road Rd, Windsor, NY 13865 | Other |
N/A beds | N/A baths | N/A |
$192,000 |
Airbnb cash on cash: 2.41%
|
13 Red Harvest LnWindsor, NY13 Red Harvest Ln, Windsor, NY 13865 | Single Family Residential |
4 beds | 1 baths | 2,030 sq.ft. |
$249,900 |
Airbnb cash on cash: 9.83%
|
869 State Route 79Windsor, NYNestled on nearly 2 private acres in the Windsor School District, this well-maintained hom... |
4 beds | 2 baths | 1,750 sq.ft. |
$285,000 |
Airbnb cash on cash: 8.59%
|
Real Estate investment in Windsor, NY
There are 34 properties for sale in the city of Windsor . The median list price in Windsor is $247,000 and the average price per square foot is $10. In September 2026, the average monthly cash on cash return in Windsor is 3.00%. The average monthly rental income in Windsor is $726.