Real Estate Investment Properties for Sale in Chester, NY
Looking for investment property in Chester, NY with high ROI ?
Explore a variety of short-term homes & houses in Chester, NY. Invest wisely with VRBO & Chester, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Single Family Homes for Sale in Chester, NY
Search for Single Family Residential for Sale in Chester, New York. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 26 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
7 Park PlaceChester, NYWelcome to your private, wooded oasis! This charming home perfectly blends convenience wit... |
4 beds | 4 baths | 2,780 sq.ft. |
$740,000 |
Airbnb cash on cash: -0.64%
|
32 Mountainside DriveChester, NYA RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-... |
4 beds | 3 baths | 2,603 sq.ft. |
$849,900 |
Airbnb cash on cash: -0.25%
|
33 Meadow AvenueChester, NYOne floor living at it best! Walk out your front door, sit on your rocking chair front por... |
3 beds | 1 baths | 1,561 sq.ft. |
$430,000 |
Airbnb cash on cash: 0.7%
|
65 Oxford Springs RoadChester, NYWelcome to 65 Oxford Springs Road, Chester, NY a custom-built Country Contemporary set on ... |
5 beds | 4 baths | 3,617 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.03%
|
18 Oakland AvenueChester, NYThis is a "Neat as a pin" ranch in the Village of Chester. The kitchen has many updated ap... |
2 beds | 1 baths | 1,084 sq.ft. |
$369,900 |
Airbnb cash on cash: -1.4%
|
278 Gibson Hill RoadChester, NYFULLY AVAILABLE. Amazing property, offers something for everyone! Gorgeously restored 3,97... |
4 beds | 3 baths | 3,977 sq.ft. |
$722,000 |
Airbnb cash on cash: 0.15%
|
16 Lori LaneChester, NYIndulge in luxury living at this resort-style residence in Chester, NY, within the prestig... |
4 beds | 5 baths | 4,624 sq.ft. |
$1,160,000 |
Airbnb cash on cash: -1.38%
|
70 Main StreetChester, NYDiscover the perfect blend of versatility and charm with this exceptional property. The ma... |
4 beds | 3 baths | 1,357 sq.ft. |
$475,000 |
Airbnb cash on cash: 1.41%
|
2 Pine Hill RoadChester, NYListed on the National Register of Historic Places in the Sugar Loaf Historic District, th... |
3 beds | 3 baths | 2,302 sq.ft. |
$875,000 |
Airbnb cash on cash: -0.67%
|
5 Gabriels DriveChester, NYExquisite Colonial Estate: Timeless Grandeur Meets Modern Luxury Nestled gracefully on a ... |
4 beds | 3 baths | 2,722 sq.ft. |
$1,099,000 |
Airbnb cash on cash: -0.61%
|
20 Goshen RoadChester, NYDiscover a rare opportunity to own a one-of-a-kind estate set on 53 sprawling acres in the... |
4 beds | 3 baths | 3,348 sq.ft. |
$1,775,000 |
Airbnb cash on cash: -1.04%
|
507 Bull Mill RoadChester, NYWelcome to this beautifully maintained colonial with a charming wrap-around front porch, s... |
5 beds | 3 baths | 3,115 sq.ft. |
$674,999 |
Airbnb cash on cash: -0.3%
|
34 Mountainside DriveChester, NYONE LEVEL LIVING/ EASY COMMUTE- with additional space upstairs and down! ... Don't miss th... |
4 beds | 3 baths | 1,867 sq.ft. |
$699,990 |
Airbnb cash on cash: 0.34%
|
11 Lakeview DriveChester, NYSplit-level spacious home in desirable Chester neighborhood within Warwick Valley School D... |
4 beds | 3 baths | 1,848 sq.ft. |
$539,000 |
Airbnb cash on cash: 1.12%
|
16 Mari RoadChester, NYSet back on a quiet street, just steps from downtown Sugar Loaf is this large home on almo... |
4 beds | 3 baths | 2,098 sq.ft. |
$500,000 |
Airbnb cash on cash: 1.31%
|
220 Oxford RoadChester, NYStep into this newly renovated contemporary ranch, where comfort meets value on 6.3 acres ... |
4 beds | 4 baths | 3,472 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.37%
|
65 Hudson StreetChester, NYA truly rare opportunity to secure over two acres of prime land in the highly desirable an... |
3 beds | 1 baths | 1,120 sq.ft. |
$345,000 |
Airbnb cash on cash: 1.19%
|
2104 Whispering HillsChester, NYWHISPERING HILLS!! SOLD AS IS!!! Largest Model! Two Level Living! 3 Bedrooms! 2 1/2 Bathro... |
3 beds | 3 baths | 1,331 sq.ft. |
$299,900 |
Airbnb cash on cash: 2.77%
|
6 Moffatt LaneChester, NYDiscover an exceptional income-generating two-family home nestled in the Village of Cheste... |
5 beds | 3 baths | N/A |
$499,000 |
Airbnb cash on cash: 1.84%
|
11 Saddle Hill RoadChester, NY**Welcome to 11 Saddle Hill Road - A Perfect Blend of Luxury, Space & Location** This stun... |
4 beds | 4 baths | 3,489 sq.ft. |
$845,000 |
Airbnb cash on cash: -0.67%
|
47 Greycourt AvenueChester, NYClassic farmhouse feel with contemporary updates on a generous 1.3-acre lot, with this hom... |
4 beds | 2 baths | 1,386 sq.ft. |
$425,000 |
Airbnb cash on cash: 1.98%
|
22 Bridle LaneChester, NYThis well-maintained 4-bedroom raised ranch located in Surrey Meadows, is just a short wal... |
4 beds | 2 baths | 1,570 sq.ft. |
$489,900 |
Airbnb cash on cash: 1.52%
|
48 Brennan CourtChester, NYWelcome to this stunning home nestled on 5 acres near the heart of Chester, NY. Tucked awa... |
4 beds | 3 baths | 3,063 sq.ft. |
$769,000 |
Airbnb cash on cash: -0.31%
|
2 Dawn CourtChester, NYSpectacular 4 bedrooms, 2.5 bathrooms colonial in the very desirable Sugarloaf Heights. Th... |
4 beds | 3 baths | 3,092 sq.ft. |
$689,900 |
Airbnb cash on cash: 0.39%
|
16 Oakland AvenueChester, NYCharming 4-Bedroom Colonial in the Heart of Hudson Valley. Priced to Sell, tons of potenti... |
4 beds | 3 baths | 2,090 sq.ft. |
$400,000 |
Airbnb cash on cash: 1.8%
|
219 Bull Mill RoadChester, NYWelcome to your private oasis in Chester, NY! Immaculately maintained and move-in ready, t... |
4 beds | 2 baths | 1,928 sq.ft. |
$525,000 |
Airbnb cash on cash: 1.19%
|