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 35 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 |
|---|---|---|---|
360 Prospect RdChester, NYWelcome to 360 Prospect Road! This beautiful home sits on 3.2 acres of land that has fruit... |
3 beds | 3 baths | 3,000 sq.ft. |
$699,000 |
Airbnb cash on cash: 0.01%
|
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%
|
16 Oxford Springs RdChester, NYPerched above a sprawling lawn off of a private road, you'll find this stunning home that ... |
3 beds | 3 baths | 2,870 sq.ft. |
$750,000 |
Airbnb cash on cash: -0.8%
|
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%
|
2 Garnett Hill RdChester, NYLocated in the highly desired street Garnet Hill which backs up to Primrose rd. Sits a Stu... |
5 beds | 3 baths | 4,772 sq.ft. |
$999,999 |
Airbnb cash on cash: -0.65%
|
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%
|
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%
|
4 Debbie CourtChester, NYDISCOVER THE EPITOME OF LUXURY LIVING! With 5400 sq ft of breathtaking property, where eve... |
5 beds | 6 baths | 5,403 sq.ft. |
$849,000 |
Airbnb cash on cash: -0.64%
|
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%
|
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%
|
2948 State Route 94Chester, NYSet atop a gentle hill with sweeping eastern views of Round Hill and Schunnemunk Ridge, th... |
4 beds | 3 baths | 3,866 sq.ft. |
$1,395,000 |
Airbnb cash on cash: -1.63%
|
6 Vista DriveChester, NYStunning Chester Home with Pool, Pond & Private Backyard Oasis! Discover your own private ... |
3 beds | 3 baths | 1,934 sq.ft. |
$499,900 |
Airbnb cash on cash: -0.22%
|
108 Pine Hill RdChester, NY108 Pine Hill Rd, Chester, NY 10918 | Single Family Residential |
4 beds | 1 baths | 1,780 sq.ft. |
$449,000 |
Airbnb cash on cash: 2.23%
|
9 Country Woods DrChester, NY9 Country Woods Dr, Chester, NY 10918 | Single Family Residential |
5 beds | 2 baths | 3,124 sq.ft. |
$725,000 |
Airbnb cash on cash: 0.58%
|
101 Oxford RdChester, NY101 Oxford Rd, Chester, NY 10918 | Single Family Residential |
3 beds | 1 baths | 1,816 sq.ft. |
$669,000 |
Airbnb cash on cash: -0.2%
|
391 Bull Mill RdChester, NY391 Bull Mill Rd, Chester, NY 10918 | Single Family Residential |
3 beds | 2 baths | 1,800 sq.ft. |
$509,999 |
Airbnb cash on cash: 0.58%
|
69 Cedar Pond LnChester, NY69 Cedar Pond Ln, Chester, NY 10918 | Single Family Residential |
6 beds | 7 baths | 7,034 sq.ft. |
$1,875,000 |
Airbnb cash on cash: -1.44%
|
53 Odyssey DrChester, NY53 Odyssey Dr, Chester, NY 10918 | Single Family Residential |
4 beds | 3 baths | 4,467 sq.ft. |
$1,100,000 |
Airbnb cash on cash: -0.68%
|
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%
|
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%
|
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%
|
16 Oakland AvenueChester, NY. |
4 beds | 3 baths | 2,090 sq.ft. |
$425,000 |
Airbnb cash on cash: 1.64%
|
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%
|
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%
|
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%
|
23 Pewter CircleChester, NYWelcome to this beautifully maintained 2,318 sq ft Colonial located in the desirable Chest... |
4 beds | 3 baths | 2,318 sq.ft. |
$650,000 |
Airbnb cash on cash: 0.3%
|