Real Estate Investment Properties for Sale in Brewster, NY
Looking for investment property in Brewster, NY with high ROI ?
Explore a variety of short-term homes & houses in Brewster, NY. Invest wisely with VRBO & Brewster, 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 Brewster, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
204 Virginia Woods DriveBrewster, NYWelcome to this beautifully maintained tri-level townhouse offering the perfect blend of c... |
2 beds | 2 baths | 2,328 sq.ft. |
$415,000 |
Airbnb cash on cash: 1.68%
|
38 Sunset DriveBrewster, NYPRICE IMPROVED READY TO SELL!! Actual Taxes $12,300. This well maintained home is now pric... |
3 beds | 2 baths | 1,924 sq.ft. |
$550,000 |
Airbnb cash on cash: -0.06%
|
239 Gage RoadBrewster, NYThis expansive 3,000+ sq. ft. home has been renovated throughout and offers plenty of spac... |
4 beds | 3 baths | 3,330 sq.ft. |
$799,000 |
Airbnb cash on cash: 1.6%
|
16 Reynwood DriveBrewster, NYAn exquisite country estate nestled on over 15 acres of gated privacy with stunning mounta... |
4 beds | 7 baths | 8,220 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -1.52%
|
43 Brewster Woods DriveBrewster, NYWelcome to Brewster Woods, where comfort, convenience, and community come together. This b... |
2 beds | 2 baths | 1,332 sq.ft. |
$359,900 |
Airbnb cash on cash: 2.7%
|
297 Farm To Market RoadBrewster, NYBreathtaking, fully renovated 3 bedroom, 2.5 bathroom home situated on a remarkably large ... |
3 beds | 3 baths | 2,057 sq.ft. |
$675,000 |
Airbnb cash on cash: 0.23%
|
176 Doansburg Road #172Brewster, NYTwo separate detached homes, both currently used as Residential Facilities. Shared well a... |
12 beds | N/A baths | 2,049 sq.ft. |
$950,000 |
Airbnb cash on cash: -0.87%
|
15 Meadow Ridge RoadBrewster, NY**Charming & Updated Side-by-Side Two-Family Home!** This beautifully maintained **side... |
6 beds | 4 baths | 3,000 sq.ft. |
$650,000 |
Airbnb cash on cash: -0.7%
|
314 Brewster Hill RoadBrewster, NYStep into a slice of suburban bliss with this charming Raised Ranch that's been a single-f... |
3 beds | 3 baths | 1,968 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.09%
|
8 Killian LaneBrewster, NYSet back from the road on a quiet cul-de-sac, beyond the hum of the city, is the foundatio... |
4 beds | 3 baths | 2,502 sq.ft. |
$699,000 |
Airbnb cash on cash: 2.46%
|
233 Peaceable Hill RoadBrewster, NYMake your dream home in this peaceable tranquil setting only one hour out of New York City... |
2 beds | 1 baths | 1,252 sq.ft. |
$367,000 |
Airbnb cash on cash: 4.06%
|
616 Farm To Market RoadBrewster, NYBEAUTIFUL RAISED RANCH ON NEARLY 4 ACRES WITH POOL AND DETACHED GARAGE Set on 3.98 private... |
3 beds | 2 baths | 2,292 sq.ft. |
$625,000 |
Airbnb cash on cash: -0.2%
|
50 Stallion TrailBrewster, NYWelcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial nestled on nearly 3 ac... |
4 beds | 3 baths | 3,209 sq.ft. |
$950,000 |
Airbnb cash on cash: 0.5%
|
1302 Route 22 #1300Brewster, NYTwo homes for the price of one! Rare opportunity to own a large main Home (3 BDR / 2.5 BA... |
5 beds | 5 baths | 2,970 sq.ft. |
$650,000 |
Airbnb cash on cash: 2.39%
|
17 Wilson RoadBrewster, NYThis charming ranch-style home which sits on a quarter acre of property offers a wonderful... |
3 beds | 2 baths | 1,100 sq.ft. |
$499,900 |
Airbnb cash on cash: 0.62%
|
6 Meridian DriveBrewster, NYCharming 3-Bedroom Ranch with Mother-Daughter Potential in Prime Southeast Location Welcom... |
3 beds | 2 baths | 1,829 sq.ft. |
$459,000 |
Airbnb cash on cash: 0.8%
|
53 Quail LaneBrewster, NYWelcome to this absolutely stunning four-bedroom Colonial, perfectly situated on a peacefu... |
4 beds | 3 baths | 3,576 sq.ft. |
$999,999 |
Airbnb cash on cash: 0.5%
|
9 Carol CourtBrewster, NYCompletely Updated Sprawling Ranch offering 3,600 Sq Ft of Refined Living Space, ideal for... |
3 beds | 3 baths | 3,600 sq.ft. |
$839,900 |
Airbnb cash on cash: -0.89%
|
103 Holly Stream CourtBrewster, NYBeautifully maintained 2-bedroom one-level lower end unit with a Garage ideally located in... |
2 beds | 1 baths | 1,045 sq.ft. |
$360,000 |
Airbnb cash on cash: 3.23%
|
1105 Farmdale RoadBrewster, NYWonderful 2 BR 2 1/2 Tri-Level END Unit Townhome in Fieldstone Pond! Perfectly designed la... |
2 beds | 3 baths | 2,632 sq.ft. |
$450,000 |
Airbnb cash on cash: 1.4%
|
59 Birch Hill RdBrewster, NYNestled at the end of a quiet cul-de-sac, this exceptional custom-built Colonial offers ov... |
4 beds | 4 baths | N/A |
$1,095,000 |
Airbnb cash on cash: 0.76%
|
4 Eastview CourtBrewster, NYWelcome to this thoughtfully designed, to-be-built new construction 4-bedroom, 2.5-bathroo... |
4 beds | 3 baths | 2,500 sq.ft. |
$750,000 |
Airbnb cash on cash: 2.23%
|
19 Clematis RoadBrewster, NYCharming Three-Bedroom Ranch with Spacious Fenced Yard & Endless Potential. Donât miss t... |
3 beds | 1 baths | 1,398 sq.ft. |
$425,000 |
Airbnb cash on cash: 0.62%
|
4 Wilson RoadBrewster, NYCharming Updated Ranch with Modern Touches & Room to Grow! Welcome home to this beautifull... |
3 beds | 1 baths | 1,278 sq.ft. |
$475,000 |
Airbnb cash on cash: 0.69%
|
1704 Windsor LaneBrewster, NYWelcome to 1704 Windsor Lane, nestled in the highly sought-after Fieldstone Ponds communit... |
2 beds | 2 baths | 1,654 sq.ft. |
$425,000 |
Airbnb cash on cash: 2.23%
|
147 Peaceable Hill RoadBrewster, NYFirst time on the market in 55 years! This lovingly maintained, spacious and versatile ran... |
3 beds | 4 baths | 1,920 sq.ft. |
$520,000 |
Airbnb cash on cash: 0.17%
|
305 Guinea RoadBrewster, NYStep into timeless charm and classic American elegance in this beautifully preserved home.... |
4 beds | 1 baths | 1,512 sq.ft. |
$425,000 |
Airbnb cash on cash: 5.77%
|
Real Estate investment in Brewster, NY
There are 28 properties for sale in the city of Brewster . The median list price in Brewster is $612,000 and the average price per square foot is $249. In September 2025, the average monthly cash on cash return in Brewster is 3.00%. The average monthly rental income in Brewster is $3,754.