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 |
|---|---|---|---|
254 Farm To Market RoadBrewster, NYPriced to sell! Beautiful hillside home with privacy and water views. Built in 2001, upda... |
3 beds | 3 baths | 1,830 sq.ft. |
$499,000 |
Airbnb cash on cash: -1.3%
|
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: -1.19%
|
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: 1.8%
|
4 Kingston RoadBrewster, NYBeautiful Ranch with Lake Access! Enjoy one-level living in this fully renovated home loca... |
2 beds | 2 baths | 1,450 sq.ft. |
$485,000 |
Airbnb cash on cash: 1.08%
|
53 Crosby AvenueBrewster, NYWelcome Home to this beautifully maintained Cape Cod-style residence featuring 4 bedrooms ... |
4 beds | 2 baths | 1,431 sq.ft. |
$519,000 |
Airbnb cash on cash: 3.9%
|
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: -1.46%
|
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: -0.69%
|
176 Doansburg Road #172Brewster, NYTHIS HOME WILL NOT BE AVAILABLE FOR OCCUPANCY UNTIL DECEMBER 2026. THERE IS A RESIDENTIAL... |
12 beds | N/A baths | 2,049 sq.ft. |
$950,000 |
Airbnb cash on cash: -1.53%
|
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: -1.67%
|
233 Peaceable Hill RoadBrewster, NYMake your dream home in this peaceable tranquil setting only one hour to New York City. A... |
2 beds | 1 baths | 1,252 sq.ft. |
$324,000 |
Airbnb cash on cash: 2.38%
|
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: -0.63%
|
53 Quail LaneBrewster, NYWelcome to this absolutely stunning four-bedroom Colonial, perfectly situated on a peacefu... |
4 beds | 3 baths | 3,576 sq.ft. |
$975,000 |
Airbnb cash on cash: 0.7%
|
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: -1.64%
|
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. |
$355,000 |
Airbnb cash on cash: 1.41%
|
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: 0.91%
|
4 Eastview CourtBrewster, NYWelcome to this thoughtfully designed, new construction 4-bedroom, 2.5-bathroom home locat... |
4 beds | 3 baths | 2,500 sq.ft. |
$759,000 |
Airbnb cash on cash: 2.38%
|
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: -0.85%
|
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: -0.62%
|
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: 0.66%
|
305 Guinea RoadBrewster, NYA/O - MOTIVATED SELLER! BRING ALL OFFERS! Step into timeless charm and classic American el... |
4 beds | 1 baths | 1,512 sq.ft. |
$399,999 |
Airbnb cash on cash: 6.58%
|
55 Enoch Crosby RoadBrewster, NYTucked away on a private and peaceful 5.5-acre property, this quality custom-built 6,882 s... |
4 beds | 5 baths | 6,882 sq.ft. |
$1,299,000 |
Airbnb cash on cash: -0.01%
|
430 Brewster Hill RoadBrewster, NYWelcome to this beautifully maintained raised ranch, offering 1,700 square feet of thought... |
3 beds | 2 baths | 1,700 sq.ft. |
$500,000 |
Airbnb cash on cash: -0.73%
|
1902 Dunhill DriveBrewster, NYMove-in-ready townhouse recently painted with brand new wall-to-wall carpet on the upper l... |
2 beds | 3 baths | 1,426 sq.ft. |
$399,000 |
Airbnb cash on cash: 0.39%
|
4a Garden StreetBrewster, NYWelcome to this delightful and move in ready home, a true gem nestled in the heart of Brew... |
3 beds | 1 baths | 1,408 sq.ft. |
$399,500 |
Airbnb cash on cash: 0.06%
|
14 Nova LaneBrewster, NYThis classic 2-bedroom home offers a fantastic opportunity to create your dream space. Fea... |
2 beds | 2 baths | 1,384 sq.ft. |
$285,000 |
Airbnb cash on cash: 1.82%
|
42 Brewster Woods DriveBrewster, NYWelcome to this stunning townhouse situated in the sought after Brewster Woods! As you ent... |
2 beds | 2 baths | 2,012 sq.ft. |
$440,000 |
Airbnb cash on cash: 0.26%
|
97 Old RoadBrewster, NYRaised Ranch with 3 Bedroom, 2 Full bath - Home sits high above road with private back yar... |
3 beds | 2 baths | 1,806 sq.ft. |
$580,000 |
Airbnb cash on cash: -1.05%
|
38 Elmwood DriveBrewster, NYConveniently located ranch-style home near stores, restaurants, and major highways. This h... |
3 beds | 1 baths | 1,004 sq.ft. |
$330,000 |
Airbnb cash on cash: 0.21%
|
499 Farm To Market RoadBrewster, NYStunning Georgian Colonial on Nearly 3 Acres â A Perfect Blend of Elegance, Comfort, and... |
4 beds | 3 baths | 3,284 sq.ft. |
$825,000 |
Airbnb cash on cash: 1.66%
|
Real Estate investment in Brewster, NY
There are 29 properties for sale in the city of Brewster . The median list price in Brewster is $500,000 and the average price per square foot is $215. In October 2025, the average monthly cash on cash return in Brewster is 3.00%. The average monthly rental income in Brewster is $3,344.