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 |
|---|---|---|---|
10 Meridian DriveBrewster, NYWelcome to this beautifully designed 3-bedroom, 3-bath home offering over 2,800 square fee... |
3 beds | 3 baths | 2,955 sq.ft. |
$550,000 |
Airbnb cash on cash: -1.16%
|
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: 1.72%
|
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: 0.98%
|
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: 3.77%
|
5 Carillon RoadBrewster, NYThis fully renovated 3 bedroom home has spacious, light filled rooms, an open floorplan, a... |
3 beds | 2 baths | 1,665 sq.ft. |
$550,000 |
Airbnb cash on cash: -1.02%
|
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: -1.48%
|
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: -1.58%
|
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. |
$475,000 |
Airbnb cash on cash: -0.49%
|
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: 1.27%
|
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: 0.85%
|
4 Eastview CourtBrewster, NY*New Construction!* Welcome to this thoughtfully designed, new construction 4-bedroom, 2.5... |
4 beds | 3 baths | 2,500 sq.ft. |
$749,000 |
Airbnb cash on cash: 2.08%
|
19 Clematis RoadBrewster, NYCharming Three-Bedroom Ranch with Spacious Fenced Yard & Endless Potential. Don't miss thi... |
3 beds | 1 baths | 1,398 sq.ft. |
$425,000 |
Airbnb cash on cash: -0.72%
|
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: -0.51%
|
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: 0.54%
|
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: 6.41%
|
55 Enoch Crosby RoadBrewster, NYCustom-built & Quality-built home. First time on the market. Priced to Sell. 55 Enoch Cros... |
4 beds | 5 baths | 6,882 sq.ft. |
$1,188,000 |
Airbnb cash on cash: 0.03%
|
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: -0.62%
|
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: 0.26%
|
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: 0.2%
|
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: 1.65%
|
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: 0.15%
|
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. |
$569,000 |
Airbnb cash on cash: -0.96%
|
499 Farm To Market RoadBrewster, NYStunning Georgian Colonial on Nearly 3 Acres - A Perfect Blend of Elegance, Comfort, and P... |
4 beds | 3 baths | 3,284 sq.ft. |
$825,000 |
Airbnb cash on cash: 1.58%
|
31 Tea House LaneBrewster, NYTimeless Southern Colonial Elegance Meets Modern Luxury â Your Dream Home Awaits! Found... |
4 beds | 5 baths | 5,348 sq.ft. |
$1,800,000 |
Airbnb cash on cash: 0.86%
|
534 N Main StreetBrewster, NYInvestor special in the heart of Brewster Village! This two-family home offers a 2-bedroom... |
4 beds | N/A baths | N/A |
$399,999 |
Airbnb cash on cash: 6.3%
|
62 Bloomer RoadBrewster, NYCharming and well maintained 4 Bedroom Cape with Great Potential! Welcome to this inviting... |
4 beds | 2 baths | 2,052 sq.ft. |
$450,000 |
Airbnb cash on cash: 5.28%
|
602 Holly Stream CourtBrewster, NYWelcome to this peaceful, quiet and very private condominium complex in Brewster. This spa... |
2 beds | 1 baths | 1,045 sq.ft. |
$310,000 |
Airbnb cash on cash: 2.71%
|
424 Gage RoadBrewster, NYNestled on a serene and scenic stretch of Gage Road in the town of Southeast, this excepti... |
4 beds | 3 baths | 3,406 sq.ft. |
$849,900 |
Airbnb cash on cash: 1.23%
|
69 Vails Lake Shore DriveBrewster, NYWelcome to Your Peach Lake Retreat! Experience lakeside living at its finest in this turnk... |
2 beds | 2 baths | 1,196 sq.ft. |
$999,000 |
Airbnb cash on cash: 0.05%
|
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 $228. In December 2025, the average monthly cash on cash return in Brewster is 3.00%. The average monthly rental income in Brewster is $3,090.