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.

Single Family Homes for Sale in Brewster, NY

Search for Single Family Residential for Sale in Brewster, 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 21 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
38 Sunset Drive Brewster, NY PRICE 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% Traditional cash on cash: 3.37% Airbnb Rental Income: $2286 Traditional Rental Income: $3481 Airbnb ROI: -0.06% Traditional ROI: 3.37%
239 Gage Road Brewster, NY This 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% Traditional cash on cash: 2.86% Airbnb Rental Income: $4478 Traditional Rental Income: $4479 Airbnb ROI: 1.6% Traditional ROI: 2.86%
16 Reynwood Drive Brewster, NY An 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% Traditional cash on cash: 0.09% Airbnb Rental Income: $4478 Traditional Rental Income: $7988 Airbnb ROI: -1.52% Traditional ROI: 0.09%
297 Farm To Market Road Brewster, NY Breathtaking, 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% Traditional cash on cash: 3.98% Airbnb Rental Income: $2286 Traditional Rental Income: $4076 Airbnb ROI: 0.23% Traditional ROI: 3.98%
314 Brewster Hill Road Brewster, NY Step 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% Traditional cash on cash: 3.65% Airbnb Rental Income: $2286 Traditional Rental Income: $3704 Airbnb ROI: 0.09% Traditional ROI: 3.65%
8 Killian Lane Brewster, NY Set 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% Traditional cash on cash: 3.49% Airbnb Rental Income: $4478 Traditional Rental Income: $4213 Airbnb ROI: 2.46% Traditional ROI: 3.49%
233 Peaceable Hill Road Brewster, NY Make 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% Traditional cash on cash: 3.9% Airbnb Rental Income: $3332 Traditional Rental Income: $2531 Airbnb ROI: 4.06% Traditional ROI: 3.9%
616 Farm To Market Road Brewster, NY BEAUTIFUL 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% Traditional cash on cash: 3.38% Airbnb Rental Income: $2286 Traditional Rental Income: $3803 Airbnb ROI: -0.2% Traditional ROI: 3.38%
50 Stallion Trail Brewster, NY Welcome 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% Traditional cash on cash: 1.6% Airbnb Rental Income: $4478 Traditional Rental Income: $4518 Airbnb ROI: 0.5% Traditional ROI: 1.6%
1302 Route 22 #1300 Brewster, NY Two 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% Traditional cash on cash: 7.9% Airbnb Rental Income: $4295 Traditional Rental Income: $6732 Airbnb ROI: 2.39% Traditional ROI: 7.9%
17 Wilson Road Brewster, NY This 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% Traditional cash on cash: 3.29% Airbnb Rental Income: $2286 Traditional Rental Income: $2966 Airbnb ROI: 0.62% Traditional ROI: 3.29%
6 Meridian Drive Brewster, NY Charming 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% Traditional cash on cash: 5.69% Airbnb Rental Income: $2286 Traditional Rental Income: $3816 Airbnb ROI: 0.8% Traditional ROI: 5.69%
53 Quail Lane Brewster, NY Welcome 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% Traditional cash on cash: 1.46% Airbnb Rental Income: $4478 Traditional Rental Income: $4436 Airbnb ROI: 0.5% Traditional ROI: 1.46%
9 Carol Court Brewster, NY Completely 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% Traditional cash on cash: 2.07% Airbnb Rental Income: $2286 Traditional Rental Income: $4033 Airbnb ROI: -0.89% Traditional ROI: 2.07%
59 Birch Hill Rd Brewster, NY Nestled 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% Traditional cash on cash: 2.82% Airbnb Rental Income: $4478 Traditional Rental Income: $5633 Airbnb ROI: 0.76% Traditional ROI: 2.82%
4 Eastview Court Brewster, NY Welcome 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% Traditional cash on cash: 3.45% Airbnb Rental Income: $4478 Traditional Rental Income: $4396 Airbnb ROI: 2.23% Traditional ROI: 3.45%
19 Clematis Road Brewster, NY Charming 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% Traditional cash on cash: 3.43% Airbnb Rental Income: $2286 Traditional Rental Income: $2834 Airbnb ROI: 0.62% Traditional ROI: 3.43%
4 Wilson Road Brewster, NY Charming 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% Traditional cash on cash: 3.09% Airbnb Rental Income: $2286 Traditional Rental Income: $2784 Airbnb ROI: 0.69% Traditional ROI: 3.09%
147 Peaceable Hill Road Brewster, NY First 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% Traditional cash on cash: 2.89% Airbnb Rental Income: $2286 Traditional Rental Income: $3040 Airbnb ROI: 0.17% Traditional ROI: 2.89%
305 Guinea Road Brewster, NY Step 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% Traditional cash on cash: 4.52% Airbnb Rental Income: $4478 Traditional Rental Income: $3046 Airbnb ROI: 5.77% Traditional ROI: 4.52%

Your search for investment property begins and ends here

Single Family Homes for Sale in Brewster, NY

38 Sunset Drive

Brewster, NY

3 beds | 2 baths | 1,924 sq.ft.

$550,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $2286

Traditional Rental Income: $3481

Airbnb ROI: -0.06%

Traditional ROI: 3.37%

239 Gage Road

Brewster, NY

4 beds | 3 baths | 3,330 sq.ft.

$799,000

Airbnb cash on cash: 1.6%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $4478

Traditional Rental Income: $4479

Airbnb ROI: 1.6%

Traditional ROI: 2.86%

16 Reynwood Drive

Brewster, NY

4 beds | 7 baths | 8,220 sq.ft.

$2,995,000

Airbnb cash on cash: -1.52%

Traditional cash on cash: 0.09%

Airbnb Rental Income: $4478

Traditional Rental Income: $7988

Airbnb ROI: -1.52%

Traditional ROI: 0.09%

297 Farm To Market Road

Brewster, NY

3 beds | 3 baths | 2,057 sq.ft.

$675,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $2286

Traditional Rental Income: $4076

Airbnb ROI: 0.23%

Traditional ROI: 3.98%

314 Brewster Hill Road

Brewster, NY

3 beds | 3 baths | 1,968 sq.ft.

$599,000

Airbnb cash on cash: 0.09%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $2286

Traditional Rental Income: $3704

Airbnb ROI: 0.09%

Traditional ROI: 3.65%

8 Killian Lane

Brewster, NY

4 beds | 3 baths | 2,502 sq.ft.

$699,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $4478

Traditional Rental Income: $4213

Airbnb ROI: 2.46%

Traditional ROI: 3.49%

233 Peaceable Hill Road

Brewster, NY

2 beds | 1 baths | 1,252 sq.ft.

$367,000

Airbnb cash on cash: 4.06%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $3332

Traditional Rental Income: $2531

Airbnb ROI: 4.06%

Traditional ROI: 3.9%

616 Farm To Market Road

Brewster, NY

3 beds | 2 baths | 2,292 sq.ft.

$625,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $2286

Traditional Rental Income: $3803

Airbnb ROI: -0.2%