Real Estate Investment Properties for Sale in Dover Plains, NY

Looking for investment property in Dover Plains, NY with high ROI ?

Explore a variety of short-term homes & houses in Dover Plains, NY. Invest wisely with VRBO & Dover Plains, 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 Dover Plains, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
352 Old Route 22 Dover Plains, NY Welcome home! Beautiful and spacious 2-family duplex, perfect for investors, multi-generat...	5 beds \| 3 baths \| 2,546 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2439 Airbnb ROI: N/A Traditional ROI: 3.28%
Investment Properties for Sale in Other Cities of New-york
124 E 28th Street New York , NY Opportunity Awaits in Flatbush! Welcome to this semi-detached single-family home nestled ...	5 beds \| 2 baths \| 1,333 sq.ft.	$649,999	Airbnb cash on cash: 7.77% Traditional cash on cash: 4.14% Airbnb Rental Income: $7244 Traditional Rental Income: $3648 Airbnb ROI: 7.77% Traditional ROI: 4.14%
67 Stryker Street New York , NY Refined 2-family brick residence in Prime Gravesend, marrying timeless curb appeal with mo...	5 beds \| 3 baths \| 1,512 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.07% Airbnb Rental Income: $null Traditional Rental Income: $3958 Airbnb ROI: N/A Traditional ROI: 1.07%
30-33 92nd Street New York , NY This beautifully maintained 4-bedroom, 2.5-bathroom home is designed for comfort, flexibil...	4 beds \| 3 baths \| 1,716 sq.ft.	$880,000	Airbnb cash on cash: 7.28% Traditional cash on cash: 2.76% Airbnb Rental Income: $9164 Traditional Rental Income: $3738 Airbnb ROI: 7.28% Traditional ROI: 2.76%
75 Longview Road New York , NY Exquisite Contemporary Estate in Prestigious Grymes Hill Discover an architectural mast...	4 beds \| 4 baths \| 3,000 sq.ft.	$1,748,999	Airbnb cash on cash: 2.3% Traditional cash on cash: 1.03% Airbnb Rental Income: $7742 Traditional Rental Income: $4195 Airbnb ROI: 2.3% Traditional ROI: 1.03%
76 Douglas Road New York , NY Welcome to Douglas Road, nestled in the prestigious Emerson Hill neighborhood of Staten Is...	4 beds \| 3 baths \| 5,320 sq.ft.	$2,249,999	Airbnb cash on cash: 1.24% Traditional cash on cash: 0.26% Airbnb Rental Income: $7742 Traditional Rental Income: $4207 Airbnb ROI: 1.24% Traditional ROI: 0.26%
16 Serenity Road Greenwood Lake , NY This is the Lake Life you've been waiting for. Newly painted 2 bedroom/1 bath log cabin w...	2 beds \| 1 baths \| 984 sq.ft.	$385,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.2% Airbnb Rental Income: $2063 Traditional Rental Income: $2409 Airbnb ROI: 0.76% Traditional ROI: 3.2%
17 Waterstone Road Greenwood Lake , NY 🌊 A Must-See Greenwood Lake Gem - Pictures Can't Capture These Views! 🌊Thi...	3 beds \| 3 baths \| 1,564 sq.ft.	$649,900	Airbnb cash on cash: 1.46% Traditional cash on cash: 3.15% Airbnb Rental Income: $3082 Traditional Rental Income: $3400 Airbnb ROI: 1.46% Traditional ROI: 3.15%
16 Mapleton Avenue New York , NY Lot size 20x100, building size 12x55, Zoning R3-1. It is a great opportunity to use or inv...	2 beds \| 1 baths \| 528 sq.ft.	$350,000	Airbnb cash on cash: 8.83% Traditional cash on cash: 4.96% Airbnb Rental Income: $4328 Traditional Rental Income: $2147 Airbnb ROI: 8.83% Traditional ROI: 4.96%
6015 Independence Avenue New York , NY Unique 4 bedroom 5 bath cliff-top home in an exclusive North Riverdale enclave. Live perch...	4 beds \| 5 baths \| 2,244 sq.ft.	$1,450,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 2.03% Airbnb Rental Income: $8454 Traditional Rental Income: $5331 Airbnb ROI: 3.16% Traditional ROI: 2.03%
351 Beach 87th Street New York , NY Welcome to this stunning 3-bedroom, 2.5-bathroom semi-detached home, perfectly situated in...	3 beds \| 3 baths \| 1,350 sq.ft.	$650,000	Airbnb cash on cash: 7.02% Traditional cash on cash: 3.33% Airbnb Rental Income: $6815 Traditional Rental Income: $3253 Airbnb ROI: 7.02% Traditional ROI: 3.33%
2819 Schurz Avenue New York , NY 2819 Schurz Avenue is a meticulously renovated 100% Built BRICK two family nestled on a be...	5 beds \| 2 baths \| 2,156 sq.ft.	$849,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 2.78% Airbnb Rental Income: $4252 Traditional Rental Income: $3679 Airbnb ROI: 2.37% Traditional ROI: 2.78%
30 East Avenue Middletown , NY CALLING ALL INVESTORS! Turn of the century charmer located right in the heart of Middletow...	5 beds \| 2 baths \| 1,941 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.12% Airbnb Rental Income: $null Traditional Rental Income: $3302 Airbnb ROI: N/A Traditional ROI: 9.12%
38 Woodside Knolls Drive Middletown , NY Welcome to Woodside Knolls! Discover this stunning tri-level townhouse located in one of t...	3 beds \| 4 baths \| 1,899 sq.ft.	$479,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 5.09% Airbnb Rental Income: $1260 Traditional Rental Income: $3844 Airbnb ROI: -1.56% Traditional ROI: 5.09%
295 Lybolt Road Middletown , NY A/O 9.1.25 ... Spacious home with large yard on a quiet street - what more could you want?...	3 beds \| 2 baths \| 1,222 sq.ft.	$470,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 3.44% Airbnb Rental Income: $1260 Traditional Rental Income: $2800 Airbnb ROI: -0.97% Traditional ROI: 3.44%
54 Pierpont Place New York , NY Welcome to 54 Pierpont Place, a charming and spacious home nestled in the heart of Staten ...	3 beds \| 2 baths \| 1,300 sq.ft.	$569,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 2.48% Airbnb Rental Income: $5856 Traditional Rental Income: $2745 Airbnb ROI: 6.14% Traditional ROI: 2.48%

Real Estate investment in Dover-plains, NY

There are 1 properties for sale in the city of Dover Plains . The median list price in Dover Plains is $437,500 and the average price per square foot is $210. In October 2025, the average monthly cash on cash return in Dover Plains is 5.00%. The average monthly rental income in Dover Plains is $2,776.

Dover-plains, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 1 investment properties available for sale in Dover-plains.

In 2025, the best neighborhood to buy investment property is Dover Plains.

The ROI for Long-Term is higher than the Short-Term in Dover-plains with average rental income of $2,776.

Your search for investment property begins and ends here

Investment Property for Sale in Dover Plains, NY

352 Old Route 22

Dover Plains, NY

5 beds | 3 baths | 2,546 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2439

Airbnb ROI: N/A

Traditional ROI: 3.28%

Investment Properties for Sale in Other Cities of New-york

New York , NY

5 beds | 2 baths | 1,333 sq.ft.

$649,999

Airbnb cash on cash: 7.77%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $7244

Traditional Rental Income: $3648

Airbnb ROI: 7.77%

Traditional ROI: 4.14%

New York , NY

5 beds | 3 baths | 1,512 sq.ft.

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.07%

Airbnb Rental Income: $null

Traditional Rental Income: $3958

Airbnb ROI: N/A

Traditional ROI: 1.07%

New York , NY

4 beds | 3 baths | 1,716 sq.ft.

$880,000

Airbnb cash on cash: 7.28%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $9164

Traditional Rental Income: $3738

Airbnb ROI: 7.28%

Traditional ROI: 2.76%

New York , NY

4 beds | 4 baths | 3,000 sq.ft.

$1,748,999

Airbnb cash on cash: 2.3%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $7742

Traditional Rental Income: $4195

Airbnb ROI: 2.3%

Traditional ROI: 1.03%

New York , NY

4 beds | 3 baths | 5,320 sq.ft.

$2,249,999

Airbnb cash on cash: 1.24%

Traditional cash on cash: 0.26%

Airbnb Rental Income: $7742

Traditional Rental Income: $4207

Airbnb ROI: 1.24%

Traditional ROI: 0.26%

Greenwood Lake , NY

2 beds | 1 baths | 984 sq.ft.

$385,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $2063

Traditional Rental Income: $2409

Airbnb ROI: 0.76%

Traditional ROI: 3.2%

Greenwood Lake , NY

3 beds | 3 baths | 1,564 sq.ft.

$649,900

Airbnb cash on cash: 1.46%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $3082

Traditional Rental Income: $3400

Airbnb ROI: 1.46%

Traditional ROI: 3.15%

New York , NY

2 beds | 1 baths | 528 sq.ft.

$350,000

Airbnb cash on cash: 8.83%

Traditional cash on cash: 4.96%