Real Estate Investment Properties for Sale in Chappaqua, NY

Looking for investment property in Chappaqua, NY with high ROI ?

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

Search for Single Family Residential for Sale in Chappaqua, 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 15 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
249 Mill River Road Chappaqua, NY Executive Raised Ranch 4 beds 2 Bath home. Enjoy comfort and sophistication with red oak h...	4 beds \| 2 baths \| 2,100 sq.ft.	$799,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.35% Airbnb Rental Income: $2980 Traditional Rental Income: $4970 Airbnb ROI: -0.24% Traditional ROI: 3.35%
73 S Bedford Road Chappaqua, NY Welcome home to this well-maintained residence in the heart of vibrant Chappaqua! This 4 b...	4 beds \| 3 baths \| 1,584 sq.ft.	$829,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 2.62% Airbnb Rental Income: $2980 Traditional Rental Income: $4227 Airbnb ROI: 0.12% Traditional ROI: 2.62%
7 Byram Meadows Road Chappaqua, NY Welcome to this beautifully maintained home featuring a spacious 476 sq ft sunroom with di...	4 beds \| 3 baths \| 2,891 sq.ft.	$1,375,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.95% Airbnb Rental Income: $2980 Traditional Rental Income: $4896 Airbnb ROI: -1.09% Traditional ROI: 0.95%
105 Douglas Rd Chappaqua, NY .Welcome to this unique and charming carriage home nestled in the heart of Chappaqua. Lega...	3 beds \| 2 baths \| 2,220 sq.ft.	$999,999	Airbnb cash on cash: -0.64% Traditional cash on cash: 1.39% Airbnb Rental Income: $2999 Traditional Rental Income: $4198 Airbnb ROI: -0.64% Traditional ROI: 1.39%
26 Wallace Way Chappaqua, NY Welcome to 26 Wallace Way - a standout residence in the coveted, sold-out Chappaqua Crossi...	2 beds \| 4 baths \| 2,945 sq.ft.	$1,780,000	Airbnb cash on cash: -2.92% Traditional cash on cash: -0.45% Airbnb Rental Income: $1306 Traditional Rental Income: $4975 Airbnb ROI: -2.92% Traditional ROI: -0.45%
29 Meadow Ln Chappaqua, NY 29 Meadow Ln, Chappaqua, NY 10514 \| Single Family Residential	4 beds \| 2 baths \| 2,445 sq.ft.	$1,100,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.86% Airbnb Rental Income: $2980 Traditional Rental Income: $3743 Airbnb ROI: -0.56% Traditional ROI: 0.86%
35 Neustadt Ln Chappaqua, NY 35 Neustadt Ln, Chappaqua, NY 10514 \| Single Family Residential	4 beds \| 3 baths \| 5,216 sq.ft.	$1,995,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 0.44% Airbnb Rental Income: $2980 Traditional Rental Income: $5937 Airbnb ROI: -1.52% Traditional ROI: 0.44%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chappaqua, NY

249 Mill River Road

Chappaqua, NY

4 beds | 2 baths | 2,100 sq.ft.

$799,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $2980

Traditional Rental Income: $4970

Airbnb ROI: -0.24%

Traditional ROI: 3.35%

73 S Bedford Road

Chappaqua, NY

4 beds | 3 baths | 1,584 sq.ft.

$829,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $2980

Traditional Rental Income: $4227

Airbnb ROI: 0.12%

Traditional ROI: 2.62%

7 Byram Meadows Road

Chappaqua, NY

4 beds | 3 baths | 2,891 sq.ft.

$1,375,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 0.95%

Airbnb Rental Income: $2980

Traditional Rental Income: $4896

Airbnb ROI: -1.09%

Traditional ROI: 0.95%

105 Douglas Rd

Chappaqua, NY

3 beds | 2 baths | 2,220 sq.ft.

$999,999

Airbnb cash on cash: -0.64%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $2999

Traditional Rental Income: $4198

Airbnb ROI: -0.64%

Traditional ROI: 1.39%

26 Wallace Way

Chappaqua, NY

2 beds | 4 baths | 2,945 sq.ft.

$1,780,000

Airbnb cash on cash: -2.92%

Traditional cash on cash: -0.45%

Airbnb Rental Income: $1306

Traditional Rental Income: $4975

Airbnb ROI: -2.92%

Traditional ROI: -0.45%

29 Meadow Ln

Chappaqua, NY

4 beds | 2 baths | 2,445 sq.ft.

$1,100,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 0.86%

Airbnb Rental Income: $2980

Traditional Rental Income: $3743

Airbnb ROI: -0.56%

Traditional ROI: 0.86%

35 Neustadt Ln

Chappaqua, NY

4 beds | 3 baths | 5,216 sq.ft.

$1,995,000

Airbnb cash on cash: -1.52%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $2980

Traditional Rental Income: $5937

Airbnb ROI: -1.52%

Traditional ROI: 0.44%

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