Real Estate Investment Properties for Sale in Roslyn, NY

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

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

Search for Single Family Residential for Sale in Roslyn, 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 19 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
19 Ridge Drive E Roslyn, NY Welcome to this fully renovated ranch-style residence in the desirable Flower Hill section...	3 beds \| 3 baths \| 1,552 sq.ft.	$1,480,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 0.72% Airbnb Rental Income: $2815 Traditional Rental Income: $4114 Airbnb ROI: -0.7% Traditional ROI: 0.72%
19 Tatterson Street Roslyn, NY Welcome to the historic Village of Roslyn, located on the Gold Coast of Long Island. This ...	3 beds \| 1 baths \| 798 sq.ft.	$758,888	Airbnb cash on cash: 0.74% Traditional cash on cash: 1.66% Airbnb Rental Income: $2815 Traditional Rental Income: $2810 Airbnb ROI: 0.74% Traditional ROI: 1.66%
106 Woods Drive Roslyn, NY Beautiful split ranch brick home, located near Northern Blvd at Roslyn Harbor, NY. Situate...	5 beds \| 5 baths \| 3,000 sq.ft.	$1,700,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $6585 Airbnb ROI: N/A Traditional ROI: 1.4%
1613 Northern Boulevard Roslyn, NY This cozy and inviting 2 bedroom, 1 bath Colonial is the ideal balance of charm and potent...	2 beds \| 1 baths \| 1,146 sq.ft.	$749,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.06% Airbnb Rental Income: $1513 Traditional Rental Income: $3108 Airbnb ROI: -0.85% Traditional ROI: 2.06%
8 Junard Drive Roslyn, NY Turnkey home with style! Totally Renovated from Top to Bottom! This stunning home has been...	4 beds \| 4 baths \| N/A	$1,925,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.01% Airbnb Rental Income: $3526 Traditional Rental Income: $5670 Airbnb ROI: -0.63% Traditional ROI: 1.01%
245 Birch Drive unit: Roslyn #Roslyn Roslyn, NY Ranch home with 2322 square footage on main level and 1161 square footage on lower level. ...	3 beds \| 3 baths \| 2,322 sq.ft.	$1,488,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.83% Airbnb Rental Income: $2815 Traditional Rental Income: $4601 Airbnb ROI: -0.94% Traditional ROI: 0.83%
16 Ridge Drive E Roslyn, NY Welcome to 16 Ridge Drive East, Flower Hill, Roslyn- an elegant five-bedroom, two-bath Cap...	5 beds \| 2 baths \| 2,543 sq.ft.	$1,388,888	Airbnb cash on cash: N/A Traditional cash on cash: 0.93% Airbnb Rental Income: $null Traditional Rental Income: $4227 Airbnb ROI: N/A Traditional ROI: 0.93%
52 Woodland Road Roslyn, NY Welcome to 52 Woodland Road - Newly Renovated Luxury in Roslyn! Set on nearly half an acre...	5 beds \| 5 baths \| 4,313 sq.ft.	$3,499,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.47% Airbnb Rental Income: $null Traditional Rental Income: $6947 Airbnb ROI: N/A Traditional ROI: 0.47%
47 Pinewood Road Roslyn, NY Welcome to your dream home in the prestigious East Hills Country Estate community! This ne...	4 beds \| 3 baths \| 2,661 sq.ft.	$1,799,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 0.9% Airbnb Rental Income: $3526 Traditional Rental Income: $5050 Airbnb ROI: -0.48% Traditional ROI: 0.9%
27 Bridle Path Roslyn, NY Back on the market and better than ever! This Roslyn gem has undergone a stunning refresh,...	5 beds \| 4 baths \| 2,828 sq.ft.	$1,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $5682 Airbnb ROI: N/A Traditional ROI: 1.41%
112 Ursula Drive Roslyn, NY This is the house you've been waiting for. Bring your personal belongings and move right i...	4 beds \| 3 baths \| 2,728 sq.ft.	$1,588,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 1.14% Airbnb Rental Income: $3526 Traditional Rental Income: $5044 Airbnb ROI: -0.42% Traditional ROI: 1.14%
14 Ridge Drive E Roslyn, NY Welcome to 14 Ridge Drive East, Roslyn â a spacious and expanded 5-bedroom, 2-bathroom r...	5 beds \| 2 baths \| 2,679 sq.ft.	$1,399,999	Airbnb cash on cash: N/A Traditional cash on cash: 0.91% Airbnb Rental Income: $null Traditional Rental Income: $4253 Airbnb ROI: N/A Traditional ROI: 0.91%
64 Hamilton Drive Roslyn, NY Beautiful multilevel home in exclusive area of Hamilton Park. Herricks school. Close to sh...	4 beds \| 3 baths \| 2,385 sq.ft.	$1,588,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 0.89% Airbnb Rental Income: $3526 Traditional Rental Income: $5053 Airbnb ROI: -0.67% Traditional ROI: 0.89%
5 Woods Lane Roslyn, NY This spacious chalet expanded ranch offers timeless curb appeal, set on a beautiful, expan...	5 beds \| 3 baths \| 3,099 sq.ft.	$1,425,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.65% Airbnb Rental Income: $null Traditional Rental Income: $5419 Airbnb ROI: N/A Traditional ROI: 1.65%
4 Carriage Road Roslyn, NY Sunny Roslyn Carriage House, 5 Bedroom Colonial with Circular Driveway. Wood Floors to For...	5 beds \| 3 baths \| 2,737 sq.ft.	$1,575,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.88% Airbnb Rental Income: $null Traditional Rental Income: $4918 Airbnb ROI: N/A Traditional ROI: 0.88%
309 Main Street #D Roslyn, NY Discover this beautifully renovated one-bedroom co-op in the heart of Roslyn . Perfectly s...	1 beds \| 1 baths \| 850 sq.ft.	$389,998	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.77% Airbnb Rental Income: $1668 Traditional Rental Income: $2613 Airbnb ROI: -0.09% Traditional ROI: 3.77%
6 Overhill Lane Roslyn, NY Welcome to your dream home in the picturesque Village of Flower Hill, nestled in the charm...	3 beds \| 3 baths \| 2,092 sq.ft.	$1,399,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 0.85% Airbnb Rental Income: $2815 Traditional Rental Income: $4288 Airbnb ROI: -0.79% Traditional ROI: 0.85%
180 Dogwood Road Roslyn, NY Welcome to this charming three-bedroom, three-bath split-level residence, lovingly owned a...	3 beds \| 3 baths \| 1,850 sq.ft.	$1,150,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.95% Airbnb Rental Income: $2815 Traditional Rental Income: $4436 Airbnb ROI: -0.19% Traditional ROI: 1.95%
15 Cedar Drive Roslyn, NY Public online Auction: Bidding opens 11 AM 11/04/25 & Ends 11/06/25 @ 11 AM (approx). The ...	3 beds \| 2 baths \| 2,118 sq.ft.	$910,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 8.74% Airbnb Rental Income: $2815 Traditional Rental Income: $10450 Airbnb ROI: -1.05% Traditional ROI: 8.74%

Your search for investment property begins and ends here

Single Family Homes for Sale in Roslyn, NY

19 Ridge Drive E

Roslyn, NY

3 beds | 3 baths | 1,552 sq.ft.

$1,480,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $2815

Traditional Rental Income: $4114

Airbnb ROI: -0.7%

Traditional ROI: 0.72%

19 Tatterson Street

Roslyn, NY

3 beds | 1 baths | 798 sq.ft.

$758,888

Airbnb cash on cash: 0.74%

Traditional cash on cash: 1.66%

Airbnb Rental Income: $2815

Traditional Rental Income: $2810

Airbnb ROI: 0.74%

Traditional ROI: 1.66%

106 Woods Drive

Roslyn, NY

5 beds | 5 baths | 3,000 sq.ft.

$1,700,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.4%

Airbnb Rental Income: $null

Traditional Rental Income: $6585

Airbnb ROI: N/A

Traditional ROI: 1.4%

1613 Northern Boulevard

Roslyn, NY

2 beds | 1 baths | 1,146 sq.ft.

$749,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $1513

Traditional Rental Income: $3108

Airbnb ROI: -0.85%

Traditional ROI: 2.06%

8 Junard Drive

Roslyn, NY

4 beds | 4 baths | N/A

$1,925,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $3526

Traditional Rental Income: $5670

Airbnb ROI: -0.63%

Traditional ROI: 1.01%

245 Birch Drive unit: Roslyn #Roslyn

Roslyn, NY

3 beds | 3 baths | 2,322 sq.ft.

$1,488,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 0.83%

Airbnb Rental Income: $2815

Traditional Rental Income: $4601

Airbnb ROI: -0.94%

Traditional ROI: 0.83%

16 Ridge Drive E

Roslyn, NY

5 beds | 2 baths | 2,543 sq.ft.

$1,388,888

Airbnb cash on cash: N/A

Traditional cash on cash: 0.93%

Airbnb Rental Income: $null

Traditional Rental Income: $4227

Airbnb ROI: N/A

Traditional ROI: 0.93%

52 Woodland Road

Roslyn, NY

5 beds | 5 baths | 4,313 sq.ft.

$3,499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.47%

Airbnb Rental Income: $null

Traditional Rental Income: $6947

Airbnb ROI: N/A