Real Estate Investment Properties for Sale in Shirley, NY

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

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

Search for Single Family Residential for Sale in Shirley, 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 87 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
4 Golden Gate Lane Shirley, NY Welcome to this beautifully maintained 3 bedroom, 3 bathroom home nestled in a desirable n...	3 beds \| 3 baths \| 2,408 sq.ft.	$589,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 5.2% Airbnb Rental Income: $3105 Traditional Rental Income: $4535 Airbnb ROI: 1.31% Traditional ROI: 5.2%
127 Johns Neck Road Shirley, NY Waterfront Living with Private Dock - Rare Opportunity! Welcome to a unique waterfront pro...	3 beds \| 2 baths \| 1,284 sq.ft.	$485,000	Airbnb cash on cash: 2.64% Traditional cash on cash: 5.27% Airbnb Rental Income: $3105 Traditional Rental Income: $3592 Airbnb ROI: 2.64% Traditional ROI: 5.27%
146 Moriches Middle Island Road Shirley, NY Beautiful Colonial house with stunning landscaping fully renovated, a lot of space windows...	4 beds \| 4 baths \| 1,296 sq.ft.	$649,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.02% Airbnb Rental Income: $2777 Traditional Rental Income: $4234 Airbnb ROI: 0.54% Traditional ROI: 4.02%
191 Flower Road Shirley, NY Welcome to Country Woods, a beautiful gated community where this newly built ranch offers ...	3 beds \| 2 baths \| 1,934 sq.ft.	$659,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 3.03% Airbnb Rental Income: $3105 Traditional Rental Income: $3732 Airbnb ROI: 0.86% Traditional ROI: 3.03%
194 E Parkview Drive Shirley, NY Beautiful, 3 bedroom 2.5 bath colonial with finished basement built in 2005 on a corner lo...	3 beds \| 3 baths \| 1,428 sq.ft.	$550,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 4.53% Airbnb Rental Income: $3105 Traditional Rental Income: $3734 Airbnb ROI: 1.93% Traditional ROI: 4.53%
67 Westminster Drive Shirley, NY Opportunity knocks in the Shirley Beach area! If you've been waiting for one of the lowest...	3 beds \| 1 baths \| 1,050 sq.ft.	$399,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 5.44% Airbnb Rental Income: $3105 Traditional Rental Income: $3083 Airbnb ROI: 3.61% Traditional ROI: 5.44%
171 Hounslow Road Shirley, NY We have an updated 3 bedroom 3 bathroom corner ranch home. This home stands out because of...	3 beds \| 3 baths \| 1,236 sq.ft.	$589,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 3.99% Airbnb Rental Income: $3105 Traditional Rental Income: $3803 Airbnb ROI: 1.44% Traditional ROI: 3.99%
158 William Floyd Parkway Shirley, NY Welcome to this charming starter home offering the perfect blend of comfort and convenienc...	3 beds \| 3 baths \| 1,104 sq.ft.	$550,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 5.18% Airbnb Rental Income: $3105 Traditional Rental Income: $4037 Airbnb ROI: 1.99% Traditional ROI: 5.18%
153 Parkwood Drive Shirley, NY Lovely And Private 4 Level Split Style Home On Just Shy Of A Half Acre Of Parklike Propert...	3 beds \| 2 baths \| 1,944 sq.ft.	$565,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 4.9% Airbnb Rental Income: $3105 Traditional Rental Income: $4018 Airbnb ROI: 1.83% Traditional ROI: 4.9%
20 Essex Circle Shirley, NY Welcome home to 20 Essex Circle, a pristine and beautifully appointed 3 bedroom, 3.5 bathr...	3 beds \| 4 baths \| N/A	$589,990	Airbnb cash on cash: 1.46% Traditional cash on cash: 6.85% Airbnb Rental Income: $3105 Traditional Rental Income: $5367 Airbnb ROI: 1.46% Traditional ROI: 6.85%
19 Golden Gate Drive Shirley, NY Welcome to 19 Golden Gate Drive, Shirley - a beautifully maintained 3-bedroom, 2-bath home...	3 beds \| 2 baths \| 1,698 sq.ft.	$599,990	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.49% Airbnb Rental Income: $3105 Traditional Rental Income: $3562 Airbnb ROI: 1.41% Traditional ROI: 3.49%
122 Manor Drive Shirley, NY Investor special! 4-bedroom, 2-bath property situated on a generous lot in a desirable loc...	4 beds \| 2 baths \| 1,500 sq.ft.	$350,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 8.79% Airbnb Rental Income: $2777 Traditional Rental Income: $3864 Airbnb ROI: 3.5% Traditional ROI: 8.79%
48 Westwood Drive Shirley, NY This beautiful and expansive 2,500 sqft 3 bedroom, 3 bath Farm Ranch blends luxury, comfor...	3 beds \| 3 baths \| 2,500 sq.ft.	$780,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.95% Airbnb Rental Income: $3105 Traditional Rental Income: $4747 Airbnb ROI: 0.72% Traditional ROI: 3.95%
71 Pinewood Drive Shirley, NY Welcome to 71 Pinewood Drive, a well-maintained 4-bedroom, 2-bath ranch offering flexibili...	4 beds \| 2 baths \| 1,758 sq.ft.	$499,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 5.94% Airbnb Rental Income: $2777 Traditional Rental Income: $4024 Airbnb ROI: 1.88% Traditional ROI: 5.94%
46 Rockledge Drive Shirley, NY Move right into this renovated, 4 BR, 2 Bathroom, Cape style home, with full basement and ...	4 beds \| 2 baths \| 1,368 sq.ft.	$549,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 2.61% Airbnb Rental Income: $2777 Traditional Rental Income: $2684 Airbnb ROI: 1.52% Traditional ROI: 2.61%
39 Pinetop Drive Shirley, NY LIVING LUXURY In The Heart Of Shirley! This Hamptons Inspired Home Is Nestled On A Lush .2...	4 beds \| 4 baths \| 2,414 sq.ft.	$669,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 1.92% Airbnb Rental Income: $2777 Traditional Rental Income: $2894 Airbnb ROI: 0.69% Traditional ROI: 1.92%
66 Corbin Avenue Shirley, NY Welcome to 66 Corbin Avenue in Shirley's West Tangier section. This is a versatile propert...	3 beds \| 2 baths \| 1,868 sq.ft.	$474,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 3.95% Airbnb Rental Income: $3105 Traditional Rental Income: $3062 Airbnb ROI: 2.45% Traditional ROI: 3.95%
152 Grand Avenue Shirley, NY Move right in and start enjoying this beautifully updated 3-bedroom, 1.5-bath ranch set on...	3 beds \| 2 baths \| 1,000 sq.ft.	$599,999	Airbnb cash on cash: 2.21% Traditional cash on cash: 3.9% Airbnb Rental Income: $3105 Traditional Rental Income: $3345 Airbnb ROI: 2.21% Traditional ROI: 3.9%
465 Helene Avenue Shirley, NY LIVING LUXURY In The Heart Of Shirley! This Hamptons Inspired Home Is Situated On A Lush ....	5 beds \| 3 baths \| 1,976 sq.ft.	$689,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 2.8% Airbnb Rental Income: $4370 Traditional Rental Income: $3483 Airbnb ROI: 2.75% Traditional ROI: 2.8%
72 Grandview Drive Shirley, NY Welcome To Shirley NY. Come Live in Paradise... A Wonderful Beach Community .. Just 2 Minu...	3 beds \| 3 baths \| 4,018 sq.ft.	$1,429,900	Airbnb cash on cash: -0.4% Traditional cash on cash: 0.87% Airbnb Rental Income: $3105 Traditional Rental Income: $4087 Airbnb ROI: -0.4% Traditional ROI: 0.87%
90 Grandview Drive Shirley, NY Welcome to The Swan House! Indulge in the serenity of being serenaded by the crashing wave...	3 beds \| 1 baths \| 1,248 sq.ft.	$610,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 2.5% Airbnb Rental Income: $3105 Traditional Rental Income: $3086 Airbnb ROI: 1.3% Traditional ROI: 2.5%
19 Kent Drive Shirley, NY Welcome to your own slice of the South Shore lifestyle... a beautifully cared-for 2-bedroo...	2 beds \| 1 baths \| 900 sq.ft.	$425,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 5.03% Airbnb Rental Income: $2387 Traditional Rental Income: $3129 Airbnb ROI: 1.7% Traditional ROI: 5.03%
38 Argyle Drive Shirley, NY Welcome to this charming, beautifully updated Ranch featuring 2 bedrooms and 1 pristine fu...	2 beds \| 1 baths \| N/A	$439,990	Airbnb cash on cash: 1.77% Traditional cash on cash: 3.95% Airbnb Rental Income: $2387 Traditional Rental Income: $2699 Airbnb ROI: 1.77% Traditional ROI: 3.95%
89 Argyle Drive Shirley, NY 4 Bedroom 2 Bath cash deals only	3 beds \| 2 baths \| 1,372 sq.ft.	$379,900	Airbnb cash on cash: 3.44% Traditional cash on cash: 7.39% Airbnb Rental Income: $3105 Traditional Rental Income: $3806 Airbnb ROI: 3.44% Traditional ROI: 7.39%
42 Revilo Avenue Shirley, NY Your Dream Home Awaits!! Custom Ranch Renovated And Meticulously Maintained, 42 Revilo Ave...	3 beds \| 4 baths \| 3,144 sq.ft.	$849,500	Airbnb cash on cash: 0.97% Traditional cash on cash: 3.91% Airbnb Rental Income: $3105 Traditional Rental Income: $4725 Airbnb ROI: 0.97% Traditional ROI: 3.91%
332 Commack Road Shirley, NY This is the one you've been waiting for!!! Welcome to 332 Commack Rd in Shirley! Move righ...	3 beds \| 1 baths \| 855 sq.ft.	$395,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 5.57% Airbnb Rental Income: $3105 Traditional Rental Income: $3143 Airbnb ROI: 3.56% Traditional ROI: 5.57%
516 Neighborhood Road Shirley, NY Opportunity knocks, Affordable Quality New Constuction Diamond Home. Welcome to this expan...	3 beds \| 2 baths \| 1,500 sq.ft.	$499,999	Airbnb cash on cash: 2.28% Traditional cash on cash: 4.62% Airbnb Rental Income: $3105 Traditional Rental Income: $3496 Airbnb ROI: 2.28% Traditional ROI: 4.62%
16 Adobe Drive Shirley, NY Fantastic And Beautifully Renovated Ranch In The Tangiers Section Of Shirley!!! Completely...	3 beds \| 2 baths \| 1,172 sq.ft.	$565,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 3.76% Airbnb Rental Income: $3105 Traditional Rental Income: $3347 Airbnb ROI: 1.96% Traditional ROI: 3.76%
438 Auborn Avenue Shirley, NY Completely renovated in 2026, with new range hood and bathroom vanities installed 7/4, thi...	3 beds \| 2 baths \| 1,100 sq.ft.	$495,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 2.99% Airbnb Rental Income: $3105 Traditional Rental Income: $2800 Airbnb ROI: 2.12% Traditional ROI: 2.99%
44 Westminster Drive Shirley, NY Welcome to 44 Westminster Drive, Shirley a sophisticated coastal haven that captures the s...	3 beds \| 3 baths \| 2,509 sq.ft.	$599,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 5.04% Airbnb Rental Income: $3105 Traditional Rental Income: $4343 Airbnb ROI: 1.56% Traditional ROI: 5.04%
18 Merrick Road Shirley, NY Welcome Home! Picture Perfect living awaits in this charming move in ready Home Nestled in...	3 beds \| 1 baths \| 1,794 sq.ft.	$569,999	Airbnb cash on cash: 1.9% Traditional cash on cash: 3.34% Airbnb Rental Income: $3105 Traditional Rental Income: $3167 Airbnb ROI: 1.9% Traditional ROI: 3.34%
305 COMMACK Road Shirley, NY New Construction Home Construction Started!!....Be In By The Fall!!This to be built 3 Bedr...	3 beds \| 2 baths \| 1,400 sq.ft.	$579,990	Airbnb cash on cash: 1.55% Traditional cash on cash: 3.32% Airbnb Rental Income: $3105 Traditional Rental Income: $3359 Airbnb ROI: 1.55% Traditional ROI: 3.32%
N/C FAIRVIEW Drive Shirley, NY New Construction Home!!!....To Be Built.. Permit Is In Place And Ready To Start!!!! Can Cu...	3 beds \| 2 baths \| 1,400 sq.ft.	$569,990	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.43% Airbnb Rental Income: $3105 Traditional Rental Income: $3359 Airbnb ROI: 1.62% Traditional ROI: 3.43%
487 NEIGHBORHOOD ROAD Shirley, NY Construction Started!!New Construction Home Will Be Completed In The Fall...To Be Built 3 ...	3 beds \| 2 baths \| 1,400 sq.ft.	$569,990	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.43% Airbnb Rental Income: $3105 Traditional Rental Income: $3359 Airbnb ROI: 1.62% Traditional ROI: 3.43%
N/C ROBINSON Drive Shirley, NY New Construction Home To Be Built!! Permit In Place And Ready To Start!!!!... This Home Is...	3 beds \| 2 baths \| 1,350 sq.ft.	$569,990	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.33% Airbnb Rental Income: $3105 Traditional Rental Income: $3308 Airbnb ROI: 1.62% Traditional ROI: 3.33%
Pinewood Drive Shirley, NY WILL BE BUILT, BE IN THIS SUMMER,, a custom cape model, first floor bedroom and bath, hard...	3 beds \| 2 baths \| 1,400 sq.ft.	$549,990	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.59% Airbnb Rental Income: $3105 Traditional Rental Income: $3326 Airbnb ROI: 1.78% Traditional ROI: 3.59%
162 Parkwood Drive Shirley, NY Welcome to this well maintained ranch style home located at 162 Parkwood Dr in Shirley, of...	3 beds \| 2 baths \| 896 sq.ft.	$499,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 3.45% Airbnb Rental Income: $3105 Traditional Rental Income: $2809 Airbnb ROI: 2.57% Traditional ROI: 3.45%
72 Concord Road Shirley, NY Beautiful New Construction Raised Ranch Ready for you to move right in, Living Room With C...	3 beds \| 2 baths \| 1,120 sq.ft.	$659,999	Airbnb cash on cash: 0.94% Traditional cash on cash: 2.38% Airbnb Rental Income: $3105 Traditional Rental Income: $3283 Airbnb ROI: 0.94% Traditional ROI: 2.38%
7 Fairlawn Court Shirley, NY Waterfront Living Near Fire Island Shores Welcome to your serene waterfront retreat, where...	5 beds \| 2 baths \| 1,798 sq.ft.	$645,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 4.53% Airbnb Rental Income: $4370 Traditional Rental Income: $4205 Airbnb ROI: 3.28% Traditional ROI: 4.53%
21 Lama Drive Shirley, NY Don't miss this opportunity! This spacious High Ranch single-family home offers 1,956 sq f...	3 beds \| 2 baths \| 1,956 sq.ft.	$469,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 5.45% Airbnb Rental Income: $3105 Traditional Rental Income: $3695 Airbnb ROI: 2.49% Traditional ROI: 5.45%

Your search for investment property begins and ends here

Single Family Homes for Sale in Shirley, NY

4 Golden Gate Lane

Shirley, NY

3 beds | 3 baths | 2,408 sq.ft.

$589,000

Airbnb cash on cash: 1.31%

Traditional cash on cash: 5.2%

Airbnb Rental Income: $3105

Traditional Rental Income: $4535

Airbnb ROI: 1.31%

Traditional ROI: 5.2%

127 Johns Neck Road

Shirley, NY

3 beds | 2 baths | 1,284 sq.ft.

$485,000

Airbnb cash on cash: 2.64%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $3105

Traditional Rental Income: $3592

Airbnb ROI: 2.64%

Traditional ROI: 5.27%

146 Moriches Middle Island Road

Shirley, NY

4 beds | 4 baths | 1,296 sq.ft.

$649,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $2777

Traditional Rental Income: $4234

Airbnb ROI: 0.54%

Traditional ROI: 4.02%

191 Flower Road

Shirley, NY

3 beds | 2 baths | 1,934 sq.ft.

$659,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $3105

Traditional Rental Income: $3732

Airbnb ROI: 0.86%

Traditional ROI: 3.03%

194 E Parkview Drive

Shirley, NY

3 beds | 3 baths | 1,428 sq.ft.

$550,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $3105

Traditional Rental Income: $3734

Airbnb ROI: 1.93%

Traditional ROI: 4.53%

67 Westminster Drive

Shirley, NY

3 beds | 1 baths | 1,050 sq.ft.

$399,000

Airbnb cash on cash: 3.61%

Traditional cash on cash: 5.44%

Airbnb Rental Income: $3105

Traditional Rental Income: $3083

Airbnb ROI: 3.61%

Traditional ROI: 5.44%

171 Hounslow Road

Shirley, NY

3 beds | 3 baths | 1,236 sq.ft.

$589,000

Airbnb cash on cash: 1.44%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $3105

Traditional Rental Income: $3803

Airbnb ROI: 1.44%

Traditional ROI: 3.99%

158 William Floyd Parkway

Shirley, NY

3 beds | 3 baths | 1,104 sq.ft.

$550,000

Airbnb cash on cash: 1.99%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $3105

Traditional Rental Income: $4037

Airbnb ROI: 1.99%