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 88 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
15 Loughlin Drive Shirley, NY Beautifully maintained Colonial located in the desirable Tangiers section of Shirley, offe...	3 beds \| 2 baths \| 1,518 sq.ft.	$575,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.94% Airbnb Rental Income: $2850 Traditional Rental Income: $3655 Airbnb ROI: 1.2% Traditional ROI: 3.94%
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: 2.17% Traditional cash on cash: 5.27% Airbnb Rental Income: $2850 Traditional Rental Income: $3592 Airbnb ROI: 2.17% Traditional ROI: 5.27%
6 Rugby Drive Shirley, NY Discover 6 Rugby Drive in Shirley with stunning WATERVIEWS of the bay, a resort-style back...	3 beds \| 1 baths \| 1,300 sq.ft.	$499,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 4.03% Airbnb Rental Income: $2850 Traditional Rental Income: $3151 Airbnb ROI: 1.96% Traditional ROI: 4.03%
126 Floyd Road Shirley, NY This move-in-ready 4-bedroom, 2.5-bath home welcomes you into an amazing sun-drenched livi...	4 beds \| 3 baths \| 1,228 sq.ft.	$650,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 3.24% Airbnb Rental Income: $1291 Traditional Rental Income: $3556 Airbnb ROI: -1.16% Traditional ROI: 3.24%
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: 0.52% Traditional cash on cash: 3.03% Airbnb Rental Income: $2850 Traditional Rental Income: $3732 Airbnb ROI: 0.52% 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: 1.52% Traditional cash on cash: 4.53% Airbnb Rental Income: $2850 Traditional Rental Income: $3734 Airbnb ROI: 1.52% 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: 3.04% Traditional cash on cash: 5.44% Airbnb Rental Income: $2850 Traditional Rental Income: $3083 Airbnb ROI: 3.04% 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: 1.05% Traditional cash on cash: 3.99% Airbnb Rental Income: $2850 Traditional Rental Income: $3803 Airbnb ROI: 1.05% Traditional ROI: 3.99%
31 Roneck Court Shirley, NY VACATION YEAR-ROUND! Affordable Waterfront opportunity at end of a wide canal at the openi...	3 beds \| 2 baths \| 1,400 sq.ft.	$639,999	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.26% Airbnb Rental Income: $2850 Traditional Rental Income: $3812 Airbnb ROI: 0.54% Traditional ROI: 3.26%
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: 1.58% Traditional cash on cash: 5.18% Airbnb Rental Income: $2850 Traditional Rental Income: $4037 Airbnb ROI: 1.58% Traditional ROI: 5.18%
426 Lucerne Avenue Shirley, NY LIVING LUXURY In The Heart Of Shirley! Hamptons Inspired, Home Is Nestled On A Lush .21 Ac...	4 beds \| 3 baths \| 1,890 sq.ft.	$669,000	Airbnb cash on cash: -1.47% Traditional cash on cash: 4.01% Airbnb Rental Income: $1291 Traditional Rental Income: $4303 Airbnb ROI: -1.47% Traditional ROI: 4.01%
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: 1.08% Traditional cash on cash: 6.85% Airbnb Rental Income: $2850 Traditional Rental Income: $5367 Airbnb ROI: 1.08% Traditional ROI: 6.85%
59 Dawn Drive Shirley, NY Introducing a Recently Renovated Ranch Situated on an Expansive 104x124 Lot in Shirley! Th...	3 beds \| 2 baths \| 1,064 sq.ft.	$548,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 4.26% Airbnb Rental Income: $2850 Traditional Rental Income: $3511 Airbnb ROI: 1.68% Traditional ROI: 4.26%
70 Breston Drive E Shirley, NY Welcome to this timeless 4-bedroom, 3-bathroom Traditional Colonial. Designed for both ent...	4 beds \| 3 baths \| 2,041 sq.ft.	$599,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 4.94% Airbnb Rental Income: $1291 Traditional Rental Income: $4336 Airbnb ROI: -1.23% Traditional ROI: 4.94%
458 Lockwood Drive Shirley, NY Welcome to Your New home in North Shirley, a charming Cape Cod Style home that was complet...	4 beds \| 2 baths \| 1,610 sq.ft.	$599,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 3.61% Airbnb Rental Income: $1291 Traditional Rental Income: $3765 Airbnb ROI: -1.54% Traditional ROI: 3.61%
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: 0.43% Traditional cash on cash: 3.95% Airbnb Rental Income: $2850 Traditional Rental Income: $4747 Airbnb ROI: 0.43% Traditional ROI: 3.95%
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.	$569,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 2.49% Airbnb Rental Income: $1291 Traditional Rental Income: $2684 Airbnb ROI: -0.89% Traditional ROI: 2.49%
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: -1.29% Traditional cash on cash: 1.92% Airbnb Rental Income: $1291 Traditional Rental Income: $2894 Airbnb ROI: -1.29% Traditional ROI: 1.92%
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: -0.56% Traditional cash on cash: 0.87% Airbnb Rental Income: $2850 Traditional Rental Income: $4087 Airbnb ROI: -0.56% Traditional ROI: 0.87%
34 Pinelawn Avenue Shirley, NY Investor Special / Full Rehab Opportunity! 3 Bedroom, 2.5 Bathroom Expanded Cape situated ...	3 beds \| 3 baths \| 2,277 sq.ft.	$429,999	Airbnb cash on cash: 1.94% Traditional cash on cash: 4.88% Airbnb Rental Income: $2850 Traditional Rental Income: $3371 Airbnb ROI: 1.94% Traditional ROI: 4.88%
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: 0% Traditional cash on cash: 5.03% Airbnb Rental Income: $1575 Traditional Rental Income: $3129 Airbnb ROI: 0% 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: 0.13% Traditional cash on cash: 3.95% Airbnb Rental Income: $1575 Traditional Rental Income: $2699 Airbnb ROI: 0.13% Traditional ROI: 3.95%
7 Pondview Circle Shirley, NY 2708 Sq FT \| 2023 NEW CONSTRUCTION nestled in the Colony Preserve, Country Woods Community...	4 beds \| 4 baths \| 2,708 sq.ft.	$699,000	Airbnb cash on cash: -1.84% Traditional cash on cash: 4.37% Airbnb Rental Income: $1291 Traditional Rental Income: $4938 Airbnb ROI: -1.84% Traditional ROI: 4.37%
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: 2.99% Traditional cash on cash: 5.57% Airbnb Rental Income: $2850 Traditional Rental Income: $3143 Airbnb ROI: 2.99% 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: 1.82% Traditional cash on cash: 4.62% Airbnb Rental Income: $2850 Traditional Rental Income: $3496 Airbnb ROI: 1.82% Traditional ROI: 4.62%
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.	$659,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 4.49% Airbnb Rental Income: $2850 Traditional Rental Income: $4343 Airbnb ROI: 0.98% Traditional ROI: 4.49%
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: 1.5% Traditional cash on cash: 3.34% Airbnb Rental Income: $2850 Traditional Rental Income: $3167 Airbnb ROI: 1.5% Traditional ROI: 3.34%
305 COMMACK Road Shirley, NY New Construction Home.... Foundation is pored!!!This to be built 3 Bedroom Cape/ The first...	3 beds \| 2 baths \| 1,400 sq.ft.	$569,990	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.43% Airbnb Rental Income: $2850 Traditional Rental Income: $3359 Airbnb ROI: 1.22% Traditional ROI: 3.43%
N/C FAIRVIEW Drive Shirley, NY New Construction Home!!!....To Be Built.. Permit Is In Place And Ready To Start!!!!Home to...	3 beds \| 2 baths \| 1,400 sq.ft.	$559,990	Airbnb cash on cash: 1.29% Traditional cash on cash: 3.54% Airbnb Rental Income: $2850 Traditional Rental Income: $3359 Airbnb ROI: 1.29% Traditional ROI: 3.54%
487 NEIGHBORHOOD ROAD Shirley, NY Construction Started!!New Construction Home...To Be Built 3 Bedroom Cape/ There is a first...	3 beds \| 2 baths \| 1,400 sq.ft.	$559,990	Airbnb cash on cash: 1.29% Traditional cash on cash: 3.54% Airbnb Rental Income: $2850 Traditional Rental Income: $3359 Airbnb ROI: 1.29% Traditional ROI: 3.54%
N/C ROBINSON Drive Shirley, NY New Construction Home To Be Built!! Permit In Place And Ready To Start!!!!...Home To Be Bu...	3 beds \| 2 baths \| 1,350 sq.ft.	$559,990	Airbnb cash on cash: 1.29% Traditional cash on cash: 3.44% Airbnb Rental Income: $2850 Traditional Rental Income: $3308 Airbnb ROI: 1.29% Traditional ROI: 3.44%
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: 1.37% Traditional cash on cash: 3.59% Airbnb Rental Income: $2850 Traditional Rental Income: $3326 Airbnb ROI: 1.37% 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: 2.11% Traditional cash on cash: 3.45% Airbnb Rental Income: $2850 Traditional Rental Income: $2809 Airbnb ROI: 2.11% Traditional ROI: 3.45%
187 Carleton Drive E Shirley, NY Magnificent Updated Hi-Ranch, this Cobblestoned lined driveway has room for plenty of vehi...	5 beds \| 2 baths \| 1,956 sq.ft.	$625,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.14% Airbnb Rental Income: $2555 Traditional Rental Income: $4086 Airbnb ROI: 0.46% Traditional ROI: 4.14%
567 Puritan Drive Shirley, NY This meticulously crafted home offers the perfect blend of modern convenience, elegance, a...	5 beds \| 2 baths \| 1,887 sq.ft.	$599,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.12% Airbnb Rental Income: $2555 Traditional Rental Income: $3915 Airbnb ROI: -0.41% Traditional ROI: 3.12%
72 Concord Road Shirley, NY Beautiful New Construction To Be Built Raised Ranch, Living Room With Cathedral Ceilings, ...	3 beds \| 2 baths \| 1,120 sq.ft.	$659,999	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.38% Airbnb Rental Income: $2850 Traditional Rental Income: $3283 Airbnb ROI: 0.59% Traditional ROI: 2.38%
32 Pine Tree Drive Shirley, NY Beautifully redone ranch featuring a spacious living room, formal dining area, and eat-in ...	2 beds \| 2 baths \| 1,140 sq.ft.	$415,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 5.65% Airbnb Rental Income: $1575 Traditional Rental Income: $3278 Airbnb ROI: 0.11% Traditional ROI: 5.65%
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: 0.77% Traditional cash on cash: 4.53% Airbnb Rental Income: $2555 Traditional Rental Income: $4205 Airbnb ROI: 0.77% 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: 2.01% Traditional cash on cash: 5.45% Airbnb Rental Income: $2850 Traditional Rental Income: $3695 Airbnb ROI: 2.01% Traditional ROI: 5.45%
43 Abby Lane Shirley, NY Beautifully remodeled 3 bedroom, 1 bath waterfront home set on a quiet secluded canal with...	3 beds \| 1 baths \| 1,008 sq.ft.	$529,990	Airbnb cash on cash: 1.99% Traditional cash on cash: 3.31% Airbnb Rental Income: $2850 Traditional Rental Income: $2844 Airbnb ROI: 1.99% Traditional ROI: 3.31%

Your search for investment property begins and ends here

Single Family Homes for Sale in Shirley, NY

15 Loughlin Drive

Shirley, NY

3 beds | 2 baths | 1,518 sq.ft.

$575,000

Airbnb cash on cash: 1.2%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $2850

Traditional Rental Income: $3655

Airbnb ROI: 1.2%

Traditional ROI: 3.94%

127 Johns Neck Road

Shirley, NY

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

$485,000

Airbnb cash on cash: 2.17%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $2850

Traditional Rental Income: $3592

Airbnb ROI: 2.17%

Traditional ROI: 5.27%

6 Rugby Drive

Shirley, NY

3 beds | 1 baths | 1,300 sq.ft.

$499,000

Airbnb cash on cash: 1.96%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $2850

Traditional Rental Income: $3151

Airbnb ROI: 1.96%

Traditional ROI: 4.03%

126 Floyd Road

Shirley, NY

4 beds | 3 baths | 1,228 sq.ft.

$650,000

Airbnb cash on cash: -1.16%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1291

Traditional Rental Income: $3556

Airbnb ROI: -1.16%

Traditional ROI: 3.24%

191 Flower Road

Shirley, NY

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

$659,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $2850

Traditional Rental Income: $3732

Airbnb ROI: 0.52%

Traditional ROI: 3.03%

194 E Parkview Drive

Shirley, NY

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

$550,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $2850

Traditional Rental Income: $3734

Airbnb ROI: 1.52%

Traditional ROI: 4.53%

67 Westminster Drive

Shirley, NY

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

$399,000

Airbnb cash on cash: 3.04%

Traditional cash on cash: 5.44%

Airbnb Rental Income: $2850

Traditional Rental Income: $3083

Airbnb ROI: 3.04%

Traditional ROI: 5.44%

171 Hounslow Road

Shirley, NY

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

$589,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $2850

Traditional Rental Income: $3803

Airbnb ROI: 1.05%