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.

Investment Property for Sale in Shirley, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
309 William Floyd Parkway Shirley, NY Minutes to the Beach! First Floor Primary Bedroom with Primary Bathroom Makes This The Per...	3 beds \| 3 baths \| 1,650 sq.ft.	$449,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 7.85% Airbnb Rental Income: $2444 Traditional Rental Income: $4676 Airbnb ROI: 1.12% Traditional ROI: 7.85%
15 Loughlin Drive Shirley, NY Welcome to this beautifully updated Colonial in the desirable West Tangier section of Shir...	3 beds \| 2 baths \| N/A	$615,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.62% Airbnb Rental Income: $2444 Traditional Rental Income: $3655 Airbnb ROI: 0.47% Traditional ROI: 3.62%
7 Argyle Drive Shirley, NY Welcome to your dream home! This beautifully renovated three-bedroom, two-bath ranch-style...	3 beds \| 2 baths \| 1,075 sq.ft.	$500,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 4% Airbnb Rental Income: $2444 Traditional Rental Income: $3223 Airbnb ROI: 1.06% Traditional ROI: 4%
476 Carnation Drive Shirley, NY Welcome To This Lovely 3-Bedroom Home Perfectly Situated On A Large Corner Property. This ...	3 beds \| 1 baths \| 1,102 sq.ft.	$499,900	Airbnb cash on cash: 1.24% Traditional cash on cash: 4.5% Airbnb Rental Income: $2444 Traditional Rental Income: $3372 Airbnb ROI: 1.24% Traditional ROI: 4.5%
522 Starlight Drive Shirley, NY Spacious 3BR/2BA Ranch on Private 0.5-Acre Lot â Move-In Ready This 3-bedroom, 2-bath r...	3 beds \| 2 baths \| 1,567 sq.ft.	$549,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.16% Airbnb Rental Income: $2444 Traditional Rental Income: $3713 Airbnb ROI: 0.53% Traditional ROI: 4.16%
61 Grandview Drive Shirley, NY Take In The Beauty Of The Ocean With Immaculate Year-Round Water Views From Nearly Every R...	4 beds \| 3 baths \| 2,055 sq.ft.	$675,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 3.71% Airbnb Rental Income: $1526 Traditional Rental Income: $4130 Airbnb ROI: -1.13% Traditional ROI: 3.71%
368 Carnation Drive Shirley, NY Stunning move-in ready Hi Ranch on over a quarter acre lot! This beautifully renovated 4 b...	4 beds \| 2 baths \| 2,100 sq.ft.	$574,000	Airbnb cash on cash: -1.1% Traditional cash on cash: 4.44% Airbnb Rental Income: $1526 Traditional Rental Income: $4050 Airbnb ROI: -1.1% Traditional ROI: 4.44%
8 Park Cir Shirley, NY Special 2-story Contemprary Style House Sit On 1/2 Acre Land in Cul-de-sac street. This Be...	4 beds \| 2 baths \| 2,400 sq.ft.	$649,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.93% Airbnb Rental Income: $1526 Traditional Rental Income: $3836 Airbnb ROI: -0.61% Traditional ROI: 3.93%
70 Propose Road Shirley, NY Welcome to this charming and beautifully maintained 3-bedroom, 2-bath ranch-style home. Fe...	3 beds \| 2 baths \| 1,190 sq.ft.	$517,999	Airbnb cash on cash: 1.48% Traditional cash on cash: 4.61% Airbnb Rental Income: $2639 Traditional Rental Income: $3526 Airbnb ROI: 1.48% Traditional ROI: 4.61%
46 Saint George Drive Shirley, NY Renovated Ranch Near the Beach! This modern 3-bedroom, 2-bathroom home sits on a spacious ...	3 beds \| 2 baths \| 1,248 sq.ft.	$449,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 5.04% Airbnb Rental Income: $2639 Traditional Rental Income: $3354 Airbnb ROI: 1.84% Traditional ROI: 5.04%
56 Brushwood Drive Shirley, NY Charming ranch home offering 4 spacious bedrooms, a full bathroom, a bright kitchen, and a...	4 beds \| 1 baths \| 1,074 sq.ft.	$419,999	Airbnb cash on cash: -0.42% Traditional cash on cash: 4.62% Airbnb Rental Income: $1526 Traditional Rental Income: $3064 Airbnb ROI: -0.42% Traditional ROI: 4.62%
36 Flintlock Drive Shirley, NY Fully Renovated Dream Home â Modern Comfort Meets Serene Living Welcome to your dream h...	3 beds \| 2 baths \| 1,064 sq.ft.	$539,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 3.66% Airbnb Rental Income: $2444 Traditional Rental Income: $3104 Airbnb ROI: 1.16% Traditional ROI: 3.66%
67 Lombardy Drive Shirley, NY Charming & Bright 2-Bedroom Home with Modern Upgrades Step into this beautifully renovated...	2 beds \| 1 baths \| 1,056 sq.ft.	$399,999	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.73% Airbnb Rental Income: $2268 Traditional Rental Income: $2827 Airbnb ROI: 1.73% Traditional ROI: 4.73%
68 Alder Lane Shirley, NY Excellent Condition Ranch Home located in Tangiers Section of Shirley on a quiet dead-end ...	4 beds \| 3 baths \| 1,530 sq.ft.	$529,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 5.95% Airbnb Rental Income: $1526 Traditional Rental Income: $4341 Airbnb ROI: -0.64% Traditional ROI: 5.95%
7 Grandview Drive Shirley, NY Welcome to your dream coastal escape! This beautiful Cape Cod-style home offers the perfec...	3 beds \| 3 baths \| 1,963 sq.ft.	$649,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.65% Airbnb Rental Income: $2444 Traditional Rental Income: $4401 Airbnb ROI: 0.44% Traditional ROI: 4.65%
1330 William Floyd Parkway Shirley, NY Looking for a house that checks all the boxes than this home is for you. This beautiful up...	3 beds \| 2 baths \| 1,100 sq.ft.	$549,999	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.49% Airbnb Rental Income: $2444 Traditional Rental Income: $3161 Airbnb ROI: 0.94% Traditional ROI: 3.49%
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.	$1,425,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.89% Airbnb Rental Income: $2444 Traditional Rental Income: $4087 Airbnb ROI: -0.8% Traditional ROI: 0.89%
65 Propose Road Shirley, NY The charming ranch, complete with a white picket fence, is sure to capture your heart. As ...	3 beds \| 1 baths \| N/A	$450,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 4.28% Airbnb Rental Income: $2444 Traditional Rental Income: $3187 Airbnb ROI: 1.1% Traditional ROI: 4.28%
85 Saint George Drive Shirley, NY This custom contemporary home offers an exciting opportunity for those ready to add their ...	3 beds \| 2 baths \| 1,600 sq.ft.	$390,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 6.55% Airbnb Rental Income: $2444 Traditional Rental Income: $3602 Airbnb ROI: 1.75% Traditional ROI: 6.55%
192 E Parkview Drive Shirley, NY Great price improvement! Don't miss this picture-perfect ranch just minutes to Smith's Poi...	3 beds \| 1 baths \| 800 sq.ft.	$399,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 5.11% Airbnb Rental Income: $2444 Traditional Rental Income: $2679 Airbnb ROI: 2.89% Traditional ROI: 5.11%
125 Grand Avenue Shirley, NY Welcome to 125 Grand Ave. This 3 bedroom 2 bathroom recently renovated property is ready f...	3 beds \| 2 baths \| 1,500 sq.ft.	$599,999	Airbnb cash on cash: 0.6% Traditional cash on cash: 5.1% Airbnb Rental Income: $2444 Traditional Rental Income: $4371 Airbnb ROI: 0.6% Traditional ROI: 5.1%
8 Stratler Drive Shirley, NY Thereâs just something about 8 Stratler Dr, that will make you feel right at home. It...	3 beds \| 2 baths \| 1,121 sq.ft.	$555,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 4.99% Airbnb Rental Income: $2444 Traditional Rental Income: $4026 Airbnb ROI: 0.79% Traditional ROI: 4.99%
4 Stanley Drive Shirley, NY Welcome to this newly updated 3-bedroom, 1-bathroom ranch-style home!This charming residen...	3 beds \| 1 baths \| 1,008 sq.ft.	$449,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 4.48% Airbnb Rental Income: $2639 Traditional Rental Income: $2964 Airbnb ROI: 2.21% Traditional ROI: 4.48%
89 Argyle Drive Shirley, NY Endless possibilities for first time and seasoned investors. Featuring 3 Bedrooms, 2 Full ...	3 beds \| 2 baths \| N/A	$379,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 7.49% Airbnb Rental Income: $2444 Traditional Rental Income: $3806 Airbnb ROI: 1.99% Traditional ROI: 7.49%
476 Revilo Avenue Shirley, NY this property is in mint condition close to major stores highways separate entrance to bas...	4 beds \| 2 baths \| 1,350 sq.ft.	$510,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 5.25% Airbnb Rental Income: $1526 Traditional Rental Income: $3579 Airbnb ROI: 0.02% Traditional ROI: 5.25%
576 Boxwood Drive Shirley, NY Spacious 4-Bedroom Home on a Huge Lot â Prime North Shirley/Moriches Location! Welcome t...	4 beds \| 2 baths \| 1,550 sq.ft.	$589,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 4.05% Airbnb Rental Income: $1272 Traditional Rental Income: $3736 Airbnb ROI: -1.16% Traditional ROI: 4.05%
42 Revilo Avenue Shirley, NY Located just 15 minutes from the Hamptons and conveniently close to the highway, this imma...	3 beds \| 3 baths \| 2,200 sq.ft.	$950,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.4% Airbnb Rental Income: $2444 Traditional Rental Income: $4725 Airbnb ROI: 0.14% Traditional ROI: 3.4%
52 Arpage Drive E Shirley, NY This Colonial Style Home Features 3 Bedrooms, 2.5 Baths, Formal Dining Room, Eat In Kitche...	3 beds \| 3 baths \| 1,588 sq.ft.	$495,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 6.19% Airbnb Rental Income: $2444 Traditional Rental Income: $4347 Airbnb ROI: 0.79% Traditional ROI: 6.19%
20 Stratler Drive Shirley, NY Why settle for one home when you can have two? This unique property offers two distinct li...	5 beds \| 2 baths \| 2,222 sq.ft.	$629,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.74% Airbnb Rental Income: $2244 Traditional Rental Income: $3857 Airbnb ROI: 0.03% Traditional ROI: 3.74%
516 Neighborhood Road Shirley, NY Completely built! New construction, Opportunity knocks, Affordable Quality Diamond Home. ...	3 beds \| 2 baths \| 1,500 sq.ft.	$499,999	Airbnb cash on cash: 1.1% Traditional cash on cash: 4.62% Airbnb Rental Income: $2444 Traditional Rental Income: $3496 Airbnb ROI: 1.1% Traditional ROI: 4.62%
43 Ranch Drive Shirley, NY This well maintained 3bd, 2 bath ranch with a fully finished basement portrays beautiful c...	3 beds \| 2 baths \| 944 sq.ft.	$609,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.91% Airbnb Rental Income: $2444 Traditional Rental Income: $3662 Airbnb ROI: 0.72% Traditional ROI: 3.91%
529 Birch Hollow Drive Shirley, NY Well Maintained 4 bedrooms, 1 full bath, Eat in kitchen, High Ceiling, Central Air, Nice f...	4 beds \| 1 baths \| 1,032 sq.ft.	$450,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 6.01% Airbnb Rental Income: $1526 Traditional Rental Income: $3763 Airbnb ROI: -0.35% Traditional ROI: 6.01%
43 Adobe Drive Shirley, NY CASH ONLY!! Discover the potential of this 3-bedroom, 1-bath home at 43 Adobe Dr. Situated...	4 beds \| 2 baths \| 2,158 sq.ft.	$375,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 6.84% Airbnb Rental Income: $1526 Traditional Rental Income: $3823 Airbnb ROI: -0.95% Traditional ROI: 6.84%
16 Sagewood Drive Shirley, NY Discover the potential of this delightful 3-bedroom, 1-bathroom ranch-style home, perfectl...	3 beds \| 1 baths \| 1,008 sq.ft.	$389,999	Airbnb cash on cash: 1.99% Traditional cash on cash: 4.64% Airbnb Rental Income: $2444 Traditional Rental Income: $2815 Airbnb ROI: 1.99% Traditional ROI: 4.64%
68 Ostend Circle Shirley, NY * NO HIDDEN COSTS* NEWLY BUILTREADY*HOME IS BUILT AND READY TO LIVE IN . BNew Co...	3 beds \| 2 baths \| 1,277 sq.ft.	$654,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 2.76% Airbnb Rental Income: $2444 Traditional Rental Income: $3499 Airbnb ROI: 0.05% Traditional ROI: 2.76%
18 Merrick Road Shirley, NY Ranch with 7 rooms 3 beds and 1 bath located in William Floyd schools. Close to shopping, ...	3 beds \| 1 baths \| 1,290 sq.ft.	$315,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 6.8% Airbnb Rental Income: $2444 Traditional Rental Income: $3167 Airbnb ROI: 2.34% Traditional ROI: 6.8%
18 Saint George Drive Shirley, NY Welcome to 18 Saint George Dr.! This Lovely expanded cape is conveniently located just a s...	3 beds \| 2 baths \| 1,470 sq.ft.	$489,990	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.07% Airbnb Rental Income: $2444 Traditional Rental Income: $3520 Airbnb ROI: 1.42% Traditional ROI: 5.07%
2 Lafayette Drive Shirley, NY Welcome to this stunning 2021 new construction with water view & beautiful sunsets. First ...	3 beds \| 2 baths \| 1,334 sq.ft.	$525,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.48% Airbnb Rental Income: $2444 Traditional Rental Income: $3636 Airbnb ROI: 0.83% Traditional ROI: 4.48%
17 Pinetree Drive Shirley, NY Take a look at this Diamond home in Shirley. Beautifully renovated cape with 2 new bathroo...	5 beds \| 2 baths \| 1,447 sq.ft.	$529,999	Airbnb cash on cash: 0.81% Traditional cash on cash: 4.67% Airbnb Rental Income: $2244 Traditional Rental Income: $3595 Airbnb ROI: 0.81% Traditional ROI: 4.67%
305 COMMACK Road Shirley, NY This to be built 3 Bedroom Cape/ The first floor has one bedroom and the Second floor has ...	3 beds \| 2 baths \| 1,400 sq.ft.	$569,990	Airbnb cash on cash: 0.59% Traditional cash on cash: 3.43% Airbnb Rental Income: $2444 Traditional Rental Income: $3359 Airbnb ROI: 0.59% Traditional ROI: 3.43%

Real Estate investment in Shirley, NY

There are 96 properties for sale in the city of Shirley . The median list price in Shirley is $542,000 and the average price per square foot is $335. In September 2025, the average monthly cash on cash return in Shirley is 5.00%. The average monthly rental income in Shirley is $3,662.

Shirley, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 96 investment properties available for sale in Shirley.

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

The ROI for Long-Term is higher than the Short-Term in Shirley with average rental income of $3,662.

Your search for investment property begins and ends here

Investment Property for Sale in Shirley, NY

309 William Floyd Parkway

Shirley, NY

3 beds | 3 baths | 1,650 sq.ft.

$449,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 7.85%

Airbnb Rental Income: $2444

Traditional Rental Income: $4676

Airbnb ROI: 1.12%

Traditional ROI: 7.85%

15 Loughlin Drive

Shirley, NY

3 beds | 2 baths | N/A

$615,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $2444

Traditional Rental Income: $3655

Airbnb ROI: 0.47%

Traditional ROI: 3.62%

7 Argyle Drive

Shirley, NY

3 beds | 2 baths | 1,075 sq.ft.

$500,000

Airbnb cash on cash: 1.06%

Traditional cash on cash: 4%

Airbnb Rental Income: $2444

Traditional Rental Income: $3223

Airbnb ROI: 1.06%

Traditional ROI: 4%

476 Carnation Drive

Shirley, NY

3 beds | 1 baths | 1,102 sq.ft.

$499,900

Airbnb cash on cash: 1.24%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $2444

Traditional Rental Income: $3372

Airbnb ROI: 1.24%

Traditional ROI: 4.5%

522 Starlight Drive

Shirley, NY

3 beds | 2 baths | 1,567 sq.ft.

$549,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $2444

Traditional Rental Income: $3713

Airbnb ROI: 0.53%

Traditional ROI: 4.16%

61 Grandview Drive

Shirley, NY

4 beds | 3 baths | 2,055 sq.ft.

$675,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $1526

Traditional Rental Income: $4130

Airbnb ROI: -1.13%

Traditional ROI: 3.71%

368 Carnation Drive

Shirley, NY

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

$574,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $1526

Traditional Rental Income: $4050

Airbnb ROI: -1.1%

Traditional ROI: 4.44%

8 Park Cir

Shirley, NY

4 beds | 2 baths | 2,400 sq.ft.

$649,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $1526

Traditional Rental Income: $3836

Airbnb ROI: -0.61%