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
7 Pine Tree Drive Shirley, NY Welcome to 7 Pine Tree Drive, a cozy and stylish 3-bedroom, 2-bathroom ranch tucked away o...	3 beds \| 2 baths \| 1,040 sq.ft.	$499,999	Airbnb cash on cash: 1.38% Traditional cash on cash: 4.47% Airbnb Rental Income: $2491 Traditional Rental Income: $3334 Airbnb ROI: 1.38% Traditional ROI: 4.47%
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: 1.21% Traditional cash on cash: 7.85% Airbnb Rental Income: $2491 Traditional Rental Income: $4676 Airbnb ROI: 1.21% Traditional ROI: 7.85%
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: 1.32% Traditional cash on cash: 3.92% Airbnb Rental Income: $2491 Traditional Rental Income: $3103 Airbnb ROI: 1.32% Traditional ROI: 3.92%
336 Auborn Avenue Shirley, NY Spacious 4-Bedroom Home with Versatile Layout in Shirley, NY Welcome to this inviting 4-be...	4 beds \| 2 baths \| 2,088 sq.ft.	$530,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 5.93% Airbnb Rental Income: $1405 Traditional Rental Income: $3676 Airbnb ROI: 0.49% Traditional ROI: 5.93%
68 Crestwood Drive Shirley, NY Welcome to 68 Crestwood Drive in Shirley, a beautifully maintained 3-bedroom, 2-bathroom h...	3 beds \| 2 baths \| 1,804 sq.ft.	$570,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.26% Airbnb Rental Income: $2491 Traditional Rental Income: $3922 Airbnb ROI: 0.44% Traditional ROI: 4.26%
8 Park Circle Shirley, NY 24 Hours noticed to show	4 beds \| 2 baths \| 2,400 sq.ft.	$649,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 3.77% Airbnb Rental Income: $1405 Traditional Rental Income: $3836 Airbnb ROI: -0.94% Traditional ROI: 3.77%
17 Golden Gate Drive Shirley, NY Well maintained move in ready ranch with large eat-in Kitchen, spacious living room, three...	3 beds \| 1 baths \| 1,230 sq.ft.	$479,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 3.99% Airbnb Rental Income: $2491 Traditional Rental Income: $3124 Airbnb ROI: 1.23% Traditional ROI: 3.99%
70 Trafalgar Drive Shirley, NY Step inside and Welcome to this spacious 4-bedroom home in the heart of Shirley. Designed ...	4 beds \| 1 baths \| 1,550 sq.ft.	$479,999	Airbnb cash on cash: -0.21% Traditional cash on cash: 5.41% Airbnb Rental Income: $1405 Traditional Rental Income: $3506 Airbnb ROI: -0.21% Traditional ROI: 5.41%
29 Seymour Drive Shirley, NY This expansive hi-ranch was built in 2003 and is ideal for multi-generation living or hous...	4 beds \| 2 baths \| 2,384 sq.ft.	$549,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 4.97% Airbnb Rental Income: $1405 Traditional Rental Income: $3983 Airbnb ROI: -0.88% Traditional ROI: 4.97%
139 Forrest Avenue Shirley, NY Welcome Home! This lovely 3-bedroom ranch offers an open and airy feel with soaring high c...	3 beds \| 2 baths \| 1,400 sq.ft.	$569,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.98% Airbnb Rental Income: $2491 Traditional Rental Income: $3508 Airbnb ROI: 0.93% Traditional ROI: 3.98%
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.	$439,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 5.18% Airbnb Rental Income: $2491 Traditional Rental Income: $3354 Airbnb ROI: 1.61% Traditional ROI: 5.18%
11 The Green Shirley, NY Picture-perfect living awaits in this charming move in ready home! Flooded with natural li...	3 beds \| 2 baths \| 1,363 sq.ft.	$529,999	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.89% Airbnb Rental Income: $2491 Traditional Rental Income: $3367 Airbnb ROI: 0.91% Traditional ROI: 3.89%
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: 2.51% Traditional cash on cash: 4.73% Airbnb Rental Income: $2618 Traditional Rental Income: $2827 Airbnb ROI: 2.51% Traditional ROI: 4.73%
9 Pine Tree Drive Shirley, NY This welcoming beach and boating community located two blocks away from the public bay bea...	3 beds \| 1 baths \| 1,025 sq.ft.	$499,999	Airbnb cash on cash: 1.2% Traditional cash on cash: 3.64% Airbnb Rental Income: $2491 Traditional Rental Income: $3030 Airbnb ROI: 1.2% Traditional ROI: 3.64%
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: -0.84% Traditional cash on cash: 5.95% Airbnb Rental Income: $1405 Traditional Rental Income: $4341 Airbnb ROI: -0.84% Traditional ROI: 5.95%
7 Grandview Drive Shirley, NY Coastal charm at a value price! This beautiful Cape Cod-style home offers the perfect blen...	3 beds \| 3 baths \| 1,963 sq.ft.	$639,500	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.74% Airbnb Rental Income: $2491 Traditional Rental Income: $4401 Airbnb ROI: 0.53% Traditional ROI: 4.74%
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: 1.01% Traditional cash on cash: 3.49% Airbnb Rental Income: $2491 Traditional Rental Income: $3161 Airbnb ROI: 1.01% 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: -0.77% Traditional cash on cash: 0.89% Airbnb Rental Income: $2491 Traditional Rental Income: $4087 Airbnb ROI: -0.77% 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: 1.2% Traditional cash on cash: 4.28% Airbnb Rental Income: $2491 Traditional Rental Income: $3187 Airbnb ROI: 1.2% 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: 1.86% Traditional cash on cash: 6.55% Airbnb Rental Income: $2491 Traditional Rental Income: $3602 Airbnb ROI: 1.86% 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.	$379,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 5.43% Airbnb Rental Income: $2491 Traditional Rental Income: $2679 Airbnb ROI: 3.2% Traditional ROI: 5.43%
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: 0.67% Traditional cash on cash: 5.1% Airbnb Rental Income: $2491 Traditional Rental Income: $4371 Airbnb ROI: 0.67% 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: 0.87% Traditional cash on cash: 4.99% Airbnb Rental Income: $2491 Traditional Rental Income: $4026 Airbnb ROI: 0.87% Traditional ROI: 4.99%
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: 2.1% Traditional cash on cash: 7.49% Airbnb Rental Income: $2491 Traditional Rental Income: $3806 Airbnb ROI: 2.1% Traditional ROI: 7.49%
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: -0.95% Traditional cash on cash: 4.05% Airbnb Rental Income: $1405 Traditional Rental Income: $3736 Airbnb ROI: -0.95% 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 \| 3,144 sq.ft.	$950,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.4% Airbnb Rental Income: $2491 Traditional Rental Income: $4725 Airbnb ROI: 0.19% Traditional ROI: 3.4%
461 Avondale Drive Shirley, NY Welcome to this beautifully reimagined Colonial-style residence, where timeless architectu...	5 beds \| 3 baths \| 2,000 sq.ft.	$669,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 4.72% Airbnb Rental Income: $2470 Traditional Rental Income: $4510 Airbnb ROI: 0.49% Traditional ROI: 4.72%
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: 0.87% Traditional cash on cash: 6.19% Airbnb Rental Income: $2491 Traditional Rental Income: $4347 Airbnb ROI: 0.87% Traditional ROI: 6.19%
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: 1.18% Traditional cash on cash: 4.62% Airbnb Rental Income: $2491 Traditional Rental Income: $3496 Airbnb ROI: 1.18% 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: 0.79% Traditional cash on cash: 3.91% Airbnb Rental Income: $2491 Traditional Rental Income: $3662 Airbnb ROI: 0.79% Traditional ROI: 3.91%
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: -1.23% Traditional cash on cash: 6.84% Airbnb Rental Income: $1405 Traditional Rental Income: $3823 Airbnb ROI: -1.23% 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: 2.1% Traditional cash on cash: 4.64% Airbnb Rental Income: $2491 Traditional Rental Income: $2815 Airbnb ROI: 2.1% 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: 0.12% Traditional cash on cash: 2.76% Airbnb Rental Income: $2491 Traditional Rental Income: $3499 Airbnb ROI: 0.12% Traditional ROI: 2.76%
18 Merrick Road Shirley, NY Welcome Home! Picture Perfect living awaits in this charming move in ready Home! Nestled o...	3 beds \| 1 baths \| 1,794 sq.ft.	$570,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.34% Airbnb Rental Income: $2491 Traditional Rental Income: $3167 Airbnb ROI: 0.94% Traditional ROI: 3.34%
20 Hounslow Road Shirley, NY Welcome to 20 Hounslow Rd in Shirley, NY â a modern, energy-conscious two-story home des...	3 beds \| 2 baths \| 1,176 sq.ft.	$484,888	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.89% Airbnb Rental Income: $2491 Traditional Rental Income: $3385 Airbnb ROI: 1.58% Traditional ROI: 4.89%
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.	$520,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.53% Airbnb Rental Income: $2491 Traditional Rental Income: $3636 Airbnb ROI: 0.93% Traditional ROI: 4.53%
43 Chanel Drive E Shirley, NY Welcome to this fully renovated move in ready Hi-Ranch in Shirley featuring 4 bedrooms and...	4 beds \| 2 baths \| 1,779 sq.ft.	$689,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 3.8% Airbnb Rental Income: $1405 Traditional Rental Income: $3962 Airbnb ROI: -0.83% Traditional ROI: 3.8%
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.	$520,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 4.78% Airbnb Rental Income: $2470 Traditional Rental Income: $3595 Airbnb ROI: 1.23% Traditional ROI: 4.78%
305 COMMACK Road Shirley, NY New Construction Home....This to be built 3 Bedroom Cape/ The first floor has one bedroom ...	3 beds \| 2 baths \| 1,400 sq.ft.	$569,990	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.43% Airbnb Rental Income: $2491 Traditional Rental Income: $3359 Airbnb ROI: 0.66% Traditional ROI: 3.43%
514 NEIGHBORHOOD ROAD Shirley, NY New Construction Home....Home Almost done to move in!!!! 3 Bedroom Cape/ The first floor h...	3 beds \| 2 baths \| 1,400 sq.ft.	$549,990	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.65% Airbnb Rental Income: $2491 Traditional Rental Income: $3359 Airbnb ROI: 0.79% Traditional ROI: 3.65%

Real Estate investment in Shirley, NY

There are 105 properties for sale in the city of Shirley . The median list price in Shirley is $549,000 and the average price per square foot is $342. In October 2025, the average monthly cash on cash return in Shirley is 5.00%. The average monthly rental income in Shirley is $3,655.

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

There are 105 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 $3,655.

Your search for investment property begins and ends here

Investment Property for Sale in Shirley, NY

7 Pine Tree Drive

Shirley, NY

3 beds | 2 baths | 1,040 sq.ft.

$499,999

Airbnb cash on cash: 1.38%

Traditional cash on cash: 4.47%

Airbnb Rental Income: $2491

Traditional Rental Income: $3334

Airbnb ROI: 1.38%

Traditional ROI: 4.47%

309 William Floyd Parkway

Shirley, NY

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

$449,000

Airbnb cash on cash: 1.21%

Traditional cash on cash: 7.85%

Airbnb Rental Income: $2491

Traditional Rental Income: $4676

Airbnb ROI: 1.21%

Traditional ROI: 7.85%

476 Carnation Drive

Shirley, NY

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

$499,900

Airbnb cash on cash: 1.32%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $2491

Traditional Rental Income: $3103

Airbnb ROI: 1.32%

Traditional ROI: 3.92%

336 Auborn Avenue

Shirley, NY

4 beds | 2 baths | 2,088 sq.ft.

$530,000

Airbnb cash on cash: 0.49%

Traditional cash on cash: 5.93%

Airbnb Rental Income: $1405

Traditional Rental Income: $3676

Airbnb ROI: 0.49%

Traditional ROI: 5.93%

68 Crestwood Drive

Shirley, NY

3 beds | 2 baths | 1,804 sq.ft.

$570,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $2491

Traditional Rental Income: $3922

Airbnb ROI: 0.44%

Traditional ROI: 4.26%

8 Park Circle

Shirley, NY

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

$649,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $1405

Traditional Rental Income: $3836

Airbnb ROI: -0.94%

Traditional ROI: 3.77%

17 Golden Gate Drive

Shirley, NY

3 beds | 1 baths | 1,230 sq.ft.

$479,000

Airbnb cash on cash: 1.23%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $2491

Traditional Rental Income: $3124

Airbnb ROI: 1.23%

Traditional ROI: 3.99%

70 Trafalgar Drive

Shirley, NY

4 beds | 1 baths | 1,550 sq.ft.

$479,999

Airbnb cash on cash: -0.21%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $1405

Traditional Rental Income: $3506

Airbnb ROI: -0.21%