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.

Round Rock Investment Property for Sale in Shirley, NY

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Showing 79 Round Rock Investment Property 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
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: 1.55% Traditional cash on cash: 5.27% Airbnb Rental Income: $2515 Traditional Rental Income: $3592 Airbnb ROI: 1.55% Traditional ROI: 5.27%
359 Wellwood Drive Shirley, NY Welcome to this expansive home. The first floor features high ceilings, granite countertop...	4 beds \| 2 baths \| 1,632 sq.ft.	$599,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 4.04% Airbnb Rental Income: $1090 Traditional Rental Income: $3884 Airbnb ROI: -1.61% Traditional ROI: 4.04%
6 Rugby Drive Shirley, NY Discover 6 Rugby Drive in Shirley with stunning water views, a resort-style backyard, and ...	3 beds \| 1 baths \| 1,300 sq.ft.	$560,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 4% Airbnb Rental Income: $2515 Traditional Rental Income: $3420 Airbnb ROI: 1.11% Traditional ROI: 4%
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: -1.43% Traditional cash on cash: 3.24% Airbnb Rental Income: $1090 Traditional Rental Income: $3556 Airbnb ROI: -1.43% 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.	$699,000	Airbnb cash on cash: 0% Traditional cash on cash: 2.32% Airbnb Rental Income: $2515 Traditional Rental Income: $3420 Airbnb ROI: 0% Traditional ROI: 2.32%
71 Oak Avenue Shirley, NY This 3 Bed, 1.5 Bath Ranch Located Just North of Sunrise Highway in Shirley Is Waiting for...	3 beds \| 2 baths \| 1,056 sq.ft.	$425,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 5.24% Airbnb Rental Income: $2515 Traditional Rental Income: $3420 Airbnb ROI: 1.44% Traditional ROI: 5.24%
8 Park Circle Shirley, NY 24 Hours noticed to show	4 beds \| 2 baths \| 2,400 sq.ft.	$649,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 3.77% Airbnb Rental Income: $1090 Traditional Rental Income: $3836 Airbnb ROI: -1.37% Traditional ROI: 3.77%
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: -1.74% Traditional cash on cash: 2.47% Airbnb Rental Income: $1090 Traditional Rental Income: $3343 Airbnb ROI: -1.74% Traditional ROI: 2.47%
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: 1.66% Traditional cash on cash: 5.18% Airbnb Rental Income: $2515 Traditional Rental Income: $3354 Airbnb ROI: 1.66% Traditional ROI: 5.18%
56 Brushwood Drive Shirley, NY Welcome home to this beautifully maintained ranch that blends comfort, space, and charm al...	4 beds \| 1 baths \| 1,074 sq.ft.	$374,999	Airbnb cash on cash: -1.38% Traditional cash on cash: 5.28% Airbnb Rental Income: $1090 Traditional Rental Income: $3064 Airbnb ROI: -1.38% Traditional ROI: 5.28%
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: -1.53% Traditional cash on cash: 3.16% Airbnb Rental Income: $1090 Traditional Rental Income: $3343 Airbnb ROI: -1.53% Traditional ROI: 3.16%
67 Lombardy Drive Shirley, NY Charming & Bright 2-Bedroom Home with Modern Upgrades!!! Step into this beautifully renova...	2 beds \| 1 baths \| 1,056 sq.ft.	$425,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.4% Airbnb Rental Income: $2055 Traditional Rental Income: $2827 Airbnb ROI: 1.13% Traditional ROI: 4.4%
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: -1.84% Traditional cash on cash: 3.61% Airbnb Rental Income: $1090 Traditional Rental Income: $3765 Airbnb ROI: -1.84% Traditional ROI: 3.61%
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.	$439,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 4.28% Airbnb Rental Income: $2515 Traditional Rental Income: $3030 Airbnb ROI: 1.55% Traditional ROI: 4.28%
15 Roneck Court Shirley, NY Indulge in refined coastal living in this exceptional waterfront residence, fully renovate...	3 beds \| 3 baths \| 1,800 sq.ft.	$549,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 4.06% Airbnb Rental Income: $2515 Traditional Rental Income: $3725 Airbnb ROI: 0.51% Traditional ROI: 4.06%
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: -0.77% Traditional cash on cash: 0.87% Airbnb Rental Income: $2515 Traditional Rental Income: $4087 Airbnb ROI: -0.77% Traditional ROI: 0.87%
19 Kent Drive Shirley, NY Welcome to 19 Kent. This beautifully maintained 2-bedroom, 1-bath seashore cottage feature...	2 beds \| 1 baths \| 900 sq.ft.	$485,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 4.3% Airbnb Rental Income: $2055 Traditional Rental Income: $3129 Airbnb ROI: 0.76% Traditional ROI: 4.3%
83 Revilo Avenue Shirley, NY Welcome to this beautifully updated inline Hi-Ranch offering exceptional space, style, and...	4 beds \| 2 baths \| 2,118 sq.ft.	$599,999	Airbnb cash on cash: -1.66% Traditional cash on cash: 5.21% Airbnb Rental Income: $1090 Traditional Rental Income: $4569 Airbnb ROI: -1.66% Traditional ROI: 5.21%
476 Revilo Avenue Shirley, NY This property is centrally located near major stores and highways. 4br 1 bath, half an acr...	4 beds \| 1 baths \| 936 sq.ft.	$479,988	Airbnb cash on cash: -0.73% Traditional cash on cash: 5.64% Airbnb Rental Income: $1090 Traditional Rental Income: $3579 Airbnb ROI: -0.73% Traditional ROI: 5.64%
7 Pondview Circle Shirley, NY Welcome to this exceptional, newly constructed home in the peaceful Country Woods section ...	4 beds \| 3 baths \| 2,708 sq.ft.	$725,000	Airbnb cash on cash: -2.25% Traditional cash on cash: 3.99% Airbnb Rental Income: $1090 Traditional Rental Income: $4938 Airbnb ROI: -2.25% Traditional ROI: 3.99%
89 Pinelawn Avenue Shirley, NY Welcome to this beautifully updated home offering modern upgrades, flexible living space, ...	2 beds \| 3 baths \| 1,088 sq.ft.	$469,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.18% Airbnb Rental Income: $2055 Traditional Rental Income: $3119 Airbnb ROI: 0.55% Traditional ROI: 4.18%
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.	$899,500	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.64% Airbnb Rental Income: $2515 Traditional Rental Income: $4725 Airbnb ROI: 0.28% Traditional ROI: 3.64%
461 Avondale Drive Shirley, NY Welcome to this beautifully reimagined Colonial-style residence, where timeless architectu...	5 beds \| 3 baths \| 2,000 sq.ft.	$649,900	Airbnb cash on cash: -0.23% Traditional cash on cash: 4.89% Airbnb Rental Income: $1909 Traditional Rental Income: $4510 Airbnb ROI: -0.23% Traditional ROI: 4.89%
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: 1.23% Traditional cash on cash: 4.62% Airbnb Rental Income: $2515 Traditional Rental Income: $3496 Airbnb ROI: 1.23% Traditional ROI: 4.62%
2 Lafayette Drive Shirley, NY Charming Newer construction with Water View & Beautiful Sunsets in Shirley. Welcome to 2 L...	3 beds \| 2 baths \| 1,334 sq.ft.	$399,999	Airbnb cash on cash: 1.53% Traditional cash on cash: 6.14% Airbnb Rental Income: $2515 Traditional Rental Income: $3636 Airbnb ROI: 1.53% Traditional ROI: 6.14%
305 COMMACK Road Shirley, NY Construction Started!!! New Construction Home....This to be built 3 Bedroom Cape/ The firs...	3 beds \| 2 baths \| 1,400 sq.ft.	$569,990	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.43% Airbnb Rental Income: $2515 Traditional Rental Income: $3359 Airbnb ROI: 0.7% Traditional ROI: 3.43%
514 NEIGHBORHOOD ROAD Shirley, NY New Construction Home... Almost Ready To Move in!!!! 3 Bedroom Cape/ The first floor has o...	3 beds \| 2 baths \| 1,400 sq.ft.	$549,990	Airbnb cash on cash: 0.82% Traditional cash on cash: 3.65% Airbnb Rental Income: $2515 Traditional Rental Income: $3359 Airbnb ROI: 0.82% Traditional ROI: 3.65%
N/C FAIRVIEW Drive Shirley, NY New Construction Home!!!....Home to be built!!! 3 Bedroom Cape/ The first floor has one be...	3 beds \| 2 baths \| 1,400 sq.ft.	$549,990	Airbnb cash on cash: 0.82% Traditional cash on cash: 3.65% Airbnb Rental Income: $2515 Traditional Rental Income: $3359 Airbnb ROI: 0.82% Traditional ROI: 3.65%
487 NEIGHBORHOOD ROAD Shirley, NY Construction Started!!....Should Be Completed By The End Of The Summer!!!New Construction ...	3 beds \| 2 baths \| 1,400 sq.ft.	$549,990	Airbnb cash on cash: 0.82% Traditional cash on cash: 3.65% Airbnb Rental Income: $2515 Traditional Rental Income: $3359 Airbnb ROI: 0.82% Traditional ROI: 3.65%
N/C ROBINSON Drive Shirley, NY New Construction Home...Home To Be Built 3 Bedroom Colonial/ There is 2 Full Bathrooms/ Th...	3 beds \| 2 baths \| 1,350 sq.ft.	$549,990	Airbnb cash on cash: 0.82% Traditional cash on cash: 3.55% Airbnb Rental Income: $2515 Traditional Rental Income: $3308 Airbnb ROI: 0.82% Traditional ROI: 3.55%
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: 0.82% Traditional cash on cash: 3.59% Airbnb Rental Income: $2515 Traditional Rental Income: $3326 Airbnb ROI: 0.82% Traditional ROI: 3.59%
96 BAYBRIGHT Drive Shirley, NY BRAND NEW CENTER HALL CONSTRUCTION! MODERN AND TRADITIONAL STYLE HOME LOADED WITH UPGRADES...	4 beds \| 3 baths \| 1,850 sq.ft.	$629,900	Airbnb cash on cash: -1.25% Traditional cash on cash: 4.96% Airbnb Rental Income: $1090 Traditional Rental Income: $4368 Airbnb ROI: -1.25% Traditional ROI: 4.96%
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: $1909 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: -1.37% Traditional cash on cash: 3.12% Airbnb Rental Income: $1909 Traditional Rental Income: $3915 Airbnb ROI: -1.37% Traditional ROI: 3.12%
135 Forrest Avenue Shirley, NY Rare Lot, in North Shirley, you want to buy this house at 135 Forrest Avenue. A park-like ...	3 beds \| 1 baths \| 1,032 sq.ft.	$485,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 3.9% Airbnb Rental Income: $2515 Traditional Rental Income: $2931 Airbnb ROI: 1.64% Traditional ROI: 3.9%
41 Greentree Court Shirley, NY Built in 2022, this condo has all the modern features, including your own private elevator...	2 beds \| 2 baths \| 1,557 sq.ft.	$525,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 3.36% Airbnb Rental Income: $2055 Traditional Rental Income: $3546 Airbnb ROI: -0.76% Traditional ROI: 3.36%
32 Pine Tree Drive Shirley, NY Beautifully redone ranch featuring a spacious living room, formal dining area, and eat-in ...	2 beds \| 2 baths \| N/A	$415,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 5.67% Airbnb Rental Income: $2055 Traditional Rental Income: $3278 Airbnb ROI: 1.15% Traditional ROI: 5.67%
73 Saint George Drive Shirley, NY This spacious Colonial offers 4 Bedrooms with A bonus room ( could be used as office or 5t...	5 beds \| 2 baths \| 1,767 sq.ft.	$559,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 4.76% Airbnb Rental Income: $1909 Traditional Rental Income: $3937 Airbnb ROI: -0.09% Traditional ROI: 4.76%
182 Lexington Road Shirley, NY This Cape Cod-style home features a newly renovated kitchen, updated flooring, and additio...	4 beds \| 1 baths \| 1,125 sq.ft.	$559,999	Airbnb cash on cash: -1.21% Traditional cash on cash: 3.31% Airbnb Rental Income: $1090 Traditional Rental Income: $3084 Airbnb ROI: -1.21% Traditional ROI: 3.31%
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.	$699,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 4.11% Airbnb Rental Income: $1909 Traditional Rental Income: $4205 Airbnb ROI: -0.19% Traditional ROI: 4.11%

Your search for investment property begins and ends here

Round Rock Investment Property for Sale in Shirley, NY

127 Johns Neck Road

Shirley, NY

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

$485,000

Airbnb cash on cash: 1.55%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $2515

Traditional Rental Income: $3592

Airbnb ROI: 1.55%

Traditional ROI: 5.27%

359 Wellwood Drive

Shirley, NY

4 beds | 2 baths | 1,632 sq.ft.

$599,000

Airbnb cash on cash: -1.61%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $1090

Traditional Rental Income: $3884

Airbnb ROI: -1.61%

Traditional ROI: 4.04%

6 Rugby Drive

Shirley, NY

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

$560,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 4%

Airbnb Rental Income: $2515

Traditional Rental Income: $3420

Airbnb ROI: 1.11%

Traditional ROI: 4%

126 Floyd Road

Shirley, NY

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

$650,000

Airbnb cash on cash: -1.43%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1090

Traditional Rental Income: $3556

Airbnb ROI: -1.43%

Traditional ROI: 3.24%

191 Flower Road

Shirley, NY

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

$699,000

Airbnb cash on cash: 0%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $2515

Traditional Rental Income: $3420

Airbnb ROI: 0%

Traditional ROI: 2.32%

71 Oak Avenue

Shirley, NY

3 beds | 2 baths | 1,056 sq.ft.

$425,000

Airbnb cash on cash: 1.44%

Traditional cash on cash: 5.24%

Airbnb Rental Income: $2515

Traditional Rental Income: $3420

Airbnb ROI: 1.44%

Traditional ROI: 5.24%

8 Park Circle

Shirley, NY

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

$649,000

Airbnb cash on cash: -1.37%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $1090

Traditional Rental Income: $3836

Airbnb ROI: -1.37%

Traditional ROI: 3.77%

426 Lucerne Avenue

Shirley, NY

4 beds | 3 baths | 1,890 sq.ft.

$669,000

Airbnb cash on cash: -1.74%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $1090

Traditional Rental Income: $3343

Airbnb ROI: -1.74%