Real Estate Investment Properties for Sale in Middle Island, NY

Looking for investment property in Middle Island, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
Lot 4 Bunker Ln Middle Island, NY To Be Built. Rendering/Photos Shown Conveys Craftsmanship of Homes Previously Built. Ameni...	3 beds \| 2 baths \| 1,551 sq.ft.	$848,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 1.17% Airbnb Rental Income: $1312 Traditional Rental Income: $3157 Airbnb ROI: -1.68% Traditional ROI: 1.17%
Lot 2 Bunker Ln Middle Island, NY To Be Built. Rendering/Photos Shown Conveys Craftsmanship of Homes Previously Built. Ameni...	3 beds \| 2 baths \| 1,551 sq.ft.	$848,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 1.17% Airbnb Rental Income: $1312 Traditional Rental Income: $3157 Airbnb ROI: -1.68% Traditional ROI: 1.17%
9 Lake Dr Middle Island, NY Experience rare lakefront living on Long Island! Set along the shores of Artist Lake in Mi...	4 beds \| 2 baths \| 2,176 sq.ft.	$699,950	Airbnb cash on cash: 5.89% Traditional cash on cash: 3.72% Airbnb Rental Income: $7042 Traditional Rental Income: $4264 Airbnb ROI: 5.89% Traditional ROI: 3.72%
4 Cari Ln Middle Island, NY This tastefully remodeled townhome was designed with style and functionality in mind, feat...	2 beds \| 2 baths \| 1,716 sq.ft.	$620,000	Airbnb cash on cash: -2.41% Traditional cash on cash: 1.89% Airbnb Rental Income: $1362 Traditional Rental Income: $3432 Airbnb ROI: -2.41% Traditional ROI: 1.89%
55 Eric Dr #55 Middle Island, NY Enjoy country club living @ It's best!! Resort style living in this spacious MALIBU MODEL ...	3 beds \| 2 baths \| 1,870 sq.ft.	$439,990	Airbnb cash on cash: -1.56% Traditional cash on cash: 5.86% Airbnb Rental Income: $1312 Traditional Rental Income: $3961 Airbnb ROI: -1.56% Traditional ROI: 5.86%
17 Arnold Dr Middle Island, NY Buy through Auction.com. This foreclosure property is a great opportunity to invest in thi...	3 beds \| 3 baths \| 1,002 sq.ft.	$649,999	Airbnb cash on cash: -0.82% Traditional cash on cash: 3.26% Airbnb Rental Income: $1312 Traditional Rental Income: $3377 Airbnb ROI: -0.82% Traditional ROI: 3.26%
1 Lake Dr Middle Island, NY Welcome to your private retreat - a 5-bedroom, 3-bathroom colonial that perfectly blends t...	5 beds \| 3 baths \| 3,434 sq.ft.	$995,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $5480 Airbnb ROI: N/A Traditional ROI: 3.26%
12 Jennifer Ln Middle Island, NY Welcome to this beautifully appointed three-bedroom, seven room, two-and-a-half bath townh...	3 beds \| 2 baths \| 2,396 sq.ft.	$648,000	Airbnb cash on cash: -3.03% Traditional cash on cash: 2.32% Airbnb Rental Income: $1312 Traditional Rental Income: $4145 Airbnb ROI: -3.03% Traditional ROI: 2.32%
113 Currans Rd Middle Island, NY CONSTRUCTION STARTED .....4 NEW HOMES AT THIS LOCATION!!. LAST HOME LEFT FOR SALE IN THIS ...	5 beds \| 3 baths \| 2,500 sq.ft.	$810,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $4627 Airbnb ROI: N/A Traditional ROI: 3.99%
12 Emma Lane Middle Island, NY This is what you have been waiting for!! Dunning Place, your hidden gem in the heart of Ma...	2 beds \| 2 baths \| 1,728 sq.ft.	$711,215	Airbnb cash on cash: -1.39% Traditional cash on cash: 2.29% Airbnb Rental Income: $1362 Traditional Rental Income: $3385 Airbnb ROI: -1.39% Traditional ROI: 2.29%
241 Fairview Cir Middle Island, NY Welcome to 241 Fairview Circle Unit #241 in Middle Island. This spacious second-floor cond...	2 beds \| 2 baths \| 1,100 sq.ft.	$360,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 6% Airbnb Rental Income: $1362 Traditional Rental Income: $3278 Airbnb ROI: -0.9% Traditional ROI: 6%
5 Fox Rd Middle Island, NY This beautifully updated home features a thoughtfully designed main level with a luxurious...	3 beds \| 2 baths \| 2,204 sq.ft.	$699,999	Airbnb cash on cash: -1.67% Traditional cash on cash: 3.6% Airbnb Rental Income: $1312 Traditional Rental Income: $4340 Airbnb ROI: -1.67% Traditional ROI: 3.6%
37 Lakeview Dr Middle Island, NY Welcome to 37 Lakeview Drive! This brand-new 2025 Colonial has been crafted with modern lu...	4 beds \| 2 baths \| 2,260 sq.ft.	$749,999	Airbnb cash on cash: 5.28% Traditional cash on cash: 3.76% Airbnb Rental Income: $7042 Traditional Rental Income: $4613 Airbnb ROI: 5.28% Traditional ROI: 3.76%
1 Casey Ln Middle Island, NY Welcome to Birchwood at Spring Lake, a premier gated community offering resort-style livin...	2 beds \| 2 baths \| 1,880 sq.ft.	$630,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 2.88% Airbnb Rental Income: $1362 Traditional Rental Income: $3343 Airbnb ROI: -1.2% Traditional ROI: 2.88%
21 Lakeview Dr Middle Island, NY Beautiful 4 Bedroom 1 Bath Cape situated on Private .65 Acre! Den with Stone Fireplace & W...	4 beds \| 1 baths \| 1,255 sq.ft.	$544,999	Airbnb cash on cash: 8.3% Traditional cash on cash: 3.44% Airbnb Rental Income: $7042 Traditional Rental Income: $3201 Airbnb ROI: 8.3% Traditional ROI: 3.44%
3 Sophia Dr Middle Island, NY Beautifully updated 2-bedroom, 2-bath condo located in a highly sought-after development o...	2 beds \| 2 baths \| 1,504 sq.ft.	$499,999	Airbnb cash on cash: -1.32% Traditional cash on cash: 3.87% Airbnb Rental Income: $1362 Traditional Rental Income: $3373 Airbnb ROI: -1.32% Traditional ROI: 3.87%
825 Spring Lake Dr Middle Island, NY Welcome to Birchwood at Spring Lake! This non-age restricted gated community boasts a host...	2 beds \| 2 baths \| 1,440 sq.ft.	$395,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 5.14% Airbnb Rental Income: $1362 Traditional Rental Income: $3135 Airbnb ROI: -0.77% Traditional ROI: 5.14%
98 Whistler Ct #98 Middle Island, NY This well-maintained 2-bedroom, 1-bath co-op features a comfortable living room, a functio...	2 beds \| 1 baths \| 875 sq.ft.	$250,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 5.42% Airbnb Rental Income: $1362 Traditional Rental Income: $2383 Airbnb ROI: -0.67% Traditional ROI: 5.42%
824 Birchwood Park Dr Middle Island, NY Desirable Malibu model in the highly sought-after, guard-gated Birchwood at Spring Lake co...	3 beds \| 2 baths \| 1,870 sq.ft.	$474,000	Airbnb cash on cash: -1% Traditional cash on cash: 5.59% Airbnb Rental Income: $1312 Traditional Rental Income: $3825 Airbnb ROI: -1% Traditional ROI: 5.59%
757 Spring Lake Dr Middle Island, NY Welcome to this beautifully maintained 2-bedroom, 2-bath townhouse-style condominium locat...	2 beds \| 2 baths \| 1,218 sq.ft.	$439,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 4.29% Airbnb Rental Income: $1362 Traditional Rental Income: $3089 Airbnb ROI: -0.93% Traditional ROI: 4.29%
9 Maple Rd Middle Island, NY Welcome to 9 Maple, Middle Island in the Longwood School District-a well-maintained 3-bedr...	3 beds \| 1 baths \| 790 sq.ft.	$499,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 3.42% Airbnb Rental Income: $1312 Traditional Rental Income: $2889 Airbnb ROI: -0.83% Traditional ROI: 3.42%
2 Daylilly Ct Middle Island, NY Welcome to 2 Daylilly Court located in The Preserve of Middle Island. Spacious 4 Bedroom, ...	4 beds \| 2 baths \| 3,429 sq.ft.	$749,999	Airbnb cash on cash: 4.28% Traditional cash on cash: 2.27% Airbnb Rental Income: $7042 Traditional Rental Income: $4275 Airbnb ROI: 4.28% Traditional ROI: 2.27%

Real Estate investment in Middle-island, NY

There are 26 properties for sale in the city of Middle Island . The median list price in Middle Island is $466,500 and the average price per square foot is $289. In March 2026, the average monthly cash on cash return in Middle Island is 4.00%. The average monthly rental income in Middle Island is $3,280.

Middle-island, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 26 investment properties available for sale in Middle-island.

In 2026, the best neighborhood to buy investment property is Middle Island.

The ROI for Long-Term is higher than the Short-Term in Middle-island with average rental income of $3,280.

Your search for investment property begins and ends here

Investment Property for Sale in Middle Island, NY

Lot 4 Bunker Ln

Middle Island, NY

3 beds | 2 baths | 1,551 sq.ft.

$848,000

Airbnb cash on cash: -1.68%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $1312

Traditional Rental Income: $3157

Airbnb ROI: -1.68%

Traditional ROI: 1.17%

Lot 2 Bunker Ln

Middle Island, NY

3 beds | 2 baths | 1,551 sq.ft.

$848,000

Airbnb cash on cash: -1.68%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $1312

Traditional Rental Income: $3157

Airbnb ROI: -1.68%

Traditional ROI: 1.17%

9 Lake Dr

Middle Island, NY

4 beds | 2 baths | 2,176 sq.ft.

$699,950

Airbnb cash on cash: 5.89%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $7042

Traditional Rental Income: $4264

Airbnb ROI: 5.89%

Traditional ROI: 3.72%

4 Cari Ln

Middle Island, NY

2 beds | 2 baths | 1,716 sq.ft.

$620,000

Airbnb cash on cash: -2.41%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $1362

Traditional Rental Income: $3432

Airbnb ROI: -2.41%

Traditional ROI: 1.89%

55 Eric Dr #55

Middle Island, NY

3 beds | 2 baths | 1,870 sq.ft.

$439,990

Airbnb cash on cash: -1.56%

Traditional cash on cash: 5.86%

Airbnb Rental Income: $1312

Traditional Rental Income: $3961

Airbnb ROI: -1.56%

Traditional ROI: 5.86%

17 Arnold Dr

Middle Island, NY

3 beds | 3 baths | 1,002 sq.ft.

$649,999

Airbnb cash on cash: -0.82%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $1312

Traditional Rental Income: $3377

Airbnb ROI: -0.82%

Traditional ROI: 3.26%

1 Lake Dr

Middle Island, NY

5 beds | 3 baths | 3,434 sq.ft.

$995,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.26%

Airbnb Rental Income: $null

Traditional Rental Income: $5480

Airbnb ROI: N/A

Traditional ROI: 3.26%

12 Jennifer Ln

Middle Island, NY

3 beds | 2 baths | 2,396 sq.ft.

$648,000

Airbnb cash on cash: -3.03%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $1312

Traditional Rental Income: $4145

Airbnb ROI: -3.03%