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 Lane 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: 1.01% Traditional cash on cash: 1.17% Airbnb Rental Income: $3860 Traditional Rental Income: $3157 Airbnb ROI: 1.01% Traditional ROI: 1.17%
Lot 2 Bunker Lane 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: 1.01% Traditional cash on cash: 1.17% Airbnb Rental Income: $3860 Traditional Rental Income: $3157 Airbnb ROI: 1.01% Traditional ROI: 1.17%
20 Church Lane Middle Island, NY Welcome to 20 Church Ln. in Middle Island, a truly special ranch stlye home nestled on a 2...	2 beds \| 1 baths \| 1,379 sq.ft.	$529,999	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.46% Airbnb Rental Income: $2847 Traditional Rental Income: $2902 Airbnb ROI: 1.01% Traditional ROI: 2.46%
15 Adams Lane Middle Island, NY Come See This Beautiful 3BR, 1.5 Bath Ranch Style Home. Newly Updated Eat-In-Kitchen. Feat...	3 beds \| 2 baths \| N/A	$530,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 3.96% Airbnb Rental Income: $3860 Traditional Rental Income: $3373 Airbnb ROI: 3.27% Traditional ROI: 3.96%
5 Charley Lane Middle Island, NY Welcome home to this beautiful move right in, completely renovated in 2023 Springfield mod...	2 beds \| 2 baths \| 1,670 sq.ft.	$519,000	Airbnb cash on cash: -1.84% Traditional cash on cash: 2.22% Airbnb Rental Income: $1903 Traditional Rental Income: $3367 Airbnb ROI: -1.84% Traditional ROI: 2.22%
47 Middle Island Boulevard Middle Island, NY Charming Horse Property with Cottage on 2+ Acres Next to Rocky Point Preserve! This scenic...	4 beds \| 4 baths \| N/A	$798,000	Airbnb cash on cash: 4.87% Traditional cash on cash: 3.85% Airbnb Rental Income: $7042 Traditional Rental Income: $4918 Airbnb ROI: 4.87% Traditional ROI: 3.85%
10 Chelsea Lane Unit n/a Middle Island, NY Devon Model is completely detached and offers a private fenced in yard with patio, and gar...	2 beds \| 2 baths \| 1,447 sq.ft.	$370,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 3.29% Airbnb Rental Income: $2847 Traditional Rental Income: $3037 Airbnb ROI: 0.83% Traditional ROI: 3.29%
35 Artist Lake Boulevard Middle Island, NY Welcome this charming split-style home nestled in a serene cul-de-sac. This 4-bed, 2.5-bat...	4 beds \| 3 baths \| 2,484 sq.ft.	$630,000	Airbnb cash on cash: 6.55% Traditional cash on cash: 5.22% Airbnb Rental Income: $7042 Traditional Rental Income: $4898 Airbnb ROI: 6.55% Traditional ROI: 5.22%
274 Artist Lake Drive #274 Middle Island, NY Step into this stunning upper condominium boasting beautiful hardwood flooring throughout,...	2 beds \| 2 baths \| 950 sq.ft.	$309,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 3.32% Airbnb Rental Income: $2847 Traditional Rental Income: $2544 Airbnb ROI: 2.08% Traditional ROI: 3.32%
7 Sander Court Middle Island, NY This 2002 colonial nestled In a beautiful development. , provides the space for creating a...	3 beds \| 3 baths \| 2,500 sq.ft.	$659,990	Airbnb cash on cash: 1.69% Traditional cash on cash: 3.17% Airbnb Rental Income: $3860 Traditional Rental Income: $3941 Airbnb ROI: 1.69% Traditional ROI: 3.17%
105 Artist Lake Drive #105 Middle Island, NY Look no more! Large 2br, 2 full bath condo corner unit on the 1st floor with patio! ALL ut...	2 beds \| 2 baths \| N/A	$288,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 5.04% Airbnb Rental Income: $2847 Traditional Rental Income: $2840 Airbnb ROI: 2.62% Traditional ROI: 5.04%
Lot 3 Currans Road Middle Island, NY CONSTRUCTION UNDER WAY!!2 HOMES LEFT IN THIS 4 LOT/ FLAG LOT LOCATION!!!!! THIS TO BE BUIL...	5 beds \| 4 baths \| N/A	$699,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $4780 Airbnb ROI: N/A Traditional ROI: 4.47%
624 Lake Court #624 Middle Island, NY Why rent when you could own your own home. Nestled within the highly coveted Lake Pointe O...	2 beds \| 2 baths \| 950 sq.ft.	$245,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 4.12% Airbnb Rental Income: $2847 Traditional Rental Income: $2903 Airbnb ROI: 1.02% Traditional ROI: 4.12%
Front Lot Northfield Road Middle Island, NY Brand new construction on large parcel of 154 x 174 ! Includes a side entry 2 Car garage ,...	3 beds \| 2 baths \| 1,450 sq.ft.	$589,900	Airbnb cash on cash: 1.81% Traditional cash on cash: 3.87% Airbnb Rental Income: $3860 Traditional Rental Income: $4164 Airbnb ROI: 1.81% Traditional ROI: 3.87%
243 Fairview Circle #243 Middle Island, NY Welcome to 243 Fairview Circle, a brand-new construction second-floor condo unit located i...	2 beds \| 2 baths \| N/A	$349,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 5.04% Airbnb Rental Income: $2847 Traditional Rental Income: $2921 Airbnb ROI: 2.79% Traditional ROI: 5.04%
10 Emma Lane Middle Island, NY This is what you have been waiting for!! Dunning Place, your hidden gem in the heart of Ma...	3 beds \| 2 baths \| 1,644 sq.ft.	$703,490	Airbnb cash on cash: 1.5% Traditional cash on cash: 2.74% Airbnb Rental Income: $3860 Traditional Rental Income: $3846 Airbnb ROI: 1.5% Traditional ROI: 2.74%
2 Alexandra Drive #2 Middle Island, NY Welcome to 2 Alexandra Drive, situated in an incredible location near the clubhouse, withi...	3 beds \| 3 baths \| N/A	$559,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 3.64% Airbnb Rental Income: $3860 Traditional Rental Income: $4127 Airbnb ROI: 1.54% Traditional ROI: 3.64%
174 Wading River Hollow Road Middle Island, NY Charming 3-Bedroom, 1-Bathroom Home Welcome to your ideal primary residence, offering a b...	3 beds \| 2 baths \| N/A	$499,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 3.89% Airbnb Rental Income: $3821 Traditional Rental Income: $3379 Airbnb ROI: 3.06% Traditional ROI: 3.89%
31 Park Lane Middle Island, NY Welcome to 31 Park Ln. An incredible opportunity to purchase a piece of property nestled m...	4 beds \| 2 baths \| 2,162 sq.ft.	$579,999	Airbnb cash on cash: 7.84% Traditional cash on cash: 4.15% Airbnb Rental Income: $7042 Traditional Rental Income: $3680 Airbnb ROI: 7.84% Traditional ROI: 4.15%
230 Lake Pointe Circle #230 Middle Island, NY Owning this beautifully updated 2-bedroom, 1-bath co-op apartment with serene Artist Lake ...	2 beds \| 1 baths \| 1,000 sq.ft.	$249,998	Airbnb cash on cash: 2.32% Traditional cash on cash: 3.41% Airbnb Rental Income: $2847 Traditional Rental Income: $2442 Airbnb ROI: 2.32% Traditional ROI: 3.41%
50 Church Lane Middle Island, NY Three LOTS included in this ONE PURCHASE, offering many land use options! A GREAT Opportun...	3 beds \| 2 baths \| N/A	$524,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 2.91% Airbnb Rental Income: $3860 Traditional Rental Income: $3373 Airbnb ROI: 2.2% Traditional ROI: 2.91%
19 Huntingdale Way Middle Island, NY Welcome to 19 Huntingdale Way in Strathmore on the Green! This desirable Shady Grove model...	3 beds \| 2 baths \| 1,581 sq.ft.	$494,999	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.6% Airbnb Rental Income: $3860 Traditional Rental Income: $3453 Airbnb ROI: 3.68% Traditional ROI: 4.6%
245 Fairview Circle #245 Middle Island, NY Move Right in to this * NEW* Ground floor Condo. Featuring 2 bed, 2 full bath with a brand...	2 beds \| 2 baths \| N/A	$319,999	Airbnb cash on cash: 3.66% Traditional cash on cash: 5.4% Airbnb Rental Income: $2847 Traditional Rental Income: $2708 Airbnb ROI: 3.66% Traditional ROI: 5.4%
746 Birchwood Park Drive #746 Middle Island, NY Beautiful, Spacious Galaxy Unit with a Stunning View of the Golf Course. Located in the de...	2 beds \| 2 baths \| 1,334 sq.ft.	$369,999	Airbnb cash on cash: 1.02% Traditional cash on cash: 2.59% Airbnb Rental Income: $2847 Traditional Rental Income: $2730 Airbnb ROI: 1.02% Traditional ROI: 2.59%
84 Fairview Circle #84 Middle Island, NY Very desirable upper corner unit!! Bright and spacious with 2 full baths! There's plenty...	2 beds \| 2 baths \| 950 sq.ft.	$275,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 5.49% Airbnb Rental Income: $2847 Traditional Rental Income: $2841 Airbnb ROI: 2.96% Traditional ROI: 5.49%
14 Elkin Drive Middle Island, NY Your Search Ends At 14 Elkin Dr.! Meticulously Maintained and Absolutely Pristine Ranch! C...	3 beds \| 2 baths \| 1,402 sq.ft.	$535,990	Airbnb cash on cash: 2.73% Traditional cash on cash: 2.88% Airbnb Rental Income: $3860 Traditional Rental Income: $3102 Airbnb ROI: 2.73% Traditional ROI: 2.88%
106 Fairview Circle #106 Middle Island, NY This highly desirable 2 bedroom and rare 2 full bathroom second-floor corner unit is a tru...	2 beds \| 2 baths \| N/A	$305,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 5.46% Airbnb Rental Income: $2847 Traditional Rental Income: $3012 Airbnb ROI: 2.58% Traditional ROI: 5.46%
258 Artist Lake Drive #258 Middle Island, NY Welcome to the renowned Artist Lake Condominiums. Come see this second floor end unit for...	2 beds \| 1 baths \| 1,000 sq.ft.	$249,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 3.67% Airbnb Rental Income: $2847 Traditional Rental Income: $2229 Airbnb ROI: 3.48% Traditional ROI: 3.67%
166 Artist Lake Drive #A Middle Island, NY Welcome to this charming 2-bedroom, 1-bathroom home in the peaceful Artist Lake community!...	2 beds \| 1 baths \| N/A	$239,000	Airbnb cash on cash: 7.03% Traditional cash on cash: 8.05% Airbnb Rental Income: $2847 Traditional Rental Income: $2414 Airbnb ROI: 7.03% Traditional ROI: 8.05%
19 Madison Circle #19 Middle Island, NY Desirable Gated Community with Country Club Surroundings and all its amenities. Location,...	3 beds \| 3 baths \| 2,600 sq.ft.	$599,990	Airbnb cash on cash: 1.11% Traditional cash on cash: 1.81% Airbnb Rental Income: $3860 Traditional Rental Income: $3422 Airbnb ROI: 1.11% Traditional ROI: 1.81%
8 Mill Lot Road Middle Island, NY This Is A True Four Bedroom Center Hall colonial, This Home Is Nestled On A Full Acre, Upo...	4 beds \| 2 baths \| 1,948 sq.ft.	$579,000	Airbnb cash on cash: 7.29% Traditional cash on cash: 3.26% Airbnb Rental Income: $7042 Traditional Rental Income: $3499 Airbnb ROI: 7.29% Traditional ROI: 3.26%
29 Wilson Avenue Middle Island, NY The Home Of Your Dreams Is Waiting For You! Living Room Perfect For Entertaining Your Gues...	4 beds \| 2 baths \| 1,716 sq.ft.	$569,900	Airbnb cash on cash: 7.68% Traditional cash on cash: 4.08% Airbnb Rental Income: $7042 Traditional Rental Income: $3763 Airbnb ROI: 7.68% Traditional ROI: 4.08%
311 Fairview Circle #311 Middle Island, NY Welcome to the charming Artist Lake Condo Complex! This main floor-corner condo is perfec...	2 beds \| 2 baths \| N/A	$255,000	Airbnb cash on cash: 6.06% Traditional cash on cash: 9.73% Airbnb Rental Income: $2847 Traditional Rental Income: $3067 Airbnb ROI: 6.06% Traditional ROI: 9.73%
17 Saddlebrook Court Middle Island, NY Welcome Home to 17 Saddlebrook Court in Strathmore on the Green. This desirable Briar Holl...	2 beds \| 2 baths \| 1,527 sq.ft.	$479,999	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.38% Airbnb Rental Income: $2847 Traditional Rental Income: $2986 Airbnb ROI: 1.6% Traditional ROI: 3.38%
1 Saddlebrook Court #1 Middle Island, NY Welcome To Strathmore On The Green, A Gated Community! This Beautifully Remodeled 2 Bedroo...	2 beds \| 2 baths \| N/A	$469,990	Airbnb cash on cash: 0.46% Traditional cash on cash: 2.36% Airbnb Rental Income: $2847 Traditional Rental Income: $3020 Airbnb ROI: 0.46% Traditional ROI: 2.36%
1 Saddlebrook Court Middle Island, NY Welcome To Strathmore On The Green, A Gated Community! This Beautifully Remodeled 2 Bedroo...	2 beds \| 2 baths \| N/A	$469,990	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.64% Airbnb Rental Income: $2847 Traditional Rental Income: $3035 Airbnb ROI: 1.71% Traditional ROI: 3.64%
4 Fox Road Middle Island, NY Welcome To This Beautifully Updated 3 Bedroom Ranch With Custom Designed Details Throughou...	3 beds \| 1 baths \| N/A	$499,990	Airbnb cash on cash: 4.01% Traditional cash on cash: 3.53% Airbnb Rental Income: $3860 Traditional Rental Income: $2804 Airbnb ROI: 4.01% Traditional ROI: 3.53%
9 Old Middle Country Road Middle Island, NY what a rare find is this large ranch on a 6 acre parcel with endless possibilities. home i...	3 beds \| 2 baths \| 1,550 sq.ft.	$679,990	Airbnb cash on cash: 1.48% Traditional cash on cash: 1.64% Airbnb Rental Income: $3860 Traditional Rental Income: $3125 Airbnb ROI: 1.48% Traditional ROI: 1.64%
705 Spring Lake Drive #705 Middle Island, NY Beautiful 3 Bedroom 2.5 Bath Townhouse Located on the Birchwood at Spring Lake Private Gol...	3 beds \| 3 baths \| 2,178 sq.ft.	$459,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 4.34% Airbnb Rental Income: $3860 Traditional Rental Income: $4175 Airbnb ROI: 1.67% Traditional ROI: 4.34%
132 Fieldstone #132 Middle Island, NY Welcome to your dream townhouse! This stunning 3-bedroom, 2-full bath residence features s...	3 beds \| 2 baths \| N/A	$399,999	Airbnb cash on cash: 3.85% Traditional cash on cash: 5.63% Airbnb Rental Income: $3860 Traditional Rental Income: $3697 Airbnb ROI: 3.85% Traditional ROI: 5.63%

Real Estate investment in Middle-island, NY

There are 54 properties for sale in the city of Middle Island . The median list price in Middle Island is $487,499 and the average price per square foot is $316. In January 2025, the average monthly cash on cash return in Middle Island is 4.00%. The average monthly rental income in Middle Island is $3,157.

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

There are 54 investment properties available for sale in Middle-island.

In 2025, 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 $3,157.

Your search for investment property begins and ends here

Investment Property for Sale in Middle Island, NY

Lot 4 Bunker Lane

Middle Island, NY

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

$848,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $3860

Traditional Rental Income: $3157

Airbnb ROI: 1.01%

Traditional ROI: 1.17%

Lot 2 Bunker Lane

Middle Island, NY

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

$848,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $3860

Traditional Rental Income: $3157

Airbnb ROI: 1.01%

Traditional ROI: 1.17%

20 Church Lane

Middle Island, NY

2 beds | 1 baths | 1,379 sq.ft.

$529,999

Airbnb cash on cash: 1.01%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $2847

Traditional Rental Income: $2902

Airbnb ROI: 1.01%

Traditional ROI: 2.46%

15 Adams Lane

Middle Island, NY

3 beds | 2 baths | N/A

$530,000

Airbnb cash on cash: 3.27%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $3860

Traditional Rental Income: $3373

Airbnb ROI: 3.27%

Traditional ROI: 3.96%

5 Charley Lane

Middle Island, NY

2 beds | 2 baths | 1,670 sq.ft.

$519,000

Airbnb cash on cash: -1.84%

Traditional cash on cash: 2.22%

Airbnb Rental Income: $1903

Traditional Rental Income: $3367

Airbnb ROI: -1.84%

Traditional ROI: 2.22%

47 Middle Island Boulevard

Middle Island, NY

4 beds | 4 baths | N/A

$798,000

Airbnb cash on cash: 4.87%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $7042

Traditional Rental Income: $4918

Airbnb ROI: 4.87%

Traditional ROI: 3.85%

10 Chelsea Lane Unit n/a

Middle Island, NY

2 beds | 2 baths | 1,447 sq.ft.

$370,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $2847

Traditional Rental Income: $3037

Airbnb ROI: 0.83%

Traditional ROI: 3.29%

35 Artist Lake Boulevard

Middle Island, NY

4 beds | 3 baths | 2,484 sq.ft.

$630,000

Airbnb cash on cash: 6.55%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $7042

Traditional Rental Income: $4898

Airbnb ROI: 6.55%