Real Estate Investment Properties for Sale in Southampton, NY

Looking for investment property in Southampton, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
70 Cedar Avenue Southampton, NY This waterfront property strikes the perfect balance of modern luxury and natural beauty. ...	4 beds \| 4 baths \| 2,051 sq.ft.	$3,300,000	Airbnb cash on cash: -1.07% Traditional cash on cash: -0.14% Airbnb Rental Income: $1122 Traditional Rental Income: $3572 Airbnb ROI: -1.07% Traditional ROI: -0.14%
1680 N Sea Road Southampton, NY Step into the timeless charm of this historic 1800s farmhouse, originally built by Sea Cap...	3 beds \| 3 baths \| 1,900 sq.ft.	$1,595,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.61% Airbnb Rental Income: $1853 Traditional Rental Income: $4172 Airbnb ROI: -0.29% Traditional ROI: 1.61%
73 Charla Drive Southampton, NY SOUTHAMPTON NEW TO THE MARKET WITH ALL THE BELLS AND WHISTLES Introducing a pristine turn ...	3 beds \| 3 baths \| 1,476 sq.ft.	$1,695,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.03% Airbnb Rental Income: $1853 Traditional Rental Income: $3973 Airbnb ROI: -0.63% Traditional ROI: 1.03%
436 N Magee Street Southampton, NY Opportunity awaits! Discover your dream home in this prime Southampton location! Nestled o...	4 beds \| 3 baths \| 2,580 sq.ft.	$975,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 2.77% Airbnb Rental Income: $1122 Traditional Rental Income: $4198 Airbnb ROI: -1.03% Traditional ROI: 2.77%
4 White Oak Lane Southampton, NY Set on 1.69 beautifully landscaped acres in a peaceful setting, this renovated traditional...	4 beds \| 6 baths \| 4,700 sq.ft.	$3,495,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 1.23% Airbnb Rental Income: $1122 Traditional Rental Income: $8783 Airbnb ROI: -1.25% Traditional ROI: 1.23%
179 Elm Street Southampton, NY This beautifully maintained home is situated on one of the most sought-after streets in So...	3 beds \| 2 baths \| 1,604 sq.ft.	$2,150,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.33% Airbnb Rental Income: $1873 Traditional Rental Income: $9174 Airbnb ROI: -0.58% Traditional ROI: 3.33%
40 Oceanview Drive Southampton, NY Breathtaking Waterfront Estate with Panoramic Bay Views. Located "South of the Highway" in...	5 beds \| 7 baths \| 3,345 sq.ft.	$9,329,000	Airbnb cash on cash: -1.09% Traditional cash on cash: -0.09% Airbnb Rental Income: $1207 Traditional Rental Income: $9469 Airbnb ROI: -1.09% Traditional ROI: -0.09%
63 Armande Street Southampton, NY Welcome to Cedar Hedge House, where timeless Southampton charm seamlessly blends with the ...	4 beds \| 4 baths \| 2,650 sq.ft.	$3,995,000	Airbnb cash on cash: -1.1% Traditional cash on cash: 0.25% Airbnb Rental Income: $1122 Traditional Rental Income: $5737 Airbnb ROI: -1.1% Traditional ROI: 0.25%
64 Armande Street Southampton, NY At .61 of an acre, 64 Armande is nearly 3 times larger than many other homes on the market...	3 beds \| 3 baths \| 1,500 sq.ft.	$3,595,000	Airbnb cash on cash: -0.88% Traditional cash on cash: -0.14% Airbnb Rental Income: $1853 Traditional Rental Income: $3821 Airbnb ROI: -0.88% Traditional ROI: -0.14%
134 Middle Pond Road Southampton, NY Situated on a picturesque quiet peninsula overlooking Shinnecock Bay all the way to the Oc...	4 beds \| 6 baths \| 3,800 sq.ft.	$5,500,000	Airbnb cash on cash: -1.31% Traditional cash on cash: -0.09% Airbnb Rental Income: $1122 Traditional Rental Income: $6950 Airbnb ROI: -1.31% Traditional ROI: -0.09%
484 NORTH MAGEE Street Southampton, NY NESTLED DOWN A LONG PRIVATE DRIVEWAY AND BORDERED BY A SERENE RESERVE, THIS SUB-DIVIDABLE ...	4 beds \| 3 baths \| 2,250 sq.ft.	$2,900,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 3.42% Airbnb Rental Income: $1122 Traditional Rental Income: $12386 Airbnb ROI: -0.91% Traditional ROI: 3.42%
411 North Main Street Southampton, NY Discover your ideal residence in this charming and impeccably maintained 3-bedroom, 2-bath...	3 beds \| 2 baths \| 1,692 sq.ft.	$2,595,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 0.36% Airbnb Rental Income: $1853 Traditional Rental Income: $3639 Airbnb ROI: -0.59% Traditional ROI: 0.36%
10 Lenape Road Southampton, NY Luxury Southampton Retreat â Turn-Key, Designer Renovation W/ Low Taxes - Sellerâs Boa...	4 beds \| 4 baths \| 2,688 sq.ft.	$1,957,000	Airbnb cash on cash: -1.26% Traditional cash on cash: 1.41% Airbnb Rental Income: $1122 Traditional Rental Income: $5610 Airbnb ROI: -1.26% Traditional ROI: 1.41%
28 Apple Road Southampton, NY This 0.34-acre property features a 1.5-story clean 3-bedroom house and a pool. This nearly...	3 beds \| 1 baths \| 1,450 sq.ft.	$927,698	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.38% Airbnb Rental Income: $1853 Traditional Rental Income: $3194 Airbnb ROI: 0.25% Traditional ROI: 2.38%
40 Highlands Drive Southampton, NY Tucked away on a peaceful dead-end street in Glenview Hills, North Sea, this New York/Palm...	3 beds \| 2 baths \| 1,241 sq.ft.	$1,975,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 0.6% Airbnb Rental Income: $1853 Traditional Rental Income: $3325 Airbnb ROI: -0.47% Traditional ROI: 0.6%
14 Landing Lane Southampton, NY Conveniently located on the fringe of Southampton Village, this beautifully renovated 2-be...	2 beds \| 2 baths \| 1,500 sq.ft.	$1,449,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 0.74% Airbnb Rental Income: $2067 Traditional Rental Income: $3055 Airbnb ROI: -0.39% Traditional ROI: 0.74%
288 MONTAUK HWY Southampton, NY Discover the perfect blend of privacy, luxury, and convenience at this newly remodeled 5,0...	5 beds \| 6 baths \| 5,000 sq.ft.	$4,995,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 0.52% Airbnb Rental Income: $1192 Traditional Rental Income: $8498 Airbnb ROI: -1.14% Traditional ROI: 0.52%
845 County Road 39 Southampton, NY Experience the pinnacle of Hamptons living in this exclusive, first-time-offered home in t...	4 beds \| 3 baths \| 1,534 sq.ft.	$1,600,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4% Airbnb Rental Income: $1122 Traditional Rental Income: $7960 Airbnb ROI: -0.85% Traditional ROI: 4%
39 Halsey Avenue Southampton, NY Heart of Southampton Village! You can renovate this property and move in. Or you could bui...	6 beds \| 5 baths \| N/A	$1,950,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 2.39% Airbnb Rental Income: $1122 Traditional Rental Income: $7100 Airbnb ROI: -1.12% Traditional ROI: 2.39%
28 Bowden Square Southampton, NY Located in the heart of Southampton Village, just a few blocks from renowned Main Street r...	3 beds \| 3 baths \| 1,600 sq.ft.	$2,300,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.07% Airbnb Rental Income: $1853 Traditional Rental Income: $9212 Airbnb ROI: -0.61% Traditional ROI: 3.07%
195 Little Fresh Pond Road Southampton, NY Located in just down the road from Little Fresh Pond Road you will find this meticulously ...	3 beds \| 4 baths \| 1,800 sq.ft.	$2,100,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.19% Airbnb Rental Income: $1853 Traditional Rental Income: $8436 Airbnb ROI: -0.44% Traditional ROI: 3.19%
15 Oceanview Drive Southampton, NY 2025 New Modern Custom Design home perfectly situated on a Southern facing .41 of an acre....	5 beds \| 6 baths \| 5,419 sq.ft.	$5,495,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.3% Airbnb Rental Income: $1207 Traditional Rental Income: $7106 Airbnb ROI: -0.94% Traditional ROI: 0.3%
8 Landsend Lane Southampton, NY Set along the shoreline of the coveted Cold Spring Point Beach Community, this newly reima...	3 beds \| 3 baths \| 2,270 sq.ft.	$2,995,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 0.08% Airbnb Rental Income: $1853 Traditional Rental Income: $4240 Airbnb ROI: -0.96% Traditional ROI: 0.08%
802 Annette Lane Southampton, NY Discover an extraordinary opportunity to own a refined, move-in ready townhome in the pres...	4 beds \| 4 baths \| 4,500 sq.ft.	$2,995,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 2.5% Airbnb Rental Income: $1122 Traditional Rental Income: $10439 Airbnb ROI: -0.99% Traditional ROI: 2.5%
601 Majors Path Southampton, NY Welcome to 601 Majors Path, a modern and stylish home situated in the coveted area of Sout...	3 beds \| 2 baths \| 1,956 sq.ft.	$2,199,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 0.49% Airbnb Rental Income: $1853 Traditional Rental Income: $3467 Airbnb ROI: -0.54% Traditional ROI: 0.49%
300 North Sea Mecox Road Southampton, NY New to market! A rare 1.03 acre property with two independent and legal structures consist...	4 beds \| 3 baths \| N/A	$2,595,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.63% Airbnb Rental Income: $1122 Traditional Rental Income: $4384 Airbnb ROI: -0.88% Traditional ROI: 0.63%
757 Seven Ponds Towd Road Southampton, NY This enchanting property offers a tranquil retreat on approx. 2.33 acres in Southampton an...	3 beds \| 5 baths \| N/A	$2,175,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.61% Airbnb Rental Income: $1853 Traditional Rental Income: $5855 Airbnb ROI: -0.62% Traditional ROI: 1.61%
311 Noyac Road Southampton, NY Owners Encouraging All Offers Now Avail for Sale, a 2.61 acre lot with pre-existing 3 ...	3 beds \| 2 baths \| N/A	$4,495,000	Airbnb cash on cash: -2.41% Traditional cash on cash: -1.92% Airbnb Rental Income: $1853 Traditional Rental Income: $3394 Airbnb ROI: -2.41% Traditional ROI: -1.92%
31 Blackwatch Court Southampton, NY Discover unparalleled luxury in this stunning Southampton residence. Featuring four lavish...	4 beds \| 6 baths \| 6,612 sq.ft.	$3,695,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 0.7% Airbnb Rental Income: $1122 Traditional Rental Income: $7266 Airbnb ROI: -1.21% Traditional ROI: 0.7%
210 Towd Point Road Southampton, NY Experience unparalleled coastal elegance in this newly constructed waterfront beach cottag...	3 beds \| 4 baths \| 2,122 sq.ft.	$3,995,000	Airbnb cash on cash: -0.84% Traditional cash on cash: -0.02% Airbnb Rental Income: $1853 Traditional Rental Income: $4396 Airbnb ROI: -0.84% Traditional ROI: -0.02%
33 Halsey Avenue Southampton, NY This turnkey gem in the heart of Southampton Village pairs a prime location with exciting ...	3 beds \| 3 baths \| 1,470 sq.ft.	$2,795,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 2.31% Airbnb Rental Income: $1853 Traditional Rental Income: $9170 Airbnb ROI: -0.71% Traditional ROI: 2.31%
142 Towd Point Road Southampton, NY The best of coastal contemporary living in the Hamptons awaits in this stunning new constr...	4 beds \| 5 baths \| 2,800 sq.ft.	$5,495,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 0.03% Airbnb Rental Income: $1122 Traditional Rental Income: $5860 Airbnb ROI: -0.98% Traditional ROI: 0.03%
19 Cold Spring Court Southampton, NY Welcome to Your Private Waterfront Oasis Tucked away at the end of a lovely cul-de-sac, th...	4 beds \| 3 baths \| 2,250 sq.ft.	$3,450,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 0.01% Airbnb Rental Income: $1122 Traditional Rental Income: $4090 Airbnb ROI: -1.03% Traditional ROI: 0.01%
6 Atterbury Road Southampton, NY South of the Highway and newly reimagined, this Southampton residence captures the essence...	4 beds \| 5 baths \| 3,000 sq.ft.	$2,295,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 1.25% Airbnb Rental Income: $1122 Traditional Rental Income: $5492 Airbnb ROI: -0.98% Traditional ROI: 1.25%
115 Heady Creek Lane Southampton, NY Available for the first time in over a generation, this 2.36-acre private estate boasts ov...	5 beds \| 4 baths \| 3,800 sq.ft.	$8,495,000	Airbnb cash on cash: -2.62% Traditional cash on cash: -2.11% Airbnb Rental Income: $1207 Traditional Rental Income: $4834 Airbnb ROI: -2.62% Traditional ROI: -2.11%
238 Towd Point Road Southampton, NY PANORAMIC WATERFRONT VISTAS FROM ONE OF THE BEST KEPT EAST END SECRETS There's a reason ho...	2 beds \| 2 baths \| 1,750 sq.ft.	$2,300,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 0.34% Airbnb Rental Income: $2053 Traditional Rental Income: $3509 Airbnb ROI: -0.59% Traditional ROI: 0.34%
44 Ocean View Parkway Southampton, NY Just imagine pulling into your gated, stunning, traditional home in Southampton. Spread ac...	5 beds \| 6 baths \| 5,260 sq.ft.	$4,495,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.46% Airbnb Rental Income: $1207 Traditional Rental Income: $6764 Airbnb ROI: -0.97% Traditional ROI: 0.46%
29 Kenwood Road Southampton, NY Discover a hidden gem with breathtaking water views in the exclusive Sandringham Beach com...	4 beds \| 4 baths \| 3,500 sq.ft.	$2,965,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 0.37% Airbnb Rental Income: $1122 Traditional Rental Income: $4936 Airbnb ROI: -1.15% Traditional ROI: 0.37%
67 Straight Path Southampton, NY Ideally situated in Southampton surrounded by multi-million dollar homes and just 4 minute...	3 beds \| 4 baths \| 2,902 sq.ft.	$1,875,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 1.08% Airbnb Rental Income: $1853 Traditional Rental Income: $4191 Airbnb ROI: -0.55% Traditional ROI: 1.08%
1377 Meadow Lane Southampton, NY Perched deep South of the Highway, this Meadow Lane property captures the magic of Hampton...	5 beds \| 7 baths \| 5,092 sq.ft.	$10,995,000	Airbnb cash on cash: -1.2% Traditional cash on cash: -0.58% Airbnb Rental Income: $1207 Traditional Rental Income: $7095 Airbnb ROI: -1.2% Traditional ROI: -0.58%

Real Estate investment in Southampton, NY

There are 104 properties for sale in the city of Southampton . The median list price in Southampton is $2,495,000 and the average price per square foot is $922. In October 2025, the average monthly cash on cash return in Southampton is 1.00%. The average monthly rental income in Southampton is $4,704.

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

There are 104 investment properties available for sale in Southampton.

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

The ROI for Long-Term is higher than the Short-Term in Southampton with average rental income of $4,704.

Your search for investment property begins and ends here

Investment Property for Sale in Southampton, NY

70 Cedar Avenue

Southampton, NY

4 beds | 4 baths | 2,051 sq.ft.

$3,300,000

Airbnb cash on cash: -1.07%

Traditional cash on cash: -0.14%

Airbnb Rental Income: $1122

Traditional Rental Income: $3572

Airbnb ROI: -1.07%

Traditional ROI: -0.14%

1680 N Sea Road

Southampton, NY

3 beds | 3 baths | 1,900 sq.ft.

$1,595,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $1853

Traditional Rental Income: $4172

Airbnb ROI: -0.29%

Traditional ROI: 1.61%

73 Charla Drive

Southampton, NY

3 beds | 3 baths | 1,476 sq.ft.

$1,695,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $1853

Traditional Rental Income: $3973

Airbnb ROI: -0.63%

Traditional ROI: 1.03%

436 N Magee Street

Southampton, NY

4 beds | 3 baths | 2,580 sq.ft.

$975,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $1122

Traditional Rental Income: $4198

Airbnb ROI: -1.03%

Traditional ROI: 2.77%

4 White Oak Lane

Southampton, NY

4 beds | 6 baths | 4,700 sq.ft.

$3,495,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $1122

Traditional Rental Income: $8783

Airbnb ROI: -1.25%

Traditional ROI: 1.23%

179 Elm Street

Southampton, NY

3 beds | 2 baths | 1,604 sq.ft.

$2,150,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $1873

Traditional Rental Income: $9174

Airbnb ROI: -0.58%

Traditional ROI: 3.33%

40 Oceanview Drive

Southampton, NY

5 beds | 7 baths | 3,345 sq.ft.

$9,329,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: -0.09%

Airbnb Rental Income: $1207

Traditional Rental Income: $9469

Airbnb ROI: -1.09%

Traditional ROI: -0.09%

63 Armande Street

Southampton, NY

4 beds | 4 baths | 2,650 sq.ft.

$3,995,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: 0.25%

Airbnb Rental Income: $1122

Traditional Rental Income: $5737

Airbnb ROI: -1.1%