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
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: -0.51% Traditional cash on cash: 1.61% Airbnb Rental Income: $1469 Traditional Rental Income: $4172 Airbnb ROI: -0.51% Traditional ROI: 1.61%
73 Charla Drive Southampton, NY SOUTHAMPTON WITH ALL THE BELLS AND WHISTLES Introducing a pristine turn key, updated spraw...	3 beds \| 3 baths \| 1,476 sq.ft.	$1,695,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.03% Airbnb Rental Income: $1469 Traditional Rental Income: $3973 Airbnb ROI: -0.84% Traditional ROI: 1.03%
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: -1.3% Traditional cash on cash: 1.23% Airbnb Rental Income: $898 Traditional Rental Income: $8783 Airbnb ROI: -1.3% 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: -0.75% Traditional cash on cash: 3.33% Airbnb Rental Income: $1469 Traditional Rental Income: $9174 Airbnb ROI: -0.75% 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: -1.12% Traditional cash on cash: -0.09% Airbnb Rental Income: $974 Traditional Rental Income: $9469 Airbnb ROI: -1.12% Traditional ROI: -0.09%
20 Cove Neck Lane Southampton, NY BEING SOLD TURN-KEY (art-work not included) Conceived by award-winning architect Joseph Ei...	4 beds \| 5 baths \| 4,375 sq.ft.	$3,795,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 2.01% Airbnb Rental Income: $898 Traditional Rental Income: $11210 Airbnb ROI: -1.02% Traditional ROI: 2.01%
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: -0.97% Traditional cash on cash: 3.42% Airbnb Rental Income: $898 Traditional Rental Income: $12386 Airbnb ROI: -0.97% 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.	$2,450,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 0.44% Airbnb Rental Income: $1469 Traditional Rental Income: $3639 Airbnb ROI: -0.71% Traditional ROI: 0.44%
10 Lenape Road Southampton, NY Thoughtfully renovated and redesigned, this 2,688SF ranch offers refined interiors, qualit...	4 beds \| 4 baths \| 2,688 sq.ft.	$1,869,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 1.53% Airbnb Rental Income: $898 Traditional Rental Income: $5610 Airbnb ROI: -1.38% Traditional ROI: 1.53%
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.	$1,137,698	Airbnb cash on cash: -0.28% Traditional cash on cash: 1.76% Airbnb Rental Income: $1469 Traditional Rental Income: $3194 Airbnb ROI: -0.28% Traditional ROI: 1.76%
40 Knollwood Drive Southampton, NY Recently completed and fully staged, this impeccably priced five-bedroom residence sits on...	5 beds \| 4 baths \| 2,800 sq.ft.	$2,995,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 3.48% Airbnb Rental Income: $974 Traditional Rental Income: $13629 Airbnb ROI: -1.21% Traditional ROI: 3.48%
40 Highlands Drive Southampton, NY Tucked away on a peaceful cul-de-sac in Glenview Hills, North Sea, this New York/Palm Beac...	3 beds \| 2 baths \| 1,241 sq.ft.	$1,875,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.69% Airbnb Rental Income: $1469 Traditional Rental Income: $3325 Airbnb ROI: -0.63% Traditional ROI: 0.69%
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: -0.71% Traditional cash on cash: 0.74% Airbnb Rental Income: $1548 Traditional Rental Income: $3055 Airbnb ROI: -0.71% 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.	$4,795,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 0.58% Airbnb Rental Income: $974 Traditional Rental Income: $8498 Airbnb ROI: -1.19% Traditional ROI: 0.58%
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: -0.98% Traditional cash on cash: 4% Airbnb Rental Income: $898 Traditional Rental Income: $7960 Airbnb ROI: -0.98% 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	$2,300,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 1.88% Airbnb Rental Income: $974 Traditional Rental Income: $7100 Airbnb ROI: -1.16% Traditional ROI: 1.88%
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.	$1,995,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.41% Airbnb Rental Income: $1469 Traditional Rental Income: $8436 Airbnb ROI: -0.59% Traditional ROI: 3.41%
32 Cooper Street Southampton, NY Southampton Village Classic with Legal Guest House An exceptional opportunity to own a cla...	5 beds \| 3 baths \| 2,537 sq.ft.	$3,250,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.43% Airbnb Rental Income: $974 Traditional Rental Income: $4830 Airbnb ROI: -0.97% Traditional ROI: 0.43%
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: -2.49% Traditional cash on cash: -1.92% Airbnb Rental Income: $1469 Traditional Rental Income: $3394 Airbnb ROI: -2.49% 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: -1.26% Traditional cash on cash: 0.7% Airbnb Rental Income: $898 Traditional Rental Income: $7266 Airbnb ROI: -1.26% Traditional ROI: 0.7%
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.	$4,995,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.13% Airbnb Rental Income: $898 Traditional Rental Income: $5860 Airbnb ROI: -1.02% Traditional ROI: 0.13%
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: -1.02% Traditional cash on cash: 0.46% Airbnb Rental Income: $974 Traditional Rental Income: $6764 Airbnb ROI: -1.02% 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.	$2,865,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.42% Airbnb Rental Income: $898 Traditional Rental Income: $4936 Airbnb ROI: -1.22% Traditional ROI: 0.42%
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.	$1,799,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 1.17% Airbnb Rental Income: $1469 Traditional Rental Income: $4191 Airbnb ROI: -0.72% Traditional ROI: 1.17%
15 McGregor Drive Southampton, NY Discover your forever home in the Hamptons in an enviable Southampton location with waterv...	4 beds \| 3 baths \| 2,350 sq.ft.	$2,495,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 0.64% Airbnb Rental Income: $898 Traditional Rental Income: $4650 Airbnb ROI: -1.13% Traditional ROI: 0.64%
292 Little Fresh Pond Road Southampton, NY LIGHT FILLED CONTEMPORARY CLOSE TO LITTLE FRESH POND & VILLAGE OF SOUTHAMPTON! This charmi...	3 beds \| 3 baths \| 1,812 sq.ft.	$1,345,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.99% Airbnb Rental Income: $1469 Traditional Rental Income: $4104 Airbnb ROI: -0.47% Traditional ROI: 1.99%
80 Knoll Road Southampton, NY Nestled on a quiet street in Southampton Cove, a sought-after waterside community, this bu...	5 beds \| 5 baths \| 2,000 sq.ft.	$3,500,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.59% Airbnb Rental Income: $974 Traditional Rental Income: $5459 Airbnb ROI: -0.9% Traditional ROI: 0.59%
1 Rebadam Lane Southampton, NY Opportunity abounds with this waterfront, 4+ bedroom, 4-bathroom, approximately 2,400SF ho...	4 beds \| 4 baths \| 2,408 sq.ft.	$1,995,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 1.78% Airbnb Rental Income: $898 Traditional Rental Income: $5947 Airbnb ROI: -1.13% Traditional ROI: 1.78%
40 Scrimshaw Drive Southampton, NY Nestled in a highly sought-after beach community on the Peconic Bay, this lovely, bright, ...	3 beds \| 3 baths \| 1,642 sq.ft.	$1,875,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 1.1% Airbnb Rental Income: $1469 Traditional Rental Income: $4132 Airbnb ROI: -0.68% Traditional ROI: 1.1%
1806 County Road 39 Southampton, NY This home is the perfect opportunity to create your vision and get your foot in the door i...	4 beds \| 3 baths \| 1,496 sq.ft.	$1,100,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2.39% Airbnb Rental Income: $898 Traditional Rental Income: $4124 Airbnb ROI: -1.09% Traditional ROI: 2.39%
251 Sebonac Road Southampton, NY Seller is installing a brand new septic system	4 beds \| 6 baths \| 1,904 sq.ft.	$2,545,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 0.74% Airbnb Rental Income: $898 Traditional Rental Income: $5238 Airbnb ROI: -1.24% Traditional ROI: 0.74%
1323 Meadow Lane Southampton, NY Now available, this extraordinary South of the Highway bayfront double-lot estate on South...	5 beds \| 6 baths \| 5,300 sq.ft.	$16,900,000	Airbnb cash on cash: -1.3% Traditional cash on cash: -0.73% Airbnb Rental Income: $974 Traditional Rental Income: $9433 Airbnb ROI: -1.3% Traditional ROI: -0.73%
542 Montauk Highway Southampton, NY Wake up to stunning water views every morning in this exceptional Southampton home overloo...	4 beds \| 2 baths \| 1,652 sq.ft.	$1,399,990	Airbnb cash on cash: -1.02% Traditional cash on cash: 1.52% Airbnb Rental Income: $898 Traditional Rental Income: $3865 Airbnb ROI: -1.02% Traditional ROI: 1.52%
61 Hidden Cove Court Southampton, NY Tucked away on 1.4 acres of lush, landscaped grounds, this bright contemporary residence o...	5 beds \| 6 baths \| 4,000 sq.ft.	$3,295,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 1.67% Airbnb Rental Income: $974 Traditional Rental Income: $8996 Airbnb ROI: -1.07% Traditional ROI: 1.67%
115 Highland Road Southampton, NY Southampton Sanctuary with Space to Spare Set on an expansive 1.68 acre parcel in a peacef...	5 beds \| 5 baths \| 6,211 sq.ft.	$2,475,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 1.88% Airbnb Rental Income: $974 Traditional Rental Income: $7933 Airbnb ROI: -1.3% Traditional ROI: 1.88%
91 Dale Street Southampton, NY Nestled in the Village of Southampton is this charming 3 to 4 bedrooms, 3 bath home. There...	4 beds \| 3 baths \| 2,044 sq.ft.	$2,650,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 0.72% Airbnb Rental Income: $898 Traditional Rental Income: $4691 Airbnb ROI: -0.96% Traditional ROI: 0.72%
76 Blackwatch Court Southampton, NY Designed for the ultimate in indoor-outdoor living, this 4-bedroom, 3.5-baths contemporary...	4 beds \| 4 baths \| 2,950 sq.ft.	$1,995,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 0.88% Airbnb Rental Income: $898 Traditional Rental Income: $4300 Airbnb ROI: -1.14% Traditional ROI: 0.88%
63 Halsey Street Southampton, NY Tucked away on a quiet private cul-de-sac in the heart of Southampton Village, 63 Halsey S...	4 beds \| 3 baths \| 2,288 sq.ft.	$3,995,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 0.05% Airbnb Rental Income: $898 Traditional Rental Income: $4874 Airbnb ROI: -1.11% Traditional ROI: 0.05%
56 Shinnecock Hills Road Southampton, NY Southampton Gem with Designer Touches. Nestled in the heart of Southampton, this beautiful...	2 beds \| 3 baths \| 2,152 sq.ft.	$1,800,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 1.04% Airbnb Rental Income: $1548 Traditional Rental Income: $4190 Airbnb ROI: -0.81% Traditional ROI: 1.04%
11 Scotts Landing Road Southampton, NY Designed for versatility and modern Hamptons living, this rare Southampton Shores compound...	4 beds \| 4 baths \| 2,000 sq.ft.	$1,899,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 1.07% Airbnb Rental Income: $898 Traditional Rental Income: $4140 Airbnb ROI: -0.96% Traditional ROI: 1.07%

Real Estate investment in Southampton, NY

There are 76 properties for sale in the city of Southampton . The median list price in Southampton is $2,295,000 and the average price per square foot is $727. In January 2026, the average monthly cash on cash return in Southampton is 2.00%. The average monthly rental income in Southampton is $5,459.

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

There are 76 investment properties available for sale in Southampton.

In 2026, 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 $5,459.

Your search for investment property begins and ends here

Investment Property for Sale in Southampton, NY

1680 N Sea Road

Southampton, NY

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

$1,595,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $1469

Traditional Rental Income: $4172

Airbnb ROI: -0.51%

Traditional ROI: 1.61%

73 Charla Drive

Southampton, NY

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

$1,695,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $1469

Traditional Rental Income: $3973

Airbnb ROI: -0.84%

Traditional ROI: 1.03%

4 White Oak Lane

Southampton, NY

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

$3,495,000

Airbnb cash on cash: -1.3%

Traditional cash on cash: 1.23%

Airbnb Rental Income: $898

Traditional Rental Income: $8783

Airbnb ROI: -1.3%

Traditional ROI: 1.23%

179 Elm Street

Southampton, NY

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

$2,150,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $1469

Traditional Rental Income: $9174

Airbnb ROI: -0.75%

Traditional ROI: 3.33%

40 Oceanview Drive

Southampton, NY

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

$9,329,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: -0.09%

Airbnb Rental Income: $974

Traditional Rental Income: $9469

Airbnb ROI: -1.12%

Traditional ROI: -0.09%

20 Cove Neck Lane

Southampton, NY

4 beds | 5 baths | 4,375 sq.ft.

$3,795,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 2.01%

Airbnb Rental Income: $898

Traditional Rental Income: $11210

Airbnb ROI: -1.02%

Traditional ROI: 2.01%

484 NORTH MAGEE Street

Southampton, NY

4 beds | 3 baths | 2,250 sq.ft.

$2,900,000

Airbnb cash on cash: -0.97%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $898

Traditional Rental Income: $12386

Airbnb ROI: -0.97%

Traditional ROI: 3.42%

411 North Main Street

Southampton, NY

3 beds | 2 baths | 1,692 sq.ft.

$2,450,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $1469

Traditional Rental Income: $3639

Airbnb ROI: -0.71%