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
84 Inlet Road E Southampton, NY A rare opportunity to own a stunning waterfront retreat with breathtaking views, a heated ...	4 beds \| 3 baths \| 2,988 sq.ft.	$3,500,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.32% Airbnb Rental Income: $1535 Traditional Rental Income: $5430 Airbnb ROI: -1.02% Traditional ROI: 0.32%
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: -1.02% Traditional cash on cash: 0.37% Airbnb Rental Income: $1535 Traditional Rental Income: $4936 Airbnb ROI: -1.02% Traditional ROI: 0.37%
52 Village Green Drive Southampton, NY Recently built, impeccably designed condominium in Southampton for Best in Class Modern ...	2 beds \| 2 baths \| 1,230 sq.ft.	$1,100,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 1.14% Airbnb Rental Income: $2195 Traditional Rental Income: $3053 Airbnb ROI: -0.24% Traditional ROI: 1.14%
1 Seasons Lane Southampton, NY Stunning Southampton Retreat with Community Tennis Experience luxury living in this spacio...	5 beds \| 6 baths \| 4,400 sq.ft.	$3,495,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 1.57% Airbnb Rental Income: $1590 Traditional Rental Income: $8992 Airbnb ROI: -0.86% Traditional ROI: 1.57%
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: -0.85% Traditional cash on cash: 1.78% Airbnb Rental Income: $1535 Traditional Rental Income: $5947 Airbnb ROI: -0.85% Traditional ROI: 1.78%
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.	$2,350,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.75% Airbnb Rental Income: $2213 Traditional Rental Income: $8436 Airbnb ROI: -0.36% Traditional ROI: 2.75%
334 Noyack Road Southampton, NY Amazing renovation, spared no details. Beautiful views of the bay with beach access.	5 beds \| 5 baths \| 3,697 sq.ft.	$3,400,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 0.7% Airbnb Rental Income: $1590 Traditional Rental Income: $5972 Airbnb ROI: -0.83% Traditional ROI: 0.7%
520 Hampton Road #5 Southampton, NY Located South of the Highway in Southampton Village, this lovely townhouse is ready to be ...	3 beds \| 3 baths \| 2,364 sq.ft.	$1,875,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.39% Airbnb Rental Income: $2213 Traditional Rental Income: $4447 Airbnb ROI: -1.22% Traditional ROI: 0.39%
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: -0.57% Traditional cash on cash: 2.39% Airbnb Rental Income: $1535 Traditional Rental Income: $4124 Airbnb ROI: -0.57% Traditional ROI: 2.39%
11 The Pkwy Southampton, NY Welcome to 11 The Parkway, a charming Hamptons-style farmhouse nestled in the serene North...	3 beds \| 3 baths \| 1,700 sq.ft.	$1,425,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.57% Airbnb Rental Income: $2213 Traditional Rental Income: $3721 Airbnb ROI: 0.01% Traditional ROI: 1.57%
160 Longview Road Southampton, NY NEW LISTING in Shinnecock Hills 3+ Garages 3BR 2 BA .61 Acre Located in Shinnecock Hills, ...	3 beds \| 2 baths \| 2,108 sq.ft.	$1,200,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 1.87% Airbnb Rental Income: $2213 Traditional Rental Income: $3827 Airbnb ROI: -0.08% Traditional ROI: 1.87%
251 Sebonac Road Southampton, NY Seller is installing a brand new septic system	4 beds \| 4 baths \| 1,904 sq.ft.	$2,595,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.71% Airbnb Rental Income: $1535 Traditional Rental Income: $5238 Airbnb ROI: -1.02% Traditional ROI: 0.71%
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: -0.78% Traditional cash on cash: 3.42% Airbnb Rental Income: $1535 Traditional Rental Income: $12386 Airbnb ROI: -0.78% Traditional ROI: 3.42%
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: -0.92% Traditional cash on cash: 0.01% Airbnb Rental Income: $1535 Traditional Rental Income: $4090 Airbnb ROI: -0.92% Traditional ROI: 0.01%
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: -1.06% Traditional cash on cash: -0.09% Airbnb Rental Income: $1590 Traditional Rental Income: $9469 Airbnb ROI: -1.06% Traditional ROI: -0.09%
91 Howell Street Southampton, NY Nestled on a peaceful street in the idyllic village of Southampton, this timeless Hamptons...	3 beds \| 3 baths \| 2,552 sq.ft.	$2,295,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.71% Airbnb Rental Income: $2213 Traditional Rental Income: $4363 Airbnb ROI: -0.56% Traditional ROI: 0.71%
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: -0.9% Traditional cash on cash: 1.67% Airbnb Rental Income: $1590 Traditional Rental Income: $8996 Airbnb ROI: -0.9% 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.	$2,550,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 1.82% Airbnb Rental Income: $1590 Traditional Rental Income: $7933 Airbnb ROI: -1.06% Traditional ROI: 1.82%
20 Oak Grove Road Southampton, NY SOUTHAMPTON - 5 HOUSES FROM BEAUTIFUL LITTLE PECONIC BAY BEACH This beautifully gut-renova...	3 beds \| 3 baths \| 2,420 sq.ft.	$1,450,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.98% Airbnb Rental Income: $2213 Traditional Rental Income: $4333 Airbnb ROI: -0.01% Traditional ROI: 1.98%
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: -0.87% Traditional cash on cash: 0.3% Airbnb Rental Income: $1590 Traditional Rental Income: $7106 Airbnb ROI: -0.87% Traditional ROI: 0.3%
163 Halsey Street Southampton, NY This Southampton Village Cape cod cottage encapsulates the timeless allure and relaxed sop...	3 beds \| 2 baths \| 1,785 sq.ft.	$3,475,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 0.02% Airbnb Rental Income: $2213 Traditional Rental Income: $3968 Airbnb ROI: -0.69% Traditional ROI: 0.02%
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: -1.01% Traditional cash on cash: 0.25% Airbnb Rental Income: $1535 Traditional Rental Income: $5737 Airbnb ROI: -1.01% Traditional ROI: 0.25%
22 Turtle Cove Drive Southampton, NY Dreaming of owning a Storybook Cottage then make this one yours at 22 Turtle Cove Drive, n...	3 beds \| 2 baths \| 2,200 sq.ft.	$2,150,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.61% Airbnb Rental Income: $2213 Traditional Rental Income: $3773 Airbnb ROI: -0.45% Traditional ROI: 0.61%
6 Scotch Mist Lane Southampton, NY Unique Custom Mediterranean Home A large, luxurious home with 4 bedrooms including 2 en su...	4 beds \| 6 baths \| 4,200 sq.ft.	$2,590,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 4.96% Airbnb Rental Income: $1535 Traditional Rental Income: $15764 Airbnb ROI: -1.15% Traditional ROI: 4.96%
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: -0.78% Traditional cash on cash: -0.13% Airbnb Rental Income: $2213 Traditional Rental Income: $3821 Airbnb ROI: -0.78% Traditional ROI: -0.13%
129 David Whites Lane Southampton, NY IGreat nvestment oportunity	3 beds \| 2 baths \| 1,208 sq.ft.	$1,995,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 0.64% Airbnb Rental Income: $2213 Traditional Rental Income: $3324 Airbnb ROI: -0.26% Traditional ROI: 0.64%
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: 0.6% Traditional cash on cash: 2.38% Airbnb Rental Income: $2213 Traditional Rental Income: $3194 Airbnb ROI: 0.6% Traditional ROI: 2.38%
370 Old Canoe Place Road Southampton, NY Nestled just moments from Southampton Village, this beautifully four-bedroom, two-and-a-ha...	4 beds \| 3 baths \| 2,550 sq.ft.	$2,395,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 0.94% Airbnb Rental Income: $1535 Traditional Rental Income: $5075 Airbnb ROI: -0.86% Traditional ROI: 0.94%
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.	$999,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.68% Airbnb Rental Income: $1535 Traditional Rental Income: $4198 Airbnb ROI: -0.66% Traditional ROI: 2.68%
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: -0.09% Traditional cash on cash: 1.61% Airbnb Rental Income: $2213 Traditional Rental Income: $4172 Airbnb ROI: -0.09% Traditional ROI: 1.61%
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: -0.97% Traditional cash on cash: 0.05% Airbnb Rental Income: $1535 Traditional Rental Income: $4874 Airbnb ROI: -0.97% Traditional ROI: 0.05%
409 Old Canoe Place Road Southampton, NY Introducing a stunning Southampton country traditional home, newly available on the market...	4 beds \| 4 baths \| 3,007 sq.ft.	$1,895,000	Airbnb cash on cash: -1.1% Traditional cash on cash: 1.83% Airbnb Rental Income: $1535 Traditional Rental Income: $6255 Airbnb ROI: -1.1% Traditional ROI: 1.83%
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	$2,375,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.39% Airbnb Rental Income: $2213 Traditional Rental Income: $5855 Airbnb ROI: -0.51% Traditional ROI: 1.39%
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: -1.11% Traditional cash on cash: 0.7% Airbnb Rental Income: $1535 Traditional Rental Income: $7266 Airbnb ROI: -1.11% Traditional ROI: 0.7%
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: -0.93% Traditional cash on cash: 2.39% Airbnb Rental Income: $1535 Traditional Rental Income: $7100 Airbnb ROI: -0.93% Traditional ROI: 2.39%
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: -0.91% Traditional cash on cash: 0.03% Airbnb Rental Income: $1535 Traditional Rental Income: $5860 Airbnb ROI: -0.91% Traditional ROI: 0.03%
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.	$1,899,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 1.06% Airbnb Rental Income: $2213 Traditional Rental Income: $4191 Airbnb ROI: -0.38% Traditional ROI: 1.06%
702 David Whites Lane Southampton, NY Welcome to The Farmhouse on David Whites Lane, a turn-key modern farmhouse that fuses mode...	5 beds \| 5 baths \| 4,800 sq.ft.	$4,795,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 0.46% Airbnb Rental Income: $1590 Traditional Rental Income: $7262 Airbnb ROI: -0.92% Traditional ROI: 0.46%
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: -1.24% Traditional cash on cash: -0.09% Airbnb Rental Income: $1535 Traditional Rental Income: $6950 Airbnb ROI: -1.24% Traditional ROI: -0.09%
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: -0.31% Traditional cash on cash: 0.74% Airbnb Rental Income: $2195 Traditional Rental Income: $3055 Airbnb ROI: -0.31% Traditional ROI: 0.74%

Real Estate investment in Southampton, NY

There are 100 properties for sale in the city of Southampton . The median list price in Southampton is $2,550,000 and the average price per square foot is $921. In September 2025, the average monthly cash on cash return in Southampton is 1.00%. The average monthly rental income in Southampton is $4,600.

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

There are 100 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 $4,600.

Your search for investment property begins and ends here

Investment Property for Sale in Southampton, NY

84 Inlet Road E

Southampton, NY

4 beds | 3 baths | 2,988 sq.ft.

$3,500,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $1535

Traditional Rental Income: $5430

Airbnb ROI: -1.02%

Traditional ROI: 0.32%

29 Kenwood Road

Southampton, NY

4 beds | 4 baths | 3,500 sq.ft.

$2,965,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1535

Traditional Rental Income: $4936

Airbnb ROI: -1.02%

Traditional ROI: 0.37%

52 Village Green Drive

Southampton, NY

2 beds | 2 baths | 1,230 sq.ft.

$1,100,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $2195

Traditional Rental Income: $3053

Airbnb ROI: -0.24%

Traditional ROI: 1.14%

1 Seasons Lane

Southampton, NY

5 beds | 6 baths | 4,400 sq.ft.

$3,495,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 1.57%

Airbnb Rental Income: $1590

Traditional Rental Income: $8992

Airbnb ROI: -0.86%

Traditional ROI: 1.57%

1 Rebadam Lane

Southampton, NY

4 beds | 4 baths | 2,408 sq.ft.

$1,995,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 1.78%

Airbnb Rental Income: $1535

Traditional Rental Income: $5947

Airbnb ROI: -0.85%

Traditional ROI: 1.78%

195 Little Fresh Pond Road

Southampton, NY

3 beds | 4 baths | 1,800 sq.ft.

$2,350,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $2213

Traditional Rental Income: $8436

Airbnb ROI: -0.36%

Traditional ROI: 2.75%

334 Noyack Road

Southampton, NY

5 beds | 5 baths | 3,697 sq.ft.

$3,400,000

Airbnb cash on cash: -0.83%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $1590

Traditional Rental Income: $5972

Airbnb ROI: -0.83%

Traditional ROI: 0.7%

520 Hampton Road #5

Southampton, NY

3 beds | 3 baths | 2,364 sq.ft.

$1,875,000

Airbnb cash on cash: -1.22%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $2213

Traditional Rental Income: $4447

Airbnb ROI: -1.22%