Airbnb Properties for Sale in Southold, NY

Looking for a vacation rental investment in Southold, NY with high ROI ?

Explore a range of newly added short-term rental homes in Southold, NY. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Southold, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
70 Mockingbird Lane Southold, NY Welcome to your dream colonial home nestled in the charming Southold North Fork area! This...	4 beds \| 3 baths \| N/A	$1,299,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 1.38% Airbnb Rental Income: $7372 Traditional Rental Income: $4325 Airbnb ROI: 2.73% Traditional ROI: 1.38%
810 Greenfields Lane Southold, NY Discover tranquility and convenience in this inviting 3-bedroom, move-in ready home nestle...	3 beds \| 2 baths \| 1,720 sq.ft.	$899,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 2.08% Airbnb Rental Income: $6588 Traditional Rental Income: $3268 Airbnb ROI: 4.51% Traditional ROI: 2.08%
700 Gin Lane Southold, NY Welcome to your dream beach home nestled in a serene beach community on the North Fork! Th...	4 beds \| 4 baths \| N/A	$2,474,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 0.64% Airbnb Rental Income: $7372 Traditional Rental Income: $4932 Airbnb ROI: 1.09% Traditional ROI: 0.64%
465 Tarpon Drive Southold, NY Introducing 465 Tarpon Drive, a stunning property in the coveted Southold Shores Bayfront ...	3 beds \| 3 baths \| 1,572 sq.ft.	$899,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 2.25% Airbnb Rental Income: $6588 Traditional Rental Income: $3589 Airbnb ROI: 4.3% Traditional ROI: 2.25%
1475 Oaklawn Avenue Southold, NY Welcome to this beautiful, fully renovated home, where classic charm meets modern luxury. ...	4 beds \| 3 baths \| N/A	$1,024,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 2.87% Airbnb Rental Income: $7372 Traditional Rental Income: $4483 Airbnb ROI: 4.41% Traditional ROI: 2.87%
3715 Hortons Lane Southold, NY Designer Modern Farmhouse set on over 3.35 Acres with farm and scenic views, Renovated 202...	4 beds \| 4 baths \| 3,100 sq.ft.	$1,850,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 1.02% Airbnb Rental Income: $7372 Traditional Rental Income: $4712 Airbnb ROI: 1.75% Traditional ROI: 1.02%
633 Pine Neck Road Southold, NY A must see secluded water front Compound. Rarely do you find two houses on a one acre lot....	3 beds \| 2 baths \| 1,068 sq.ft.	$1,349,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 0.64% Airbnb Rental Income: $6588 Traditional Rental Income: $3147 Airbnb ROI: 2.35% Traditional ROI: 0.64%
1025 Long Creek Drive Southold, NY Exquisite waterfront home with wrap around porches and breathtaking views. Perfectly situ...	4 beds \| 3 baths \| 2,700 sq.ft.	$1,590,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 1.12% Airbnb Rental Income: $7372 Traditional Rental Income: $4371 Airbnb ROI: 2.19% Traditional ROI: 1.12%
6900 Main Bayview Road Southold, NY Welcome to your charming retreat opportunity just one block away from the serene shores of...	2 beds \| 1 baths \| N/A	$629,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 2.21% Airbnb Rental Income: $3889 Traditional Rental Income: $2408 Airbnb ROI: 3.31% Traditional ROI: 2.21%
1745 N Parish Drive Southold, NY Welcome To 1745 N Parish Dr - A Coastal Gem On One Of Southold's Most Desirable Streets! W...	4 beds \| 3 baths \| 2,250 sq.ft.	$2,399,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 0.24% Airbnb Rental Income: $7372 Traditional Rental Income: $4397 Airbnb ROI: 0.94% Traditional ROI: 0.24%
10947 N Bayview Road Southold, NY Compound with House, Barn and 70' Deep Water Dock in Private Marina. Water views from the ...	4 beds \| 3 baths \| N/A	$3,275,000	Airbnb cash on cash: 0.31% Traditional cash on cash: -0.23% Airbnb Rental Income: $7372 Traditional Rental Income: $4323 Airbnb ROI: 0.31% Traditional ROI: -0.23%
700 Bayview Avenue Southold, NY Welcome to 700 Bayview Ave, in Southold. This charming retreat is across the street from H...	3 beds \| 2 baths \| 1,600 sq.ft.	$685,000	Airbnb cash on cash: 6.3% Traditional cash on cash: 3.07% Airbnb Rental Income: $6588 Traditional Rental Income: $3242 Airbnb ROI: 6.3% Traditional ROI: 3.07%
1305 Cedar Drive Southold, NY Just in time for summer! Completely renovated expanded ranch offering more than 3200 sq fe...	4 beds \| 4 baths \| 3,233 sq.ft.	$1,100,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 2.8% Airbnb Rental Income: $7372 Traditional Rental Income: $4720 Airbnb ROI: 4.01% Traditional ROI: 2.8%
1230 Traveler Street Southold, NY Charming 6-room building, located in the heart of the Hamlet Business District of Southold...	3 beds \| 1 baths \| 1,300 sq.ft.	$675,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 2.01% Airbnb Rental Income: $6588 Traditional Rental Income: $2452 Airbnb ROI: 6.54% Traditional ROI: 2.01%
350 West Drive Southold, NY Enter a sanctuary of light and space in this beautifully designed home, where the grandeur...	3 beds \| 3 baths \| 1,900 sq.ft.	$1,395,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 1.36% Airbnb Rental Income: $6588 Traditional Rental Income: $3854 Airbnb ROI: 2.47% Traditional ROI: 1.36%
1500 Hortons Lane Southold, NY Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a spraw...	3 beds \| 3 baths \| 1,900 sq.ft.	$1,250,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 1.28% Airbnb Rental Income: $6588 Traditional Rental Income: $3735 Airbnb ROI: 2.63% Traditional ROI: 1.28%
800 Lighthouse Road Southold, NY This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophi...	3 beds \| 3 baths \| N/A	$2,450,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 0.35% Airbnb Rental Income: $6588 Traditional Rental Income: $4292 Airbnb ROI: 0.79% Traditional ROI: 0.35%
500 Summer Lane Southold, NY Property with vast potential in Prime location, close to Southold beaches, vineyards and s...	2 beds \| 2 baths \| 880 sq.ft.	$469,000	Airbnb cash on cash: 4.96% Traditional cash on cash: 4.56% Airbnb Rental Income: $3889 Traditional Rental Income: $2875 Airbnb ROI: 4.96% Traditional ROI: 4.56%
2555 Youngs Avenue #15C Southold, NY Discover elegant and tranquil living in this meticulously maintained 2-bedroom, 2-bathroom...	2 beds \| 2 baths \| 1,100 sq.ft.	$525,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 3% Airbnb Rental Income: $3889 Traditional Rental Income: $2765 Airbnb ROI: 3.59% Traditional ROI: 3%
55075 Route 25 #1 Southold, NY This Beautiful two-bedroom end unit 55+ Co-op is located in the center of Southold Town. ...	2 beds \| 1 baths \| 805 sq.ft.	$399,999	Airbnb cash on cash: 4.8% Traditional cash on cash: 3.14% Airbnb Rental Income: $3889 Traditional Rental Income: $2430 Airbnb ROI: 4.8% Traditional ROI: 3.14%
155 Seawood Drive Southold, NY Don't miss this newly listed beach cottage in the neighborhood of Seawood Acres ready for ...	2 beds \| 1 baths \| N/A	$659,000	Airbnb cash on cash: 3% Traditional cash on cash: 2.7% Airbnb Rental Income: $3889 Traditional Rental Income: $2866 Airbnb ROI: 3% Traditional ROI: 2.7%
3295 Pine Neck Road Southold, NY SOUTHOLD WATERFRON - Step back in time and connect with nature at the historic Allen Tobe...	3 beds \| 3 baths \| 2,971 sq.ft.	$1,395,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 1.59% Airbnb Rental Income: $6588 Traditional Rental Income: $4652 Airbnb ROI: 2.09% Traditional ROI: 1.59%
2505 Wells Avenue Southold, NY Charming, Sleek, and Sexy waterfront cape-style home with exceptional water views located ...	3 beds \| 2 baths \| 2,000 sq.ft.	$1,645,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 0.84% Airbnb Rental Income: $6588 Traditional Rental Income: $3758 Airbnb ROI: 1.85% Traditional ROI: 0.84%
2555 Youngs Avenue #16C Southold, NY .Take advantage of this newly adjusted price on a spacious 2-bedroom, 2-full bath condo in...	2 beds \| 2 baths \| 1,200 sq.ft.	$527,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 2.45% Airbnb Rental Income: $3889 Traditional Rental Income: $2545 Airbnb ROI: 3.48% Traditional ROI: 2.45%
3475 Oaklawn Avenue Southold, NY Quintessential North Fork Farmhouse circa 1909, renovated for the comfort and convenience ...	3 beds \| 2 baths \| N/A	$999,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 1.16% Airbnb Rental Income: $6588 Traditional Rental Income: $2875 Airbnb ROI: 3.77% Traditional ROI: 1.16%
380 Hickory Road Southold, NY Welcome To 380 Hickory Rd, Southold, Where Your Dream Home Awaits! This Is An Opportunity ...	4 beds \| 3 baths \| 2,600 sq.ft.	$1,149,000	Airbnb cash on cash: 3.55% Traditional cash on cash: 1.83% Airbnb Rental Income: $7372 Traditional Rental Income: $4127 Airbnb ROI: 3.55% Traditional ROI: 1.83%
875 Oak Avenue Southold, NY Nestled in the serene Goose Bay Estates, this cozy Ranch, offers the perfect North Fork re...	2 beds \| 1 baths \| N/A	$699,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.09% Airbnb Rental Income: $3889 Traditional Rental Income: $2363 Airbnb ROI: 3.15% Traditional ROI: 2.09%
5535 Old North Road Southold, NY A classic North Fork farmhouse nestled in the heart of wine country, a winery adjacent to ...	3 beds \| 1 baths \| 1,760 sq.ft.	$835,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 1.58% Airbnb Rental Income: $6588 Traditional Rental Income: $2765 Airbnb ROI: 4.84% Traditional ROI: 1.58%
1830 Laurel Avenue Southold, NY Completely renovated 4 bedroom, 2.5 bath center hall colonial on spacious lot in the Long ...	4 beds \| 3 baths \| 2,700 sq.ft.	$1,395,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 1.87% Airbnb Rental Income: $7372 Traditional Rental Income: $4604 Airbnb ROI: 2.91% Traditional ROI: 1.87%
685 Bay Haven Lane Southold, NY This lovely well cared for home near stunning water views allows you to enjoy all the magn...	3 beds \| 2 baths \| N/A	$799,000	Airbnb cash on cash: 5.06% Traditional cash on cash: 2.48% Airbnb Rental Income: $6588 Traditional Rental Income: $3377 Airbnb ROI: 5.06% Traditional ROI: 2.48%
145 Founders Path Southold, NY Location, location! Founders Landing community! Enjoy all the North Fork has to offer with...	3 beds \| 1 baths \| 1,200 sq.ft.	$799,000	Airbnb cash on cash: 5.25% Traditional cash on cash: 2.22% Airbnb Rental Income: $6588 Traditional Rental Income: $3044 Airbnb ROI: 5.25% Traditional ROI: 2.22%
155 Glover Street Southold, NY Thie beautiful, updated ranch home is set upon a park-like setting with vineyard views. V...	2 beds \| 2 baths \| 1,300 sq.ft.	$675,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 2.09% Airbnb Rental Income: $3889 Traditional Rental Income: $2636 Airbnb ROI: 2.75% Traditional ROI: 2.09%
320 Mount Beulah Avenue Southold, NY Mount Beulah- Spacious Retreat Home features 4 bedrooms, 3.5 bathrooms, large open layout ...	4 beds \| 4 baths \| 3,000 sq.ft.	$998,500	Airbnb cash on cash: 4.05% Traditional cash on cash: 2.72% Airbnb Rental Income: $7372 Traditional Rental Income: $4716 Airbnb ROI: 4.05% Traditional ROI: 2.72%
6005 Hortons Lane Southold, NY This prime Southold property offers a fantastic opportunity for subdivision and developmen...	4 beds \| 2 baths \| N/A	$2,200,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 0.27% Airbnb Rental Income: $7372 Traditional Rental Income: $3690 Airbnb ROI: 1.38% Traditional ROI: 0.27%
55 Cedar Point West Drive Southold, NY Newly renovated home in a coveted private beach community! Classic expanded Saltbox with o...	3 beds \| 2 baths \| 1,650 sq.ft.	$1,199,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 1.53% Airbnb Rental Income: $6588 Traditional Rental Income: $3560 Airbnb ROI: 3.1% Traditional ROI: 1.53%
500 Arshamomaque Avenue Southold, NY This stunning new construction modern farmhouses is located in the quiet community of Bei...	4 beds \| 5 baths \| 2,334 sq.ft.	$1,650,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 1.82% Airbnb Rental Income: $7372 Traditional Rental Income: $5395 Airbnb ROI: 2.19% Traditional ROI: 1.82%
80 Clearview Avenue W Southold, NY Move right into this beautifully updated well maintained home. Features updated kitchen wi...	2 beds \| 1 baths \| N/A	$869,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 1.65% Airbnb Rental Income: $3889 Traditional Rental Income: $2717 Airbnb ROI: 2.07% Traditional ROI: 1.65%
345 Private Road #21 Southold, NY Nestled on a serene and private road, this beautifully maintained Cape Cod-style home offe...	4 beds \| 3 baths \| 1,800 sq.ft.	$899,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 3.29% Airbnb Rental Income: $7372 Traditional Rental Income: $4356 Airbnb ROI: 5.2% Traditional ROI: 3.29%

Vacation Rentals in Southold

There are 38 vacation rental properties available for sale in the city of Southold . The median list price of Airbnb properties available for sale in Southold is $1,100,000 and the average price per square foot is $472. The cash on cash return on vacation rentals in Southold is 3.00%. The average monthly short term rental income in Southold is $6,588.

Southold, NY Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 38 Airbnb properties available for sale in Southold.

In 2024, the best neighborhood to buy short term rental property is Southold.

In November 2024, the average Airbnb occupancy rate in Southold is 33%.

Airbnb data on vacation rentals in Southold, NY is available at Mashvisor. You can access data such as listings, real-time pricing trends, Southold, NY market insights, guest information and booking details, seasonality trends and historical Southold, NY Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Southold, NY

70 Mockingbird Lane

Southold, NY

4 beds | 3 baths | N/A

$1,299,000

Airbnb cash on cash: 2.73%

Traditional cash on cash: 1.38%

Airbnb Rental Income: $7372

Traditional Rental Income: $4325

Airbnb ROI: 2.73%

Traditional ROI: 1.38%

810 Greenfields Lane

Southold, NY

3 beds | 2 baths | 1,720 sq.ft.

$899,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 2.08%

Airbnb Rental Income: $6588

Traditional Rental Income: $3268

Airbnb ROI: 4.51%

Traditional ROI: 2.08%

700 Gin Lane

Southold, NY

4 beds | 4 baths | N/A

$2,474,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $7372

Traditional Rental Income: $4932

Airbnb ROI: 1.09%

Traditional ROI: 0.64%

465 Tarpon Drive

Southold, NY

3 beds | 3 baths | 1,572 sq.ft.

$899,000

Airbnb cash on cash: 4.3%

Traditional cash on cash: 2.25%

Airbnb Rental Income: $6588

Traditional Rental Income: $3589

Airbnb ROI: 4.3%

Traditional ROI: 2.25%

1475 Oaklawn Avenue

Southold, NY

4 beds | 3 baths | N/A

$1,024,000

Airbnb cash on cash: 4.41%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $7372

Traditional Rental Income: $4483

Airbnb ROI: 4.41%

Traditional ROI: 2.87%

3715 Hortons Lane

Southold, NY

4 beds | 4 baths | 3,100 sq.ft.

$1,850,000

Airbnb cash on cash: 1.75%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $7372

Traditional Rental Income: $4712

Airbnb ROI: 1.75%

Traditional ROI: 1.02%

633 Pine Neck Road

Southold, NY

3 beds | 2 baths | 1,068 sq.ft.

$1,349,000

Airbnb cash on cash: 2.35%

Traditional cash on cash: 0.64%

Airbnb Rental Income: $6588

Traditional Rental Income: $3147

Airbnb ROI: 2.35%

Traditional ROI: 0.64%

1025 Long Creek Drive

Southold, NY

4 beds | 3 baths | 2,700 sq.ft.

$1,590,000

Airbnb cash on cash: 2.19%

Traditional cash on cash: 1.12%

Airbnb Rental Income: $7372

Traditional Rental Income: $4371

Airbnb ROI: 2.19%