Real Estate Investment Properties for Sale in Southold, NY
Looking for investment property in Southold, NY with high ROI ?
Explore a variety of short-term homes & houses in Southold, NY. Invest wisely with VRBO & Southold, 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 Southold, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
70 Mockingbird LaneSouthold, NYWelcome 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%
|
810 Greenfields LaneSouthold, NYDiscover 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%
|
700 Gin LaneSouthold, NYWelcome 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%
|
465 Tarpon DriveSouthold, NYIntroducing 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%
|
465 Ripple Water LaneSouthold, NYWelcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork o... |
4 beds | 6 baths | 6,366 sq.ft. |
$3,799,999 |
Airbnb cash on cash: 0.52%
|
1475 Oaklawn AvenueSouthold, NYWelcome 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%
|
630 Calves Neck RoadSouthold, NYWelcome to 630 Calves Neck Road! This new construction North Fork diamond boasts 4,400 squ... |
4 beds | 6 baths | 4,400 sq.ft. |
$3,149,000 |
Airbnb cash on cash: 0.74%
|
215 Colony RoadSouthold, NYDown a graceful country road, on the North Fork of Long Island your dream retreat awaits. ... |
5 beds | 5 baths | 4,240 sq.ft. |
$3,600,000 |
Airbnb cash on cash: N/A
|
3715 Hortons LaneSouthold, NYDesigner 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%
|
633 Pine Neck RoadSouthold, NYA 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%
|
1025 Long Creek DriveSouthold, NYExquisite 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%
|
6900 Main Bayview RoadSouthold, NYWelcome 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%
|
1745 N Parish DriveSouthold, NYWelcome 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%
|
10947 N Bayview RoadSouthold, NYCompound 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%
|
700 Bayview AvenueSouthold, NYWelcome 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%
|
1305 Cedar DriveSouthold, NYJust 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%
|
1230 Traveler StreetSouthold, NYCharming 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%
|
350 West DriveSouthold, NYEnter 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%
|
1500 Hortons LaneSouthold, NYWelcome 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%
|
800 Lighthouse RoadSouthold, NYThis 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%
|
345 Colonial RoadSouthold, NYREYDON HEIGHTS GEM! Expertly finished space for premier living, entertaining and enjoyment... |
3 beds | 4 baths | 3,000 sq.ft. |
$1,100,000 |
Airbnb cash on cash: 3.3%
|
500 Summer LaneSouthold, NYProperty 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%
|
2555 Youngs Avenue #15CSouthold, NYDiscover 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%
|
55075 Route 25 #1Southold, NYThis 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%
|
155 Seawood DriveSouthold, NYDon'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%
|
3295 Pine Neck RoadSouthold, NYSOUTHOLD 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%
|
2505 Wells AvenueSouthold, NYCharming, 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%
|
2555 Youngs Avenue #16CSouthold, 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%
|
3475 Oaklawn AvenueSouthold, NYQuintessential 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%
|
380 Hickory RoadSouthold, NYWelcome 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%
|
875 Oak AvenueSouthold, NYNestled 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%
|
5535 Old North RoadSouthold, NYA 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%
|
1830 Laurel AvenueSouthold, NYCompletely 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%
|
685 Bay Haven LaneSouthold, NYThis 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%
|
145 Founders PathSouthold, NYLocation, 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%
|
155 Glover StreetSouthold, NYThie 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%
|
320 Mount Beulah AvenueSouthold, NYMount 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%
|
6005 Hortons LaneSouthold, NYThis 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%
|
55 Cedar Point West DriveSouthold, NYNewly 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%
|
500 Arshamomaque AvenueSouthold, NYThis 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%
|
Real Estate investment in Southold, NY
There are 43 properties for sale in the city of Southold . The median list price in Southold is $1,100,000 and the average price per square foot is $472. In November 2024, the average monthly cash on cash return in Southold is 2.00%. The average monthly rental income in Southold is $3,758.