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.
Single Family Homes for Sale in Southold, NY
Search for Single Family Residential for Sale in Southold, New York. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.
Showing 32 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
650 The EsplanadeSouthold, NYSouthold, North Fork - Private Bayfront Community Living Discover effortless, upscale livi... |
3 beds | 3 baths | 2,300 sq.ft. |
$1,249,000 |
Airbnb cash on cash: -0.99%
|
470 Goose Creek LaneSouthold, NYWaterfront living designed for effortless coastal comfort. Ideally located just moments fr... |
3 beds | 2 baths | 2,000 sq.ft. |
$2,399,000 |
Airbnb cash on cash: -1.09%
|
700 Gin LaneSouthold, NYSouthold Summer Vibes. Turnkey on the North Fork If you've been waiting for the right Nort... |
4 beds | 4 baths | 2,627 sq.ft. |
$1,799,995 |
Airbnb cash on cash: -0.89%
|
430 Grove RoadSouthold, NYEnter the Season and enjoy North Fork Serenity with the creek across the street to launch ... |
3 beds | 1 baths | N/A |
$699,000 |
Airbnb cash on cash: -0.12%
|
600 Highwood RoadSouthold, NYUnique opportunity in Southold to create your dream home on the North Fork. This A-frame-s... |
2 beds | 1 baths | 1,954 sq.ft. |
$999,999 |
Airbnb cash on cash: -0.87%
|
465 Ripple Water LaneSouthold, NYYou know we have been looking at new homes for a while. This one is the first that felt li... |
4 beds | 6 baths | 6,366 sq.ft. |
$3,598,999 |
Airbnb cash on cash: -1.4%
|
25 Lighthouse RoadSouthold, NYTucked at the end of a long, private drive on one of Southold's historic streets, this cus... |
4 beds | 3 baths | 3,800 sq.ft. |
$1,899,000 |
Airbnb cash on cash: -0.9%
|
150 Deer RunSouthold, NYGorgeous estate-like Nantucket shingle home in the final stage of construction. Designed b... |
5 beds | 6 baths | 5,285 sq.ft. |
$3,799,999 |
Airbnb cash on cash: -1.77%
|
1665 Glenn RoadSouthold, NYNewly built and beautifully enhanced with approx. $300K in upgrades since purchase, 1665 G... |
4 beds | 5 baths | 3,248 sq.ft. |
$2,350,000 |
Airbnb cash on cash: -1.22%
|
3475 Oaklawn AvenueSouthold, NYCirca-1909 Cozy Farmhouse Near the Water & Southold Village Welcome to 3475 Oaklawn Road, ... |
3 beds | 2 baths | 2,000 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.75%
|
600 Glenn RoadSouthold, NYSet along the scenic shores of Goose Creek, this newly constructed waterfront home offers ... |
4 beds | 6 baths | 3,499 sq.ft. |
$1,990,000 |
Airbnb cash on cash: -0.83%
|
265 Arshamomaque AvenueSouthold, NYThis beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a c... |
4 beds | 4 baths | 3,245 sq.ft. |
$1,795,000 |
Airbnb cash on cash: -0.31%
|
790 N Sea DriveSouthold, NYQuintessential North Fork Beach House!! Perched high above with breathtaking views of the ... |
5 beds | 4 baths | 4,500 sq.ft. |
$3,450,000 |
Airbnb cash on cash: -1.53%
|
80 Deer RunSouthold, NYSouthold Stunner- New Construction This one's a North Fork knockout. Set at the end of a q... |
4 beds | 6 baths | 7,341 sq.ft. |
$3,295,000 |
Airbnb cash on cash: -1.63%
|
530 Sunset WaySouthold, NYWake up to breathtaking panoramic views of Peconic Bay from your own private waterfront re... |
5 beds | 2 baths | 1,688 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -1.47%
|
1020 Ruch LaneSouthold, NYWelcome to Sunset Cottage! Perfectly situated on one of Southold's most desirable streets,... |
3 beds | 3 baths | 1,800 sq.ft. |
$1,835,000 |
Airbnb cash on cash: -1.23%
|
450 Sterling Woods LaneSouthold, NYSpacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom,... |
4 beds | 3 baths | 3,769 sq.ft. |
$2,295,000 |
Airbnb cash on cash: -1.3%
|
2070 Cedar DriveSouthold, NY2070 Cedar Drive offers the kind of North Fork lifestyle buyers search for but rarely find... |
2 beds | 1 baths | N/A |
$989,000 |
Airbnb cash on cash: -0.83%
|
265 Hummel AvenueSouthold, NYWelcome to 265 Hummel Ave in Southold, a charming two-bedroom, one-bathroom gem that embod... |
2 beds | 1 baths | 1,114 sq.ft. |
$649,000 |
Airbnb cash on cash: -0.31%
|
1815 Laurel AvenueSouthold, NYWelcome to the Laurel Collection by Marrcon. New Luxury Construction located in the heart ... |
4 beds | 5 baths | 4,327 sq.ft. |
$2,795,000 |
Airbnb cash on cash: -0.69%
|
3500 Pine Neck RoadSouthold, NYStep into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold-an ... |
3 beds | 3 baths | 2,000 sq.ft. |
$1,999,000 |
Airbnb cash on cash: -1.04%
|
5845 N Bayview RoadSouthold, NYTucked away in a peaceful enclave of Southold, this classic Cape Cod offers a private esca... |
3 beds | 2 baths | 1,989 sq.ft. |
$999,000 |
Airbnb cash on cash: -0.55%
|
6625 Hortons LaneSouthold, NYA beautiful and lovingly-maintained ranch with a front porch, set on a corner lot, offers ... |
3 beds | 2 baths | 1,500 sq.ft. |
$939,000 |
Airbnb cash on cash: -0.74%
|
240 Lisa DriveSouthold, NYWelcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Highp... |
4 beds | 3 baths | 1,862 sq.ft. |
$949,000 |
Airbnb cash on cash: -0.4%
|
1135 Wildberry LaneSouthold, NYNorth Fork living, refined. Welcome to Wildberry. A newly constructed residence where desi... |
5 beds | 6 baths | 3,240 sq.ft. |
$2,895,000 |
Airbnb cash on cash: -1%
|
75 Birch RoadSouthold, NYTucked away on a beautifully landscaped property, this 2022 built 4 bedroom, 3.5 bath resi... |
4 beds | 4 baths | 2,584 sq.ft. |
$1,399,999 |
Airbnb cash on cash: -0.06%
|
5045 Main Bayview RoadSouthold, NYWelcome to this charming residence nestled in the heart of Southold. This gem boasts 4 spa... |
4 beds | 3 baths | 3,000 sq.ft. |
$1,099,000 |
Airbnb cash on cash: -0.47%
|
52755 Soundview AvenueSouthold, NYWelcome to this One-of-a-Kind 4-Bedroom, Custom Built Colonial, Beachfront Property, ideal... |
4 beds | 2 baths | 1,576 sq.ft. |
$1,299,999 |
Airbnb cash on cash: -0.59%
|
380 Clark RoadSouthold, NYWelcome to 380 Clark Road, a sun-filled North Fork escape perfectly located near the beaut... |
2 beds | 1 baths | 1,500 sq.ft. |
$1,150,000 |
Airbnb cash on cash: -0.78%
|
250 Paradise Point RoadSouthold, NYWelcome to 250 Paradise Point Rd, Southold NY, a beautiful ranch-style home complete with ... |
4 beds | 3 baths | 2,200 sq.ft. |
$1,299,000 |
Airbnb cash on cash: -0.63%
|
21515 Soundview AvenueSouthold, NYSouthold chic Soundfront escape in one of the area's most desirable locations, offering sw... |
3 beds | 2 baths | 1,840 sq.ft. |
$2,995,000 |
Airbnb cash on cash: -1.05%
|
1475 Laurel AvenueSouthold, NYWelcome to the Laurel Collection by Marrcon. New Luxury Construction located in the heart ... |
4 beds | 5 baths | 4,327 sq.ft. |
$2,795,000 |
Airbnb cash on cash: -0.63%
|