Southold, Under $100,000

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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65 Grove Rd, Southold

Lot For Sale On Corner Of Route 48 And Grove Road. Close To Town Beach.

1690 N. Bayview Rd, Southold

4 Beds, 4 Baths,
Completely Renovated Waterfront Home Designed By Mark Cunningham Boasts Top Of The Line Fixtures, Appliances And Amenities. This Rental Property Has 150 Feet Of Waterfront On Goose Creek, Dock, Boat Ramp, Hot Outdoor Shower, 4 Large Bedrooms And 3 1/2 Baths. Kick Off The Summer Season With Friends And Family In Style. Close To North Fork Award Winning Vineyards, Renowned Restaurants, Farm Stands And Great Shopping.

600 Windjammer Dr, Southold

4 Beds, 3 Baths,
Southold, North Fork Vacation Rental - Feel Like You Are At A Luxury Boutique Hotel While Enjoying Life On The Bay At Harbor Lights... Private Ass'n Beach... Home Offers Contemporary Living With Up To 4 Bedrooms And 3 Baths - All Immaculate And Stylish. Sumptuous Pool, Koi Pond, Outdoor Seating And Dining... Incredible Atmosphere. Pets On Individual Basis With Owner Meeting/Approval.

355 Terry Ln, Southold

4 Beds, 4 Baths,
Expansive Sandy Beach, Spectacular Location, Stunning Views, Beautiful Decor In 3 Levels Of Waterfront Living. Two Patios, Balcony And Deck. Adorable Guest Cottage With 2 Additional Bedroom And Full Bath. Perfect For Entertaining Family And Friends.

2645 Yennecott Dr, Southold

4 Beds, 3 Baths,
Southold, North Fork: flexible rental periods incl. y/r - custom designed contemporary colonial with sumptuous inground swimming pool in enclave of upscale homes at the village fringe not far from beach, parks, vineyards and farmstands. Moments to Greenport.

2155 Long Creek Dr, Southold

4 Beds, 3 Baths,
Enchanting North Fork Waterfront Rental~Set on a magical one-acre promontory, jutting into beautiful Long Creek with spectacular water views from every room, this light and airy 4 bedroom, 2.5 bath property is the perfect retreat! Furnished a la Coastal Living, with a large deck and grounds, enjoy kayaking and swimming right from your own beach. Or take a bike ride or short drive to shopping, restaurants, transportation, wineries and Bay or

1360 South Harbor Rd, Southold

3 Beds, 4 Baths,
Southold, North Fork - Overlooking Vineyard W/Incredible Sunsets Over The Vines Awaits This Spectacular North Fork Estate Home W/Pool By The Finest Of Beaches In The Community. Sophisticated Upscale Residence W/Floorplan Designed For Entertaining And Hosting Guests. Green Utilities.

270 N Sea Dr, Southold

4 Beds, 3 Baths,
Southold Kennys Beach Views From This Immaculate Home With Salt Water Pool. Bright Sunny And Comfortable Atmosphere. Indoor/Outdoor Dinning Areas, Large Porch/Decking And Luxurious Pool. Views To Kennys Beach. Owner Allows Use Of All The Toys! Including 'Wagon' To The Beach. Pet Friendly (With Landlord Approval).

230 Hippodrome Dr, Southold

4 Beds, 3 Baths,
Lovely 2-Story Home With Heated Salt Water Pool. Den With Fireplace, Steps To Peconic Bay. Open Floor Plan With Wood Floors. Semi-Circle Driveway. Travertine Patio Surrounds Pool. Many Bonus Spaces In This Magnificent Beach Community Home. A Spectacular Home For Your Summer Getaway With Nearby Beaches, Vineyards, Restaurants, And Farms Or Stay In And Enjoy The Beautiful Pool.

1475 Waterview Dr, Southold

5 Beds, 2 Baths,
Beautiful, Private and Peaceful Southold Vacation Property. Waterfront living with pool, huge open yard and space for the entire clan! You will have an unforgettable summer !

700 Gin Ln, Southold

4 Beds, 4 Baths,
The Perfect Place To Spend Your Summer! Beautiful New Home In Bay Front Community. Open Living Room With Fireplace And Flat Screen Tv. Open Dining Room And Kitchen With Easy Access To Covered Porch, Private Backyard And Unground Pool (to be comp. Master Bedroom Suite On 1st Floor, Additional Master Suite On 2nd Floor As Well As 2 Additional Bedrooms And Full Bath. Short Walk To A Gorgeous Bay Haven Association Bay Beach Right At The End Of The

1695 Old Woods Path, Southold

5 Beds, 3 Baths,
August is the best part of summer. Very special and unique ...1850'S Summer House... Original In Style And Design, Unending Beach Front, Ultimate In Privacy. Out Of The Ordinary And Rarely Captured Experience On The Beach. Picture Grilled Fresh Fish, Farm Stand Veggies, Local Wine Tasting, Sunrise To Sunset! Beach Bum, Relaxing, Walking Slowly, Fishing, Boating. Yes!

340 Locust Ln, Southold

3 Beds, 2 Baths,
Have The Total North Fork Experience. Founders Landing Home With Farmhouse Feel And Modern Amenities. Perfect Location, Walk To Town And Beach. Open Floor Plan With Lots Of Light. Wood Floors, Gourmet Kitchen. A Relaxed Comfortable Home. Private Fenced Back Yard, Herb Garden, Grill, Fishing Poles, Bikes And Paddle Board For Your Use. Pets Allowed with additional security.

725 Jacobs Ln, Southold

5 Beds, 3 Baths,
JUNE JULY STILL AVAILABLE -This Immaculate, Beautifully Decorated Home Is Offered For Rent. Outdoor Living And Entertaining Paradise With Gorgeous In Ground Pool And Fire Pit. Plenty Of Room With Five Bedrooms And 2.5 Baths. Great Location - Close To Many Vineyards And Restaurants And Bike To The Beach. Bring Your Bathing Suit And Enjoy Resort Style Living On The North Fork. AUGUST 19 thru Fall is also available to rent.

485 Hickory Ave, Southold

4 Beds, 3 Baths,
Turnkey Waterview Home W/ Pool. Beautifully Appointed 4 Br, 3 Bath, Walking Distance To Goose Creek. Gourmet Kitchen, Open Living Space, First Floor Master Suite. Outdoor Space Ideal For Entertaining. Heated Deep Pool Up To 8 Ft. Kayaks Available W/ Waiver. Owner Will Consider Dog With Additional $500 Security Deposit. Close To Southold Town And Beaches.

950 Blue Marlin Dr, Southold

4 Beds, 4 Baths,
Located In Southold Shores, This Architect's Own Home Is Built With All The Beautiful Appointments You Can Imagine. Embracing The Purity Of Architectural Detail, Together With A Refined Simplicity, This Waterfront Home Offers A Timeless Elegance. Sweeping Sunsets Eye-Catching Angles And Thoughtful Details Provide Constant Visual Interest. It Is Truly Stunning.

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