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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$99,000
 

65 Grove Rd, Southold

Lot For Sale On Corner Of Route 48 And Grove Road. Close To Town Beach.
$60,000
 

1695 Old Woods Path, Southold

5 Beds, 3 Baths,
This Is North Fork From Its Beginnings....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!
$60,000
 

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.
$53,000
 

595 Rogers Rd, Southold

4 Beds, 2 Baths,
Beixedon Estates - A True Gem. Completely Renovated And Newly Furnished To Perfection. Enjoy Bay Breezes From The Front Porch. Gourmet Kitchen, Spacious Dining And Living Rooms, A Spectacular Sunroom Which Leads To A Bay-View Patio...Perfect For Entertaining. Master Bedroom Features A Sleeping Porch Complete With Hammock And Views Of The Bay. Enjoy Summer 2019 In Southold!
$50,000
 

1015 N Lakeside Dr, Southold

3 Beds, 3 Baths,
This High End Vacation Home In The Cedar Beach Community Boasts Water Views From Almost Every Room. Nestled On A Peninsula,The Property Comes Equipped With A Hot Tub And Deep Water Dock .Kayak From The Front Yard,Or Bring Your Own Boat For Easy Access To All The Great Peconic Bay Has To Offer. Sleeping Arrangements Are Extensive. Various Rental Time-Frame(S) Are Available.
$50,000
 

725 Jacobs Ln, Southold

5 Beds, 3 Baths,
This Immaculate, Beautifully Decorated Home Is Offered For Seasonal Rental: Memorial-Labor Day Or Off Season With Two Week Minimum. 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 is RENTED /MAY JUNE JUlY
$40,000
 

920 E Cedar Point Driv, Southold

5 Beds, 5 Baths,
1st Time Offered. Gorgeous Nantucket Style Home. Gut Renovated. 200' Direct Waterfront And Beach With Incredible Views From All Principal Rooms. Slate Patios, Beach Decks And Al Fresco Dining - All With Direct Water Access. Outdoor Shower And Yards Complete The Best In Coastal Living. 5 Bedrooms(King, Queen & 3 Fulls)
$40,000
 

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.
$40,000
 

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.
$40,000
 

122 Hickory Ave, Southold

4 Beds, 4 Baths,
Spend Your Vacation In Paradise In A Luxurious New Home Overlooking Goose Creek. Every Room Invites You In With Warmth And Beauty. Enjoy Entertaining Indoors And Outdoors Sitting By The Fire Pit, Relaxing In The Jacuzzi, Dining Al Fresco, Bird Watching, Fishing, Or Kayaking. Gorgeous Custom Kitchen, Amazing Bathrooms, Generous Living Space, Large Bedrooms All With A Waterview To Behold. This House Is Your Dream Vacation!
$33,000
 

4405 S. Harbor Rd, Southold

4 Beds, 3 Baths,
Make This A Vacation To Remember In Your Summer Dream Home By The Bay. Completely New And Totally Renovated - Immaculate & Stylish, Roomy & Comfortable, This Home Sleeps 8 Or More, Has Large Open Concept First Floor Living And Entertaining, Master Ensuite, Plus 3 More Bedrooms, Family Room, Lr W/ Fireplace, Formal Dining Room. Roll Out Of Bed And Onto The Beach 200 Ft Away. Enjoy Kayaking, Biking, Swimming, Wine, Shopping. This Home
$30,000
 

1540 Glenn Rd, Southold

3 Beds, 2 Baths,
Charming Amenities Are Found At This, Goose Creek Waterfront Rental With Dock. Can Be Yours For MD-LD, July, August, Sept. Or Shorter 2 Week Min. 3 Bed, 2 Bath Home With Large Back Deck For Relaxing, Bbq, And Sun. Large Eik. Granite Counters, Induction Oven. Hardwood Floors Throughout The Home. Marble Front Wood Burning Fireplace In Dining/Living Area Combo Will Warm You. Near Bay And Sound Beaches, Vineyards. Boat From Your Own Dock To The
$30,000
 

2125 Town Harbor Ln, Southold

9 Beds, 6 Baths,
Spectacular, Spacious Bay Front Beach With Private Tennis Court, Guest Cottage And Mooring In Park-Like Setting. Main House Has 6 Br, 3 1/2 Bath, Lr+ Fireplace, Eik, Formal Dr, Sunporch. Includes Guest Cottage With 3 Extra Bedrooms, 2 Ba, Lr/Kit. Near Southold's Finest Restaurants, Shopping, Jitney, Vineyards And Farmstands. No Group Rentals Or Big Parties. Well-Behaved Dog, Extra $500 Security Deposit. No Cats(Sorry)..
$25,000
 

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.
$24,000
 

1975 Youngs Ave, Southold

3 Beds, 2 Baths,
This Charming Cottage Is Delightfully & Stylishly Decorated Located In The Heart Of Town. Enjoy Local Restaurants, Library, Opera House, Convenience Of Grocery & Pharmacy Nearby. Beautiful Founders Beach A Short Distance Away. Plenty Of Room For Guests - 3 Bedrooms - Sleeps 10. Formal Dining Room, Eik, Lr W/ Fireplace, Deck Off Kitchen, Sitting Room/Den. Fabulous Backyard For Entertaining.
$23,500
 

775 Hickory Rd, Southold

2 Beds, 2 Baths,
Delightful North Fork Beach House, Completely Renovated Inside And Out. The Large Eat In Kitchen Is Open To The Dining And Living Area With A Fireplace And Sliding Doors That Lead You Out To The Expansive Patios, Where You Will Relax And Enjoy The Sea Breeze. A Beautiful Long Island Sound Beach Is Just A Short Distance Away And Is Well Known As One Of The Best Places To Watch The Sunset. All New Furnishings& High-End Appliances, Outdoor

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