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!
New
$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.
$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!
New
$30,000
 

3693 Pine Neck, Southold

6 Beds, 4 Baths,
Fabulous Summer Fun Is All Yours At This North Fork Waterfront Spread With Waterside Pool, Dock, Renovated Kitchen And Bathrooms. Plenty Of Space For The Whole Clan! Huge Master Suite With Living Area On Upper Level. Master Ensuite On 1st Level With Direct Access To Pool And Patio. Den With Futon Is Convertible For Use As 7th Bedroom Space! Outdoor Enclosed Shower. Perfect Location For Kayaking! Bring Your Paddleboards And Boat! Don't Miss
$30,000
 

1540 Glenn Rd, Southold

3 Beds, 2 Baths,
Charming, Well Appointed, Waterfront Rental With Dock Can Be Yours For The Summer Months, Or Shorter. 3 Bed, 2 Bath Home With Large Back Deck For Relaxing, Bbq, And Sun. Large Eik. Granite Counters, Induction Oven. All Hardwood Floors Throughout The Home. Marble Front Wood Burning Fireplace In Dining/Living Area Combo. Near Bay And Sound Beaches, Vineyards, Town. Boat From Your Own Dock. Cac. Dogs Ok. Reserve For 2019.
$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)..
$30,000
 

90 Windjammer Dr, Southold

4 Beds, 3 Baths,
Spend The Summer Of 2019 In Harbor Lights, W/Docking Rights, 4 Bedrooms Including 2 Waterview Master Suites, 1 On Each Floor. Entertain All Of Your Summer Guests With This Sun Filled Open Floor Plan, Which Boasts A Fireplace, In-Ground Pool, Privacy, And All On Shy 1/2 Acre. Enjoy Private Sandy Peconic Bay Beach, Assoc. Park And Your Very Own Dock, Who Could Ask For More!
$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.
$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
$22,000
 

870 Bay Home Rd, Southold

4 Beds, 4 Baths,
This Vintage Charmer Benefits From A Superb Location, Close To All, And Offers Privacy In Spacious Accommodations. A Stunning Private Sugar Sand Beach Overlooking Shelter Island Is Yours To Enjoy, As Well A Large Garden With Wonderful Vineyard And Peek-A-Boo Waterfront Views. Walk To Biodynamic And Organic Farm Stands, Fine Wine Tasting And Only A Short Drive To Quality Restaurants And All North Fork Attractions. Easy To Reach, Hard To Leave!
$20,000
 

292 Waterview Dr, Southold

4 Beds, 3 Baths,
Southold: Sunny & Chic Contemporary Overlooks Sumptuous Pool... Home Features Vaulted Ceilings, Lr W/Fp And Terrace, Dr, Eik, Den And Playroom, Plus 4 Bedrooms And 3 Baths... Easy & Relaxing Atmosphere W/Lots Of Room For Extended Friends And Family... Close To Goose Creek And Cedar Beach...Convenient To Village/Public Trans, Farmstands, Vineyards & Vistas! Flexible Rental
$18,000
 

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.

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