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SOUTHOLD, NY HOMES FOR SALE


Southold

Southold, which was established 1640, has long been a delightful community and continues to evolve with its unspoiled beaches, sprawling vineyards and wineries, agricultural production and farm stands, historic buildings, museums and unlimited recreational opportunities. Its bucolic qualities, culture and history have made Southold a special place to be, and continues to thrive with its unique shopping opportunities and casual and fine dining fare.

Southold

Total Listings: 101
Average Price: $1,119,490
Highest Price: $6,750,000
Lowest Price: $99,000

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EXPLORE SOUTHOLD

 

Southold Homes For Sale

101 Properties Found. Page 1 of 3
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Southold, North Fork: Authentic Barn House On ...

REDUCED 3%

$1,595,000

1395 Sleepy Hollow Lane, Southold

  • 4 Beds
  • 4 Full Baths
  • 1 Half Baths

School District: Southold

Southold, North Fork: Authentic Barn House On Goose Creek Waterfront. Private Setting. Sublime Views. Flexible Floorplan Lends Itself To B&b (w/town Permit Req'd). Large, Open Rooms Include Vaulted Ceiling In The Main Living Spaces And Loft Plus 3 En S...

Newly Renovated Contemporary, Waterfront Home! ...

$1,290,000

2100 Glenn Road, Southold

  • 3 Beds
  • 2 Full Baths
  • 1 Half Baths

School District: Southold

Newly Renovated Contemporary, Waterfront Home! Dock Your Boat In Your Own Backyard. Easy Living In This Updated, Private Home In An Ideal North Fork Neighborhood. Be In Before Summer!

Great Location!!! Looking To Build You Dream Ho...

Photo of Listing #3124731

$895,000

1080 Ackerly Pond Lane, Southold

School District: Southold

Great Location!!! Looking To Build You Dream House On 1.5 Acres Cleared Land, & Live Surround By 22.4 Acres Drs (development Rights Sold) . Family Fun Time. Property Is Set On A Country Lane, Building Lot Is Level , Cleared , Waiting For Your Private Home. ...

Cape Cod Waterfront Located On One Of Southold'...

$1,800,000

1515 Calves Neck Road, Southold

  • 2 Beds
  • 2 Full Baths

School District: Southold

Cape Cod Waterfront Located On One Of Southold's Most Coveted Streets, Combines The Best Of Elegance, Style, & Craftsmanship. Vaulted Ceilings, 2 Wb Frplcs & A Long Stretch Of Windows W/ Spectacular Views Of Town Creek & Southold Bay Connect The Open Chef's...

Currently Not Built, Completion Expected May 20...

$925,000

350 Jockey Creek Drive, Southold

  • 4 Beds
  • 4 Full Baths
  • 1 Half Baths

School District: Southold

Currently Not Built, Completion Expected May 2021 By Roberts Premier Development For This Immaculate 4-bedroom, 4.5-bath Creek Front Farmhouse. The First Floor Offers A Master Suite, Great Room, Dining Room, Eat In Kitchen With Breakfast Area And Pantry, Mu...

The Quintessential Beach Cottage In Desirable K...

REDUCED 6%

$849,000

675 Lake Drive, Southold

  • 2 Beds
  • 1 Full Baths

School District: Southold

The Quintessential Beach Cottage In Desirable Kenney's Beach Area! Your Own Private Beach And Dock On Great Pond And Only Steps Away From Beautiful Li Sound Kenney's Beach. Your Perfect Getaway.

Completely Renovated! Picture Perfect 3 Bedroom...

$579,000

1375 Goose Creek Lane, Southold

  • 3 Beds
  • 2 Full Baths

School District: Southold

Completely Renovated! Picture Perfect 3 Bedroom 2 New Full Bath Cape Featuring Hardwood Floors Through, New Kitchen With White Shaker Cabinets Quarts Counter And All New Stainless Steel Appliances. New Washer & Dry, New Baths, New Roof Newer Heating System...

Escape The City Life In This Distinguished Home...

REDUCED 12%

$1,990,000

57856 (Private) Main Road, Southold

  • 5 Beds
  • 6 Full Baths

School District: Southold

Escape The City Life In This Distinguished Home Featuring 1st Flr. Mstr Ste W/full Bath And Frplc W/add'l 4 Ensuite Bdrms & Frplcs. Professional Kit W/granite Countertops, Open Floor Plan, 10 Ft. Ceilings & 3car Gar. Great Home For Entertaining The Extended...

Build Your Dream On This Private, Hidden 2 Plus...

REDUCED 6% Photo of Listing #3225637

$419,999

670 Private Road, Southold

School District: Southold

Build Your Dream On This Private, Hidden 2 Plus Acres In The Heart Of The North Fork. Short Distance To Kenney's Beach. This Partially Cleared Lot Includes A 30 X 50 Morton Building Perfect A Studio Or Private Workshop, The Possibilities Abound

Uniquely Beautiful Waterfront Home Located In C...

REDUCED 24%

$1,200,000

1175 Hill Road W, Southold

  • 3 Beds
  • 3 Full Baths

School District: Southold

Uniquely Beautiful Waterfront Home Located In Calves Neck Area On 1.15 Acres Of Land. Although 1 Parcel Of Land, It Contains 2 Lots W/ 2 Properties! Main House: Open Concept 3-bed, 3-bath Home W/ A Large Waterfront, Wraparound Porch Ideal For Warm Summer ...

Location, Location, Location! Welcome To The Be...

REDUCED 10%

$475,000

1275 Nakomis Road, Southold

  • 3 Beds
  • 1 Full Baths
  • 1 Half Baths

School District: Southold

Location, Location, Location! Welcome To The Beautiful Laughing Water Community In Southold. Imagine Picnics Overlooking The Bay Where You Can Launch Your Kayak Or Dock Your Boat, And A Lovely Deeded Beach And Town Beach Nearby. This Is The Life You Can Liv...

Calm, Cool And Collected Vibes And Spectacular ...

$2,995,000

1600 Hyatt Road, Southold

  • 4 Beds
  • 4 Full Baths
  • 1 Half Baths

School District: Southold

Calm, Cool And Collected Vibes And Spectacular Sunsets! 1.25 Acres Of Gorgeous Sound Front With Stairs Leading To 125' Of Long Island Sound Beach. This John Bertani Built Home Has An Open Floor Plan And Features A Gourmet Chefs Kitchen With 3 Dishwashers, W...

Very Rarely Does A Property Come To Market That...

Photo of Listing #3234764

$2,399,000

9230 Main Bayview Road, Southold

School District: Southold

Very Rarely Does A Property Come To Market That Encompasses This Level Of Possibilities, Privacy And Uniqueness. Introducing "the Point At Corey Creek". 14.5 Waterfront Acres Grace 1,250 Feet Of Undisturbed Shore Line In This Deep Water Enclave. The Possibi...

This Amazing Property Was Built With No Expense...

REDUCED 5%

$949,000

2015 Kenney's Road, Southold

  • 4 Beds
  • 3 Full Baths

School District: Southold

This Amazing Property Was Built With No Expense Spared! Only Top Quality Beautiful Artisan Materials With Attention To Detail And Fine Taste! Brazilian Cherry Wood Floors, Magnificent Stone Staircase W/ Iron Railings, Chef's Kitchen W/ Granite Counters, Cus...

Wonderful Waterfront Property On Scenic Arshamo...

$1,125,000

495 Bayview Avenue, Southold

  • 4 Beds
  • 3 Full Baths

School District: Greenport

Wonderful Waterfront Property On Scenic Arshamomaque Pond. Enjoy Paddle Boarding, Kayaking ,water Skiing, Fishing From Your Own Back Yard Dock. 4 Br, 3 Ba Cape Style Home On Spacious 1/2 Property Close To Downtown Greenport And Southold. Ideal Retreat For ...

Beautiful And Very Private 2.9 Acres With Water...

$1,250,000

5615 Soundview Avenue, Southold

  • 3 Beds
  • 1 Full Baths

School District: Southold

Beautiful And Very Private 2.9 Acres With Waterviews Of Long Island Sound Surrounded By Large Nature Preserve And Peconic Dunes . Enjoy Gorgeous Sunsets And Great Nearby Beaches!!! 3 Br Home - Bring Your Vision And Make It Your Dream!!!

Southold, North Fork Rare 50 Acre (approx) Offe...

Photo of Listing #3245105

$3,365,000

751 Laurel Avenue, Southold

School District: Southold

Southold, North Fork Rare 50 Acre (approx) Offering Includes 3 Lots (705,751, And 2425 Laurel Avenue) Made Up Of 3 Sctm Parcels: 1000-55-6-35 (23 Acres) & 36 (11.5 Acres) And 1000-56-1-1(10.68 Acres). Previously Farmed With Development Rights In Place - Es...

Located On Coveted, Private Hyatt Rd. 1.09-acre...

Photo of Listing #3247757

$2,200,000

1800 Hyatt Road, Southold

School District: Southold

Located On Coveted, Private Hyatt Rd. 1.09-acre Sound Front Lot With 100 Ft Water Frontage, Including Stairs To Beach And Pre-existing, Rare Sound View Cabana With Dressing Room, Shower, And Deck. Water View Building Envelope, With All Approved And Unexpire...

2nd Floor Condo Unit Fully Renovated With 2 Sep...

$365,000

52325 E County Rd 48 Road # 42, Southold

  • 2 Beds
  • 2 Full Baths

School District: Southold

2nd Floor Condo Unit Fully Renovated With 2 Separate Entrances Can Be Used As 1 Unit Or Used As 2 Separate Units Both Have Exclusive Full bathroom.all Utilities Are Included In Common Charges No Other Expenses. Boat Storage Available For Extra $25 Per Month...

Stunning North Fork Condo With Premium Features...

REDUCED 8%

$599,000

2555 Youngs Avenue # 14D, Southold

  • 2 Beds
  • 2 Full Baths

School District: Southold

Stunning North Fork Condo With Premium Features And Outstanding Top To Bottom 2020 Complete Renovation Encompassing Unsurpassed Quality And Attention To Detail. Includes Brand New Custom Kitchen With High End Stainless Steel Appliances, Quartz Countertops,...

There's No Better Time Than Now...fabulous Oppo...

Photo of Listing #3250312

$649,000

13445 Main Bayview Road, Southold

School District: Southold

There's No Better Time Than Now...fabulous Opportunity To Build Your Very Own Dream Home With Potential Water Views In Sought-after Cedar Beach! 2.22 Acres Of Cleared And Level Land To Dream Big And Bold! The Current Owner Has Approved Plans To Build A 50...

Southold Farmhouse. Meticulously Maintained Int...

REDUCED 7%

$1,275,000

1160 N Bayview Rd Ext, Southold

  • 4 Beds
  • 2 Full Baths
  • 1 Half Baths

School District: Southold

Southold Farmhouse. Meticulously Maintained Interior Designer's Own Home With Attention To Detail Throughout. Wrap Around Front Covered Porch With Mahogany Floor And Covered Back Porch. A Chef's Dream Kitchen-granite Countertops, Garland Commercial 6 Burner...

Beautiful Large Updated Home In Quiet Mill Colo...

REDUCED 9%

$729,999

505 Grove Road, Southold

  • 4 Beds
  • 2 Full Baths
  • 1 Half Baths

School District: Southold

Beautiful Large Updated Home In Quiet Mill Colony. Move In Ready! Great Living Year Round Close To Vineyards, Kayaking, Cycling . 5 Miles From Greenport And Access To Shelter Island. Don't Miss Out On This Opportunity!****price Just Reduced*****

New To The Market! Truly A Very Special Locatio...

$1,300,000

580 Willow Point Road, Southold

  • 4 Beds
  • 3 Full Baths

School District: Southold

New To The Market! Truly A Very Special Location With Views Of The Bay, Marina,and Yacht Club From Inside And Outside Of The Home. Willow Point Estates Offers A Very Private Beach And Deeded Deep Water Dock Just Steps From This Home's Front Door. Beautifull...

Incredible Opportunity To Own An Expansive, 1 1...

$1,799,999

50 Goose Creek Lane, Southold

  • 5 Beds
  • 2 Full Baths

School District: Southold

Incredible Opportunity To Own An Expansive, 1 1/2 Acre Waterfront Estate Just 150 Yards From Goose Creek Beach. 270' Of Total Water Frontage With 55' Feet Of Bulkheading And Private Dock. House With Five Total Bedrooms (three With Water Views), Formal Livin...

Spectacular Renovated Bayfront, Embracing The P...

$2,385,000

380 Midway Road, Southold

  • 4 Beds
  • 3 Full Baths
  • 1 Half Baths

School District: Southold

Spectacular Renovated Bayfront, Embracing The Prevailing Southwesterly Breezes & Sweeping Views Over The Peconic Bay To The South Fork. Expansive Waterside Deck Destined For Entertaining & Cocktails At Sunset. Updated Kitchen, Formal Dr, Lr W/flp, Sunroom, ...

Double Diamond Contemporary Tuscan Villa. A Hom...

$1,385,000

3370 Paradise Point Road, Southold

  • 5 Beds
  • 3 Full Baths
  • 1 Half Baths

School District: Southold

Double Diamond Contemporary Tuscan Villa. A Home With Ample Space For Working At Home, Home-schooling, Personal Gym, Relaxed Lifestyle And Social Distancing Living/entertaining. Open Concept; French Doors; High Ceilings; Large Patio And Garden With Multiple...

New To The Market. Enjoy Sunrise And Sunsets F...

$719,000

505 Lake Drive, Southold

  • 2 Beds
  • 1 Full Baths

School District: Southold

New To The Market. Enjoy Sunrise And Sunsets From This Waterfront Charmer On The Great Pond - Southold's Fresh Water Lake. Go Fishing, Swimming, Kayaking, Boating, And Even Ice-sailing In The Winter! Li Sound Beach Just Steps Away. Walk For Miles On T...

Set Across The Street From The Waters Edge This...

$699,999

490 Windy Point Lane Lane, Southold

  • 4 Beds
  • 2 Full Baths

School District: Southold

Set Across The Street From The Waters Edge This Charming Extended Cottage Offers Expansive Views Of Corey Creek & Beyond. This Home Features, 1st Floor Master, Additional Bedroom, Dining Room W/wood Burning Stove , Living Room , Eat In Kitchen , Laundry Rm ...

New Spacious Custom Built Farmhouse Overlooking...

Photo of Listing #3259284

$1,200,000

45805 Route 25, Southold

  • 6 Beds
  • 3 Full Baths
  • 1 Half Baths

School District: Southold

New Spacious Custom Built Farmhouse Overlooking Mattebella Vineyard With Room For Everyone. Flexible Floorplan Provides For A Huge Single Family Residence Or A Two Family. Quality Construction, Contemporary Finishes, Woodfloors Throughout, Two Car Garage, A...

New To The Market, Newly Remodeled 4 Bedroom Ra...

REDUCED 7%

$639,000

200 Gardiners Lane, Southold

  • 4 Beds
  • 2 Full Baths

School District: Southold

New To The Market, Newly Remodeled 4 Bedroom Ranch. Easy Location, Close To Beaches, Business District, Schools, And Wineries, In Quiet Residential Neighborhood. Room For A Pool. Crisp And Clean New Look, Awaits Your Personal Touches To Make It Home.

Escape, Relax And Enjoy Exceptional Privacy And...

$1,269,000

5503 Main Bayview Avenue, Southold

  • 3 Beds
  • 2 Full Baths

School District: Southold

Escape, Relax And Enjoy Exceptional Privacy And Expansive Views Of Coveted Goose Creek From Most Rooms Of This Custom Built Home . This Turn-key Home Features 3 Bedrooms, 2 Full Baths, Ground Floor And Second Floor Balconies, Wood Burning Fireplace, Gourmet...

Newly Renovated Waterview Cottage In Laughing W...

$745,000

425 Opechee Avenue, Southold

  • 2 Beds
  • 1 Full Baths

School District: Southold

Newly Renovated Waterview Cottage In Laughing Waters Beach And Boating Community. Open Floor Plan With Vaulted Ceiling, Views From Spacious 2nd Floor Loft With Privacy For Guests, New Kitchen With Marble Counters And Large Island. Enjoy This Half Acre Par...

"feather Hill" Italianate Farmhouse & Barn For ...

$775,000

195 Beckwith Avenue, Southold

  • 3 Beds
  • 2 Full Baths

School District: Southold

"feather Hill" Italianate Farmhouse & Barn For Sale In The Heart Of Southold's Hamlet Business Section- Beckwith Avenue-steps To Jitney & Train, Main Road Shopping, Etc. This Lovingly Restored & Maintained Home Features 3 Bedrooms, 2 Baths, Fine Custom Mold...

Spacious .73 Acre Level Lot On Coveted Hyatt Ro...

Photo of Listing #3266894

$335,000

200 Hyatt Rd, Southold

School District: Southold

Spacious .73 Acre Level Lot On Coveted Hyatt Road. Plenty Of Room For House, Pool And More. Close Proximity To Sound Beaches, Downtown Southold And Greenport. Bring Your Imagination And Build Your North Fork Dream House. Please Do Not Walk Property With An...

100 Yards To Kenney's Beach On Li Sound. Your G...

Photo of Listing #3260090

$979,000

3700 Kenneys Road, Southold

  • 6 Beds
  • 4 Full Baths

School District: Southold

100 Yards To Kenney's Beach On Li Sound. Your Greek Revival Two Story Features 4 Separate Legal Apartments And Includes (2) 2 Br Apartments And (2) Studio Apartments. Renovate For $$$$income Or For Use As A 1 Family Home Or B&b. Includes Partial Water Views...

Looking For The Perfect Beach House? This Newly...

$4,500,000

725 Terry Ln, Southold

  • 6 Beds
  • 3 Full Baths
  • 1 Half Baths

School District: Southold

Looking For The Perfect Beach House? This Newly Renovated 4000sf Bayfront Home, Built Using Exquisite Material, Craftmanship And Luxury Appliances, Including Dual-fuel 48" Wolf Range, Is A Gracious Beach Getaway. 2500sf Of Waterfront Ipe Decking And Bluesto...

Architect Owned & Designed, Fully Renovated Con...

$816,500

350 Richmond E Road, Southold

  • 3 Beds
  • 2 Full Baths

School District: Southold

Architect Owned & Designed, Fully Renovated Contemporary Home On Private Road, Just A Short Walk To Association Beach On Hashamomuck Pond In Southold. 3 Bedrooms, 2 Full Baths, Eat-in-kitchen With Open Common Area. New Mechanicals, Appliances, Upgraded Elec...

Nearly New, Fully Furnished, Modern Craftsman W...

$2,100,000

50 Teepee Trail, Southold

  • 4 Beds
  • 4 Full Baths

School District: Southold

Nearly New, Fully Furnished, Modern Craftsman With Heated Saltwater Pool. Community Beach And Marina Are 8 Properties Away. Fully Furnished From Silverware To Sofas (rh, Room & Board, Williams-sonoma). All Bathroom Vanities Match Neighboring Bedroom's Dre...

Prime Shy Acre With Plenty Of Room For House, P...

Photo of Listing #3268895

$435,000

510 Sleepy Hollow Lane, Southold

School District: Southold

Prime Shy Acre With Plenty Of Room For House, Pool And More. Potential Water View From Second Floor. Close To Downtown Southold. Public Water In Street, Board Of Health Approval In Place. Bring Your Imagination And Build Your North Fork Dream Home!

New To The Market. Wonderful Light And Layout I...

$829,000

325 Tarpon Drive, Southold

  • 4 Beds
  • 2 Full Baths
  • 1 Half Baths

School District: Greenport

New To The Market. Wonderful Light And Layout In This Expanded Cape With First Floor Master Suite And Charming Screened In Porch. Cathedral Ceilings And Wood Burning Fireplace In Living Room With Lots Of Glass And Light. Spacious Eat-in Kitchen, Recently R...

Completely Renovated Top To Bottom In 2020 With...

$569,000

1650 Hortons Ln, Southold

  • 3 Beds
  • 2 Full Baths

School District: Southold

Completely Renovated Top To Bottom In 2020 With Impeccable Design! Classic North Fork Cottage With Old World Charm And New World Finishes. Bright And Sunny With Open Floor Plan. All New Kitchen With White Shaker Cabinets, Quartz Countertops, Farmhouse Si...

North Fork Land Parcel Located In The Historic ...

Photo of Listing #3270925

$175,000

155 Sunnyside Road, Southold

School District: Southold

North Fork Land Parcel Located In The Historic Hamlet Of Southold. Super Convenient To The Hamlet Center's Shopping, Eateries, Library, Nyc Jitney And Lirr Stops. Enjoy Southold Park District Beach Rights.

Handsome Paradise Point Estate ~ This Stately C...

NEW

$1,799,000

2600 Paradise Point Road, Southold

  • 4 Beds
  • 2 Full Baths
  • 1 Half Baths

School District: Southold

Handsome Paradise Point Estate ~ This Stately Cedarshake And Stone 4 Bedroom 2.5 Bath Home Is Perfectly Set On A Very Private 3 Acre Property With Saltwater Pool And 3.5 Car Garage In Coveted Paradise Point, With Its Wonderful Community Bay Beach And Boat B...

Located In Southold Park District, This Piece O...

NEW Photo of Listing #3272344

$275,000

465 Mailer Court, Southold

School District: Southold

Located In Southold Park District, This Piece Of Paradise Is Waiting For Your Inspiration! Close To Town, School, Bay Beaches And Boat Ramp With Access To Goose Creek And Goose Bay. Single And Adjacent Corner Lot Property Located At 565 Mailer Ct, #1000-70-...

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