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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: 108
Average Price: $1,101,869
Highest Price: $6,750,000
Lowest Price: $99,000

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EXPLORE SOUTHOLD

 

Southold Homes For Sale

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

REDUCED 3%

$1,645,000

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...

Waterfront Ranch With Dock .enter From The Deli...

$840,000

590 Budds Pond Road, Southold

  • 2 Beds
  • 2 Full Baths

School District: Southold

Waterfront Ranch With Dock .enter From The Delightful Covered Front Porch & You Are Immediately Drawn To The Lovely Waterview Through Big Picture Windows. The Interior Has A Open Floor Plan. The Kitchen, Dining Area, & Living Rm W/ Gas Flp All Have A Water...

This Magical Waterfront Compound Encompasses Ov...

$6,750,000

845 Maple Ln, Southold

  • 5 Beds
  • 5 Full Baths
  • 1 Half Baths

School District: Southold

This Magical Waterfront Compound Encompasses Over 5 Acres, 421' Of Waterfront, A Deep Water Dock With Access To The Bay. 5+ Bedrooms, 5.5 Bathrooms, Grand Eat-in-kitchen With A Fireplace, Enclosed Porch, Sun-room, Living Room With Fireplace And A Partially ...

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!

This Beautiful 55 Plus Co-op Is Located In The ...

$299,000

55075 Route 25 # 2W, Southold

  • 2 Beds
  • 1 Full Baths

School District: Southold

This Beautiful 55 Plus Co-op Is Located In The Center Of The Town Of Southold To Enjoy Easy Access To Shopping & Transportation. Common Charges Include Heat, Water, Sewer, Taxes, Ground Maintenance, Management And More. There Are Two Bedrooms, Full Bathroo...

Grand Contemporary Home In Mint Condition Sitti...

REDUCED 8%

$2,295,000

19625 Soundview Avenue, Southold

  • 4 Beds
  • 4 Full Baths

School District: Southold

Grand Contemporary Home In Mint Condition Sitting Hi Above Long Island Sound With Second Story Decking To Enjoy Uninterrupted Views Of Clear Blue Water From The Shores Of Long Island Across To Connecticut. Take In The Early Summer Sunsets From The Stone Pat...

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.

Spacious Center Hall Colonial On Goose Creek Wi...

REDUCED 5%

$1,899,500

105 Waterview Drive, Southold

  • 5 Beds
  • 3 Full Baths

School District: Southold

Spacious Center Hall Colonial On Goose Creek With Private Dock. Gated Waterfront Property With Attention To Every Detail: Premium Oak Floors, Custom Cabinets, Custom Woodwork, Radiant Floor Heat, Designer Lighting, Gourmet Kitchen, Security System, Pool Rea...

Completely Renovated! Picture Perfect 3 Bedroom...

$589,990

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...

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...

$1,575,000

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 ...

Welcome To Paradise. Rare Southold Bayfront Sit...

REDUCED 7%

$1,775,000

3525 Paradise Point Road, Southold

  • 4 Beds
  • 3 Full Baths

School District: Southold

Welcome To Paradise. Rare Southold Bayfront Situated On 2.3 Acres With 97 Feet Of Private Beach And Community Boating Rights. Take In Magnificent Water Views From The Custom Built 4 Bd., 3 Ba. Residence With 3 Levels Of Luxurious Living Featuring A Double-h...

Views Of Hashamomuck Pond Can Be Enjoyed From T...

Pending

$559,000

2350 Bayview Avenue, Southold

  • 2 Beds
  • 2 Full Baths

School District: Greenport

Views Of Hashamomuck Pond Can Be Enjoyed From The West-facing Living Room Which Becomes Flooded With Natural Light, And The Water's Edge Is Less Than A Minutes Walk Out The Front Door. This Quiet Enclave Has A Boat Ramp For Access To The Pond At The South E...

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

REDUCED 5%

$525,000

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...

Located In The Southold Beach Park District Nei...

REDUCED 6%

$799,000

630 Clearview Avenue, Southold

  • 3 Beds
  • 3 Full Baths

School District: Southold

Located In The Southold Beach Park District Neighborhood, This Immaculate Colonial Is Ready For Summer, With Its Grand Pool And Patio In A Private Setting. The Open Large Chefs Kitchen Is Turn Key For Entertaining. Home Includes Formal Dining Room, Den, F...

Best Deep(100' From Deck To High Water Mark) An...

REDUCED 8%

$1,650,000

625 N Sea Drive, Southold

  • 4 Beds
  • 2 Full Baths

School District: Southold

Best Deep(100' From Deck To High Water Mark) And Level Sandy Beach On The North Fork Awaits Your Presence. Situated On The Beautiful North Fork, Your Pristine Setting And Spectacular Sunsets Includes A Seasonal 1578 Sqft Beach Cottage With 7 Rooms, 2 Baths ...

This Amazing Property Was Built With No Expense...

$999,000

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...

Down A Winding Country Lane High On A Bluff Is ...

Photo of Listing #3239791

$2,450,000

1700 Hyatt Road, Southold

  • 5 Beds
  • 5 Full Baths
  • 1 Half Baths

School District: Southold

Down A Winding Country Lane High On A Bluff Is This Majestic 6365 Sf Sound Front Home With Panoramic Views To Connecticut.. Set On 1.06 Acres In The Lee Of Horton's Point Protecting The Bluff And White Sand Beach Below. Wind Through Lush Landscape And Cranb...

Stunning North Fork Getaway With In-ground Pool...

$749,000

605 Oriole Drive, Southold

  • 4 Beds
  • 2 Full Baths
  • 1 Half Baths

School District: Southold

Stunning North Fork Getaway With In-ground Pool And Spacious Backyard. This Beautiful Four Bedroom, Two And 1/2 Bath Home With Open Floor Plan, Newly Updated Kitchen And Light Filled Family Room With Wood Burning Fireplace, Has Plenty Of Room For All. Fe...

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...

Water View Craftsman Cottage Located In Goose B...

$539,000

915 Oak Avenue, Southold

  • 3 Beds
  • 1 Full Baths

School District: Southold

Water View Craftsman Cottage Located In Goose Bay Estates Beach Association. This Home Features 3 Bedrooms, 1 Bath, Cathedral Ceiling With A Wood Burning Fireplace, Eat In Kitchen, Sun Room And A Deck. There Is A Full Height Partial Basement And Detached G...

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,...

Summer Is Perfect At This Spacious, Private, El...

$1,295,000

497 Ripplewater Lane, Southold

  • 4 Beds
  • 3 Full Baths
  • 1 Half Baths

School District: Southold

Summer Is Perfect At This Spacious, Private, Elegantly Appointed 4 Bedroom, 3.5 Bath Home On West Creek. Features Include Pool, Dock For Launching Kayaks Or Small Craft Boats, 2 Ensuite Master Bedrooms, Large Eat-in Kitchen, Family Room With Fireplace, Livi...

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...

$1,375,000

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...

$799,999

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!

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...

Make Your Dreams Come True On The Nork Fork And...

Photo of Listing #3252006

$299,000

1260 Nakomis Road, Southold

School District: Southold

Make Your Dreams Come True On The Nork Fork And Build Your Future Home In One Of Best Communities, Laughing Waters, With An Association Beach, A Private Island 2 Marinas And 2 Park District Beaches. Close To Town, Wineries, Breweries, Restaurants And Farm S...

Perfect Opportunity For Handy Person. Here Is A...

$460,000

1600 Waterview Drive, Southold

  • 3 Beds
  • 2 Full Baths

School District: Southold

Perfect Opportunity For Handy Person. Here Is A Southold Cottage Tucked Away With Access To Goose Creek A Few Doors Away. House Being Sold In As-is Condition. Renovate To Realize Your Vision.

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, ...

Comfortable Water View Cape In A Desirable Nort...

$695,000

710 Waterview Drive, Southold

  • 3 Beds
  • 2 Full Baths

School District: Southold

Comfortable Water View Cape In A Desirable North Fork Neighborhood. Built In 2000, This Home Offers The Perfect Opportunity To Enjoy All The Local Beaches, Wineries And Shops. There Are 3 Bedrooms, 2 Full Bathrooms, Hardwood Flooring, A Living Room, Eat I...

Move In Ready Double Diamond Home With 5300 sq....

$1,410,000

3370 Paradise Point Road, Southold

  • 5 Beds
  • 3 Full Baths
  • 1 Half Baths

School District: Southold

Move In Ready Double Diamond Home With 5300 sq.ft. Of Living area.located On Shy 3 Aces Of Wooded Paradise, Entire Exterior Freshly Painted. Soaring Marble Floored Foyer, Ensuite Mbr, Jr. Master Ensuite. 3 Additional Br, Bath, .5ba, 3 F/p. Custom Built, 320...

Southold, North Fork .67 Acre Building Lot For ...

Photo of Listing #3256667

$325,000

1372 Lighthouse Road, Southold

School District: Southold

Southold, North Fork .67 Acre Building Lot For Your Dream Home By The Beach At Horton's Point. Moments To The Long Island Sound, This Lot Is Accessed Via A R.o.w. Off Of Lighthouse Road. Zoning Permits 20% Lot Coverage For A Single Family Residence And Ac...

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...

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