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: 87
Average Price: $913,024
Highest Price: $6,750,000
Lowest Price: $99,000

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EXPLORE SOUTHOLD

 

Daniel Gale Sotheby's Open Houses

$869,000

3995 Wells Ave 4 Beds, 2.00 Baths, 0.51 Acres
Open House Date/Time Sat Jan 25 2020 (11:00 AM to 1:00 PM)

Southold Homes For Sale

87 Properties Found. Page 1 of 2
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This Magical Waterfront Homestead Encompasses O...

$6,750,000

Southold

  • 5 Beds
  • 6 Baths
  • 5.23 Acres
  • 4,565 sqft

School District: Southold

This Magical Waterfront Homestead Encompasses Over 5 Acres, 421 Ft Of Water W. A Dock And Channels Vacation Vibes. 5+ Brs, 5.5 Bas, Grand Eik W/ Fpl, Encl. Porch, Sun-room, Lr W. A Fpl And A Partially Fin Basement. Step Outside And Experience The Magic W/a ...

Ten Beautiful Private Acres Overlooking Long Is...

Photo of Listing #3177485

$3,500,000

5615 Soundview Ave, Southold

  • 9.16 Acres

School District: Southold

Ten Beautiful Private Acres Overlooking Long Island Sound! Surrounded By Nature With A Large Preserve And Peconic Dunes As Neighbors. Approved Subdivision Provides Flexibility --- 6.3 Acres Of Residential Acreage And A Home Currently Sits On 2.9 Acres. Grea...

North Fork Coastal Living! Stunning Six Bedroom...

REDUCED 8%

$2,750,000

1605 N Parish Dr, Southold

  • 6 Beds
  • 4 Baths
  • 0.66 Acres
  • 4,000 sqft

School District: Southold

North Fork Coastal Living! Stunning Six Bedroom Bayfront Home With Panoramic Views Of Peconic Bay, Shelter Island And Beyond! The Most Desired Beach And Sailing Location In All Of Southold. Includes An Expansive Deck For Entertaining And Dock Your Own Boat....

Southold Bayfront - Bright 5 Br, 4.5 Ba Contemp...

$2,300,000 Under Contract

495 North Parish Dr, Southold

  • 5 Beds
  • 5 Baths
  • 0.8 Acres
  • 3,675 sqft

School District: Southold

Southold Bayfront - Bright 5 Br, 4.5 Ba Contemporary. Spacious Open Floor Plan For Family Gatherings And Entertaining. Great Room With Vaulted Ceiling Leads To Four Season Waterside Porch With Sweeping Water Views Over Southold Bay To Shelter Island. Four ...

This Home Is Made For Entertaining! 5500 Sf And...

REDUCED 10%

$2,250,000

21075 Soundview Ave, Southold

  • 5 Beds
  • 6 Baths
  • 0.8 Acres
  • 5,544 sqft

School District: Southold

This Home Is Made For Entertaining! 5500 Sf And 100' Of Sound Front With Incredible Views And Spectacular Sunsets. The Main House Features 5 Br Including Master Suite With Office, 6 Ba, A Loft And A Full Finished Basement Including A Bathroom With A Steam S...

Welcome To Paradise. Rare Southold Bayfront Sit...

$2,199,000

3525 Paradise Point Rd, Southold

  • 4 Beds
  • 3 Baths
  • 2.38 Acres
  • 3,500 sqft

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...

28 Acres On North Bayview. Development Rights E...

REDUCED 22% Photo of Listing #2965814

$1,800,000 Under Contract

8360 N Bayview Rd, Southold

  • 28 Acres

School District: Southold

28 Acres On North Bayview. Development Rights Entact. Possible Sub-division With Approval. All Or Part Of Development Rights May Be Sold To A Variety Of Local Municipalities. Development Potential : Possible Use As An Estate, Horse Farm. Agricultural Friend...

Welcome To This Impeccably Maintained Post Mode...

REDUCED 4%

$1,700,000

1380 Oakwood Dr, Southold

  • 4 Beds
  • 5 Baths
  • 0.7 Acres
  • 3,800 sqft

School District: Southold

Welcome To This Impeccably Maintained Post Modern Home. With Over 3800 Sq.ft. Of Living Space And 92' Water Front W/dock & Direct Bay Access. Contained Within Are 4 Brs, 4.5 Baths Including 2 Master Suites, Office, Eik, Den W/fireplace & Wet Bar. Formal Lr,...

Spacious 3bd Waterfront Home In Calves Neck Are...

$1,699,000

1175 W Hill Rd, Southold

  • 3 Beds
  • 3 Baths
  • 1.15 Acres
  • 2,100 sqft

School District: Southold

Spacious 3bd Waterfront Home In Calves Neck Area Of Southold. 30' Of Bulkheading & Dock (3' Mlt) W/direct Access To Peconic Bay. Large Waterfront Deck, Lush Grounds W/waterfall, Gourmet Kitchen W/granite, Finished Lower Level, And 2 Fireplaces. Separate Uti...

Be Prepared To Fall In Love With This Impeccabl...

$1,599,000 Under Contract

800 Lakeside Dr N, Southold

  • 4 Beds
  • 3 Baths
  • 0.6 Acres

School District: Southold

Be Prepared To Fall In Love With This Impeccably Renovated Vacation Home Set On .6 Acres In A Private Beach Community In Sought After Southold. Bright Open Floor Plan With High End Finishes, Featuring A New Gorgeous Chefs Kitchen, 3 New Baths, Living Room W...

Waterfront Living At Its Best. Spectacular Unob...

$1,489,000

550 Blue Marlin Dr, Southold

  • 2 Beds
  • 2 Baths
  • 0.55 Acres
  • 2,000 sqft

School District: Greenport

Waterfront Living At Its Best. Spectacular Unobstructed Views To Shelter Island And Beyond. Pristine Ranch, Updated, Meticulous And Stylish. Huge Deck. Private Association Beach & Marina With Your Own Boat Slip Hoa Fee=$175/yr + $350/yr =boat Basin Fee .

Southold Circa 1910 Converted Barn. This Is You...

$1,475,000 Under Contract

622 Lighthouse Rd, Southold

  • 3 Beds
  • 2 Baths
  • 1.56 Acres
  • 2,800 sqft

School District: Southold

Southold Circa 1910 Converted Barn. This Is Your Opportunity To Own A Truly Special Property On The North Fork. Set On 1.5 Secluded Acres. Brilliantly Renovated Combining Original Rustic Barn Details With Modern Amenities. Original Exposed Wood Beams, And S...

Come See This One Of A Kind Sprawling Beach Hou...

$1,450,000

9326 Main Bayview Rd, Southold

  • 5 Beds
  • 6 Baths
  • 3.62 Acres
  • 4,500 sqft

School District: Southold

Come See This One Of A Kind Sprawling Beach House Situated On 3.5+acres Of Waterfront Privacy, Elevator, 5+br, 5.5ba.,gunite Heated Pool. Stunning Waterfront Views From Every Room, Creek To Bay Access. This Is A Fantastic Buy

Stunning Panoramic Bay Front Views With 100 Ft ...

REDUCED 7%

$1,389,000

435 Watersedge Way, Southold

  • 3 Beds
  • 1 Baths
  • 0.48 Acres
  • 990 sqft

School District: Southold

Stunning Panoramic Bay Front Views With 100 Ft Of Sandy Private Beach. Home Is Set On A Gracious Lawn That Is Fully Bulk-headed. Impeccably Maintained Ranch, Offering One Floor Living With Foyer, Living Room With Wood Burning Fireplace, Eat-in Kitchen, Parq...

Enjoy The Picturesque Setting From This Meticul...

REDUCED 7%

$1,350,000

2880 Minnehaha Blvd, Southold

  • 3 Beds
  • 4 Baths
  • 0.5 Acres
  • 2,019 sqft

School District: Southold

Enjoy The Picturesque Setting From This Meticulously Updated 3 Bedroom, 3.5 Bath Home On Half Acre With 165 Ft Of Expansive Waterfront Property W/ Views Over Corey Creek To The Peconic Bay. One Level Living W/ Open Floor Plan Features Great Room W/ Fireplac...

A Long Tree Lined Drive To This Custom Built 4 ...

$1,299,000

535 Lighthouse Rd, Southold

  • 4 Beds
  • 3 Baths
  • 5.38 Acres
  • 2,850 sqft

School District: Southold

A Long Tree Lined Drive To This Custom Built 4 Br, 2.5 Bath Post Modern. Sited On 5+ Private Acres. Perfect For Horses, Vineyard Or Many Other Ideas. The Choice Is Yours. Large Great Room With Stone F/p Opens Into A Gourmet Kitchen, Dbl Ovens, Granite Tops,...

Newly Renovated Contemporary, Waterfront Home! ...

$1,290,000

2100 Glenn Rd, Southold

  • 3 Beds
  • 3 Baths
  • 0.64 Acres

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!

Wonderful Waterfront Home With Open Views And ...

REDUCED 3%

$1,250,000 Under Contract

1155 Arshamomaque Ave, Southold

  • 4 Beds
  • 4 Baths
  • 0.51 Acres
  • 3,300 sqft

School District: Southold

Wonderful Waterfront Home With Open Views And Protected 85' Deep Water Docking- New Bulkhead. Pool Permit In Place! 3300 Sq.ft., 4 Bedrooms - All Ensuite. 1st Floor Bedroom,master Suite W/sitting Rm And Balcony. Newly Updated Eik, Large Great Rm W/ Firepla...

The Picket Fence And Brick Walkway Leads You To...

NEW

$1,175,000

940 Ruch Ln, Southold

  • 2 Beds
  • 2 Baths
  • 0.43 Acres
  • 1,862 sqft

School District: Southold

The Picket Fence And Brick Walkway Leads You To This Captivating Waterfront Retreat, Right Out Of The Pages Of Coastal Living Magazine. From The Entry Porch With English Cutting Gardens To The Screened Sleeping Porch, Covered Waterside Breakfast Porch, The ...

Southold Quintessential Farmhouse C. 1898 Livin...

REDUCED 14%

$949,000

13675 Main Bayview Rd, Southold

  • 6 Beds
  • 3 Baths
  • 0.9 Acres
  • 3,093 sqft

School District: Southold

Southold Quintessential Farmhouse C. 1898 Living Room, Dining Room, And Den With Built-ins. Wood Floors, Original Doors And Moldings. Large Kitchen With Walk In Pantry. Mud Room With Stone Fireplace And Stone Bathroom, An Office And Screened Porch Complete ...

North Fork Charm Meets Modern Living In This Ne...

REDUCED 5%

$949,000 Under Contract

475 Midfarm Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.76 Acres
  • 2,160 sqft

School District: Southold

North Fork Charm Meets Modern Living In This Newly Renovated 3 Bed 2 Bath Home Built With An Eye For Design And Uncompromising Quality. Located On One Of Southold's Quietest Streets Yet Just Steps From Downtown Southold's Restaurants, Shops And Jitney/lirr ...

This Unique Custom Built Home, Located On The B...

$945,000

805 Water Ter, Southold

  • 4 Beds
  • 3 Baths
  • 0.7 Acres

School District: Southold

This Unique Custom Built Home, Located On The Beautiful Community Of Angel Shores, Features An Upgraded Kit, S/s Alliances, Granite Countertops, And Lovely Cherry Cabinets. High Ceilings, Radiant Heated, Wood Floors And W/w Carpets In Bedrooms. The Eik Has ...

Location! Location! Location! 3 Houses From ...

$899,000 Under Contract

1275 The Esplanade, Southold

  • 3 Beds
  • 3 Baths
  • 0.83 Acres

School District: Southold

Location! Location! Location! 3 Houses From The Community Bay Beach On 0.83 Acres. Inground Heated Gunite Pool With Waterfall Feature. So Close To Beach That You Can Hear The Waves Crash On The Shore From Your Porch Or Pool Side Patio. Nicely Updated. ...

Southold Farmhouse With Private Lush Gardens, ...

$899,000

7105 Main Bayview Rd, Southold

  • 4 Beds
  • 3 Baths
  • 0.92 Acres
  • 2,300 sqft

School District: Southold

Southold Farmhouse With Private Lush Gardens, Pergola And In-ground Pool. This 4 Bedroom 2.5 Bath Home Includes Formal Dining Room, Eat-in-kitchen And Family Room With Fireplace. Enjoy Goose Creek Beach, Southold Village And All That The North Fork...

Motivated Seller!! Location! Build You Dream Ho...

REDUCED 10% Photo of Listing #3124731

$895,000

1080 Ackerly Pond Ln, Southold

  • 23.9 Acres

School District: Southold

Motivated Seller!! Location! Build You Dream House On 1.5 Acres Cleared Land, Surround By 22.4 Acres Of Drs (development Rights Sold) Acreage. Seller Is A Builder, Will Build To Suit A Custom Home & Outbuildings Or Bring Your Owner Builder. Land Is Set On C...

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

$850,000

590 Budds Pond Rd, Southold

  • 2 Beds
  • 2 Baths
  • 0.37 Acres
  • 1,560 sqft

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...

Large Victorian On 1+ Acre With A Beautiful Fin...

$828,000

2425 Oaklawn Ave, Southold

  • 4 Beds
  • 4 Baths
  • 1.04 Acres

School District: Southold

Large Victorian On 1+ Acre With A Beautiful Finished Basement. All Granite Flooring! House In Pristine Condition! Spectacular Location - Near Local Schools, Shopping, Transportation, Entertainment, & Beaches! You Will Fall In Love With This Home!!

Spectacular Custom Home. New Construction Situa...

REDUCED 3%

$825,000 Under Contract

8025 Main Bayview Rd, Southold

  • 4 Beds
  • 4 Baths
  • 1.2 Acres
  • 3,000 sqft

School District: Southold

Spectacular Custom Home. New Construction Situated On 1.2 Acres. Highest Quality Materials & Finishes. Cobble Stone Lined Driveway, Bluestone Patios & 3 Trex Decks. First Floor Master Wing W/ Huge Walk Closet & Private Deck, Eik W/ Quartz Countertops/ss A...

Charming Updated Cape Tucked Away On 2.17 Acres...

$814,999

3520 Old North Rd, Southold

  • 3 Beds
  • 2 Baths
  • 2.17 Acres
  • 2,100 sqft

School District: Southold

Charming Updated Cape Tucked Away On 2.17 Acres,craftsman Cabinets, Granite, Ss Appl, Brazilian Cherry Hardwood Fls, French Drs Leading To The Great Rm. Andersens & Custom Moldings. Spacious Mstr, Unfin Bonus Room, Updt, Bth's,new Paved Walk & Dw, Full Bsmt...

New Construction To Be Built! Stunning 2300 Sq...

$799,000

1680 Seawood Dr, Southold

  • 4 Beds
  • 4 Baths
  • 0.34 Acres
  • 2,356 sqft

School District: Southold

New Construction To Be Built! Stunning 2300 Sq. Ft. 4br, 3.5 Bath Cedar Shake Two Story Home. First Floor Features Open Floor Plan With Beautiful Great Room W/ Fireplace, Den, 1/2 Bath, Screened In Porch To Enjoy Summer Breezes Plus A Br With Full Bath Pe...

New Construction In Cedar Beach - Four Bedroom,...

$799,000

415 S Lakeside Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.4 Acres
  • 1,920 sqft

School District: Southold

New Construction In Cedar Beach - Four Bedroom, 3 Bath Waterfront Opportunity On Navigable Creek With Extraordinary Privacy And Just Steps To A Private Sandy Association Bay Beach. Open Floor Plan, 9' Ceilings, Living Room With Fireplace, Doors Leading To ...

Wonderful A-frame Style Home With Large Dramati...

$799,000

600 Highwood Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.47 Acres
  • 1,954 sqft

School District: Southold

Wonderful A-frame Style Home With Large Dramatic Windows On A Beautiful, Well Treed Lot With Separate Shy Acre Building Lot Included! Soaring 2 Story Cathedral Ceiling Living Room With Sliders To Deck, Builder's Own House With Beautifully Finished Open Raf...

Tucked In The Back Of A Cul-de-sac And Surround...

$799,000

500 Mockingbird Ln, Southold

  • 4 Beds
  • 3 Baths
  • 0.7 Acres

School District: Southold

Tucked In The Back Of A Cul-de-sac And Surrounded By 40+ Acres Of Wooded Land This Private Property And Spacious Home Is Ideal For Comfortably Entertaining Large Groups. Spanning The Length Of The House Is A 1st Fl Addition Featuring An Oversized Family/rec...

Lovely Waterfront Cottage In Beixedon Estates W...

$799,000

200 Rogers Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.53 Acres

School District: Southold

Lovely Waterfront Cottage In Beixedon Estates W/ Private Bay Beach Rights. Beautiful Living & Dining Room W/ A Wall Of Windows Overlooking The Large Backyard And Creek. Kitchen And Living Room Connects The 2 Bedrooms And 1 Full Bath. Enjoy An Additional Hea...

Tucked Away, This Well Maintained 4 Bedroom, 2....

REDUCED 4%

$795,000 Under Contract

800 Windjammer Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.72 Acres
  • 2,384 sqft

School District: Southold

Tucked Away, This Well Maintained 4 Bedroom, 2.5 Bath Residence With Heated Pool Offers Complete Privacy On .72 Acres Of Beautifully Landscaped Property. Two Car Garage, Great Room With Fireplace, Bright Kitchen With Breakfast Area And Doors Leading To Spa...

Close Your Eyes & Listen To The Waves From The ...

$795,000

Southold

  • 3 Beds
  • 2 Baths
  • 1.26 Acres

School District: Southold

Close Your Eyes & Listen To The Waves From The Li Sound From This Pristine Home Located At The End Of A Quiet, Private Road, Only .6 Miles From Kenneys Beach! Enjoy Stunning Winter Sunrises & Sunsets And Ultimate Privacy From This 1.26 Acre Property. 3 Be...

Idyllic Retreat In North Fork Beach & Wine Coun...

REDUCED 6%

$699,000

1620 Koke Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.57 Acres
  • 1,890 sqft

School District: Southold

Idyllic Retreat In North Fork Beach & Wine Country. This Historic Landmarked 1860's Farmhouse Is A Rare Find. Located Near Vineyards, Beaches, Farm Stands & The Village Of Southold, It's A Sun-filled 4 Bedroom, 2 Bath Home W/character. Recently Added Enclos...

Delightful North Fork Beach House, Completely R...

$699,000

775 Hickory Rd, Southold

  • 2 Beds
  • 2 Baths
  • 0.46 Acres

School District: Southold

Delightful North Fork Beach House, Completely Renovated Inside & Out,high End Appliances, Radiant Heat, Updated Electric, And More. The Large Eat In Kitchen Is Open To The Dining & Living Area With A Fireplace And Sliding Doors That Lead You Out To The Expa...

You'll Find Old World Charm In This Vintage Ren...

$695,000

625 Private Rd #2, Southold

  • 3 Beds
  • 2 Baths
  • 1.35 Acres
  • 1,700 sqft

School District: Southold

You'll Find Old World Charm In This Vintage Renovated 1830 Farmhouse On 1.35 Acres Of Natural Wildlife Habitat Right In The Heart Of Southold Village. Large Private Property Includes A 2 Car Garage And Studio/barn. Both Suitable For Studios/offices Or Works...

Southold - South Harbor Road. Be The First To E...

$685,000

2865 South Harbor Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.34 Acres
  • 1,130 sqft

School District: Southold

Southold - South Harbor Road. Be The First To Enjoy This Renovated 3 Bedroom, 2 Bath Home. New Central Air And Electric. Ss Kitchen With Quartz Counters. Brand New Tile Baths. Lovely 1/3 Acre Level Lot, Mature Trees And New Plantings. Fireplace, Wood Floor...

Beautifully Updated, This Lovely Home Sits On ....

$679,000 Under Contract

750 Victoria Dr, Southold

  • 3 Beds
  • 3 Baths
  • 0.75 Acres
  • 1,862 sqft

School District: Southold

Beautifully Updated, This Lovely Home Sits On .75 Acres And Features Hardwood Floors Throughout, A Separate Master Suite, Cozy Screened Porch, An Outdoor Shower And Brand New Deck. Special Details Include A Beamed, Vaulted Living Room Celling And Custom Sli...

Spacious Renovated Home With Open Floor Plan. L...

$675,000

1450 Longview Ln, Southold

  • 4 Beds
  • 3 Baths
  • 0.34 Acres
  • 1,800 sqft

School District: Southold

Spacious Renovated Home With Open Floor Plan. Living Room W/fireplace, Formal Dining Room, Screened Porch, Eat In Kitchen W/granite Counters. Separate Master Suite With Vaulted Ceiling. Close Proximity To Terry Waters Association Sandy Bay Beach. Summer Br...

Meander Down The Winding Paved Driveway To This...

REDUCED 3%

$647,000

4004 Old North Rd, Southold

  • 4 Beds
  • 3 Baths
  • 0.92 Acres
  • 2,787 sqft

School District: Southold

Meander Down The Winding Paved Driveway To This Cleared Meadow In The Woods With A Cape Offering A Main Floor Master, Double Height Dining Room Ceilings, Laundry Room Off The Kitchen And Stone Fireplace. Room For Pool In The Yard And A Bike Ride Away From ...

Step Away From The Real World And Enjoy This Me...

$634,900 Under Contract

1210 Hiawathas Path, Southold

  • 3 Beds
  • 2 Baths
  • 0.31 Acres
  • 1,800 sqft

School District: Southold

Step Away From The Real World And Enjoy This Meticulously Maintained Home. Nestled On A Beautifully Landscaped Property, This 3 Bedroom, 2 Bath Ranch Is Located In The Coveted Community Of Laughing Waters. This Bayside Community Overlooks Moyle Cove, Corey ...

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