SOUTHOLD, NY
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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: 118
Average Price: $785,045
Highest Price: $2,995,000
Lowest Price: $160,000

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Southold Homes For Sale

118 Properties Found. Page 1 of 3
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Super Location , Close To All Town Amenities. B...

Photo of Listing #3027038

$240,000

155 Richmond Rd, Southold

  • 1.35 Acres

School District: Southold

Super Location , Close To All Town Amenities. Build Your Dream Home On This Wooded And Level 1.35 Acres . Half Mile To Sound Town Beach. Sort Distance To Boat Ramp For Small Craft Or Kayaking In On Long Creek To Hashamomuck Pond.. Enjoy A Day On The Water...

Rare Opportunity To Custom Build Your North For...

Photo of Listing #2986983

$249,000 Under Contract

415 S Lakeside Dr, Southold

  • 0.44 Acres

School District: Southold

Rare Opportunity To Custom Build Your North Fork Dream Home. Prime .44 Acre Waterfront Parcel With Survey, Nys Dec, Board Of Health, And Southold Town Trustee Permits In Place. Steps To A Private Sandy Association Bay Beach And Close To Cedar Beach Park. Be...

Beautiful Shy Acre Homesite Overlooking Develop...

Photo of Listing #2990425

$300,000

4402-2 Old North Rd, Southold

  • 0.91 Acres

School District: Southold

Beautiful Shy Acre Homesite Overlooking Development Rights Sold Farmland Preserving Your Sunsets Forever. Flat And Level, This Homesite Is Ready To Be Built Upon And Sits Adjacent To An Historic 1820s Farmhouse With All The Charm Of The North Fork. Enjoy ...

Sale May Be Subject To Term & Conditions Of An ...

$349,900

2555 Youngs Ave 5B, Southold

  • 2 Beds
  • 2 Baths
  • 1,100 sqft

School District: Southold

Sale May Be Subject To Term & Conditions Of An Offering Plan. Better Location In The Community With More Grounds And Open Space. Great 2 Br, 2 Ba Middle Bradley Model Unit. Easy Keeper, Large Storage Basement, Pool And Clubhouse In Sought After Founders ...

Beautiful Homesite Overlooking Development Righ...

Photo of Listing #2995529

$350,000

4402-3 Old North Rd, Southold

  • 0.93 Acres

School District: Southold

Beautiful Homesite Overlooking Development Rights Sold Farmland Preserving Your Sunsets Forever. This Homesite Is Ready To Be Built Upon And Sits Near To An Historic 1820s Farmhouse With All The Charm Of The North Fork. Enjoy This Forever Protected Bucolic...

Southold Nunnakoma Waters- Land. 0.52 Acre Resi...

Photo of Listing #2993597

$370,000 Under Contract

50 Teepee Trl, Southold

  • 0.52 Acres

School District: Southold

Southold Nunnakoma Waters- Land. 0.52 Acre Residential Building Parcel In Desirable Beachfront Community. Suffolk County Board Of Health Permit In Place. Level And Wooded, And Waiting For You To Build Your Dream Full-time Or Vacation Home. Town Water In St...

1 Acre Of Waterfront Property On Corey Creek In...

Photo of Listing #2949770

$375,000

8150 Main Bayview Rd, Southold

  • 1 Acres

School District: Southold

1 Acre Of Waterfront Property On Corey Creek Inlet To Build Your New Home In Southold. Board Of Health Approvals Already, Survey Completed, Can Have Dock Within Inlet For Boat. Plan Your New Home And Build. Electric And Paved Roads Already There.

Beautiful Little Home With Water Views. This H...

$375,000 Under Contract

650 Bayview Ave, Southold

  • 2 Beds
  • 1 Baths
  • 0.17 Acres

School District: Southold

Beautiful Little Home With Water Views. This Home Offers An Updated Kitchen And Bath, Hardwood Flooring, Stainless Appliances, And Fresh Paint. The Homes Location Is Across From Water Front Homes And Offers Some Tranquil Water Views. The Property Include...

Adorable, Well Maintained Ranch About A Half Mi...

$399,000

75 Leon Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.36 Acres
  • 1,058 sqft

School District: Southold

Adorable, Well Maintained Ranch About A Half Mile To Southold's Gorgeous Town Beach. This Turnkey 3 Bedroom, 1.5 Bath Home Boasts A New Kitchen, Bath, Roof And Hot Water Heater. There's Even A Detached Garage For Your Kayak, Beach Chairs, Fishing Gear And B...

Bring Your Imagination To This Charming Cozy Co...

$399,000

48920 Route 25, Southold

  • 2 Beds
  • 2 Baths
  • 0.29 Acres
  • 890 sqft

School District: Southold

Bring Your Imagination To This Charming Cozy Cottage Features Light-flooded Living Room With Raised Ceiling. Dine And Sun On Private Brick Patio. All New Windows 2009. Detached Morton Building Garage Built In 2001 Perfect For Workshop Or Studio. Located ...

Beautiful Homesite Overlooking Development Righ...

Photo of Listing #2995532

$400,000

4402-4 Old North Rd, Southold

  • 1.27 Acres

School District: Southold

Beautiful Homesite Overlooking Development Rights Sold Farmland Preserving Your Sunsets Forever. This Homesite Is Ready To Be Built Upon And Sits Near To An Historic 1820s Farmhouse With All The Charm Of The North Fork. Enjoy This Forever Protected Bucolic...

Lovely, Well Maintained Ranch Home In Reydon He...

$419,000

285 Summit Dr, Southold

  • 2 Beds
  • 1 Baths
  • 0.21 Acres

School District: Southold

Lovely, Well Maintained Ranch Home In Reydon Heights. Serene Location, With Access To Laughing Waters Creek. 2 Bedrooms, 1 Bath, Eat In Kitchen, Beautiful Sun Room And Living Room. Large Basement, Ready For Finishing! Enjoy All The North Fork Has To Off...

Enchanted 2 Bedroom Cottage On A Beautiful Wood...

$425,000

450 Paradise Shores Rd, Southold

  • 2 Beds
  • 1 Baths
  • 1 Acres

School District: Southold

Enchanted 2 Bedroom Cottage On A Beautiful Wooded Acre Lot. Located In The Tranquil Beach Community Of Paradise Shores . Large Entertaining Lr W/fp, Deeded Beach Rights, Close To North Fork Award Winning Vineyards, Renowned Restaurants And Much More!

Great Opportunity To Be A Member Of The Coveted...

REDUCED 3%

$459,000

175 Smith Dr, Southold

  • 3 Beds
  • 1 Baths
  • 0.34 Acres

School District: Southold

Great Opportunity To Be A Member Of The Coveted Goose Neck Estates Community With Association Beach, Park And Docking Rights - Just Outside Your Front Door ! New Boiler, Hardwood Floors And Paint! Owner Says Sell !!!

Beautiful North Fork Cedar Shake Shingle Ranch ...

REDUCED 1%

$459,000

100 Terry Ct, Southold

  • 2 Beds
  • 1 Baths
  • 0.24 Acres
  • 1,200 sqft

School District: Southold

Beautiful North Fork Cedar Shake Shingle Ranch With A Great Location Near Town. Perfectly Situated Between Long Island Sound And Peconic Bay Beaches. There Are Two Bedrooms, Living Room, Formal Dining Room, Light Filled Cathedral Kitchen And A Mud Room. Th...

Unspoiled & Private 2.15 Acres, Level & Partial...

Photo of Listing #2994778

$460,000

13425 Main Bayview Rd, Southold

  • 2.15 Acres

School District: Southold

Unspoiled & Private 2.15 Acres, Level & Partially Cleared Has Many Gorgeous Specimen Trees To Enhance The Estate-like Quality Of The Land. Located On A Private Access Road Off Of Main Bayview & Just Around The Corner From Cedar Beach Park. A 68-acre Park Wi...

Low, Low, Low Property Taxes! Beautiful Update...

$465,000 Under Contract

58945 Route 25, Southold

  • 3 Beds
  • 1 Baths
  • 0.44 Acres

School District: Southold

Low, Low, Low Property Taxes! Beautiful Updated Home On A Half Acre Overlooking 500 Acre Farm Across The Street. New Kitchen, New Bathroom, New Roofing, New Siding, New Floors Throughout. Located In The Middle Of Wine Country On Long Islands North Fork.

Classic 4 Br, 2 Bath Cape In Great Southold Nei...

REDUCED 2%

$489,900

610 Tuthill Rd, Southold

  • 4 Beds
  • 2 Baths
  • 0.47 Acres
  • 1,750 sqft

School District: Southold

Classic 4 Br, 2 Bath Cape In Great Southold Neighborhood. Features A Detached 2 Car Garage, A Large Beautifully Landscaped Yard Complete With In Ground Pool, Gazebo, Fire Pit And Large Shed For Storage. Great Fixer-upper! Close To Southold Town Beach And Gr...

Creekfront Lot. 91 Feet Of Bulkheading With Eas...

Photo of Listing #3010923

$499,000

405 Williamsburgh Dr, Southold

  • 0.35 Acres

School District: Southold

Creekfront Lot. 91 Feet Of Bulkheading With Easy Direct Access To Peconic Bay. We Have A Survey On File For A 1500 Sq Ft House On The First Floor. There Is Public Water Available. Ready To Build.

Casual Seaside Cottage With Water View In Beach...

$499,000

1805 Parkway, Southold

  • 3 Beds
  • 1 Baths
  • 0.65 Acres

School District: Southold

Casual Seaside Cottage With Water View In Beach Community! Ideally Situated, Across The Road From Your Private Community Beach, This 3 Bedroom Ranch Sits On A Large, Picturesque Parcel With Gardens, Pond And Gazebo.

Perfect Summer Or Year Round Cottage Escape Tuc...

$499,000

15 Sun Ln, Southold

  • 2 Beds
  • 1 Baths
  • 0.24 Acres
  • 770 sqft

School District: Southold

Perfect Summer Or Year Round Cottage Escape Tucked Away Near The Mouth Of Goose Creek. Situated On A 1/4 Acre, Enjoy Your Summer Nights Overlooking Your Own Boat And 120 Feet Of Bulk-headed Water Frontage From Your Waterside Deck. Privacy Abounds In This...

Historic And Charming 1820's Farmhouse Compound...

$500,000 Under Contract

4402-1 Youngs Ave, Southold

  • 3 Beds
  • 2 Baths
  • 1.01 Acres

School District: Southold

Historic And Charming 1820's Farmhouse Compound Featuring A 2 Story Barn With Lofts, Garage And Outbuildings That Speak To Days Gone By. The Ultimate In Classic Simplicity Translates Into A Fading Opportunity To Put Your Own Mark On Southold. Preserved Scen...

This Lovely 4 Bedroom, 2 Bath Cape Cod Features...

REDUCED 4%

$525,000

15725 Soundview Ave, Southold

  • 4 Beds
  • 2 Baths
  • 0.43 Acres

School District: Southold

This Lovely 4 Bedroom, 2 Bath Cape Cod Features An Eat In Kitchen W/sliders To A Partially Covered Exterior Patio, 1 Car Attached Garage, Full Basement And Spacious Back Yard With Room For Pool. There Are Charming Built-ins, New Siding, Hardwood Floors On T...

Nestled On A Quiet Corner This Light And Bright...

$539,000 Under Contract

420 Cedar Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.27 Acres
  • 1,900 sqft

School District: Southold

Nestled On A Quiet Corner This Light And Bright "l"-shaped Ranch Is A True Gem And A Must See! The Open Concept Floor Plan Is Perfect For Entertaining; The Home Offers A Gourmet Granite Kitchen With Stainless Steel Appliances, Family Room With Stone Firepl...

This Charming Cape Has Been Completely Renovate...

$545,000

1830 Boisseau Ave, Southold

  • 2 Beds
  • 2 Baths
  • 0.3 Acres
  • 1,700 sqft

School District: Southold

This Charming Cape Has Been Completely Renovated & Is Turn-key. The Light-filled Home Has 2 Beds & 1.5 Baths, With Many Extras. Fireplace, New Appliances, Radiant Heat In Kitchen & Dining, New Windows, Cac, Private Fenced-in Yard, Separate Garage/studio. Cl...

Best Value In Bayview Area. Large 3 Bedroom 2 B...

REDUCED 1%

$545,000 Under Contract

625 Corey Creek Ln, Southold

  • 3 Beds
  • 2 Baths
  • 0.54 Acres
  • 1,850 sqft

School District: Southold

Best Value In Bayview Area. Large 3 Bedroom 2 Bath Ranch With Oversized Deck And L Shaped In Ground Pool. Many Recent Updates. Call For Details.

Beautiful Cape Style Home That Features 4 Bedro...

REDUCED 5%

$548,000

640 N Bayview Road Ext, Southold

  • 4 Beds
  • 3 Baths
  • 0.9 Acres

School District: Southold

Beautiful Cape Style Home That Features 4 Bedrooms And 3 Full Bathrooms, Hardwood Floors, Spacious Living Room, Dining Room And Kitchen With Center Island, Full Basement, Deck And 2 Car Garage Attached. A Must See!

Southold, North For - Two Adjacent Building Lot...

Photo of Listing #3017595

$550,000

Sleepy Hollow Ln, Southold

  • 1.9 Acres

School District: Southold

Southold, North For - Two Adjacent Building Lots. Goose Creek At End Of Street. Moments To All The North Fork Has To Offer. Upscale Area Of Waterfront And Upland Homes. Find The Peace And Quiet You Have Been Dreaming Of - Create Your Own 'compound'.

On A Quiet Country Lane In Prestigious Southold...

REDUCED 2%

$560,000

475 Richmond Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.68 Acres

School District: Southold

On A Quiet Country Lane In Prestigious Southold This Immaculate 3 Bedroom 2 Bath Home Is Situated On Landscaped 1/2 Acre Plus. Family Sized Country Kitchen Steps Down To Den W/cozy Wood Fplc, Office & Outside Entrance. Other Amenities Include Multi Level ...

Escape Into This Beautiful Ranch Featuring 3 Be...

$569,000

640 Longview Ln, Southold

  • 3 Beds
  • 2 Baths
  • 0.34 Acres

School District: Southold

Escape Into This Beautiful Ranch Featuring 3 Bedrooms, 1.5 Bath, Hot Tub, Cold/hot Outdoor Shower, New Roof, New Washer And Dryer & Central Air For Those Warm Summer Days. Entertain On The Rear Mahogany Deck Or Screened In Porch. Just A Short Stroll To Priv...

Nestled At The Tip Of The Founders Landing Area...

$574,999

1605 Old Shipyard Ln, Southold

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

School District: Southold

Nestled At The Tip Of The Founders Landing Area, This Expansive Home Sits Proudly Only One Block From The Coveted Founders Landing Beach. The Perfect Summer Retreat With Space For The Extended Family. Featuring Three Bedrooms And 2.5 Baths Spread Over Nea...

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