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: 109
Average Price: $803,038
Highest Price: $2,995,000
Lowest Price: $149,900

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Southold Homes For Sale

109 Properties Found. Page 1 of 3
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Great Location Set On A Country Rd! Can Drive U...

Photo of Listing #3014950

$995,000

1080 Ackerly Pond Rd, Southold

 

Great Location Set On A Country Rd! Can Drive Up To "building Envelope'. Build Your Dream House On 1.5 Acres. Surround Yourself With 22.4 Acres Of Privacy, Yet Has Great Visibility If Needed. Best Of Both Worlds. Development Rights Sold. Perfect Agricultura...

Waterfront End Unit! Expansive Creek And Bay Vi...

NEW

$949,000

Southold

  • 3 Beds
  • 4 Baths
  • 0.25 Acres

School District: Southold

Waterfront End Unit! Expansive Creek And Bay Views. The Cove Is A Gem, Hidden On The Southold Peninsula Most Desirable Unit In Complex This Spacious Home Has Recent Updates In Kitchen And 3 1/2 Baths. Bedrooms Have Custom Closets. Wood Flrs Throughout....

Waterfront End Unit. Superior Location Within ...

NEW

$949,000

755 Meadow Ct, Southold

  • 3 Beds
  • 4 Baths
  • 0.25 Acres

School District: Southold

Waterfront End Unit. Superior Location Within Complex Elegant, Spacious Unit, Loaded W/extras. Updated Bath(s) & Kitchen. Custom Ca Closets, He Heating And Cooling. Hardwood Flrs Throughout. Exercise Room W/steam Sauna, Tons Of Storage, New Electric De...

Escape Into This Beautiful Ranch Featuring 3 Be...

NEW

$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, & Central Air For Those Warm Summer Days. Entertain On The Rear Mahogany Deck Or Screened In Porch. Just A Short Stroll To Terry Waters Association Beach, This Is A Dream Come True!

Priced Below Market Value! Classic Dutch Coloni...

$816,000

215 Garden Ct, Southold

  • 4 Beds
  • 3 Baths
  • 0.6 Acres
  • 2,800 sqft

School District: Southold

Priced Below Market Value! Classic Dutch Colonial Located On .6 Acre Landscaped Grounds With Inground Sprinker System. Oversized 2 Car Garage, 4 Bdrm, 3 Full Bath, Jacuzzi, Family Rm,fireplace,formal Dining, Huge Finished Basement. 20x40 Heated Pool, Priva...

Welcome To Paradise. Rare Southold Bayfront Sit...

$2,199,000

3525 Paradise Point Rd, Southold

  • 4 Beds
  • 3 Baths
  • 2.38 Acres

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...

Mccabe's Beach Ranch On Shy Acre In Need Up Upd...

$579,000

6825 Hortons Ln, Southold

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

School District: Southold

Mccabe's Beach Ranch On Shy Acre In Need Up Updating. Home Features Contemporary Plan And Spcaious Rooms; Den W/fireplace... Room For Pool And More At Mccabe's Beach And Close To Village Amenities.

Summer Living Is Great At This Creek Front Cuti...

$695,000

3140 Minnehaha Blvd, Southold

  • 4 Beds
  • 1 Baths
  • 0.22 Acres
  • 1,237 sqft

School District: Southold

Summer Living Is Great At This Creek Front Cutie In Laughing Waters Community With Amazing Views Of Corey Creek. Features 4 Bedrooms, Eat In Kitchen, Living Room And Patio Overlooking The Water.

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'.

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...

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!

Spacious & Grand Waterfront Center Hall Colonia...

$2,399,999

105 Waterview Dr, Southold

  • 4 Beds
  • 3 Baths
  • 6.5 Acres
  • 5,000 sqft

School District: Southold

Spacious & Grand Waterfront Center Hall Colonial On 6.5 Acres With Dock Over-looking Goose Creek. Impeccably Designed With Attention To Every Detail. Featuring Custom Woodwork Throughout. Gourmet Kitchen With Custom Cabinets, Central Vacuum On All Floors, D...

Spacious A-frame With Ultimate Privacy And Just...

$699,999

435 Private Rd, Southold

  • 3 Beds
  • 2 Baths
  • 1.17 Acres

School District: Southold

Spacious A-frame With Ultimate Privacy And Just A Short Stroll To Kenneys Beach. Floor To Ceiling Windows On Main Floor. Granite Gourmet Kitchen, Formal Dining Room, & Living Room W/ Wood Burning Fireplace And French Doors Leading To Wrap Around Deck Overlo...

Sensational Panoramic Water Views, Offering 142...

$1,499,000

2895 Wells Ave, Southold

  • 5 Beds
  • 3 Baths
  • 0.58 Acres

School District: Southold

Sensational Panoramic Water Views, Offering 142.5" On Jockey Creek, With Sandy Bay Beach And Direct Passage Out To Peconic Bay. Distinguished Within Its Class, This 5 Bed, 3 Bath Traditional Home, Possesses Endless & Rare Opportunity. A 35 X15 Boat House An...

An Idyllic North Fork Escape Boasting 100ft Of ...

$995,000 Under Contract

560 Ruch Ln, Southold

  • 3 Beds
  • 1 Baths
  • 0.34 Acres
  • 1,500 sqft

School District: Greenport

An Idyllic North Fork Escape Boasting 100ft Of Waterfront With Access To Bay And Deeded Beach Rights. Prepared To Be Charmed From The Moment You Step Inside This Dreamy 1930s Seaside Cottage. Entrancing Water Views, Spectacular Sunsets, And Whimsical Groun...

Enjoy Sunsets And Forever Vineyard Views From T...

$1,495,000

1375 Ackerly Pond Ln, Southold

  • 4 Beds
  • 3 Baths
  • 10 Acres

School District: Southold

Enjoy Sunsets And Forever Vineyard Views From This Lovely 4 Bedroom 3 Bath Farmhouse Sitting On Over 10 Acres On A Lovely Street In Southold. This Farm Has It All, 8 Stalls In 2 Barns, Fully Irrigated 100' X 200' Arena, Irrigated Paddocks, 2 Tack Rooms, And...

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.

North Fork Retreat ~ This Delightful 2-bedroom,...

$399,000 Under Contract

345 Hickory Rd, Southold

  • 2 Beds
  • 1 Baths
  • 0.29 Acres
  • 775 sqft

School District: Southold

North Fork Retreat ~ This Delightful 2-bedroom, 1-bath Cottage, Just Up The Road From The Magnificent Kenney's Beach, Is The Perfect Getaway For All Seasons With Its Open Floor Plan, Fireplace, Central Air, And Large Deck. Full, Dry-as-a-bone Basement And P...

Renovated Ranch With Spectacular Water Views, F...

$1,199,000

630 N Sea Dr, Southold

  • 3 Beds
  • 2 Baths
  • 0.9 Acres

School District: Southold

Renovated Ranch With Spectacular Water Views, Featuring Beautiful Granite Counter Tops, New Ss Appliances, 3 Bedroom, Master Suite With Bathroom And 2 Additional Bedrooms, Full Bath. Wrap Around Deck With Beautiful Sunsets.

Newly Built Stunning Modern Waterfront Located ...

$2,150,000 Under Contract

675 W Hill Rd, Southold

  • 5 Beds
  • 6 Baths
  • 0.5 Acres
  • 3,600 sqft

School District: Southold

Newly Built Stunning Modern Waterfront Located In Sought After Calves Neck Community. Upscale Amenities Throughout, Large Open Gourmet Country Kitchen Features Wolf Range, Ss Appliances, Marble Tops, Opens To Spacious Light-filled Living Areas. Gunite Infi...

A Rare Opportunity To Purchase A Home In Harbor...

$995,000

90 Windjammer Dr, Southold

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

School District: Southold

A Rare Opportunity To Purchase A Home In Harbor Lights, Boasting 4 Bedrooms Including 2 Waterview Master Suites, 1 On Each Floor. Large Eat In Kitchen, Open Floor Plan, Fireplace, In-ground Pool, On Shy 1/2 Acre. Enjoy Sandy Peconic Bay Beach, Park And You...

Beautiful Cape Style Home That Features 4 Bedro...

REDUCED 4%

$574,000

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!

Sound Front Property Located In The Coveted Tre...

REDUCED 6%

$1,699,000

18575 Soundview Ave, Southold

  • 3 Beds
  • 3 Baths
  • 1 Acres
  • 2,219 sqft

School District: Southold

Sound Front Property Located In The Coveted Tree-lined Mount Beulah Section With Over 150 Feet Of Beachfront, Views Of Li Sound & Sunsets W/steps To Private Beach. Lots Of Living Space Abounds Throughout Entire Home. 3 Bedrooms, 2.5 Bath, 2 Car Garage, Full...

Price Overhaul. Nestled On Long Creek Drive Sou...

$749,999

1345 Long Creek Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.53 Acres
  • 1,509 sqft

School District: Southold

Price Overhaul. Nestled On Long Creek Drive Southold. Generously Proportioned Rooms. Sunken Livingroom With Fireplace. Waterside Deck Overlooking Creek. Full Basement, Two Car Garage. Bring Your Vision To Update This Solid Waterfront Home. Member Of Southol...

Simply Exquisite Pristine Nantucket Style Water...

$2,995,000

19965 Soundview Ave, Southold

  • 3 Beds
  • 4 Baths
  • 0.72 Acres
  • 3,064 sqft

School District: Southold

Simply Exquisite Pristine Nantucket Style Waterfront Compound Adorns Bluffs Sitting High Above Li Sound. The Chic Main House With Gourmet Kitchen And Double Sided Fireplace And Separate Pool House Are Built Around The Common Outdoor Recreational Areas, Guni...

Charming North Fork Country Homestead Nestled I...

$775,000 Under Contract

385 Grissom Ln, Southold

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

School District: Southold

Charming North Fork Country Homestead Nestled Into Very Private Acre. Features Large Open Eat-in Kitchen, Wood Floors Thru-out, High Ceilings, Lots Of Natural Light. 4 Bedrooms, 2.5 Baths, Wood Burning Fireplace, Detached Oversized 2.5 Car Garage.

Move In Ready, Immaculate Soundfront Residence ...

$1,750,000

20575 Aka Soundview Ave, Southold

  • 4 Beds
  • 3 Baths
  • 0.75 Acres
  • 2,200 sqft

School District: Southold

Move In Ready, Immaculate Soundfront Residence W/private Beach And Fully Bulkheaded. Room For Pool. Spectacular Sunsets All Year Long... Large Living Room / Dinning Room W/waterside Terrace, Eik, Bath, Laundry And Master Suite W/bath Plus Bedroom On Prima...

Relaxation And Gracious Living Await At This Pe...

$1,375,000

1230 Kimberly Ln, Southold

  • 5 Beds
  • 3 Baths
  • 1.06 Acres
  • 4,477 sqft

School District: Southold

Relaxation And Gracious Living Await At This Perfectly Sited Home Set On 1.08 Acres. Enjoy Tranquil Bay Views And Breezes From Your Covered Front Porch. With Plenty Of Room For A Pool And A Large Deck For Entertaining, This Spacious Home Accommodates All. P...

Very Well Maintained 3 Bedroom Cape Log Home On...

$399,000 Under Contract

540 Grange Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.42 Acres
  • 1,600 sqft

School District: Southold

Very Well Maintained 3 Bedroom Cape Log Home On Half Acre. First Floor Master, Living Room With Fireplace. Newly Renovated Kitchen, Brand New Roof And Deeded Beach Rights To Founders Beach Park District! Properly Priced, Won't Last!!!

A Hidden Gem. Move In Ready With Hardwood Flo...

REDUCED 3%

$579,000

815 Park Ave, Southold

  • 3 Beds
  • 2 Baths
  • 0.92 Acres

School District: Southold

A Hidden Gem. Move In Ready With Hardwood Floors, Fireplace, Cac, First Floor Master And Laundry On First Floor. This Quiet Location Offers Plenty Of Room For Expansion As Well.

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 ...

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.

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

REDUCED 2%

$499,900

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...

New Construction With Smart Design And Layout L...

$769,999

700 Gin Lane Ln, Southold

  • 4 Beds
  • 3 Baths
  • 0.33 Acres
  • 2,627 sqft

School District: Southold

New Construction With Smart Design And Layout Located In Bay Haven Beach Community. Open Floor Plan Kitchen, Lr/dr With Main Floor Laundry/mudroom & Master Suite. Additional Master Suite 2nd Floor. Also Features Screened Porch And Walk Out Basement. Flexibl...

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...

Laughing Waters Community&marina Pristine Cape,...

REDUCED 4%

$575,000

905 Nakomis Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.6 Acres
  • 1,299 sqft

School District: Southold

Laughing Waters Community&marina Pristine Cape, Located A Short Bike Ride Between 2 Sandy Beaches & Wineries Make This The Perfect North Fork Escape. Stainless Steel Appliances, Quartz Counter Top. Stone & Gravel Driveway, Paver Patio & Covered Porch Make A...

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