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: 135
Average Price: $815,711
Highest Price: $2,499,999
Lowest Price: $149,900

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Daniel Gale Sotheby's Open Houses

$859,000

230 Hippodrome Dr 4 Beds, 3.00 Baths, 0.31 Acres
Open House Date/Time Sat Aug 19 2017 (12:00 PM to 1:30 PM)

Southold Homes For Sale

135 Properties Found. Page 1 of 3
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Beautiful Updated Home On A Half Acre Overlooki...

NEW

$519,750

58945 Route 25, Southold

  • 3 Beds
  • 1 Baths
  • 0.44 Acres

School District: Southold

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.

Lovely 2-story Home In Beixedon Estates With A ...

NEW

$859,000

230 Hippodrome Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.31 Acres

School District: Southold

Lovely 2-story Home In Beixedon Estates With A Bay Beach Steps Away. Den With Fireplace, Living, Kitchen, Dining All Open Floor Plan With Wood Floors Throughout. 4 Bedrooms And 3 Full Bathrooms. Beautiful Circle Driveway And Backyard With Patio.

New To The Market! Great Starter Home Or Good...

NEW

$319,000

11380 Main Bayview Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.39 Acres
  • 2,000 sqft

School District: Southold

New To The Market! Great Starter Home Or Good Downsizing Opportunity. Walk To Beautiful Sandy Bay Beach. First Level Bedroom, Bath, Family Room. Second Level 2 Bedrooms, Bath, Living Room, Dining Room ,kitchen. Wood Floors. Move In Now And Update Later!...

Waterfront With Deep Water Dock -a 36_ft. Sailb...

NEW

$1,350,000

830 Tarpon Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.48 Acres
  • 3,100 sqft

School District: Greenport

Waterfront With Deep Water Dock -a 36_ft. Sailboat On The Premises With 5ft Draft. Expanded Chalet-style Cape, Open Plan- Eat-in Kitchen With Fireplace, Oversized Living Room, Dining Room, 4 Bedrooms, 2 Baths, Full Basement With Recreation Room, 2-car Det...

North Fork Classic! Two Family Retreat With Stu...

Photo of Listing #2961729

$829,000

51155 Main Rd, Southold

  • 5 Beds
  • 4 Baths
  • 1 Acres
  • 2,990 sqft

School District: Southold

North Fork Classic! Two Family Retreat With Stunning Floor Plan On The Main House Featuring Heated Sunroom, Fireplace, Master Retreat And True Country Kitchen Is Just The Beginning. Add Inground Pool With Carpenters Woodshop/barn As The Backdrop To The Pool...

This 3/1.5 Ranch Is Located In A Beautiful Bay ...

$459,000

165 Gin Ln, Southold

  • 3 Beds
  • 2 Baths
  • 0.28 Acres

School District: Southold

This 3/1.5 Ranch Is Located In A Beautiful Bay Beach Community.2 Short Blocks To Association Beach For You To Kayak, Swim, And Sunbathing. House Has New Roof, Generator And In-ground Sprinklers. Relax By The Bay Or Head Out To Near-by Vineyards. Lots To Lov...

East End Living At It's Finest ! Walk To Water ...

$499,900

165 South St, Southold

  • 2 Beds
  • 2 Baths
  • 0.39 Acres

School District: Southold

East End Living At It's Finest ! Walk To Water ! Charming Ranch Home,frnt & Back Porch, Light & Bright Open Flr Plan,large Rms,lge Maple Kit Can Fit Din Set,cath Cielings,8 Ceiling Fans,raised Pnl Drs,gas Propane For Stove & Dryer,attic Fan,lots O Storage &...

Laughing Waters Community&marina Pristine Cape,...

$599,000

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. New Stainless Steel Appliances, Quartz Counter Top. Stone & Gravel Driveway, Paver Patio & Covered Porch Ma...

New To The Market. Sweet Waterfront Cottage Wi...

$899,000

21225 Soundview Ave, Southold

  • 3 Beds
  • 1 Baths
  • 0.3 Acres
  • 1,080 sqft

School District: Southold

New To The Market. Sweet Waterfront Cottage With Beautiful Soundfront Views And Amazing Sunsets. Large Great Room And Sunroom With Stone Fireplace. Three Bedrooms, Bath And Small Eat-in Kitchen. Turn This Cute Cottage Into A Year-round Waterfront Hideaway...

New To The Market! Superb Home. Beautifully Lan...

$1,200,000

365 Chablis Path, Southold

  • 4 Beds
  • 4 Baths
  • 0.92 Acres
  • 3,800 sqft

School District: Southold

New To The Market! Superb Home. Beautifully Landscaped, Outside Space Designed For Maximum Privacy With In-ground Pool, Lounging, Al Fresco Dining, And A Gazebo. Open Living Room With Soaring Fireplace, Formal And Informal Dining, Den. Two Master Suites ...

Pristine Waterfront Home On Hashamomuck Pond Is...

$850,000

1345 Long Creek Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.53 Acres
  • 2,000 sqft

School District: Southold

Pristine Waterfront Home On Hashamomuck Pond Is The Setting For Our 4 Bedroom, 2 Bath Sprawling Ranch With Above Grade Lower Level Of 1,429sf, Of Which 50% Is Finished & Heated Including A Family Rm And 1/2 Bath Plus 2 Car Garage. Quality Features Include ...

Gorgeous Home! This House Will Make A Magnifice...

$725,000 Under Contract

735 Corey Creek, Southold

  • 4 Beds
  • 3 Baths
  • 0.5 Acres

School District: Southold

Gorgeous Home! This House Will Make A Magnificent Home For You And Yours. Just Move In! Corey Creek Is At The End Of This Private Road. Bring Your Kayak, Canoe, Motor Boat, There Is A Launch At The Creek. The Grounds Are Perfect, The Kitchen Is Grand, T...

Wonderful Chalet-style Home With Covered Porche...

$799,000 Under Contract

14395 Main Bayview Rd, Southold

  • 3 Beds
  • 2 Baths
  • 2.51 Acres
  • 2,000 sqft

School District: Southold

Wonderful Chalet-style Home With Covered Porches - Front, Rear And Side For Outdoor Enjoyment And Dining! Completed In 2003, Everything Is Well-maintained And Almost New. Open Plan, Kitchen Dining, Living - Soaring Stone Fireplace At The Center Of It All! ...

Lovely 2 Bedroom, 2 Bath Condo In The Sought Af...

$339,000

2555 Youngs Ave 19c, Southold

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

School District: Southold

Lovely 2 Bedroom, 2 Bath Condo In The Sought After Over 55 Founders Village Community. Full Basement, Lr W/ Fp. Pool And Clubhouse Within Complex. Close To Public Transportation, Town, Parks And Beaches.

Enjoy Life In This Cozy Pristine Beach Cottage....

$549,000 Under Contract

7785 Horton Ln, Southold

  • 2 Beds
  • 1 Baths
  • 1.03 Acres
  • 850 sqft

School District: Southold

Enjoy Life In This Cozy Pristine Beach Cottage.only Steps Away From One Of The Most Beautiful Sound Beaches-mccabes Beach. Features 2 Brs And Screened-in Porch. This Wonderfully Situated Water-front Cottage Is Ideal To Watch Beautiful Sunsets Over Lily Pon...

Gorgeous, Light, Bright & Airy! This Immaculate...

$335,000

2555 Youngs Ave 19d, Southold

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

School District: Southold

Gorgeous, Light, Bright & Airy! This Immaculate 2 Bedroom, 2 Bath Condo Is The Ideal Place To Retire. Magnificent Location In The Heart Of Southold, Just A Stroll Away From Town!

Home Is In A Great Beach Area In Southold. You ...

$499,000 Under Contract

4405 S Harbor Rd, Southold

  • 4 Beds
  • 3 Baths
  • 0.45 Acres

School District: Southold

Home Is In A Great Beach Area In Southold. You Can See The Beach From Front Yard. Treed Lot, With Fenced In Back Yard. Home Needs Lots Of Tlc. But, The Possibilities Are Endless. Come See What You Can Do With This Cute Cape Looking For Love.

This 4 Br 2 Ba Home Is In Pristine Condition. E...

$525,000

1450 Cedar Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.52 Acres
  • 2,000 sqft

School District: Southold

This 4 Br 2 Ba Home Is In Pristine Condition. Enter Into A Spacious Lr Featuring Fireplace, Wood Floors, & Cathedral Ceilings. Den/second Lr W/ Separate Entrance Offers Office Possibility. Granite Kitchen With B-fast Bar Opens Up To Formal Dr. Large Mbr Wit...

Recently Updated 4br, 2 Bath Expanded Ranch, Sp...

$599,000

150 Seawood Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.51 Acres

School District: Southold

Recently Updated 4br, 2 Bath Expanded Ranch, Spacious Sunroom Overlooking Gorgeous Ig Pool, Huge Yard Backing Up To Preserved Land. Ideal For Year Round Or Seasonal Living , Easy Access To Nearby Beaches!

Southold North Fork Honeysuckle Hills Designer ...

$1,249,000

275 Aka330 Majors Path, Southold

  • 4 Beds
  • 3 Baths
  • 0.81 Acres
  • 2,000 sqft

School District: Southold

Southold North Fork Honeysuckle Hills Designer Home W/shared Ownership Of 1.4 Private Sound Front Acres W/242' Of Beach! Recent Construction Home Features Wrap Around Porch, Room For Pool And Peekaboo Waterviews. Den W/fp, Mbr Suite, 3 Additional Bedrooms,...

Charming 4br, 3ba Cape In Sought After Harbor L...

$629,000

255 Windjammer Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.46 Acres
  • 2,900 sqft

School District: Southold

Charming 4br, 3ba Cape In Sought After Harbor Lights Community With Private Bay Beach Seconds From Your Door, A True Walk To The Beach Property. Spacious Home Features First Floor Master Suite, Fireplace, 2 Car Garage, Updated Appliances And Central A/c. Be...

Spacious 3 Bedroom 2 Bath Home In Southold Feat...

$695,000

475 Richmond Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.68 Acres

School District: Southold

Spacious 3 Bedroom 2 Bath Home In Southold Features Full Kitchen, Lr , Dr, Rm W/sliding Glass Doors On To 2 Level Deck, Full Bath, Steps Down To Lg Family Rm W/fireplace And Outside Entrance, Situated On .68 Acre Of Beautiful Matured Grounds 20x40 Olympic ...

Renovated 3 Bedroom 2 Bath Ranch Featuring Stai...

$589,900

625 Corey Creek Ln, Southold

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

School District: Southold

Renovated 3 Bedroom 2 Bath Ranch Featuring Stainless Steel Appliances, Tile Baths, Granite Counter Tops With An Oversized L Shaped Ig Pool, Large Rear Deck, Attached 2 Car Garage And Great Backyard Situated In Corey Creek Estates. Walk To Water And Close To...

Pristine South Facing Waterfront Ranch W/incred...

$1,199,000 Under Contract

320 Beachwood Ln, Southold

  • 3 Beds
  • 3 Baths
  • 0.56 Acres
  • 2,400 sqft

School District: Southold

Pristine South Facing Waterfront Ranch W/incredible Views On Goose Creek. Features A Waterside Pool, Sumptuous Landscaping, New Bulkhead And Private Dock. It's Not Just Location, Step Into This Flowing 3 Bedroom 3 Bath Ranch W/ Views From Everywhere. Cool O...

Custom Spacious, Light Filled 3 Bedroom Waterfr...

$895,000

240 Windjammer Dr, Southold

  • 3 Beds
  • 2 Baths
  • 0.66 Acres
  • 2,342 sqft

School District: Southold

Custom Spacious, Light Filled 3 Bedroom Waterfront In Harbor Lights Beachfront Community. Open Floor Plan W/vaulted Ceiling, Skylights, 2-story Stone Fireplace, Inviting Screened Porch Brings The Outside In. Large Deck To Enjoy Water Views & Bay Breezes. 2...

Lovely 2 Bedroom, 2 Bath Condo In The Sought Af...

$399,000

2555 Youngs Ave 9a, Southold

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

School District: Southold

Lovely 2 Bedroom, 2 Bath Condo In The Sought After Over 55 Founders Village Community. Full Basement, Lr W/ Fp. Pool And Clubhouse Within Complex. Close To Public Transportation, Town, Parks And Beaches.

Sophisticated Soundfront Cottage ~ Nestled Betw...

REDUCED 7%

$1,395,000

20275 Soundview Ave, Southold

  • 3 Beds
  • 2 Baths
  • 0.42 Acres
  • 1,200 sqft

School District: Southold

Sophisticated Soundfront Cottage ~ Nestled Between The Spectacular Sound & Bucolic Vineyards, This Charming & Chic 3br 2 Bath Traditional Cedarshake Has Just Been Fully Renovated. This New Light-filled, Open Concept With Waterviews From Almost Every Room Is...

Great Waterfront Offering With Sailing, Kayakin...

$499,000 Under Contract

295 Bayview Ave, Southold

  • 2 Beds
  • 0.19 Acres
  • 1,000 sqft

School District: Greenport

Great Waterfront Offering With Sailing, Kayaking And Paddle Boarding At Your Doorstep. At The End Of A Cul-de-sac This Recently Updated Year-round Cottage Has Everything You Need. A Painted Front Porch Welcomes You Into A The Main Living Room Dining Room ...

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

Photo of Listing #2949770

$375,000

8150 N 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.

Exquisitely Constructed, No Detail Spared, Over...

$2,250,000 Under Contract

915 N Lakeside Dr, Southold

  • 4 Beds
  • 4 Baths
  • 1.03 Acres
  • 4,800 sqft

School District: Southold

Exquisitely Constructed, No Detail Spared, Over 230' Of Waterfront & Deep Water Dock On Cedar Beach Creek. Open Floor Plan, Soaring Ceilings, Gmt Kit, Fdr, 3 Fpl, 4 Br Incl 2 Mst Suites, 4 Ba, Office, Media Rm, 2 Laundry Rm & 2.5 Car-gar. Magnificent Views...

Tasteful Blend Of Old & New, Quality New Englan...

$1,250,000 Under Contract

1035 Beachwood Ln, Southold

  • 4 Beds
  • 4 Baths
  • 0.51 Acres
  • 4,085 sqft

School District: Southold

Tasteful Blend Of Old & New, Quality New England Home Overlooks Goose Creek. Gourmet Kitchen, Professional Viking Cook Top & Wine Fridge Opens To Great Rm/fireplace. Enter Gracious Atrium Foyer Between Water View Sun Room & Formal Dining Room. 1st Floor Mas...

Eastward Cottage-georgian Revival, Historic Hom...

$999,000

1600 Mount Beulah Ave, Southold

  • 3 Beds
  • 3 Baths
  • 0.5 Acres

School District: Southold

Eastward Cottage-georgian Revival, Historic Home. Brick Construction, Slate Roof, Copper Fittings,& Delightful Brick Garden House Just Waiting For Your Creative Imprint. 3 Bedrms, 2.5 Baths, Dining Rm, Living Rm, English Country Kit. W/charming Butler's Pan...

New To The Market. Authentic North Fork Farmhou...

$579,000 Under Contract

49805 Route 25, Southold

  • 4 Beds
  • 2 Baths
  • 0.55 Acres
  • 2,500 sqft

School District: Southold

New To The Market. Authentic North Fork Farmhouse. Lots Of Charming And Original Details. Updated Kitchen, Open Spacious Living Room And Den With Copper Hooded Fireplace. Formal Dining Room, Eat-in Kitchen. Four Bedrooms, 1.5 Baths. Great Attic! House Is Ni...

Your Summer Fun Begins Here! Located In Desirab...

REDUCED 2%

$488,980

1150 Bayview Ave, Southold

  • 3 Beds
  • 2 Baths
  • 0.34 Acres
  • 1,250 sqft

School District: Greenport

Your Summer Fun Begins Here! Located In Desirable Summerhaven, This 3 Bedroom Boasts 2 Full Baths, Family Rm, Study, Basement W/ose, Garage And More. Beautiful Oak Floors Throughout. Waterview With Boat Ramp Close By. Swimming, Boating, Kayak, Canoe In Win...

The Gold Standard In Waterfront Living! Easy C...

$549,000 Under Contract

980 Oak Ave, Southold

  • 2 Beds
  • 1 Baths
  • 0.22 Acres

School District: Southold

The Gold Standard In Waterfront Living! Easy Connection To Worlds Beyond Your Front Door. Get Access To All The East End Has To Offer With Your Boat Parked Outside Your Door And A Quarter Mile Of Unobstructed Water Views From Anywhere. Build A Spectacular...

Expansive 3 Bedroom 2 Bath Ranch In Laughing Wa...

$569,000

810 Hiawathas Path, Southold

  • 3 Beds
  • 2 Baths
  • 0.67 Acres
  • 1,650 sqft

School District: Southold

Expansive 3 Bedroom 2 Bath Ranch In Laughing Waters Beach Community. Newly Updated With An Inviting, Sunny, Bright Lr, Fdr, Eik/ Great Room With Wood-burning Stove And Rear Deck. Attached One Car Garage With Additional Storage And Bright Open Basement. Ver...

Pristine Single Level Living. Meticulously Main...

REDUCED 3%

$599,000 Under Contract

295 Bennett Ln, Southold

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

School District: Southold

Pristine Single Level Living. Meticulously Maintained And Updated 3 Bedroom, 2 Bathroom Ranch. Wood Floors Throughout, Crown Molding, And Wood Burning Fireplace. Paver Driveway And Large Backyard. Close To Southold Village Amenities And Goose Creek Beach.

: Newly Updated. Shy Acre, Waterfront Property,...

$634,000

3145 N Main Bayview Rd, Southold

  • 4 Beds
  • 3 Baths
  • 0.86 Acres
  • 2,500 sqft

School District: Southold

: Newly Updated. Shy Acre, Waterfront Property, Beautiful Views, And Private Dock. Home Can Accommodate Lots Of Guests! Great Outdoor Dining On The Water, Lots Of Indoor Dining And Living Space With Water Views Or Vineyard Views From Every Window! 4-bedroo...

Someone Is Going To Get A Great Deal! Beautiful...

REDUCED 10%

$899,000

435 Willow Pond Ln, Southold

  • 4 Beds
  • 4 Baths
  • 0.92 Acres
  • 2,700 sqft

School District: Southold

Someone Is Going To Get A Great Deal! Beautifully Constructed, With Interesting Architectural Details, A Chic And Sophisticated Home In The Heart Of Southold, Park-like Setting And Heated Pool. A Well-equipped Chef's Kitchen, 1st And 2nd Floor Ensuite Mast...

Beautifully Maintained Waterfront Home On Jocke...

REDUCED 6%

$1,699,000

505 Light House Ln, Southold

  • 4 Beds
  • 4 Baths
  • 1.2 Acres
  • 2,400 sqft

School District: Southold

Beautifully Maintained Waterfront Home On Jockey Creek With Deepwater Dock, Wide Open Creek-views In A Very Private Location. Top Quality Custom Built Cape Cod With 4 Bedrooms, 3.5 Baths And Heated Enclosed Porch On 1.2 Acres.

Beautiful Waterview New Construction In One Fin...

$699,000

1070 Mill Creek Dr, Southold

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

School District: Southold

Beautiful Waterview New Construction In One Fines Of Southold's Finest Communities, Mill Creek Development. Lovely 4 Bedrooms 2.5 Bath . This Home Will Not Last Long. Home Is Expected To Be Finished In 30 Days.

Welcome To Paradise! Boater's Delight! 84' Vin...

$1,100,000

750 Budd's Pond Rd, Southold

  • 3 Beds
  • 3 Baths
  • 0.31 Acres
  • 2,500 sqft

School District: Southold

Welcome To Paradise! Boater's Delight! 84' Vinyl Bulkhead, Floating Dock, Deep Water, Unobstructed And 2 Minutes To The Bay! Open Floor Plan With Vaulted Ceiling, Wood Deck! Hi Hat Lighting, Central Air, 3 Bedrooms And 3 Full Baths. Anderson Windows! ...

5.7 Acres, Front 1.7 Acres Are Zoned Hamlet Bus...

$1,299,000

56995 Route 25, Southold

  • 5 Beds
  • 2 Baths
  • 5 Acres
  • 2,500 sqft

School District: Southold

5.7 Acres, Front 1.7 Acres Are Zoned Hamlet Business And Back 4 Acres Are Zoned Agricultural. Perfect For A Gentleperson's Farmstead, B&b, Or Convert To Business Use (check Permitted Uses.) Also Subdivision Possibilities.. Two Large Barns And A Victorian F...

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