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: 132
Average Price: $873,705
Highest Price: $8,800,000
Lowest Price: $99,000

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EXPLORE SOUTHOLD

 

Daniel Gale Sotheby's Open Houses

$769,000

215 Tarpon Dr 4 Beds, 3.00 Baths, 0.48 Acres
Open House Date/Time Sun Aug 18 2019 (12:00 PM to 1:30 PM)

Southold Homes For Sale

132 Properties Found. Page 1 of 3
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Brick Cove Was Originally A Brickyard Built In ...

$8,800,000

1760 Sage Blvd, Southold

  • 4 Beds
  • 2 Baths
  • 11.83 Acres
  • 1,500 sqft

School District: Greenport

Brick Cove Was Originally A Brickyard Built In 1887. Today, It Is Home To A Thriving Marina With 138 Slips And A Single-family Residence. Other Buildings On The Property Include Workshops, A Steel Barn, An Office/marina Store, Pool House And Sheds. Guests C...

North Fork Coastal Living! Stunning Six Bedroom...

$3,250,000

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....

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

REDUCED 9%

$2,495,000

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...

Exquisitely Restored Mint Antique Home Overlook...

$2,450,000 Under Contract

2022 Hyatt Rd, Southold

  • 4 Beds
  • 3 Baths
  • 0.86 Acres
  • 2,770 sqft

School District: Southold

Exquisitely Restored Mint Antique Home Overlooking Li Sound. Panoramic Water Views From Many Rooms, Waterside Patio, Waterside Deck, 2nd Floor Waterside Balcony. Large Eat-in Gourmet Kitchen, Wood Burning Fireplace, 2 Gas Stoves, Cac, Updated Appliances. Pr...

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

$2,300,000

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 ...

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

REDUCED 15% Photo of Listing #2965814

$2,299,000

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...

Spacious Center Hall Colonial On Goose Creek W/...

REDUCED 9%

$1,999,999

105 Waterview Dr, Southold

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

School District: Southold

Spacious Center Hall Colonial On Goose Creek W/ Private Dock. Gated Custom-built Waterfront Estate W/ Attention To Every Detail. 52' X 50' Deck Ready For Pool Insert. Premium Oak Floors, Sauna, Radiant Floor Heat, Designer Lighting & Gourmet Kitchen W/ Glob...

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

REDUCED 11%

$1,999,000

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

Southold, North Fork: Authentic Barn Relocated...

$1,995,000

1395 Sleepy Hollow Ln, Southold

  • 4 Beds
  • 5 Baths
  • 1.08 Acres
  • 4,500 sqft

School District: Southold

Southold, North Fork: Authentic Barn Relocated To Goose Creek Waterfront. Private Setting. Sublime Views. Flexible Floorplan Lends Itself To Owner Occupied B&b (w/town Permit Req'd). Large, Open Rooms Include Vaulted Ceiling In The Main Living Spaces A...

Major Price Reduction! Own This Amazing Waterf...

$1,950,000

2850 Cedar Beach Rd, Southold

  • 3 Beds
  • 1 Baths
  • 2.91 Acres
  • 1,856 sqft

School District: Southold

Major Price Reduction! Own This Amazing Waterfront Property Consisting Of Two Rare Single And Separate Creek Front Lots. Live On The Entire Peninsula And Renovate The Existing Home Or Design New And Create A Waterfront House To Maximize Spectacular View...

Its All About Location! Stunning Views From Thi...

$1,875,000

695 N Parish Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.53 Acres

School District: Southold

Its All About Location! Stunning Views From This Southold Bayfront Ranch Home With Walk Out Lower Level. Rare Opportunity To Own A Home Directly On Southold Bay Near Goose Creek. Open Floor Plan. Gorgeous View From Living Room, Dining Room, And Master Bedro...

Cape Cod Waterfront Located On One Of Southold'...

$1,800,000

1515 Calves Neck Rd, Southold

  • 2 Beds
  • 2 Baths
  • 0.58 Acres
  • 2,350 sqft

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...

Welcome To This Impeccably Maintained Post Mode...

$1,775,000

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.this Home Expemplifies Pride In Ownership. Contained Within Are 4 Brs, 4.5 Baths Including 2 Master Suites, Office, ...

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...

Breathtaking Views Of The Sound All The Way To ...

$1,649,000

17975 Soundview Ave, Southold

  • 3 Beds
  • 2 Baths
  • 1.2 Acres

School District: Southold

Breathtaking Views Of The Sound All The Way To Connecticut Are Yours In This Light Filled Home. Very Private Setting On Beautifully Landscaped 1.4 Acres. 115' Of Beachfront. Beautifully Renovated With Open Floor Plan Ideal For Summer Entertaining. New Kitch...

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

$1,590,000

3370 Paradise Point Rd, Southold

  • 5 Beds
  • 4 Baths
  • 2.76 Acres
  • 5,300 sqft

School District: Southold

Double Diamond Move In Ready Home With 5300sq.ft. Of Living Area.located On Shy 3 Aces Of Wooded Paradise. Soaring Marble Floored Foyer, Ensuite Mbr, Jr. Master Ensuite. 3 Additional Br, Bath, .5ba, 3 F/p. Custom Built, 3200 Bottle Wine Cellar W/tasting Roo...

Situated On 6.75 Tranquil And Very Priv. Acres,...

REDUCED 3%

$1,545,000

1475 Waterview Dr, Southold

  • 5 Beds
  • 2 Baths
  • 6.75 Acres

School District: Southold

Situated On 6.75 Tranquil And Very Priv. Acres, This Is One Of The Last Large Goose Creek Waterfront Parcels And Has The Possibility Of Encompassing 3 Add'l Building Lots. This Charming Circa 1850 Historic Home, Known As The Pease Property, Includes 5 Brs, ...

3,400sqft Traditional Home W/ A Contemporary Vi...

$1,400,000

90 Kimberly Ln, Southold

  • 4 Beds
  • 3 Baths
  • 1.09 Acres
  • 3,400 sqft

School District: Southold

3,400sqft Traditional Home W/ A Contemporary Vibe, Located On One Of Southold's Most Coveted Streets.4-beds,2.5-baths, Living Room W/ Fireplace, Formal Dining, & Large Den Open To A Gourmet Kitchen & Breakfast Area.double French Doors Lead Out To A Stone Pa...

Stunning Panoramic Bay Front Views With 100 Ft ...

REDUCED 7%

$1,389,000

435 Watersedge Way, Southold

  • 3 Beds
  • 1 Baths
  • 0.48 Acres
  • 1,214 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...

Entertainers' Delight On The North Fork! Patio...

$1,375,000

1080 Kimberly Ln, Southold

  • 4 Beds
  • 3 Baths
  • 0.95 Acres

School District: Southold

Entertainers' Delight On The North Fork! Patio, Deck, Pool, Hot Tub And Private Beach Access... Great Home For A Summer Party And Bbq. Spacious Modern Eat In Kitchen, Den With Fireplace Plus Formal Living Room And Dining Room Gives The Homeowner The Choic...

Views, Views, Views! Fresh, Move-in, Light-fill...

REDUCED 6%

$1,299,000

20845 Soundview Ave, Southold

  • 3 Beds
  • 2 Baths
  • 0.64 Acres

School District: Southold

Views, Views, Views! Fresh, Move-in, Light-filled Sound Front Contemporary. Recent Renovation Sparkles Throughout. Fabulous Feeling In This Modern, Convenient, One-level Waterfront Home With Stellar Sound Views. Your Own Stairs To Bulkheaded Waterfront. Ac...

Beautiful, Large Home With Private Dock. Open F...

$1,290,000 Under Contract

2200 Glenn Rd, Southold

  • 3 Beds
  • 3 Baths
  • 0.61 Acres

School District: Southold

Beautiful, Large Home With Private Dock. Open Floor Plan, First Floor Master, Thoughtfully Designed Home With Private Yard. Screened Porch, 3 Car Garage, With Large, Unfinished Bonus Room With Seperate Entrance Could Be Second Master Suite, In-law Suite, Ho...

Southold Quintessential Farmhouse C. 1889. Livi...

NEW

$1,200,000

13675 Main Bayview Rd, Southold

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

School District: Southold

Southold Quintessential Farmhouse C. 1889. 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...

Prepare To Be Charmed In This Adorable Seaside ...

$1,100,000 Under Contract

50 Oak Ave, Southold

  • 3 Beds
  • 3 Baths
  • 0.24 Acres
  • 2,328 sqft

School District: Southold

Prepare To Be Charmed In This Adorable Seaside Cottage Overlooking Beautiful Goose Creek. Completely Renovated Chef's Kitchen W/high End Appliances, First Floor Master Br En-suite Plus 2 Additional Spacious Bedrooms And Bath On Second Floor. Enjoy Your Own ...

Spectacular Waterfront 4bdr 3bth Spacious Beach...

REDUCED 8%

$1,079,000

1580 Corey Creek Ln, Southold

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

School District: Southold

Spectacular Waterfront 4bdr 3bth Spacious Beach Home. This Home Features Prime Forever Views From An Ideal Southwestern Exposure, 140 Feet Of Direct Water Frontage And Its Own Private Dock. Located In A Peaceful And Serene Bayview Community Which Is Part Of...

Like Owning Your Own Island! Amazing One Of A K...

REDUCED 12%

$999,975 Under Contract

940 Tarpon Dr, Southold

  • 3 Beds
  • 2 Baths
  • 0.49 Acres

School District: Greenport

Like Owning Your Own Island! Amazing One Of A Kind Location- Property Completely Surrounded By Water And Stellar Views. Boater Heaven, Good Bulkhead And Docking, Deeded Sandy Bay Beach One Lane West. Charmer Stone And Wood Cottage Has Walls Of Windows To Ca...

Escape To The Peace And Quiet Of This Tranquil ...

$995,000

775 Mill Creek Dr, Southold

  • 3 Beds
  • 1 Baths
  • 0.25 Acres
  • 1,100 sqft

School District: Southold

Escape To The Peace And Quiet Of This Tranquil Cottage Situated On Hashamomuck Pond An Inlet Off Peconic Bay. Features: 3 Bedrooms And 1 Bath. Spacious Living Room W Vaulted Ceiling & Fireplace Entering Into Bright Glass Enclosed Heated Porch W Picturesque ...

Lighthouse Inspired Lakefront Beach House With ...

REDUCED 10%

$995,000

175 Lake Dr, Southold

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

School District: Southold

Lighthouse Inspired Lakefront Beach House With Views Of Sun Setting In Li Sound. This 3-4 Bedroom, Two Bath, Mint Condition Beach House Is The Perfect Location For A Summer Retreat For Your Family. Located On A Quiet Country Lane With Water Views Out Of E...

Southold - Angel Shores Bayfront Community - S...

$975,000

805 Water Terrace, Southold

  • 4 Beds
  • 3 Baths
  • 0.7 Acres
  • 2,700 sqft

School District: Southold

Southold - Angel Shores Bayfront Community - Spacious & Light Filled 4-5 Bedroom 3 Bath Traditional Featuring A Stunning Custom Designed Chef's Kitchen, Great Room W/fireplace, Living Room & Formal Dining Room Including Master Bedroom Suite With Gorgeous C...

Drop Your Bags And Your Worries! Completely Ren...

$925,000

230 Jockey Creek Dr, Southold

  • 4 Beds
  • 2 Baths
  • 0.5 Acres
  • 1,630 sqft

School District: Southold

Drop Your Bags And Your Worries! Completely Renovated Impeccable Coastal Style Waterfront Home Nestled On Jockey Creek With Your Own Dock, Waterside Pool And Recreation Room. Easy Access To The Bay, Close To Town And All Your Favorite Adventures. This Turnk...

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

$919,000

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. ...

Renovated Ranch With Spectacular Long Island So...

$899,000 Under Contract

630 N Sea Dr, Southold

  • 3 Beds
  • 2 Baths
  • 0.9 Acres

School District: Southold

Renovated Ranch With Spectacular Long Island Sound Water Views. Featuring Beautiful Granite Counter Tops, New Ss Appliances, 3-bedrooms, Master Suite With Bathroom And Two Additional Bedrooms And Full Bathroom. Updated Bathrooms, Wrap Around Deck With Beau...

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

REDUCED 10% Photo of Listing #3124731

$895,000

1080 Ackerly Pond Rd, 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...

Boaters Delight! 4 Bedroom 2 Bathroom Cape With...

$869,000

3995 Wells Ave, Southold

  • 4 Beds
  • 2 Baths
  • 0.51 Acres
  • 2,200 sqft

School District: Southold

Boaters Delight! 4 Bedroom 2 Bathroom Cape With Hardwood Floors Throughout, Spacious Bedrooms, And Potential For Open Floor Plan In Living Area. Private Deep Water Dock Perfect For All Water Sports, 4.5 Feet At Low Tide, Direct Bay Access. Enjoy Waterfront ...

8.3 Acres With Development Rights Intact. Owner...

REDUCED 5% Photo of Listing #2525655

$850,000

57207 Route 25, Southold

  • 8.3 Acres

School District: Southold

8.3 Acres With Development Rights Intact. Owner Wishes To Sell W/ Adjacent Hamlet Business Zoned 3br House On Addt'l .56 Acres. Separate Parcels. Possible Subdivision Or Gentleman's Farm...many Usage Options...imagine The North Fork Possibilities This Purc...

Possibilities Abound - Hamlet Business Zoned Ho...

REDUCED 5%

$850,000

57555 Route 25, Southold

  • 3 Beds
  • 2 Baths
  • 0.56 Acres
  • 1,400 sqft

School District: Southold

Possibilities Abound - Hamlet Business Zoned House To Live In Or Rent Owner Wishes To Sell W/ Adjacent 8.3 Acre R-80 Vacant Land- Development Rights Intact. Retail, Rental, Gentleman's Farm Or Possible Sub-division. Zoning Allows For Many Opportunities.

Spectacular Custom Home. New Construction Situa...

REDUCED 3%

$849,000

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...

Turn Key & Built For Entertaining. This Traditi...

REDUCED 5%

$839,000

625 Kenneys Rd, Southold

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

School District: Southold

Turn Key & Built For Entertaining. This Traditional Style Home Offers Open Living On The Main Level W/ Updated Eik, Living Room & Den All Leading Out To An Impressive Poolside Patio & Deck. Manicured Plantings Established Throughout The Rear & Front Yard W/...

Beautiful Landscaped Post Modern With Wrap Arou...

$809,000 Under Contract

760 Oakwood Dr, Southold

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

School District: Southold

Beautiful Landscaped Post Modern With Wrap Around Porch And Wonderful Free-form Heated Pool With Pavers Deck & New Hot Tub. Home In Tip-top Shape. Great Room With Kitchen, Dining And Den, Living Room. 1st Floor Guest Suite, Master Suite With Bath. 3 Additi...

Stunning Chalet-style Home, Impeccably Built An...

REDUCED 5%

$799,000

14395 Main Bayview Rd, Southold

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

School District: Southold

Stunning Chalet-style Home, Impeccably Built And Maintained. Covered Porches Perfect For Outdoor Entertaining. Open Floor Plan, Kitchen/dining + Living With Soaring Stone Fireplace At Center Stage. 3 Bedrooms, 2 Baths Perfectly Situated On Over 2 Acres Of L...

New Construction Ready For Summer 2019! Stunni...

$799,000

1680 Seawood Dr, Southold

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

School District: Southold

New Construction Ready For Summer 2019! 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 Fu...

This Is The Best Of The North Fork! Come Home T...

$799,000 Under Contract

215 Garden Ct, Southold

  • 4 Beds
  • 3 Baths
  • 0.6 Acres

School District: Southold

This Is The Best Of The North Fork! Come Home To This Lovely Dutch Colonial Located On A Quiet Cul-de-sac. Wonderful Private Garden W/ Privets Around Your 20x40 Ig Heated Swimming Pool. This Home Welcomes You And Your Guests W/ 4 Brs, 3 Full Baths, Formal D...

Rare New Construction In Cedar Beach Park !! Pr...

$799,000

415 Lakeside Drive S Dr, Southold

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

School District: Southold

Rare New Construction In Cedar Beach Park !! Private Setting On Navigable Creek ! Ready June 2019 For Occupancy, Open Floor Plan With 9' Ceilings.bedroom On First Floor For Guest Or Master.slider To 15x20 Deck For Outside Enjoyment. Oak Flooring On 1st And ...

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