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: 133
Average Price: $841,445
Highest Price: $8,800,000
Lowest Price: $99,000

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SOUTHOLD MARKET REPORT
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Southold Homes For Sale

133 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...

$2,750,000

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...

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

$2,650,000

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

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...

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 & Grand Center Hall Colonial On Goose ...

$2,199,000

105 Waterview Dr, Southold

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

School District: Southold

Spacious & Grand Center Hall Colonial On Goose Creek With Private Dock. Impeccably Designed With Attention To Every Detail. Featuring Custom Woodwork Throughout, Gourmet Kitchen With Custom Cabinets, Designer Lighting, Security System, Pool Ready 52 'x 50' ...

Major Price Reduction! Own This Amazing Proper...

REDUCED 12%

$2,195,000

2850 Cedar Beach Rd, Southold

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

School District: Southold

Major Price Reduction! Own This Amazing 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 Views Of The Cr...

Dreamy 1930's Cape On Peconic Bay With Stunning...

$2,000,000 Under Contract

650 Cedar Point East Dr, Southold

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

School District: Southold

Dreamy 1930's Cape On Peconic Bay With Stunning Views From Jessup's Neck To Nassau Point. The Water Side Pool, Privacy, Charm, 4 Bedrooms, 2 Full Baths, Detached Garage, Full Basement And All Updated Mechanicals Makes This Property The Complete Package For ...

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...

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...

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...

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

$1,595,000

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, ...

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...

Stunning Panoramic Bay Front Views With 100 Ft ...

$1,490,000

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...

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

REDUCED 4%

$1,375,000

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...

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

NEW

$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 Choice...

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...

There Is A Long Tree Lined Drive To This Custom...

$1,275,000

535 Lighthouse Rd, Southold

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

School District: Southold

There Is 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, Gran...

Prepare To Be Charmed In This Adorable Seaside ...

$1,100,000

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 ...

Southold New Construction. This Well Planned An...

REDUCED 7%

$1,075,000

1340 Ships Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.66 Acres
  • 2,600 sqft

School District: Southold

Southold New Construction. This Well Planned And Designed Home Features An Open Floor Plan, Wood Floors Throughout. A Gourmet Kitchen With Island, Thermador Appliances And A Wine Refrigerator. Open Kitchen, Living And Dining Room W/ Gas Fireplace. Attention...

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

REDUCED 12%

$999,975

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...

Location! Looking For A Slice From Heaven ! Bui...

Photo of Listing #3124731

$995,000

1080 Ackerly Pond Rd, Southold

  • 23.9 Acres

School District: Southold

Location! Looking For A Slice From Heaven ! Build You Dream House On 1.5 Acres Cleared - Ready To Build 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...

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...

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. ...

Graciously Updated Cottage With Spectacular Wat...

REDUCED 25%

$899,999

450 E Richmond Rd, Southold

  • 3 Beds
  • 1 Baths
  • 0.25 Acres

School District: Southold

Graciously Updated Cottage With Spectacular Water Views. Enjoy This True North Fork Waterfront Gem. Beautiful Yard With New Bulkhead And Stairs For Water Access. This Home Offers A Chefs Kitchen With Wolf Stove, Three Good Size Bedrooms, One Full Bath Wi...

Take Advantage Of A Wonderful Opportunity To De...

$899,000

1350 Hortons Ln, Southold

  • 4 Beds
  • 3 Baths
  • 2.07 Acres
  • 2,660 sqft

School District: Southold

Take Advantage Of A Wonderful Opportunity To Design Your Own Custom Built Escape On 2.24 Acrs On The North Fork. Modular Built Flexibility Gives You All The Design Influence You Desire With A Fraction Of The Time Investment Of Traditional Construction. Mu...

Unparalleled Opportunity To Enjoy Lux Lifestyle...

REDUCED 5%

$899,000 Under Contract

90 Windjammer Dr, Southold

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

School District: Southold

Unparalleled Opportunity To Enjoy Lux Lifestyle You Desire At An Exceptional Value, In Exclusive Harbor Lights Location! Shy Acre Prop, Lg Ig Pool, Deeded Dock, Beach/park. Expansive Interior, Open Floorplan, Generous Main Rooms, Flow Seamlessly For Comfort...

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...

Spectacular Custom Home. New Construction Situa...

REDUCED 10%

$899,000

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...

Recently Completed, This Newly Constructed Home...

$853,999 Under Contract

285 Ripple Water Ln, Southold

  • 4 Beds
  • 3 Baths
  • 0.69 Acres
  • 2,560 sqft

School District: Southold

Recently Completed, This Newly Constructed Home Offers Well Proportioned Spaces And Timeless Finishes. From The Covered Front Rocking Porch, Come Inside To The Open Floor Plan With A Sparkling Eat-in Kitchen & Sliders To Yard. Wood Burning Fireplace In Den....

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.

A Long Private Driveway Leads To A 3.2 Acre Oas...

$849,000

4650 Hortons Ln, Southold

  • 3 Beds
  • 2 Baths
  • 3.02 Acres

School District: Southold

A Long Private Driveway Leads To A 3.2 Acre Oasis With An Expanded Cape Built In 2005. 3 Bedrooms, 2 Bath, Great Room With Wood Burning Stove And Huge Loft. Country Kitchen With Beautiful Cherry Wood Cabinets, Granite Counter Tops And Stainless Steel Appli...

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

$839,000

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...

Custom Home In Pristine Natural Setting With Ex...

$825,000

1530 Clearview Ave, Southold

  • 4 Beds
  • 2 Baths
  • 0.57 Acres
  • 2,178 sqft

School District: Southold

Custom Home In Pristine Natural Setting With Extraordinary Privacy Which Is Protected By Nature Conservancy Holdings And Sited To Capture Views To Goose Creek. Inviting Pool With Extensive Stone Patios And Walkways. Spacious Floor Plan, Perfect For Enterta...

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

$815,000

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...

New Modern Farmhouse With Open Concept Floor Pl...

$799,999

53559 Main Rd, Southold

  • 4 Beds
  • 4 Baths
  • 0.74 Acres

School District: Southold

New Modern Farmhouse With Open Concept Floor Plan Created For Today's Modern Lifestyle. Live In Southold Village With All The Conveniences, Yet Be Tucked Away Down A Private Lane With A Nature Preserve Vibe. Established Flora And Fauna Adjacent. Destination...

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...

Beautiful Waterfront Home With Stunning Views O...

$799,000 Under Contract

1075 Mill Creek Dr, Southold

  • 2 Beds
  • 2 Baths
  • 0.5 Acres

School District: Southold

Beautiful Waterfront Home With Stunning Views Of Hashamomuck Pond. 2 Bedrooms, 2 Baths And Large Loft (potential For 3rd And 4th Bedroom). Updated Kitchen With Sitting Area Overlooking Creek. Bright And Sunny Living Room With Double Sided Fireplace In Livi...

North Fork Retreat! A Regal Post-modern Neo-vic...

$799,000

215 Tarpon Dr, Southold

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

School District: Greenport

North Fork Retreat! A Regal Post-modern Neo-victorian Style Home Awaits You In The Desirable And Upscale Southold Shores Community. Built In 2004 And Featured As An Hgtv Showcase Home, This 3,300sf Home Has Many Exquisite Details Of Custom Craftsmanship. Fr...

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 ...

Looking For Ultimate Privacy? This Wonderful Ce...

$780,000

3608 Old North Rd, Southold

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

School District: Southold

Looking For Ultimate Privacy? This Wonderful Center Hall Colonial Sited On 2.2 Acres Down A Long Private Drive Offers Just That. 3br, 2.5ba, Fdr, Lr, Family Room W/f/p, Eik, Lndy Room, 2 Car Attached, Full Basement.

Spacious,bright Waterfrt Unit With 2 Seaside De...

REDUCED 3%

$775,000

455 Meadow Ct 7, Southold

  • 3 Beds
  • 3 Baths
  • 2,100 sqft

School District: Southold

Spacious,bright Waterfrt Unit With 2 Seaside Decks...views Across Corey Creek & The Bay. Master W/en-suite Bath, Open Flr Plan, Updated Kitchen/baths & A Fireplace To Cozy Up To On Chilly Nights. Arched Built In Cabinetry.be On The Bay In Minutes From The M...

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