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: 129
Average Price: $784,470
Highest Price: $3,650,000
Lowest Price: $99,000

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SOUTHOLD MARKET REPORT
SOUTHOLD TOWN PROFILE

 

Daniel Gale Sotheby's Open Houses

$729,000

755 Highwood Rd 4 Beds, 3.00 Baths, 0.51 Acres
Open House Date/Time Thu Aug 23 2018 (12:00 PM to 1:30 PM)

Southold Homes For Sale

129 Properties Found. Page 1 of 3
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Sitting On Over 3.5 Acres This Unique Home Brin...

REDUCED 23%

$3,650,000

9326 Main Bayview Rd, Southold

  • 6 Beds
  • 6 Baths
  • 3.62 Acres
  • 4,500 sqft

School District: Southold

Sitting On Over 3.5 Acres This Unique Home Brings Superior Amenities Featuring 200 Ft. Of Water Front, 6 Bedrooms, 5.5 Baths, 3 Fireplaces, In-ground Pool, Putting Green, And An Elevator. Surrounded By Protected Land You Will Get The Most Incredible Bay Vie...

Simply Exquisite Pristine Nantucket Style Water...

REDUCED 10%

$2,695,000 Under Contract

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...

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 Waterfront Center Hall Colonia...

REDUCED 8%

$2,199,999

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...

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...

Its All About Location! Stunning Southold Bayfr...

$2,150,000

695 N Parish Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.6 Acres

School District: Southold

Its All About Location! Stunning Southold Bayfront Ranch Home With Walk Out Lower Level. Rare Opportunity To Own In Coveted Southold Neighborhood Near Goose Creek Beach. Open Floor Plan. Gorgeous Views From Living Room, Dining Room And Master Bedroom As Wel...

Taxes Reduced!!! Spectacular North Fork Setting...

REDUCED 9%

$1,999,000 Under Contract

2704 Long Creek Dr, Southold

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

School District: Southold

Taxes Reduced!!! Spectacular North Fork Setting Of Over 18 Waterfront Acres! 3,000 Linear Feet Of Waterfront With Incredible Views. Lodge Style Home Designed For Entertaining Offers Pool And Tennis Plus Abandoned 'boat House' - An Ideal Compound - Privat...

Featured In Coastal Living Magazine, This Conte...

$1,800,000

1455 Cedar Point Dr, Southold

  • 3 Beds
  • 2 Baths
  • 0.47 Acres

School District: Southold

Featured In Coastal Living Magazine, This Contemporary Beach Cottage Overlooks The Peconic Bay, A Nature Preserve, And A Deep Water Inlet. 3 Bedrooms, 2 Baths, Open Concept, Including Living, Dining, Kitchen And An Entertainment Nook, Wood Burning Fireplace...

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...

Long Island Soundfront With Panoramic Views And...

$1,650,000

Southold

  • 2 Beds
  • 2 Baths
  • 0.5 Acres
  • 1,968 sqft

School District: Southold

Long Island Soundfront With Panoramic Views And 100ft. Of Deep Sandy Beach. Original Seasonal Beach Cottage Is A Distant Memory Replaced By A Completely Renovated Home Designed With Simple High End Sophistication. Easy Breezy Whitewashed Open Space Enclosed...

Stunning Custom Home Located On Shy 3 Aces Of W...

$1,625,000

3370 Paradise Point Rd, Southold

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

School District: Southold

Stunning Custom Home Located On Shy 3 Aces Of Wooded Paradise. Soaring Marble Floored Foyer, 5300sq.ft. Of Living Area. Ensuite Mbr, Jr. Master Ensuite 3 Additional Br, Bath, .5ba, 3 F/p. Custom Built 3200 Bottle Wine Cellar W/tasting Room, Gourmet Kitchen,...

One Of The Last Large Goose Creek Waterfront Pa...

NEW

$1,625,000

1475 Waterview Dr, Southold

  • 5 Beds
  • 2 Baths
  • 6.75 Acres

School District: Southold

One Of The Last Large Goose Creek Waterfront Parcels. This Dynamic Legacy Property Features A Circa 1850s Main Home, Known As The Pease House, Filled With History And Character, Including Five Bedrooms And Two Baths With Spacious Waterfront Entertaining Ar...

Enjoy Sunsets And Forever Vineyard Views From T...

$1,495,000 Under Contract

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...

New To The Market! Premier Showing! Wonderful ...

REDUCED 6%

$1,450,000

1155 Arshamomaque Ave, Southold

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

School District: Southold

New To The Market! Premier Showing! Wonderful Waterfront With 81-feet Of Deep Water Dockage And Open Views. Great Post Modern - Over 3300 Square Feet, Master Suite With Sitting Room And Balcony. 4 Bedrooms- All Ensuite, 4 Baths - One First Floor Bedroom. ...

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

$1,425,000

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 This Spacious, Modern, Convenient, One-level Waterfront Home With Stellar Sound And Sunset Views. Your Own Stairs To Bulkheaded Waterfront Give...

Location, Style, Privacy, Beach, Boating...this...

REDUCED 7%

$1,295,000

3735 Paradise Point Rd, Southold

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

School District: Southold

Location, Style, Privacy, Beach, Boating...this Property Has It All! Open Floor Plan With Plenty Of Natural Light To Highlight The Hardwood Floors And High Ceilings. Sprawling Entertaining Spaces Flow Outside To The Wood Deck Where You'll Enjoy Pond And...

Graciously Updated Cottage With Spectacular Wat...

$1,200,000

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...

5.7 Acres, Front 1 Plus Acres Are Zoned Hamlet ...

REDUCED 8%

$1,199,000

56995 Route 25, Southold

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

School District: Southold

5.7 Acres, Front 1 Plus 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 Victoria...

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.

Located On A Protected Inlet W/ Direct Access T...

$1,125,000

2245 Little Peconic B Ln, Southold

  • 3 Beds
  • 3 Baths
  • 0.5 Acres
  • 2,200 sqft

School District: Southold

Located On A Protected Inlet W/ Direct Access To The Bay, This Pristine Traditional Home Has Everything You Need. Living Room W/gas Fplc, Large Dining Room, & High-end Eat In Kitchen, All In An Open Plan Leading To An Expansive Deck Overlooking West Lake & ...

Peaceful And Serene North Fork Escape. Expansiv...

$1,049,000

3300 Minnehaha Blvd, Southold

  • 3 Beds
  • 2 Baths
  • 0.33 Acres
  • 1,833 sqft

School District: Southold

Peaceful And Serene North Fork Escape. Expansive Water Views Leading Out To Peconic Bay. This Waterfront Home Features A Generous Open Floor Plan, Large Outdoor Entertaining Area, Master Bedroom With Ensuite Bath And Walk-in Closet, 2 Additional Guest Rooms...

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, In-ground Pool, On Shy 1/2 Acre. Enjoy Sandy Peconic Bay Beach, Park And Your Very Own ...

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...

Priceless Panoramic Creek And Bay Views From Th...

REDUCED 3%

$919,900

Southold

  • 3 Beds
  • 3 Baths
  • 0.25 Acres

School District: Southold

Priceless Panoramic Creek And Bay Views From This End Unit That Must Be Seen To Be Appreciated. Privacy Guaranteed With Nothing But Preserved Wetlands Between Unit And The North And South Fork. Enjoy Days In Wine Country, Beaches And Restaurants. Cool Bre...

Priceless Panoramic Creek And Bay Views From Th...

REDUCED 3%

$919,900

755 Meadow Ct, Southold

  • 3 Beds
  • 3 Baths
  • 0.25 Acres

School District: Southold

Priceless Panoramic Creek And Bay Views From This End Unit That Must Be Seen To Be Appreciated. Privacy Guaranteed With Nothing But Preserved Wetlands Between Unit And The North And South Fork. Enjoy Days In Wine Country, Beaches And Restaurants. Cool Bre...

8.3 Acres With Development Rights Intact. Owner...

REDUCED 5% Photo of Listing #2525655

$899,000

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%

$899,000

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.

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...

Southold North Fork Sunset Knolls Designer Home...

REDUCED 4%

$899,000

275 Aka330 Majors Path, Southold

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

School District: Southold

Southold North Fork Sunset Knolls Designer Home On Shy 1ac 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 Be...

Price Reduced! Solid, Spacious Waterfront Home...

REDUCED 5%

$899,000

750 Budd's Pond Rd, Southold

  • 3 Beds
  • 3 Baths
  • 0.31 Acres

School District: Southold

Price Reduced! Solid, Spacious Waterfront Home With Deep Water Dock! Vaulted Ceiling. Open Floor Plan. Central Air Conditioning. Bulkhead. Floating Dock. 2 Minutes To Bay. Quiet Cul De Sac. Community Bay Beach. 3 Blocks To Winery. 3 Bedrooms/3 F...

Enjoy Exceptional Pride Of Ownership And Panora...

REDUCED 10%

$895,000

5805 Main Bayview Rd, Southold

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

School District: Southold

Enjoy Exceptional Pride Of Ownership And Panoramic Waterviews Across Your Own Four Acres Of Scenic Shorefront Property In This Well-built Traditional Home Featuring Large Rooms And Top-quality Construction. Membership Rights In Goose Neck Estates Associatio...

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

$879,000

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...

Just Finished, This New Construction Has Lots O...

$869,000

285 Ripple Water Ln, Southold

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

School District: Southold

Just Finished, This New Construction Has Lots Of New Features To Review. Located In The Estates On West Creek, This Well Proportioned New Construction Offers Timeless Finishes, Open Floor Plan, And New Feature Of Conditioned Space In Basement Level With Ou...

Wake Up To Sweeping Views Of Corey Creek From M...

REDUCED 3%

$839,000 Under Contract

7540 Main Bayview Rd, Southold

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

School District: Southold

Wake Up To Sweeping Views Of Corey Creek From Master Bedroom And Enjoy Coffee Or Sunsets On The Balcony. Artfully Designed Landscaping And In Ground Pool Make For A Private Retreat. 4 Plus Bedrooms, 3 Full Baths, Bonus Room Upstairs, Can Be A Nursery, Offi...

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...

The Progression Of The New Construction With Sm...

$799,999 Under Contract

700 Gin Ln, Southold

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

School District: Southold

The Progression Of The New Construction With Smart Design And Layout Located In Bay Haven Beach Community Continues. Open Floor Plan Kitchen, Lr/dr With Main Floor Laundry/mudroom & Master Suite. Additional Master Suite 2nd Floor. Also Features Covered Fro...

Modern Farmhouse With Open Concept Floor Plan C...

$799,999

53559 Main Rd, Southold

  • 4 Beds
  • 4 Baths
  • 0.74 Acres

School District: Southold

Modern Farmhouse With Open Concept Floor Plan Created For Todays Modern Lifestyle. Live In Southold Village With The Nature Preserve Vibe With Tranquility. Established Flora And Fauna With The Best Destinations Of Village Shops Just A Couple Of Doors Away.

Beautifully Renovated Home In Quiet Location. L...

$799,000

435 Willow Pond Ln, Southold

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

School District: Southold

Beautifully Renovated Home In Quiet Location. Large Eat In Kitchen And Dining Area, Living Room With Fireplace, 5 Bedrooms And 3.5 Bathrooms, Deck With Room For A Pool, 1 Car Garage And Full Basement.

Standing Tall In Coveted Calves Neck A Custom B...

REDUCED 4%

$765,000

800 Mid Farm Rd, Southold

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

School District: Southold

Standing Tall In Coveted Calves Neck A Custom Built Traditional Home On A Corner Property W/ Beautiful Trees & Mature Landscaping. Enjoy Your Morning Coffee In The Glow Of The Warm Light That Floods The Kitchen W/ Distant Views Of Jockey Creek. A Spacious H...

Beautiful 1.27 Ac. Building Lot Overlooking Dev...

Photo of Listing #2995724

$750,000

4402-4&5 Old North Rd, Southold

  • 8.59 Acres

School District: Southold

Beautiful 1.27 Ac. Building Lot Overlooking Development Rights Sold Farmland Preserving Your Sunsets Forever. Flat And Level, This Homesite Is Ready To Be Built Upon And Sits Near To An Historic 1820's Farmhouse With All The Charm Of The North Fork. Include...

Immaculate Discerning Only The Very Best For Th...

$749,000

80 Wild Cherry Way, Southold

  • 4 Beds
  • 3 Baths
  • 0.62 Acres

School District: Southold

Immaculate Discerning Only The Very Best For This No Stone Unturned Home. Palatial Grounds, Room For A Fabulous Pool. Close To Greenport And Southold Town Shopping, Yet Protected And Serene Area.beautiful Atlantic Pine Trees Flanking Your West And On Each S...

Picturesque & Tranquil. A Sprawling 3-bed, 2-ba...

$749,000

7447 Soundview Ave, Southold

  • 3 Beds
  • 2 Baths
  • 0.5 Acres
  • 2,063 sqft

School District: Southold

Picturesque & Tranquil. A Sprawling 3-bed, 2-bath Ranch With Sweeping Views Of Great Pond. Large Living Room, Eik And Den Combo With Wood Burning Fireplace, And Formal Dining Room, All With Serene Water Views. 8x16 Dock On The Pond Perfect For Dropping In A...

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