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: 104
Average Price: $802,962
Highest Price: $2,995,000
Lowest Price: $149,900

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Daniel Gale Sotheby's Open Houses

$1,375,000

1230 Kimberly Ln 5 Beds, 3.00 Baths, 1.06 Acres
Open House Date/Time Sat Feb 24 2018 (1:00 PM to 3:00 PM)

Southold Homes For Sale

104 Properties Found. Page 1 of 3
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Simply Exquisite Pristine Nantucket Style Water...

NEW

$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...

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

Photo of Listing #2965814

$2,699,000

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...

Spectacular North Fork Setting Of Over 18 Water...

REDUCED 12%

$2,200,000

2704 Long Creek Dr, Southold

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

School District: Southold

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 Family Compound - Private Yet Conve...

Majestic 6300sf +, 5 Bed En-suite Looming High ...

REDUCED 3%

$2,199,000

1700 N Hyatt Rd, Southold

  • 5 Beds
  • 6 Baths
  • 1.06 Acres
  • 6,365 sqft

School District: Southold

Majestic 6300sf +, 5 Bed En-suite Looming High On The Bluffs Of The Sound. Over 1 Acre In A Rare Nfork Location Where Value Far Exceeds Asking Price. Ride In The 3-story Elevator To Enjoy Sea Side Living; Cozy And Charming With 3 Fireplaces, Private Road, 1...

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...

Wonderful Waterfront, 1.4 Acres, With Panoramic...

$1,799,000 Under Contract

835 Tarpon Dr, Southold

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

School District: Greenport

Wonderful Waterfront, 1.4 Acres, With Panoramic Views Include Sunset Beach! Deep Water Dock Can Handle Substantial Boats. Waterviews From Living Room W/fireplace, Dining Room, Eik, Family Room W/fireplace And 4 Bedrooms, 3 Baths, Wine Cellar, Gym, Very Priv...

Sound Front Property Located In The Coveted Tre...

NEW

$1,799,000

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...

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...

Beautifully Maintained Waterfront Home On Jocke...

REDUCED 6%

$1,699,000 Under Contract

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.

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

$1,599,000

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,...

Spacious 3bd Waterfront Home In Calves Neck Are...

REDUCED 9%

$1,500,000

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 U...

Enjoy Forever Vineyard Views And Sunsets From T...

$1,495,000

1375 Ackerly Pond Ln, Southold

  • 4 Beds
  • 3 Baths
  • 10 Acres

School District: Southold

Enjoy Forever Vineyard Views And Sunsets From This Serene 10-acre Horse Farm In Bucolic Southold. The Property Boasts A 4 Bedroom, 3 Bath Updated Farmhouse, 2 Barns With 8 Stalls And 2 Tack Rooms, 100' By 200' Irrigated Riding Arena, And 5 Irrigated Paddock...

Drive Down A Long Tree Lined Drive To This Cust...

$1,295,000

535 Lighthouse Rd, Southold

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

School District: Southold

Drive Down 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 Hops, The Choice Is Yours. Large Great Room With Stone F/p Opens Into A Gourmet Kitchen, Dbl Ovens, Granite Tops, ...

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...

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...

Attention Boaters!direct Access To Bay From Dee...

$1,100,000 Under Contract

Southold

  • 4 Beds
  • 3 Baths
  • 0.26 Acres
  • 1,800 sqft

School District: Southold

Attention Boaters!direct Access To Bay From Deeded Dock (elec & Water) And Bulkhead In Lagoon. 59' Frontage, Accom 30' Boat, Open Area, W/kit, Lr W/fp, Dining..leads Out To Spacious Back Deck To Panoramic Views Over To Shelter Island Plus A Sandy Beach. No ...

Waterfront - New To The Market - Expansive View...

$1,099,000

3300 Minnehaha Blvd, Southold

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

School District: Southold

Waterfront - New To The Market - Expansive Views! Very Special Location, Beautifully Updated Home - Open Plan, Wall Of Windows On The Water, Wonderful Porch, Deep Water Dock. Large Master Suite - Three Bedrooms, 2 Baths, In All. Updated Kitchen And Baths. ...

Privacy & Tranquility - Located In Harbor Light...

REDUCED 13%

$999,000 Under Contract

1515 Anchor Ln, Southold

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

School District: Southold

Privacy & Tranquility - Located In Harbor Lights Nestled Along Southold Bay Is This Thoughtfully Designed Home. Each Room, Deck & Patio Are Perfectly Positioned To Take In This Tranquil Waterfront. Lush Landscape Provides Great Privacy. Well-appointed, 3 Br...

Southold North Forksunset Knolls Designer Home ...

REDUCED 5%

$999,000

275 Aka330 Majors Path, Southold

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

School District: Southold

Southold North Forksunset 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 Bed...

Eastward Cottage-georgian Revival, Historic Hom...

$999,000

1600 Mount Beulah Ave, Southold

  • 3 Beds
  • 3 Baths
  • 0.5 Acres
  • 1,950 sqft

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 Butlers's Pa...

Enjoy Exceptional Pride Of Ownership And Panora...

REDUCED 13%

$995,000

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...

Set On One Of Southold's Most Prestigious Stree...

REDUCED 10%

$995,000 Under Contract

1410 Kimberly Ln, Southold

  • 4 Beds
  • 4 Baths
  • 1.08 Acres

School District: Southold

Set On One Of Southold's Most Prestigious Streets, This Expansive 2 Story Residence Is Ready For Your Personal Touch. Features 4 Bedrooms, 3.5 Baths, 2 Fireplaces, Bonus Room, 3 Car Garage Plus 2 Car Detached. Beautiful 1+ Acre Property With Room For A Pool...

Solid, Spacious Waterfront Home With Deep Water...

$949,000

750 Budd's Pond Rd, Southold

  • 3 Beds
  • 3 Baths
  • 0.31 Acres

School District: Southold

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 Full Baths.

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 Acres 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. M...

Tucked Back Away From It All Sits A Spacious 4 ...

$899,000

8516 Main Bayview Rd, Southold

  • 4 Beds
  • 3 Baths
  • 1.07 Acres

School District: Southold

Tucked Back Away From It All Sits A Spacious 4 Bedroom, 2.5 Bath Home With All The Amenities! Heated Salt Water Pool And Creek Front On Corey Creek Dock Leading Out To Peconic Bay. Wrap Around Deck And Decks Overlooking Property. Home Is Ready For Your Arri...

Be Prepared For Panoramic Water Views. The Geog...

$889,000

2155 Long Creek Dr, Southold

  • 4 Beds
  • 3 Baths
  • 0.95 Acres
  • 3,200 sqft

School District: Southold

Be Prepared For Panoramic Water Views. The Geography Of This Property Affords A View Of The Water From Every Room With Water Frontage On The North And West Property Lines. High And Dry. Main Floor Master And Large Open Floor Plan Make This A Modern Retrea...

The Quintessential Modern Farmhouse, Covered Fr...

$886,000

9785 Main Bayview Rd, Southold

  • 3 Beds
  • 3 Baths
  • 2.59 Acres

School District: Southold

The Quintessential Modern Farmhouse, Covered Front Porch, Open Kitchen Den Combo With Formal Living & Dining Space. Situated On 2.6 Acres Of Secluded Land Setback From The Road. Your Own Private Sanctuary Just Outside Of Town And Moments From Some Of North...

2.6 Acres Of Secluded Land Setback From The Roa...

Photo of Listing #2988367

$886,000

9785 Main Bayview Rd, Southold

  • 2.59 Acres

School District: Southold

2.6 Acres Of Secluded Land Setback From The Road. Your Own Private Sanctuary Just Outside Of Town And Moments From Some Of North Fork's Best Beaches. An Equestrian Or Winemakers Dream, Custom Craftsman Barn And Fenced In Backyard With Deck.

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

REDUCED 8%

$829,000

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...

Lovely 2-story Home In Beixedon Estates. Den Wi...

REDUCED 7%

$799,000 Under Contract

230 Hippodrome Dr, Southold

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

School District: Southold

Lovely 2-story Home In Beixedon Estates. 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.

Weekend Getaway With Water Views Of Long Island...

REDUCED 7%

$789,500

1895 Leeton Dr, Southold

  • 3 Beds
  • 2 Baths
  • 0.5 Acres

School District: Southold

Weekend Getaway With Water Views Of Long Island Sound, 3 Bdr 2 Full Bath Exp Cape,eik, Great Room,hdw Pine Wood Flooring Thru Out,sets Of Sliding Glass Doors To Wraparound Deck, 2nd Floor Deck, 2 Skylights,out Door Shower, Enjoy The Beautifull Sunsets And M...

Charming North Fork Country Homestead Nestled I...

NEW

$775,000

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.

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 Shy 2.5 Acre Property Is A Peaceful Place ...

Photo of Listing #2930917

$750,000 Under Contract

9502 N Bayview Rd, Southold

  • 2.44 Acres

School District: Southold

This Shy 2.5 Acre Property Is A Peaceful Place Near Paradise Point. The Property Has A Quality Home Well Under Construction With A Traditional Open Floor Plan With Finished Features Throughout. There Is A Barn And Corral In Place For A Horse Owners Dream....

This Shy 2.5 Acre Property Is A Peaceful Place ...

$750,000 Under Contract

9502 N Bayview Rd, Southold

  • 3 Beds
  • 3 Baths
  • 2.44 Acres

School District: Southold

This Shy 2.5 Acre Property Is A Peaceful Place Near Paradise Point. The Property Has A Quality Home Well Under Construction With A Traditional Open Floor Plan With Finished Features Throughout. There Is A Barn And Corral In Place For A Horse Owners Dream. ...

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...

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

NEW

$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...

Adorable 4 Bedroom, 1 Bath Cape Cod Home Locate...

$749,000

3140 Minnehaha Blvd, Southold

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

School District: Southold

Adorable 4 Bedroom, 1 Bath Cape Cod Home Located On Corey Creek 105- Waterfront, 1 Car Garage W/outdoor Shower. Roof And Windows Recently Replaced, Property Has Letter Of Non-jurisdiction From Dec.

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. Clse To Greenport And Southold Town Shopping, Yet Protected And Serene Area.beautiful Peach Trees In Your Garden.

Inviting 3 Bedroom Ranch In The Coveted Harbor ...

$749,000 Under Contract

700 Harbor Lights Dr, Southold

  • 3 Beds
  • 1 Baths
  • 0.46 Acres
  • 1,575 sqft

School District: Southold

Inviting 3 Bedroom Ranch In The Coveted Harbor Lights Community Directly Across From Private Association Beach. Welcoming Floor Plan, Living Room With Fireplace, Kitchen And Dining Room. Sliding Doors Open To Large Deck For Summer Entertaining.

Large Cape With In-ground Pool Situated On Over...

$745,000

305 Tuthill Rd Ext, Southold

  • 4 Beds
  • 3 Baths
  • 1.13 Acres
  • 2,400 sqft

School District: Southold

Large Cape With In-ground Pool Situated On Over 1.25 Acres Surrounded By Mature Privacy Plantings And Perennial Gardens. Cozy Living Room Includes A Wood Burning Stove And Connects To The Dining Room W/ Sliding Glass Doors That Open On To The Large Deck And...

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