SOUTHOLD, NY
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Homes For Sale in 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: $798,280
Highest Price: $2,995,000
Lowest Price: $149,900

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Daniel Gale Sotheby's Open Houses

$2,995,000

19965 Soundview Ave 3 Beds, 4.00 Baths, 0.72 Acres
Open House Date/Time Sun Feb 18 2018 (12:00 PM to 2:00 PM)

$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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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...

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.

Peaceful Lakefront Cottage On A Shy Acre With ...

NEW

$449,000 Under Contract

7617 Soundview Ave, Southold

  • 2 Beds
  • 2 Baths
  • 0.92 Acres

School District: Southold

Peaceful Lakefront Cottage On A Shy Acre With Privacy Galore. Paddle To Neighboring Peconic Dunes County Park, Or Enjoy A Short Bike Or Stroll To Beautiful, Sandy Kenney's Beach In Southold. Room To Expand And Quick And Easy Access To Southold And Greenp...

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...

Very Well Maintained 3 Bedroom Cape Log Home On...

$399,000 Under Contract

540 Grange Rd, Southold

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

School District: Southold

Very Well Maintained 3 Bedroom Cape Log Home On Half Acre. First Floor Master, Living Room With Fireplace. Newly Renovated Kitchen, Brand New Roof And Deeded Beach Rights To Founders Beach Park District! Properly Priced, Won't Last!!!

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 ...

A Hidden Gem. Move In Ready With Hardwood Flo...

$599,000

815 Park Ave, Southold

  • 3 Beds
  • 2 Baths
  • 0.92 Acres

School District: Southold

A Hidden Gem. Move In Ready With Hardwood Floors, Fireplace, Cac, First Floor Master And Laundry On First Floor. This Quiet Location Offers Plenty Of Room For Expansion As Well.

Sale May Be Subject To Term & Conditions Of An ...

$349,900

2555 Youngs Ave 5B, Southold

  • 2 Beds
  • 2 Baths
  • 1,100 sqft

School District: Southold

Sale May Be Subject To Term & Conditions Of An Offering Plan. Better Location In The Community With More Grounds And Open Space. Great 2 Br, 2 Ba Middle Bradley Model Unit. Easy Keeper, Large Storage Basement, Pool And Clubhouse In Sought After Founders ...

Classic 4 Br, 2 Bath Cape In Great Southold Nei...

$519,900

610 Tuthill Rd, Southold

  • 4 Beds
  • 2 Baths
  • 0.47 Acres
  • 1,750 sqft

School District: Southold

Classic 4 Br, 2 Bath Cape In Great Southold Neighborhood. Features A Detached 2 Car Garage, A Large Beautifully Landscaped Yard Complete With In Ground Pool, Gazebo, Fire Pit And Large Shed For Storage. Great Fixer-upper! Close To Southold Town Beach And...

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...

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

Adorable, Well Maintained Ranch About A Half Mi...

$399,000

75 Leon Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.36 Acres
  • 1,058 sqft

School District: Southold

Adorable, Well Maintained Ranch About A Half Mile To Southold's Gorgeous Town Beach. This Turnkey 3 Bedroom, 1.5 Bath Home Boasts A New Kitchen, Bath, Roof And Hot Water Heater. There's Even A Detached Garage For Your Kayak, Beach Chairs, Fishing Gear And B...

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...

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.

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...

Perfect 55 Plus In Town Co-op To Call Home. En...

$182,000 Under Contract

55075 Route 25 1, Southold

  • 1 Beds
  • 1 Baths
  • 529 sqft

School District: Southold

Perfect 55 Plus In Town Co-op To Call Home. End Unit With Easy Access To Shopping, Transportation And Everything You Need. This Unit Offers An Updated Bathroom, Fresh Paint, Refinished Hardwood Floors.

Beautiful Homesite Overlooking Development Righ...

Photo of Listing #2995529

$350,000

4402-3 Old North Rd, Southold

  • 0.93 Acres

School District: Southold

Beautiful Homesite Overlooking Development Rights Sold Farmland Preserving Your Sunsets Forever. This Homesite Is Ready To Be Built Upon And Sits Near To An Historic 1820s Farmhouse With All The Charm Of The North Fork. Enjoy This Forever Protected Bucolic...

Beautiful Homesite Overlooking Development Righ...

Photo of Listing #2995532

$400,000

4402-4 Old North Rd, Southold

  • 1.27 Acres

School District: Southold

Beautiful Homesite Overlooking Development Rights Sold Farmland Preserving Your Sunsets Forever. This Homesite Is Ready To Be Built Upon And Sits Near To An Historic 1820s Farmhouse With All The Charm Of The North Fork. Enjoy This Forever Protected Bucolic...

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...

Unspoiled & Private 2.15 Acres, Level & Partial...

Photo of Listing #2994778

$460,000

13425 Main Bayview Rd, Southold

  • 2.15 Acres

School District: Southold

Unspoiled & Private 2.15 Acres, Level & Partially Cleared Has Many Gorgeous Specimen Trees To Enhance The Estate-like Quality Of The Land. Located On A Private Access Road Off Of Main Bayview & Just Around The Corner From Cedar Beach Park. A 68-acre Park Wi...

Southold Nunnakoma Waters- Land. 0.52 Acre Resi...

Photo of Listing #2993597

$370,000

50 Teepee Trl, Southold

  • 0.52 Acres

School District: Southold

Southold Nunnakoma Waters- Land. 0.52 Acre Residential Building Parcel In Desirable Beachfront Community. Level And Wooded, And Waiting For You To Build Your Dream Full-time Or Vacation Home. Town Water In Street. Deeded Sandy Beach And Marina With Direct ...

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...

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...

Nestled At The Tip Of The Founders Landing Area...

$574,999

1605 Old Shipyard Ln, Southold

  • 3 Beds
  • 3 Baths
  • 0.14 Acres
  • 3,000 sqft

School District: Southold

Nestled At The Tip Of The Founders Landing Area, This Expansive Home Sits Proudly Only One Block From The Coveted Founders Landing Beach. The Perfect Summer Retreat With Space For The Extended Family. Featuring Three Bedrooms And 2.5 Baths Spread Over Nea...

Located In Laughing Waters Beach/marina Communi...

REDUCED 1%

$375,000 Under Contract

190 Osseo Ave, Southold

  • 2 Beds
  • 1 Baths
  • 0.3 Acres

School District: Southold

Located In Laughing Waters Beach/marina Community On Corey Creek. Spacious Backyard With Screened Porch, Room To Entertain Or Expand. Take Advantage Of The North Fork Lifestyle In This Adorable Southold Beach Community Offering.

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

$2,275,000

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...

Historic And Charming 1820's Farmhouse Compound...

$500,000

4402-1 Youngs Ave, Southold

  • 3 Beds
  • 2 Baths
  • 1.01 Acres

School District: Southold

Historic And Charming 1820's Farmhouse Compound Featuring A 2 Story Barn With Lofts, Garage And Outbuildings That Speak To Days Gone By. The Ultimate In Classic Simplicity Translates Into A Fading Opportunity To Put Your Own Mark On Southold. Preserved Scen...

The Perfect East End Getaway! 3br 2 Bath Renov...

$499,000

985 Oak Ave, Southold

  • 3 Beds
  • 2 Baths
  • 0.19 Acres
  • 1,435 sqft

School District: Southold

The Perfect East End Getaway! 3br 2 Bath Renovated Cottage Nestled In Coveted Goose Bay Estates. Enjoy Summer Nights With Family And Friends Dining On The Screened Porch With Glimpses Of The Creek And Relaxing After A Tough Day At The Many Nearby Beautiful...

Beautiful Shy Acre Homesite Overlooking Develop...

Photo of Listing #2990425

$300,000

4402-2 Old North Rd, Southold

  • 0.91 Acres

School District: Southold

Beautiful Shy Acre Homesite Overlooking Development Rights Sold Farmland Preserving Your Sunsets Forever. Flat And Level, This Homesite Is Ready To Be Built Upon And Sits Adjacent To An Historic 1820s Farmhouse With All The Charm Of The North Fork. Enjoy ...

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...

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.

Rare Opportunity To Custom Build Your North For...

Photo of Listing #2986983

$249,000 Under Contract

415 S Lakeside Dr, Southold

  • 0.44 Acres

School District: Southold

Rare Opportunity To Custom Build Your North Fork Dream Home. Prime .44 Acre Waterfront Parcel With Survey, Nys Dec, Board Of Health, And Southold Town Trustee Permits In Place. Steps To A Private Sandy Association Bay Beach And Close To Cedar Beach Park. Be...

This Lovely 4 Bedroom, 2 Bath Cape Cod Features...

REDUCED 4%

$525,000

15725 Soundview Ave, Southold

  • 4 Beds
  • 2 Baths
  • 0.43 Acres

School District: Southold

This Lovely 4 Bedroom, 2 Bath Cape Cod Features An Eat In Kitchen W/sliders To A Partially Covered Exterior Patio, 1 Car Attached Garage, Full Basement And Spacious Back Yard With Room For Pool. There Are Charming Built-ins, New Siding, Hardwood Floors On T...

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