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: 137
Average Price: $789,527
Highest Price: $3,650,000
Lowest Price: $99,000

Roll over thumbnail to enlarge.

SOUTHOLD MARKET REPORT
SOUTHOLD TOWN PROFILE

 

Daniel Gale Sotheby's Open Houses

$935,000

4350 Youngs Ave 4 Beds, 3.00 Baths, 1.84 Acres
Open House Date/Time Sun Sep 23 2018 (11:00 AM to 12:30 PM)

$849,000

9785 Main Bayview Rd 3 Beds, 3.00 Baths, 2.59 Acres
Open House Date/Time Sat Sep 22 2018 (2:30 PM to 4:00 PM)

$799,000

2025 Oaklawn Ave 4 Beds, 3.00 Baths, 0.98 Acres
Open House Date/Time Sat Sep 22 2018 (1:30 PM to 3:30 PM)

$525,000

115 Hobart Rd 3 Beds, 2.00 Baths, 0.13 Acres
Open House Date/Time Sat Sep 22 2018 (11:00 AM to 1:00 PM)

$499,000

250 Maple Rd 3 Beds, 3.00 Baths, 0.30 Acres
Open House Dates/Times Sat Sep 22 2018 (12:00 PM to 2:00 PM) Sun Sep 23 2018 (12:00 PM to 2:00 PM)

Southold Homes For Sale

137 Properties Found. Page 1 of 3
Sort Options:

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...

Bayfront On Kimberly Lane. Sparkling Water And ...

$3,500,000

1325 Kimberly Ln, Southold

  • 5 Beds
  • 4 Baths
  • 1.09 Acres
  • 4,900 sqft

School District: Southold

Bayfront On Kimberly Lane. Sparkling Water And Rolling Waves With 153ft Of Deep Sandy Beach On Peconic Bay. Views Across To Shelter Island And Beyond. Pristine 5-bedroom, 4 Full Bath, Light Filled Home With High Ceilings, Open Floorplan, And Gourmet Eat In ...

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...

Southold, North Fork Waterfront Farm Estate: T...

$2,249,000

215 Colony Rd, Southold

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

School District: Greenport

Southold, North Fork Waterfront Farm Estate: The Hive - Recent Top-tier Construction Is Apparant In This Spectacular Home Featuring Dream Kitchen W/48" Wolf Range, Butlers Pantry, Spacious Living Room W/fp, Dr, Large Den/gather Room, Plus 3 En Suite Bedroo...

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...

New To The Market!!most Marvelous Light & Brigh...

$1,999,000

2350 Clearview Ave, Southold

  • 4 Beds
  • 4 Baths
  • 0.8 Acres
  • 3,600 sqft

School District: Southold

New To The Market!!most Marvelous Light & Bright Nantucket Style Waterfront Home With Private Dock! Beautifully Sited-every Room Has Waterviews! Over 3500 Sq Ft, High Ceilings With Modern Kitchen And Baths. 1st Floor Master With Access To Deck And Waterfron...

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...

Move In Ready, Immaculate Soundfront Residence ...

REDUCED 3%

$1,699,000

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...

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...

Stunning Custom Home With 5300sq.ft. Of Living ...

$1,625,000

3370 Paradise Point Rd, Southold

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

School District: Southold

Stunning Custom 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 Room, Gourmet Kit...

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

$1,625,000

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, ...

Long Island Soundfront With Panoramic Views And...

REDUCED 9%

$1,495,000

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...

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. ...

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...

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...

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 Acre Zoned Hamlet Business A...

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 Acre Zoned Hamlet Business And Back 4.7 Acres Are Zoned R80 - Residential 2-acre Lot Minimum. Perfect For A Gentleperson's Farmstead, B&b, Or Convert To Business Use (check Permitted Uses.) Also Subdivision Possibilities. Two Large Barns...

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 Under Contract

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 Under Contract

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...

Eastward Cottage-georgian Revival, Historic Hom...

$999,000

1600 Mount Beulah Ave, Southold

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

School District: Southold

Eastward Cottage-georgian Revival, Historic Home Plus Accessory Building, Both 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...

Spectacular Waterfront Property With 70' Of Bul...

$999,000

580 Goose Creek Ln, Southold

  • 3 Beds
  • 2 Baths
  • 0.4 Acres
  • 1,500 sqft

School District: Southold

Spectacular Waterfront Property With 70' Of Bulkhead Frontage And Spectacular Unobstructed Water Views. Enjoy Sheltered Water Activity In Goose Creek While Being Seconds From The Bay At The Same Time. Features Easy Bay Access From Your Own Dock Or Gorgeous ...

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...

Harbor Lights, .5 Acre, Pvt Resort Community. U...

REDUCED 5%

$950,000

90 Windjammer Dr, Southold

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

School District: Southold

Harbor Lights, .5 Acre, Pvt Resort Community. Unparalleled Opportunity To Enjoy Lux Lifestyle You Desire At An Exceptional Value, In Exclusive Location! Lg Ig Pool, Deeded Dock, Beach/park. Expansive Interior, Open Floorplan, Generous Main Rooms, Flow Seaml...

Priceless Panoramic Creek And Bay Views From Th...

REDUCED 3%

$919,900 Under Contract

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 Under Contract

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...

Enjoy Exceptional Pride Of Ownership And Panora...

REDUCED 10%

$895,000 Under Contract

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...

Southold North Fork Sunset Knolls Designer Home...

REDUCED 3%

$875,000

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...

Recently Completed, This Newly Constructed Home...

REDUCED 1%

$859,000

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 Chair Porch, Come Inside To The Open Floor Plan With A Sparkling Eat-in Kitchen & Sliders To Yard. Wood Burning Fireplace I...

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...

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.

Enjoy A Modern Open And Spacious Floor Plan Wit...

$799,000

659 Pine Neck Rd, Southold

  • 2 Beds
  • 2 Baths
  • 1.3 Acres
  • 1,200 sqft

School District: Southold

Enjoy A Modern Open And Spacious Floor Plan With Vaulted Ceilings Perched Over Jockey Creek With Panoramic, Distant Creek Views. Ready To Move In And Ripe For Expansion Into A Waterfront Legacy Property. Two Generous Brs And A Bath On The Top Floor And Fin...

Beautifully Renovated Home In Quiet Location. L...

$799,000 Under Contract

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.

Immaculate & Well Cared For 4 Bed,3 Bath Cape W...

$799,000

2575 Glenn Rd, Southold

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

School District: Southold

Immaculate & Well Cared For 4 Bed,3 Bath Cape W/ Peek-a-boo Waterviews.large Gourmet Kitchen Open To Breakfast Nook & Living Room W/ Fireplace. Formal Dining Room Off Kitchen Leading To Library Room. Master-suite On Main Level. Upstairs Equipped W/ 3 Beds, ...

Water Front Beach House With A Contemporary Ope...

NEW

$789,000

58235 North Rd, Southold

  • 3 Beds
  • 2 Baths
  • 0.12 Acres
  • 1,500 sqft

School District: Southold

Water Front Beach House With A Contemporary Open Lay Out Featuring Breath Taking Direct Views Of The Long Island Sound From Both Floors. This Spacious Home Offers 3 Bedrooms, 2 Full Baths, Central Air, Hard Wood Floors, Lots Of Windows, Decks, High Ceiling...

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers' personal, non-commercial use.

Information Copyright 2018, Multiple Listing Service of Long Island, Inc. All Rights Reserved.