RECENTLY LISTED HOMES FOR SALE
IN SOUTHOLD, NY

$1,645,000

1395 Sleepy Hollow Lane, Southold

• 4 Beds
• 4 Full Baths
• 1 Half Baths

School District: Southold

Southold, North Fork: Authentic Barn House On Goose Creek Waterfront. Private Setting. Sublime Views. Flexible Floorplan Lends Itself To B&b (w/town Permit Req'd). Large, Open Rooms Include Vaulted Ceiling In The Main Living Spaces And Loft Plus 3 En S...

$840,000

590 Budds Pond Road, Southold

• 2 Beds
• 2 Full Baths

School District: Southold

Waterfront Ranch With Dock .enter From The Delightful Covered Front Porch & You Are Immediately Drawn To The Lovely Waterview Through Big Picture Windows. The Interior Has A Open Floor Plan. The Kitchen, Dining Area, & Living Rm W/ Gas Flp All Have A Water...

$6,750,000

845 Maple Ln, Southold

• 5 Beds
• 5 Full Baths
• 1 Half Baths

School District: Southold

This Magical Waterfront Compound Encompasses Over 5 Acres, 421' Of Waterfront, A Deep Water Dock With Access To The Bay. 5+ Bedrooms, 5.5 Bathrooms, Grand Eat-in-kitchen With A Fireplace, Enclosed Porch, Sun-room, Living Room With Fireplace And A Partially ...

$1,290,000

2100 Glenn Road, Southold

• 3 Beds
• 2 Full Baths
• 1 Half Baths

School District: Southold

Newly Renovated Contemporary, Waterfront Home! Dock Your Boat In Your Own Backyard. Easy Living In This Updated, Private Home In An Ideal North Fork Neighborhood. Be In Before Summer!

$299,000

55075 Route 25 # 2W, Southold

• 2 Beds
• 1 Full Baths

School District: Southold

This Beautiful 55 Plus Co-op Is Located In The Center Of The Town Of Southold To Enjoy Easy Access To Shopping & Transportation. Common Charges Include Heat, Water, Sewer, Taxes, Ground Maintenance, Management And More. There Are Two Bedrooms, Full Bathroo...

$2,295,000

19625 Soundview Avenue, Southold

• 4 Beds
• 4 Full Baths

School District: Southold

Expansive Water Views Of Long Island Sound Awaits At The Gracious Entry To This 3500 Sf Custom Built Contemporary Home In Move-in Condition. The Open Floor Plan Skillfully Draws One's Eye From The Wood Floors To High Ceilings With Architecturally Inspired D...

$389,000

Lot 1350 Hortons Lane, Southold

School District: Southold

In The Heart Of Southold, Build Your Dream Home On This Very Secluded 2 Acre Parcel. A Rare Find, Live In Town, Yet Enjoy Privacy And Seclusion!

$895,000

1080 Ackerly Pond Lane, Southold

School District: Southold

Great Location!!! Looking To Build You Dream House On 1.5 Acres Cleared Land, & Live Surround By 22.4 Acres Drs (development Rights Sold) . Family Fun Time. Property Is Set On A Country Lane, Building Lot Is Level , Cleared , Waiting For Your Private Home. ...

$275,000

480 Ackerly Pond Lane, Southold

School District: Southold

Ackerly Pond Lane - A Village Within A Village Setting - Build Your Dream House On This Private Lot In An Area Of Historic Homes. Member Southold Park District.

$1,800,000

1515 Calves Neck Road, Southold

• 2 Beds
• 2 Full Baths

School District: Southold

Cape Cod Waterfront Located On One Of Southold's Most Coveted Streets, Combines The Best Of Elegance, Style, & Craftsmanship. Vaulted Ceilings, 2 Wb Frplcs & A Long Stretch Of Windows W/ Spectacular Views Of Town Creek & Southold Bay Connect The Open Chef's...

$649,000

405 Hyatt Road, Southold

• 3 Beds
• 3 Full Baths

School District: Southold

Gorgeous 1/2 Acre Property In Very Private Setting In Soundview Section Of Southold. Lush Landscaping With Specimens And Meticulous Private Yard. 3 Bedrooms, 3 Full Bath Home With Finished Basement And Large Storage Shed. Walking Distance To Beautiful Mcca...

$899,990

350 Jockey Creek Drive, Southold

• 4 Beds
• 4 Full Baths
• 1 Half Baths

School District: Southold

Currently Not Built, Completion Expected May 2021 By Roberts Premier Development For This Immaculate 4-bedroom, 4.5-bath Creek Front Farmhouse. The First Floor Offers A Master Suite, Great Room, Dining Room, Eat In Kitchen With Breakfast Area And Pantry, Mu...

$1,489,000

3370 Paradise Point Road, Southold

• 5 Beds
• 3 Full Baths
• 1 Half Baths

School District: Southold

Move In Ready Double Diamond Home With 5300 sq.ft. Of Living area.located On Shy 3 Aces Of Wooded Paradise, Entire Exterior Freshly Painted. Soaring Marble Floored Foyer, Ensuite Mbr, Jr. Master Ensuite. 3 Additional Br, Bath, .5ba, 3 F/p. Custom Built, 320...

$899,000

675 Lake Drive, Southold

• 2 Beds
• 1 Full Baths

School District: Southold

The Quintessential Beach Cottage In Desirable Kenney's Beach Area! Your Own Private Beach And Dock On Great Pond And Only Steps Away From Beautiful Li Sound Kenney's Beach. Your Perfect Getaway.

$1,999,000

105 Waterview Drive, Southold

• 5 Beds
• 3 Full Baths

School District: Southold

Spacious Center Hall Colonial On Goose Creek With Private Dock. Gated Waterfront Property With Attention To Every Detail: Premium Oak Floors, Custom Cabinets, Custom Woodwork, Radiant Floor Heat, Designer Lighting, Gourmet Kitchen, Security System, Pool Rea...

$589,990

1375 Goose Creek Lane, Southold

• 3 Beds
• 2 Full Baths

School District: Southold

Completely Renovated! Picture Perfect 3 Bedroom 2 New Full Bath Cape Featuring Hardwood Floors Through, New Kitchen With White Shaker Cabinets Quarts Counter And All New Stainless Steel Appliances. New Washer & Dry, New Baths, New Roof Newer Heating System...

$700,000

2175 Pine Neck Road, Southold

• 4 Beds
• 3 Full Baths

School District: Southold

Southold Spacious Compound By Jockey Creek With Inground Pool And Studio Jump In The In-ground Pool And Plant Your Roses In The Fabulous Garden Of This Great 4-bedroom Colonial. Space Galore. Enjoy Its Super Location By Jockey Creek In The Heart Of North Fo...

$2,250,000

57856 (Private) Main Road, Southold

• 5 Beds
• 6 Full Baths

School District: Southold

Escape The City Life In This Distinguished Home Featuring 1st Flr. Mstr Ste W/full Bath And Frplc W/add'l 4 Ensuite Bdrms & Frplcs. Professional Kit W/granite Countertops, Open Floor Plan, 10 Ft. Ceilings & 3car Gar. Great Home For Entertaining The Extended...

$419,999

670 Private Road, Southold

School District: Southold

Build Your Dream On This Private, Hidden 2 Plus Acres In The Heart Of The North Fork. Short Distance To Kenney's Beach. This Partially Cleared Lot Includes A 30 X 50 Morton Building Perfect A Studio Or Private Workshop, The Possibilities Abound

$1,575,000

1175 Hill Road W, Southold

• 3 Beds
• 3 Full Baths

School District: Southold

Uniquely Beautiful Waterfront Home Located In Calves Neck Area On 1.15 Acres Of Land. Although 1 Parcel Of Land, It Contains 2 Lots W/ 2 Properties! Main House: Open Concept 3-bed, 3-bath Home W/ A Large Waterfront, Wraparound Porch Ideal For Warm Summer ...

$1,899,000

3525 Paradise Point Road, Southold

• 4 Beds
• 3 Full Baths

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...

$559,000

2350 Bayview Avenue, Southold

• 2 Beds
• 2 Full Baths

School District: Greenport

Views Of Hashamomuck Pond Can Be Enjoyed From The West-facing Living Room Which Becomes Flooded With Natural Light, And The Water's Edge Is Less Than A Minutes Walk Out The Front Door. This Quiet Enclave Has A Boat Ramp For Access To The Pond At The South E...

$839,000

470 Windy Pt Lane Road, Southold

• 3 Beds
• 2 Full Baths

School District: Southold

Attention Boaters!!! Destination Southold! Corey Creek! This Is What You've Been Waiting For- Canal Front Retreat With Private Deep Water Dockage For 2 Boats, Unobstructed Bay Access. This Casual 2 Story Home Offers Updated Kitchen, Open Floor Plan With ...

$525,000

1275 Nakomis Road, Southold

• 3 Beds
• 1 Full Baths
• 1 Half Baths

School District: Southold

Location, Location, Location! Welcome To The Beautiful Laughing Water Community In Southold. Imagine Picnics Overlooking The Bay Where You Can Launch Your Kayak Or Dock Your Boat, And A Lovely Deeded Beach Down The Road. This Is The Life You Can Live?in Thi...

$879,999

3795 Main Bayview Road, Southold

• 3 Beds
• 2 Full Baths

School District: Southold

This Newly Renovated, Waterfront Home Sits On Just Shy Of An Acre Of Land, Set Back Over 200 Feet From The Road For The Ultimate In Privacy. The Main Level Has 2 Large Bedrooms, A Full Bathroom With A Tub, A Laundry/utility Room And A Large Open Kitchen/li...

$259,000

75 Birch Road, Southold

School District: Southold

Build Your Dream Home On This Beautiful Country Corner Lot On Quiet Street. Proximity To Kenney's Beach.

$2,995,000

1600 Hyatt Road, Southold

• 4 Beds
• 4 Full Baths
• 1 Half Baths

School District: Southold

This Home Oozes Calm, Cool And Collected Vibes And Spectacular Sunsets! 1.25 Acres Of Gorgeous Sound Front With Stairs Leading To 125' Of Long Island Sound Beach. This John Bertani Built Home Has An Open Floor Plan And Features A Gourmet Chefs Kitchen With ...

$2,399,000

9230 Main Bayview Road, Southold

School District: Southold

Very Rarely Does A Property Come To Market That Encompasses This Level Of Possibilities, Privacy And Uniqueness. Introducing "the Point At Corey Creek". 14.5 Waterfront Acres Grace 1,250 Feet Of Undisturbed Shore Line In This Deep Water Enclave. The Possibi...

$849,000

630 Clearview Avenue, Southold

• 3 Beds
• 3 Full Baths

School District: Southold

Located In The Southold Beach Park District Neighborhood, This Immaculate Colonial Is Ready For Summer, With Its Grand Pool And Patio In A Private Setting. The Open Large Chefs Kitchen Is Turn Key For Entertaining. Home Includes Formal Dining Room, Den, F...

$1,999,000

1580 N Bayview Road, Southold

• 4 Beds
• 4 Full Baths
• 1 Half Baths

School District: Southold

Spectacular Waterfront Property With Nearly 345' Of Frontage. Light-filled, Spacious, Newly Renovated Home On Goose Creek With Stunning 180 Degree Water Views, Close To Outlet Leading To Peconic Bay, 2 Docks, Gourmet Kitchen, Living Room, Family Room, Break...

$1,650,000

625 N Sea Drive, Southold

• 4 Beds
• 2 Full Baths

School District: Southold

Best Deep(100' From Deck To High Water Mark) And Level Sandy Beach On The North Fork Awaits Your Presence. Situated On The Beautiful North Fork, Your Pristine Setting And Spectacular Sunsets Includes A Seasonal 1578 Sqft Beach Cottage With 7 Rooms, 2 Baths ...

$999,000

2015 Kenneys Road, Southold

• 4 Beds
• 3 Full Baths

School District: Southold

This Amazing Property Was Built With No Expense Spared! Only Top Quality Beautiful Artisan Materials With Attention To Detail And Fine Taste! Brazilian Cherry Wood Floors, Magnificent Stone Staircase W/ Iron Railings, Chef's Kitchen W/ Granite Counters, Cus...

$2,450,000

1700 Hyatt Road, Southold

• 5 Beds
• 5 Full Baths
• 1 Half Baths

School District: Southold

Down A Winding Country Lane High On A Bluff Is This Majestic 6365 Sf Sound Front Home With Panoramic Views To Connecticut.. Set On 1.06 Acres In The Lee Of Horton's Point Protecting The Bluff And White Sand Beach Below. Wind Through Lush Landscape And Cranb...

$1,125,000

495 Bayview Avenue, Southold

• 4 Beds
• 3 Full Baths

School District: Greenport

Wonderful Waterfront Property On Scenic Arshamomaque Pond. Enjoy Paddle Boarding, Kayaking ,water Skiing, Fishing From Your Own Back Yard Dock. 4 Br, 3 Ba Cape Style Home On Spacious 1/2 Property Close To Downtown Greenport And Southold. Ideal Retreat For ...

$749,000

605 Oriole Drive, Southold

• 4 Beds
• 2 Full Baths
• 1 Half Baths

School District: Southold

Stunning North Fork Getaway With In-ground Pool And Spacious Backyard. This Beautiful Four Bedroom, Two And 1/2 Bath Home With Open Floor Plan, Newly Updated Kitchen And Light Filled Family Room With Wood Burning Fireplace, Has Plenty Of Room For All. Fe...

$900,000

1925 N Sea Drive, Southold

School District: Southold

Fabulous Waterfront Lot On Long Island Sound. No Bluff! 200 Ft. Of Beachfront! Survey Indicates The Lot Size Is 1.2 Acres Or 52,600 Sq. Ft. Scwa Water Main In Street. Lots Sold "as Is" - No Provisions Will Be Made For "subject To" Conditions For Permits,...

$2,250,000

5615 Soundview Avenue, Southold

School District: Southold

6.3 Beautiful Private Acres Overlooking Long Island Sound! Surrounded By Nature With A Large Preserve And Peconic Dunes As Neighbors. Approved Subdivision Provides Flexibility!

$1,250,000

5615 Soundview Avenue, Southold

• 3 Beds
• 1 Full Baths

School District: Southold

Beautiful And Very Private 2.9 Acres With Waterviews Of Long Island Sound Surrounded By Large Nature Preserve And Peconic Dunes . Enjoy Gorgeous Sunsets And Great Nearby Beaches!!! 3 Br Home - Bring Your Vision And Make It Your Dream!!!

$3,365,000

751 Laurel Avenue, Southold

School District: Southold

Southold, North Fork Rare 50 Acre (approx) Offering Includes 3 Lots (705,751, And 2425 Laurel Avenue) Made Up Of 3 Sctm Parcels: 1000-55-6-35 (23 Acres) & 36 (11.5 Acres) And 1000-56-1-1(10.68 Acres). Previously Farmed With Development Rights In Place - Es...

$539,000

915 Oak Avenue, Southold

• 3 Beds
• 1 Full Baths

School District: Southold

Water View Craftsman Cottage Located In Goose Bay Estates Beach Association. This Home Features 3 Bedrooms, 1 Bath, Cathedral Ceiling With A Wood Burning Fireplace, Eat In Kitchen, Sun Room And A Deck. There Is A Full Height Partial Basement And Detached G...

$739,000

2445 Minnehaha Boulevard, Southold

• 3 Beds
• 2 Full Baths

School District: Southold

New To The Market! Great Summer Cottage With Water Views And Just Steps To Association Deeded Beach In The Laughing Waters Beach & Boating Community. Living Room With Wood Fireplace. Dining Room, Kitchen And Two Bedrooms/bath On First Floor. Private Master...

$2,200,000

1800 Hyatt Road, Southold

School District: Southold

Located On Coveted, Private Hyatt Rd. 1.09-acre Sound Front Lot With 100 Ft Water Frontage, Including Stairs To Beach And Pre-existing, Rare Sound View Cabana With Dressing Room, Shower, And Deck. Water View Building Envelope, With All Approved And Unexpire...

$835,000

2074 Kenneys Road, Southold

• 3 Beds
• 2 Full Baths
• 1 Half Baths

School District: Southold

Privacy Abounds At This Contemporary Retreat Nestled In The Woods Just Steps From Kenney's Beach, Local Restaurants, Etc. Features Open Layout With Master Bedroom On Main Level, Plus 2 Additional Bedrooms, 2.5 Baths, Wood Floors, Wood Burning Fireplace. A...

$365,000

52325 E County Rd 48 Road # 42, Southold

• 2 Beds
• 2 Full Baths

School District: Southold

2nd Floor Condo Unit Fully Renovated With 2 Separate Entrances Can Be Used As 1 Unit Or Used As 2 Separate Units Both Have Exclusive Full bathroom.all Utilities Are Included In Common Charges No Other Expenses. Boat Storage Available For Extra $25 Per Month...

$695,000

710 Waterview Drive, Southold

• 3 Beds
• 2 Full Baths

School District: Southold

Comfortable Water View Cape In A Desirable North Fork Neighborhood. Built In 2000, This Home Offers The Perfect Opportunity To Enjoy All The Local Beaches, Wineries And Shops. There Are 3 Bedrooms, 2 Full Bathrooms, Hardwood Flooring, A Living Room, Eat I...

$649,000

2555 Youngs Avenue # 14D, Southold

• 2 Beds
• 2 Full Baths

School District: Southold

Stunning North Fork Condo With Premium Features And Outstanding Top To Bottom 2020 Complete Renovation Encompassing Unsurpassed Quality And Attention To Detail. Includes Brand New Custom Kitchen With High End Stainless Steel Appliances, Expansive Living Ro...

$699,500

630 Wild Cherry Way, Southold

• 4 Beds
• 3 Full Baths

School District: Southold

Spacious 4 Bedroom Hi-ranch On Cul-de-sac. Great Privacy,large Yard With Deck And Patio, Ideal For Entertaining. Main Floor Has An Open Kitchen, Large Living Room With Wood-burning Fireplace, Formal Dining Room. Master Suite W/ Bath. 2 Add'l Bedrooms And Ba...

$895,000

210 Northfield Lane, Southold

• 4 Beds
• 4 Full Baths

School District: Southold

This Lovely Colonial Home Nestled In The Serenity Of The North Fork ....close To Goose Creek Beach, Southold Yacht Club And South Bay Beach. Offers Entertainers Delightful Outdoor Kitchen W/refrigerator, Bar, Ice Maker, Stove Top, Grill, W/granite Counters...