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Southold Homes and Condos for Sale
Welcome to Southold, New York, a coastal haven on Long Island. Nestled at the northeastern tip of Suffolk County's Long Island, Southold is a charming enclave steeped in history and natural beauty. With a population of approximately 21,968 residents, Southold offers a serene retreat from the hustle and bustle of city life, boasting nearly 163 miles of pristine coastline along the Long Island Sound.
Established in 1640 by Puritan settlers, Southold's rich heritage is reflected in its historic landmarks and picturesque landscapes. The town's name traces back to its Native American roots, with the Corchaug tribe once calling it "Yennecott."
Southold beckons with a plethora of outdoor activities, from sailing and kayaking to fishing and birdwatching. The town's scenic beaches, including McCabe's Beach and Town Beach, provide idyllic settings for relaxation and family outings. Nature enthusiasts can explore tranquil nature walks and enjoy golfing at the local country club or public golf course. For cultural enrichment, residents can immerse themselves in the town's historical museums, art galleries, and nearby wineries.
Southold's close-knit community and top-rated school districts make it an ideal destination for families. Children can partake in summer day camps offered by the Cornell Marine Learning Center and the Peconic Dunes Camp, fostering educational and recreational experiences amidst the town's natural splendor.
While Southold may lack the glitzy nightlife of neighboring areas, its charming restaurants and quaint shops offer a taste of authentic coastal living. Residents savor the laid-back atmosphere and relish the opportunity to dine out without the need for formal attire. From seafood eateries to family-owned boutiques, Southold exudes small-town charm and hospitality.
Southold's real estate market caters to diverse preferences, with waterfront properties commanding premium prices along Soundview Avenue, Angel Shores, and Paradise Point. Condominiums, townhomes, and single-family homes provide housing options suited to varying lifestyles. The average listing price for a condo in Southold ranges from $382,950 to $849,000, while single-family homes average around $868,101, with prices soaring up to $3,595,000 for exclusive waterfront estates. Additionally, prospective homeowners can explore available lots for custom home construction, with prices averaging around $631,607 and reaching up to $8,000,000 for prime waterfront locations.
Experience the tranquility and allure of coastal living in Southold, where a blend of history, natural beauty, and community spirit awaits. Whether you're seeking a waterfront retreat, a family-friendly environment, or a slower pace of life, Southold offers an unparalleled quality of living on Long Island's scenic North Fork. Contact us today to explore the real estate opportunities in this charming seaside town.
Latest Southold Homes and Condos for Sale
Southold, Paradise Point Bayfront. Private peninsula in Paradise Point Community. Water on 3 sides with sweeping, open views across Southold Bay to Shelter Island and bey...
- 4 Beds
- 4 Baths
- 3563000 MLS
- Paradise Point Hoa Bldg.
Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally po...
- 3520399 MLS
Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank c...
- 3514107 MLS
Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, ...
- 4 Beds
- 6 Baths
- 3555160 MLS
- Estates On West Creek Bldg.
Down a graceful country road, on the North Fork of Long Island your dream home awaits. Sprawling over 13 acres with 354 feet of waterfront on Arshamomaque Pond leading ou...
- 5 Beds
- 5 Baths
- 3471355 MLS
Boater's Paradise with 70' Deep Water Dock in Private Marina. A stunning waterside compound on nearly 2.5 acres of secluded property in the coveted "Shellfisher Preserve"...
- 3 Beds
- 3 Baths
- 3569738 MLS
- Shellfisher Preserve Bldg.
Experience Summer Camp Bliss at 2480 & 2335 Minnehaha Blvd, Southold. Step into a world of endless summer fun at this quintessential summer camp property, perfectly sited...
- 4 Beds
- 3 Baths
- 3559554 MLS
- Laughing Waters Bldg.
Welcome to 630 Calves Neck Road! This new construction North Fork diamond boasts 4,400 square feet of luxury with 4 en-suite bedrooms, 5.5 baths and a huge bonus room wit...
- 4 Beds
- 6 Baths
- 3537102 MLS
Best of Both Worlds - Enjoy The Seclusion Of This 2 Acre Parcel, Yet Close To Town, Shopping, Beaches & Vineyards. Photos Shown Are From Identical House Recently Complete...
- 8 Beds
- 7 Baths
- 3569381 MLS
Southold, North Fork: Over 30 acres of active farmland planted with nearly 40,000 blueberry bushes and approximately 10 acres of fallow, open farmland for expansion or o...
- 3470462 MLS
Southold, North Fork: Inspirational rural living on a farm by the sea. Nearly 32 acres of land (29 acres in land preservation), abutting farms to the west that are also...
- 4 Beds
- 2 Baths
- 3440241 MLS
Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and co...
- 4 Beds
- 4 Baths
- 3539656 MLS
This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophistication! Sited on 1.5 acres of park-like property and lovingly renovated with ...
- 3 Beds
- 3 Baths
- 3556367 MLS
Welcome To 1745 N Parish Dr - A Coastal Gem On One Of Southold's Most Desirable Streets! With Its BayFront Location, You'll Enjoy Panoramic Water Views Of Peconic Bay, Sh...
- 4 Beds
- 3 Baths
- 3561760 MLS
BOATING, BEACHES and BEAUTY - Come Discover this Sublime Waterview 4-bedroom, 4.5-bath Contemporary Farmhouse: and approximately 3200sq' of Conditioned Living space, plus...
- 4 Beds
- 5 Baths
- 3574946 MLS
Looking for a new updated house on the water but don't want to do the work? Come look at this newly renovated farmhouse-style residence harmoniously combines rustic char...
- 4 Beds
- 4 Baths
- 3531580 MLS
Discover your dream home in this turn key and meticulously maintained waterfront property situated on 1.25 sprawling acres. This home has been recently expanded and compl...
- 3 Beds
- 4 Baths
- 3573033 MLS
Builders own Romantic,Beauty with the look of a Landmark.Vintage home. Park like setting, Magnificent Sunsets from your 100 foot porch facing Goose Creek and Goose Bay....
- 3 Beds
- 4 Baths
- 3527638 MLS
Located just a stone's throw away from Kenney's Beach, this 6 bedroom, 4 bath stately brick beauty was built in 2007 and sits on 2+ bucolic acres. This home is adorned wi...
- 6 Beds
- 4 Baths
- 3577500 MLS
Designer Modern Farmhouse set on over 3.35 acres, renovated 2023, Open Concept LR/DR/KIT, Gorgeous EIK with quartz countertops, SS Appl., new siding, new windows, new doo...
- 5 Beds
- 4 Baths
- 3560274 MLS
Spanning 3.82 acres, this generous contemporary home seamlessly blends luxury with comfort. The formal entry opens to an oversized living room, where a soaring ceiling an...
- 3 Beds
- 3 Baths
- 3576752 MLS
Charming, Sleek, and Sexy waterfront cape-style home with exceptional water views located on Jockey Creek! This private retreat boasts 3 bedrooms, and 2 baths and is sit...
- 3 Beds
- 2 Baths
- 3571866 MLS
Exquisite waterfront home with wrap around porches and breathtaking views. Perfectly situated on the protected water way of Arshomomaque, where you can enjoy fishing, cr...
- 4 Beds
- 3 Baths
- 3541573 MLS
2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Comm...
- 3530714 MLS
2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Com...
- 3530579 MLS
Next Gen Living. Come and explore the charm of cul de sac living on the serene North Fork! This expansive colonial home offers approximately 3200 square feet of living sp...
- 5 Beds
- 4 Baths
- 3541491 MLS
Water view commercial opportunity! MII zoning, and unbeatable location, make this the perfect investment opportunity or value add for your business. Uses include retail,...
- 3400756 MLS
Welcome to your dream colonial home nestled in the charming Southold North Fork area! This exquisite residence boasts four spacious bedrooms and three luxurious baths, of...
- 4 Beds
- 3 Baths
- 3553504 MLS
A must see secluded water front Compound. Rarely do you find two houses on a one acre lot. Main cottage is 3 BR, Eik, FDR,, LR with fireplace, hardwood floors, basement a...
- 3 Beds
- 2 Baths
- 3487080 MLS
SOUTHOLD WATERFRON - Step back in time and connect with nature at the historic Allen Tobey Carriage House. Constructed in 1910, this charming residence was relocated to ...
- 3 Beds
- 3 Baths
- 3570846 MLS
Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you're gr...
- 3 Beds
- 3 Baths
- 3554407 MLS
Classic expanded Saltbox with open concept floor plan and high-beamed ceilings finished in a timeless Nantucket style! Completely renovated in 2020-2021, this move-in re...
- 3 Beds
- 2 Baths
- 3571734 MLS
Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a sprawling 1.94-acre lot with 2-stall horse barn! Full basement with 8ft ceilings & OS...
- 3 Beds
- 3 Baths
- 3555058 MLS
Nestled on a wooded lot, this location feels private while only short distance to downtown Southold and 10 Minutes East to the Village of Greenport. With spacious, airy r...
- 6 Beds
- 3 Baths
- 3509055 MLS
Just in time for summer! Completely renovated expanded ranch offering more than 3200 sq feet for family and friends. The open floor plan exudes natural light, a beautiful...
- 4 Beds
- 4 Baths
- 3565760 MLS
REYDON HEIGHTS GEM! Expertly finished space for premier living, entertaining and enjoyment - inside and outside! In the summer, enjoy all the fun and activities outdoors...
- 3 Beds
- 4 Baths
- 3558779 MLS
Beautifully restored and updated Colonial Path House with Landmark distinction. The front facade of the house has been restored to clapboard siding and cedar shake. The ...
- 3 Beds
- 3 Baths
- 3574281 MLS
Quintessential North Fork Farmhouse circa 1909, renovated for the comfort and convenience of today's discriminating buyers. This home is loaded with charming, period deta...
- 3 Beds
- 2 Baths
- 3575723 MLS
Welcome to this stunning, fully renovated home, where classic charm meets modern luxury. Nestled in a serene neighborhood, this exceptional property offers an inviting op...
- 4 Beds
- 3 Baths
- 3573918 MLS
This bright and airy 3-bedroom, 2-bathroom home on Southold's charming Hyatt Road offers a perfect blend of open and closed living spaces. With numerous windows and skyli...
- 3 Beds
- 2 Baths
- 3568382 MLS
Introducing 465 Tarpon Drive, a stunning property in the coveted Southold Shores Bayfront beach community on the North Fork. This contemporary and expanded cape is situat...
- 3 Beds
- 3 Baths
- 3572625 MLS
- Southold Shores Bldg.
Don't Miss Out On This Fantastic Opportunity To Have Your Very Own Business Center Right Off The Busiest Road On The North Fork! 50% Of This Complex Is On The Market. The...
- 3505116 MLS
Discover tranquility and convenience in this inviting 3-bedroom, move-in ready home nestled on a shy acre in a private, quiet neighborhood. Located just moments from the ...
- 3 Beds
- 2 Baths
- 3569299 MLS
Imagine spending spring and summer days soaking up the sun on the private HOA bay beach, just down the road from your recently renovated 4-bedroom Cape at Paradise Shores...
- 4 Beds
- 2 Baths
- 3552105 MLS
Move right into this beautifully updated well maintained home. Features updated kitchen with SS Appliances & Granite Countertop. kitchen open to Dining room perfect for e...
- 2 Beds
- 1 Baths
- 3575479 MLS
Here it is, a wonderful opportunity to own a water view cottage in Goose Bay Estates. Hardwood floors enhance the charm of this home, with attention drawn to the wonderfu...
- 2 Beds
- 2 Baths
- 3558403 MLS
- Goose Bay Estates Bldg.
Gagen's Landing Retreat awaits your arrival, ready to be your summer home or year-round retreat with the perfect blend of relaxation and adventure. With ample space for a...
- 3 Beds
- 2 Baths
- 3565566 MLS
Welcome to 700 Bayview Ave, in Southold. This charming retreat is across the street from Hashamomuck Marine Waterway, inlet to Peconic Bay. Featuring a bright and airy la...
- 3 Beds
- 2 Baths
- 3553501 MLS
Nestled in the serene Goose Bay Estates, this cozy Ranch, offers the perfect North Fork retreat. Featuring peaceful water views, this property comes with access to the be...
- 2 Beds
- 1 Baths
- 3577803 MLS
Charming 6-room building, located in the heart of the Hamlet Business District of Southold Town, is currently being used as Surveyors Office, and has the potential to be ...
- 3 Beds
- 1 Baths
- 3554005 MLS
In the quaint Hamlet of Southold, we find this Charming 6 room building located in the heart of the Hamlet Business District, currently in use as Surveyor 's Office. Thi...
- 3543196 MLS
Beautiful .55-acre waterfront building lot with 178 ft on Stillwater Lake and access by water to Cedar Beach Creek and Peconic Bay. Member of Cedar Beach Park Association...
- 3537776 MLS
Welcome to your charming retreat opportunity just one block away from the serene shores of Corey Creek/Hog Neck Bay/Peconic Bay. Nestled on 0.48 acres of property with am...
- 2 Beds
- 1 Baths
- 3545848 MLS
This Founders Village two-bedroom end unit is full of sun light with fantastic southern exposure.
- 2 Beds
- 2 Baths
- 3571365 MLS
- Founders Village Bldg.
Boaters paradise. Beautiful 1.5 Acre Creekfront Parcel on Bayview Peninsula in Southold. Residential AC Zoning. Expired town and DEC Approvals. Updating Survey in Progres...
- 3546935 MLS
Experience Serene Living in This Newly Renovated 2-Bedroom, 2-Bath Condo in the Highly Sought-after Founder's Village, a Premier 55+ Community. Enjoy Upgrades Throughout,...
- 2 Beds
- 2 Baths
- 3574676 MLS
- Founders Village Bldg.
Southold - Founders Village- Meticulously maintained condo in desirable Founders Village 55+ Community. Features include spacious living room with fireplace and sliders t...
- 2 Beds
- 2 Baths
- 3578345 MLS
- Foundes Village Bldg.
Nestled in Founders Village, Southolds premier 55+ active community, this 2 Bedroom 2 Bathroom condo is perfectly suited for North Fork living. It's location allows for a...
- 2 Beds
- 2 Baths
- 3554080 MLS
- Founders Village Bldg.
Welcome to Founders Village - 55+ community offering the epitome of comfort and convenience! This unit boasts a prime location, just minutes away from town and all its a...
- 2 Beds
- 2 Baths
- 3573176 MLS
- Founders Village Bldg.
Discover elegant and tranquil living in this meticulously maintained 2-bedroom, 2-bathroom condo primely located on the exterior loop of Founders Village, an exclusive 55...
- 2 Beds
- 2 Baths
- 3564290 MLS
- Founders Village Bldg.
Property with vast potential in Prime location, close to Southold beaches, vineyards and short drive to town. Manufactured Home from the early 70's in disrepair, separat...
- 2 Beds
- 2 Baths
- 3562501 MLS
Nestled on a private road in the picturesque hamlet of Southold, this 0.13-acre parcel offers a rare opportunity to create your dream retreat. Whether you envision a cozy...
- 3578132 MLS
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