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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
Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly ...
- 5 Beds
- 5 Baths
- 946886 MLS
Set on a rare south-facing double lot with 200 feet of direct Peconic Bay frontage, a sandy beach, and a protected dock, this exceptional waterfront offering captures the...
- 5 Beds
- 5 Baths
- 999173 MLS
Set on nearly four acres along one of the North Fork’s most coveted stretches of sandy bay beach, this is a rare opportunity to secure an exceptional waterfront property ...
- 3 Beds
- 4 Baths
- 997738 MLS
Some estates are acquired. The exceptional are entrusted to the next chapter. Set within the North Fork’s most storied agricultural landscape, this extraordinary lifestyl...
- 992332 MLS
Gorgeous estate-like Nantucket shingle home to be completed early July with time to enjoy summer of 2026 and the Fall Harvest Season on the North Fork! Seller will consi...
- 5 Beds
- 6 Baths
- 937270 MLS
Discover a rare waterfront property where privacy, space, and breathtaking views come together on 6.5 gated acres. Spanning two single-and-separate lots, this refreshed 6...
- 6 Beds
- 4 Baths
- 928708 MLS
Quintessential North Fork Beach House!! Perched high above with breathtaking views of the Long Island Sound, this stunning custom-built home offers the perfect blend of ...
- 5 Beds
- 4 Baths
- 995842 MLS
Southold Stunner- New Construction This one's a North Fork knockout. Set at the end of a quiet cul de sac on over 2 private acres, minutes from the sand, the house was bu...
- 4 Beds
- 6 Baths
- 906322 MLS
Scandinavian Chic Waterfront Masterpiece with Panoramic Water Views | Southold Built in 2022 with exceptional craftsmanship and professionally curated interiors, this br...
- 4 Beds
- 3 Baths
- 1005049 MLS
North Fork living, refined. Welcome to Wildberry. A newly constructed residence where design, light, and landscape converge - set against sweeping, sunset vineyard views ...
- 5 Beds
- 6 Baths
- 990263 MLS
2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Excellent Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and conveni...
- 8 Beds
- 7 Baths
- 859020 MLS
Welcome to the Laurel Collection by Marrcon. New Luxury Construction located in the heart of the North Fork's Town of Southold. This home is situated on .80 acres & boas...
- 4 Beds
- 5 Baths
- 999394 MLS
Appointments starting Sunday 7/26. This breezy, open-concept home was made for hosting, with seamless flow and water views at every turn. Set on 101 feet of Corey Creek f...
- 4 Beds
- 4 Baths
- 1023134 MLS
Welcome to the epitome of elegance and comfort at 3470 N Bayview Rd, Southold NY. This high-quality 5-bedroom, 5-bathroom home is located just a stone's throw away from t...
- 5 Beds
- 5 Baths
- 903844 MLS
Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inle...
- 3 Beds
- 2 Baths
- 932327 MLS
Waterfront living designed for effortless coastal comfort. Ideally located just moments from one of Southold’s premier beaches, this updated 3-bedroom, 2-bath contemporar...
- 3 Beds
- 2 Baths
- 943087 MLS
Newly built and beautifully enhanced with approx. $300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated...
- 4 Beds
- 5 Baths
- 990099 MLS
Perfectly sited on a protected inlet on West Lake, with direct access to the pristine waters of the Little Peconic Bay, this exceptional waterfront retreat embodies the e...
- 3 Beds
- 3 Baths
- 1022803 MLS
Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in circa 1720 and impeccably m...
- 3 Beds
- 3 Baths
- 951805 MLS
Tucked at the end of a long, private drive on one of Southold’s historic streets, this custom-built, designer's own Nantucket-style home delivers 3,800 square feet of lux...
- 4 Beds
- 3 Baths
- 983217 MLS
This turnkey opportunity in Southold, bordering beautiful Goose Creek, offers a private dock and is perfect for those seeking a North Fork beach house with a boater's lif...
- 4 Beds
- 4 Baths
- 1008927 MLS
Calling all builders and investors! Beautiful 8.65 acres of cleared, leveled land in Southold Town. This parcel is zoned R-80, (2 Acre zoning) and has 250' of frontage on...
- 992553 MLS
Experience the best of North Fork living in this stunning new construction home offering beautiful water views and deeded beach access. Thoughtfully designed with modern ...
- 4 Beds
- 4 Baths
- 1011372 MLS
For Sale - Zoned Hamlet Business Turnkey Commercial Property with Apartment - Prime Beach Route Location! Incredible opportunity to own a fully equipped commercial prope...
- 909437 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...
- L3530714 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...
- L3530579 MLS
Designer Modern Farm Ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living Room, Dining Room and Kitchen, Gorgeous Kitchen with qua...
- 4 Beds
- 4 Baths
- 998241 MLS
Waterfront Opportunity on Bay Home Road. Welcome to 535 Bay Home Road, a rare and flexible offering on one of the North Fork’s most coveted canal-front streets, located ...
- 3 Beds
- 4 Baths
- 924424 MLS
Extremely rare offering of 5.25 acres of undeveloped, wooded land in bucolic Paradise Point - the crown jewel of the charming hamlet of Southold. Once an scenic equestri...
- 827387 MLS
Southold – Goose Creek- Located along a quiet private lane leading to Goose Creek Beach, this beautifully crafted and completely renovated cedar shingled two story home o...
- 3 Beds
- 3 Baths
- 1016523 MLS
Explore a prime location in Southold, perfect for a beach getaway, featuring the highly sought-after Kenneys Beach—one of the most picturesque beaches on the North Fork. ...
- 4 Beds
- 3 Baths
- 1000846 MLS
Coveted Maple Lane setting in the heart of Southold Village with easy access to all Southold Village amenities and LIRR ~ This recently transformed shingled Craftsman Sty...
- 4 Beds
- 4 Baths
- 1024798 MLS
Boaters Dream! Located in Southold, this 3-bedroom, 2-bathroom canal-front home on Cory Creek offers a well-designed layout and direct access to the water. The creek lead...
- 3 Beds
- 2 Baths
- 975344 MLS
The classic North Fork lifestyle you have been waiting for has finally arrived. Nestled in a quiet Southold neighborhood, 500 Summer Lane offers the rare opportunity to c...
- 4 Beds
- 4 Baths
- 953464 MLS
Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeles...
- 4 Beds
- 3 Baths
- 1023884 MLS
Perfectly positioned between Greenport and Southold, this classic cedar-shingled Cape offers an easygoing North Fork lifestyle with beaches, restaurants, and village amen...
- 3 Beds
- 2 Baths
- 1024020 MLS
Tucked away on a beautifully landscaped property, this 2022 built 4 bedroom, 3.5 bath residence offers the perfect blend of modern construction, thoughtful design, and ef...
- 4 Beds
- 4 Baths
- 988709 MLS
Classic Americana meets the North Fork lifestyle on Southold's Bayview Peninsula. Set on a level half acre backing to protected town owned land, this four bedroom, three ...
- 4 Beds
- 3 Baths
- 1016785 MLS
Wonderful Hamlet Business (HB) zoned property, in the heart of the Hamlet of Southold! Currently a Legal two-family home - each apartment has two bedrooms, wood floors, u...
- 2 Beds
- 1 Baths
- 998148 MLS
Every once in a while, a home comes along that just makes you smile-and this is one of them. Set on just under an acre in Southold, this classic farmhouse is full of char...
- 6 Beds
- 3 Baths
- 1013610 MLS
Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque set...
- 3 Beds
- 2 Baths
- L3590177 MLS
Welcome home to this North Fork retreat! The perfect getaway for peace and relaxation. Tucked away on a charming lane, this beautifully maintained home and features a res...
- 4 Beds
- 3 Baths
- 1027823 MLS
Welcome to this One-of-a-Kind 4-Bedroom, Custom Built Colonial, Beachfront Property, ideally located on the North Fork of Long Island along the Beautiful LONG ISLAND SOUN...
- 3 Beds
- 2 Baths
- 991901 MLS
Welcome to 380 Clark Road, a sun-filled North Fork escape perfectly located near the beautiful beaches of Southold. Blending comfort, charm, and endless backyard potentia...
- 2 Beds
- 1 Baths
- 993527 MLS
Circa-1909 Cozy Farmhouse Near the Water & Southold Village Welcome to 3475 Oaklawn Road, Southold, a circa-1909 farmhouse rich in warmth, character, and North Fork authe...
- 3 Beds
- 2 Baths
- 957993 MLS
Welcome to this charming residence nestled in the heart of Southold. This gem boasts 4 spacious bedrooms, 2 full bathrooms, along with an additional half bath for your co...
- 4 Beds
- 3 Baths
- 942546 MLS
The Summer has never been sweeter in this coastal cottage right on the water. Peaceful breezes blow while you sit on the covered deck and watch the paddle boarders go by....
- 2 Beds
- 1 Baths
- 1017744 MLS
Welcome to 230 Booth Road, a prime Southold location offering effortless access to both Kenneys Beach and McCabe’s Beach-two of the North Fork’s most beloved Sound front ...
- 5 Beds
- 2 Baths
- 1017107 MLS
Tucked away in a peaceful enclave of Southold, this classic Cape Cod offers a private escape that backs directly onto protected woodlands. One of the home’s standout feat...
- 3 Beds
- 2 Baths
- 964309 MLS
Welcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Highpoint Meadows community of Southold. Set on a corner lot, this property offers a ...
- 4 Beds
- 3 Baths
- 982950 MLS
Just a stone's throw from the sands of Town Sound Beach, this bright and airy retreat offers the perfect blend of coastal proximity and quiet privacy. Freshly painted ins...
- 3 Beds
- 2 Baths
- 1004231 MLS
This light and bright three-bedroom, three-bath home in Willow Point has been thoughtfully cared for by its original owner since being built in 2003. Located just a few h...
- 3 Beds
- 3 Baths
- 995779 MLS
Nestled in the Southwood Community on a beautifully landscaped 0.51-acre lot in Southold, this spacious ranch offers the perfect blend of comfort, charm, and North Fork l...
- 3 Beds
- 2 Baths
- 1016402 MLS
Steeped in history and set on a 1.05-acre parcel in the heart of the North Fork, this circa-1663 residence presents a rare opportunity to preserve and reimagine one of So...
- 3 Beds
- 4 Baths
- 985489 MLS
Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Ju...
- 817145 MLS
A great business and/or investment opportunity awaits! Once a popular Southold holistic/chiropractic office with separate living quarters and then a childcare facility an...
- 1016880 MLS
A great business and/or investment opportunity awaits! Once a popular Southold holistic/chiropractic office with separate living quarters and then a childcare facility an...
- 2 Beds
- 2 Baths
- 1015353 MLS
Enter the Season and enjoy North Fork Serenity with the creek across the street to launch into what Southold has to offer. Discover the perfect blend of coastal charm ...
- 3 Beds
- 1 Baths
- 921579 MLS
The Dune Road of the North Fork. Do you love the beach? You know that feeling, tranquility and the sound of the waves off in the distance. Well, this is your chance to ca...
- 1017614 MLS
.38-acre wooded level lot in a private and natural setting. Ideally located near Paradise Point, Cedar Beach, Southold shops, vineyards, farmstands and Greenport Brewery....
- 931612 MLS
Seasonal Condo Near a Memorable Long Island Sound Beach (Town Beach). Studio Apartment with Efficiency Kitchen and is Located on the 2nd Floor. The Condo Offers a Communi...
- 1 Baths
- 946493 MLS
Four-decade Southold institution for sale --- North Road Deli! Route 48 visibility, 12,000+ cars per day, fully equipped and ready to go. Deli, bagels, breakfast, lunch, ...
- 979313 MLS
- Southold Square Bldg.
Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.