Southold, NY Homes for Sale

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  /27

  $888,000

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  625 Glenn Rd, Southold, NY 11971

  Move right in and start enjoying the North Fork lifestyle! This updated 3-bedroom, 2-bath home blends comfort and style with wood floors and abundant natural light. Recent renovations added central air, a modern kitchen with stainless steel appliances with large island, and beautifully updated bathrooms. Outside, you will enjoy a landscaped backyard complete with a pergola, a waterfall and room

  

  Timothy O'Keefe

  Signature Premier Properties

  (631) 856-2225

  625 Glenn Rd, Southold, NY 11971
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  /44

  $2,995,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  10947 N Bayview Rd, Southold, NY 11971

  Set on over two secluded acres within the coveted Shellfisher Preserve association near Paradise Point, this extraordinary estate offers sweeping water views from the backyard, kitchen, and upstairs rooms. A private deeded beach and your own deep-water dock is just a short pathway away, while the property is graced by a pristine tidal lagoon, preserved and maintained by the Peconic Land Trust.

  Melissa Principi Douglas Elliman Real Estate

  10947 N Bayview Rd, Southold, NY 11971
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  /28

  $2,400,000 Open Sun 11:30AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 3,210 Sq Ft

  1955 Laurel Ave, Southold, NY 11971

  MOVE IN OCTOBER 2025!! Welcome to the Laurel Collection by Marrcon, a showcase of modern luxury in the heart of Southold. Photos from same model next door. Set on .80 acres, this newly built 3,200 SF one story home with soaring ceilings offers 3 bedrooms and 3.5 baths, blending timeless coastal design with top-tier craftsmanship. Large basement with egress and walkout can be finished to suit

  Kristy Naddell Douglas Elliman Real Estate

  1955 Laurel Ave, Southold, NY 11971
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  /22

  $2,095,000

  • 4 Beds
  • 3.5 Baths
  • 3,245 Sq Ft

  265 Arshamomaque Ave, Southold, NY 11971

  This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a private lane, boasting 3245 sq' interior living space, black onyx saltwater pool and serene wooded property while providing access to two exclusive bayside access areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant

  Cathleen Dolson Corcoran

  265 Arshamomaque Ave, Southold, NY 11971
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  /50

  $2,998,000

  • 4 Beds
  • 3 Baths
  • 3,253 Sq Ft

  5805 Main Bayview Rd, Southold, NY 11971

  Stunning Waterfront Retreat w/ Modern Luxury on 4+ Private Acres. Experience serene luxury in this completely renovated home offering year-round views of Goose Creek and 250 feet of direct waterfront. Nestled on nearly 4.5 acres of pristine landscape, this private oasis is located in a highly desirable community with amenities including beach access, kayak storage, and docking. Designed for both

  Kristy Naddell Douglas Elliman Real Estate

  5805 Main Bayview Rd, Southold, NY 11971
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  /29

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 2,627 Sq Ft

  700 Gin Ln, Southold, NY 11971

  Step inside and wow—this home lives much larger than it looks from the outside! With a floorplan that truly fits today’s lifestyle, you’ll love how the open living room, dining area, and kitchen all flow together to create the perfect space for everyday living or effortless entertaining. And yes, there’s a main-floor bedroom suite with laundry nearby, making one-level living totally doable if

  Jerry Cibulski Century 21 Albertson Realty

  700 Gin Ln, Southold, NY 11971
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  /38

  $1,795,000 Open Sat 12PM - 1:30PM

  • 4 Beds
  • 2.5 Baths
  • 3,110 Sq Ft

  1260 Water Terrace, Southold, NY 11971

  Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you're entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the

  Katie Schimpf Daniel Gale Sothebys Intl Rlty

  1260 Water Terrace, Southold, NY 11971
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  /33

  $1,649,999

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft

  3715 Hortons Ln, Southold, NY 11971

  Designer Modern Farmhouse 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 quartz countertops, Stainless Steel Appliances, built in wine cooler, new windows throughout, new interior doors, new exterior doors, new flooring, updated designer baths, new boiler, new well pump, new hot water heater.

  Arelis Olivieri RIN

  3715 Hortons Ln, Southold, NY 11971
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  /35

  $1,450,000

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  1025 Long Creek Dr, Southold, NY 11971

  In the last month there have been lots of updates made to this exquisite waterfront home with wrap around porches and breathtaking views. Don’t miss this opportunity to own a waterfront property on the North Fork. Perfectly situated on the protected and tranquil water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first

  Barbara Poliwoda Douglas Elliman Real Estate

  1025 Long Creek Dr, Southold, NY 11971
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  /50

  $1,425,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 2,000 Sq Ft

  2055 Boisseau Ave, Southold, NY 11971

  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 setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a

  Nicholas Planamento William Raveis New York LLC

  2055 Boisseau Ave, Southold, NY 11971
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  /4

  $599,000

  • Land
  • 0.4 Acre
  • $1,497,500 per Acre

  1700 Smith Dr S, Southold, NY 11971

  Rare opportunity to build your dream home on this approved parcel, complete with permits and BOH approval for a stunning 4-bedroom, 3.5-bath residence. Plans include a single-car garage and a spacious 9’ basement with outside entrance and egress windows, offering a total of 3,100 square feet including the lower level. The property also offers the option to join the Goose Creek Association, where

  Kristy Naddell Douglas Elliman Real Estate

  1700 Smith Dr S, Southold, NY 11971
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  /2

  $795,000

  • Land
  • 0.67 Acre
  • $1,186,567 per Acre

  390 Wildberry Ln, Southold, NY 11971

  Luxury Builders Dream Lot and Ideal for a Land Buyer Who Wants to Build Their Dream Home in a World-Class Location. Building Permit Already Intact for 4,000+ Sq. Ft. Ultra-Luxury Residence. Seller Has Furnished Model of Identical Residence on Display at 2820 Stanley Road, Mattituck. A Shovel-Ready Building Lot, Perched Within a Waterview Cul-de-sac Development and Adjacent to Pastoral

  Robert Merolla Aurora Property Group

  390 Wildberry Ln, Southold, NY 11971
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  /22

  $1,250,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 4 Baths
  • 2,000 Sq Ft

  2120 Brigantine Dr, Southold, NY 11971

  Enjoy a beautifully updated home in the desirable Harbor Lights beach community. This home has everything you need to live an amazing North Fork life with hardwood floors throughout, an open floor plan, privacy and an amazing back deck overlooking the backyard. The first floor offers an open floor plan, a beautifully updated eat in kitchen. Enjoy the living room/dining room with a fireplace

  Barbara Poliwoda Douglas Elliman Real Estate

  2120 Brigantine Dr, Southold, NY 11971
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  /29

  $3,295,000

  • 4 Beds
  • 5.5 Baths
  • 7,341 Sq Ft

  80 Deer Run, Southold, NY 11971

  Southold Stunner- New ConstructionThis 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 built to check every box. Inside and you're met with all-day sunshine, four legit bedrooms, 4.5 spa-like baths, and a true chef's kitchen-with a 48" Sub-Zero, Wolf double range + wall oven, Thermador wine fridge, twin Cove

  Sheri Winter Parker Corcoran

  80 Deer Run, Southold, NY 11971
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  /20

  $1,095,000

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  610 Richmond Rd, Southold, NY 11971

  This expansive residence offers a thoughtfully designed layout with a second-floor primary suite featuring an ensuite bath and a private balcony overlooking the backyard. Two additional guest bedrooms share a generous full bath, providing ample space for hosting company.On the first floor, a light-filled kitchen flows seamlessly into a charming dining nook and a spacious living room

  Bridget Elkin Compass Greater NY LLC

  610 Richmond Rd, Southold, NY 11971
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  /44

  $3,950,000

  • 5 Beds
  • 3.5 Baths
  • 4,500 Sq Ft

  790 N Sea Dr, Southold, NY 11971

  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 luxury, comfort, and location. Just across the street from the shores of Kenney’s Beach, this 2009-built residence features 5 spacious bedrooms and 3.5 beautifully appointed baths, including a serene first-floor primary suite.

  Kristy Naddell Douglas Elliman Real Estate

  790 N Sea Dr, Southold, NY 11971
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  /23

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 2,032 Sq Ft

  800 Goose Creek Ln, Southold, NY 11971

  Southold Waterfront, Goose Creek Lane Association- Exceptional waterfront location with serene Goose Creek views. Gorgeous sunsets. Shy half acre landscaped property located on a peaceful country lane. Easy access to Goose Creek Beach and the Southold Yacht Club. Traditional style home with 3 bedrooms, 3 baths and expansive water views. The house features an open floor plan: Spacious Kitchen with

  Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  800 Goose Creek Ln, Southold, NY 11971
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  /40

  $1,319,000

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft

  3520 Old Rd N, Southold, NY 11971

  Cape Cod Style Retreat in the Heart of SoutholdThis Southold gem delivers the perfect blend of peace, privacy, and proximity to all the North Fork has to offer. Enjoy Blocks to McCabes Beach, Kenny’s Beach, Horton Point Lighthouse, vineyards, farm stands, and charming local shops—all just minutes away.Originally built in 1989, this home has been thoughtfully updated and expanded

  Roseann Prussen Signature Premier Properties

  3520 Old Rd N, Southold, NY 11971
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  /16

  $815,000 Open Sat 11AM - 12:30PM

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2575 Oaklawn Ave, Southold, NY 11971

  Lovingly maintained 3-bedroom, 2-bath home in the heart of Southold. Step inside this charming residence and be welcomed by a light-filled living room with a wood-burning fireplace. The primary bedroom features an ensuite full bath, while two guest bedrooms share an additional full bath. The renovated kitchen offers ample space to host family and friends, flowing seamlessly into a spacious dining

  Bridget Elkin Compass Greater NY LLC

  2575 Oaklawn Ave, Southold, NY 11971
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  /36

  $6,299,000

  • Land
  • 51 Acres
  • $123,510 per Acre

  44075 Route 25, Peconic, NY 11958

  Step into the heart of North Fork wine country with the rare opportunity to own Osprey’s Dominion, an award-winning, fully operational winery and vineyard with a celebrated brand and loyal following. Perfectly positioned along the highly visible Main Road (Route 25) in Peconic, this landmark estate combines prime location, modern facilities, and limitless growth potential.Spanning over 50

  Susan Orioli Engel & Volkers North Fork

  44075 Route 25, Peconic, NY 11958
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  /26

  $527,500

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  2555 Youngs Ave Unit 11D, Southold, NY 11971

  Welcome to Founders Village in Southold. This quiet and quaint 55+ community is located in the heart of Southold Town. This 2 bed 2 bath condo is ready for you to make it home. Just minutes away to Jitney, train station, shopping, groceries, retail, dining, post office, gym and so much more. Either enjoy the beautiful common grounds with the community pool & club house in a quaint setting, or

  Patrick Carpenter Signature Premier Properties

  2555 Youngs Ave Unit 11D, Southold, NY 11971
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  /40

  $1,150,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  3700 Minnehaha Blvd, Southold, NY 11971

  3700 Minnehaha Blvd., Southold, a darling waterfront home nestled in Laughing Waters private beach community. This home has something for everyone! For boaters, this home is so convenient, with its very own bulkhead and easy access to the Great Peconic Bay, just untie your boat and go! For nature lovers, the views and wildlife sightings are amazing and all from the comfort of your waterside

  Rita Rooney Douglas Elliman Real Estate

  3700 Minnehaha Blvd, Southold, NY 11971
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  /18

  $13,000,000

  • 6 Beds
  • 4 Baths
  • 6,000 Sq Ft

  59600 Main Rd, Southold, NY 11971

  A singular opportunity to acquire 21.41 contiguous acres on the Peconic Bay, offering 470 feet of premier bayfront and a private sandy beach. More than 10 acres are planted with mature vines producing an impressive range of grape varietals, including Pinot Noir, Merlot, Cabernet Franc, Malbec, Petit Verdot, Sauvignon Blanc, Chardonnay, and Gruner Veltliner. Development rights are intact, allowing

  Bridget Elkin Compass Greater NY LLC

  59600 Main Rd, Southold, NY 11971
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  /21

  $645,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  335 Dogwood Ln, Southold, NY 11971

  Just 950 feet from the beloved Kenney's Beach this charming 3 bed room, one bath beach cottage offers a rare opportunity to create your dream retreat in one of the most desirable locations on the North Fork. This property is brimming with potential both inside and out.Enjoy sun filled days by the beach and stop by Little Fish for sunset cocktails at night. Inside, you’ll find a cozy

  Natalie Hough Daniel Gale Sothebys Intl Rlty

  335 Dogwood Ln, Southold, NY 11971
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  /28

  $4,795,000

  • 7 Beds
  • 7.5 Baths
  • 7,300 Sq Ft

  19620 Soundview Ave, Southold, NY 11971

  Experience the epitome of luxury living in this modern new construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate, spanning an impressive 7,300 square feet, is a testament to meticulous craftsmanship and thoughtful design, where simplicity meets elegance. Upon arrival, you are greeted by a generous foyer leading to four

  Alexis Meadows Douglas Elliman Real Estate

  19620 Soundview Ave, Southold, NY 11971
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  /9

  $775,000

  • 1 Bed
  • 4 Baths
  • 2,890 Sq Ft

  Unlisted Address

  Great office space with apartment! The office has 5+ exam rooms, large waiting area and 2 half baths. The 1 bedroom, 1 bath apartment has a large kitchen, loft area and large deck. The property sits on one acre and has ample parking. The office and apartment must be owner occupied, or the entire structure could be converted to all living space as well as keeping the apartment. Many uses for this

  Andrew Stype Andrew Stype Realty Inc

  Unlisted Address
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  /50

  $2,430,000 Open Sat 10:30AM - 12PM

  • 4 Beds
  • 6 Baths
  • 5,500 Sq Ft

  4745 N Bayview Rd, Southold, NY 11971

  Discover unparalleled luxury and space in this magnificent 5,500 sqft residence, perfectly situated on a double lot. Recently refreshed with a full interior and exterior paint, this home exudes a pristine and inviting atmosphere.Step into your private oasis, where lush, meticulously maintained gardens envelop the entire property, with full landscape lighting, offering a serene and

  Donielle Cardinale Daniel Gale Sothebys Intl Rlty

  4745 N Bayview Rd, Southold, NY 11971
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  /38

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 3,238 Sq Ft

  1665 Glenn Rd, Southold, NY 11971

  Southold-West Creek Estates - Just completed, beautiful, light-filled home. Attention to detail and a gracious lifestyle begins at the front entry with a wood and glass front door and natural wood architectural accents. The large great room features a living area with a two sided gas fireplace, dining area, and a generous chef's eat-in kitchen. The second side of the fireplace faces the covered

  Barry Novick Daniel Gale Sothebys Intl Rlty

  1665 Glenn Rd, Southold, NY 11971
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  /9

  $699,000

  • Land
  • 7.13 Acres
  • $98,036 per Acre

  1135 Boisseau Ave, Southold, NY 11971

  Turn-key 7-acre vineyard that you've been dreaming of in Southold! Perfectly situated near the village and shops. The vines are in their prime and have been meticulously maintained. Planted in 2006 is 2.2 Acres of Chardonnay and 2.5 Acres of Merlot and 1/2 acre Muscat Ottonel was planted in 2019. Producing approximately 2-3 tons per acre of grapes annually, which could average about 600 cases of

  Melissa Principi Douglas Elliman Real Estate

  1135 Boisseau Ave, Southold, NY 11971
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  /49

  $2,499,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 4.5 Baths
  • 2,842 Sq Ft

  285 Blue Marlin Dr, Southold, NY 11971

  Entire house completed and beautifully landscaped!!!!With incredible water views and access to a picturesque private beach, 285 Blue Marlin exemplifies luxury coastal living at its finest. Constructed by the North Fork’s most revered builders, no expense has been spared and the utmost attention to detail is evident with attributes such as designer fixtures, outfitted closets, Emtek hardware,

  Connie Liappas Compass Greater NY LLC

  285 Blue Marlin Dr, Southold, NY 11971
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  /23

  $850,000 Open Sun 11AM - 12:30PM

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  2955 Hyatt Rd, Southold, NY 11971

  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 skylights, the home seamlessly integrates with the surrounding mature landscaping. Each bedroom boasts vaulted ceilings and picturesque views of the park-like setting. The Primary has a large ensuite bath. Conveniently located just

  Bridget Elkin Compass Greater NY LLC

  2955 Hyatt Rd, Southold, NY 11971
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  /37

  $1,899,000

  • 5 Beds
  • 5.5 Baths
  • 3,350 Sq Ft

  480 Ackerly Pond Ln, Southold, NY 11971

  Step into this custom home where luxury craftsmanship provides everyday tranquility. Experience the pinnacle of North Fork living in this bespoke custom-built residence, thoughtfully constructed with modern elegance and a timeless design. Nestled on a quiet property and offering seamless access to Southold Town beaches, vineyards, breweries, marinas, and North Fork restaurants, this exceptional

  Catherine Flood Compass Greater NY LLC

  480 Ackerly Pond Ln, Southold, NY 11971
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  /33

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  2300 Glenn Rd, Southold, NY 11971

  Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty.The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s

  Kristy Naddell Douglas Elliman Real Estate

  2300 Glenn Rd, Southold, NY 11971
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  /35

  $649,999

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  900 Cedar Dr, Southold, NY 11971

  Welcome to the North Fork. This pristine Ranch home features 3 Bedrooms 1 bath Updated Kitchen with dining area and access to large deck and cozy fire pit, full semi finished basement with laundry room and storage plus 1 1/2 car garage. Imagine your days wine tasting, strolling the hamlet of Southold, a short drive to Greenport with top notch Restaurants and Shops or just relaxing on the beaches

  Lisa Cerreta BERKSHIRE HATHAWAY

  900 Cedar Dr, Southold, NY 11971
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  /25

  $2,999,000

  • 8 Beds
  • 7 Baths
  • 5,600 Sq Ft

  1350 Hortons Ln, Southold, NY 11971

  2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built"

  Thomas McCarthy Thomas J McCarthy Real Estate

  1350 Hortons Ln, Southold, NY 11971
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  /15

  $799,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  57020 Route 25, Southold, NY 11971

  Residential/Hamlet Business OpportunityBeautifully restored and updated Colonial Path House located in the heart of wine country. The front facade of the house has been restored to clapboard siding and cedar shake. The original rooms on the first floor include a parlor with wood burning fireplace, an adjacent dining room, farm kitchen and full bath/laundry room. Antique wide plank floors

  Eugene Rindfuss Coldwell Banker Reliable R E

  57020 Route 25, Southold, NY 11971
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  /29

  $999,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  515 Corey Creek Ln, Southold, NY 11971

  Welcome to this beautifully maintained 3-bedroom, 2-bath ranch set on a pristine half-acre. Enjoy the best of indoor and outdoor living with a spacious living room w/FP, bright den and primary BR ensuite. Step outside to your own private oasis - an expansive 16'x32' inground pool surrounded by manicured landscaping and plenty of room for entertaining. Private cul de sac and association with its

  Thomas McCarthy Thomas J McCarthy Real Estate

  515 Corey Creek Ln, Southold, NY 11971
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  /42

  $699,900

  • 2 Beds
  • 1 Bath
  • 796 Sq Ft

  560 Clark Rd, Southold, NY 11971

  Discover this beautifully maintained 2-bedroom, 1-bathroom cottage nestled on a tranquil road just moments from the beach. Perfectly blending modern comforts with coastal charm, this home offers a serene retreat for beach lovers and those seeking a peaceful lifestyle. Enjoy the convenience of being close to the beach, allowing for easy access to sun, sand, and sea. Relax in your own

  Kristen Rishe Signature Premier Properties

  560 Clark Rd, Southold, NY 11971
• 

  

  /22

  $2,395,000

  • 4 Beds
  • 5.5 Baths
  • 3,000 Sq Ft

  600 Glenn Rd, Southold, NY 11971

  Welcome to 600 Glenn Rd, Southold, NY, a contemporary masterpiece built in 2025, situated in the coveted bayside enclave of Southold. This exceptional property features clean lines and light-filled living areas, offering a modern and luxurious lifestyle. The home boasts a walnut-clad entry, 4” select white-washed white oak flooring, 4 bedrooms, and 5.5 baths. Enjoy the expansive upper and lower

  Cathleen Dolson Corcoran

  600 Glenn Rd, Southold, NY 11971
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  /33

  $899,000

  • 5 Beds
  • 3 Baths
  • 2,300 Sq Ft

  4100 Youngs Ave, Southold, NY 11971

  ***PRICE REDUCTION***Nestled on the North Fork in picturesque Southold, this charming and sophisticated farmhouse offers the perfect blend of modern luxury and timeless elegance. Featuring 5 spacious bedrooms and 3 beautifully appointed bathrooms on 2 floors, the home underwent a comprehensive renovation less than 5 years ago. No detail was overlooked- ensuring a truly elevated living experience.

  Jeannine Kowaleski William Raveis (Westhampton Beach)

  4100 Youngs Ave, Southold, NY 11971

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