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Waterfront Homes for Sale in Southold, NY

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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
  • /33

    $2,180,000

    • 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
  • /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
  • /30

    $3,275,000

    • 4 Beds
    • 3 Baths

    10947 N Bayview Rd, Southold, NY 11971

    Compound with House, Barn and 70' Deep Water Dock in Private Marina. Water views from the backyard, kitchen and second floor bedrooms. Nestled on secluded 2+ acres in the coveted "Shellfisher Preserve" association near Paradise Point. Private deeded beach located down a short pathway. Bonus Space with views: 1,800 sqft detached post-and-beam barn has 3 car garage and studio space above. The

    Melissa Principi Douglas Elliman Real Estate

    10947 N Bayview Rd, Southold, NY 11971
  • /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
  • /40

    $1,150,000 Open Sat 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
  • /18

    $13,000,000

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

    59600 Main Rd, Southold, NY 11971

    A singular opportunity to acquire 22.20 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
  • /29

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 3,735 Sq Ft

    500 Meadow Ct Unit 28, Southold, NY 11971

    Lovely light-filled 3-bedroom 3 bath inland end-unit in The Cove – a small hidden gem of a waterfront community nestled in the heart of the North Fork. There are boat slips for your boat with easy access to the beautiful Peconic Bay, boat racks for your paddleboard/kayak, a gunite in-ground pool, and combination tennis/pickleball court – both of which were just resurfaced this year! The airy open

    Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

    500 Meadow Ct Unit 28, Southold, NY 11971
  • /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
  • /25

    $1,299,999

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    58425 Route 48, Greenport, NY 11944

    Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining

    William Walters Daniel Gale Sothebys Intl Rlty

    58425 Route 48, Greenport, NY 11944
  • /27

    $9,275,000

    • 5 Beds
    • 4.5 Baths
    • 4,627 Sq Ft

    1750 Hobart Rd, Southold, NY 11971

    Welcome to a stunning, one-of-a-kind waterfront home in the highly sought-after hamlet of Southold. This custom, new construction, modern residence is perfectly situated on Town Creek, featuring 160 feet of waterfront and expansive views of Peconic Bay. It includes a private 6' x 20' floating dock connected by an 82' Trex catwalk. Constructed with meticulous attention to detail, this home is

    Alexis Meadows Douglas Elliman Real Estate

    1750 Hobart Rd, Southold, NY 11971
  • /32

    $1,100,000 Open Sat 12:30PM - 2:30PM

    • 6 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    1755 Yennecott Dr, Southold, NY 11971

    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 rooms and hardwood floors, this inviting residence promises a cozy and warm ambiance from the moment you step inside, hand painted wall mosaic, 2 fire places, Spacious Eat In Kitchen, Formal Dining room, Family room and when its

    Isaac Israel Richmond Realty Corp

    1755 Yennecott Dr, Southold, NY 11971
  • /36

    $1,215,000

    • 3 Beds
    • 1.5 Baths
    • 1,068 Sq Ft

    633 Pine Neck Rd, Southold, NY 11971

    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 and inviting water side covered porch, second cottage has Primary ensuite and guest Br with second bath, Eik, LR w/Fireplace hardwood floors full basement. Small out building, Additional information: Appearance:Very good

    Tom Uhlinger Douglas Elliman Real Estate

    633 Pine Neck Rd, Southold, NY 11971
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