Southold, NY Homes for Sale

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  /34

  $2,395,000 Coming Soon

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

  1665 Glenn Rd, Southold, NY 11971

  Southold-West Creek Estates - Beautifully appointed, light-filled home. Recently completed with attention to every detail. A wood and glass front door and natural wood architectural accents set the tone at the front entrance. The large great room features a living area with a two-sided gas fireplace, dining area, and a generous chefs eat-in kitchen. The second side of the fireplace faces the

  Barry Novick Daniel Gale Sothebys Intl Rlty

  1665 Glenn Rd, Southold, NY 11971
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  /26

  $839,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  280 Clearview Ave, Southold, NY 11971

  A charming four-bedroom, two-bath, one-level home with a touch of nostalgic appeal. This home boasts wood flooring and an attached two-car garage, nestled on a level corner lot. The primary bedroom offers the convenience of an attached full bathroom. The house, while in need of a little TLC, presents an exciting opportunity - a blank canvas ready for your personal touch. The full basement

  Rita Rooney Douglas Elliman Real Estate

  280 Clearview Ave, Southold, NY 11971
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  /25

  $3,825,000 Coming Soon

  • 5 Beds
  • 6 Baths
  • 5,285 Sq Ft

  150 Deer Run, Southold, NY 11971

  Gorgeous estate-like Nantucket shingle home in the final stage of construction. Designed by the renowned firm of Nelson and Pope, this lovely home follows an entertainer's dream layout: open Great Room concept with fireplace, Chef's gourmet kitchen with Bertazzoni appliances, large island and breakfast nook, formal dining room with Butler's pantry, a first floor junior primary ensuite, and

  Jeffrey Mead Corcoran

  150 Deer Run, Southold, NY 11971
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  /37

  $1,799,000 Open Sat 11AM - 1PM

  • 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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  /27

  $915,000 Open Fri 12PM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  920 Pine Neck Rd Unit 2D1, Southold, NY 11971

  Stylishly Renovated Ranch with Saltwater Pool! Bright, white, and move-in ready—this renovated ranch offers the modern coastal look every buyer is searching for. The open, airy layout features a cozy living room, spacious dining area, and an eat-in kitchen with white cabinetry, brushed gold hardware, and new flooring. The living room features large windows overlooking the backyard and gorgeous

  Erica Kelly Daniel Gale Sothebys Intl Rlty

  920 Pine Neck Rd Unit 2D1, Southold, NY 11971
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  /50

  $1,950,000

  • 4 Beds
  • 3.5 Baths
  • 4,173 Sq Ft

  295 Grange Rd, Southold, NY 11971

  Southold SanctuaryThere's a certain ease to life on the North Fork and knowing you are never far from the water - where summer stretches into fall, where neighbors still wave, and where the days' quiet rhythm becomes your soundtrack. Welcome to 4,173 square feet of newly built grace on just under a half-acre in Southold and one mile to Goose Creek Beach and two miles to Cedar Beach. This

  Sheri Winter Parker Corcoran

  295 Grange Rd, Southold, NY 11971
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  /20

  $989,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  2070 Cedar Dr, Southold, NY 11971

  Spanning over an acre in desirable Goose Bay Estates, this exceptional property offers serene water views from on high and is a mere tenth of a mile from the sandy shores of Goose Creek private beach. Beautifully updated and maintained, the two-bedroom, one-bath cottage features a cozy fireplace and gleaming hardwood floors, complemented by a recently renovated kitchen, glassed-in Florida room,

  

  Dawn Watson

  Serhant East End LLC

  (631) 840-6859

  2070 Cedar Dr, Southold, NY 11971
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  /15

  $1,699,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 2 Baths
  • 1,688 Sq Ft

  530 Sunset Way, Southold, NY 11971

  Wake up to breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6'x20' dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets,

  Thomas McCarthy Thomas J McCarthy Real Estate

  530 Sunset Way, Southold, NY 11971
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  /38

  $2,295,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,769 Sq Ft

  450 Sterling Woods Ln, Southold, NY 11971

  Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. The Spacious Kitchen Offers Sub Zero Refrigerator, a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Additional Bedrooms and Hall Bath on

  Paul Loeb Douglas Elliman Real Estate

  450 Sterling Woods Ln, Southold, NY 11971
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  /25

  $2,750,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  1455 Cedar Point Dr E, Southold, NY 11971

  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 inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen,

  Maureen Sullivan Daniel Gale Sothebys Intl Rlty

  1455 Cedar Point Dr E, Southold, NY 11971
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  /7

  $499,000

  • Land
  • 0.38 Acre
  • $1,313,158 per Acre

  11195 N Bayview Rd, Southold, NY 11971

  .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. This is a triangle shape lot with 258ft of frontage on N Bayview Rd and 178ft/182ft deep on each side. A rare opportunity to create your own coastal retreat in one of the North Fork’s most desirable neighborhoods. No preliminary

  Mariah Mills Daniel Gale Sothebys Intl Rlty

  11195 N Bayview Rd, Southold, NY 11971
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  /42

  $3,850,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 4,103 Sq Ft

  105 Waterview Dr, Southold, NY 11971

  Set on 6.5 ultra private waterfront acres, this gated estate offers two single and separate waterfront lots being sold together. The property features a recently updated colonial farmhouse-style residence (Zone X with raised mechanicals off the garage) showcasing panoramic water views from nearly every room, along with a new waterside Gunite pool, 2,100 square feet deck and private dock—perfect

  Roric Tobin Compass Greater NY LLC

  105 Waterview Dr, Southold, NY 11971
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  /16

  $599,000

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

  48920 Route 25, Southold, NY 11971

  Fantastic opportunity to get into the North Fork market offered via this "move in" condition 2 bedroom/2bathroom cottage on .17 acres w/ large detached 1.5 car garage. The interior features a large and inviting living room, primary ensuite bedroom, guest ensuite bedroom with attached home office, galley kitchen and intimate dining area. The location is fantastic as you can take a short walk or

  William Walters Daniel Gale Sothebys Intl Rlty

  48920 Route 25, Southold, NY 11971
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  /35

  $1,950,000

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

  1020 Ruch Ln, Southold, NY 11971

  Welcome to Sunset Cottage! Perfectly situated on one of Southold’s most desirable streets, this beautifully renovated waterfront beach house offers the ultimate North Fork lifestyle. Enjoy spectacular sunsets from the new mahogany waterside deck overlooking Hashamomuck Pond which is ideal for kayaking, paddle boarding, fishing, and crabbing. The spacious living room features a wood-burning

  Kristy Naddell Douglas Elliman Real Estate

  1020 Ruch Ln, Southold, NY 11971
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  /29

  $1,485,000

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

  12250 Soundview Ave, Southold, NY 11971

  North Fork Coastal Living With Sunset ViewsEnjoy breathtaking sunsets from any of the three private balconies of this beautiful North Fork retreat. Designed for comfort and relaxed elegance, this residence features a dynamic open floor plan that seamlessly connects the living room, dining, and kitchen areas leading to outdoor balconies. The granite kitchen is perfect for entertaining, opening

  Scott Bennett Douglas Elliman Real Estate

  12250 Soundview Ave, Southold, NY 11971
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  /15

  $1,499,000

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  535 Bay Home Rd, Southold, NY 11971

  Welcome to 535 Bay Home Road, a rare and flexible offering on one of the North Fork’s most coveted canal-front streets, located in the prestigious Willow Point community. With panoramic water views, a private dock, and access to a secluded beach, this property combines timeless coastal charm with modern luxury. Buyers can choose from two exclusive paths to own this exceptional property: Option 1:

  Kim Pirreca BERKSHIRE HATHAWAY

  535 Bay Home Rd, Southold, NY 11971
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  /4

  $599,000

  • 3 Beds
  • 2 Baths

  725 Peconic Ln, Peconic, NY 11958

  GREAT FOR 203K CANDIDATE or CASH BUYERS. Charming North Fork Fixer-Upper with Endless Potential! Bring your vision to this 3-bedroom, 2-bath ranch nestled on a quiet street surrounded by vineyards. This home offers great bones, a full basement with walk-out access, and a 1-car attached garage—ready to be transformed into your dream home or next investment.Enjoy peaceful country living while

  Savita Ramphal Island Group Realty Inc

  725 Peconic Ln, Peconic, NY 11958
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  /14

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  385 Cottage Place, Southold, NY 11971

  Stately and classic vintage farmhouse with wrap-around porch, original in-tact architectural details and hardwood floors throughout. Built in 1900 as part of the Southold Hotel on Main Road. Moved to current location in 1920. Beautifully maintained with lots of natural light, eat-in kitchen, large private back yard, walking/biking distance to Southold Village and Founders Landing Park with

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  385 Cottage Place, Southold, NY 11971
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  /44

  $1,695,000

  • 3 Beds
  • 3 Baths
  • 1,850 Sq Ft

  3630 Soundview Ave, Peconic, NY 11958

  3630 Soundview Avenue in Peconic offers the perfect balance of modern living and coastal charm- a nature lovers paradise Tucked along Southold’s Sound-front corridor, this newly renovated contemporary is just across the street from a dune trail leading directly to a sandy beach. Goldsmith's Inlet, Kenney's Beach and McCabe's Beach are also close by, giving you endless opportunities to enjoy the

  Scott Bennett Douglas Elliman Real Estate

  3630 Soundview Ave, Peconic, NY 11958
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  /36

  $824,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,472 Sq Ft

  80 Clearview Ave W, Southold, NY 11971

  Nestled on .49 acre corner lot, this 2-bedroom, 1-bath home offers a thoughtful blend of comfort, charm, and modern updates. The heart of the home is the large kitchen, beautifully redone in 2018 with granite countertops, stainless steel appliances, a pantry, coffee bar, wine fridge, and a peninsula with seating that makes entertaining effortless. An open dining area flows naturally into the

  Erica Kelly Daniel Gale Sothebys Intl Rlty

  80 Clearview Ave W, Southold, NY 11971
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  /21

  $789,000

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  150 Goldin Ln, Southold, NY 11971

  Summer Cottage in Southold – Just steps from the Long Islands Sound. Experience quintessential North Fork living in this completely renovated charmer featuring 3-bedrooms, and 1-bathroom perfectly positioned just steps from the beach and minutes drive away from other local beaches. Offering unrivaled access to stunning sunsets and the coastal lifestyle, the cottage features warm wood-beamed

  Scott Bennett Douglas Elliman Real Estate

  150 Goldin Ln, Southold, NY 11971
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  /18

  $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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  /43

  $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. The property is graced by a pristine tidal lagoon, preserved and maintained by the Peconic Land Trust. The

  Melissa Principi Douglas Elliman Real Estate

  10947 N Bayview Rd, Southold, NY 11971
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  /22

  $1,250,000

  • 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 you're met with all-day sunshine, four legit bedrooms, 4.5 spa-like baths (sanitary system in place for 7 bedrooms), and a true chef's kitchen-with a 48" Sub Zero, Wolf double range + wall oven,

  Sheri Winter Parker Corcoran

  80 Deer Run, 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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  /28

  $2,400,000

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

  1955 Laurel Ave, Southold, NY 11971

  CONSTRUCTION COMPLETE! MOVE IN TODAY! 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

  Kristy Naddell Douglas Elliman Real Estate

  1955 Laurel 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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  /22

  $1,949,000

  • 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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  /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 newly construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate is move in ready with C/O in hand and spans 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

  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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  /10

  $399,000

  • Land
  • 7.13 Acres
  • $55,961 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. Fully deer fenced, irrigated by well

  Melissa Principi Douglas Elliman Real Estate

  1135 Boisseau Ave, Southold, NY 11971
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  /50

  $3,649,999

  • 4 Beds
  • 5.5 Baths
  • 6,366 Sq Ft

  465 Ripple Water Ln, Southold, NY 11971

  COME and see this floor plan before it is gone!!!! 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, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you're greeted by a custom landscape package

  Jerry Cibulski Century 21 Albertson Realty

  465 Ripple Water Ln, Southold, NY 11971
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  /38

  $1,675,000

  • 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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  /44

  $2,499,000

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

  285 Blue Marlin Dr, Southold, NY 11971

  BONUS: Upon request builder will include a custom built 12x12 pool shed with the same materials and style identical to the house. 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

  Connie Liappas Compass Greater NY LLC

  285 Blue Marlin Dr, 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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  /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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  /29

  $899,000 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
• 

  

  /22

  $2,195,000

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

  600 Glenn Rd, Southold, NY 11971

  Modern Luxury Waterfront Tree House - Nature Lovers’ Paradise on West Creek!Discover this stunning 4-bedroom, 5.5-bath waterfront featuring a Black Onyx saltwater pool and private dock on the highly sought-after West Creek.Step into the upper-level living area, where floor-to-ceiling views create a serene bird’s-eye perspective of lush trees and sparkling water—a true sanctuary for birds

  Cathleen Dolson Corcoran

  600 Glenn Rd, 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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