Homes for Sale in 11971

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  /42

  $4,299,000

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

  3525 Paradise Point Rd, Southold, NY 11971

  WELCOME TO PARADISE. Commanding 2.38 private acres on the bay in Southold’s coveted Paradise Point, this remarkable waterfront estate possesses the cinematic North Fork presence of a setting from Nelson DeMille’s Plum Island—dramatic, intriguing and entirely unforgettable. With approximately 97 feet of private beach, panoramic views toward Shelter Island and the estate-lined shoreline beyond,

  Nicholas Planamento William Raveis New York LLC

  3525 Paradise Point Rd, Southold, NY 11971
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  /36

  $1,100,000

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

  61341 Route 25, Southold, NY 11971

  Private Southold Retreat on 2.18 Acres- Tucked away at the end of a private lane in desirable North Fork location, this special property offers the perfect balance of privacy and convenience. Surrounded by preserved land, large properties and a horse property, the picturesque 2.18-acre setting provides a peaceful retreat while remaining just minutes from restaurants, marinas, shops, wineries,

  Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  61341 Route 25, Southold, NY 11971
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  /10

  $605,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2555 Youngs Ave Unit 11A, Southold, NY 11971

  Welcome to this corner residence at Founders Village, where easy, low-maintenance living meets the North Fork lifestyle.This 1,200-square-foot home offers 2 bedrooms, 2 full baths and a full basement, giving you valuable storage and extra space that can be hard to find when downsizing to condominium living.The corner location provides added green space on multiple sides, along

  

  Timothy O'Keefe

  Signature Premier Properties

  2555 Youngs Ave Unit 11A, Southold, NY 11971
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  /3

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 4,300 Sq Ft

  3995 Wells Ave, Southold, NY 11971

  Bring your vision to the waterfront in Southold. Set along a peaceful creek with direct water access, this fully gutted home offers a rare opportunity to create a custom North Fork retreat. A newly installed bulkhead and existing private dock provide the perfect setting for boating, fishing, kayaking and unforgettable days on the water. Renovate, redesign and make it your own—all just minutes

  James Bissett Hedgestone Commercial Rlty LLC

  3995 Wells Ave, Southold, NY 11971
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  /3

  $824,000

  • Land
  • 26,571 Sq Ft
  • $1,350,820 per Acre

  705 Wildberry Ln, Southold, NY 11971

  A rare opportunity to create a custom North Fork residence in desirable Wildberry Fields. This .61-acre level, wooded parcel is situated on a private 9-lot country road and backed by picturesque vineyards, offering beautiful vineyard views and a peaceful, private setting.Protective covenants help preserve the character and value of the community, requiring residences of more than 3,000

  Kim Pirreca BERKSHIRE HATHAWAY

  705 Wildberry Ln, Southold, NY 11971
• 

  

  /26

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  650 Greenfields Ln, Southold, NY 11971

  Welcome to 650 Greenfields Lane, an inviting ranch-style home on just shy an acre of property, nestled in the heart of Southold, NY. This charming residence offers three bedrooms, and two full bathrooms, which includes a primary en suite that overlooks the back yard. The home's cozy living room features a traditional fireplace, perfect for creating a warm and welcoming atmosphere. The eat-in

  Barbara Poliwoda Douglas Elliman Real Estate

  650 Greenfields Ln, Southold, NY 11971
• 

  

  /19

  $2,950,000

  • 4 Beds
  • 3.5 Baths
  • 4,241 Sq Ft

  9305 Soundview Ave, Southold, NY 11971

  Wake up to the salt air at your new coastal compound, a rare waterfront opportunity for those seeking something truly different. Unapologetically distinctive, this mid-century modern residence offers an extraordinary combination of waterfront, privacy, architectural character, and artistic location.Held in the same family for more than 50 years, the over 4000-square-foot home is set on two

  Thomas McCarthy Thomas J McCarthy Real Estate

  9305 Soundview Ave, Southold, NY 11971
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  /8

  $629,000

  • Land
  • 16,117 Sq Ft
  • $1,700,000 per Acre

  2560 Hyatt Rd, Southold, NY 11971

  Ideally Located Vacant Land. A Rare Opportunity to Create Your Own North Fork Retreat or Year-Round Home on Desirable Hyatt Road, a Quiet Setting Just Off Soundview Avenue in Southold. This Ideally Located Vacant Parcel is Just a Short Distance from Memorable McCabe’s Town Beach. The Lot is Reported to Include Coveted Deeded Rights to a Private Long Island Sound Beach. Enjoy the Tranquility of a

  Paul Loeb Douglas Elliman Real Estate

  2560 Hyatt Rd, Southold, NY 11971
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  /11

  $3,295,000

  New Construction Open House 10/03

  • 4 Beds
  • 4.5 Baths
  • 5,100 Sq Ft

  390 Wildberry Ln, Southold, NY 11971

  New Construction Luxury Southold Home underway set to be complete September 2026. Nestled in the prestigious Wildberry Fields, this new home blends coastal elegance with peaceful North Fork country living. Features 5,100 SF of living space on 3 levels with 4 Bedrooms and 4.5 Bathrooms plus a bonus room/office over your attached 3 car garage. This stunning home has everything including a Giant

  Shaun McQuilkin Migrate Realty LLC

  390 Wildberry Ln, Southold, NY 11971
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  /37

  $574,999

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  2600 Boisseau Ave, Southold, NY 11971

  Welcome to 2600 Boisseau Avenue, the best deal in all of Southold. This well-maintained 3-bedroom, 1-bath ranch situated on a spacious .39-acre property in the heart of the North Fork will not disappoint. Offering comfortable single-level living with plenty of potential, this home is a wonderful opportunity to enjoy everything the Southold lifestyle has to offer. Inside, you'll find a functional

  Zachary Scher Signature Premier Properties

  2600 Boisseau Ave, Southold, NY 11971
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  /11

  $550,000

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

  2555 Youngs Ave Unit 3C, Southold, NY 11971

  Unit 3C offers a rare opportunity to create something truly your own. This 2-bedroom, 2-bath condo is ready for a new vision and offers the perfect blank canvas for buyers who would rather customize than compromise. There is tremendous potential to thoughtfully update the home to your style, selecting the finishes, fixtures, colors, and details you actually want along the way. The unfinished

  Thomas McCarthy Thomas J McCarthy Real Estate

  2555 Youngs Ave Unit 3C, Southold, NY 11971
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  /28

  $2,200,000

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

  225 Lakeside Dr S, Southold, NY 11971

  Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two

  Mariah Mills Daniel Gale Sothebys Intl Rlty

  225 Lakeside Dr S, Southold, NY 11971
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  /33

  $1,277,000

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

  1025 Seawood Dr, Southold, NY 11971

  Welcome to 1025 Seawood Drive, where space, comfort, and the North Fork lifestyle come together beautifully!Experience the relaxed sophistication of North Fork living in this beautifully, maintained, move-in-ready 4 bedroom, 3.5 bath Colonial in the heart of Southold. Filled with natural light and designed for modern living this home features 9' ceilings, hardwood floors and an easy-flowing

  Clorinda Tagios Douglas Elliman Real Estate

  1025 Seawood Dr, Southold, NY 11971
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  /44

  $2,695,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  2850 Main Bayview Rd, Southold, NY 11971

  Set on five bucolic acres, this property perfectly captures the pastoral character that defines the region at its best. Mature trees frame the entrance, and split-rail fencing lines the property, offering a sense of privacy and openness rarely found so close to everything the North Fork has to offer. The three-bedroom, two-bathroom farmhouse is complemented by a large barn, currently outfitted

  Bridget Elkin Compass Greater NY LLC

  2850 Main Bayview Rd, Southold, NY 11971
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  /44

  $939,000

  • 3 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  595 Greenfields Ln, Southold, NY 11971

  Location!Location!Location! Some homes are beautiful, others are truly one of a kind. 595 Greenfields Lane is both! Set on nearly 1 acre of meticulously landscaped property on a quiet dead end street, this exceptional custom built home is located just moments away from the historic village of Southold and the very best of the North Fork! Just a mile from the beach and steps away from Long

  Giuseppe Pinello Exit Realty Achieve

  595 Greenfields Ln, Southold, NY 11971
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  /3

  $699,000

  • Land
  • 32,670 Sq Ft
  • $932,000 per Acre

  49295 Route 25, Southold, NY 11971

  High-Visibility Commercial Land in Southold. Rare opportunity to acquire a highly visible vacant parcel along main road in Southold Town. Zoned "General Business", the property offers a wide range of potential uses and flexibility for an owner-user, investor, or contractor. Permitted uses include retail and wholesale businesses, convenience store, contractor-related uses, storage, and residential

  Melissa Principi Douglas Elliman Real Estate

  49295 Route 25, Southold, NY 11971
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  /33

  $2,895,000

  • 5 Beds
  • 5.5 Baths
  • 3,240 Sq Ft

  1135 Wildberry Ln, Southold, NY 11971

  North Fork living, refined. Welcome to Wildberry. Your newly constructed dream home, where design, light, and landscape converge - set against sweeping, vineyard views and crafted for effortless indoor-outdoor living. From the moment you enter, the home reveals a quiet sophistication, with natural light pouring through thoughtfully placed openings, creating a sense of calm and connection to its

  Melissa Principi Douglas Elliman Real Estate

  1135 Wildberry Ln, Southold, NY 11971
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  /41

  $969,000

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

  270 Opechee Ave, Southold, NY 11971

  Welcome to North Fork living! Nestled in the desirable, private beach community of Laughing Water, this charming 3-bedroom, 2-bath Ranch sits on a 0.38-acre lot.Inside, enjoy hardwood floors throughout the living and dining areas, along with a newly updated kitchen featuring new appliances, a center island, and generous storage. A 10’ x 13’ screened-in porch provides the perfect

  Patricia Shackel Douglas Elliman Real Estate

  270 Opechee Ave, Southold, NY 11971
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  /48

  $2,595,000

  $300K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  21515 Soundview Ave, Southold, NY 11971

  Life on the North Fork doesn't get better than this! Set along the Long Island Sound in one of Southold's most desirable locations, this chic waterfront escape offers sweeping water views, sensational sunsets, and effortless coastal living. Renovated in 2016 and completely move-in ready, the home blends sophisticated style with relaxed comfort, creating the perfect setting for both entertaining

  Kristy Naddell Douglas Elliman Real Estate

  21515 Soundview Ave, Southold, NY 11971
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  /45

  $3,675,000

  New Construction

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

  150 Deer Run, Southold, NY 11971

  Gorgeous estate-like Nantucket shingle home to be completed early August with time to enjoy summer of 2026 and the Fall Harvest Season on the North Fork! Seller will consider owner financing.Designed by the renowned firm of Nelson and Pope utilizing steel beam construction throughout and Benjamin Obdyke Hydrogap house wrap, the home features solid white oak hardwood floors, as well as

  Jeffrey Mead Corcoran

  150 Deer Run, Southold, NY 11971
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  /33

  $2,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  605 Cedar Dr, Southold, NY 11971

  This charming cedar shingle Cape has been expanded and completely renovated, resulting in a home that exudes a timeless sense of place across three full floors of living space. With five bedrooms and four bathrooms, the home expands comfortably for guests yet feels equally intimate for smaller gatherings, striking a perfect balance for those looking to host but also enjoy a refined and

  Bridget Elkin Compass Greater NY LLC

  605 Cedar Dr, Southold, NY 11971
• 

  

  /17

  $795,000

  • Land
  • 5,227 Sq Ft
  • $6,625,000 per Acre

  55915 County Road 48, Greenport, NY 11944

  Life's better on the sound! This sound-front lot boasts 50’ of waterfront and approved plans for a 3-bedroom, 2-bath home. Imagine mornings on the porch, afternoons on the water, and evenings with a front-row seat to the most spectacular sunsets around. Whether you're building your forever home, a weekend retreat, or an investment property, this lot is ready when you are and offers the best of

  Sheri Winter Parker Corcoran

  55915 County Road 48, Greenport, NY 11944
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  /27

  $2,650,000

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

  195 Williamsburgh Dr, Southold, NY 11971

  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 frontage, you get a brand-new bulkhead, your own boat ramp, and instant access to the bay. With 4 bedrooms and 3.5 baths, including both a first-floor primary ensuite and a second-floor primary suite, there's room for everyone to spread out in style. Two mahogany

  Sheri Winter Parker Corcoran

  195 Williamsburgh Dr, Southold, NY 11971
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  /18

  $650,000

  • Land
  • 40,162 Sq Ft
  • $704,989 per Acre

  420 Lake Dr, Southold, NY 11971

  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 capture it and create your safe haven, your wellness retreat. This is what the doctor ordered! Steps from Little Fish and Kenney's and McCabe Beaches. Hurry up, this one is going to go fast!

  Sheri Winter Parker Corcoran

  420 Lake Dr, Southold, NY 11971
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  /44

  $1,999,999

  $150K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,367 Sq Ft

  2245 Little Peconic Bay Ln, Southold, NY 11971

  Rarely does a Southold waterfront property offer such a compellingcombination of privacy, direct bay access, and expansive water views.Set on a protected inlet with a permitted dock and kayak launch, thisthree-bedroom, three-bath home is designed around its extraordinarysetting. Sun-filled rooms open to a supersized waterfront deck, with achef's kitchen with soapstone

  Andrea Parks Douglas Elliman Real Estate

  2245 Little Peconic Bay Ln, Southold, NY 11971
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  /36

  $1,299,000

  $86K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  4408 Old North Rd, Southold, NY 11971

  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 timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half

  Kristy Naddell Douglas Elliman Real Estate

  4408 Old North Rd, Southold, NY 11971
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  /42

  $1,299,000

  • 4 Beds
  • 3 Baths
  • 2,240 Sq Ft

  1075 Ships Dr, Southold, NY 11971

  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 bath Center Hall Colonial combines timeless design, thoughtful updates, and an exceptional location near Southold's most sought-after waterfront destinations. A welcoming portico leads into a home with wood floors throughout. The

  Joshua Whalley Douglas Elliman Real Estate

  1075 Ships Dr, Southold, NY 11971
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  /14

  $999,000

  $101K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  136 Bayview Ave, Southold, NY 11971

  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. Located on a dead-end street on Hashamomuck Pond, this home offers a private dock, 2 bedrooms, warm oak floors, spacious living room, and waterfront views galore. Enjoy boating, kayaking, paddleboarding, fishing, and swimming

  

  Joseph Nina

  Douglas Elliman Real Estate

  136 Bayview Ave, Southold, NY 11971
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  /17

  $789,900

  Open Sat 11AM - 1PM $29K PRICE DROP

  • 3 Beds
  • 1 Bath

  725 Peconic Ln, Peconic, NY 11958

  Fall is just around the corner!Don’t miss your chance to own a home in the heart of Wine Country and experience the beauty and fun of farm country right outside your door!Imagine apple picking, pumpkin picking, fresh pies, local fruit stands, beautiful farms, vineyards, and so much more.**People drive for miles to visit this beautiful destination—you could have the opportunity to live

  Savita Ramphal Island Group Realty Inc

  725 Peconic Ln, Peconic, NY 11958
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  /38

  $1,599,000

  New Construction $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,668 Sq Ft

  1700 Smith Dr S, Southold, NY 11971

  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 coastal elegance, this residence blends quality craftsmanship, open-concept living, and effortless indoor-outdoor flow. The main living area is filled with natural light and showcases spacious interiors, elevated finishes, and a

  Kristy Naddell Douglas Elliman Real Estate

  1700 Smith Dr S, Southold, NY 11971
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  /43

  $1,849,000

  $76K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,850 Sq Ft

  2100 Glenn Rd, Southold, NY 11971

  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 lifestyle. Situated on more than two-thirds of an acre, this contemporary home features modern lines, abundant natural light, and a stunning yard ideal for outdoor entertaining. Upon arrival, you are welcomed by a spacious driveway

  Alexis Meadows Compass Greater NY LLC

  2100 Glenn Rd, Southold, NY 11971
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  /42

  $2,650,000

  Open Sun 1PM - 3PM

  • 6 Beds
  • 5.5 Baths
  • 5,111 Sq Ft

  47100 Route 25, Southold, NY 11971

  A striking blend of authentic farmhouse architecture and modern design as realized by FHS Interiors, this beautifully renovated Southold home with gunite pool and spa offers exceptional style and comfort on a half-acre parcel in the heart of the North Fork. Wrapped in a dramatic charcoal exterior and welcoming covered porch, the home immediately sets itself apart with timeless curb appeal and

  Edmond Zenuni Saunders & Associates

  47100 Route 25, Southold, NY 11971
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  /48

  $2,899,000

  • 4 Beds
  • 3 Baths
  • 2,351 Sq Ft

  405 Williamsburgh Dr, Southold, NY 11971

  Scandinavian Chic Waterfront Masterpiece with Panoramic Water Views | Southold Built in 2022 with exceptional craftsmanship and professionally curated interiors, this breathtaking waterfront residence blends Scandinavian chic design with warm modern coastal luxury. Set on .35 acres with direct water access, the home features 4 bedrooms, 3 full baths, 2,351 square feet of beautifully designed

  

  Laura Cochran

  BERKSHIRE HATHAWAY

  405 Williamsburgh Dr, Southold, NY 11971
• 

  

  /15

  $699,000

  • 3 Beds
  • 1 Bath

  430 Grove Rd, Southold, NY 11971

  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 and country tranquility at 430 Grove Road, ideally located in the heart of Southold on the beautiful North Fork of Long Island—where vineyards, farms, and waterfront serenity define the lifestyle.This inviting

  Karyn Flores Compass Greater NY LLC

  430 Grove Rd, Southold, NY 11971
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  /9

  $3,695,000

  $305K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,496 Sq Ft

  1480 Old Wood Path, Southold, NY 11971

  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 with meaningful upside. The existing three-bedroom, four-bath home offers a solid foundation for renovation or expansion, allowing a new owner to tailor the property to their vision.The grounds are equally compelling. A

  Bridget Elkin Compass Greater NY LLC

  1480 Old Wood Path, Southold, NY 11971
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  /40

  $1,249,000

  $46K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 2,000 Sq Ft

  1220 Youngs Ave, Southold, NY 11971

  It's time to put your money in Real Estate! Here's a property that is in prime condition and generates an income plus appreciation! 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, updated eat-in kitchen, spacious living room, bathroom, window air-conditioners, with lots of natural light

  Lee Beninati Beninati Associates

  1220 Youngs Ave, Southold, NY 11971
• 

  

  /21

  $1,150,000

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  380 Clark Rd, Southold, NY 11971

  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 potential, this turn key home captures the easygoing lifestyle that makes the North Fork so desirable. Natural light pours throughout the home, creating bright, cheerful interiors and a warm, welcoming feel from the moment you arrive.

  Susan Orioli Engel & Volkers North Fork

  380 Clark Rd, Southold, NY 11971
• 

  

  /23

  $1,445,000

  $150K PRICE DROP

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

  2015 Kenneys Rd, Southold, NY 11971

  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. This traditional-style home is built with meticulous attention to detail and quality craftsmanship. Upon entering, you are greeted by a cathedral ceiling that highlights a stunning stone staircase with iron railings. The spacious

  Alexis Meadows Compass Greater NY LLC

  2015 Kenneys Rd, Southold, NY 11971
• 

  

  /39

  $5,995,000

  $555K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,500 Sq Ft

  920 Cedar Point Dr E, Southold, NY 11971

  Welcome to 920 Cedar Point E in Southold, a spectacular 1.4-acre waterfront estate overlooking one of the most breathtaking stretches of the Peconic Bay, complete with a private deeded dock slip just steps from the property. Featuring 200 feet of pristine sugar-sand beachfront, this exceptional setting offers privacy, serenity, all-day sunshine, and the gentle prevailing southwest breezes for

  William Mcintosh Daniel Gale Sothebys Intl Rlty

  920 Cedar Point Dr E, Southold, NY 11971
• 

  

  /25

  $1,549,999

  $50K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,200 Sq Ft

  3715 Hortons Ln, Southold, NY 11971

  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 quartz countertops, Stainless Steel Appliances, built in Wine Cooler, New Windows throughout, New Interior Doors, New Exterior Doors, Custom Closets, New flooring, updated Designer Baths, New Boiler, New Well Pump, New Hot Water

  Arelis Olivieri RIN

  3715 Hortons Ln, Southold, NY 11971

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