Newest Homes for Sale in Southold, NY

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  /34

  $3,100,000

  Coming Soon

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

  3651 Soundview Ave, Peconic, NY 11958

  Charming updated Soundfront beach house! This home is what dreams are made of. Steps away is a plush, powder white sandy path leading to a serene private beach where panoramic vistas and mesmerizing sunsets will sweep you off your feet. Offering approximately 1,600 sq. ft. of living space, the first level boasts an eat-in-kitchen, living room with fireplace to cozy up to during those brisk fall

  Nicholas Liappas Compass Greater NY LLC

  3651 Soundview Ave, Peconic, NY 11958
• 

  

  

  /39

  $3,300,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 3,028 Sq Ft

  3645 Soundview Ave, Peconic, NY 11958

  North Fork retreat! A powder white sandy path leads to a gorgeous private beach while incredible sparkling Sound views, sunsets, privacy and lush greenery set this property apart. Enjoy water views from the open concept main level and the expansive 800+ sq. ft. rear deck - perfect for lounging, al fresco dining and taking in the fresh sea air. With over 3,000 sq. ft. of living space and an

  Nicholas Liappas Compass Greater NY LLC

  3645 Soundview Ave, Peconic, NY 11958
• 

  

  

  /11

  $3,295,000

  New Construction Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 5,000 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 5,000 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
• 

  

  

  /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
• 

  

  /26

  $925,000

  • 2 Beds
  • 1 Bath
  • 1,054 Sq Ft

  1320 Arshamomaque Ave, Southold, NY 11971

  If the perfect North Fork cottage exists, you have just found it.Timeless, elegant, and rich in character, this thoughtfully crafted home offers a rare opportunity to own a piece of Southold history.Set within Beixedon Estates, an exclusive private enclave and beautiful waterfront community discretely set between Greenport and Southold, the property enjoys an exceptional location

  Kieran Collings Douglas Elliman Real Estate

  1320 Arshamomaque Ave, Southold, NY 11971
• 

  

  /26

  $2,695,000

  • 3 Beds
  • 2 Baths
  • 2,050 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
• 

  

  /44

  $939,000

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

  595 Greenfields Ln, Southold, NY 11971

  Some homes are beautiful, others are truly one of a kind. 595 Greenfields Lane is both! Set on nearly an 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! Built by the homeowner with an uncompromising commitment to quality and craftsmanship,

  Giuseppe Pinello Exit Realty Achieve

  595 Greenfields Ln, Southold, NY 11971
• 

  

  /44

  $2,795,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,327 Sq Ft

  1475 Laurel Ave, Southold, NY 11971

  The Laurel Collection by MarrCon is an exclusive enclave of eight newly constructed luxury homes ideally located in the heart of Southold. With only 3 residences remaining, this limited offering presents a rare opportunity to enjoy exceptional new construction in one of the North Fork’s most desirable locations. 1475 Laurel Avenue showcases The Laurel Model, the largest model within the

  Kristy Naddell Douglas Elliman Real Estate

  1475 Laurel Ave, Southold, NY 11971
• 

  

  /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
• 

  

  /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
• 

  

  /22

  $949,000

  • 3 Beds
  • 1.5 Baths
  • 2,350 Sq Ft

  155 2nd Ave, Peconic, NY 11958

  North Fork Coastal Living by the Sound. Welcome to 155 Second Avenue, located in the charming hamlet of Peconic. The beach retreat you've been looking for, just 500 feet from both private and town beach access at Goldsmiths Inlet Beach. Custom built in 2005 by the current owner, this thoughtfully constructed beach home reflects true pride of ownership. Featuring open-concept living, dining, and

  Melissa Principi Douglas Elliman Real Estate

  155 2nd Ave, Peconic, NY 11958
• 

  /2

  $799,000

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  36595 County Road 48, Peconic, NY 11958

  Lovely 4 bedroom, 2bath Ranch homelg living room, dining rm and new kitchen 2years ago.Excellent investment property. Surrounded by quite farm field.

  Donna Fakiris Modern Age Realty Group LLC

  36595 County Road 48, Peconic, NY 11958
• 

  

  /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 three-season

  Patricia Shackel Douglas Elliman Real Estate

  270 Opechee Ave, Southold, NY 11971
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  /48

  $2,895,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /20

  $1,375,000

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  1050 Bayview Ave, Southold, NY 11971

  Perfectly positioned between Greenport and Southold, this classic cedar-shingled Cape offers an easygoing North Fork lifestyle with beaches, restaurants, and village amenities just minutes away. Inside, the first-floor open plan is anchored by a fireplace and a large kitchen flooded with natural light. Multiple sliding doors lead to a generous wraparound deck, outfitted for dining, lounging, and

  Eric Elkin Compass Greater NY LLC

  1050 Bayview Ave, Southold, NY 11971
• 

  

  /44

  $2,150,000

  • 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 compelling combination of privacy, direct bay access, and expansive water views. Set on a protected inlet with a permitted dock and kayak launch, this three-bedroom, three-bath home is designed around its extraordinary setting. Sun-filled rooms open to a supersized waterfront deck, with a chef’s kitchen featuring soapstone countertops, a

  Andrea Parks Douglas Elliman Real Estate

  2245 Little Peconic Bay Ln, Southold, NY 11971
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  /43

  $1,475,000

  $70K PRICE DROP

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

  425 Maple Ln, Southold, NY 11971

  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 Style residence offers 4 bedrooms, 3.5 baths, timeless architectural character, exceptional private outdoor living, and a truly special North Fork lifestyle. Beautifully landscaped with specimen plantings, the property is designed

  Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  425 Maple Ln, Southold, NY 11971
• 

  

  /36

  $1,385,000

  • 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
• 

  

  /23

  $1,250,000

  • 6 Beds
  • 3 Baths
  • 3,093 Sq Ft

  13675 Main Bayview Rd, Southold, NY 11971

  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 charm, character, and even its own secret garden. With 6 bedrooms and 3 bathrooms, there's plenty of room for everyone, plus multiple living spaces, cozy sitting rooms, a dining area made for gathering, an open kitchen, laundry room,

  Sheri Winter Parker Corcoran

  13675 Main Bayview Rd, Southold, NY 11971
• 

  

  /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
• 

  

  /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
• 

  

  /17

  $799,999

  Open Sat 12PM - 2PM $19K PRICE DROP

  • 3 Beds
  • 1 Bath

  725 Peconic Ln, Peconic, NY 11958

  Welcome to the Heart of North Fork Wine Country! Experience the perfect blend of peace, comfort, and convenience in one of Eastern Long Island’s most sought-after destinations. Nestled on a quiet street surrounded by picturesque vineyards, this charming 3-bedroom, 1-bath home with brand-new stainless-steel appliances features a garage and full basement, offering plenty of space for everyday

  Savita Ramphal Island Group Realty Inc

  725 Peconic Ln, Peconic, NY 11958
• 

  

  /34

  $1,495,000

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

  1195 Goose Creek Ln, Southold, NY 11971

  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 offers the perfect blend of charm, privacy, and North Fork living. The first floor features an open, sun filled layout highlighted by a spacious living room with a wood burning stove, a bright and airy kitchen with an expansive

  Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  1195 Goose Creek Ln, Southold, NY 11971
• 

  

  /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
• 

  

  /41

  $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
• 

  

  /42

  $2,650,000

  • 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
• 

  

  /27

  $935,000

  $215K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  100 Bayberry Ln, Southold, NY 11971

  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 inside and out, the home feels crisp and modern, anchored by a stunning living room featuring cathedral ceilings, a cozy wood-burning fireplace, and oversized windows that flood the space with natural light.The layout is

  Diane Mollica Compass Greater NY LLC

  100 Bayberry Ln, Southold, NY 11971
• 

  

  /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 3-bedroom, 1-bath

  Karyn Flores Compass Greater NY LLC

  430 Grove Rd, Southold, NY 11971
• 

  

  /9

  $4,000,000

  • 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 tennis

  Bridget Elkin Compass Greater NY LLC

  1480 Old Wood Path, Southold, NY 11971
• 

  

  /40

  $1,295,000

  • 2 Beds
  • 1 Bath
  • 2,000 Sq Ft

  1220 Youngs Ave, Southold, NY 11971

  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, updated eat-in kitchen, spacious living room, bathroom, window air-conditioners, with lots of natural light coming from widows on all sides of the house. In addition, there is a beautiful two-story, 1,100 square foot,

  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
• 

  

  /33

  $1,495,000

  $100K 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

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