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Southold, NY Homes for Sale

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  • /34

    $1,499,000

    Open Sat 1PM - 2:30PM $251K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,911 Sq Ft

    56861 Private Rd B (Main), Southold, NY 11971

    Tucked away on a private road in the heart of historic Southold, this light-filled coastal home offers a rare combination of privacy, convenience, and North Fork charm. Surrounded by peaceful farm frontage and mature landscaping, this tranquil retreat is just off the North Fork Wine Trail and moments to town and private Peconic Bay and Long Island Sound beaches. Its setting captures the very best

    Agent Photo

    Regan Battuello

    The Agency Northshore NY

    (934) 200-4963

    56861 Private Rd B (Main), Southold, NY 11971
  • /41

    $7,450,000

    $750K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,627 Sq Ft

    1750 Hobart Rd, Southold, NY 11971

    Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly oriented West on Town Creek. Featuring 160’ of waterfront and expansive views of Peconic Bay, it includes a private 6 x 20' dock and an 82’ Trex catwalk. Constructed with every attention to detail, the home includes maximum

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 529-1381

    1750 Hobart Rd, Southold, NY 11971
  • /21

    $989,000

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

    2070 Cedar Dr, Southold, NY 11971

    2070 Cedar Drive offers the kind of North Fork lifestyle buyers search for but rarely find — a welcoming home in a peaceful setting. There’s a sandy neighborhood beach right across the street and it’s positioned near other beaches, marinas, and North Fork vineyards. Located in a highly desirable Southold waterfront enclave, the property presents a compelling opportunity for both lifestyle buyers

    Agent Photo

    Dawn Watson

    Serhant East End LLC

    (631) 400-3460

    2070 Cedar Dr, Southold, NY 11971
  • /49

    $1,899,000

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

    25 Lighthouse Rd, Southold, NY 11971

    Tucked at the end of a long, private drive on one of Southold’s historic streets, this custom-built, designer's own Nantucket-style home delivers 3,800 square feet of luxury on just under an acre of manicured gardens. Minutes from both the Sound and Peconic Bay, plus the restaurants, wineries, and village charm that make North Fork living feel like a permanent vacation. Step onto the mahogany

    Agent Photo

    Janet Bidwell

    Douglas Elliman Real Estate

    (631) 250-8126

    25 Lighthouse Rd, 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

    Agent Photo

    Laura Cochran

    BERKSHIRE HATHAWAY

    (631) 825-7401

    405 Williamsburgh Dr, Southold, NY 11971
  • /19

    $239,000

    • 1 Bath
    • 250 Sq Ft

    52325 County Road 48 Unit 31, Southold, NY 11971

    Seasonal Condo Near a Memorable Long Island Sound Beach (Town Beach). Studio Apartment with Efficiency Kitchen and is Located on the 2nd Floor. The Condo Offers a Community Room, Lawn with BBQ Area, Laundry, Off Street Parking, Boat Storage, Beach Storage. Electric, Water, Cable and Sewer/Cesspool included in Common Charge of $253 Monthly. SEASONAL CONDO OPEN APRIL TO NOVEMBER. NOT YEAR ROUND.

    Paul Loeb Douglas Elliman Real Estate

    52325 County Road 48 Unit 31, Southold, NY 11971
  • /4

    $1,600,000

    • Land
    • 2 Acres
    • $800,000 per Acre

    55975 Route 25, Southold, NY 11971

    2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center Of Hamlet! Commercial Listing MLS# 3530579

    Colin McCarthy Thomas J McCarthy Real Estate

    55975 Route 25, Southold, NY 11971
  • /35

    $1,835,000

    $60K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,800 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 with deeded beach rights and offering 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

    Kristy Naddell Douglas Elliman Real Estate

    1020 Ruch Ln, Southold, NY 11971
  • /25

    $2,799,000

    New Construction $200K PRICE DROP
    • 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
  • /27

    $1,150,000

    Open Sat 10AM - 12PM
    • 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 designed

    Diane Mollica Compass Greater NY LLC

    100 Bayberry Ln, Southold, NY 11971
  • /3

    $1,400,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,215 Sq Ft

    500 Summer Ln, Southold, NY 11971

    The classic North Fork lifestyle you have been waiting for has finally arrived. Nestled in a quiet Southold neighborhood, 500 Summer Lane offers the rare opportunity to create a retreat just moments from the beaches, vineyards, and beloved local destinations that define the North Fork. Here, tranquility meets convenience—you’re never far from the shoreline or the vibrant heartbeat of the

    Catherine Flood Compass Greater NY LLC

    500 Summer Ln, Southold, NY 11971
  • /46

    $3,695,000

    New Construction Open Sat 10:30AM - 12:30PM $130K PRICE DROP
    • 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 utilizing steel beam construction throughout and Benjamin Obdyke Hydrogap house wrap, the home features solid white oak hardwood floors, as well as many custom details including maple cabinetry and vanities, Marvin Elevate windows, sliding and French doors, mahogany

    Jeffrey Mead Corcoran

    150 Deer Run, Southold, NY 11971
  • /5

    $799,000

    • Land
    • 2.29 Acres
    • $348,908 per Acre

    1350 Hortons Ln, Southold, NY 11971

    Discover The Perfect Canvas For Your Dream Estate On This Expansive 2+ Acre Lot, Offering The Ideal Balance Of Privacy And Convenience. Nestled In A Serene Setting, Yet Just Moments Away From The Vibrant Town Life, You’ll Be Close To Fine Dining, Shopping, And Everything The North Fork Has To Offer. This Unique Parcel Comes With Suffolk County Health Department Approval For An 8-Bedroom

    Thomas McCarthy Thomas J McCarthy Real Estate

    1350 Hortons Ln, Southold, NY 11971
  • /25

    $1,299,999

    • 4 Beds
    • 2 Baths
    • 1,576 Sq Ft

    52755 Soundview Ave, Southold, NY 11971

    Welcome to this One-of-a-Kind 4-Bedroom, Custom Built Colonial, Beachfront Property, ideally located on the North Fork of Long Island along the Beautiful LONG ISLAND SOUND! True Meaning of LOCATION! This Spectacular Waterfront Home offers Breathtaking Panoramic Views, Direct Beach Access (Southold Beach), and the Perfect Blend of Privacy and Coastal Charm. Wake up to Stunning Sunrises and the

    Argie Karavas BERKSHIRE HATHAWAY

    52755 Soundview Ave, Southold, NY 11971
  • /5

    $1,399,000

    $100K PRICE DROP
    • Land
    • 4.24 Acres
    • $329,953 per Acre

    18365 County Road 48, Southold, NY 11935

    Motivated Seller! Opportunity to own 4+ acres of buildable vacant land in the heart of Cutchogue on Long Island’s scenic North Fork. Water, electric, and natural gas connections are available at the street, making this an ideal site to build your dream home, private retreat, or investment property. Enjoy a peaceful setting surrounded by vineyards, farm stands, and open farmland, while being just

    Michael Graziose Redfin Real Estate

    18365 County Road 48, Southold, NY 11935
  • /50

    $1,249,000

    Open Sat 11AM - 1PM $350K PRICE DROP
    • 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
  • /22

    $939,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    6625 Hortons Ln, Southold, NY 11971

    A beautiful and lovingly-maintained ranch with a front porch, set on a corner lot, offers a serene, country setting. Home features a primary bedroom ensuite, plus 2 comfortably-sized bedrooms, 2 full bathrooms and a bright, newly-renovated eat-in kitchen with French doors leading to a picturesque, level backyard with a patio. A spacious living room and family room with a brick, wood burning

    Detra Sarris Signature Premier Properties

    6625 Hortons Ln, Southold, NY 11971
  • /30

    $1,099,000

    $76K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    5045 Main Bayview Rd, Southold, NY 11971

    Welcome to this charming residence nestled in the heart of Southold. This gem boasts 4 spacious bedrooms, 2 full bathrooms, along with an additional half bath for your convenience. Step inside to be greeted by a formal dining room, perfect for hosting memorable gatherings. The primary bathroom offers a private sanctuary, while the walk-through kitchen is equipped with stainless steel appliances

    Peter Halpin Douglas Elliman Real Estate

    5045 Main Bayview Rd, Southold, NY 11971
  • /21

    $1,150,000

    Open Sun 1PM - 2:30PM
    • 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
  • /15

    $1,499,000

    $2M PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,900 Sq Ft

    535 Bay Home Rd, Southold, NY 11971

    Waterfront Opportunity on Bay Home Road. 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

    Kim Pirreca BERKSHIRE HATHAWAY

    535 Bay Home Rd, Southold, NY 11971
  • /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
  • /31

    $2,795,000

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

    1475 Laurel Ave, Southold, NY 11971

    Welcome to the Laurel Collection by Marrcon. New Luxury Construction located in the heart of the North Fork's Town of Southold. This home is situated on .80 acres & boasts 4,327 SF of living space with 4 bedrooms and 4.5 baths and combines clean lines of modern design with the allure of North Fork chic. This home comes with Authentic Western Red Cedar Shingle siding and a stucco accented stair

    Kristy Naddell Douglas Elliman Real Estate

    1475 Laurel Ave, Southold, NY 11971
  • /39

    $1,200,000

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

    3475 Oaklawn Ave, Southold, NY 11971

    Circa-1909 Cozy Farmhouse Near the Water & Southold Village Welcome to 3475 Oaklawn Road, Southold, a circa-1909 farmhouse rich in warmth, character, and North Fork authenticity. This charming home, situated on a 1/2 acre, captures the essence of early-20th-century farmhouse living, offering a cozy, inviting atmosphere paired with thoughtful functionality and future potential. The residence

    Trish Bergin Signature Premier Properties

    3475 Oaklawn Ave, Southold, NY 11971
  • /24

    $1,299,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    250 Paradise Point Rd, Southold, NY 11971

    Welcome to 250 Paradise Point Rd, Southold NY, a beautiful ranch-style home complete with an in-ground pool is nestled in a serene location, just a stone's throw away from Cedar Beach. This spacious home boasts four bedrooms, two of which are en suites with full bathrooms, ensuring ample space and privacy for everyone. The heart of the home is the cozy family room, complete with a fireplace and

    Barbara Poliwoda Douglas Elliman Real Estate

    250 Paradise Point Rd, Southold, NY 11971
  • /25

    $1,599,999

    • 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
  • /7

    $150,000

    • 1 Bath
    • 230 Sq Ft

    52325 County Road 48 Unit 8, Southold, NY 11971

    Waterfront Studio Condo in Southold property features living room / kitchen combo with 1 Queen Size bed and 2 pull out trundle beds which can become 1 full size bed. outdoor area includes boat storage for small fee BBQ area on grounds free laundry room. Rentals are permitted can be rented seasonally if desired.Low property taxes and low common charges which include all utilities.Seasonal

    Peter Vekiarellis ERealty Advisors Inc

    52325 County Road 48 Unit 8, Southold, NY 11971
  • /36

    $4,900,000

    $1M PRICE DROP
    • Land
    • 51 Acres
    • $96,078 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 acres,

    Susan Orioli Engel & Volkers North Fork

    44075 Route 25, Peconic, NY 11958
  • /14

    $600,000

    Open Sat 4PM - 6PM
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    6900 Main Bayview Rd, Southold, NY 11971

    Ranch Style Home. This Home Features 2 Bedrooms, Full Bath, Dining Area, Eat In Kitchen & 2 Car Garage. Centrally Located To All. Don't Miss This Opportunity!

    Todd Yovino Island Advantage Realty LLC

    6900 Main Bayview Rd, Southold, NY 11971
  • /25

    $2,399,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    470 Goose Creek Ln, Southold, NY 11971

    Waterfront living designed for effortless coastal comfort. Ideally located just moments from one of Southold’s premier beaches, this updated 3-bedroom, 2-bath contemporary home offers wide-open water views, beautiful sunrises and sunsets, and a seamless indoor–outdoor flow. The light-filled main level features a newly built modern kitchen that opens directly to the outdoor entertaining area,

    Thomas McCarthy Thomas J McCarthy Real Estate

    470 Goose Creek Ln, Southold, NY 11971
  • /2

    $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. A newly constructed residence where design, light, and landscape converge - set against sweeping, sunset 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
  • /26

    $1,299,999

    Open Sun 11:30AM - 1PM $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,584 Sq Ft

    75 Birch Rd, Southold, NY 11971

    Tucked away on a beautifully landscaped property, this 2022 built 4 bedroom, 3.5 bath residence offers the perfect blend of modern construction, thoughtful design, and effortless North Fork charm. From the moment you arrive, the inviting front porch, complete with a classic swing, sets the tone for relaxed living. Inside, the home is thoughtfully designed with a seamless flow, anchored by a

    Susan Orioli Engel & Volkers North Fork

    75 Birch Rd, Southold, NY 11971
  • /44

    $3,450,000

    • 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. Set

    Kristy Naddell Douglas Elliman Real Estate

    790 N Sea Dr, 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
  • /20

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    445 Budds Pond Rd, Southold, NY 11971

    This light and bright three-bedroom, three-bath home in Willow Point has been thoughtfully cared for by its original owner since being built in 2003. Located just a few hundred yards from a sandy bay beach and featuring a privately owned deeded boat slip, the property offers meaningful water access rarely found at this price point. With its comfort, convenience, and true North Fork lifestyle

    Bridget Elkin Compass Greater NY LLC

    445 Budds Pond Rd, Southold, NY 11971
  • /6

    $1,799,000

    • Land
    • 8.65 Acres
    • $207,977 per Acre

    420 Leon Rd, Southold, NY 11971

    Calling all builders and investors! Beautiful 8.65 acres of cleared, leveled land in Southold Town. This parcel is zoned R-80, (2 Acre zoning) and has 250' of frontage on Sound Avenue (North Road) and access from adjacent Leon Road. Sellers will not consider offers "subject to" any permits or approvals.

    Melissa Principi Douglas Elliman Real Estate

    420 Leon Rd, Southold, NY 11971
  • /25

    $2,495,000

    $255K PRICE DROP
    • 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
  • /19

    $1,699,000

    Open Sat 11AM - 1PM
    • 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
  • /6

    $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
  • /7

    $499,000

    • Land
    • 16,552 Sq Ft
    • $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
  • /43

    $4,250,000

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

    56875 Route 48, Southold, NY 11971

    Exceptional soundfront offering combining a beautifully maintained waterfront residence with a rare, separately buildable adjacent lot—creating a unique opportunity for legacy ownership or future development. The existing home sits on .75 acres with direct, no-bluff access to the Sound and showcases sweeping 180-degree panoramic water views. This 3-bedroom, 2-bath residence features a waterside

    Kris Pilles East End Luxury Ltd

    56875 Route 48, Southold, NY 11971

Showing Results 1 - 40, Page 1 of 2

Why Live in Southold

Southold is a tranquil coastal community on Long Island’s North Fork, known for its easy beach access and small-town atmosphere. Homebuyers can find a variety of home styles, from modest cottages to expansive luxury builds. The area attracts both seasonal and year-round residents, including retirees and remote workers. Kids can attend the highly rated Southold Elementary School and Southold Junior/Senior High School, both conveniently located near the town center. Commuting to New York City is possible via the Long Island Rail Road or by car, though the drive can take over two hours depending on traffic. Southold offers numerous things to do, including visiting Founders Landing Park, Kenney’s Beach and the Horton Point Lighthouse. Goldsmith’s Inlet County Park is popular for fishing and bird-watching, while the Custer Institute and Observatory hosts night sky observation sessions. Main Road features locally owned businesses and restaurants such as North Fork Table and Inn, Wayside Market and Southold Fish Market. The area is also known for its wineries and farm stands like KK’s the Farm. For larger retailers, residents travel to Riverhead, about 30 minutes away.

Frequently Asked Questions

What is the average home price in Southold, NY?
Homes for sale in Southold, NY have an average home price of $1,625,998.
Are home prices dropping in Southold?
Yes, home prices in Southold are down 8% in the last 12 months.
How many homes have sold over the last 12 months in Southold, NY?
96 homes have sold in Southold, NY over the last 12 months.
What is the average household income in Southold, NY?
The average household income in Southold, NY is $143K.
What are the most popular zip codes in Southold, NY?
The most popular zip codes in Southold, NY include 11971, 11958, 11944, 11964 and 11965.
How much do you need to make to afford a house in Southold?
The median home price in Southold is $1,162,500. If you put a 20% down payment of $232,500 and had a 30-year fixed mortgage with an interest rate of 6.48%, your estimated principal and interest payment would be $5,870 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $252K a year to afford the median home price in Southold. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Southold is $143K.
How are the schools in Southold, NY?
Southold, NY has highly rated public and private schools. Some of the best schools in Southold based on Niche Grades are Southold Elementary School, Southold Junior/Senior High School and Greenport High School. Browse all the schools in Southold, NY to learn more.

Home Prices in Southold, NY

Home Price Trends

Median Sale Price
$925,000
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$733,750
Median 2 Bedroom Sale Price
$701,500
Median 1 Bedroom Sale Price
$733,000
Average Price Per Sq Ft
$692
Number of Homes for Sale
45
Last 12 months Home Sales
96
Months of Supply
5.60
Median List Price
$1,162,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-7%
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