24

Southold, NY Homes for Sale with View

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  • /41

    $8,200,000

    • 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
  • /20

    $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) 840-6859

    2070 Cedar Dr, Southold, NY 11971
  • /22

    $1,089,000 Open Sat 12PM - 3PM

    • 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
  • /24

    $1,050,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,989 Sq Ft

    5845 N Bayview Rd, Southold, NY 11971

    Tucked away in a peaceful enclave of Southold, this classic Cape Cod offers a private escape that backs directly onto protected woodlands. One of the home’s standout features is an expansive three-season sunroom, which serves as a light-filled bridge between the indoors and your own quiet backyard sanctuary. Whether you are hosting a summer brunch or enjoying a morning coffee, the surrounding

    Stephanie Visek Engel & Volkers North Fork

    5845 N Bayview Rd, Southold, NY 11971
  • /29

    $1,495,000

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

    470 Windy Point Ln, Southold, NY 11971

    Boaters Dream! Located in Southold, this 3-bedroom, 3-bathroom canal-front home on Cory Creek offers a well-designed layout and direct access to the water. The creek leads out to the bay, and the property features a deep-water dock suitable for a variety of boating needs. Inside, the home offers an open-concept living, dining, and kitchen area with a comfortable, functional flow. The kitchen

    William Mcintosh Daniel Gale Sothebys Intl Rlty

    470 Windy Point Ln, 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
  • /50

    $4,395,000

    • 7 Beds
    • 7.5 Baths
    • 7,300 Sq Ft

    19620 Soundview Ave, Southold, NY 11971

    Soundview on the Vines presents a rare opportunity to own a new construction vineyard-side estate where modern architecture, refined craftsmanship, and the natural beauty of the North Fork converge. Spanning approximately 7,300SF and situated on nearly 2 acres, this exceptional residence has been thoughtfully designed to balance grand-scale entertaining with relaxed, everyday luxury. Upon

    Kristy Naddell Douglas Elliman Real Estate

    19620 Soundview Ave, Southold, NY 11971
  • /24

    $1,850,000 Open Sat 12PM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,627 Sq Ft

    700 Gin Ln, Southold, NY 11971

    Okay, I have to call you right now because I just walked into a house and I’m kind of... excited? Like, where was this one hiding while we’ve been touring all those “cute but...” places?You know how every other house has been some version of:“Love the idea, hate the layout,” or“Great location, but it feels cramped,” or“Nice kitchen... if you enjoy standing on top of people,”

    Jerry Cibulski Century 21 Albertson Realty

    700 Gin Ln, Southold, NY 11971
  • /3

    $1,400,000

    • 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
  • /45

    $3,598,999

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

    465 Ripple Water Ln, Southold, NY 11971

    You know we have been looking at new homes for a while. This one is the first that felt like, "okay, this checks the boxes"The granite front porch sold me right away. wine and cheese with everyone and with the larger width and depth, you can see they built the home with this in mind. And the kitchen is exactly what I wanted because this is where we all hang out and this has the built in

    Jerry Cibulski Century 21 Albertson Realty

    465 Ripple Water Ln, Southold, NY 11971
  • /25

    $2,399,000

    • 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
  • /46

    $3,825,000 Open Sat 11AM - 2PM

    • 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
  • /19

    $1,699,000

    • 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
  • /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
  • /42

    $3,850,000

    • 6 Beds
    • 4 Baths
    • 4,663 Sq Ft

    105 Waterview Dr, Southold, NY 11971

    Discover a rare waterfront property where privacy, space, and breathtaking views come together on 6.5 gated acres. Spanning two single-and-separate lots, this refreshed 6-bedroom, 4-bath colonial offers a den/office, bonus room, and sweeping water views from nearly every room. Thoughtfully designed for both comfort and future flexibility, the residence provides substantial expansion potential.

    Roric Tobin Compass Greater NY LLC

    105 Waterview Dr, Southold, NY 11971
  • /15

    $1,499,000

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

    535 Bay Home Rd, Southold, NY 11971

    .Waterfront Opportunity on Bay Home Road | 535 Bay Home Road, North Fork 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

    Kim Pirreca BERKSHIRE HATHAWAY

    535 Bay Home Rd, Southold, NY 11971
  • /36

    $4,900,000

    • 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
  • /20

    $1,795,000 Open Sat 12PM - 1:30PM

    • 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 charming 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

    Cathleen Dolson Corcoran

    265 Arshamomaque Ave, Southold, NY 11971
  • /25

    $2,799,000

    • 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
  • /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
  • /7

    $1,499,000

    • Land
    • 5.25 Acres
    • $285,524 per Acre

    11200 N Bayview Rd, Southold, NY 11971

    Extremely rare offering of 5.25 acres of undeveloped, wooded land in bucolic Paradise Point - the crown jewel of the charming hamlet of Southold. Once an scenic equestrian grazing meadow to an adjoining 33 acre estate, this land offers a tranquil, secluded location close to gorgeous Bay beaches. Borders preserved land. Just a few scenic miles to fine dining and cafes, tasting rooms & vineyards,

    Kathleen Travers Douglas Elliman Real Estate

    11200 N Bayview Rd, Southold, NY 11971
  • /50

    $1,350,000 Open Sat 11AM - 1PM

    • 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
  • /25

    $999,000

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

    155 2nd Ave, Peconic, NY 11958

    North Fork Coastal Living by the Sound Located in Peconic near Goldsmith Inlet and the Long Island Sound, this post-modern 4-bedroom home blends modern comfort with the essence of coastal living. The open living, dining, and kitchen areas extend to a balcony that showcases beautiful sunsets and water views, creating a seamless indoor-outdoor experience. Currently unfurnished and ready for your

    Scott Bennett Douglas Elliman Real Estate

    155 2nd Ave, Peconic, NY 11958
  • /40

    $1,499,000 Open Sat 1PM - 2:30PM

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    1760 Albertson Ln, Greenport, NY 11944

    Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering

    Paul Loeb Douglas Elliman Real Estate

    1760 Albertson Ln, Greenport, NY 11944

Home Trends in Southold, NY

Housing Trends

Median Sale Price
$899,000
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$733,750
Median 2 Bedroom Sale Price
$520,000
Average Price Per Sq Ft
$669
Number of Homes for Sale
30
Last 12 months Home Sales
89
Months of Supply
4.00
Median List Price
$1,150,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-10%
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