Newest Homes for Sale in Southold, NY

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  $949,000

  $50K PRICE DROP

  • 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 house was personally built by the owner, an experienced home builder, with a focus on superior materials, meticulous construction and pride of ownership. An open living, dining, and kitchen areas extend to a balcony that showcases beautiful sunsets and water views, creating a seamless

  Scott Bennett Douglas Elliman Real Estate

  155 2nd Ave, Peconic, NY 11958
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  /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
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  $1,099,000

  $101K PRICE DROP

  • 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
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  $1,999,000

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

  3500 Pine Neck Rd, Southold, NY 11971

  Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in circa 1720 and impeccably maintained in pristine condition. This is not simply a home; it is a rare architectural heirloom, offering authenticity, craftsmanship, and legacy that cannot be replicated. Every historic element has been preserved to perfection,

  Trish Bergin Signature Premier Properties

  3500 Pine Neck Rd, Southold, NY 11971
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  /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
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  $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

  

  Deborah Pirro

  Daniel Gale Sothebys Intl Rlty

  1750 Hobart Rd, Southold, NY 11971
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  $2,399,000

  Open Sat 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 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, along

  Thomas McCarthy Thomas J McCarthy Real Estate

  470 Goose Creek Ln, Southold, NY 11971
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  $3,695,000

  New Construction Open Sat 3PM - 5PM $130K PRICE DROP

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

  150 Deer Run, Southold, NY 11971

  Gorgeous estate-like Nantucket shingle home to be completed early July 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 many custom

  Jeffrey Mead Corcoran

  150 Deer Run, Southold, NY 11971
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  $1,499,000

  Open Sun 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
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  /19

  $1,699,000

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

  530 Sunset Way, Southold, NY 11971

  Enjoy 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, entertain

  Thomas McCarthy Thomas J McCarthy Real Estate

  530 Sunset Way, Southold, NY 11971
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  $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
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  $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
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  $3,695,000

  $155K PRICE DROP

  • 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
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  $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
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  $3,295,000

  • 4 Beds
  • 5.5 Baths
  • 7,341 Sq Ft

  80 Deer Run, Southold, NY 11971

  Southold Stunner- New ConstructionThis one's a North Fork knockout. Set at the end of a quiet cul de sac on over 2 private acres, minutes from the sand, the house was built to check every box. Inside you're met with all-day sunshine, four legit bedrooms, 4.5 spa-like baths (sanitary system in place for 7 bedrooms), and a true chef's kitchen-with a 48" Sub Zero, Wolf double range + wall oven,

  Sheri Winter Parker Corcoran

  80 Deer Run, Southold, NY 11971
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  $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
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  $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 - Excellent Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 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" custom

  Thomas McCarthy Thomas J McCarthy Real Estate

  1350 Hortons Ln, Southold, NY 11971
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  $1,499,000

  $201K PRICE DROP

  • 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
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  /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
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  $1,249,000

  Open Sat 1PM - 3PM $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
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  /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. Four Buildings Possible As Of Right. Excellent Route 25 Exposure & Great Location In Center Of The Hamlet! Commercial Listing MLS# 3530579

  Colin McCarthy Thomas J McCarthy Real Estate

  55975 Route 25, Southold, NY 11971

Showing Results 41 - 61, Page 2 of 2