Newest Homes for Sale in Southold, NY

• 

  

  

  /39

  $5,995,000

  Open Sat 12PM - 2PM $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
• 

  

  

  /25

  $1,149,999

  $150K PRICE DROP

  • 3 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
• 

  

  

  /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
• 

  

  

  /20

  $895,000

  $80K PRICE DROP

  • 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
• 

  

  /46

  $2,250,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,248 Sq Ft

  1665 Glenn Rd, Southold, NY 11971

  Newly built and beautifully enhanced with approx. $300K in upgrades since purchase, 1665 Glenn Road offers a turnkey North Fork retreat with thoughtful upgrades, elevated finishes, and exceptional indoor-outdoor living. Set on a .52-acre lot in Southold, this 4-bedroom, 4.5-bath home spans approximately 3,248 square feet and features a desirable layout with a first-floor ensuite primary bedroom

  Kristy Naddell Douglas Elliman Real Estate

  1665 Glenn Rd, Southold, NY 11971
• 

  

  /38

  $3,899,000

  $401K PRICE DROP

  • Land
  • 45.77 Acres
  • $85,187 per Acre

  46975 Main Rd, Southold, NY 11971

  A rare opportunity to create a truly bespoke North Fork lifestyle estate in the heart of Southold’s celebrated agricultural landscape. Privately set across 45.54 acres, the offering includes 43.7 acres of preserved agricultural land and a separate 1.84-acre residential parcel with development rights intact, offering the opportunity to create a distinctive estate overlooking your own vineyard.

  Andrea Parks Douglas Elliman Real Estate

  46975 Main 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
• 

  

  /49

  $1,799,000

  $100K PRICE DROP

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

  25 Lighthouse Rd, Southold, NY 11971

  Private, polished, and distinctly North Fork, this designer's own Nantucket-style home offers generous spaces and exceptional privacy at the end of a long drive near historic Horton’s Point Lighthouse. Set on nearly an acre of mature landscaping, a wide mahogany porch opens to a dramatic foyer and expansive, light-filled living area with custom moldings, French doors to patio and plantation

  

  Janet Bidwell

  Douglas Elliman Real Estate

  25 Lighthouse Rd, Southold, NY 11971
• 

  

  /17

  $949,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,862 Sq Ft

  240 Lisa Dr, Southold, NY 11971

  Welcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Highpoint Meadows community of Southold. Set on a corner lot, this property offers a welcoming front yard and a generously sized backyard with ample room for a pool and outdoor entertaining.Inside, the home features an open-concept kitchen with new refrigerator, and dining area ideal for everyday living

  Scott Bennett Douglas Elliman Real Estate

  240 Lisa Dr, Southold, NY 11971
• 

  

  /3

  $850,000

  Pre-Foreclosure

  • 3 Beds
  • 4 Baths
  • 2,100 Sq Ft

  150 Baywater Ave, Southold, NY 11971

  Steeped in history and set on a 1.05-acre parcel in the heart of the North Fork, this circa-1663 residence presents a rare opportunity to preserve and reimagine one of Southold’s oldest and most significant properties. Ideally positioned, it is just moments from one of the East End’s finest sandy bay beaches and Croteaux Vineyards, as well as a short drive to renowned wineries, farm stands, and

  Marco Maida Compass Greater NY LLC

  150 Baywater Ave, Southold, NY 11971
• 

  

  /26

  $950,000

  $100K PRICE DROP

  • 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 four-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
• 

  

  /28

  $1,445,000

  $50K PRICE DROP

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

  470 Windy Point Ln, Southold, NY 11971

  Boaters Dream! Located in Southold, this 3-bedroom, 2-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

  Katie Schimpf 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
• 

  

  /35

  $999,000

  $201K 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
• 

  

  /35

  $1,750,000

  $249K PRICE DROP

  • 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
• 

  

  /3

  $1,550,000

  New Construction $150K PRICE INCREASE

  • 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
• 

  

  /44

  $6,850,000

  $1M 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
• 

  

  /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 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
• 

  

  /46

  $1,499,000

  • 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
• 

  

  /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
• 

  

  /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
• 

  

  /42

  $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

  Roric Tobin Compass Greater NY LLC

  105 Waterview Dr, 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
• 

  

  /25

  $2,500,000

  $500K PRICE INCREASE

  • 5 Beds
  • 4.5 Baths
  • 3,800 Sq Ft

  3470 N Bayview Rd, Southold, NY 11971

  Welcome to the epitome of elegance and comfort at 3470 N Bayview Rd, Southold NY. This high-quality 5-bedroom, 5-bathroom home is located just a stone's throw away from the popular Goose Creek Beach. The spacious horseshoe driveway and 2-car garage ensure ample parking and easy access.Step inside to be greeted by high ceilings and an open floor plan, allowing for a seamless flow

  Barbara Poliwoda Douglas Elliman Real Estate

  3470 N Bayview Rd, Southold, NY 11971
• 

  

  /29

  $2,995,000

  $300K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /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 - 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
• 

  

  /7

  $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
• 

  

  /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
• 

  

  /50

  $1,249,000

  $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
• 

  

  /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 - 72, Page 2 of 2