Southold, NY Homes

• 

  Est $607,473

  Not Listed For Sale

  900 Pine Ave, Southold, NY 11971

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1961

  900 Pine Ave, Southold, NY 11971

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Diana Mellone Daniel Gale Sothebys Intl Rlty
• 

  

  

  /17

  $895,000

  $104K 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
• 

  $815,000

  Sold Nov 14, 2025

  2575 Oaklawn Ave, Southold, NY 11971

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • $582/SF
  • 19 Days On Market

  Current Estimated Value $815,516

  Last Listing Agent Bridget Elkin Compass Greater NY LLC

  2575 Oaklawn Ave, Southold, NY 11971
• 

  Est $1,029,087

  Not Listed For Sale

  2230 Cedar Dr, Southold, NY 11971

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1986

  2230 Cedar Dr, Southold, NY 11971

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate
• 

  

  

  /23

  $1,445,000

  $150K 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
• 

  $800,000

  Sold Oct 03, 2025

  265 Custer Ave, Southold, NY 11971

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Below List Price
  • $444/SF
  • 118 Days On Market

  Current Estimated Value $851,258

  Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate

  265 Custer Ave, Southold, NY 11971
• 

  Est $610,718

  Not Listed For Sale

  375 Oak Ave, Southold, NY 11971

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  375 Oak Ave, Southold, NY 11971

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent David Guzzetta American Way Real Estate Inc
• 

  

  /23

  $1,250,000

  Pending

  • 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
• 

  $864,000

  Sold Nov 12, 2025

  440 Jernick Ln, Southold, NY 11971

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Below List Price
  • $540/SF
  • 17 Days On Market

  Current Estimated Value $914,649

  Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate

  440 Jernick Ln, Southold, NY 11971
• 

  Est $821,357

  Not Listed For Sale

  805 Oak Ave, Southold, NY 11971

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1938

  805 Oak Ave, Southold, NY 11971

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Rita Rooney Douglas Elliman Real Estate
• 

  

  /34

  $1,495,000

  Pending

  • 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
• 

  $1,049,000

  Sold Mar 26, 2026

  633 Pine Neck Rd, Southold, NY 11971

  • 3 Beds
  • 1.5 Baths
  • 1,068 Sq Ft
  • Built 1920

  Last Sold Summary

  • 30% Below List Price
  • $982/SF
  • 882 Days On Market

  Current Estimated Value $1,071,404

  Last Listing Agent Tom Uhlinger Douglas Elliman Real Estate

  633 Pine Neck Rd, Southold, NY 11971
• 

  Est $1,078,018

  Not Listed For Sale

  1145 Smith Dr S, Southold, NY 11971

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1966

  1145 Smith Dr S, Southold, NY 11971

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Denise Stahl Douglas Elliman Real Estate
• 

  

  /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
• 

  $12,350,000

  Sold Jan 28, 2026

  59600 Main Rd, Southold, NY 11971

  • 4 Beds
  • 5 Baths
  • 5,500 Sq Ft
  • Built 1880

  Last Sold Summary

  • 5% Below List Price
  • $2,245/SF
  • 48 Days On Market

  Current Estimated Value $1,397,000

  Last Listing Agent Bridget Elkin Compass Greater NY LLC

  59600 Main Rd, Southold, NY 11971
• 

  Est $1,219,402

  Not Listed For Sale

  305 Smith Dr S, Southold, NY 11971

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft
  • Built 1989

  305 Smith Dr S, Southold, NY 11971

  Last Sold Summary

  • 125 Days On Market

  Last Listing Agent Scott Bennett Douglas Elliman Real Estate
• 

  

  /3

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 4,300 Sq Ft

  3995 Wells Ave, Southold, NY 11971

  Bring your vision to the waterfront in Southold. Set along a peaceful creek with direct water access, this fully gutted home offers a rare opportunity to create a custom North Fork retreat. A newly installed bulkhead and existing private dock provide the perfect setting for boating, fishing, kayaking and unforgettable days on the water. Renovate, redesign and make it your own—all just minutes

  James Bissett Hedgestone Commercial Rlty LLC

  3995 Wells Ave, Southold, NY 11971
• 

  $400,000

  Sold Jan 22, 2026

  Unlisted Address

  • Land
  • 3.03 Acres
  • $132,013 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 615 Days On Market

  Current Estimated Value $788,645

  Last Listing Agent Erica McKenzie Andrew Stype Realty Inc

  Unlisted Address
• 

  Est $611,848

  Not Listed For Sale

  155 Smith Dr N, Southold, NY 11971

  • 2 Beds
  • 1 Bath
  • Built 1950

  155 Smith Dr N, Southold, NY 11971

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Rita Rooney Douglas Elliman Real Estate
• 

  

  /39

  $5,995,000

  $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
• 

  $850,000

  Sold Oct 30, 2025

  2955 Hyatt Rd, Southold, NY 11971

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Below List Price
  • $596/SF
  • 123 Days On Market

  Current Estimated Value $885,208

  Last Listing Agent Bridget Elkin Compass Greater NY LLC

  2955 Hyatt Rd, Southold, NY 11971
• 

  Est $1,287,724

  Not Listed For Sale

  2740 Main Bayview Rd, Southold, NY 11971

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1880

  2740 Main Bayview Rd, Southold, NY 11971

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
• 

  

  /44

  $2,795,000

  New Construction Pending

  • 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
• 

  $800,000

  Sold Sep 26, 2025

  565 Barley Ln, Southold, NY 11971

  • 3 Beds
  • 1.5 Baths
  • Built 1976

  Last Sold Summary

  • 3% Above List Price
  • 12 Days On Market

  Current Estimated Value $820,960

  Last Listing Agent Justin LaSalla Vantage Realty Partners

  565 Barley Ln, Southold, NY 11971
• 

  Est $1,262,543

  Not Listed For Sale

  45605 Route 25, Southold, NY 11971

  • 4 Beds
  • 2.5 Baths
  • 3,417 Sq Ft
  • Built 1858

  45605 Route 25, Southold, NY 11971

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Katie DiGregorio Corcoran
• 

  

  /11

  $3,295,000

  New Construction Open House 10/03

  • 4 Beds
  • 4.5 Baths
  • 5,100 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 5,100 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
• 

  $869,000

  Sold Jan 12, 2026

  625 Glenn Rd, Southold, NY 11971

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $540/SF
  • 114 Days On Market

  Current Estimated Value $885,525

  Last Listing Agent Timothy O'Keefe Signature Premier Properties

  625 Glenn Rd, Southold, NY 11971
• 

  Est $944,966

  Not Listed For Sale

  3200 Peconic Ln, Peconic, NY 11958

  • 6 Beds
  • 1.5 Baths
  • 2,200 Sq Ft
  • Built 1890

  3200 Peconic Ln, Peconic, NY 11958

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Marianne Collins Brown Harris Stevens N Fork
• 

  /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
• 

  $899,000

  Sold Jun 10, 2026

  195 Mount Beulah Ave, Southold, NY 11971

  • Land
  • 2 Acres
  • $449,500 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 133 Days On Market

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  195 Mount Beulah Ave, Southold, NY 11971
• 

  Est $1,869,000

  Not Listed For Sale

  1745 N Parish Dr, Southold, NY 11971

  • 4 Beds
  • 3 Baths
  • 2,250 Sq Ft
  • Built 1983

  1745 N Parish Dr, Southold, NY 11971

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate
• 

  $645,000

  Sold Nov 07, 2025

  335 Dogwood Ln, Southold, NY 11971

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1957

  Last Sold Summary

  • $747/SF
  • 36 Days On Market

  Current Estimated Value $670,310

  Last Listing Agent Natalie Hough Daniel Gale Sothebys Intl Rlty

  335 Dogwood Ln, Southold, NY 11971
• 

  Est $4,736,333

  Not Listed For Sale

  1415 N Parish Dr, Southold, NY 11971

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft
  • Built 1986

  1415 N Parish Dr, Southold, NY 11971

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
• 

  $690,000

  Sold Nov 05, 2025

  570 N Bayview Rd, Southold, NY 11971

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1958

  Last Sold Summary

  • 14% Below List Price
  • $575/SF
  • 157 Days On Market

  Current Estimated Value $720,345

  Last Listing Agent Ryan Springer Corcoran

  570 N Bayview Rd, Southold, NY 11971
• 

  Est $1,114,765

  Not Listed For Sale

  2300 Pine Neck Rd, Southold, NY 11971

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1957

  2300 Pine Neck Rd, Southold, NY 11971

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
• 

  $550,000

  Sold Dec 08, 2025

  2555 Youngs Ave Unit 17D, Southold, NY 11971

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1989

  Last Sold Summary

  • $500/SF
  • 13 Days On Market

  Last Listing Agent Barbara Poliwoda Douglas Elliman Real Estate

  2555 Youngs Ave Unit 17D, Southold, NY 11971
• 

  Est $1,256,724

  Not Listed For Sale

  200 Breitstadt Ct, Southold, NY 11971

  • 4 Beds
  • 2.5 Baths
  • 1,925 Sq Ft
  • Built 1970

  200 Breitstadt Ct, Southold, NY 11971

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
• 

  $1,935,000

  Sold Aug 31, 2026

  2300 Glenn Rd, Southold, NY 11971

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $774/SF
  • 2 Days On Market

  Current Estimated Value $2,418,627

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  2300 Glenn Rd, Southold, NY 11971
• 

  Est $1,160,678

  Not Listed For Sale

  625 Bennetts Ln, Southold, NY 11971

  • 4 Beds
  • 3 Baths
  • 2,184 Sq Ft
  • Built 1967

  625 Bennetts Ln, Southold, NY 11971

  Last Sold Summary

  • 283 Days On Market

  Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate
• 

  $775,000

  Sold Jan 06, 2026

  150 Hobart Rd, Southold, NY 11971

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1870

  Last Sold Summary

  • 3% Below List Price
  • $596/SF
  • 21 Days On Market

  Current Estimated Value $779,764

  Last Listing Agent Kim Parshley Compass Greater NY LLC

  150 Hobart Rd, Southold, NY 11971

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