Southold, NY Homes

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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

  

  Deborah Pirro

  Daniel Gale Sothebys Intl Rlty

  (631) 529-1381

  1750 Hobart Rd, Southold, NY 11971
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  /18

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  1855 Kenneys Rd, Southold, NY 11971

  This inviting home offers spacious living areas perfect for relaxation or entertaining guests. The multi-level deck is ideal for outdoor dining or enjoying peaceful days surrounded by nature. The private, wooded backyard provides tranquility and privacy, while the eat-in kitchen is equipped for easy meal preparation. A bright den/office creates a comfortable space for working from home or

  

  Regan Battuello

  The Agency Northshore NY

  (934) 229-9519

  1855 Kenneys Rd, 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

  Last Listing Agent Timothy O'Keefe Signature Premier Properties

  625 Glenn Rd, Southold, NY 11971
• 

  Est $1,503,782 Not Listed For Sale

  • 4 Beds
  • 3 Baths

  620 Rogers Rd, Southold, NY 11971

  620 Rogers Rd, Southold, NY 11971
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  /34

  $1,750,000

  • 6 Beds
  • 3 Baths
  • 2,325 Sq Ft

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

  Dream big, live LARGE! This newly renovated home is ready for it's close-up! The new Chef's Kitchen is designed with easy summer hosting in mind, with new appliances, gorgeous counter-tops and a Hamptons vibe. Large open plan living room with a wood-burning fire-place, and large dining area are ready for your whole tribe! All of the upstairs bedrooms (including the primary suite) have a shared

  

  Regan Battuello

  The Agency Northshore NY

  (934) 200-4963

  56861 Private Rd B (Main), Southold, NY 11971
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  /20

  $8,438 per month

  • 3 Beds
  • 1.5 Baths
  • 1,097 Sq Ft
  • Condo for Rent

  810 Waterview Dr Unit ID1261529P, Southold, NY 11971

  Feel at home in Steve’s Place, a charming Southold retreat. This 3-bedroom, 1.5-bath home sleeps 6 comfortably.The remodeled kitchen is fully equipped and opens to a cozy living area with ample seating. The living room is ideal for movie nights, reading, or quiet evenings. Outdoors, the fenced yard is a private retreat featuring a heated pool, poolside loungers, a gas grill, and covered deck

  810 Waterview Dr Unit ID1261529P, Southold, NY 11971
• 

  $2,700,000 Sold Jan 12, 2026

  5805 Main Bayview Rd, Southold, NY 11971

  • 4 Beds
  • 3 Baths
  • 3,253 Sq Ft
  • Built 1989

  Last Sold Summary

  • 17% Below List Price
  • $830/SF
  • 65 Days On Market

  Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

  5805 Main Bayview Rd, Southold, NY 11971
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  Est $1,498,878 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  245 Clearview Ave W, Southold, NY 11971

  245 Clearview Ave W, Southold, NY 11971
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  /20

  $989,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  2070 Cedar Dr, Southold, NY 11971

  Spanning over an acre in desirable Goose Bay Estates, this exceptional property offers serene water views from on high and is a mere tenth of a mile from the sandy shores of Goose Creek private beach. Beautifully updated and maintained, the two-bedroom, one-bath cottage features a cozy fireplace and gleaming hardwood floors, complemented by a recently renovated kitchen, glassed-in Florida room,

  

  Dawn Watson

  Serhant East End LLC

  (631) 840-6859

  2070 Cedar Dr, Southold, NY 11971
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  /24

  $15,000 per month

  • 3 Beds
  • 4 Baths
  • 1,800 Sq Ft
  • House for Rent

  935 Corey Creek Ln, Southold, NY 11971

  Experience the ultimate North Fork summer in this stunning new construction home, designed for effortless entertaining and elevated coastal living. Professionally decorated and impeccably finished, this residence offers three bedrooms, four full bathrooms, a bonus room, and a beautifully finished lower level with an additional private half bath. Step outside to your own private retreat featuring

  Melissa Principi Douglas Elliman Real Estate

  935 Corey Creek Ln, Southold, NY 11971
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  $1,150,000 Sold Jan 27, 2026

  2120 Brigantine Dr, Southold, NY 11971

  • 4 Beds
  • 4 Baths
  • 2,000 Sq Ft
  • Built 1972

  Last Sold Summary

  • 8% Below List Price
  • $575/SF
  • 76 Days On Market

  Last Listing Agent Barbara Poliwoda Douglas Elliman Real Estate

  2120 Brigantine Dr, Southold, NY 11971
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  Est $897,451 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,400 Sq Ft

  43475 Route 25, Peconic, NY 11958

  43475 Route 25, Peconic, NY 11958
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  /30

  $625,000

  • 2 Beds
  • 1 Bath
  • 973 Sq Ft

  875 Oak Ave, Southold, NY 11971

  Come home to the quintessential historic (ca. 1938) coastal bungalow in Goose Bay Estates. This cabin meets cottage offers a rare opportunity to own a piece of paradise with peaceful water views and exclusive community beach access just 4 houses down the lane. Enjoy the feel of an upstate cabin with pine paneling and a woodburning stove, while gazing at the serene waters of Goose Creek. Whether

  

  Cheryl Schneider

  The Agency Northshore NY

  (631) 772-0876

  875 Oak Ave, Southold, NY 11971
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  /9

  $6,500 per month

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  845 Budds Pond Rd, Southold, NY 11971

  845 Budds Pond Road offers a rare bayfront year-round rental with exceptional access to both Greenport and Southold, placing the best of the North Fork just minutes away while maintaining the privacy of a quiet cul-de-sac setting. This turn-key waterfront residence is modern, thoughtfully updated, and designed for effortless year-round living. The home features a spacious primary suite, two

  Kieran Collings Douglas Elliman Real Estate

  845 Budds Pond Rd, Southold, NY 11971
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  $585,000 Sold Feb 18, 2025

  2555 Youngs Ave Unit 5E, Southold, NY 11971

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $488/SF
  • 35 Days On Market

  Last Listing Agent Timothy O'Keefe Signature Premier Properties

  2555 Youngs Ave Unit 5E, Southold, NY 11971
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  Est $4,481,667 Not Listed For Sale

  • 5 Beds
  • 9 Baths
  • 6,000 Sq Ft

  200 Deer Run, Southold, NY 11971

  200 Deer Run, Southold, NY 11971
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  /40

  $2,400,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,210 Sq Ft

  1955 Laurel Ave, Southold, NY 11971

  CONSTRUCTION COMPLETE! MOVE IN TODAY! Welcome to the Laurel Collection by Marrcon, a showcase of modern luxury in the heart of Southold. Photos from same model next door. Set on .80 acres, this newly built 3,200 SF one story home with soaring ceilings offers 3 bedrooms and 3.5 baths, blending timeless coastal design with top-tier craftsmanship. Large basement with egress and walkout can be

  Kristy Naddell Douglas Elliman Real Estate

  1955 Laurel Ave, Southold, NY 11971
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  /26

  $30,000 per month

  • 4 Beds
  • 3 Baths
  • 2,350 Sq Ft
  • House for Rent

  485 Hickory Ave, Southold, NY 11971

  Impressive Goose Creek home with water views and large heated in-ground pool! This four bedroom, three bath house features a first floor primary bedroom with en-suite, a gourmet kitchen and open living space. The newly designed landscape with outdoor kitchen (not pictured) is ideal for entertaining or relaxing. Enjoy its large fire pit and BBQ grill after an afternoon of Kayaking. Close to

  Mackenzie Needham Daniel Gale Sothebys Intl Rlty

  485 Hickory Ave, Southold, NY 11971
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  $2,075,000 Sold Oct 23, 2025

  20210 Soundview Ave, Southold, NY 11971

  • 4 Beds
  • 5.5 Baths
  • 4,671 Sq Ft
  • Built 1984

  Last Sold Summary

  • 15% Below List Price
  • $444/SF
  • 79 Days On Market

  Current Estimated Value $2,237,034

  Last Listing Agent Marco Maida Compass Greater NY LLC

  20210 Soundview Ave, Southold, NY 11971
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  200 Crittenden Ln, Southold, NY 11971

  200 Crittenden Ln, Southold, NY 11971
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  /25

  $2,999,000

  • 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
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  /19

  $4,000 per month

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  825 Oak Dr, Southold, NY 11971

  Year round rental available in the private beach community of Reydon Shores. This comfortable home features a spacious kitchen which leads out into a grand deck for outdoor dining. There are 4 bedrooms and 3 bathrooms. On the first floor of this home there is a first-floor master en suite, an additional bedroom, a living room/dining room, a large family room and a laundry room. On the second

  Barbara Poliwoda Douglas Elliman Real Estate

  825 Oak Dr, Southold, NY 11971
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  $992,000 Sold Dec 12, 2025

  58315 North Rd, Greenport, NY 11944

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $1,102/SF
  • 0 Days On Market

  Last Listing Agent Donna Fakiris Modern Age Realty Group LLC

  58315 North Rd, Greenport, NY 11944
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  Est $1,620,514 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,334 Sq Ft

  500 Arshamomaque Ave, Southold, NY 11971

  500 Arshamomaque Ave, Southold, NY 11971
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  /40

  $2,795,000

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

  1815 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

  1815 Laurel Ave, Southold, NY 11971
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  /29

  $14,000 per month

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • House for Rent

  60 Water Terrace, Southold, NY 11971

  Settle into summer on the North Fork in this beautifully maintained and updated 4 bedroom, 3 full bath home located in the Angel Shores community of Southold. The layout is ideal for entertaining or just enjoying the lazy days of summer. This special home offers a 1st floor bedroom and full bath, along with a 2nd story spacious primary en-suite and 2 additional bedrooms to comfortably accommodate

  Natalie Hough Daniel Gale Sothebys Intl Rlty

  60 Water Terrace, Southold, NY 11971
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  $1,247,000 Sold Jul 25, 2025

  1085 Gin Ln, Southold, NY 11971

  • 4 Beds
  • 4 Baths
  • 3,400 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Below List Price
  • $367/SF
  • 72 Days On Market

  Current Estimated Value $1,312,127

  Last Listing Agent Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  1085 Gin Ln, Southold, NY 11971
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  Est $1,139,923 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,230 Sq Ft

  355 Cedar Dr, Southold, NY 11971

  355 Cedar Dr, Southold, NY 11971
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  /20

  $1,949,000

  • 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 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 the vibrant

  Cathleen Dolson Corcoran

  265 Arshamomaque Ave, Southold, NY 11971
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  /33

  $100,000 per month

  • 4 Beds
  • 3 Baths
  • 3,769 Sq Ft
  • House for Rent

  450 Sterling Woods Ln, Southold, NY 11971

  Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. The Spacious Kitchen Offers Sub Zero Refrigerator, a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Bedrooms and Hall Bath on Second

  Paul Loeb Douglas Elliman Real Estate

  450 Sterling Woods Ln, Southold, NY 11971
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  $791,000 Sold Dec 02, 2025

  155 Shepard Dr, Southold, NY 11971

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1988

  Last Sold Summary

  • 21% Below List Price
  • $494/SF
  • 217 Days On Market

  Last Listing Agent Isaac Israel Richmond Realty Corp

  155 Shepard Dr, Southold, NY 11971
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  Est $810,600 Not Listed For Sale

  • 3 Beds
  • 1 Bath

  1095 Oak Ave, Southold, NY 11971

  1095 Oak Ave, Southold, NY 11971
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  /15

  $1,499,000

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

  535 Bay Home Rd, Southold, NY 11971

  Location! Location! Sits this fabulous to be built home 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 own this exceptional property: Option 1: Purchase As-Is with Approved Plans – $1,550,000Prefer to

  Kim Pirreca BERKSHIRE HATHAWAY

  535 Bay Home Rd, Southold, NY 11971
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  /32

  $20,000 per month

  • 4 Beds
  • 4 Baths
  • 3,585 Sq Ft
  • House for Rent

  580 Gin Ln, Southold, NY 11971

  Wonderful opportunity to spend time in the wonderful Southold community of Bay Haven. Choose to spend the sunny days by your own pool, or head down the block to the community's private bay beach. There is more than ample space to host in this brightly renovated cape with room for everyone. The main level is comprised of a lounge area with fireplace and dry bar, an open kitchen and a large great

  Scott Bortzner Compass Greater NY LLC

  580 Gin Ln, Southold, NY 11971
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  $1,307,000 Sold Nov 14, 2025

  3520 Old Rd N, Southold, NY 11971

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 1989

  Last Sold Summary

  • 98,990% Above List Price
  • $436/SF
  • 16 Days On Market

  Last Listing Agent Roseann Prussen Signature Premier Properties

  3520 Old Rd N, Southold, NY 11971
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  Est $902,748 Not Listed For Sale

  • 2 Beds
  • 2 Baths

  475 Jernick Ln, Southold, NY 11971

  475 Jernick Ln, Southold, NY 11971
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  /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
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  /20

  $13,000 per month

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • House for Rent

  215 Northfield Ln, Southold, NY 11971

  Permit 0681- Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. BOOK NOW FOR SUMMER 2025. Terms: May $13,000, June

  Mitch Pickman Thomas J McCarthy Real Estate

  215 Northfield Ln, Southold, NY 11971
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  $756,000 Sold Jan 30, 2026

  150 Goldin Ln, Southold, NY 11971

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $840/SF
  • 80 Days On Market

  Last Listing Agent Scott Bennett Douglas Elliman Real Estate

  150 Goldin Ln, Southold, NY 11971
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  Est $1,177,040 Not Listed For Sale

  • 4 Beds
  • 2 Baths

  1345 Long Creek Dr, Southold, NY 11971

  1345 Long Creek Dr, Southold, NY 11971

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