Southold, NY Real Estate & Homes For Sale

35 homes

  • 45605 Route 25, Southold, NY 11971
    Use arrow keys to navigate
    NEW - 2 DAYS AGO0.5 ACRES
    $943,000
    4bd
    3ba
    3,417 sqft (on 0.50 acres)
    45605 Route 25,
    Southold, NY 11971
    Listing by: Corcoran
  • Address Not Disclosed, Southold, NY 11971
    Use arrow keys to navigate
    NEW CONSTRUCTION0.85 ACRES
    $2,995,000
    5bd
    5ba
    4,850 sqft (on 0.85 acres)
    Address Not Disclosed,
    Southold, NY 11971
    Listing by: Douglas Elliman Real Estate
  • 280 Lakeside Drive, Southold, NY 11971
    Use arrow keys to navigate
    0.55 ACRES
    Listing by: Daniel Gale Sothebys Intl Rlty
  • 630 Calves Neck Road, Southold, NY 11971
    Use arrow keys to navigate
    NEW CONSTRUCTION0.75 ACRES
    $3,149,000
    4bd
    6ba
    4,400 sqft (on 0.75 acres)
    630 Calves Neck Road,
    Southold, NY 11971
    Listing by: Compass Greater NY LLC
  • 55075 Route 25 UNIT W 2E, Southold, NY 11971
    Use arrow keys to navigate
    Listing by: Douglas Elliman Real Estate
  • 17665 Soundview Avenue, Southold, NY 11971
    Use arrow keys to navigate
    2 ACRES
    Listing by: Compass Greater NY LLC
  • 355 Cedar Dr, Southold, NY 11971
    Use arrow keys to navigate
    1.12 ACRES
    $955,000
    3bd
    2ba
    2,230 sqft (on 1.12 acres)
    355 Cedar Dr,
    Southold, NY 11971
    Listing by: Daniel Gale Sotheby's International Realty
  • 750 Paradise Point Road, Southold, NY 11971
    3.28 ACRES
    Listing by: Douglas Elliman Real Estate
  • 10995 N  Bayview Rd, Southold, NY 11971
    8 ACRES
    $7,750,000
    5bd
    6ba
    6,162 sqft (on 8 acres)
    10995 N Bayview Rd,
    Southold, NY 11971
    Listing by: Daniel Gale Sotheby's International Realty
  • 2555 Youngs Avenue UNIT 11C, Southold, NY 11971
    Listing by: Corcoran
  • 3995 Wells Ave, Southold, NY 11971
    NEW CONSTRUCTION
    Listing by: eXp Realty
  • 400 Meadow Court UNIT 32H, Southold, NY 11971
    0.25 ACRES
    Listing by: Douglas Elliman Real Estate
  • 10105 Soundview Avenue, Southold, NY 11971
    NEW - 2 DAYS AGO
    Listing by: Douglas Elliman Real Estate
  • 25 Lighthouse Road, Southold, NY 11971
    0.85 ACRES
    $2,050,000
    4bd
    3ba
    3,800 sqft (on 0.85 acres)
    25 Lighthouse Road,
    Southold, NY 11971
    Listing by: Douglas Elliman Real Estate
  • 280 Pond Avenue, Southold, NY 11971
    0.92 ACRES
    Listing by: NOFO Real Estate LLC
  • 55975 Route 25, Southold, NY 11971
    2 ACRES
    Listing by: Thomas J McCarthy Real Estate
  • 555 Mill Creek Drive, Southold, NY 11971
    Listing by: Douglas Elliman Real Estate
  • 670 Parkway, Southold, NY 11971
    0.49 ACRES
    $799,000
    3bd
    1ba
    1,248 sqft (on 0.49 acres)
    670 Parkway,
    Southold, NY 11971
    Listing by: Atlas Sales Realty
  • Address Not Disclosed, Southold, NY 11971
    0.6 ACRES
    Listing by: Carol A Bohn
  • 2300 Pine Neck Road, Southold, NY 11971
    0.45 ACRES
    $1,150,000
    4bd
    2ba
    2,300 sqft (on 0.45 acres)
    2300 Pine Neck Road,
    Southold, NY 11971
    Listing by: Douglas Elliman Real Estate
  • 50100 County Road 48, Southold, NY 11971
    36 ACRES
    Listing by: Compass Greater NY LLC
  • 9502 N  Bayview Rd, Southold, NY 11971
    2.5 ACRES
    $3,100,000
    5bd
    5ba
    4,051 sqft (on 2.50 acres)
    9502 N Bayview Rd,
    Southold, NY 11971
    Listing by: Thomas J. McCarthy Real Estate, Inc.
  • 3485 Main Bayview Road, Southold, NY 11971
    1 ACRE
    Listing by: Signature Premier Properties
  • 475 Jernick Lane, Southold, NY 11971
    0.62 ACRES
    Listing by: Baldwin Realty
  • 11535 N Bayview Road, Southold, NY 11971
    13.85 ACRES
    Listing by: Daniel Gale Sothebys Intl Rlty
  • 2705 Lighthouse Rd, Southold, NY 11971
    1 ACRE
    $729,000
    4bd
    3ba
    2,100 sqft (on 1 acre)
    2705 Lighthouse Rd,
    Southold, NY 11971
    Listing by: Town & Country Real Estate
  • 310 Chablis Path, Southold, NY 11971
    0.92 ACRES
    $1,825,000
    4bd
    3ba
    2,308 sqft (on 0.92 acres)
    310 Chablis Path,
    Southold, NY 11971
    Listing by: Douglas Elliman Real Estate
  • 1755 Yennecott Drive, Southold, NY 11971
    0.68 ACRES
    $1,200,000
    6bd
    3ba
    3,200 sqft (on 0.68 acres)
    1755 Yennecott Drive,
    Southold, NY 11971
    Listing by: Richmond Realty Corp
  • 13725 Soundview Avenue, Southold, NY 11971
    1.21 ACRES
    $2,250,000
    3bd
    2ba
    3,548 sqft (on 1.21 acres)
    13725 Soundview Avenue,
    Southold, NY 11971
    Listing by: Corcoran
  • 835 Tarpon Drive, Southold, NY 11971
    NEW - 2 DAYS AGO0.59 ACRES
    $2,950,000
    4bd
    3ba
    3,400 sqft (on 0.59 acres)
    835 Tarpon Drive,
    Southold, NY 11971
    Listing by: Douglas Elliman Real Estate
  • 633 Pine Neck Rd, Southold, NY 11971
    OPEN SAT, 12-2PM1 ACRE
    Listing by: Douglas Elliman Real Estate
  • 4395 Hortons Ln, Southold, NY 11971
    30.83 ACRES
    $2,899,000
    4bd
    2ba
    2,000 sqft (on 30.83 acres)
    4395 Hortons Ln,
    Southold, NY 11971
    Listing by: Town & Country Real Estate
  • 625 Bennetts Ln, Southold, NY 11971
    0.49 ACRES
    $999,999
    4bd
    3ba
    2,184 sqft (on 0.49 acres)
    625 Bennetts Ln,
    Southold, NY 11971
    Listing by: Thomas J. McCarthy Real Estate, Inc.
  • 1900 Paradise Shores Road, Southold, NY 11971
    0.25 ACRES
    $999,000
    4bd
    2ba
    1,700 sqft (on 0.25 acres)
    1900 Paradise Shores Road,
    Southold, NY 11971
    Listing by: Thomas J McCarthy Real Estate
  • 150 Deer Run, Southold, NY 11971
    NEW CONSTRUCTION1.98 ACRES
    $3,695,000
    5bd
    6ba
    5,285 sqft (on 1.98 acres)
    150 Deer Run,
    Southold, NY 11971
    Listing by: Corcoran

Homes Near Southold, NY

We found 29 more homes matching your filters just outside Southold

  • 1845 Henrys Lane, Peconic, NY 11958
    Use arrow keys to navigate
    0.58 ACRES
    $899,000
    5bd
    2ba
    2,400 sqft (on 0.58 acres)
    1845 Henrys Lane,
    Peconic, NY 11958
    Listing by: NOFO Real Estate LLC
  • 9 Behringer Ln, Shelter Island Heights, NY 11965
    Use arrow keys to navigate
    2 ACRES
    $1,999,000
    3bd
    3ba
    2,780 sqft (on 2 acres)
    9 Behringer Ln,
    Shelter Island Heights, NY 11965
    Listing by: Saunders & Associates
  • 1000 9th Street UNIT G56, Greenport, NY 11944
    Use arrow keys to navigate
    Listing by: Daniel Gale Sothebys Intl Rlty
  • 511 Carpenter Street, Greenport, NY 11944
    Use arrow keys to navigate
    Listing by: Compass Greater NY LLC
  • 2890 Kerwin Boulevard, Greenport, NY 11944
    Use arrow keys to navigate
    0.92 ACRES
    $1,275,000
    4bd
    3ba
    2,670 sqft (on 0.92 acres)
    2890 Kerwin Boulevard,
    Greenport, NY 11944
    Listing by: Douglas Elliman Real Estate
  • 4295 Bay Shore Rd, Greenport, NY 11944
    Use arrow keys to navigate
    Listing by: Daniel Gale Sotheby's International Realty
  • 20 Prospect Ave, Shelter Island, NY 11964
    Use arrow keys to navigate
    1.2 ACRES
    $5,450,000
    7bd
    6ba
    5,000 sqft (on 1.20 acres)
    20 Prospect Ave,
    Shelter Island, NY 11964
    Listing by: Hedgerow Exclusive Properties
  • 55 Shore Rd, Shelter Island, NY 11964
    1.26 ACRES
    $9,950,000
    5bd
    6ba
    7,500 sqft (on 1.26 acres)
    55 Shore Rd,
    Shelter Island, NY 11964
    Listing by: Bespoke Real Estate
  • 508 4th Street, Greenport, NY 11944
    Listing by: Compass Greater NY LLC
  • 190 Pheasant Place, Greenport, NY 11944
    0.97 ACRES
    $1,390,000
    4bd
    3ba
    1,800 sqft (on 0.97 acres)
    190 Pheasant Place,
    Greenport, NY 11944
    Listing by: BERKSHIRE HATHAWAY
  • 5 Mimosa Pl, Shelter Island, NY 11964
    $1,650,000
    4bd
    2ba
    1,604 sqft
    5 Mimosa Pl,
    Shelter Island, NY 11964
    Listing by: Dering Harbor Real Estate
  • 29 Brander Pkwy, Shelter Island Heights, NY 11965
    1.56 ACRES
    $1,895,000
    4bd
    3ba
    2,196 sqft (on 1.56 acres)
    29 Brander Pkwy,
    Shelter Island Heights, NY 11965
    Listing by: Saunders & Associates
  • 150 re Pipes Neck Road, Greenport, NY 11944
    0.49 ACRES
    Listing by: Carol A Bohn
  • 42 Brander Pkwy, Shelter Island Heights, NY 11965
    0.87 ACRES
    $1,275,000
    3bd
    1ba
    1,443 sqft (on 0.87 acres)
    42 Brander Pkwy,
    Shelter Island Heights, NY 11965
    Listing by: Daniel Gale Sotheby's International Realty
  • 515 4th St, Greenport, NY 11944
    0.28 ACRES
    $1,350,000
    3bd
    2ba
    2,200 sqft (on 0.28 acres)
    515 4th St,
    Greenport, NY 11944
    Listing by: Nest Seekers International
  • 12 Hilo Dr, Shelter Island, NY 11964
    0.64 ACRES
    Listing by: Nest Seekers International
  • 31 Terry Dr, Shelter Island, NY 11964
    0.47 ACRES
    $1,395,000
    3bd
    2ba
    1,744 sqft (on 0.47 acres)
    31 Terry Dr,
    Shelter Island, NY 11964
    Listing by: Daniel Gale Sotheby's International Realty
  • 302 Monsell Place, Greenport, NY 11944
    Listing by: Century 21 Albertson Realty
  • 600 Harbor Lane, Cutchogue, NY 11935
    1.05 ACRES
    $1,229,000
    4bd
    3ba
    2,236 sqft (on 1.05 acres)
    600 Harbor Lane,
    Cutchogue, NY 11935
    Listing by: Signature Premier Properties
  • 529 2nd St, Greenport, NY 11944
    Listing by: Douglas Elliman Real Estate
  • 58235 North Rd, Greenport, NY 11944
    $1,148,888
    3bd
    1ba
    1,500 sqft
    58235 North Rd,
    Greenport, NY 11944
    Listing by: LOMBARDO HOMES & ESTATES
  • 1745 Harbor Lane, Cutchogue, NY 11935
    0.68 ACRES
    $899,000
    3bd
    2ba
    1,920 sqft (on 0.68 acres)
    1745 Harbor Lane,
    Cutchogue, NY 11935
    Listing by: Thomas J McCarthy Real Estate
  • 8 Tims Trl, Shelter Island, NY 11965
    FOR SALE BY OWNERNEW CONSTRUCTION0.62 ACRES
    $2,050,000
    4bd
    5ba
    3,689 sqft (on 0.62 acres)
    8 Tims Trl,
    Shelter Island, NY 11965
  • 1105 Mill Lane, Peconic, NY 11958
    1.98 ACRES
    $1,595,000
    3bd
    3ba
    2,500 sqft (on 1.98 acres)
    1105 Mill Lane,
    Peconic, NY 11958
    Listing by: Thomas J McCarthy Real Estate
  • 408 South Street, Greenport, NY 11944
    NEW CONSTRUCTION
    Listing by: Signature Premier Properties
  • 250 County Road 48, Peconic, NY 11958
    NEW CONSTRUCTION9.3 ACRES
    $1,999,000
    2bd
    1ba
    1,600 sqft (on 9.30 acres)
    250 County Road 48,
    Peconic, NY 11958
    Listing by: Century 21 Albertson Realty
  • 3 Bevan Place, Shelter Island, NY 11964
    1 ACRE
    $2,995,000
    3bd
    3ba
    1,795 sqft (on 1 acre)
    3 Bevan Place,
    Shelter Island, NY 11964
    Listing by: Corcoran
  • 725 Peconic Lane, Peconic, NY 11958
    0.34 ACRES
    Listing by: Century 21 Realty Specialists
  • 36225 Main Rd, Cutchogue, NY 11935
    95 ACRES
    Listing by: NOFO Real Estate

Southold, NY Real Estate Trends

Learn about the Southold, NY housing market through trends and averages.

Affordability of Living in Southold, NY

The median home value is $997,569
MonthMedian home value
November 2023$999k
December 2023$998k
January 2024$998k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Southold, NY, by Home Size

Currently, there are 4 new listings and 35 homes for sale in Southold.
Home SizeHome Value*
2 bedrooms (4 homes)$724,413
3 bedrooms (6 homes)$952,920
4 bedrooms (13 homes)$1,224,744
*Home value over the past month

What Locals Say about Southold

  • Trulia User
    "Friendly neighbors and safe neighborhood - o playground though- safe to bike alone and with friends "
    0
    Flag
  • Jhartstein
    "People are kind and warm. Neighborhood is safe and inviting. We enjoy our home, the space we have and the easy access to town. "
    3
    Flag
  • Hadley S.
    "Spending winter here with my boyfriend , traveling from Brooklyn which is a hike but him being here is worth the trip"
    3
    Flag
  • Brian A. P. M.
    "It’s rural. Great dog park in the area. Lots to do. Nice people for the most part. Traffic in summer and fall is horrendous on the North Road."
    3
    Flag
  • Rose D.
    "Great neighborhood. Some people are here full time others weekend warriors. Everyone looks out for each other. Great place to have a house "
    4
    Flag
  • Tom Mc
    "Plenty of open space to walk your dog and many nice people to meet along the way ! There are hundreds of preserved acres to wander, explore and experience the magic that makes The North Fork such a special place to live !"
    0
    Flag
  • Charles H
    "Wonderful place of like minded people who enjoy and share in our community and appreciate being neighbors "
    2
    Flag
  • Erin S.
    "Nice neighborhood, quiet, friendly, I love living here during the summer as well as the winter. All seasons are wonderful, love the vineyard community "
    3
    Flag
  • Nplanamento
    "Southold residents are mindful of their community and know and respect each other - kindly recognize and honor our dark sky laws, privacy and sound ordinances- while its wonderful to have new people move in be mindful of the reason why you chose to relocate here and respect the quiet and beauty that attracted you in the first place... "
    3
    Flag
  • sk
    "Too many dogs, many running loose, pooping in neighbors' yards, barking loudly for a long time, inconsiderate dog owners"
    2
    Flag
  • Wyndywilder
    "I love the north fork of LI. It’s beautiful, friendly, and has a strong sense of community. I enjoy my proximity to the various hamlets as well as the beach. "
    0
    Flag
  • Victoria G.
    "Steps to beach, near vineyards, farm stands, fine dining, shopping -- this is a prime North Fork location."
    0
    Flag
  • Susan S.
    "Live and work here for 30 years."
    1
    Flag
  • Ggeiss
    "A custom home development within Founder's Landing Park district which offers bay beach, playground and clubhouse for district residents. Minutes to Southold hamlet and Greenport Village shopping, amenities, marinas, & public transit, and highly rated Eastern Long Island Hospital. Bounded by a 14 acre preserve on Hashamomack Pond (which is fed from Peconic Bay), and Long Creek, a branch of the Pond. "
    1
    Flag
  • deluiseny
    "We had a holiday house here for 25 years, given up when our child went to college. It was an idyllic place, on the water, among flowers, trees, and country roads. I miss it and would love to move back full time."
    0
    Flag
  • Jerry C.
    "This is part of the Southold Park District. The park and grounds are well maintained and supervised. This has always been a well regarded community and the sunsets over the water are incredible. "
    0
    Flag
The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Zillow, Inc are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2024 OneKey® MLS. All rights reserved.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.