4,634

Southold, NY Homes

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  • /34

    $1,499,000

    $251K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,911 Sq Ft

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

    Tucked away on a private road in the heart of historic Southold, this light-filled coastal home offers a rare combination of privacy, convenience, and North Fork charm. Surrounded by peaceful farm frontage and mature landscaping, this tranquil retreat is just off the North Fork Wine Trail and moments to town and private Peconic Bay and Long Island Sound beaches. Its setting captures the very best

    Agent Photo

    Regan Battuello

    The Agency Northshore NY

    (934) 200-4963

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

    $13,001

    Total Monthly Price

    • 4 Beds
    • 3 Baths
    • 3,196 Sq Ft
    • Condo for Rent

    1345 Long Creek Dr Unit SI ID1512339P, Southold, NY 11971

    The advertised rate of $13,001/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 25, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    (631) 964-6089

    1345 Long Creek Dr Unit SI ID1512339P, Southold, NY 11971
  • 4077 Main Bayview Rd, Southold, NY 11971

    $475,000

    Sold Mar 30, 2026

    4077 Main Bayview Rd, Southold, NY 11971

    • Land
    • 40,075 Sq Ft
    • $516,304 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 143 Days On Market

    Current Estimated Value $488,713

    Last Listing Agent Mary Ellen Ellwood Douglas Elliman Real Estate

    4077 Main Bayview Rd, Southold, NY 11971
  • /41

    $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

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 529-1381

    1750 Hobart Rd, Southold, NY 11971
  • /20

    $11,968

    Total Monthly Price

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

    810 Waterview Dr Unit SI ID1261529P, Southold, NY 11971

    The advertised rate of $11,969/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 23, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    (631) 612-6409

    810 Waterview Dr Unit SI ID1261529P, Southold, NY 11971
  • 5805 Main Bayview Rd, 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

    Current Estimated Value $2,564,432

    Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

    5805 Main Bayview Rd, Southold, NY 11971
  • /21

    $1,799,995

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,627 Sq Ft

    700 Gin Ln, Southold, NY 11971

    Southold Summer Vibes. Turnkey on the North ForkIf you’ve been waiting for the right North Fork house—the one that truly delivers on sandy beaches, bigger water and effortless weekends—this is it.Set within the Bay Haven Association, 700 Gin Lane puts you moments from the water and includes access to a private sandy beach just down the lane from home. Everything that defines the North

    Agent Photo

    Dawn Watson

    Serhant East End LLC

    (631) 570-5653

    700 Gin Ln, Southold, NY 11971
  • /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
  • 2120 Brigantine Dr, Southold, NY 11971

    $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

    Current Estimated Value $1,152,384

    Last Listing Agent Barbara Poliwoda Douglas Elliman Real Estate

    2120 Brigantine Dr, Southold, NY 11971
  • /49

    $1,899,000

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

    25 Lighthouse Rd, Southold, NY 11971

    Tucked at the end of a long, private drive on one of Southold’s historic streets, this custom-built, designer's own Nantucket-style home delivers 3,800 square feet of luxury on just under an acre of manicured gardens. Minutes from both the Sound and Peconic Bay, plus the restaurants, wineries, and village charm that make North Fork living feel like a permanent vacation. Step onto the mahogany

    Agent Photo

    Janet Bidwell

    Douglas Elliman Real Estate

    (631) 250-8126

    25 Lighthouse Rd, Southold, NY 11971
  • /20

    $15,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • House for Rent

    1854 N Bayview Rd, Southold, NY 11971

    Last Minute deal on Summer rental. Amazing location with private beach, amazing waterviews and a private dock! Home is fully furnished and has 2 bedrooms, 2 full bathrooms and a 1/2 bathroom. Bring your boat or kayaks!

    Isaac Israel Richmond Realty Corp

    1854 N Bayview Rd, Southold, NY 11971
  • 285 Blue Marlin Dr, Southold, NY 11971

    $2,225,000

    Sold Mar 20, 2026

    285 Blue Marlin Dr, Southold, NY 11971

    • 4 Beds
    • 4.5 Baths
    • 2,842 Sq Ft
    • Built 2025

    Last Sold Summary

    • 18% Below List Price
    • $783/SF
    • 248 Days On Market

    Current Estimated Value $1,680,667

    Last Listing Agent Connie Liappas Compass Greater NY LLC

    285 Blue Marlin Dr, Southold, NY 11971
  • /48

    $2,899,000

    Open Fri 4PM - 5:30PM
    • 4 Beds
    • 3 Baths
    • 2,351 Sq Ft

    405 Williamsburgh Dr, Southold, NY 11971

    Scandinavian Chic Waterfront Masterpiece with Panoramic Water Views | Southold Built in 2022 with exceptional craftsmanship and professionally curated interiors, this breathtaking waterfront residence blends Scandinavian chic design with warm modern coastal luxury. Set on .35 acres with direct water access, the home features 4 bedrooms, 3 full baths, 2,351 square feet of beautifully designed

    Agent Photo

    Laura Cochran

    BERKSHIRE HATHAWAY

    (631) 825-7401

    405 Williamsburgh Dr, Southold, NY 11971
  • /25

    $40,000 Per Month

    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    1160 Goose Creek Ln, Southold, NY 11971

    Available: July $40,000; Aug - LD: $45,000; July/Aug-LD $70,000Step back in time-without sacrificing comfort-in this beautifully preserved 5-bedroom, 3-bath home brimming with charm and nestled along the tranquil banks of Goose Creek. Surrounded by water on two sides and set on a private road, this unique property offers a rare blend of historic character and modern amenities. From the moment

    Sheri Winter Parker Corcoran

    1160 Goose Creek Ln, Southold, NY 11971
  • 12250 Soundview Ave, Southold, NY 11971

    $1,300,000

    Sold May 04, 2026

    12250 Soundview Ave, Southold, NY 11971

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 1985

    Last Sold Summary

    • 18% Below List Price
    • $542/SF
    • 144 Days On Market

    Current Estimated Value $1,222,287

    Last Listing Agent Scott Bennett Douglas Elliman Real Estate

    12250 Soundview Ave, Southold, NY 11971
    • 200 Deer Run, Southold, NY 11971

      Est $3,969,667

      Not Listed For Sale

      200 Deer Run, Southold, NY 11971

      • 5 Beds
      • 9 Baths
      • 6,000 Sq Ft
      • Built 2015
      200 Deer Run, Southold, NY 11971

      Last Sold Summary

      • 88 Days On Market

  • /35

    $1,835,000

    $60K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    1020 Ruch Ln, Southold, NY 11971

    Welcome to Sunset Cottage! Perfectly situated on one of Southold’s most desirable streets, this beautifully renovated waterfront beach house with deeded beach rights and offering the ultimate North Fork lifestyle. Enjoy spectacular sunsets from the new mahogany waterside deck overlooking Hashamomuck Pond which is ideal for kayaking, paddle boarding, fishing, and crabbing. The spacious living room

    Kristy Naddell Douglas Elliman Real Estate

    1020 Ruch Ln, Southold, NY 11971
  • /18

    $22,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    2845 Hobart Rd, Southold, NY 11971

    Mint mid-century modern cottage offering 3 bedrooms and 2 baths, ideally located just 100 yards from sandy Founders Landing beach. The interior features clean, modern lines, anchored by a fireplace and expansive picture windows that fill the space with natural light and capture beautiful water views. Outdoors, your backyard with fire pit and outdoor shower creates an ideal setting for summer

    Eric Elkin Compass Greater NY LLC

    2845 Hobart Rd, Southold, NY 11971
  • 1955 Laurel Ave, Southold, NY 11971

    $2,400,000

    Sold Mar 03, 2026

    1955 Laurel Ave, Southold, NY 11971

    • 3 Beds
    • 3.5 Baths
    • 3,210 Sq Ft
    • Built 2025

    Last Sold Summary

    • $748/SF
    • 104 Days On Market

    Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

    1955 Laurel Ave, Southold, NY 11971
  • /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 - 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
  • /20

    $55,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 2,750 Sq Ft
    • House for Rent

    7635 Main Bayview Rd, Southold, NY 11971

    Elegant Historic Home in Southold – Coastal Charm Meets Modern Luxury Escape to the North Fork and enjoy this beautifully restored historic Southold home, perfectly blending timeless elegance with every modern comfort. This spacious retreat features 5 bedrooms and 3.5 baths, ideal for families or groups seeking a serene getaway. Enjoy central air conditioning, high-speed internet, and five smart

    Mary Terry MCKENNASHEA LLC

    7635 Main Bayview Rd, Southold, NY 11971
  • 20210 Soundview Ave, Southold, NY 11971

    $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 $2,042,446

    Last Listing Agent Marco Maida Compass Greater NY LLC

    20210 Soundview Ave, Southold, NY 11971
  • /41

    $2,795,000

    Pending
    • 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
  • /20

    $20,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,572 Sq Ft
    • House for Rent

    465 Tarpon Dr, Southold, NY 11971

    This elegant mid-century coastal charming North Fork rental is nestled in Southold Shore Community with a bayfront beach, marina and water access for launching a kayak. This chic and sophisticated modern home has been completely renovated and sits on a private road with a manicured front lawn and a two car garage. Enjoy your cup of coffee or lunch on the beautiful large deck overlooking a

    Maryse Bransfield William Raveis New York LLC

    465 Tarpon Dr, Southold, NY 11971
  • 58315 North Rd, Greenport, NY 11944

    $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

    Current Estimated Value $1,009,715

    Last Listing Agent Donna Fakiris Modern Age Realty Group LLC

    58315 North Rd, Greenport, NY 11944
  • /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
  • /19

    $28,000 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    1100 Pine Ave, Southold, NY 11971

    Permit #: 0160. This Superb 3-Bedroom, 2-Bathroom Ranch Home Showcases Gorgeous Water Views And Is Strategically Located Near Goose Creek Beach And The Pulsating Heart Of Southold, Allowing You To Enjoy The Best Of Both Worlds. The Interior Is Beautifully Designed With A Minimalist Aesthetic, Offering A Serene Retreat From The Every Day Hustle And Bustle. The Open Layout Allows For Easy Movement

    Colin McCarthy Thomas J McCarthy Real Estate

    1100 Pine Ave, Southold, NY 11971
  • 1085 Gin Ln, Southold, NY 11971

    $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 $1,310,792

    Last Listing Agent Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    1085 Gin Ln, Southold, NY 11971
  • /31

    $2,795,000

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

    1475 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

    1475 Laurel Ave, Southold, NY 11971
  • /21

    $60,000 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    355 Windjammer Dr, Southold, NY 11971

    This soothing beach house is so Zen, you will feel like you are at a spa retreat! Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach!

    Sheri Winter Parker Corcoran

    355 Windjammer Dr, Southold, NY 11971
  • 155 Shepard Dr, Southold, NY 11971

    $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

    Current Estimated Value $847,012

    Last Listing Agent Isaac Israel Richmond Realty Corp

    155 Shepard Dr, Southold, NY 11971

Showing Results 1 - 40, Page 1 of 18

Home Trends in Southold, NY

Housing Trends

Median Sale Price
$925,000
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$733,750
Median 2 Bedroom Sale Price
$525,000
Average Price Per Sq Ft
$692
Number of Homes for Sale
44
Last 12 months Home Sales
96
Months of Supply
5.50
Median List Price
$1,162,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-7%
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