14

Southold, NY Open Houses

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  • /41

    $7,450,000

    Open Sun 12:30PM - 2PM $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

    1750 Hobart Rd, Southold, NY 11971
  • /34

    $1,499,000

    Open Sat 1PM - 2:30PM $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 Peconic Bay and Long Island Sound beaches. Its setting captures the very best of life

    Agent Photo

    Regan Battuello

    The Agency Northshore NY

    56861 Private Rd B (Main), Southold, NY 11971
  • /48

    $2,899,000

    Open House 7/03
    • 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

    405 Williamsburgh Dr, Southold, NY 11971
  • /27

    $995,000

    Open Sun 1AM - 3PM $155K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    100 Bayberry Ln, Southold, NY 11971

    Just a stone's throw from the sands of Town Sound Beach, this bright and airy retreat offers the perfect blend of coastal proximity and quiet privacy. Freshly painted inside and out, the home feels crisp and modern, anchored by a stunning living room featuring cathedral ceilings, a cozy wood-burning fireplace, and oversized windows that flood the space with natural light. The layout is designed

    Diane Mollica Compass Greater NY LLC

    100 Bayberry Ln, Southold, NY 11971
  • /50

    $1,249,000

    Open Sat 1PM - 3PM $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
  • /21

    $1,150,000

    Open Sun 1:45PM - 3PM
    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft

    380 Clark Rd, Southold, NY 11971

    Welcome to 380 Clark Road, a sun-filled North Fork escape perfectly located near the beautiful beaches of Southold. Blending comfort, charm, and endless backyard potential, this turn key home captures the easygoing lifestyle that makes the North Fork so desirable. Natural light pours throughout the home, creating bright, cheerful interiors and a warm, welcoming feel from the moment you arrive.

    Susan Orioli Engel & Volkers North Fork

    380 Clark Rd, Southold, NY 11971
  • /25

    $2,399,000

    Open Sat 12PM - 2PM
    • 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
  • /26

    $1,299,999

    Open Sun 12:15PM - 1:45PM $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,584 Sq Ft

    75 Birch Rd, Southold, NY 11971

    Tucked away on a beautifully landscaped property, this 2022 built 4 bedroom, 3.5 bath residence offers the perfect blend of modern construction, thoughtful design, and effortless North Fork charm. From the moment you arrive, the inviting front porch, complete with a classic swing, sets the tone for relaxed living. Inside, the home is thoughtfully designed with a seamless flow, anchored by a

    Susan Orioli Engel & Volkers North Fork

    75 Birch Rd, Southold, NY 11971
  • /19

    $1,699,000

    Open Sat 12PM - 2PM
    • 5 Beds
    • 2 Baths
    • 1,688 Sq Ft

    530 Sunset Way, Southold, NY 11971

    Enjoy breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6'x20' dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets, entertain

    Thomas McCarthy Thomas J McCarthy Real Estate

    530 Sunset Way, Southold, NY 11971
  • /37

    $879,999

    Open Fri 5PM - 7PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    870 Crittens Ln, Southold, NY 11971

    Nestled in the Southwood Community on a beautifully landscaped 0.51-acre lot in Southold, this spacious ranch offers the perfect blend of comfort, charm, and North Fork living. Gleaming hardwood floors flow throughout the home, which features three generously sized bedrooms and two full bathrooms. The expansive formal living room is highlighted by a cozy wood-burning fireplace, while the large

    Stephen Zappalla Keller Williams Realty Elite

    870 Crittens Ln, Southold, NY 11971
  • /26

    $970,000

    Open Sun 11AM - 12:30PM $80K 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
  • /27

    $1,595,000

    Open Sat 1PM - 2:30PM
    • 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
  • /30

    $6,550,000

    Open Sat 12PM - 2PM
    • 5 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    920 Cedar Point Dr E, Southold, NY 11971

    Set on a rare south-facing double lot with 200 feet of direct Peconic Bay frontage, a sandy beach, and a protected dock, this exceptional waterfront offering captures the essence of North Fork living. Perfectly positioned to enjoy all-day sunshine, refreshing southerly breezes, and breathtaking sunsets, the property sits at an ideal elevation that enhances the views while maintaining an

    Patricia Cosmadelis Daniel Gale Sothebys Intl Rlty

    920 Cedar Point Dr E, Southold, NY 11971
  • /46

    $1,499,000

    Open Sun 1PM - 2:30PM
    • 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

Home Price Trends

Median Sale Price
$950,000
Median Single Family Sale Price
$1,175,000
Median Townhouse Sale Price
$733,750
Median 2 Bedroom Sale Price
$719,000
Median 1 Bedroom Sale Price
$733,000
Average Price Per Sq Ft
$691
Number of Homes for Sale
50
Last 12 months Home Sales
97
Months of Supply
6.20
Median List Price
$1,200,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-8%
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