8

Southold, NY Homes for Sale under $2,000,000

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  • /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

    25 Lighthouse Rd, Southold, NY 11971
  • /4

    $1,600,000

    • Land
    • 2 Acres
    • $800,000 per Acre

    55975 Route 25, Southold, NY 11971

    2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. Four Buildings Possible As Of Right. Excellent Route 25 Exposure & Great Location In Center Of The Hamlet! Commercial Listing MLS# 3530579

    Colin McCarthy Thomas J McCarthy Real Estate

    55975 Route 25, Southold, NY 11971
  • /3

    $1,550,000

    New Construction $150K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,215 Sq Ft

    500 Summer Ln, Southold, NY 11971

    The classic North Fork lifestyle you have been waiting for has finally arrived. Nestled in a quiet Southold neighborhood, 500 Summer Lane offers the rare opportunity to create a retreat just moments from the beaches, vineyards, and beloved local destinations that define the North Fork. Here, tranquility meets convenience—you’re never far from the shoreline or the vibrant heartbeat of the

    Catherine Flood Compass Greater NY LLC

    500 Summer Ln, Southold, NY 11971
  • /25

    $1,599,999

    • 4 Beds
    • 4 Baths
    • 2,200 Sq Ft

    3715 Hortons Ln, Southold, NY 11971

    Designer Modern Farm Ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living Room, Dining Room and Kitchen, Gorgeous Kitchen with quartz countertops, Stainless Steel Appliances, built in Wine Cooler, New Windows throughout, New Interior Doors, New Exterior Doors, Custom Closets, New flooring, updated Designer Baths, New Boiler, New Well Pump, New Hot Water

    Arelis Olivieri RIN

    3715 Hortons Ln, Southold, NY 11971
  • /38

    $1,625,000

    New Construction $74K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,668 Sq Ft

    1700 Smith Dr S, Southold, NY 11971

    Experience the best of North Fork living in this stunning new construction home offering beautiful water views and deeded beach access. Thoughtfully designed with modern coastal elegance, this residence blends quality craftsmanship, open-concept living, and effortless indoor-outdoor flow. The main living area is filled with natural light and showcases spacious interiors, elevated finishes, and a

    Kristy Naddell Douglas Elliman Real Estate

    1700 Smith Dr S, Southold, NY 11971
  • /6

    $1,799,000

    • Land
    • 8.65 Acres
    • $207,977 per Acre

    420 Leon Rd, Southold, NY 11971

    Calling all builders and investors! Beautiful 8.65 acres of cleared, leveled land in Southold Town. This parcel is zoned R-80, (2 Acre zoning) and has 250' of frontage on Sound Avenue (North Road) and access from adjacent Leon Road. Sellers will not consider offers "subject to" any permits or approvals.

    Melissa Principi Douglas Elliman Real Estate

    420 Leon Rd, Southold, NY 11971
  • /35

    $1,750,000

    $249K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    3500 Pine Neck Rd, Southold, NY 11971

    Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in circa 1720 and impeccably maintained in pristine condition. This is not simply a home; it is a rare architectural heirloom, offering authenticity, craftsmanship, and legacy that cannot be replicated. Every historic element has been preserved to perfection,

    Trish Bergin Signature Premier Properties

    3500 Pine Neck Rd, Southold, NY 11971
  • /41

    $1,849,000

    $76K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,850 Sq Ft

    2100 Glenn Rd, Southold, NY 11971

    This turnkey opportunity in Southold, bordering beautiful Goose Creek, offers a private dock and is perfect for those seeking a North Fork beach house with a boater's lifestyle. Situated on more than two-thirds of an acre, this contemporary home features modern lines, abundant natural light, and a stunning yard ideal for outdoor entertaining. Upon arrival, you are welcomed by a spacious driveway

    Alexis Meadows Compass Greater NY LLC

    2100 Glenn Rd, Southold, NY 11971

Home Price Trends

Median Sale Price
$950,000
Median Single Family Sale Price
$1,249,000
Median Townhouse Sale Price
$865,000
Median 2 Bedroom Sale Price
$718,000
Median 1 Bedroom Sale Price
$733,000
Average Price Per Sq Ft
$672
Number of Homes for Sale
48
Last 12 months Home Sales
99
Months of Supply
5.80
Median List Price
$1,250,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-7%
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