$999,999
Pending
- 2 Beds
- 1 Bath
- 1,954 Sq Ft
600 Highwood Rd, Southold, NY 11971
Alexis Meadows Compass Greater NY LLC
4,552
Homes in ZIP Code 11971
-
600 Highwood Rd, Southold, NY 11971
-
$3,200 Per Month
- 2 Beds
- 1 Bath
- 606 Sq Ft
- House for Rent
1385 Old Shipyard Ln, Southold, NY 11971
1385 Old Shipyard Ln, Southold, NY 11971Charming year-round rental in coveted Founders Landing! Just moments from a sugar sand Bay beach and a marina with deep water access. Nestled on a spacious 1/4 acre parcel perfect for outdoor activities. Featuring two cozy bedrooms and a well-appointed bath, this home offers plenty of room for entertaining while being easy to maintain. Conveniently close to shops, beaches, and dining. Don't miss
Andrea Parks Douglas Elliman Real Estate
-
$1,130,000
Sold Sep 30, 202570 Mockingbird Ln, Southold, NY 11971
- 4 Beds
- 3 Baths
- Built 2001
Last Sold Summary
- 16% Below List Price
- 143 Days On Market
Current Estimated Value $1,110,074
Last Listing Agent Kelly Gatanas Daniel Gale Sothebys Intl Rlty
70 Mockingbird Ln, Southold, NY 11971 -
Est $1,315,704
Not Listed For Sale295 Grove Dr, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- 2,492 Sq Ft
- Built 1945
Last Sold Summary
- 38 Days On Market
-
$1,699,000
New Construction- 4 Beds
- 3.5 Baths
- 2,668 Sq Ft
1700 Smith Dr S, Southold, NY 11971
1700 Smith Dr S, Southold, NY 11971Kristy Naddell Douglas Elliman Real Estate
-
$12,500 Per Month
- 4 Beds
- 3.5 Baths
- 2,500 Sq Ft
- House for Rent
16125 Soundview Ave, Southold, NY 11971
16125 Soundview Ave, Southold, NY 11971Available 2026: September $12,500; October $12,500; November $8,500Experience the very best of the North Fork in this extraordinary soundfront retreat, where miles of pristine Long Island Sound beachfront become your backyard and sunsets RSVP nightly just for you. Wake each morning in the primary suite to panoramic water views that stretch to the horizon, framed by floor-to-ceiling glass that
Sheri Winter Parker Corcoran
-
$1,943,000
Sold Apr 17, 2026630 Tarpon Dr, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
- Built 1980
Last Sold Summary
- 2% Above List Price
- $925/SF
- 64 Days On Market
Current Estimated Value $1,678,999
Last Listing Agent Tom Uhlinger Douglas Elliman Real Estate
630 Tarpon Dr, Southold, NY 11971 -
Est $973,813
Not Listed For Sale950 Paradise Shores Rd, Southold, NY 11971
- 4 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 1983
Last Sold Summary
- 43 Days On Market
-
$1,295,000
- 2 Beds
- 1 Bath
- 2,000 Sq Ft
1220 Youngs Ave, Southold, NY 11971
1220 Youngs Ave, Southold, NY 11971Lee Beninati Beninati Associates
-
$16,000 Per Month
- 3 Beds
- 1 Bath
- 1,500 Sq Ft
- House for Rent
2380 S Harbor Rd, Southold, NY 11971
2380 S Harbor Rd, Southold, NY 11971Available: July $16K, August $19.5K, Oct 1, 2026 to Sept 30, 2027 - Monthly Rate $3,700. The Yellow House sits on five secluded acres in Southold on the North Fork of Long Island, offering sweeping vineyard views and stunning sunsets. One of the North Fork's best bay beaches is just a five-minute stroll to the end of the road. The home has been newly painted and furnished and features central air
Sheri Winter Parker Corcoran
-
$1,500,000
Sold Jan 08, 20263635 Old North Rd, Southold, NY 11971
- Land
- 9.5 Acres
- $157,895 per Acre
Last Sold Summary
- 8 Days On Market
Current Estimated Value $1,485,626
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
3635 Old North Rd, Southold, NY 11971 -
Est $1,376,312
Not Listed For Sale2230 Paradise Shores Rd, Southold, NY 11971
- 3 Beds
- 3 Baths
- 2,800 Sq Ft
- Built 2000
Last Sold Summary
- 35 Days On Market
-
$975,000
- 3 Beds
- 2.5 Baths
- 1,988 Sq Ft
445 Budds Pond Rd, Southold, NY 11971
445 Budds Pond Rd, Southold, NY 11971Bridget Elkin Compass Greater NY LLC
-
$19,500 Per Month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
1355 Watersedge Way, Southold, NY 11971
1355 Watersedge Way, Southold, NY 11971Welcome to 1355 Watersedge Way, a delightful Bayfront home offering breathtaking water and sunset views in Southold. Nestled next to a nature preserve with 300 feet of private beach, this home provides both serenity and direct water access.Inside, the spacious living room features a a wall of sliding glass doors that open to a waterside deck, perfect for enjoying the bay breeze. The eat-in
Jeanmarie Bay William Raveis New York LLC
-
$785,000
Sold Sep 12, 20256980 N Bayview Rd, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $476/SF
- 96 Days On Market
Current Estimated Value $832,377
Last Listing Agent Nicholas Planamento William Raveis New York LLC
6980 N Bayview Rd, Southold, NY 11971 -
Est $1,779,594
Not Listed For Sale9390 N Bayview Rd, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- 3,700 Sq Ft
- Built 2002
Last Sold Summary
- 155 Days On Market
-
$1,799,000
- Land
- 8.65 Acres
- $207,977 per Acre
420 Leon Rd, Southold, NY 11971
420 Leon Rd, Southold, NY 11971 -
$10,000 Per Month
- 3 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
1050 Pine Ave, Southold, NY 11971
1050 Pine Ave, Southold, NY 11971North Fork summers are defined by sun-soaked beach days, vineyard hopping, and slow evenings spent cooking under the open sky—and this charming 3-bedroom, 2-bath cottage captures it all. Tucked away in Southold, this inviting rental places you right in the heart of the North Fork, perfectly positioned to experience everything the area has to offer. Spend your mornings browsing Southold’s curated
Kieran Collings Douglas Elliman Real Estate
-
$650,000
Sold Nov 21, 2025900 Cedar Dr, Southold, NY 11971
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1967
Last Sold Summary
- 11% Below List Price
- $591/SF
- 144 Days On Market
Current Estimated Value $671,449
Last Listing Agent Lisa Cerreta BERKSHIRE HATHAWAY
900 Cedar Dr, Southold, NY 11971 -
Est $1,226,965
Not Listed For Sale670 Seawood Dr, Southold, NY 11971
- 3 Beds
- 3 Baths
- Built 1961
Last Sold Summary
- 31 Days On Market
-
$4,300,000
Pending- Land
- 13.85 Acres
- $310,469 per Acre
11535 N Bayview Rd, Southold, NY 11971
11535 N Bayview Rd, Southold, NY 11971 -
$6,800 Per Month
- 2 Beds
- 1.5 Baths
- 1,200 Sq Ft
- House for Rent
51970 New York 25, Southold, NY 11971
51970 New York 25, Southold, NY 11971Pack your bags and relax this summer in this beautifully renovated farmhouse in the heart of the North Fork! Enjoy a delightful retreat in this irresistible and stylishly appointed cottage with charm and comfort throughout! The recently updated eat-in kitchen features brand new stainless steel appliances, and all of the rooms throughout are fresh clean awaiting your arrival. This home is right in
Suzette Reiss Douglas Elliman Real Estate
-
$2,600,000
Sold Feb 02, 20261635 Laurel Ave, Southold, NY 11971
- 4 Beds
- 4.5 Baths
- 3,960 Sq Ft
- Built 2025
Last Sold Summary
- $657/SF
- 7 Days On Market
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
1635 Laurel Ave, Southold, NY 11971 -
Est $906,073
Not Listed For Sale1750 Seawood Dr, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,420 Sq Ft
- Built 1989
Last Sold Summary
- 31 Days On Market
-
$2,495,000
$255K PRICE DROP- 3 Beds
- 2 Baths
- 1,250 Sq Ft
1455 Cedar Point Dr E, Southold, NY 11971
1455 Cedar Point Dr E, Southold, NY 11971Maureen Sullivan Daniel Gale Sothebys Intl Rlty
-
$20,000 Per Month
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
- House for Rent
950 Blue Marlin Dr, Southold, NY 11971
950 Blue Marlin Dr, Southold, NY 11971Beachfront, located in Southold Shores, this architect's own home is built with all the beautiful appointments you can imagine. Embracing the purity of architectural detail, together with a refined simplicity, this waterfront home offers a timeless elegance. Sweeping sunsets eye-catching angles and thoughtful details provide constant visual interest. A large 4 bedrooms with 4 baths ensuite,
Lori Feilen William Raveis New York LLC
-
$665,000
Sold Dec 03, 2025205 Grange Rd, Southold, NY 11971
- 3 Beds
- 1 Bath
- 1,300 Sq Ft
- Built 1971
Last Sold Summary
- 11% Above List Price
- $512/SF
- 15 Days On Market
Current Estimated Value $688,371
Last Listing Agent Rita Rooney Douglas Elliman Real Estate
205 Grange Rd, Southold, NY 11971 -
Est $813,084
Not Listed For Sale1785 Seawood Dr, Southold, NY 11971
- 3 Beds
- 2 Baths
- Built 1976
Last Sold Summary
- 25 Days On Market
-
$1,699,000
- 5 Beds
- 2 Baths
- 1,688 Sq Ft
530 Sunset Way, Southold, NY 11971
530 Sunset Way, Southold, NY 11971Thomas McCarthy Thomas J McCarthy Real Estate
-
$14,950 Per Month
- 6 Beds
- 3.5 Baths
- 3,500 Sq Ft
- House for Rent
100 W Shore Dr, Southold, NY 11971
100 W Shore Dr, Southold, NY 11971Set in the highly sought-after Reydon Shores community, 100 W Shore Dr, Southold is a rare dog-friendly North Fork waterfront seasonal rental with your own private, sandy beach and sweeping bay views to Shelter Island. This renovated classic offers three levels of living with a great room and sunroom, 6 bedrooms, 3.5 baths, two wood-burning fireplaces, and a huge Trex deck built for sunset
Basil Boziotis Compass Greater NY LLC
-
$890,000
Sold Apr 17, 20264100 Youngs Ave, Southold, NY 11971
- 5 Beds
- 3 Baths
- 2,300 Sq Ft
- Built 1970
Last Sold Summary
- 9% Below List Price
- $387/SF
- 174 Days On Market
Current Estimated Value $925,673
Last Listing Agent Jeannine Kowaleski William Raveis New York LLC
4100 Youngs Ave, Southold, NY 11971 -
Est $1,034,580
Not Listed For Sale605 Topsail Ln, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- Built 1992
Last Sold Summary
- 55 Days On Market
-
$500,000
Pending- Land
- 26,136 Sq Ft
- $833,333 per Acre
265 Arshamomaque Ave, Southold, NY 11971
265 Arshamomaque Ave, Southold, NY 11971 -
$25,000 Per Month
- 4 Beds
- 3.5 Baths
- House for Rent
910 Glenn Rd, Southold, NY 11971
910 Glenn Rd, Southold, NY 11971Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car
Andrea Parks Douglas Elliman Real Estate
-
$1,175,000
Sold Feb 04, 20261475 Oaklawn Ave, Southold, NY 11971
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
- Built 1966
Last Sold Summary
- $490/SF
- 33 Days On Market
Current Estimated Value $1,154,396
Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty
1475 Oaklawn Ave, Southold, NY 11971 -
Est $1,344,402
Not Listed For Sale1525 Leeward Dr, Southold, NY 11971
- 5 Beds
- 4 Baths
- Built 2003
Last Sold Summary
- 117 Days On Market
-
$4,000,000
- 3 Beds
- 4 Baths
- 3,496 Sq Ft
1480 Old Wood Path, Southold, NY 11971
1480 Old Wood Path, Southold, NY 11971Bridget Elkin Compass Greater NY LLC
-
$30,000 Per Month
- 8 Beds
- 7 Baths
- 5,400 Sq Ft
- House for Rent
650 Pine Ave, Southold, NY 11971
650 Pine Ave, Southold, NY 11971Masterfully crafted resort style property, where coastal luxury meets effortless living. Tucked within a coveted private beach community with beach access, this resort-style property was designed for gathering, entertaining, and unwinding in total privacy. The home features a show-stopping 20’ x 40’ heated saltwater pool, framed by lush, manicured grounds that feel both serene and indulgent.
Colin McCarthy Thomas J McCarthy Real Estate
-
$1,150,000
Sold Jul 10, 20252865 S Harbor Rd, Southold, NY 11971
- 3 Beds
- 3 Baths
- 2,250 Sq Ft
- Built 1984
Last Sold Summary
- $511/SF
- 24 Days On Market
Current Estimated Value $1,185,496
Last Listing Agent Shane Hafer Compass Greater NY LLC
2865 S Harbor Rd, Southold, NY 11971 -
Est $3,757,000
Not Listed For Sale10995 N Bayview Rd, Southold, NY 11971
- 5 Beds
- 5.5 Baths
- 6,162 Sq Ft
- Built 2000
Last Sold Summary
- 399 Days On Market
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