$935,000
$215K PRICE DROP
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
100 Bayberry Ln, Southold, NY 11971
Diane Mollica Compass Greater NY LLC
4,599
Southold, NY Homes
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100 Bayberry Ln, Southold, NY 11971
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$10,000 Per Month
- 4 Beds
- 2.5 Baths
- House for Rent
1275 the Esplanade, Southold, NY 11971
1275 the Esplanade, Southold, NY 11971July 2 Weeks $12,000!, Full Month $22,000! (details below)...Fabulous Lux Vacations on the coveted Esplanade in "Angel Shores". This Striking 4BR/2.5B Designer Style Home has just undergone an entire first floor renovation thru early 2025. Enjoy your private deeded sandy bay beach and heated freeform lagoon pool with a zen waterfall. Property is fully fenced and enclosed by lush mature specimen
Kate Carpluk William Raveis New York LLC
-
$1,307,000
Sold Nov 14, 20253520 Old Rd N, Southold, NY 11971
- 3 Beds
- 3 Baths
- 3,000 Sq Ft
- Built 1989
Last Sold Summary
- 98,990% Above List Price
- $436/SF
- 16 Days On Market
Current Estimated Value $1,349,237
Last Listing Agent Roseann Prussen Signature Premier Properties
3520 Old Rd N, Southold, NY 11971 -
Not Listed For Sale
2375 Laurel Ave, Southold, NY 11971
- 4 Beds
- 4.5 Baths
- 3,960 Sq Ft
- Built 2025
Last Sold Summary
- 11 Days On Market
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
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$1,550,000
New Construction $150K PRICE INCREASE- 4 Beds
- 3.5 Baths
- 2,215 Sq Ft
500 Summer Ln, Southold, NY 11971
500 Summer Ln, Southold, NY 11971Catherine Flood Compass Greater NY LLC
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$3,900 Per Month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
440 Longview Ln, Southold, NY 11971
440 Longview Ln, Southold, NY 11971Experience effortless one-level living in this immaculate Southold retreat. Set in the coveted Terry Waters community with its own sandy beach just down the road, this clean, airy home offers comfort, privacy, and classic North Fork charm. A welcoming front porch opens to an inviting living room and a spacious den featuring hardwood floors and a wood-burning fireplace. The dining area flows into
Ryan McQueeney True North Realty Luxury Homes
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$733,000
Sold May 22, 2026Unlisted Address
- 1 Bed
- 4 Baths
- 2,890 Sq Ft
- Built 1985
Last Sold Summary
- 5% Below List Price
- $254/SF
- 154 Days On Market
Last Listing Agent Andrew Stype Andrew Stype Realty Inc
Unlisted Address -
Not Listed For Sale
2555 Youngs Ave Unit 5E, Southold, NY 11971
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1985
Last Sold Summary
- 35 Days On Market
Last Listing Agent Timothy O'Keefe Signature Premier Properties
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$995,000
Pending- 2 Beds
- 1 Bath
- 850 Sq Ft
56055 County Road 48, Southold, NY 11971
56055 County Road 48, Southold, NY 11971JoAnn Wind Daniel Gale Sothebys Intl Rlty
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$6,000 Per Month
- 4 Beds
- 4 Baths
- 1,800 Sq Ft
- House for Rent
215 Leon Rd, Southold, NY 11971
215 Leon Rd, Southold, NY 11971Enjoy this spacious vacation rental located just a short distance from Southold Town Beach. With room for the whole family, this home features three en-suite bedrooms plus an additional bedroom and full bath. The well-equipped kitchen opens to the dining and living rooms, where a cozy fireplace adds charm and warmth. Sliding glass doors lead to a deck overlooking a large backyard, perfect for
Jeanmarie Bay William Raveis New York LLC
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$877,500
Sold Mar 17, 2026920 Pine Neck Rd Unit 2D1, Southold, NY 11971
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
- Built 1967
Last Sold Summary
- 4% Below List Price
- $675/SF
- 76 Days On Market
Current Estimated Value $892,029
Last Listing Agent Erica Kelly Daniel Gale Sothebys Intl Rlty
920 Pine Neck Rd Unit 2D1, Southold, NY 11971 -
Est $1,064,585
Not Listed For Sale1150 Kenneys Rd, Southold, NY 11971
Last Sold Summary
- 59 Days On Market
Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate
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$799,000
- Land
- 2.29 Acres
- $348,908 per Acre
1350 Hortons Ln, Southold, NY 11971
1350 Hortons Ln, Southold, NY 11971 -
$30,000 Per Month
- 6 Beds
- 4 Baths
- 3,000 Sq Ft
- House for Rent
1695 Old Woods Path, Southold, NY 11971
1695 Old Woods Path, Southold, NY 11971Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a
Nicholas Planamento William Raveis New York LLC
-
$2,725,000
Sold Jun 15, 20261815 Laurel Ave, Southold, NY 11971
- 4 Beds
- 4.5 Baths
- 4,327 Sq Ft
- Built 2025
Last Sold Summary
- 3% Below List Price
- $630/SF
- 127 Days On Market
Current Estimated Value $2,733,538
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
1815 Laurel Ave, Southold, NY 11971 -
Not Listed For Sale
200 Crittenden Ln, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- Built 1964
Last Sold Summary
- 10 Days On Market
Last Listing Agent Katie DiGregorio Corcoran
-
$1,149,999
$150K PRICE DROP- 3 Beds
- 2 Baths
- 1,576 Sq Ft
52755 Soundview Ave, Southold, NY 11971
52755 Soundview Ave, Southold, NY 11971Argie Karavas BERKSHIRE HATHAWAY
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$15,000 Per Month
- 3 Beds
- 2 Baths
- 1,280 Sq Ft
- House for Rent
570 Hippodrome Dr, Southold, NY 11971
570 Hippodrome Dr, Southold, NY 11971A quintessential North Fork retreat in Beixedon Estates in an extraordinary waterfront setting. Tucked beside the winding Hippodome Creek and surrounded by lush coastal landscape, this charming month-to-month rental offers privacy, tranquility, and beautiful water views just moments from the Bay. The property’s peaceful natural surroundings create the perfect backdrop for relaxed morning coffee
Andrea Parks Douglas Elliman Real Estate
-
$1,250,000
Sold Feb 09, 20261465 Ackerly Pond Ln, Southold, NY 11971
- 4 Beds
- 2.5 Baths
- 3,226 Sq Ft
- Built 2005
Last Sold Summary
- 11% Below List Price
- $387/SF
- 77 Days On Market
Last Listing Agent Scott Bennett Douglas Elliman Real Estate
1465 Ackerly Pond Ln, Southold, NY 11971 -
Est $1,663,906
Not Listed For Sale650 Old Harbor Rd, Southold, NY 11971
- 2 Beds
- 3 Baths
- 2,025 Sq Ft
- Built 1971
Last Sold Summary
- 27 Days On Market
Last Listing Agent Bridget Elkin Compass Greater NY LLC
-
$2,695,000
- 5 Beds
- 3.5 Baths
- 3,500 Sq Ft
605 Cedar Dr, Southold, NY 11971
605 Cedar Dr, Southold, NY 11971Bridget Elkin Compass Greater NY LLC
-
$4,000 Per Month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- House for Rent
8515 Soundview Ave, Southold, NY 11971
8515 Soundview Ave, Southold, NY 11971Tucked away on the peaceful edge of freshwater Great Pond in Southold, this delightful 2-bedroom, 1-bath cottage offers the perfect blend of comfort and charm. Enjoy quiet mornings with water views and spend your days kayaking, paddle boarding, or fishing right from your backyard. Barbecue and dine on the spacious deck with a sunset view of the lake. Ideally situated just moments from Kenny's
Nicole Fitzgerald Signature Premier Properties
-
$756,000
Sold Jan 30, 2026150 Goldin Ln, Southold, NY 11971
- 3 Beds
- 1 Bath
- 900 Sq Ft
- Built 2006
Last Sold Summary
- 4% Below List Price
- $840/SF
- 80 Days On Market
Current Estimated Value $762,643
Last Listing Agent Scott Bennett Douglas Elliman Real Estate
150 Goldin Ln, Southold, NY 11971 -
Est $729,196
Not Listed For Sale1720 Carroll Ave, Peconic, NY 11958
- 3 Beds
- 2 Baths
- 1,575 Sq Ft
- Built 1957
Last Sold Summary
- 18 Days On Market
Last Listing Agent Bridget Elkin Compass Greater NY LLC
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$1,249,000
$350K PRICE DROP- 3 Beds
- 1.5 Baths
- 2,000 Sq Ft
2055 Boisseau Ave, Southold, NY 11971
2055 Boisseau Ave, Southold, NY 11971Nicholas Planamento William Raveis New York LLC
-
$4,500 Per Month
- 4 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
65 Lake Dr, Southold, NY 11971
65 Lake Dr, Southold, NY 11971Two week minimum rental. Available in July and August, $4,500 / week. August 16 through Labor Day, $5,500/week. 3% discount for rentals longer than 3 weeks. Perfectly situated in one of the North Fork's most desirable beach communities, this welcoming 4-bedroom, 2-bath, 2-story beach bungalow is just a 3 minute stroll to the sandy shoreline of Kenney's Beach, 7 minutes to the Great Pond, a 10
Jon Tomlinson Daniel Gale Sothebys Intl Rlty
-
$910,000
Sold Nov 03, 2025600 Parkway, Southold, NY 11971
- 3 Beds
- 1 Bath
- 1,600 Sq Ft
- Built 1969
Last Sold Summary
- 2% Above List Price
- $569/SF
- 12 Days On Market
Current Estimated Value $913,898
Last Listing Agent Alexis Meadows Compass Greater NY LLC
600 Parkway, Southold, NY 11971 -
Est $1,616,576
Not Listed For Sale500 Arshamomaque Ave, Southold, NY 11971
- 4 Beds
- 5 Baths
- 2,334 Sq Ft
- Built 2024
Last Sold Summary
- 50 Days On Market
Last Listing Agent Lisa Davey LI Probate Realty Inc
-
$999,000
$176K PRICE DROP- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
5045 Main Bayview Rd, Southold, NY 11971
5045 Main Bayview Rd, Southold, NY 11971Peter Halpin Douglas Elliman Real Estate
-
$30,000 Per Month
- 4 Beds
- 2 Baths
- 1,900 Sq Ft
- House for Rent
1225 Leeton Dr, Southold, NY 11971
1225 Leeton Dr, Southold, NY 11971Summer is here, and this home has vacation written all over it. Enjoy spectacular sunset water views of the Long Island Sound from the spacious wrap-around deck or from the bright, open-concept living spaces inside. Perfect for entertaining, the layout features 4 bedrooms and 2 full bathrooms, offering a beautiful oasis for relaxation and togetherness. The lifestyle here is effortless: Kenny's
Mackenzie Needham Daniel Gale Sothebys Intl Rlty
-
$1,700,000
Sold May 29, 2026265 Arshamomaque Ave, Southold, NY 11971
- 4 Beds
- 3.5 Baths
- 3,245 Sq Ft
- Built 2025
Last Sold Summary
- 19% Below List Price
- $524/SF
- 235 Days On Market
Current Estimated Value $1,455,000
Last Listing Agent Cathleen Dolson Corcoran
265 Arshamomaque Ave, Southold, NY 11971 -
Est $934,588
Not Listed For Sale5535 Old Rd N, Southold, NY 11971
- 3 Beds
- 1 Bath
- 1,760 Sq Ft
- Built 1949
Last Sold Summary
- 102 Days On Market
Last Listing Agent Tom Scalia Century 21 Albertson Realty
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$1,150,000
Open Sun 11:30AM - 1PM- 2 Beds
- 1 Bath
- 1,500 Sq Ft
380 Clark Rd, Southold, NY 11971
380 Clark Rd, Southold, NY 11971Susan Orioli Engel & Volkers North Fork
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$25,000 Per Month
- 3 Beds
- 1.5 Baths
- 1,300 Sq Ft
- House for Rent
2662 Paradise Shores Rd, Southold, NY 11971
2662 Paradise Shores Rd, Southold, NY 11971Your quintessential North Fork summer starts here. Tucked away in the quiet beach community of Paradise Shores, this Bayfront cottage is the summer retreat you’ve been dreaming of. Positioned directly on Southold Bay with unobstructed views of Shelter Island, this charming cottage offers the best scenery on the North Fork. Whether you're hosting a sunset dinner or just enjoying a quiet morning,
JoAnn Wind Daniel Gale Sothebys Intl Rlty
-
$1,125,000
Sold May 15, 20261400 Calves Neck Rd, Southold, NY 11971
- 4 Beds
- 3 Baths
- 2,900 Sq Ft
- Built 1966
Last Sold Summary
- 25% Above List Price
- $388/SF
- 10 Days On Market
Current Estimated Value $1,254,201
Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty
1400 Calves Neck Rd, Southold, NY 11971 -
Est $1,080,076
Not Listed For Sale355 Cedar Dr, Southold, NY 11971
- 3 Beds
- 2 Baths
- 2,230 Sq Ft
- Built 1960
Last Sold Summary
- 65 Days On Market
Last Listing Agent Carol Szynaka Daniel Gale Sothebys Intl Rlty
-
$1,499,000
$2M PRICE DROP- 3 Beds
- 4 Baths
- 2,900 Sq Ft
535 Bay Home Rd, Southold, NY 11971
535 Bay Home Rd, Southold, NY 11971Kim Pirreca BERKSHIRE HATHAWAY
-
$3,500 Per Month
- 2 Beds
- 1 Bath
- House for Rent
3825 S Harbor Rd, Southold, NY 11971
3825 S Harbor Rd, Southold, NY 11971Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers an inlet to paddle board, kayak, fish, and relax on the water. Please call for availability; 2025 Rates: January- April $3500, May $5000, June $7000,
Barbara Poliwoda Douglas Elliman Real Estate
-
$720,000
Sold Apr 27, 2026340 Pine Rd, Southold, NY 11971
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1955
Last Sold Summary
- 1% Below List Price
- $857/SF
- 40 Days On Market
Current Estimated Value $731,106
Last Listing Agent Nancy Cervelli Daniel Gale Sothebys Intl Rlty
340 Pine Rd, Southold, NY 11971 -
Est $802,782
Not Listed For Sale1095 Oak Ave, Southold, NY 11971
- 3 Beds
- 1 Bath
- Built 1939
Last Sold Summary
- 19 Days On Market
Last Listing Agent Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty
Showing Results 41 - 80, Page 2 of 18
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