$895,000
$80K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,988 Sq Ft
445 Budds Pond Rd, Southold, NY 11971
Bridget Elkin Compass Greater NY LLC
4,599
Southold, NY Homes
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445 Budds Pond Rd, Southold, NY 11971
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$35,000 Per Month
- 3 Beds
- 3.5 Baths
- 2,724 Sq Ft
- House for Rent
345 Colonial Rd, Southold, NY 11971
345 Colonial Rd, Southold, NY 11971Tucked away on a private setting in a peaceful North Fork neighborhood just minutes from Corey Creek, Croteaux Vineyards and Greenport Brewery, this exceptional colonial offers the perfect backdrop for an unforgettable summer. With approximately 2,700 sq. ft. of bright, inviting living space across two levels, there is ample room for family and friends to gather and create lasting memories. Step
Gloria Scrocco STOEBE & CO
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$882,000
Sold Jul 13, 2026600 Highwood Rd, Southold, NY 11971
- 2 Beds
- 1 Bath
- 1,954 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $451/SF
- 23 Days On Market
Last Listing Agent Alexis Meadows Compass Greater NY LLC
600 Highwood Rd, Southold, NY 11971 -
Est $1,743,667
Not Listed For Sale425 Jacobs Ln, Southold, NY 11971
- 5 Beds
- 3.5 Baths
- 3,286 Sq Ft
- Built 2001
Last Sold Summary
- 86 Days On Market
Last Listing Agent Lisa Gillooly Compass Greater NY LLC
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$1,799,000
- Land
- 8.65 Acres
- $207,977 per Acre
420 Leon Rd, Southold, NY 11971
420 Leon Rd, Southold, NY 11971 -
$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
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$2,400,000
Sold Oct 09, 20252215 Laurel Ave, Southold, NY 11971
- 3 Beds
- 3.5 Baths
- 3,210 Sq Ft
- Built 2025
Last Sold Summary
- 5% Above List Price
- $748/SF
- 128 Days On Market
Current Estimated Value $2,312,845
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
2215 Laurel Ave, Southold, NY 11971 -
Est $1,120,972
Not Listed For Sale1715 Minnehaha Blvd, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- Built 1966
Last Sold Summary
- 25 Days On Market
Last Listing Agent Rita Rooney Douglas Elliman Real Estate
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$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 -
$15,500 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: August $15.5K, 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
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$865,000
Sold Dec 04, 2025500 Meadow Ct Unit 28, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- 3,735 Sq Ft
- Built 1994
Last Sold Summary
- 21% Below List Price
- $232/SF
- 112 Days On Market
Last Listing Agent Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty
500 Meadow Ct Unit 28, Southold, NY 11971 -
Est $2,896,718
Not Listed For Sale100 W Shore Dr, Southold, NY 11971
- 6 Beds
- 3.5 Baths
- 2,400 Sq Ft
- Built 1930
Last Sold Summary
- 103 Days On Market
Last Listing Agent Basil Boziotis Compass Greater NY LLC
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$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
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$14,500 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
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$535,000
Sold Apr 06, 202648920 Route 25, Southold, NY 11971
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
- Built 1955
Last Sold Summary
- 11% Below List Price
- $486/SF
- 102 Days On Market
Current Estimated Value $588,665
Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty
48920 Route 25, Southold, NY 11971 -
Est $2,802,667
Not Listed For Sale150 W Shore Dr, Southold, NY 11971
- 4 Beds
- 4 Baths
- Built 1930
Last Sold Summary
- 20 Days On Market
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
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$1,475,000
$70K PRICE DROP- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
425 Maple Ln, Southold, NY 11971
425 Maple Ln, Southold, NY 11971Nancy Cervelli Daniel Gale Sothebys Intl Rlty
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$45,000 Per Month
- 6 Beds
- 5.5 Baths
- 6,600 Sq Ft
- House for Rent
57305 Route 48, Greenport, NY 11944
57305 Route 48, Greenport, NY 11944Spectacular, contemporary seasonal rental home with pool and Jacuzzi on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full
Zepur Diktas Compass Greater NY LLC
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$810,000
Sold Sep 10, 202550605 Route 25, Southold, NY 11971
- 2 Beds
- 1.5 Baths
- Built 1701
Last Sold Summary
- 9% Below List Price
- 67 Days On Market
Current Estimated Value $832,373
Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty
50605 Route 25, Southold, NY 11971 -
Est $1,327,962
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
Last Listing Agent Nancy Cervelli Daniel Gale Sothebys Intl Rlty
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$1,699,000
Pending- 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
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$8,000 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
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$1,240,000
Sold Dec 23, 202558425 Route 48, Greenport, NY 11944
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 1982
Last Sold Summary
- 11% Below List Price
- $954/SF
- 356 Days On Market
Current Estimated Value $1,311,401
Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty
58425 Route 48, Greenport, NY 11944 -
Est $983,959
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
Last Listing Agent JoAnn Wind Daniel Gale Sothebys Intl Rlty
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$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
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$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
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$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 $1,102,078
Last Listing Agent Kelly Gatanas Daniel Gale Sothebys Intl Rlty
70 Mockingbird Ln, Southold, NY 11971 -
Est $1,388,613
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
Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate
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$499,000
- Land
- 16,552 Sq Ft
- $1,313,158 per Acre
11195 N Bayview Rd, Southold, NY 11971
11195 N Bayview Rd, 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
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$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 $1,678,945
Last Listing Agent Tom Uhlinger Douglas Elliman Real Estate
630 Tarpon Dr, Southold, NY 11971 -
Est $1,800,335
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
Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty
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$4,250,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
56875 Route 48, Southold, NY 11971
56875 Route 48, Southold, NY 11971Kris Pilles East End Luxury Ltd
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$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
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$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 $1,497,938
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
3635 Old North Rd, Southold, NY 11971 -
Est $1,228,788
Not Listed For Sale670 Seawood Dr, Southold, NY 11971
- 3 Beds
- 3 Baths
- Built 1961
Last Sold Summary
- 31 Days On Market
Last Listing Agent Nicole Galluccio Compass Greater NY LLC
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$2,650,000
Open Thu 12PM - 3PM- 6 Beds
- 5.5 Baths
- 5,111 Sq Ft
47100 Route 25, Southold, NY 11971
47100 Route 25, Southold, NY 11971Edmond Zenuni Saunders & Associates
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$7,000 Per Month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- House for Rent
Unlisted Address
Unlisted AddressExperience the charm of this delightful rental cottage nestled in Southold, North Fork, just a stone’s throw from Founder's Landing Park and Wharf House, with one of the most amazing sugar sand beaches in our community. This unique, fully furnished one-bedroom retreat features flexible rental periods and competitive rates throughout the year.Imagine waking up to the serene views of a
Nicholas Planamento William Raveis New York LLC
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$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 $864,170
Last Listing Agent Nicholas Planamento William Raveis New York LLC
6980 N Bayview Rd, Southold, NY 11971 -
Est $932,041
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
Last Listing Agent Stacy Zigman RE/MAX City Square
Showing Results 161 - 200, Page 5 of 18
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