Southold, NY Homes

/40
$624,900 Pending
- 3 Beds
- 2 Baths
- 975 Sq Ft
350 Brigantine Dr, Southold, NY 11971

Welcome to 350 Brigantine Drive, a charming Southold retreat set in the peaceful waterfront-community of Harbor Lights where you can enjoy a private beach that overlooks the Peconic bay and Shelter Island. This home offers comfortable living, an inviting layout, and access to all the natural beauty and coastal lifestyle that make Southold so desirable. The main level features a bright and open

Nicole Petersen Century 21 Icon

350 Brigantine Dr, Southold, NY 11971
/31
$25,000 per month
- 3 Beds
- 3.5 Baths
- 2,724 Sq Ft
- House for Rent
345 Colonial Rd, Southold, NY 11971

Tucked 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

345 Colonial Rd, Southold, NY 11971
$760,000 Sold Apr 03, 2025

805 Oak Ave, Southold, NY 11971
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1938
Last Sold Summary
- 1% Above List Price
- $760/SF
- 16 Days On Market
Current Estimated Value $761,893

Last Listing Agent Rita Rooney Douglas Elliman Real Estate

805 Oak Ave, Southold, NY 11971

Est $706,115 Not Listed For Sale

580 Jacobs Ln, Southold, NY 11971
- 2 Beds
- 1 Bath
580 Jacobs Ln, Southold, NY 11971

Last Sold Summary
- 1% Above List Price
- 6 Days On Market
Last Sold Price $700,000

Last Listing Agent Sheri Winter Parker Corcoran

/25
$2,399,000
- 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 wide-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,

Thomas McCarthy Thomas J McCarthy Real Estate

470 Goose Creek Ln, Southold, NY 11971
/27
$10,000 per month
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
275 Maier Place, Southold, NY 11971

Seasonal Rental in Scenic Southold, NY – 3 Bed, 3 Bath RetreatEscape to the heart of the North Fork with this beautifully appointed 3-bedroom, 2-bath seasonal rental in picturesque Southold, NY. Nestled among the region's famed vineyards, farm stands, and white sand beaches, this home offers the perfect blend of charm, comfort, and convenience.Inside, you'll find a spacious and

Mary Terry MCKENNASHEA LLC

275 Maier Place, Southold, NY 11971
$899,000 Sold Jul 25, 2025

555 Oakwood Dr, Southold, NY 11971
- 4 Beds
- 2.5 Baths
- 2,300 Sq Ft
- Built 1967
Last Sold Summary
- 10% Below List Price
- $391/SF
- 42 Days On Market
Current Estimated Value $955,830

Last Listing Agent Tom Uhlinger Douglas Elliman Real Estate

555 Oakwood Dr, Southold, NY 11971

Est $1,674,333 Not Listed For Sale

425 Jacobs Ln, Southold, NY 11971
- 5 Beds
- 3.5 Baths
- 3,286 Sq Ft
- Built 2001
425 Jacobs Ln, Southold, NY 11971

Last Sold Summary
- 13% Below List Price
- $589/SF
- 86 Days On Market
Last Sold Price $1,935,000

Last Listing Agent Lisa Gillooly Compass Greater NY LLC

/50
$1,950,000 Pending
- 4 Beds
- 3.5 Baths
- 4,173 Sq Ft
295 Grange Rd, Southold, NY 11971

Southold SanctuaryThere's a certain ease to life on the North Fork and knowing you are never far from the water - where summer stretches into fall, where neighbors still wave, and where the days' quiet rhythm becomes your soundtrack. Welcome to 4,173 square feet of newly built grace on just under a half-acre in Southold and one mile to Goose Creek Beach and two miles to Cedar Beach. This

Sheri Winter Parker Corcoran

295 Grange Rd, Southold, NY 11971
/20
$5,000 per month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- House for Rent
145 Founders Path, Southold, NY 11971

Beautiful Charming Cottage Located in the Coveted Community of Founders. Close to a gorgeous sandy beach, grocery shopping, coffee shop, restaurants, jitney stop, and all things North Fork. Three bedrooms, one bath, LR, kitchen, outdoor deck, fire pit, outdoor shower. Available Sept. $5000, Oct & Nov $4000, Dec through March $3,000, April $3,500. May $5,000, June $6,000 and August $12,000.

Diane Mollica Compass Greater NY LLC

145 Founders Path, Southold, NY 11971
$660,000 Sold Apr 07, 2025

700 Bayview Ave, Southold, NY 11971
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 1960
Last Sold Summary
- 24% Below List Price
- $412/SF
- 286 Days On Market
Current Estimated Value $696,850

Last Listing Agent Cynthia Dgheim Century 21 Albertson Realty

700 Bayview Ave, Southold, NY 11971

Est $1,106,828 Not Listed For Sale

1715 Minnehaha Blvd, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- Built 1966
1715 Minnehaha Blvd, Southold, NY 11971

Last Sold Summary
- 15% Above List Price
- 25 Days On Market
Last Sold Price $965,000

Last Listing Agent Rita Rooney Douglas Elliman Real Estate

/2
$399,000 Pending
- 3 Beds
- 1 Bath
6825 Hortons Ln, Southold, NY 11971

3 bedroom 2 1/2 baths in need of total gut renovation

Yvette Sanchez NEW YORK REALTY GP LLC

6825 Hortons Ln, Southold, NY 11971
/20
$15,000 per month
- 2 Beds
- 2.5 Baths
- 1,750 Sq Ft
- House for Rent
1854 N Bayview Rd, Southold, NY 11971

Last Minute deal on Summer rental. Amazing location with private beach, amazing waterviews and a private dock! Home is fully furnished and has 2 bedrooms, 2 full bathrooms and a 1/2 bathroom. Bring your boat or kayaks!

Isaac Israel Richmond Realty Corp

1854 N Bayview Rd, Southold, NY 11971
$740,000 Sold Nov 04, 2025

1040 Nakomis Rd, Southold, NY 11971
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1971
Last Sold Summary
- 4% Below List Price
- $673/SF
- 12 Days On Market
Current Estimated Value $752,073

Last Listing Agent Maryse Bransfield William Raveis New York LLC

1040 Nakomis Rd, Southold, NY 11971

Est $2,979,000 Not Listed For Sale

1480 Old Wood Path, Southold, NY 11971
- 3 Beds
- 4 Baths
- 3,300 Sq Ft
- Built 1977
1480 Old Wood Path, Southold, NY 11971

Last Sold Summary
- 10% Below List Price
- $1,000/SF
- 271 Days On Market
Last Sold Price $3,300,000

Last Listing Agent Scott Bennett Douglas Elliman Real Estate

/16
$565,000 Pending
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
48920 Route 25, Southold, NY 11971

Fantastic opportunity to get into the North Fork market offered via this "move in" condition 2 bedroom/2bathroom cottage on .17 acres w/ large detached 1.5 car garage. The interior features a large and inviting living room, primary ensuite bedroom, guest ensuite bedroom with attached home office, galley kitchen and intimate dining area. The location is fantastic as you can take a short walk or

William Walters Daniel Gale Sothebys Intl Rlty

48920 Route 25, Southold, NY 11971
/30
$30,000 per month
- 4 Beds
- 3.5 Baths
- 3,800 Sq Ft
- House for Rent
365 Chablis Path, Southold, NY 11971

Space, Luxury, and Privacy Await in This Stunning Contemporary Home! Experience the perfect blend of elegance and comfort in this beautiful home, offering an expansive backyard ideal for dining, lounging, and entertaining. Enjoy endless hours of relaxation in the inground pool, or gather with loved ones in the spacious yard. A charming gazebo provides a welcome retreat from the sun, weather, or

Diane Arpaia Signature Premier Properties

365 Chablis Path, Southold, NY 11971
$2,400,000 Sold Oct 09, 2025

2215 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
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

2215 Laurel Ave, Southold, NY 11971

Est $2,804,667 Not Listed For Sale

150 W Shore Dr, Southold, NY 11971
- 4 Beds
- 4 Baths
- Built 1930
150 W Shore Dr, Southold, NY 11971

Last Sold Summary
- 1% Below List Price
- 20 Days On Market
Last Sold Price $2,825,000

Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

/44
$1,899,000 Pending
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
630 Tarpon Dr, Southold, NY 11971

Waterfront dream! This 3-bed, 2.5-bath home boasts safe deep-water docking on 50' wide canal. Open floor plan on both levels features two stone fireplaces, primary en-suite, ample storage, and a large open kitchen with breakfast and dining areas. Enjoy large sliders accessing two decks overlooking the waterfront, plus a spacious waterside boat house Benefit from a brand new bulkhead ramp, floater

Tom Uhlinger Douglas Elliman Real Estate

630 Tarpon Dr, Southold, NY 11971
/25
$50,000 per month
- 5 Beds
- 3 Baths
- 2,000 Sq Ft
- House for Rent
1160 Goose Creek Ln, Southold, NY 11971

Available: July $50,000; Aug - LD: $55,000; July/Aug-LD $85,000Step back in time-without sacrificing comfort-in this beautifully preserved 5-bedroom, 3-bath home brimming with charm and nestled along the tranquil banks of Goose Creek. Surrounded by water on two sides and set on a private road, this unique property offers a rare blend of historic character and modern amenities. From the moment

Sheri Winter Parker Corcoran

1160 Goose Creek Ln, Southold, NY 11971
$865,000 Sold Dec 04, 2025

500 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 $1,357,007 Not Listed For Sale

295 Grove Dr, Southold, NY 11971
- 3 Beds
- 2.5 Baths
- 2,492 Sq Ft
- Built 1945
295 Grove Dr, Southold, NY 11971

Last Sold Summary
- 7% Above List Price
- $509/SF
- 38 Days On Market
Last Sold Price $1,268,000

Last Listing Agent Nancy Cervelli Daniel Gale Sotheby's

/25
$2,750,000
- 3 Beds
- 2 Baths
- 1,250 Sq Ft
1455 Cedar Point Dr E, Southold, NY 11971

Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen,

Maureen Sullivan Daniel Gale Sothebys Intl Rlty

1455 Cedar Point Dr E, Southold, NY 11971
/20
$3,000 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
475 Youngs Ave Unit c, Southold, NY 11971

Southold, North Fork: Discover the epitome of easy living at Unit C "Baldwin T. Payne" in Southold, North Fork. This condo-like residence, part of the North Fork Resident's Inn, offers a one-of-a-kind opportunity to embrace a modern lifestyle in a historic setting. The unit boasts a spacious layout with direct garden access, abundant natural light, and contemporary furnishings. With upscale

Nicholas Planamento William Raveis New York LLC

475 Youngs Ave Unit c, Southold, NY 11971
$1,780,000 Sold Jul 11, 2025

17240 Soundview Ave, Southold, NY 11971
- Land
- 25 Acres
- $71,200 per Acre
Last Sold Summary
- 1% Below List Price
- 40 Days On Market
Current Estimated Value $1,814,264

Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

17240 Soundview Ave, Southold, NY 11971

Est $903,692 Not Listed For Sale

950 Paradise Shores Rd, Southold, NY 11971
- 4 Beds
- 2 Baths
- 1,700 Sq Ft
- Built 1983
950 Paradise Shores Rd, Southold, NY 11971

Last Sold Summary
- 6% Above List Price
- $499/SF
- 43 Days On Market
Last Sold Price $849,000

Last Listing Agent Diane Mollica Compass Greater NY LLC

/6
$500,000 Pending
- Land
- 0.6 Acre
- $833,333 per Acre
265 Arshamomaque Ave, Southold, NY 11971

Building Lot in Beixedon Estates private community. Private road, deeded access to private community beach. Broker/Owner.

John J. Nickles, Jr. Lewis & Nickles LTD

265 Arshamomaque Ave, Southold, NY 11971
/42
$4,900 per month
- 4 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
6710 Soundview Ave, Southold, NY 11971

Enjoy Southold this Summer at a Sleek Scandinavian Style Farm Ranch. Available for Bi-Weekly Rental Only. The Rate is Weekly at a Bi-Weekly Minimum. Nestled on Shy 2.5 Acres of Private Wooded Property You Can Truly Get Away from It All. Constructed in 2022 for Elegance and Comfort. Complete One Level Living at Its Finest. The Home Boasts a Grand Open Layout with Vaulted Ceilings Throughout.

Rene Giacobbe Douglas Elliman Real Estate

6710 Soundview Ave, Southold, NY 11971
$810,000 Sold Sep 10, 2025

50605 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 $821,250

Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty

50605 Route 25, Southold, NY 11971

Est $1,072,453 Not Listed For Sale

1520 Paradise Shores Rd, Southold, NY 11971
- 4 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 2004
1520 Paradise Shores Rd, Southold, NY 11971

Last Sold Summary
- 19% Above List Price
- $489/SF
- 43 Days On Market
Last Sold Price $905,000

Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate

/7
$499,000
- Land
- 0.38 Acre
- $1,313,158 per Acre
11195 N Bayview Rd, Southold, NY 11971

.38-acre wooded level lot in a private and natural setting. Ideally located near Paradise Point, Cedar Beach, Southold shops, vineyards, farmstands and Greenport Brewery. This is a triangle shape lot with 258ft of frontage on N Bayview Rd and 178ft/182ft deep on each side. A rare opportunity to create your own coastal retreat in one of the North Fork’s most desirable neighborhoods. No preliminary

Mariah Mills Daniel Gale Sothebys Intl Rlty

11195 N Bayview Rd, Southold, NY 11971
/30
$10,000 per month
- 3 Beds
- 1.5 Baths
- 1,578 Sq Ft
- House for Rent
425 Old Shipyard Ln, Southold, NY 11971

Southold-Enjoy the North Fork in this adorable cottage. Located in Founder's Landing Southold beach community. Three bedrooms, living room, kitchen with dining area and sunroom overlooking yard and pool. This charming home has everything you need for a great summer getaway. Close to community beach and Park. Close to town, restaurants, shopping, The giving room yoga and juice bar, Southold fish

Amy Kirincic The Agency Northshore NY

425 Old Shipyard Ln, Southold, NY 11971
$1,240,000 Sold Dec 23, 2025

58425 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 $1,235,479

Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty

58425 Route 48, Greenport, NY 11944

Est $1,399,202 Not Listed For Sale

2230 Paradise Shores Rd, Southold, NY 11971
- 3 Beds
- 3 Baths
- 2,800 Sq Ft
- Built 2000
2230 Paradise Shores Rd, Southold, NY 11971

Last Sold Summary
- 14% Above List Price
- $438/SF
- 35 Days On Market
Last Sold Price $1,225,000

Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate

/34
$899,000 Pending
- 5 Beds
- 3 Baths
- 2,300 Sq Ft
4100 Youngs Ave, Southold, NY 11971

***NEW IMPROVED PRICE**Ideal for the Self-Employed Buyer or Multigenerational family: Flexibility, and Income Potential in Southold’s Wine Country.This beautifully renovated farmhouse blends timeless charm with modern comfort—perfectly suited for self-employed professionals. With 5 spacious bedrooms and 3 elegantly updated bathrooms across 2 floors, this home offers flexibility.A

Jeannine Kowaleski William Raveis New York LLC

4100 Youngs Ave, Southold, NY 11971
/21
$10,000 per month
- 5 Beds
- 7 Baths
- 3,500 Sq Ft
- House for Rent
495 N Parish Dr, Southold, NY 11971

Southold, North Fork.Experience the beauty of seasonal living on Southold Bay. This newly renovated contemporary bayfront estate home invites you to bask in its light and bright ambiance, perfect for relaxation and rejuvenation. With its Zen-inspired organic design, you’ll find comfort and privacy combined with the conveniences of modern life.Nestled near the Southold Yacht Club, just

Nicholas Planamento William Raveis New York LLC

495 N Parish Dr, Southold, NY 11971
$1,130,000 Sold Sep 30, 2025

70 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 $1,143,384

Last Listing Agent Kelly Gatanas Daniel Gale Sothebys Intl Rlty

70 Mockingbird Ln, Southold, NY 11971

Est $1,234,658 Not Listed For Sale

670 Seawood Dr, Southold, NY 11971
- 3 Beds
- 3 Baths
- Built 1961
670 Seawood Dr, Southold, NY 11971

Last Sold Summary
- 3% Above List Price
- 31 Days On Market
Last Sold Price $1,200,000

Last Listing Agent Nicole Galluccio Compass Greater NY LLC

Showing Results 121 - 160, Page 4 of 18

New York Suffolk County Southold

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