$1,400,000
- 4 Beds
- 3.5 Baths
- 2,215 Sq Ft
500 Summer Ln, Southold, NY 11971
Catherine Flood Compass Greater NY LLC
$1,400,000
500 Summer Ln, Southold, NY 11971
Catherine Flood Compass Greater NY LLC
$35,000 per month
Unlisted Address
This beautiful home with in-ground pool and ample private open space exudes beach resort ease and is rarely available for rent. Located in a quiet enclave off the vineyards mile of Southold on the north fork, it is within proximity to farms, town, beaches and restaurants. The home which entered via a tree lined drive, is comprised of two stories, plus a lower level. The first floor features a
Scott Bortzner Compass Greater NY LLC
$1,350,000 Sold Sep 05, 2025
4710 Old Rd N, Southold, NY 11971
Last Sold Summary
Current Estimated Value $1,330,227
Last Listing Agent Zachary Scher Signature Premier Properties
4710 Old Rd N, Southold, NY 11971
Est $1,230,539 Not Listed For Sale
1750 Water Terrace, Southold, NY 11971
Last Sold Summary
Last Sold Price $1,080,000
Last Listing Agent Connie Liappas Compass Greater NY LLC
$775,000 Pending
Unlisted Address
Andrew Stype Andrew Stype Realty Inc
$4,000 per month
310 Old Shipyard Ln, Southold, NY 11971
Southold Village Rental Charming and well-located, this 3-bedroom, 1-bath residence offers easy North Fork living just moments from the heart of Southold. A short distance to Southold Town, local shops, dining, and the waterfront, as well as close proximity to Founders Beach for swimming, sunsets, and seaside relaxation. The home features a comfortable layout with light-filled living spaces,
Eric Frend Corcoran
$762,000 Sold Sep 12, 2025
Unlisted Address
Last Sold Summary
Current Estimated Value $811,190
Last Listing Agent Nicholas Planamento William Raveis New York LLC
Unlisted Address
Est $1,097,272 Not Listed For Sale
505 Longview Ln, Southold, NY 11971
Last Sold Summary
Last Sold Price $1,050,000
Last Listing Agent Nicole Fitzgerald Signature Premier Properties
$3,825,000 Open Sat 11AM - 2PM
150 Deer Run, Southold, NY 11971
Jeffrey Mead Corcoran
$35,000 per month
610 Wildberry Ln, Southold, NY 11971
Start your summer in pure luxury by securing this brand-new multi-level, beautifully decorated, modern farmhouse rental in Southold for the month of June, perfectly situated on the desirable North Fork of Long Island. This pristine property offers an exceptional outdoor oasis featuring an in-ground pool surrounded by a spacious patio for relaxation and entertaining; inside, the light-filled main
Mackenzie Needham Daniel Gale Sothebys Intl Rlty
$500,000 Sold Oct 21, 2025
2555 Youngs Ave Unit 7D, Southold, NY 11971
Last Sold Summary
Last Listing Agent Timothy O'Keefe Signature Premier Properties
2555 Youngs Ave Unit 7D, Southold, NY 11971
Est $942,080 Not Listed For Sale
1100 Rambler Rd, Southold, NY 11971
Last Sold Summary
Last Sold Price $800,000
Last Listing Agent Susan Orioli Engel & Volkers North Fork
$799,000
1350 Hortons Ln, Southold, NY 11971
1350 Hortons Ln, Southold, NY 11971$30,000 per month
11925 Soundview Ave, Southold, NY 11971
.Enjoy water views and Long Island Sound sunsets from this magnificent new construction home for rent! Perfectly situated on 1.5 scenic acres, this home offers exclusivity and privacy. The beautiful eat-in-kitchen features high-end amenities including a Viking refrigerator and 8 burner range, double ovens, dual Bosch dishwashers plus two wine coolers. The airy and spacious living room is accented
Nicholas Liappas Compass Greater NY LLC
$599,000 Sold May 21, 2025
45 Smith Dr N, Southold, NY 11971
Last Sold Summary
Last Listing Agent Kristy Naddell Douglas Elliman Real Estate
45 Smith Dr N, Southold, NY 11971
Est $1,173,235 Not Listed For Sale
65 Pleasant Place, Southold, NY 11971
Last Sold Summary
Last Sold Price $1,100,000
Last Listing Agent Katie Schimpf Daniel Gale Sotheby's
$899,000 Pending
1400 Calves Neck Rd, Southold, NY 11971
Mariah Mills Daniel Gale Sothebys Intl Rlty
$40,000 per month
110 Sleepy Hollow Ln, Southold, NY 11971
Discover this stunningly renovated 4-bedroom, 3-bath home, offering an expansive open floor plan, a cozy den, and a versatile bonus room. Designed for both comfort and style, the chef’s kitchen includes a massive eat-in-quartz island and boasts top-of-the-line Fisher & Paykel appliances, including a double-drawer dishwasher, induction cooktop, and convection oven. Perfect for entertaining and
Paul Loeb Douglas Elliman Real Estate
$975,000 Sold Aug 28, 2025
6815 Soundview Ave, Southold, NY 11971
Last Sold Summary
Current Estimated Value $1,040,582
Last Listing Agent Donielle Cardinale Daniel Gale Sothebys Intl Rlty
6815 Soundview Ave, Southold, NY 11971
Est $1,111,376 Not Listed For Sale
945 Gin Ln, Southold, NY 11971
Last Sold Summary
Last Sold Price $1,040,000
Last Listing Agent Tom Scalia Century 21 Albertson Realty
$725,000 Pending
340 Pine Rd, Southold, NY 11971
Nancy Cervelli Daniel Gale Sothebys Intl Rlty
$20,000 per month
1000 Rambler Rd, Southold, NY 11971
Beautiful like new colonial just 500 feet from sandy bay beach. Four bedrooms plus a lovely sunroom. Fully Furnished. Enjoy your morning coffee on the bedroom balcony. Outside shower and gas grill off backyard deck. Bicycles and a kayak with trailer included. A perfect beach house. Available July $20,000, July and August $45,000, August-Labor Day $25,000 utilities included.
Pamela Hunt Colony Realty
$1,730,000 Sold Nov 12, 2025
20845 Soundview Ave, Southold, NY 11971
Last Sold Summary
Current Estimated Value $1,769,104
Last Listing Agent Stephanie Ranghelli Realty Connect USA LI Inc
20845 Soundview Ave, Southold, NY 11971
Est $878,990 Not Listed For Sale
685 Bay Haven Ln, Southold, NY 11971
Last Sold Summary
Last Sold Price $815,000
Last Listing Agent Eleanor Dunne Andron Realty Group Tulip R E
$1,350,000 Open Sat 11AM - 1PM
2055 Boisseau Ave, Southold, NY 11971
Nicholas Planamento William Raveis New York LLC
$20,000 per month
425 Cedar Point Dr E, Southold, NY 11971
Now Available for June, July or August 2026. June for $20,000, July for $27,500 or August for $32,500. This Impressive Home is Set Creekfront with Private Dock with Peconic Bay Access and Associated Bay Beach within the Community. The Extensive Rear Patio Area is Impressive with an Inground Pool and Jacuzzi. All Creekfront with a Beautiful View. The Home is Grand and Designed to Entertain.
Rene Giacobbe Douglas Elliman Real Estate
$2,700,000 Sold Sep 25, 2025
54985 Middle Rd, Southold, NY 11971
Last Sold Summary
Last Listing Agent Nicholas Planamento William Raveis New York LLC
54985 Middle Rd, Southold, NY 11971Est $738,695 Not Listed For Sale
1430 Bay Haven Ln, Southold, NY 11971
Last Sold Summary
Last Sold Price $677,000
Last Listing Agent Diane Mollica Compass Greater NY LLC
$1,089,000
6625 Hortons Ln, Southold, NY 11971
Detra Sarris Signature Premier Properties
$55,000 per month
7635 Main Bayview Rd, Southold, NY 11971
Elegant Historic Home in Southold – Coastal Charm Meets Modern Luxury Escape to the North Fork and enjoy this beautifully restored historic Southold home, perfectly blending timeless elegance with every modern comfort. This spacious retreat features 5 bedrooms and 3.5 baths, ideal for families or groups seeking a serene getaway. Enjoy central air conditioning, high-speed internet, and five smart
Mary Terry MCKENNASHEA LLC
$685,000 Sold Nov 18, 2025
2555 Youngs Ave Unit 14A, Southold, NY 11971
Last Sold Summary
Last Listing Agent Diane Mollica Compass Greater NY LLC
2555 Youngs Ave Unit 14A, Southold, NY 11971
Est $1,018,900 Not Listed For Sale
380 Gin Ln, Southold, NY 11971
Last Sold Summary
Last Sold Price $999,000
Last Listing Agent Ryan Springer Corcoran
$1,200,000
3475 Oaklawn Ave, Southold, NY 11971
Trish Bergin Signature Premier Properties
$25,000 per month
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
$370,000 Sold May 23, 2025
55075 Route 25 Unit 1, Southold, NY 11971
Last Sold Summary
Current Estimated Value $416,000
Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate
55075 Route 25 Unit 1, Southold, NY 11971
Est $693,563 Not Listed For Sale
155 Seawood Dr, Southold, NY 11971
Last Sold Summary
Last Sold Price $675,000
Last Listing Agent Scott Bennett Douglas Elliman Real Estate
$699,000
265 Hummel Ave, Southold, NY 11971
Amanda Lin Douglas Elliman Real Estate
$10,000 per month
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
$760,000 Sold Apr 03, 2025
805 Oak Ave, Southold, NY 11971
Last Sold Summary
Current Estimated Value $780,303
Last Listing Agent Rita Rooney Douglas Elliman Real Estate
805 Oak Ave, Southold, NY 11971
Est $2,996,333 Not Listed For Sale
9502 N Bayview Rd, Southold, NY 11971
Last Sold Summary
Last Sold Price $3,100,000
Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate
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