Southold, NY Homes

/29
$995,000
- 3 Beds
- 2.5 Baths
- 3,735 Sq Ft
500 Meadow Ct Unit 28, Southold, NY 11971

Lovely light-filled 3-bedroom 3 bath inland end-unit in The Cove – a small hidden gem of a waterfront community nestled in the heart of the North Fork. There are boat slips for your boat with easy access to the beautiful Peconic Bay, boat racks for your paddleboard/kayak, a gunite in-ground pool, and combination tennis/pickleball court – both of which were just resurfaced this year! The airy open

Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

500 Meadow Ct Unit 28, Southold, NY 11971
/29
$28,000 per month
- 4 Beds
- 3 Baths
- 2,378 Sq Ft
- House for Rent
630 Wild Cherry Way, Southold, NY 11971

A North Fork Summertime Oasis! Newly Renovated 4 Bedroom, 3 Bath Home with Heated Pool (20' x 42') Located Near a Memorable Long Island Sound Beach. The Marble Pool Surround Never Gets Hot. An Additional Lower-Level Living Room adjacent to a Wet Bar and Fridge Provides Easy Access for Pool Side Dining. Ice Machine, Gas Grill, Large Outdoor Sofa and Dining Table as Well as Lounge Chairs and

Paul Loeb Douglas Elliman Real Estate

630 Wild Cherry Way, Southold, NY 11971
$1,800,000 Sold Feb 27, 2025
- 2,662 Sq Ft
- $676/SF
- 4 Beds
- 3 Baths
- Built 1867
8355 Main Bayview Rd, Southold, NY 11971

Meticulously restored and maintained 19th C Italianate style residence, beautifully set on elevated 1.25-acre lot. Built around 1850 by Silas Horton and occupied by his descendants until the 1960's. original wrap around porch, floor to ceiling windows, ornate Cupula, marble fireplace mantles, original wide floorboards, in-tact period moldings, trims, banisters, and doors. Large, updated kitchen

Janet Markarian Daniel Gale Sothebys Intl Rlty

8355 Main Bayview Rd, Southold, NY 11971

Est $941,769 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,167 Sq Ft
465 Windjammer Dr, Southold, NY 11971

465 Windjammer Dr, Southold, NY 11971

/33
$2,295,000
- 3 Beds
- 3 Baths
- 2,500 Sq Ft
2300 Glenn Rd, Southold, NY 11971

Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty.The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s

Kristy Naddell Douglas Elliman Real Estate

2300 Glenn Rd, Southold, NY 11971
/27
$35,000 per month
- 4 Beds
- 3 Baths
- 2,350 Sq Ft
- House for Rent
485 Hickory Ave, Southold, NY 11971

Beautiful Goose Creek view home with large heated in-ground pool! This 4 bedroom, 3 bath house features a 1st floor primary with en-suite, a gourmet kitchen and open living space. The outdoor living space has newly designed landscape and is ideal for entertaining or relaxing. Fire pit and grill. Lawn is sprayed for ticks. Close to Southold town and Corey Creek Beach. Pricing is for August 2025

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

485 Hickory Ave, Southold, NY 11971
$1,575,000 Sold Feb 25, 2025
- 2,000 Sq Ft
- $788/SF
- 86 Days On Market
- 3 Beds
- 2 Baths
- Built 1977
2505 Wells Ave, Southold, NY 11971

Charming, Sleek, and Sexy waterfront cape-style home with exceptional water views located on Jockey Creek! This private retreat boasts 3 bedrooms, and 2 baths and is situated on .66 acres with a dock, and room for a pool. Enjoy an updated kitchen and beautiful baths, a bright and open floor plan, a living room with wood-burning stove, and sliders to the waterfront deck. Other features include

Kristy Naddell Douglas Elliman Real Estate

2505 Wells Ave, Southold, NY 11971

Est $2,644,211 Not Listed For Sale
- 5 Beds
- 6 Baths
- 5,000 Sq Ft
165 Deer Run, Southold, NY 11971

165 Deer Run, Southold, NY 11971

/35
$679,999 Open Sun 1PM - 3PM
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
900 Cedar Dr, Southold, NY 11971

Welcome to the North Fork. This pristine Ranch home features 3 Bedrooms 1 bath Updated Kitchen with dining area and access to large deck and cozy fire pit, full semi finished basement with laundry room and storage plus 1 1/2 car garage. Imagine your days wine tasting, strolling the hamlet of Southold, a short drive to Greenport with top notch Restaurants and Shops or just relaxing on the beaches

Lisa Cerreta BERKSHIRE HATHAWAY

900 Cedar Dr, Southold, NY 11971
/36
$15,000 per month
- 4 Beds
- 4 Baths
- 4,000 Sq Ft
- House for Rent
1205 Lake Dr, Southold, NY 11971

Looking to create a beautiful memory of true summer experience on the beautiful North Fork of Long Island? look no further. This Spacious home has the full spectrum of mother nature right on your own huge back yard on the great lake with 2 fire pits. Featuring 4 Bedrooms, 4 Bath, An Oversize Patio, Large Heated In ground pool. Your own fully equipped gym to help keep you in the best of

Chrisand Castella Douglas Elliman Real Estate

1205 Lake Dr, Southold, NY 11971
$585,000 Sold Feb 18, 2025
- 1,200 Sq Ft
- $488/SF
- 35 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
2555 Youngs Ave Unit 5E, Southold, NY 11971

2BR 2Bath corner unit in Founders Village, Southold's premier 55+ active community. Features high ceilings, full basement partially carpeted and back patio. $435 monthly maintenance includes snow removal, beautiful landscaping, access to clubhouse and pool, maintenance of the roof and siding. Located less than a half mile from local grocery store and shops as well as public transportation.

Timothy O'Keefe Signature Premier Properties

2555 Youngs Ave Unit 5E, Southold, NY 11971

Est $998,010 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
5845 N Bayview Rd, Southold, NY 11971

5845 N Bayview Rd, Southold, NY 11971

/25
$2,999,000
- 8 Beds
- 7 Baths
- 5,600 Sq Ft
1350 Hortons Ln, Southold, NY 11971

2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built"

Thomas McCarthy Thomas J McCarthy Real Estate

1350 Hortons Ln, Southold, NY 11971
/29
$6,250 per month
- 4 Beds
- 4.5 Baths
- 3,100 Sq Ft
- House for Rent
590 Soundview Ave, Southold, NY 11971

Spacious Open Floor Plan Newer Home. Inground Pool with Built in Hot Tub and Blue Stone Pool Surround. Screened Porch Overlooking Pool Area. Nice Yard. Wood Burning Fireplace. Good Wifi. Long Island Sound Beach and Historic Lighthouse Museum and Park Several Doors Away. May 2025 $10,000. Summer 2025 - June $25,000 or $6,250 Weekly with Two Week Minimum; LD to End of September $20,000 or

Paul Loeb Douglas Elliman Real Estate

590 Soundview Ave, Southold, NY 11971
$1,940,000 Sold Feb 15, 2025
- 2,025 Sq Ft
- $958/SF
- 27 Days On Market
- 2 Beds
- 3 Baths
- Built 1971
650 Old Harbor Rd, Southold, NY 11971

Located on picturesque Old Harbor Road in the coveted seaside hamlet of New Suffolk, this irresistibly charming Dutch gambrel home was built by a master craftsman and lovingly referred to by the former owner as "The Guest House." The residence features two ensuite bedrooms, three full baths, a sun-drenched dining room with a wood-burning fireplace, a large living room with an additional

Bridget Elkin Compass Greater NY LLC

650 Old Harbor Rd, Southold, NY 11971

Est $1,194,712 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
400 Ships Dr, Southold, NY 11971

400 Ships Dr, Southold, NY 11971

/15
$895,000 Open Sat 11AM - 1PM
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
57020 Route 25, Southold, NY 11971

Residential/Hamlet Business OpportunityBeautifully restored and updated Colonial Path House located in the heart of wine country. The front facade of the house has been restored to clapboard siding and cedar shake. The original rooms on the first floor include a parlor with wood burning fireplace, an adjacent dining room, farm kitchen and full bath/laundry room. Antique wide plank floors

Eugene Rindfuss Coldwell Banker Reliable R E

57020 Route 25, Southold, NY 11971
/17
$9,000 per month
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
- House for Rent
1265 Brigantine Dr, Southold, NY 11971

Impeccable, like new ranch for rent with quality features throughout in Harbor Lights with a deeded beach and park at the end of the street. There are three bedrooms, two full bathrooms, open floor plan from kitchen through the dining area into the vaulted ceiling living room, Enjoy the beautiful screened in porch which overlooks the private back yard with slate patio, grass lawn, and outdoor

Barbara Poliwoda Douglas Elliman Real Estate

1265 Brigantine Dr, Southold, NY 11971
$999,000 Sold Feb 14, 2025
- 3,784 Sq Ft
- $264/SF
- 88 Days On Market
- 6 Beds
- 3 Baths
- Built 1960
380 Gin Ln, Southold, NY 11971

New Price Reduction! Southold Property with Endless Possibilities This versatile property offers a spacious 5-bedroom, 2-bathroom main residence, full of history and potential. Expansive living areas await your personal touch and creative vision. Highlights Include: Legal 1-bedroom, 1-bathroom apartment on the second floor with a private entrance, perfect for rental income or multi-generational

Ryan Springer Corcoran

380 Gin Ln, Southold, NY 11971

Est $1,836,333 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
210 Northfield Ln, Southold, NY 11971

210 Northfield Ln, Southold, NY 11971

/17
$875,000
- 3 Beds
- 1.5 Baths
- 1,800 Sq Ft
265 Custer Ave, Southold, NY 11971

Beautiful solid built ranch home located on a quiet street with a park like half acre of property. This home has three nice size bedrooms, an open floor plan from the kitchen through the dining area, into the living room with a wood burning fireplace. There is a laundry room on the first floor with half bath, and a den. The brick patio offers a very nice private setting overlooking the back

Kenneth Poliwoda Douglas Elliman Real Estate

265 Custer Ave, Southold, NY 11971
/16
$10,000 per month
- 4 Beds
- 2.5 Baths
- 1,625 Sq Ft
- House for Rent
455 W Shore Dr, Southold, NY 11971

Welcome to 455 West Shore Road, Southold, NY. This charming 4-bedroom, 2. 5-bathroom rental property offers 1,600 square feet of comfortable living space. Nestled in a serene location, the home provides exclusive beach rights, perfect for summer enjoyment. The spacious layout includes a well-appointed kitchen, inviting living areas, and ample storage. The property is ideal for those seeking a

Eric Frend Corcoran

455 W Shore Dr, Southold, NY 11971
$1,250,000 Sold Feb 10, 2025
- 3,200 Sq Ft
- $391/SF
- 259 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1997
320 Burgundy Ct, Southold, NY 11971

Next Gen Living. Come and explore the charm of cul de sac living on the serene North Fork! This expansive colonial home offers approximately 3200 square feet of living space nestled on nearly an acre of land. Step inside to discover a wealth of features designed to enhance your lifestyle. Recently updated bathrooms are adorned with radiant heated floors, providing a touch of luxury and comfort.

Maureen Orientale Compass Greater NY LLC

320 Burgundy Ct, Southold, NY 11971

Est $659,748 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
510 Cedar Dr, Southold, NY 11971

510 Cedar Dr, Southold, NY 11971

/26
$899,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
2575 Oaklawn Ave, Southold, NY 11971

Beautiful , Comfortable home .Vacation, Retirement, Starter or even an investment.Close to town, School, public transportation, Banking and Shopping.Beach within biking or walking distance.Outdoor rurniture included.Sunsetter awning over patio,perfect dining area overlooking the pool.Beautiful Bridge over Jockey Creek, to make your moonlight strolls a Joy. Sunsets,sunrise, fishing

Carol Bohn Carol A Bohn

2575 Oaklawn Ave, Southold, NY 11971
/31
$75,000 per month
- 3 Beds
- 3.5 Baths
- 2,085 Sq Ft
- House for Rent
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

Unlisted Address
$1,900,000 Sold Feb 03, 2025
- 3,235 Sq Ft
- $587/SF
- 41 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1955
840 Town Harbor Ln, Southold, NY 11971

**Location** HEATED SALTWATER Pool Walk to Sandy Beach, Town, Restaurants, Shops5 bedroom, classically styled home in the quiet and charming Founders Landing community. Splash around in the 20x40 in ground HEATED SALTWATER POOL, or enjoy a cocktail in the private yard. Grill up some local flavor on the brand new Weber grill. Read a good book and enjoy the balmy summer breezes from the

David White Owner Entry.com

840 Town Harbor Ln, Southold, NY 11971

Est $748,847 Not Listed For Sale
- 3 Beds
- 1 Bath
275 Victoria Dr, Southold, NY 11971

275 Victoria Dr, Southold, NY 11971

/29
$999,000 Open Sat 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,550 Sq Ft
515 Corey Creek Ln, Southold, NY 11971

Welcome to this beautifully maintained 3-bedroom, 2-bath ranch set on a pristine half-acre. Enjoy the best of indoor and outdoor living with a spacious living room w/FP, bright den and primary BR ensuite. Step outside to your own private oasis - an expansive 16'x32' inground pool surrounded by manicured landscaping and plenty of room for entertaining. Private cul de sac and association with its

Thomas McCarthy Thomas J McCarthy Real Estate

515 Corey Creek Ln, Southold, NY 11971
/19
$9,000 per month
- 3 Beds
- 2.5 Baths
- House for Rent
13595 Soundview Ave, Southold, NY 11971

Located on a private and serene 1.09 acre parcel of land and only 1/3 of a mile from McCabes Beach, with miles of Long Island Sound beach to traverse to the east and west, this charming and newly built two story home offers an open concept living space with plentiful natural light on the first floor with a half bathroom between the living and dining room, with a half bathroom off of the hallway

Alexander Aquino Douglas Elliman Real Estate

13595 Soundview Ave, Southold, NY 11971
$975,000 Sold Jan 31, 2025
- 3,200 Sq Ft
- $305/SF
- 113 Days On Market
- 4 Beds
- 5 Baths
- Built 2008
135 Sunset Ln, Southold, NY 11971

Modern Colonial Gem With 4 Spacious BRs & 5 Full BAs Designed To Accommodate "Multi Generational Living!" The First Floor Features A Primary Suite, 2 Additional BRs And Full Bath. The Large EIK Is Perfect For Gatherings & Culinary Adventures. Adjacent To The LR Is A Sunroom Just Steps Away From The Outdoor Deck W/Hot Tub. The Second Floor Unfolds Into A Great Room, Media Room, Additional BR

Thomas McCarthy Thomas J McCarthy Real Estate

135 Sunset Ln, Southold, NY 11971

Est $905,102 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
1075 Victoria Dr, Southold, NY 11971

1075 Victoria Dr, Southold, NY 11971

/12
$2,295,000
- 3 Beds
- 3.5 Baths
- 3,210 Sq Ft
2215 Laurel Ave, Southold, NY 11971

Welcome to the Laurel Collection by Marrcon, a showcase of modern luxury in the heart of Southold. Set on .80 acres, this newly built 3,200 SF one story home with soaring ceilings offers 3 bedrooms and 3.5 baths, blending timeless coastal design with top-tier craftsmanship. Large basement with egress and walkout can be finished to suit and extra bedrooms can be added if needed.The home’s

Kristy Naddell Douglas Elliman Real Estate

2215 Laurel Ave, Southold, NY 11971
/31
$32,500 per month
- 4 Beds
- 3.5 Baths
- House for Rent
75 Clearview Ave, Southold, NY 11971

2026 Rates To Come: Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog's Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef's Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining

William Walters Daniel Gale Sothebys Intl Rlty

75 Clearview Ave, Southold, NY 11971
$725,000 Sold Jan 31, 2025
- 1,300 Sq Ft
- $558/SF
- 15 Days On Market
- 2 Beds
- 2 Baths
155 Glover St, Southold, NY 11971

Thie beautiful, updated ranch home is set upon a park-like setting with vineyard views. Very comfortable open floor plan from front living room to back eat in kitchen. There is a large first floor ensuite with full bathroom, second bedroom, laundry / mud room. The basement is partially finished as a recreation room. The property is nicely landscaped with a fenced back yard. Amazing location

Kenneth Poliwoda Douglas Elliman Real Estate

155 Glover St, Southold, NY 11971

Est $966,098 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
750 Cedar Dr, Southold, NY 11971

750 Cedar Dr, Southold, NY 11971

/42
$699,900
- 2 Beds
- 1 Bath
- 796 Sq Ft
560 Clark Rd, Southold, NY 11971

Discover this beautifully maintained 2-bedroom, 1-bathroom cottage nestled on a tranquil road just moments from the beach. Perfectly blending modern comforts with coastal charm, this home offers a serene retreat for beach lovers and those seeking a peaceful lifestyle. Enjoy the convenience of being close to the beach, allowing for easy access to sun, sand, and sea. Relax in your own

Kristen Rishe Signature Premier Properties

560 Clark Rd, Southold, NY 11971
/22
$15,000 per month
- 3 Beds
- 4 Baths
- House for Rent
935 Corey Creek Ln, Southold, NY 11971

Southold Luxe New Construction Home with Dreamy Backyard, In Ground Pool and Pool House! Make memories and enjoy entertaining this summer in this professionally decorated three bedroom, four bathroom home with bonus room and private half bath in the beautifully finished basement. Entertain and have fun this summer! Fully finished pool house with bathroom, outdoor kitchen, in-ground pool. Launch

Melissa Principi Douglas Elliman Real Estate

935 Corey Creek Ln, Southold, NY 11971
$745,000 Sold Jan 30, 2025
- 231 Days On Market
- 3 Beds
- 3 Baths
- Built 1926
55370 North Rd, Southold, NY 11971

Just steps away from Town beach with water view, this 3 bedroom 3 bath newly renovated home can be yours! This house was just renovated in 2017 and sits on a .39 acre lot right across the street from the long island sound. The first floor features a large living room with tons of windows, brand new kitchen with granite countertops, stainless appliances, new cabinets, and tiled floors. The dining

Mike Frangos Tri Boro Terrace Realty

55370 North Rd, Southold, NY 11971

Est $1,358,938 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,793 Sq Ft
750 Highwood Rd, Southold, NY 11971

750 Highwood Rd, Southold, NY 11971

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