Southold, NY Homes

/33
$6,900,000
- Land
- 51 Acres
- $135,294 per Acre
44075 Route 25, Peconic, NY 11958

Welcome to a rare opportunity to own a legacy in the heart of Long Island's famed wine country. Nestled on 51 acres in the coveted North Fork, this stunning winery and vineyard is more than a property; it's a chance to cultivate your dreams and continue a tradition of excellence. 46 total DRS acres of which 35 acres have mature vines. 4.46 acres of development rights in tact. Spanning 46 acres of

Kristy Naddell Douglas Elliman Real Estate

44075 Route 25, Peconic, NY 11958
/26
$13,000 per month
- 4 Beds
- 3 Baths
- 2,300 Sq Ft
- House for Rent
215 Northfield Ln, Southold, NY 11971

Permit 681- Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. BOOK NOW FOR SUMMER 2025. Terms: May $13,000, June

Mitch Pickman Thomas J McCarthy Real Estate

215 Northfield Ln, Southold, NY 11971
$1,130,000 Sold Nov 21, 2024
- 3,000 Sq Ft
- $377/SF
- 26 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1987
320 Mount Beulah Ave, Southold, NY 11971

Mount Beulah- Spacious Retreat Home features 4 bedrooms, 3.5 bathrooms, large open layout eat-in kitchen, living/family room, lounge/TV room, study with fireplace, laundry room, powder room and 2 car garage, all on main level. Second floor features primary ensuite, 3 additional bedrooms and lots of closet space. Large, landscaped yard with plenty of room for a pool and close to Southold Town

Scott Bennett Douglas Elliman Real Estate

320 Mount Beulah Ave, Southold, NY 11971

Est $1,009,759 Not Listed For Sale
- 3 Beds
- 1.5 Baths
45195 Route 25, Southold, NY 11971

45195 Route 25, Southold, NY 11971

/21
$1,199,000
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
1500 Hortons Ln, Southold, NY 11971

Welcome Home to this sunny 3-bedroom, 2.5-bath Equestrian home built in 2001set on a sprawling 1.94-acre lot with 2-stall horse barn! Full basement with 8ft ceilings & OSE to yard, 2-car attached garage & fenced horse pasture. Formal Living Room with Vaulted ceilings, Formal dining room, large EIK with sliders to rear deck & patio. Large Primary bedroom suite with bathroom, large WIC and views

Stephen Abruzzo Gateway to The Hamptons R E

1500 Hortons Ln, Southold, NY 11971
/34
$20,000 per month
- 4 Beds
- 4 Baths
- 3,200 Sq Ft
- House for Rent
950 Blue Marlin Dr, Southold, NY 11971

Beachfront, 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

950 Blue Marlin Dr, Southold, NY 11971
$2,300,000 Sold Nov 21, 2024
- 2,250 Sq Ft
- $1022/SF
- 120 Days On Market
- 4 Beds
- 3 Baths
- Built 1983
1745 N Parish Dr, Southold, NY 11971

Welcome To 1745 N Parish Dr - A Coastal Gem On One Of Southold's Most Desirable Streets! With Its BayFront Location, You'll Enjoy Panoramic Water Views Of Peconic Bay, Shelter Island And Beyond! Just Steps Away Is Goose Creek Beach And Southold Yacht Club Adding To A Vibrant Fun Community Atmosphere. This Wonderful Family Home Filled With Natural Light Boasts 4 Bedrooms and Is The Perfect Blend

Thomas McCarthy Thomas J McCarthy Real Estate

1745 N Parish Dr, Southold, NY 11971

Est $1,191,610 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,417 Sq Ft
45605 Route 25, Southold, NY 11971

45605 Route 25, Southold, NY 11971

/30
$3,275,000
- 4 Beds
- 3 Baths
10947 N Bayview Rd, Southold, NY 11971

Compound with House, Barn and 70' Deep Water Dock in Private Marina. Water views from the backyard, kitchen and second floor bedrooms. Nestled on secluded 2+ acres in the coveted "Shellfisher Preserve" association near Paradise Point. Private deeded beach located down a short pathway. Bonus Space with views: 1,800 sqft detached post-and-beam barn has 3 car garage and studio space above. The

Melissa Principi Douglas Elliman Real Estate

10947 N Bayview Rd, Southold, NY 11971
/21
$6,000 per month
- 4 Beds
- 3 Baths
- House for Rent
1155 Old Harbor Rd, Southold, NY 11971

Quintessential North Fork sandy bay beachfront rental. Stunning views across Cutchogue Harbor and Peconic Bay will be yours at this spacious waterfront home, whether from the airy great room, the brick patio, or from the beachside deck. Tucked away down a quiet drive, this home offers peace and privacy in historic New Suffolk. There are 3 bedrooms and 2 baths upstairs, one bedroom and one bath

Marianne Collins Brown Harris Stevens N Fork

1155 Old Harbor Rd, Southold, NY 11971
$525,000 Sold Nov 20, 2024
- 1,100 Sq Ft
- $477/SF
- 101 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
2555 Youngs Ave Unit 15C, Southold, NY 11971

Discover elegant and tranquil living in this meticulously maintained 2-bedroom, 2-bathroom condo primely located on the exterior loop of Founders Village, an exclusive 55+ community in Southold within Long Island's North Fork Region. This residence offers a perfect blend of comfort and convenience, starting with a spacious living room featuring a cozy fireplace and a sliding door leading to a

Joshua Whalley Douglas Elliman Real Estate

2555 Youngs Ave Unit 15C, Southold, NY 11971

Est $1,089,051 Not Listed For Sale
- 4 Beds
- 2 Baths
1550 Peconic Ln, Peconic, NY 11958

1550 Peconic Ln, Peconic, NY 11958

/2
$599,000
- Land
- 3.03 Acres
- $197,690 per Acre
Unlisted Address

Calling all privacy seekers! Located in the heart of Long Island's North Fork, this 3 acre flag lot is close to all that this area has to offer. Goldsmiths Inlet Park is just .5 mile down the road while Kennys sandy LI Sound beach is just 1.3 miles away. Close to vineyards, award winning dining, golf and so much more!

Erica McKenzie Andrew Stype Realty Inc

Unlisted Address
/40
$10,000 per month
- 4 Beds
- 2.5 Baths
- House for Rent
1275 the Esplanade, Southold, NY 11971

STUNNER 4BR DESIGNER HOME ~ PET FRIENDLY, HEATED POOL & BEACH!August 2 Weeks Only $15,000 and $17,000! First Time Offered! (see below) Fabulous vacations on the coveted Esplanade in "Angel Shores", with a deeded sandy bay beach and heated freeform lagoon pool with a waterfall. Property is fully fenced and private, with many lounge areas for sunning, a shady pergola when needed, and a great

Kate Carpluk William Raveis New York LLC

1275 the Esplanade, Southold, NY 11971
$550,000 Sold Nov 12, 2024
- 1,100 Sq Ft
- $500/SF
- 123 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
2555 Youngs Ave Unit 19D, Southold, NY 11971

Nestled in Founders Village, Southolds premier 55+ active community, this 2 Bedroom 2 Bathroom condo is perfectly suited for North Fork living. It's location allows for a quick stroll to local shopping and transportation. Owners enjoy a beautifully maintained landscape and have access to a clubhouse and private pool. The large living room boasts high ceilings and a fireplace complete with a

Timothy O'Keefe Signature Premier Properties

2555 Youngs Ave Unit 19D, Southold, NY 11971

Est $908,403 Not Listed For Sale
- 6 Beds
- 1.5 Baths
- 2,200 Sq Ft
3200 Peconic Ln, Peconic, NY 11958

3200 Peconic Ln, Peconic, NY 11958

/4
$1,600,000
- Land
- 2.00 Acres
- $800,000 per Acre
55975 Route 25, Southold, NY 11971

2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center Of Hamlet! Commercial Listing MLS# 3530579

Colin McCarthy Thomas J McCarthy Real Estate

55975 Route 25, Southold, NY 11971
/11
$7,000 per month
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
470 Goose Creek Ln, Southold, NY 11971

Rental permit 405. Dine Al Fresco! Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Master Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Spectacular Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock. Easy

Thomas McCarthy Thomas J McCarthy Real Estate

470 Goose Creek Ln, Southold, NY 11971
$1,250,000 Sold Nov 06, 2024
- 2,100 Sq Ft
- $595/SF
- 26 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1964
3930 Oaklawn Ave, Southold, NY 11971

A Haven Of Comfort And Style, This Pristine And Modern 4 BR, 2.5 BA Cedar Shingled Ranch Style Home Is Ideally Situated Close To Southold Village, And Inviting Beaches, Wineries And Farm-stands. This Home Boasts A High-End Eat-In-Kitchen Perfect For Casual Meals Or Entertaining Guests, A Spacious Sunroom Filled With Natural Light, And Inviting LR/DR With FP. The Primary Bedroom Is Complete With

Donald Bracken Thomas J McCarthy Real Estate

3930 Oaklawn Ave, Southold, NY 11971

Est $1,660,370 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,610 Sq Ft
1080 Northfield Ln, Southold, NY 11971

1080 Northfield Ln, Southold, NY 11971

/6
$4,495,000
- Land
- 36 Acres
- $124,861 per Acre
50100 County Road 48, Southold, NY 11971

Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A

Lisa Gillooly Compass Greater NY LLC

50100 County Road 48, Southold, NY 11971
/32
$30,000 per month
- 6 Beds
- 4 Baths
- 3,000 Sq Ft
- House for Rent
1695 Old Woods Path, Southold, NY 11971

Southold, 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

Nicholas Planamento William Raveis New York LLC

1695 Old Woods Path, Southold, NY 11971
$1,100,000 Sold Nov 06, 2024
- 3,300 Sq Ft
- $333/SF
- 96 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1989
11220 Soundview Ave, Southold, NY 11971

Beautifully landscaped acre, walk to Kenneys Beach and Little Fish Restaurant, Plenty of room for pool. Over 3,300 sq ft. Large spacious rooms .Situated on a private road shared by only four homes., Additional information: Separate Hotwater Heater:1

Donna Fakiris Modern Age Realty Group LLC

11220 Soundview Ave, Southold, NY 11971

Est $2,862,300 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 3,880 Sq Ft
1605 N Parish Dr, Southold, NY 11971

1605 N Parish Dr, Southold, NY 11971

/32
$1,100,000
- 6 Beds
- 2.5 Baths
- 3,200 Sq Ft
1755 Yennecott Dr, Southold, NY 11971

Nestled on a wooded lot, this location feels private while only short distance to downtown Southold and 10 Minutes East to the Village of Greenport. With spacious, airy rooms and hardwood floors, this inviting residence promises a cozy and warm ambiance from the moment you step inside, hand painted wall mosaic, 2 fire places, Spacious Eat In Kitchen, Formal Dining room, Family room and when its

Isaac Israel Richmond Realty Corp

1755 Yennecott Dr, Southold, NY 11971
$1,700,000 Sold Nov 06, 2024
- 1,913 Sq Ft
- $889/SF
- 124 Days On Market
- 4 Beds
- 2 Baths
- Built 1930
54505 County Road 48, Southold, NY 11971

This great Greenport beach house is the one you've been waiting for! Ten steps down to 100 feet of beach/ waterfront on the Long Island Sound. 4 bedrooms, 2 baths, 1 car attached and detached 2-car garage with a loft, screened in gazebo and a Bocce court on just shy of an acre! Plenty of room for a pool. This won't last! Near all the North Fork has to offer - award winning vineyards, renowned

Sheri Winter Parker Corcoran

54505 County Road 48, Southold, NY 11971

Est $917,622 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
365 Mailer Ct, Southold, NY 11971

365 Mailer Ct, Southold, NY 11971

/19
$1,195,000 Pending
- 4 Beds
- 3 Baths
- 2,280 Sq Ft
205 Pine Ave, Southold, NY 11971

Spectacular Goose Bay Estates home! This North Fork home is the sanctuary you have been looking for. Situated on a beautifully landscaped half acre with inground pool, outdoor dining area with an exquisite patio, perfect for grand entertaining or to enjoy complete solitude. The home offers an open floor plan complete with four bedrooms (one being a primary en suite), three full bathrooms, an

Kenneth Poliwoda Douglas Elliman Real Estate

205 Pine Ave, Southold, NY 11971
$1,150,000 Sold Nov 04, 2024
- 1,625 Sq Ft
- $708/SF
- 98 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1992
2415 Long Creek Dr, Southold, NY 11971

Welcome to your North Fork waterfront oasis. This immaculate 3-bedroom, 2.5-bath Ranch home is perfectly situated on 1 acre surrounded by lush mature landscaping, and features 280 feet of waterfrontage on Long Creek & Hashamomuck Preserve. This peaceful and quiet setting is perfect for kayaking, paddle boarding, sailing, jet skiing, power boating, fishing, etc.! The open floor plan is accentuated

Mariah Mills Daniel Gale Sothebys Intl Rlty

2415 Long Creek Dr, Southold, NY 11971

Est $1,268,556 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,925 Sq Ft
200 Breitstadt Ct, Southold, NY 11971

200 Breitstadt Ct, Southold, NY 11971

/20
$785,000 Pending
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
6980 N Bayview Rd, Southold, NY 11971

Welcome to Southold, North Fork: An enchanting opportunity awaits at the Leeward Acres subdivision, a charming open-plan ranch nestled on a shy acre opposite serene woodlands and just moments away from over 50 acres of scenic trails at Reese and Wolf preserves. This delightful home is perfectly positioned between the vibrant village of Southold and the inviting shores of Cedar Beach. As you step

Nicholas Planamento William Raveis New York LLC

6980 N Bayview Rd, Southold, NY 11971
$565,000 Sold Nov 01, 2024
- 1,102 Sq Ft
- $513/SF
- 28 Days On Market
- 2 Beds
- 2 Baths
- Built 1988
2555 Youngs Ave Unit 8C, Southold, NY 11971

Experience Serene Living in This Newly Renovated 2-Bedroom, 2-Bath Condo in the Highly Sought-after Founder's Village, a Premier 55+ Community. Enjoy Upgrades Throughout, Modern Bathrooms, a Sleek Stainless Steel Appliance Package, and Convenient first-floor Laundry. Relax on Your Own Private Patio or Take Advantage of the Community Pool and Elegant Clubhouse. With Easy access to Local Shops,

Thomas McCarthy Thomas J McCarthy Real Estate

2555 Youngs Ave Unit 8C, Southold, NY 11971

Est $1,034,691 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,184 Sq Ft
625 Bennetts Ln, Southold, NY 11971

625 Bennetts Ln, Southold, NY 11971

/32
$775,000 Pending
- 3 Beds
- 1.5 Baths
565 Barley Ln, Southold, NY 11971

Welcome to 565 Barley Lane,Tucked away at the end of a quiet dead-end street, this inviting 3-bedroom, 2-bathroom, 1 car attached garage home - backs and sides onto preserved farmland, providing privacy and open views.Inside, you’ll be welcomed by hardwood floors through out, a spacious living room with vaulted ceilings that are highlighted by beautiful exposed wooden beams.

Justin LaSalla Vantage Realty Partners

565 Barley Ln, Southold, NY 11971
$575,000 Sold Nov 01, 2024
- 1,200 Sq Ft
- $479/SF
- 47 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
2555 Youngs Ave Unit 12A, Southold, NY 11971

This Founders Village two-bedroom end unit is full of sun light with fantastic southern exposure.

Kenneth Poliwoda Douglas Elliman Real Estate

2555 Youngs Ave Unit 12A, Southold, NY 11971

Est $1,146,358 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
295 Bennetts Ln, Southold, NY 11971

295 Bennetts Ln, Southold, NY 11971

/36
$2,495,000 Pending
- 4 Beds
- 4 Baths
- 3,500 Sq Ft
315 Maple Ln, Southold, NY 11971

Set along one of Southold’s most coveted tree-lined streets, this stately, fully renovated four-bedroom, four-bath residence seamlessly blends classic architecture and craftsmanship with modern luxury. The lush half-acre property is a private sanctuary, featuring towering old-growth trees, mature ornamental plantings, two versatile accessory structures, an oversized pool, and a beautifully

Bridget Elkin Compass Greater NY LLC

315 Maple Ln, Southold, NY 11971
$1,550,000 Sold Oct 23, 2024
- 169 Days On Market
- 4 Beds
- 5 Baths
- Built 2024
210 Arshamomaque Ave, Southold, NY 11971

NEWLY FURNISHED & NEWLY PRICED. Just Completed, Move-In Ready New Construction! Highly Sought-After Community of Beixedon Estates, a Private Neighborhood Consisting of 75 Acres of Waterfront Property and Overlooking Serene Pastoral Farmland. This Hidden Gem Location Offers Two Points of Deeded Water Access!! Ideally Situated One Mile from Charming Southold Village and in Close Proximity to

Robert Merolla Aurora Property Group

210 Arshamomaque Ave, Southold, NY 11971

Est $828,760 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
1505 Custer Ave, Southold, NY 11971

1505 Custer Ave, Southold, NY 11971

/37
$799,000 Pending
- 3 Beds
- 2.5 Baths
- 1,572 Sq Ft
Unlisted Address

Welcome to 465 Tarpon Drive – Coastal Charm and Incredible Value in Southold ShoresNestled in the coveted Southold Shores Bayfront beach community on the North Fork, 465 Tarpon Drive presents an exceptional opportunity to own in one of the area’s most picturesque enclaves. Surrounded by pristine beaches, scenic marinas, lush farmland, and world-renowned wineries, this expanded

Nicholas Planamento William Raveis New York LLC

Unlisted Address

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