North Fork Homes

/36
$3,800,000
- 3 Beds
- 4 Baths
- 5,837 Sq Ft
215 Hillcrest Dr N, Orient, NY 11957

This stately Dutch Colonial sound front, is the perfect blend of privacy, luxury and natural beauty. Sweeping water views, with generous interior and exterior living spaces that flow seamlessly. Warm rich natural wood finishes, multiple bedrooms, a den, a second floor loft, A private pool, leading to your outdoor patio, garden and stairs to your beach. Top it all off with a Full finished

Sheri Winter Parker Corcoran

215 Hillcrest Dr N, Orient, NY 11957
/14
$7,000 per month
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
- House for Rent
1620 Aquaview Ave, East Marion, NY 11939

Mid-Century Contemporary with views of Long Island Sound in a private community with association beach across the road. Cathedral ceilings & large windows add to the bright & open feeling of the communal area. Water view deck for relaxing and entertaining. 1000 sf of living area plus 800 sf walk-out basement converted to a fully renovated recreation room/office with recessed lighting, new

Janet Markarian Daniel Gale Sothebys Intl Rlty

1620 Aquaview Ave, East Marion, NY 11939
$2,085,000 Sold May 14, 2025
- 4,400 Sq Ft
- $474/SF
- 9 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2025
1745 Stars Rd, East Marion, NY 11939

Location, Location, Location...Just a few blocks from the serene bluffs and tranquil shoreline of Pebble Beach, this fully completed and furnished new construction offers a rare opportunity in one of the most bespoke developments on the North Fork’s East End. Built over the last 12 months and receiving its Certificate of Occupancy in April, this home would cost approximately $2.6M to rebuild

Robert Merolla Aurora Property Group

1745 Stars Rd, East Marion, NY 11939

Est $740,968 Not Listed For Sale
- 2 Beds
- 1 Bath
980 Oak Ave, Southold, NY 11971

980 Oak Ave, Southold, NY 11971

/9
$699,000
- Land
- 7.13 Acres
- $98,036 per Acre
1135 Boisseau Ave, Southold, NY 11971

Turn-key 7-acre vineyard that you've been dreaming of in Southold! Perfectly situated near the village and shops. The vines are in their prime and have been meticulously maintained. Planted in 2006 is 2.2 Acres of Chardonnay and 2.5 Acres of Merlot and 1/2 acre Muscat Ottonel was planted in 2019. Producing approximately 2-3 tons per acre of grapes annually, which could average about 600 cases of

Melissa Principi Douglas Elliman Real Estate

1135 Boisseau Ave, Southold, NY 11971
/18
$40,000 per month
- 6 Beds
- 9 Baths
- 7,000 Sq Ft
- House for Rent
2840 Stars Rd, East Marion, NY 11939

PRIVACY AND LUXURY COLLIDE! Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460' of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef's domain with multiple seating

Sheri Winter Parker Corcoran

2840 Stars Rd, East Marion, NY 11939
$540,000 Sold May 12, 2025
- 1,050 Sq Ft
- $514/SF
- 51 Days On Market
- 2 Beds
- 1 Bath
- Built 1960
300 Johnson Ct, Greenport, NY 11944

Move Right In! Updated 2 Story Home in Greenwood Village Features 2 Bedrooms, Eat In Kitchen, Hardwood Flooring. Close to Shops, Restaurants, Transportation, Schools, & Beaches.

Peter Grosso RE/MAX Integrity Leaders

300 Johnson Ct, Greenport, NY 11944

Est $1,157,974 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
1145 Smith Dr S, Southold, NY 11971

1145 Smith Dr S, Southold, NY 11971

/18
$650,000
- 2 Beds
- 1.5 Baths
- 1,500 Sq Ft
1295 Washington Ave, Greenport, NY 11944

Traditional Cape Cod style home ready for your magic touch. Home features hardwood floors throughout, 2 bedrooms, 1.5 baths, bonus room, fireplace, large eat-in kitchen, spacious bedrooms and plenty of room for outdoor activities- situated in a quiet neighborhood moments from Greenport Village- shopping, restaurants and wineries. Street gas accessible.

Scott Bennett Douglas Elliman Real Estate

1295 Washington Ave, Greenport, NY 11944
/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
$2,350,000 Sold May 12, 2025
- 288 Days On Market
- 3 Beds
- 3 Baths
- Built 1890
800 Lighthouse Rd, Southold, NY 11971

This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophistication! Sited on 1.5 acres of park-like property and lovingly renovated with thoughtful additions including a heated saltwater gunite pool, electric pool cover, pool house with an outdoor fireplace, outdoor kitchen with a Gaucho grill and sink, a separate office studio, 3 bedrooms and 3 bathrooms. Plenty

Sheri Winter Parker Corcoran

800 Lighthouse Rd, Southold, NY 11971

Est $1,163,094 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,400 Sq Ft
305 Smith Dr S, Southold, NY 11971

305 Smith Dr S, Southold, NY 11971

/41
$2,350,000
- 4 Beds
- 5 Baths
- 4,500 Sq Ft
435 Maple Ln, Greenport, NY 11944

Brand-New Coastal Retreat with Pool, Pool House & Deeded Bay Beach Rights.Introducing a stunning new construction that redefines North Fork luxury- offering 4,500 square feet of beautiful living space across three levels, including a full walkout basement.With 4 bedrooms, 5 bathrooms, and an effortless indoor-outdoor flow, this exceptional home is designed for both upscale entertaining

Lisa Davey LI Probate Realty Inc

435 Maple Ln, Greenport, NY 11944
/20
$30,000 per month
- 3 Beds
- 3 Baths
- 1,846 Sq Ft
- House for Rent
255 S View Dr, Orient, NY 11957

Contemporary private, secluded home in bucolic Browns Hill, Orient with Panoramic views over gardens, fields and bays from Montauk to Shelter Island. Enter through a welcoming space from the foyer to the living room with wood burning fireplace, updated gourmet kitchen and dining room with panoramic farm and bay views. Three levels of living space with one bedroom & full bath on each floor

Janet Markarian Daniel Gale Sothebys Intl Rlty

255 S View Dr, Orient, NY 11957
$960,000 Sold May 08, 2025
- 172 Days On Market
- 4 Beds
- 3 Baths
- Built 1989
3250 Manhasset Ave, Greenport, NY 11944

Beautiful Colonial Home in the Desirable Town of Green port Futures Lr. Formal Dining Rm. Eit Kitchen 4 Beds.3 Full Baths Finished Basement ,*** Beautiful curb appeal , Nice Yard With Built in BBQ Grill and sink .***Only Half A Block From The Beach ***And Near The town ***

Toula Polios Toula Polios Realty Group LLC

3250 Manhasset Ave, Greenport, NY 11944

Est $692,588 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
305 Bayberry Rd, Southold, NY 11971

305 Bayberry Rd, Southold, NY 11971

/50
$3,649,999
- 4 Beds
- 5.5 Baths
- 6,366 Sq Ft
465 Ripple Water Ln, Southold, NY 11971

Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you're greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel,

Jerry Cibulski Century 21 Albertson Realty

465 Ripple Water Ln, Southold, NY 11971
/18
$11,000 per month
- 3 Beds
- 2 Baths
- 2,556 Sq Ft
- House for Rent
1855 Village Ln, Orient, NY 11957

Impeccably restored 19th Century gem located in the heart of Orient Village with bay views. Close to bay and sound beaches, and a stroll to all village amenities. Featuring 2 parlors, 3 bedrooms, library, office, eat-in kitchen, updated baths, charming garden, out-door dining, and grill, out-door shower. Offered May $7,000; June $11,000; Sept $10,000; Oct $7,000; Nov $6,000. Permit #0483.

Janet Markarian Daniel Gale Sothebys Intl Rlty

1855 Village Ln, Orient, NY 11957
$2,660,000 Sold Apr 29, 2025
- 5,040 Sq Ft
- $528/SF
- 148 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2024
540 The Greenway, East Marion, NY 11939

This stunning new custom home offers beautiful water views of Long Island Sound and is adjacent to a picturesque golf course. Its high-quality craftsmanship, elegant masonry, and thoughtfully designed amenities combine simplicity with luxury. The open floor plan, high ceilings, and custom European windows create a bright and inviting atmosphere. A covered bluestone porch with an outdoor kitchen

Alexis Meadows Douglas Elliman Real Estate

540 The Greenway, East Marion, NY 11939

Est $1,980,341 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,364 Sq Ft
1235 Wells Rd, Peconic, NY 11958

1235 Wells Rd, Peconic, NY 11958

/38
$1,795,000
- 4 Beds
- 2.5 Baths
- 3,110 Sq Ft
1260 Water Terrace, Southold, NY 11971

Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you're entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the

Katie Schimpf Daniel Gale Sothebys Intl Rlty

1260 Water Terrace, Southold, NY 11971
/15
$20,000 per month
- 4 Beds
- 4 Baths
- 3,800 Sq Ft
- House for Rent
300 Latham Ln, Orient, NY 11957

Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. Beautifully updated 4-bed, 4-bath home offers private 20x40 heated saltwater pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor & outdoor dining. The expansive master suite boasts breathtaking views, king-size bed, office nook, dressing

Janet Markarian Daniel Gale Sothebys Intl Rlty

300 Latham Ln, Orient, NY 11957
$1,195,000 Sold Apr 25, 2025
- 1,840 Sq Ft
- $649/SF
- 27 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2008
516 4th St, Greenport, NY 11944

Welcome to your dream retreat in the heart of Greenport, NY! This charming home offers a perfect blend of modern comfort and classic elegance, designed to cater to your every need. Step inside to discover a spacious layout featuring four inviting bedrooms, including a luxurious primary bedroom with an ensuite bathroom. This private sanctuary provides a serene space to unwind, complete with

Jennifer Benton Compass Greater NY LLC

516 4th St, Greenport, NY 11944

Est $1,442,074 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
2740 Main Bayview Rd, Southold, NY 11971

2740 Main Bayview Rd, Southold, NY 11971

/37
$1,099,999
- 4 Beds
- 2.5 Baths
- 1,800 Sq Ft
370 Pheasant Place, Greenport, NY 11944

Welcome to August Acres – A Tranquil Retreat Near GreenportNestled just a short distance from the charming Village of Greenport. This colonial-style home offers a perfect blend of comfort and convenience. Situated in a quiet and serene location, this beautifully maintained property is move-in ready and ideal for both relaxation and entertainment.The first floor features a spacious

Kristen Rishe Signature Premier Properties

370 Pheasant Place, Greenport, NY 11944
/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
$920,000 Sold Apr 25, 2025
- 2,100 Sq Ft
- $438/SF
- 43 Days On Market
- 4 Beds
- 3 Baths
- Built 1969
525 Landing Ln, Greenport, NY 11944

Newly 2024 Renovated 4 Bedroom 3 Full Bath Ranch in Desirable Location of Greenport Harbor & Sandy Beach. Enter to Soaring Ceilings and Beautiful Wood Flooring. Featuring open concept Great Room complete with a stunning Quartz Top Center Island, Bar and Wine Refrigerator perfect for easy entertaining. Kitchen Features: Soft Close Cabinetry, Quartz Cabinets and New Appliances. Master Bedroom w/

Anthony Guidice RE/MAX Signature Real Estate

525 Landing Ln, Greenport, NY 11944

Est $1,049,848 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,700 Sq Ft
855 Grange Rd, Southold, NY 11971

855 Grange Rd, Southold, NY 11971

/8
$589,000
- Land
- 0.35 Acre
- $1,682,857 per Acre
1760 Mccann Ln, Greenport West, NY 11944

Prime Vacant Land in Eastern Shores Association - Build your dream home in the sought-after Eastern Shores Association community, where members enjoy exclusive access to a stunning, private Long Island Sound beach. This vacant parcel offers the perfect opportunity to create your own slice of paradise on the North Fork. Located just moments from a picturesque waterfront vineyard and winery, golf

Paul Loeb Douglas Elliman Real Estate

1760 Mccann Ln, Greenport West, NY 11944
/17
$25,000 per month
- 6 Beds
- 3.5 Baths
- 3,765 Sq Ft
- House for Rent
840 Southern Blvd, East Marion, NY 11939

Bright and spacious Contemporary summer rental on the North Fork. Featuring floor to ceiling windows, great room, 6 bedrooms, 3.5 bathrooms, eat-in kitchen, recreation room. Private back yard with 40x20 salt water heated pool. Offered June 1 - 28 $25,000; June 29 - July 18 $33,000; July (2 weeks) $24,000; Sept 4 - Oct 2 $30,000. Permit #1230.

Janet Markarian Daniel Gale Sothebys Intl Rlty

840 Southern Blvd, East Marion, NY 11939
$1,720,000 Sold Apr 25, 2025
- 3,700 Sq Ft
- $465/SF
- 155 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2002
9390 N Bayview Rd, Southold, NY 11971

Spanning 3.82 acres, this generous home seamlessly blends luxury with comfort. The formal entry opens to an oversized great room, where a soaring ceiling and a striking stone fireplace are complemented by a wet bar-perfect for entertaining. The kitchen, updated in 2023 with sleek stainless-steel appliances, counters, and backsplash, is a chef's dream. Two well-sized bedrooms share a large full

Mariah Mills Daniel Gale Sothebys Intl Rlty

9390 N Bayview Rd, Southold, NY 11971

Est $933,912 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
46660 Route 25, Southold, NY 11971

46660 Route 25, Southold, NY 11971

/46
$2,999,000
- 4 Beds
- 3 Baths
- 1,595 Sq Ft
2100 Sound Dr, Greenport, NY 11944

Soundfront! Welcome to 2100 Sound Drive - offering water views from nearly every room, this unique property is part of the Eastern Sterling Shores community and is truly the Last of the Mohicans! Greeted by a welcoming circular driveway and situated atop a picturesque bluff, you'll enjoy captivating views and summer breezes. Stairs lead to an enchanting enclosed bungalow while your own private

Connie Liappas Compass Greater NY LLC

2100 Sound Dr, Greenport, NY 11944
/34
$20,000 per month
- 4 Beds
- 2.5 Baths
- 2,026 Sq Ft
- House for Rent
485 Sutton Place, Greenport, NY 11944

Welcome to 485 Sutton Place, Greenport – a newly renovated gem that effortlessly combines modern luxury with timeless charm. Every detail of this stunning home has been thoughtfully designed to create a harmonious blend of comfort, style, and sophistication. Step inside to discover two sunlit levels of living. The first floor features two generously sized bedrooms and a full bathroom with tub. A

Gloria Scrocco STOEBE & CO

485 Sutton Place, Greenport, NY 11944
$975,000 Sold Apr 24, 2025
- 1,344 Sq Ft
- $725/SF
- 11 Days On Market
- 3 Beds
- 2 Baths
- Built 1989
555 Fasbender Ave, Peconic, NY 11958

North Fork Oasis! This lovely 3br, 2ba home sits on a tranquil .5 acre with access to a private LI Sound beach just .3 mile away. The open floor plan and chefs kitchen with high end appliances and big chill range/oven and access to a large deck makes this the perfect home for entertaining. The backyard boasts privacy, peach trees and a 8'x14' swim spa – pool and therapeutic spa with hydrotherapy

Erica McKenzie Andrew Stype Realty Inc

555 Fasbender Ave, Peconic, NY 11958

Est $961,679 Not Listed For Sale
- 3 Beds
- 1.5 Baths
45195 Route 25, Southold, NY 11971

45195 Route 25, Southold, NY 11971

/49
$2,499,000 Open Sat 10:30AM - 12PM
- 4 Beds
- 4.5 Baths
- 2,842 Sq Ft
285 Blue Marlin Dr, Southold, NY 11971

Entire house completed and beautifully landscaped!!!!With incredible water views and access to a picturesque private beach, 285 Blue Marlin exemplifies luxury coastal living at its finest. Constructed by the North Fork’s most revered builders, no expense has been spared and the utmost attention to detail is evident with attributes such as designer fixtures, outfitted closets, Emtek hardware,

Connie Liappas Compass Greater NY LLC

285 Blue Marlin Dr, Southold, NY 11971
/35
$22,500 per month
- 6 Beds
- 4.5 Baths
- House for Rent
75 Gillette Dr, East Marion, NY 11939

2025 Rates: Memorial Day-Labor Day $87,500, June $22,500, July $32,500, July-August $67,000 and August-Labor Day $35,000. Looking for a resort like retreat just outside of bustling Greenport Village? Look no further! This 6 bedroom, 4.5 bathroom stunner offers everything you could ask for and more. From 3 en-suite bedrooms to an open floor-plan with high-end appliances and a killer in-ground

William Walters Daniel Gale Sothebys Intl Rlty

75 Gillette Dr, East Marion, NY 11939
$520,000 Sold Apr 14, 2025
- 1,100 Sq Ft
- $473/SF
- 22 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
2555 Youngs Ave Unit 4B, Southold, NY 11971

Welcome to Founders Village, a charming 55+ senior community that offers the perfect blend of comfort and convenience. This delightful space offers oak floors throughout, an expansive living room with soaring ceilings, and a cozy wood-burning fireplace that invites relaxed evenings at home. Step outside to your own landscaped patio- a serene retreat designed for peaceful seclusion with

Jerry Cibulski Century 21 Albertson Realty

2555 Youngs Ave Unit 4B, Southold, NY 11971

Est $1,208,930 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

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