Therefore, there could be an opportunity to strike a great deal with the owner and the bank
24 pictures
New
House
USD 1,349,000
viewed
Mattituck, Town of Southold
FireplaceEquipped kitchen
2 days ago
Abundant natural light, relaxed finishes, and a gas fireplace create a warm and inviting atmosphere. The open-concept kitchen, dining, and living areas flow seamlessly together, while the well-appointed kitchen features stainless steel appliances and generous counter space. Upstairs, the spacious primary suite overlooks Mattituck Inlet and includes a spa-like private bath and expansive walk-in closet. Two additional bedrooms and a full bath provide comfortable space for family and guests. A finished lower level with a dedicated tv room offers additional flexibility for movie nights, recreation, or quiet retreat. Outside, beautifully landscaped grounds create a private settin
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Updated
Foreclosure
House
Request Details
viewed
Gardiners Bay Estates, Town of Southold
1 day ago
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
25 pictures
Updated
House
USD 1,699,999
viewed
Orient, Town of Southold
4 Bedrooms
2 days ago
In 1938, the family donated the land across the street that would become the entrance to today’s Orient Beach State Park, forever connecting this property to one of the North Fork’s most treasured destinations. Architecturally, the home showcases timeless Craftsman character with distinctive three part windows across the front facade, each crowned with elegant lozenge paned transoms. The welcoming front entrance, framed by classic sidelights, opens to interiors where original woodwork, period doors, and handcrafted details remain beautifully intact. Modern updates to
A wood-burning fireplace anchors the main living space, while first-floor laundry adds everyday convenience. Upstairs, four generously sized bedrooms provide ample living space, including a primary suite with an en-suite bath and walk-in closet. The full basement expands the usable footprint even further, offering walk-out access (OSE) and an outfitted game room and potential gym. The additional space creates flexibility for recreation, fitness, work space, stor
21 pictures
Apartment
USD 835,000
viewed
East Marion, Town of Southold
DeckSwimming pool
6 days ago
Community amenities include a private marina, sandy beach, gunite pool, two tennis courts, three pickleball courts, basketball, a newly renovated clubhouse, and fitness center. Ideally located just two miles from Greenport Village, with easy access to wineries, shopping, beaches, and exceptional dining
46 pictures
House
USD 5,600,000
viewed
Village of Greenport, Town of Southold
Equipped kitchen
1 week + 1 day ago
Meticulously restored in 2013-2014, the residence first known as Sunset View Lodge has been thoughtfully reimagined for modern living while honoring its storied past. Currently zoned and operated as an inn, the home offers four beautifully appointed ensuite bedrooms - each with its own private bath - formal living and dining rooms, a wonderful chef's kitchen, a first-floor powder room ideal for guests and entertaining, and both front and back staircases that lend the home a rare sense of privacy and flow. A gracious front porch recalls the leisurely spirit of turn-of-the-century summers, while a newly finished lower level with soaring 9-foot ceilings provides abundant ad
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Foreclosure
House
Request Details
viewed
Village of Greenport, Town of Southold
1 day ago
Beach
At 1 km from Sandy Beach
Heathcare
At 329 m from Eastern Long Island Hospital
Park
At 778 m from Fire Dept. Memorial Park
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
36 pictures
House
USD 2,395,000
viewed
Mattituck, Town of Southold
GymSwimming poolCellar
1 week ago
Spanning approximately 3,000 square feet, the open layout features four spacious bedrooms and 4.5 beautifully appointed bathrooms. Designed for ultimate flexibility, the home boasts two luxurious primary suites—one conveniently located on the first floor and a second on the upper level. The full basement with direct outside access, offers an ideal canvas for a custom home gym, media room, or a private wine cellar. The home’s impressive exterior design seamlessly gives way to an outdoor entertainment oasis. Hidden behind a lush border of mature trees, the sprawling, professionally landscaped grounds feature a heated saltwater pool and a dedicated chiminea area for cozy evening gatherings. You can spend your days relaxing under th
29 pictures
House
USD 2,499,000
viewed
Village of Greenport, Town of Southold
DeckEquipped kitchen
1 week + 1 day ago
For decades, the same family has cared for 302 Shore Road - tending to it, gathering in it, and watching the tides of Napeague Bay mark the seasons. Now, this private beachfront retreat is ready for its next chapter. Here, mornings begin with the hush of the bay and the comfort of knowing the sand outside your door is truly yours. Featuring three bedrooms, two full baths, a renovated kitchen, a three-season porch, 80 feet of bulkhead, and scenic views of Gardiners Island. The home is designed for relaxed afternoons on the generous deck, where laughter carries softly through the breeze. Evenings settle into a quiet only a private shoreline can offer. This isn't just a home; it's a legacy waiting for its next steward. Please note: The property is privately owned and not a land lease, thus the buyer does not need to be an existing resident of East Hampton to purchase
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Updated
Request Details
viewed
Town of Southold, Suffolk County
1 day ago
Heathcare
At 1 km from Eastern Long Island Hospital
Park
At 662 m from The Polo Grounds
School
At 903 m from Greenport Elementary & High School
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
View photo
Updated
Foreclosure
House
Request Details
viewed
Mattituck, Town of Southold
1 day ago
Beach
At 1 km from Veteran's Memorial Beach
Park
At 626 m from Mattituck Creek Boat Launch and Park
Park
At 660 m from Strawberry Fields Fairgrounds
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
30 pictures
Updated
House
USD 1,675,000
viewed
East Marion, Town of Southold
5 Bedrooms
2,110 sq.ft
GardenFireplaceEquipped kitchenSwimming pool
2 days ago
There is also a seamless flow between indoor and outdoor spaces-Step outside to a manicured yard with a Gunite heated saltwater pool, a serene private fenced backyard bordering preserved land - a peaceful and tranquil retreat-just moments to Rocky Point Beach, Greenport Village’s shops, restaurants, transportation and the North Fork’s best wineries and farm stands. This is North Fork living at its finest
34 pictures
House
USD 1,075,000
viewed
Town of Southold, Suffolk County
PatioGardenFireplaceEquipped kitchenSwimming pool
6 days ago
Private park-like.63 acre. Custom Arts & Crafts influenced home. Bay beaches, marina, restaurants, shopping & transportation all just a stone's throw away. Exquisitely landscaped. Gracious front porch. Large foyer with a one-of-a-kind staircase with crafted newel posts. Vaulted ceilings, large windows w/ transoms and an openness that invites nature inside. Imposing brick wood-burning fireplace. Custom kitchen, dining room w/ tray ceiling. French doors lead to sunroom w/ west, south & north exposures. 1st fl master suite. Beautiful fenced backyard w/ brick patio & specimen plantings. Plenty of room for the pool of your dreams. Whole house generator. Meticulously maintained and move-in ready. Adjacent.64 acre property also available. Call for details. Your family compound might just be in sight
35 pictures
House
USD 1,100,000
viewed
Town of Southold, Suffolk County
Office room
1 week + 1 day ago
This meticulously maintained single-level home features 4 bedrooms and 3 bathrooms, offering a versatile floor plan designed for comfortable living and entertaining. The private primary en-suite includes a beautifully updated bath with elegant tile work and soaking tub. Two additional guest bedrooms and updated hall bath provide ample accommodations, while a separate wing with its own private entrance offers endless possibilities. Ideal as a home office, guest quarters, or a secondary primary suite, this space includes a sitting room, bedroom, and fu
23 pictures
House
USD 1,200,000
viewed
Orient, Town of Southold
GardenOffice roomParkingAir conditioning
1 week + 2 days ago
A detached garage, recently renovated with heat, A/C, and EV charging — currently an art studio, but fully functional as a garage with intact new garage doors. The first-floor features custom cabinetry, a formal dining room, original radiators, a powder room, and the screened porch. Upstairs are two bedrooms and a full bath. Both the front and rear gardens have been professionally landscaped. Just steps from the post office, Country Store, yacht club, marina, and bay and sound beaches
14 pictures
Updated
House
USD 1,100,000
viewed
Village of Greenport, Town of Southold
3 Bedrooms
GardenEquipped kitchenParking
2 days ago
The covered front porch is a perfect place to sit and take in the changing colors of spring and summer, including the striking blue blossoms of the mature Vitex that become a highlight of the landscape each season.Inside, the home has an easy, open flow with wood floors, a spacious hallway leading to the bedrooms, and a living room and kitchen that connect naturally for everyday living and entertaining. Just off the garage, the laundry room and mudroom create a practical drop zone for shoes, bags, beach gear and everything else that helps keep the main living spaces organized.The fenced backyard has its own personality, with an outdoor fire pit, established vegetable gardens, a huge fig tree and an additional garden shed for tools, bikes and outdoor storage. It is the kind of yard that a
12 pictures
USD 4,300,000
viewed
Town of Southold, Suffolk County
2 weeks ago
Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story
13 pictures
USD 2,900,000
viewed
Orient, Town of Southold
Swimming pool
6 days ago
At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer's specifications. The property is elevated, slopes gently SW and will offer sweeping farm/water-views over Orient and out to Narrow River and Long Beach Bay. More information on previous Orient projects can be provided by request or bring your plans and allow your vision for your forever home to come to life!
27 pictures
House
USD 5,750,000
viewed
Town of Southold, Suffolk County
Swimming pool
6 days ago
Approached by a circular drive framed by mature specimen plantings and meticulously landscaped grounds, the residence immediately impresses with its timeless Nantucket-inspired architecture and commanding waterfront presence. Encompassing approximately 5,100 square feet, the home offers 4 bedrooms and 3.5 baths thoughtfully designed to maximize light, space, and breathtaking water vistas from nearly every room. A grand two-story foyer welcomes you with a dramatic sightline t
40 pictures
House
USD 2,650,000
viewed
New Suffolk, Town of Southold
Equipped kitchenSwimming poolCellar
6 days ago
This move in ready home is an oasis, consisting of the main house, beautifully appointed inground pool, pool house, outdoor kitchen and offered with this amazing property is a private guest cottage that can be used as overflow for family and friends or as an income generator. In the main house, you will find high end finishes and a true chefs kitchen (Wolf, Sub Zero etc). A finished game room below, three bedrooms on the second floor including the primary suite. The guest house, also tastefully cozy with two bedrooms, one on the main level, another on the second. Living room, eat-in kitchen, laundry and dry basement. Together, this offering represents in many ways the essence of the North Fork with its beauty, privacy and location. This is an exceptional opportunity
12 pictures
House
USD 999,000
viewed
East Marion, Town of Southold
GardenSwimming poolParking
1 week + 1 day ago
So handy to easily transport your beach and boat equipment from car to beach and boat! Close to Island’s End Golf Course, wineries, and the transportation hub and shopping/dining in the historic seaport Village of Greenport. A lovely North Fork retreat!
30 pictures
House
USD 5,450,000
viewed
Mattituck, Town of Southold
4,929 sq.ft
DeckSwimming poolCellar
2 weeks + 6 days ago
This incredible Res4-Build on the Long Island Sound is located within one of Mattituck's most coveted locations. Step inside and you are greeted by sundrenched interiors and walls of glass framing those endless water views from every angle. Expansive room for guests with an open layout, 4 bedrooms, 5 baths and a huge finished basement with tons of natural light and incredible space. Grill waterside, overlooking your Gunite pool. The rooftop deck and the putting green offer moments of quiet or playtime! This sexy Sound Front stunner is a must see!
7 pictures
House
USD 899,000
viewed
Mattituck, Town of Southold
PatioGardenFireplaceEquipped kitchenSwimming pool
3 weeks + 2 days ago
This spacious 3-bedroom, 2 updated bath sprawling ranch is nestled in a quiet, sought-after neighborhood and offers the perfect blend of comfort, charm, and outdoor beauty. Step inside to find a large, sun-filled eat-in kitchen—ideal for gathering with family and friends. The warm and inviting family room features a classic wood-burning fireplace, creating the perfect ambiance for cozy fall and winter evenings. Outside, escape to your own backyard oasis. Enjoy lush gardens, mature landscaping, and a sparkling pool—perfect for relaxing summer days or entertaining guests in style. Whether you're lounging poolside or sipping coffee on the patio out front surrounded by nature, this home delivers peace and privacy. With plenty of room for all and a layout designed for easy living, this home is perfect for year-round living or a seasonal getaway. Don’t miss this rare opportunity to own a slice of Nort
30 pictures
Updated
Farm
USD 4,100,000
viewed
Mattituck, Town of Southold
1,474 sq.ft
FireplaceSwimming pool
2 days ago
Step outside and enjoy lush landscape surrounding the pool, outdoor shower and vineyard views! Surrounded by award winning North Fork wineries, restaurants, farm stands, boating & great shopping
34 pictures
House
USD 2,250,000
viewed
Orient, Town of Southold
PatioGardenEquipped kitchen
1 week + 2 days ago
A pathway leads through the rear garden to a two-story accessory structure of approximately 1,714 square feet, currently used as an artist's studio and art storage. The grounds are professionally landscaped with mature plantings, a dining patio, and multiple seating areas. Rarely does a property this unique come to market in Orient Village, the crown jewel of the North Fork
26 pictures
House
USD 1,150,000
viewed
Mattituck, Town of Southold
FireplaceEquipped kitchen
1 week ago
Designed for comfortable living and effortless entertaining, the home features four bedrooms and four full bathrooms across three finished levels. The thoughtfully renovated interior showcases hardwood floors, custom millwork, a beautifully appointed quartz kitchen with shaker cabinetry, and a wood-burning fireplace that anchors the inviting living and dining areas. All four bathrooms feature radiant heated floors, providing comfort and warmth throughout the year. A first-floor bedroom and full b
44 pictures
House
USD 6,850,000
viewed
Town of Southold, Suffolk County
PatioTerraceBalconyFireplaceEquipped kitchenSwimming pool
1 week + 1 day ago
Featuring 160’ of waterfront and expansive views of Peconic Bay, it includes a private 6 x 20' dock and an 82’ Trex catwalk. Constructed with every attention to detail, the home includes maximum structural integrity, energy efficiency and elevated finishes throughout. The sleek open-concept design encompasses approximately 4,500 square feet of living space. The light-filled residence showcases curated architectural features, ranging from floor-to-ceiling glass, floating staircases, bluestone and covered patio, water-view balcony, and a walk-out lower terrace. The Modern custom kitchen is adorned with ceiling-high cabinetry, Thermador appliances, marble countertops and porcelain inlay backsplash. The adjoining great room is anchored by a stunning gas fireplace surrounded by textured porcelai
