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Daniel Gale Sotheby's International Realty

114 Main Street, 11944 Greenport (United States)

Listings of the agency

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Listings for sale: 1 to 17 / 17

  • 28

    Property East Marion (United States)

    This storybook circa 1858 cottage captures the very essence of North Fork living: cozy, charming, and effortlessly inviting. Rich in history and timeless appeal, this beautifully preserved home blends the simplicity of a bygone era with thoughtful modern updates, creating a warm and welcoming retreat. Inside, random-width wide plank flooring adds authentic character throughout. The first floor offers a spacious primary bedroom, a second bedroom or home office, an inviting living room, formal dining room, and an eat-in kitchen with a convenient laundry area. Upstairs, two additional bedrooms and a half bath provide comfortable accommodations. Architectural details enhance the home's enduring charm, from the welcoming semi-wraparound covered front porch to the side deck with a new retractable awning overlooking beautifully landscaped gardens. A pergola with a slate patio creates the perfect setting for outdoor dining, entertaining, or simply relaxing on a summer evening. Adding to the property's appeal is a detached 2-car garage and a delightful artist's or hobby studio, complete with its own pergola-covered sitting area nestled among lush gardens. Privately tucked behind a classic white picket fence, the beautifully landscaped .5-acre property is an exceptional outdoor sanctuary. The backyard features a heated free-form Gunite pool with a cascading waterfall, a pool shed with deck, two additional storage sheds, mature trees, and an abundance of seasonal flowering plantings, creating a peaceful and private oasis. Ideally located just minutes from pristine beaches, golf courses, marinas, renowned wineries and breweries, county parks, farm stands, Hampton Jitney and popular local eateries. This special property also enjoys close proximity to Historic Greenport, where waterfront dining, boutique shopping, and galleries await. The backyard abuts a nature preserve that leads to Marion Lake County Park. Nothing can be built behind it. Whether you're enjoying a quiet morning coffee on the porch, spending the afternoon poolside, or entertaining friends after a day at the beach, this one-of-a-kind North Fork treasure offers the perfect blend of historic character, modern comfort, and relaxed coastal living.

    … 
    $1,299,000
    4bedrooms
    2bathrooms
    land 2,023

    By Daniel Gale Sotheby's International Realty

  • 17

    House Greenport (United States)

    Experience the pinnacle of refined living in this completely reimagined home, boasting a comprehensive renovation and redesign led by a professional interior designer. Every square inch has been thoughtfully curated, starting with the custom front door featuring openable screened sidelights that welcome you inside. Premium oak hardwood flooring flows seamlessly throughout the main living areas, grounding the home in natural warmth and elegance. The heart of the home, the great room and large kitchen, is an entertainer's dream, featuring gas fireplace, a dry bar with a wine fridge, premium lighting and plumbing fixtures, quartz countertops and custom window treatments including blinds and valances. First floor also includes a light filled den and separate office space for working at home. Retreat to the spectacular owner’s suite, a true sanctuary defined by architectural ceilings with shiplap details and a custom walk-in closet. The en-suite bathroom is clad in Italian marble and featuring premium fixtures. Indulge in the luxury of radiant floor heating—which extends into the large, curbless spa shower with its sleek infinity drain. Your guests are treated to equal luxury; guest baths feature premium fixtures and their own radiant floor heating. The guest bedrooms offer cozy carpeting and custom woodworking with the twin room featuring blackout and light-filtering shades for perfect rest. Behind the walls, the home is just as impressive. A whole-house water softening and purification system, smart irrigation system, and 2-zone heat/AC with smart thermostats ensure comfort and peace of mind. This is more than a renovation; it is a complete lifestyle upgrade. Located close to the heart of downtown Greenport Village and its bayfront beaches and transportation hub.

    … 
    $1,325,000
    3bedrooms
    3bathrooms
    land 526

    By Daniel Gale Sotheby's International Realty

  • 49

    House Mattituck (United States)

    Introducing 1775 Point Pleasant, a newly constructed waterfront estate set on 1.8 acres with over 280 feet of pristine creek-frontage along iconic Mattituck Inlet. Thoughtfully designed and expertly crafted, this exceptional shingle sided Post-Modern style residence seamlessly blends timeless architecture with modern luxury. Spanning more than 7,000 square feet, the home showcases wide-plank hardwood flooring throughout, dual primary suites on both the first and second levels, a fully finished lower-level with private fitness studio, sauna, climate controlled wine storage, an unmatched custom lighting package, pre-wired recessed speaker system and expansive living spaces on all three levels designed for both everyday comfort and effortless entertaining. At the heart of the home is a chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, multiple beverage stations and refined finishes throughout. Outdoors, resort-inspired amenities await, including a heated 22'x44' gunite pool surrounded by an expansive travertine terrace, fully equipped outdoor kitchen, a covered lounge with ceiling mounted heaters for those cooler nights and anchored by a third wood-burning fireplace, creating an ideal setting for waterfront entertaining. Finally, enjoy a manicured path of travertine stepping pads that lead to an oversized floating dock, equipped with water and electric, that can easily house a large boat with deep draft, perfectly capping off this incredible custom build opportunity. Offering an extraordinary combination of scale, privacy, craftsmanship, and lifestyle, 1775 Point Pleasant represents a rare opportunity to own a truly exceptional waterfront retreat on the North Fork.

    … 
    $6,450,000
    6bedrooms
    8bathrooms
    land 7,284

    By Daniel Gale Sotheby's International Realty

  • 20

    House Mattituck (United States)

    Tucked away along Terry Path, a rustic country lane within, an offshoot of the Camp Mineola Beach Association, this exceptional waterfront property is nestled in a quiet seaside enclave along the Great Peconic Bay. Opportunities to purchase within this historic neighborhood are exceptionally rare, making this a truly special offering. Set on approximately 1.4 acres with more than 110 feet of unobstructed frontage on the Great Peconic Bay, the classic Cape Cod-style residence offers timeless charm and tremendous potential. The spacious interior is centered around a striking stacked red brick wood-burning fireplace, while outside, a private sugar sand beach and full bulkhead provide an ideal setting for enjoying the waterfront. A substantial original boathouse, complemented by a newer three-car garage and expansive bonus space above, offers endless possibilities for storage, recreation, or future customization. The level, cleared grounds enjoy abundant sunlight throughout the day and provide ample space for expansion from the house, an in-ground pool as part of a remarkable waterfront compound. Combining a coveted Bayfront setting, generous acreage, and the enduring character of one of the North Fork's most treasured beach communities, this is a rare opportunity to create an exceptional coastal retreat.

    … 
    $4,150,000
    6bedrooms
    4bathrooms

    By Daniel Gale Sotheby's International Realty

  • 44

    House Laurel (United States)

    Living on The Links: Welcome to 350 Laurel Way, a spectacular residence in the coveted Laurel Links community, perfectly positioned along the second hole of this world-renowned links style golf course. This thoughtfully redesigned and fully updated home offers sun-drenched living spaces thanks to floor-to-ceiling windows in the great room, anchored by a dramatic stacked-stone fireplace. The layout blends sophistication and comfort, with seamless indoor-outdoor living. For the culinary enthusiast, the custom kitchen is a true centerpiece—featuring Decor appliances, an oversized island, a butler’s pantry, and a built-in banquette overlooking a chic pergola-covered deck. The main-floor primary suite is a private sanctuary with French doors opening to a bluestone patio, dual walk-in closets with custom built-ins, and a spa-inspired bathroom boasting three vanities, a soaking tub, and a walk-in shower with striking tile-work. Each of the three additional bedrooms is complete with its own en-suite bath, ensuring comfort and privacy for guests. A private home office just off the grand foyer adds functionality to this already impressive residence. Whether you’re seeking proximity to the course or the quiet luxury of an immaculate community in the heart of the North Fork, this property is truly a must-see.

    … 
    $2,475,000
    4bedrooms
    5bathrooms

    By Daniel Gale Sotheby's International Realty

  • 36

    House Mattituck (United States)

    Nestled along the tranquil shores of James Creek with effortless access to the Great Peconic Bay, this inviting waterfront residence offers the perfect blend of comfort, recreation, and coastal charm. A newly installed deep-water floating dock and access to a private association bay beach make it an exceptional opportunity for boating enthusiasts and those seeking a connection to the water. Inside, the home is bright and welcoming, featuring an open-concept layout with hardwood flooring throughout and soaring vaulted ceilings that fill the eat-in kitchen with natural light. Privately situated on its own wing of the main level, the primary suite offers a spacious walk-in closet and en-suite bath, creating a comfortable retreat within the home. The second floor provides exceptional flexibility with an expansive landing area ideal for a media room, home office, or additional lounge space. A generously sized guest bedroom, full hallway bath, abundant storage, and a substantial bonus room above the attached two-car garage complete the upper level. Set on nearly one-half acre with approximately 100 feet of waterfront frontage, the property is thoughtfully positioned to take advantage of its waterfront setting. The current floating dock accommodates a 36-foot vessel with twin outboard engines, offering ample water depth for a variety of boating needs. Completing the offering is access to a nearby community bay beach, providing yet another way to enjoy this sought-after North Fork waterfront location.

    … 
    $1,950,000
    2bedrooms
    3bathrooms
    land 2,023

    By Daniel Gale Sotheby's International Realty

  • 28

    House Cutchogue (United States)

    Location is everything. Privately set on 2.1 secluded acres, this stylish and charming farmhouse style home is approached by a long winding drive that reveals a striking 1,000-square-foot post-and-beam barn before opening to sweeping views of the property's picturesque grounds. Thoughtfully maintained and rich in character, the home offers a traditional floor plan complemented by hardwood flooring throughout and a substantial wood-burning fireplace that anchors the main living space. The kitchen has been tastefully updated with a gas range and generous peninsula seating, flowing seamlessly into a dining area overlooking the manicured landscape and seasonal water views beyond. Upstairs, four well-proportioned bedrooms include three guest bedrooms served by a full hall bath, while the sun-filled primary suite offers a private retreat overlooking the property, also offering those peek-a-boo winter water-views. A rare opportunity to enjoy privacy, acreage, and timeless North Fork charm in an exceptional setting w/ ample room an in-ground pool or equestrian activities. This is the country house on the North Fork you've searching for!

    … 
    $1,825,000
    4bedrooms
    3bathrooms
    land 8,498

    By Daniel Gale Sotheby's International Realty

  • Contract pending
    15

    House Greenport (United States)

    Opportunity knocks! This rare farmhouse style cottage rests on an expansive double lot on the edge of Greenport Village and is prime to be revamped. Featuring 1700sqft of interior space, a large block foundation with full basement throughout most of the footprint, a 12x22 detached garage and a yard that will allow your imagination to run wild. Walk into town, walk to 5th and 6th street beaches and easy access to all that the North Fork has to offer.

    … 
    $725,000
    5bedrooms
    2bathrooms
    land 1,700

    By Daniel Gale Sotheby's International Realty

  • 28

    House New Suffolk (United States)

    Tucked away in the coveted waterfront hamlet of New Suffolk, this charming move-in ready ranch captures the easygoing spirit of North Fork living. Warm hardwood floors run throughout the home, where an inviting living and dining area flows effortlessly into a bright, sun-filled kitchen overlooking the backyard gardens. The layout offers two comfortable guest bedrooms, a full hall bath, and a private primary suite with its own full bath, walk-in closet, and laundry area. Outside, the property feels peaceful and established, with lush green lawns, thoughtfully maintained garden beds, and a vegetable garden tucked along the rear of the yard. Just moments from the beloved New Suffolk beach, local favorites like Minnow and Legends Restaurant, and Shagwong Marina, the location places you right in the heart of one of the North Fork’s most cherished waterfront communities. Whether envisioned as a quiet weekend escape or a year-round home, life in New Suffolk offers a timeless coastal charm that never goes out of style.

    … 
    $925,000
    3bedrooms
    2bathrooms
    land 971

    By Daniel Gale Sotheby's International Realty

  • 5

    House Orient (United States)

    Level .919-acre lot in Hillcrest Estates, Orient, NY. Beautiful site with electric and natural gas in the street. Close to Orient State Park, Orient Village, Truman’s Beach, Sound and Bay Beaches. A short drive to Greenport Village for shopping and restaurants.

    … 
    $699,000
    land 3,723

    By Daniel Gale Sotheby's International Realty

  • 13

    House Orient (United States)

    The crown jewel of Orient Village, the Shaw House/ Revolutionary Cottage was built in 1730 and features 3 bedrooms, 2.5 baths, and an updated eat-in kitchen. Original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. Two large decks span the back of the house overlooking Orient Harbor & Yacht Club. Located in the heart of Orient Village walking/biking to all village amenities. Coming Soon, May 12th.

    … 
    $2,275,000
    3bedrooms
    3bathrooms

    By Daniel Gale Sotheby's International Realty

  • Contract pending
    33

    House Greenport (United States)

    Welcome to 619 Bailey Avenue, a fully restored and move-in ready farmhouse located on the fringe of Greenport Village. Originally part of a larger North Fork farm and estate, this incredibly well appointed circa 1900 residence has been thoughtfully re-imagined to blend modern conveniences with preserved period details. Original features such as hardwood floors, detailed millwork/moldings, and classic architectural elements have been carefully maintained, while updates throughout provide comfort and functionality. The custom kitchen is a standout, featuring a 48 range, oversized center island, custom cabinetry, and an 8-foot bi-fold glass door that opens to the rear yard, creating seamless indoor-outdoor living. The first floor offers a well-balanced layout with a spacious living room with wood-burning fireplace, formal dining room, dedicated home office, powder room, and a flexible bedroom or bonus space. Upstairs, the second level includes two guest bedrooms and a full hallway bath, along with a primary suite featuring vaulted ceilings, a large walk-in closet, and an en-suite bathroom with double vanity and a walk-in shower with a dual shower head system. The rear yard is expansive and private, complemented by a detached one-car garage. Not to mention, there is also an active permit in place for a 16' x 32' in-ground pool, a perfect opportunity to take this rare offering one step further. Conveniently located near Greenport Village's business district, Kontokosta Vineyard, Bay/Sound Beaches and Sep's Farm-stand, this amazing offering is sure not to last!

    … 
    $1,475,000
    4bedrooms
    3bathrooms

    By Daniel Gale Sotheby's International Realty

  • Contract pending
    22

    House Orient (United States)

    Beautifully updated & fully renovated in 2020, Arts & Crafts style home in the heart of Orient Village, one block from Orient Harbor, walking distance to post office, country store & all village amenities. Open concept dining/living room with large wood burning fireplace. Updated gourmet kitchen with Thermador 6 burner/griddle stove, Subzero refrigerator, Bosch dishwasher, & wine cooler. Enclosed front porch sunroom. Second floor master bedroom with large balcony overlooking the garden with ensuite bath – 2 sinks, free-standing tub & walk-in shower. Two additional bedrooms and full bath with tub and front-loading washer/dryer. Fenced yard, outdoor shower, backyard deck & lower patio for outdoor dining & entertaining. Professionally landscaped with mature trees and flower beds. Detached 1-car garage.

    … 
    $1,950,000
    3bedrooms
    3bathrooms
    land 526

    By Daniel Gale Sotheby's International Realty

  • Contract pending
    23

    House Shelter Island (United States)

    A thoughtfully designed retreat offering peace, privacy, and understated luxury. Tucked away on a private drive in the island's center, you're close enough to bike to all of the island’s beaches or restaurants. The approach sets the tone: a winding drive reveals the house gradually. The home emerges across an expansive lawn, its clean black lines and Anderson windows throughout creating a striking silhouette against the natural canopy. That hammock strung between two trees? Exactly where you'll spend Sunday mornings with coffee and a good read. Inside, the design philosophy is clear: let the outside take the stage. White walls, black accents, and a massive window wall make the front yard feel like your living room's best feature. The newly installed Ortal 110 TS fireplace anchors the open space, a sculptural centerpiece that warms the kitchen, dining, and living areas. Ascoli smart lighting throughout means you can set the color temperature to exactly your liking and automate it to match the rhythms of your day. The kitchen features Robern cabinets, a Thermador gas range, a double oven, and a refrigerator, plus a generous island for preparing all that local fish and farmstand produce. Upstairs, three bedrooms include a primary with an ensuite walk-in shower, a second bedroom with queen-sized built-in bunk beds and clever storage nooks, and a third with expansive windows overlooking the rolling front lawn. A second full bathroom with a tub serves the floor. Downstairs, heated floors make winter mornings civilized. The spacious bathroom features Robern cabinets and heated towel rack, while walk-in closets are generous enough that you and your partner won't need to negotiate territory treaties. Every detail considered, nothing overdone. The fully fenced backyard is its own retreat. Your dog thinks it's paradise. Your green thumb agrees. The newly built backyard office/art studio/yoga sanctuary, properly insulated with new windows and doors, offers a legitimate reason to work from home that doesn't involve your kitchen table. Whether it becomes your creative sanctuary, your focus zone, or just where you hide from houseguests, it's ready. The house comes with complete pool plans designed by Glenn Lawton at Spatial Arts. Modern amenities where they matter: EV charger, bike and board storage, without sacrificing the serenity that brought you to Shelter Island in the first place. Even the entrance makes a statement with its sculptural fountain and thoughtfully designed wood and bluestone steps.

    … 
    $1,845,000
    4bedrooms
    3bathrooms
    land 3,561

    By Daniel Gale Sotheby's International Realty

  • 3

    House Southold (United States)

    .38-acre wooded level lot in a private and natural setting. Ideally located near Paradise Point, Cedar Beach, Southold shops, vineyards, farmstands and Greenport Brewery. This is a triangle shape lot with 258ft of frontage on N Bayview Rd and 178ft/182ft deep on each side. A rare opportunity to create your own coastal retreat in one of the North Fork’s most desirable neighborhoods. No preliminary work has been done with the DOH, Planning Board, or building dept at this time. Please don't walk property without your agent present.

    … 
    $499,000
    land 1,538

    By Daniel Gale Sotheby's International Realty

  • Contract pending
    35

    House Greenport (United States)

    Stunning Greenport New Construction Colonial w/ Heated In-ground pool! Step into a seamless blend of turn-of-the-century elegance and contemporary comfort in this exquisite new construction Colonial. Designed with classic architectural details and high-end finishes throughout, this 4-bedroom, 4.5-bathroom residence offers over 2,700 square feet of thoughtfully crafted living space and includes a 10x20 heated in-ground salt water pool. From the moment you arrive, the crushed stone driveway and detached 1-car garage set the tone for the timeless appeal of this home. Inside, you’ll find gleaming hardwood floors throughout, complemented by custom millwork that adds warmth and character to every room. The open floor plan is anchored by a spacious Great Room with a stately fireplace, creating a cozy yet sophisticated gathering space. The gourmet kitchen opens effortlessly to the dining and living areas, ideal for entertaining. The main-level primary suite is a serene retreat, featuring a spa-like en-suite bathroom and ample closet space. A charming laundry/mudroom with custom red brick flooring offers both function and style. Downstairs, the fully finished basement expands the living space with a second fireplace, a wet bar, a full bathroom, and a dedicated media room—perfect for movie nights or game-day entertaining. Enjoy outdoor living on the poolside private patio, ideal for morning coffee or summer barbecues. Every inch of this home reflects a perfect balance of traditional craftsmanship and modern convenience. A rare opportunity to own a new home with historic character in every detail that is in close proximity to Greenport Village, walk to 67 Steps Beach along the LI Sound and direct access to all that the North Fork has to offer!

    … 
    $1,575,000
    4bedrooms
    5bathrooms
    land 688

    By Daniel Gale Sotheby's International Realty

  • 13

    House with pool Orient (United States)

    Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a to be built opportunity and the images are of another Orient property that this builder wrapped up in 2023. 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!

    … 
    $2,900,000
    5bedrooms
    5bathrooms
    land 3,723

    By Daniel Gale Sotheby's International Realty

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