Daniel Gale Sotheby's International Realty
114 Main Street, 11944 Greenport (United States)
Listings of the agency
Listings for sale: 1 to 20 / 20
- 15
House with garden 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.
…$725,0005bedrooms2bathroomsland 1,700m²By Daniel Gale Sotheby's International Realty
- 28
Seaside house with garden 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.
…$925,0003bedrooms2bathroomsland 971m²By 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.
…$699,000land 3,723m²By Daniel Gale Sotheby's International Realty
- 29
Seaside property Southold (United States)
It’s All About the Location! Perfectly situated along the Long Island Sound in the coveted hamlet of Southold. This quintessential North Fork beach cottage captures the very essence of coastal living, offering 100 feet of prime, sandy beachfront—a rare and exceptional find. While intimate in scale, the property delivers a lifestyle that’s nothing short of extraordinary. Spend your days seaside, basking in the sun amid Mediterranean-like surroundings, and your evenings savoring a cocktail as the sky transforms into a canvas of breathtaking sunsets. Set on .8 of an acre, this property presents a unique opportunity—enjoy it in its current charming form or plan and build your custom waterfront dream home. Either way, this offering embodies the timeless appeal of beach front living at its finest.
…$2,995,0002bedrooms1bathroomBy Daniel Gale Sotheby's International Realty
- Contract pending20
Property Greenport (United States)
This charming Greenport cottage blends warmth, character, and easy coastal living just moments from Greenport Village. Located only a short stroll from Main Street, shops, restaurants, and the waterfront, it offers the rare combination of village-adjacent convenience while still feeling peaceful and residential. Full of natural charm, the home features a comfortable two-bedroom layout with a relaxed, inviting feel throughout. It’s the kind of space that immediately feels easy to settle into, with potential to enhance over time. Out back, a deck and separate patio create seamless indoor-outdoor living—perfect for morning coffee, summer dinners, or quiet evenings at home. The outdoor space becomes a true extension of the home and adds meaningful lifestyle value. Filled with character and opportunity, this is a special chance to enjoy the best of Greenport living—walkable to everything that makes the village so desirable, yet tucked into a quieter setting with a true North Fork charm.
…$849,0002bedrooms2bathroomsland 486m²By Daniel Gale Sotheby's International Realty
- Contract pending30
House with terrace Greenport (United States)
Welcome to 285 Sandy Beach Road, this newly constructed modern style home is ideally located just outside historic Greenport Village and just steps from a beautiful sandy beach at Norman E. Klipp Marine Park. Upon entry, the foyers 20'+ soaring ceilings create an immediate sense of light and volume, seamlessly flowing into the open great room anchored by a gas-burning fireplace. The home offers a crisp, airy aesthetic throughout and is thoughtfully designed for both everyday living and entertaining. The main level features a first-floor en-suite bedroom, a chef-style kitchen with a large center island, and a generous living anchored by an inviting gas fireplace and dining area ideal for gatherings. The second floor includes two well-appointed guest bedrooms connected by a Jack-and-Jill bath, along with a private primary suite featuring a raised deck with peek-a-boo water views and a spa-inspired en-suite bath with soaking tub, walk-in shower, and double vanity. Additionally, the property offers ample room for a pool, presenting the opportunity to further elevate this home into a true resort-style North Fork retreat.
…$1,095,0004bedrooms4bathroomsBy 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.
…$2,275,0003bedrooms3bathroomsBy Daniel Gale Sotheby's International Realty
- 33
House with garden 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!
…$1,475,0004bedrooms3bathroomsBy Daniel Gale Sotheby's International Realty
- 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.
…$1,950,0003bedrooms3bathroomsland 526m²By Daniel Gale Sotheby's International Realty
- 26
House with pool and garden Orient (United States)
Custom renovated 1920's Long Island Potato Barn with pool, set on .83 acres in Orient. Large foyer with 2 closets. Expansive open concept living/dining/kitchen with wood burning fireplace and sliding doors leading to the brick patio and garden. Master ensuite bedroom with full bath with tub & stall shower, 2 additional bedrooms, full bath, and laundry room. Spacious full basement with high ceilings that was formerly used as a workshop. Exceptional privacy with mature landscaping, heated in-ground pool, brick patio for entertaining, 2 accessory outbuildings. Association Sound Beach rights. Proximity to Orient State Park, Orient Village amenities and marinas. 24 hr. notice for showings.
…$1,385,0003bedrooms2bathroomsland 3,359m²By Daniel Gale Sotheby's International Realty
- 44
House with garden and terrace 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.
…$2,595,0004bedrooms5bathroomsBy Daniel Gale Sotheby's International Realty
- Contract pending31
House with pool Cutchogue (United States)
Tucked within the coveted Fleets Neck community, this charming Cape Cod–style home offers a seamless blend of indoor comfort and effortless outdoor living, all set in the heart of the North Fork’s celebrated farm and wine country. Perfectly positioned just moments from local vineyards, farmstands, and bay beaches, the location alone captures the essence of the North Fork lifestyle. Designed with entertaining in mind, the home features an updated, open-concept layout anchored by a striking stack stone wood-burning fireplace in the great room—an inviting space for gathering year-round. Just beyond, a formal dining room with soaring ceilings overlooks the backyard, where the true highlight of the property unfolds. Step outside to a private, resort-like setting centered around the in-ground pool, surrounded by an expansive patio and dedicated outdoor grilling area—ideal for summer afternoons that stretch into evening dinners under the open sky. Whether hosting large gatherings or enjoying quiet weekends at home, the outdoor living experience here is both functional and beautifully integrated. The main level offers two generously sized bedrooms and an updated full bathroom, while the second floor features two additional guest bedrooms and another updated full bath, providing comfortable accommodations for all. As part of the Fleets Neck Association, residents enjoy exclusive access to a private beach overlooking Cutchogue Harbor, with sweeping views toward Robins Island and Nassau Point—an idyllic extension of this already exceptional setting.
…$1,450,0004bedrooms2bathroomsBy Daniel Gale Sotheby's International Realty
- Contract pending19
House with garden and terrace Greenport (United States)
Built in 1868, this historic Greenport Village home is brimming with character and ready for its next chapter. Set on a .25-acre lot, the home features large spacious rooms, 3 bedrooms, 1.5 baths, beautiful built-ins, and a wood-burning stove. The home presents an exciting opportunity for thoughtful restoration and personalization, allowing the next owner to enhance and reimagine the space while honoring its original details. A rear deck extends the living space outdoors, while a substantial barn at the back of the property opens the door to endless potential as a studio, workshop, or inspired retreat. The expansive yard provides room to entertain, garden, or simply enjoy the privacy and openness seldom found within the village. Ideally located just a short distance to Greenport’s vibrant shops, restaurants, park, waterfront, bay beach, LIRR & Hampton Jitney. A unique opportunity to own a piece of Greenport history with space, flexibility, and an unbeatable village lifestyle.
…$995,0003bedrooms2bathroomsland 850m²By Daniel Gale Sotheby's International Realty
- 23
House with garden 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.
…$1,845,0004bedrooms3bathroomsland 3,561m²By Daniel Gale Sotheby's International Realty
- Contract pending40
House with pool and garden Greenport (United States)
Perched atop the bluffs of the Long Island Sound, this carefully designed showstopper is located within the desirable Eastern Stirling Shores community, offering private beach access just a short walk away. The rear yard provides a true resort-style setting, where you can bask in full sun poolside beside the natural gas–heated, in-ground saltwater pool with electric cover, all while enjoying exceptional privacy created by mature privet hedges surrounding the property. Inside, the home features beautiful white oak floors throughout and a stunning chef’s kitchen anchored by a dramatic waterfall stone island. The main level offers one of two primary en-suite bedrooms complete with dual walk-in closets, along with a full-size laundry room with sink, pantry, half bath, and multiple living spaces centered around a gas fireplace. The second floor features a second primary en-suite bedroom with a spacious walk-in closet, private bathroom, and a balcony capturing water views of the Long Island Sound. This level also includes an additional stacked laundry area and three more en-suite bedrooms, each with its own private bathroom and balcony access. Completing the home is a large attached two-car garage that flows seamlessly into the main living area, as well as a third garage located beneath the main level. A spacious walk-out basement with high ceilings offers the opportunity to easily finish over 1,000 additional square feet of living space. Offering an exceptional blend of location, amenities, and turnkey condition, this impressive home delivers the very best of North Fork coastal living.
…$2,250,0005bedrooms6bathroomsBy Daniel Gale Sotheby's International Realty
- Contract pending18
House Orient (United States)
Well maintained private home in the beloved Green Acres beach community with sound beach at end of road. .63-acre lot that backs onto 63-acres of pastoral undeveloped preserved land. The home features oak floors throughout, 2 bedrooms, 1 full bath, 1-car garage, and shed. Full second floor bonus space and storage under roof eaves. Close to Orient Village and renowned Orient Beach State Park.
…$989,0002bedrooms1bathroomland 2,550m²By Daniel Gale Sotheby's International Realty
- 17
House with garden 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.
…$1,395,0003bedrooms3bathroomsland 526m²By 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.
…$499,000land 1,538m²By Daniel Gale Sotheby's International Realty
- 36
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!
…$1,575,0004bedrooms5bathroomsland 688m²By 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!
…$2,900,0005bedrooms5bathroomsland 3,723m²By Daniel Gale Sotheby's International Realty
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