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$2,975,000
6 Beds 3 Baths 1021724 MLS
Rare 6-BR Montauk Beach Oasis With Room For Pool Finding a six-bedroom beach house in Montauk is rare—finding one this well-equipped at an incredible value is practically unheard of. Nestled in the quiet, coveted neighborhood of Culloden Shores with exclusive beach rights, this grandfathered 6-bedroom, 3-bathroom coastal retreat puts you moments away from a tranquil beach where you can lay in the sand all day and catch breathtaking, front-row sunset views over the water. When you aren't lounging by the shore, you are just a quick jaunt from the vibrant Montauk docks, home to a legendary lineup of waterfront restaurants and bars like The Dock, Bar LALO, Salivar's Clam & Chowder House, and Montauk Yacht Club. After a night out, return to your private backyard oasis to soak in the brand-new Caldera spa jacuzzi, rinse off in the outdoor shower, or gather around the beautiful firepit. Inside, a built-in downstairs bar keeps the entertaining going, while brand-new, upstairs individually zoned A/C mini-splits ensure customized comfort for all your guests. Spanning 2,312 square feet of turnkey living space just steps from the sand, this property is a standout deal for your premium beach getaway.

113 Duryea Avenue, Montauk

$22,500,000
4 Beds 6 Baths 1021256 MLS
OCEANFRONT PROPERTY WITH PLANS IN PLACE FOR A SAOTA MASTERPIECE This incredible oceanfront property is set atop Montauk's oceanfront bluffs with permits & plans for an extraordinary SAOTA-designed residence- a rare fusion of world-class architecture, structural engineering, and resort-level living. Sculpted directly into the natural topography overlooking the Atlantic Ocean, the permitted home can be conceived not merely as a residence, but as a private coastal sanctuary where architecture disappears into the landscape and every space is oriented toward the horizon. Arriving through a private estate-style motor court, a grand pathway guides you to an impressive entrance that opens to breathtaking Atlantic Ocean views and architectural brilliance. Encompassing approx. 7,109 square feet of finished interior living space, the residence can include a four-bedroom, four-bath, two-and-a-half bath estate. Owners are welcomed into a home with plans defined by monumental pocketing glass walls, board-formed concrete, natural stone, charred wood detailing, and uninterrupted ocean views. Flowing effortlessly onto expansive oceanfront patios and dissolving the boundary between indoor and outdoor living transforming the home into an open-air pavilion above the Atlantic. Reflecting SAOTA's signature approach to blending architecture with the surrounding landscape, every space is thoughtfully designed to maximize light, views, the connection to the ocean with Montauk's natural beauty. Enjoy a dramatic oceanfront lounge, dining room, bar, and butler's pantry, seamlessly blending onto expansive terraces anchored by a custom fire feature, outdoor dining spaces, and an architectural pergola. At the edge of the bluff, plans include a spectacular cantilevered infinity-edge pool appears to float toward the ocean, complete with a swim-up bar, integrated seating, and panoramic views stretching across the Atlantic. Supported by one of the most respected design teams in the world, the pemitted residence represents a level of design, engineering, and entitlement complexity that would be impossible to replicate today along the Montauk coastline.

250 Old Montauk Highway, Montauk

$7,499,999
6 Beds 8 Baths 999968 MLS
Welcome to 19 Holly St, Montauk — a newly constructed luxury residence of exceptional caliber, privately nestled within the coveted Hither Woods community and accompanied by deeded beach rights, including exclusive parking access and gate keys to several private ocean beaches along Old Montauk Highway. Scheduled for completion this summer, this extraordinary coastal retreat presents a rare opportunity to acquire a newly built legacy property in one of Montauk’s most prestigious and tightly held enclaves. Set gracefully within a tranquil wooded setting and spanning more than 7,730 square feet of meticulously curated living space, this 5+ bedroom, 6 full bathroom, 2 half bathroom estate — complete with dedicated office space and an exquisite library/reading room — has been masterfully designed to embody understated opulence, architectural balance, and refined coastal sophistication. A serene white oak palette flows seamlessly throughout the residence, establishing an atmosphere of warmth, tranquility, and timeless elegance. The thoughtful interplay of natural wood, expansive glass, and hand-selected stone creates an elevated aesthetic that feels both modern and enduring. Grand-scale living areas are accentuated by soaring ceilings and dramatic walls of glass, allowing natural light to pour effortlessly through the home while creating an extraordinary sense of volume and openness. Every inch of the residence has been designed with uncompromising attention to detail. The spectacular chef’s kitchen is outfitted with Wolf and Sub-Zero appliances and complemented by a beautifully appointed butler’s pantry, seamlessly connecting the home’s expansive entertaining spaces. Multiple indoor and outdoor living environments, two peaceful private courtyards, and a stunning second-floor terrace create an effortless flow between luxury living and Montauk’s natural beauty. The primary living experience is further elevated by a fully finished lower level, hydronic heating, four-zone central air conditioning, a gas fireplace, 400-amp electric service, and a spacious two-car attached garage. The residence is also thoughtfully pre-wired for a future whole-house generator, EV charging capability, and an integrated sound system throughout. Curated finishes of the highest caliber define the interiors and exterior alike, including premium travertine and limestone selections, cedar roofing, custom wood detailing, and distinguished Newport Brass and Kohler plumbing fixtures — each element selected to create a cohesive and enduring luxury experience. The outdoor setting rivals the interiors in both beauty and execution. A spectacular fully heated gunite pool spanning nearly 650 square feet anchors the resort-style grounds, surrounded by over 2,000 square feet of decking, ambient landscape lighting, lush sod landscaping, and a striking oak pergola complete with a fully equipped outdoor kitchen designed for elevated entertaining beneath the Montauk sky. Crafted by AGC Construction — regarded as Montauk’s most respected builder — this residence reflects a level of craftsmanship, execution, and luxury rarely brought to market. Perhaps most compelling is the extraordinary value proposition: the opportunity to acquire newly constructed luxury of this scale, finish level, and pedigree at approximately $970 per square foot — an offering that is becoming increasingly rare within the Montauk market. 19 Holly St is not simply a home; it is a statement of lifestyle, design, and permanence — a generational coastal estate where modern luxury and timeless Montauk beauty exist in perfect harmony.

N/C Holly St, Montauk

$4,699,000
4 Beds 4 Baths 982906 MLS
Elegant Montauk Retreat With Sunset Water Views. Privately set on an elevated acre, this immaculate traditional home offers sweeping sunset views over the Long Island Sound and the perfect balance of privacy and proximity to Montauk's beaches and Village. Spanning approximately 2,400 square feet, the home features four bedrooms and four full baths, with beautifully appointed living spaces, dark hardwood floors, and custom finishes throughout. The open-concept layout includes a spacious eat-in kitchen with a large center island and dining nook, flowing seamlessly into a light-filled living room with fireplace and access to the outdoor patio and hot tub. Designed for both relaxation and entertaining, the property offers expansive outdoor space with room for a pool, making it an exceptional opportunity to further enhance value. Located just moments from Navy Beach, Ditch Plains, and Montauk’s vibrant dining scene, this turnkey home presents a rare opportunity to own a private retreat with water views in one of the Hamptons’ most sought-after destinations.

15 Edgemere Street, Montauk

$3,495,000
4 Beds 3 Baths 978891 MLS
A Rare Opportunity to Own a Piece of Montauk History. Step into an iconic Carl Fisher original—one of the last remaining homes from Fisher’s visionary plan to bring the charm and glamour of Miami Beach to Montauk. Thoughtfully revived and meticulously restored, this rare 1920s residence blends its unmistakable historic character with sophisticated modern enhancements, preserving every detail that makes it truly one of a kind. Historic Craftsmanship, Expertly Renewed Every inch of this four bedroom, three bath home has been lovingly brought back to life. A rebuilt slate roof, new copper gutters, classic stucco siding, and a welcoming courtyard-style entrance highlight the home’s revived architectural integrity. Blue slate patios and the distinctive garage roof with inset “birdhouses” pay homage to Fisher’s signature design elements. Inside, original cherry wood floors have been beautifully refinished, and the plaster walls have been expertly restored to their former charm. Light-Filled Living & Thoughtful Design The expansive living room impresses with vaulted ceilings, a wood burning fireplace, and an extended den/TV area—perfect for gathering and relaxation. The open, sunlit kitchen features custom Bear Mountain Woodworking cabinetry, a large center island with Carrera countertops, imported Belgian Blue Stone floors, and premium Viking and Bosch stainless steel appliances. A spacious formal dining room overlooks lush grounds and a brick-and-stone patio, seamlessly blending indoor and outdoor living. The first floor also includes a private guest bedroom with a stylish full bath. Honor to Revitalize Every design decision—every fixture, finish, and piece of furniture—was intentionally selected to honor and elevate the home’s historic soul. Private Bedroom Wings The second-level primary suite sits in its own private wing, offering generous closet space, a newly designed bath featuring an arched shower door, and a newly built balcony that extends the living experience outdoors. Maintaining the original floor plan, the home’s third and fourth bedrooms form a unique private wing spanning the second and third floors, complete with a full guest bath. An Unmatched Montauk Location Just minutes from the heart of town, Montauk Downs golf course, and the area’s celebrated ocean beaches, this home blends history, charm, and convenience. This is more than a residence—it’s a legacy. A rare chance to own a restored Carl Fisher original brought brilliantly back to life.

205 Fairview Avenue, Montauk

$4,995,000
6 Beds 5 Baths 959062 MLS
Set in the privacy of Hither Woods, this six bedroom, four and a half bathroom offers contemporary sophistication while staying true to the open and free and environmentally friendly spirit of Montauk. The 5,155 sq. ft. two story home has it all with its 28,000 watt roof mounted solar panels, and high efficiency HVAC. Each room has it's own individually controlled zone thermostat for maxim comfort and the house has Low E Anderson windows with heat lock coatings for maximum energy performance whether enjoying this home in summer or winter. Walking through the contemporary styled entrance reveals an open expansive living room with high ceilings, a dining room with a long slate table that seats twelve directly adjacent to a large open, fully appointed, California style kitchen. The living room, dining room and kitchen all have views of the 15x30 pool, hot tub and large yard with excellent privacy. Along the east side of the first floor is a bedroom with an ensuite bathroom leading to the first floor den and access to an extensive, ready to be finished, basement. The second floor features a primary bedroom with a modern roomy bathroom. This floor also features a large guest bedroom with it's own full bathroom. Three remaining bedrooms and another bathroom also adorn the second floor, they all have good storage space, great privacy and views of the amazing area surrounding 19 Elm. Situated near trendy Old Montauk Highway, Gurneys Inn and Hither Hills State Park, 19 Elm captures the classic, open and free spirit of Montauk in a contemporary, modern home.

19 Elm Lane, Montauk

$2,195,000
3 Beds 3 Baths 956955 MLS
The Perfect Montauk Home- Beach Days to Fireplace Nights Enjoy the best of Montauk in every season with this beautifully designed 3-bedroom, 3-bath home featuring a finished lower level, bright open-concept living space, and a cozy fireplace that makes it just as perfect for winter escapes as for summer beach living. Ideally situated in an excellent, close-to-all location - minutes from beaches, restaurants, shops, marinas, and town - this home offers the rare combination of convenience, comfort, and year-round appeal. This is more than a home - it's an opportunity to own a true piece of Montauk living. With its unbeatable location, open design, and four-season comfort, this property offers the ideal blend of lifestyle and long-term value. Whether as a primary residence, weekend escape, or investment, this is Montauk ownership at its finest.

180 S Fairview Avenue, Montauk

$3,299,000
3 Beds 3 Baths 952737 MLS
Crafted with a keen eye for coastal modernism, this 1,500-square-foot Ditch Plains sanctuary is designed to dissolve the boundaries between indoors and out. Vaulted ceilings and expansive glass windows flood the open-concept living space with natural light. White oak floors underfoot lead you through a seamless transition from the designer kitchen—outfitted with professional-grade appliances—to the dining and lounging areas. With 3 bedrooms and 3 spa-like baths, the layout is meticulously planned for privacy. The second floor is a dedicated sanctuary featuring two en-suite bedrooms, a cozy sitting gallery, and private sun decks that overlook the lush 0.46-acre grounds. Bordered by the dramatic bluffs of Shadmoor State Park and the rugged beauty of Rheinstein Park, your backyard extends into hundreds of acres of protected coastal trails.

45 Ditch Plains Road, Montauk

$2,895,000
5 Beds 4 Baths 904058 MLS
Welcome to 161 Monroe Drive, Montauk, NY - a haven of tranquility and modern living. This property boasts five spacious bedrooms and four full bathrooms, making it an ideal space for comfort and relaxation. The main house, featuring Living with fireplace, kitchen, dining, three bedrooms and three baths, offers a full basement for extra storage or living space. Experience the luxury of a newly installed inground heated pool, complete with an automatic cover for ease and convenience. Adjacent to the pool, a hot tub awaits for those chillier evenings or when you just need to unwind. The property also includes an attached, legal cottage with two additional bedrooms, a bathroom, a living area, and a kitchenette. This space provides flexibility for guests or a potential home office. Located in the serene Hither Hills neighborhood, this home comes with private ocean beach rights, allowing you to enjoy the beautiful Montauk shoreline at your leisure. The property is also equipped with a new septic system for peace of mind. Come explore this gem in Montauk, where modern amenities meet the charm of coastal living., Additional information: Appearance:Very good,Interior Features:Guest Quarters,Lr/Dr

161 Monroe Drive, Montauk

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.