Montauk Homes with Pool

Welcome to Montauk, New York – a picturesque coastal town nestled at the eastern tip of Long Island, in Suffolk County. Known for its stunning beaches, vibrant local culture, and breathtaking natural beauty, Montauk is a haven for those seeking a serene lifestyle infused with a touch of adventure. Whether you’re an outdoor enthusiast or simply looking to unwind by the ocean, this charming town offers something for everyone.

Montauk boasts a unique blend of rustic charm and modern amenities, making it an ideal location for families, retirees, and anyone in search of a tranquil retreat. Explore the scenic coastline, where you can catch a wave, enjoy a leisurely stroll on the beach, or savor fresh seafood at one of the many delightful waterfront restaurants. With its rich history and vibrant arts scene, Montauk is not just a summer destination; it’s a year-round community filled with warmth and character.

For those dreaming of a home that embodies the essence of coastal living, Montauk offers an array of stunning properties, many featuring luxurious pools that provide the perfect oasis for relaxation and recreation. Imagine basking in the sun by your private pool, surrounded by lush landscaping and the soothing sounds of nature. These homes are designed for both entertaining and quiet moments of solitude, allowing you to fully embrace the Montauk lifestyle.

With its enchanting scenery, friendly community, and exquisite homes with pools, Montauk is more than just a place to live; it’s a lifestyle waiting to be discovered. Come and experience the magic of Montauk – your dream home awaits!

Newest Montauk Homes with Pool

$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

$4,995,000

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

$2,895,000

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

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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.