Real Estate Entries

42 Surfside Avenue: A rare find in one of the most desirable areas of Montauk, this one acre oceanfront parcel offers a unique setting for a luxurious beach house with room for a pool. Close to all, but on quiet stretch of Montauk’s most beautiful beach. Don’t miss the opportunity to enjoy life in this gorgeously serene ocean location.

This gorgeous compound is situated on a lovely rise just off Old Montauk Highway, 8 Washington Drive takes full advantage of the ocean views and the sea breezes. A one of a kind property, collaboratively designed by the owner and architect Robert A. Lenahan, and meticulously crafted by Ocean Site Development. This home is simply stunning; with inspired attention to detail, a turnkey compound that has it all, including the main house, guest house and pool house (with full basement for pool equipment). The main house has 4 spacious bedrooms and 4.5 baths, including an elegant master with its own ocean views, complete with fireplace, lounge area, custom walk-in closet, cedar closet and dressing area, plus a private balcony. Just down the hall from the master, the second floor library features French doors that open to the over-sized deck where ocean views dominate; two additional guest suites complete the second floor. The kitchen has white quartz counter tops throughout, custom cabinets, luxurious finishes, and fixtures, and incorporates the bright yet cozy living room with wood burning fireplace and breakfast nook. The hall off the kitchen is home to a gorgeous wet bar with a black quartz counter and is directly opposite the formal dining room. The living room leads to a screened-in dining porch with its own wood burning fireplace, for fun filled summer entertaining. If you simply want to extend the day, imagine sitting on the covered porch adjacent to the saltwater pool with a cozy fire burning in the wood burning fireplace. An unfinished basement has 10 foot ceilings, a separate section for secure storage, an additional washer and dryer and inside and outside access. The attention to detail continues in the 2 bedroom guest cottage and pool house. The .68 acre property with its gorgeous, professionally designed landscaping, lush perennials for summer-long blooms and outdoor shower make this compound unparalleled. 8 Washington Drive is a stone’s throw from Hither Hills beach and perfectly located between Gurney’s Resort and downtown Montauk.

56 Second House Road, Montauk. This unique property consists of 1.72 acres, three cottages, plus one unit with ten efficiencies, swimming pool and small dock Unit 1 & 2 separate cottage with 2 bedrooms, 1 bath each, oil hot water, kitchen. Duplex- two apartments in same building having 2 bedrooms, 1 bath, kitchen in each. Main bldg- apartment #1 and #2 are combined for a 2 bedroom, 2 bath apartment. Units # 3, 4, 5, 6 & 7 are all 1 bedroom, 1 bath with kitchen. Units # 8, 9 & 10 are studio apartments with kitchen, 1 bath, electric heat and wall units.

Perched atop long driveway directly across from Montauk’s hottest beach; this .69 acre at 53 Ditch Plains Rd boasts 180* Oceanviews, heated saltwater pool, & beautifully appointed Post Modern shingled home. One of the highest points in all of Ditch, this upside down design offers incredible privacy, views, and beautiful layout. Main level offers center hall to den which flows to full length decking, down to pool area, plus 4 guest bedrooms, 2 full bathrooms. Upper cathedral living areas enjoy living room with gas fireplace, dining, granite kitchen, and fabulous full length deck overlooking pool, and ocean; generous en suite master completes this level. A full 9′ basement with access to yard may be finished to media, game, or guest area. A detached 2 car garage, central air, and taxes of only $6,300. make this offering a grand slam. Listed for the very first time, this truly wonderful home and property offer all the best of Ditch Plains.

Perched above high rise on acre parcel that borders both the 100 acre Shadmoor Preserve and Rheinstein Park, ensuring forever privacy, views and beach access. A quintessential beach retreat, this 1,400 square foot shingled cottage offers 3 bedrooms, 2 bathrooms and 2 decks that feature exquisite views up and down the ditch plains coastline. This rare and incredibly unique property is newly listed and exclusively offered at revised offering of $4.7 million and shown by appointment.

Distinctive traditional home in Montauk’s premier Culloden Point Development. Enjoying a warm and inviting, yet fresh and beachy interior, this four bedroom, three and one half bath, 3640 sq ft home sits comfortably in Montauk’s high end neighborhood. With a dramatic twostory entrance foyer leading to the elegant second floor which has an open living- kitchendining area, this custom home offers a great Montauk Lifestyle The second floor master bedroom features a secluded deck for relaxing on your own or you can revel in the large master bath. You may also choose for quiet time to lounge in the screened porch. Custom details run throughout this lovely home. There is plenty of yard for a fabulous in ground pool that you can customize to your wants and desires! This property also features a lower level with 10′ ceilings giving you great space to finish as you choose.

Montauk, the way it used to be. This rare offering, one of the historic Association parcels in Ditch Plains is now available. Two dreamy acres tucked away down a long drive to a quaint cottage in another world. This home features 3 bedrooms and 2 full baths, open kitchen and dining, wood burning fireplace and the serenity of years past. The second story enjoys views of the Ocean, Lake Montauk and the Moorlands peppered with the historic homes of Stanford White, known as the Seven Sisters. Rejuvenate this quaint cottage from years past or build anew. Truly a special setting with a special feeling. The way it should be. Property analysis available upon request.

Breathtaking 1.14 acre atop one of Montauk’s highest points off East Lake Drive, captures awe inspiring Lake, Harbor, Bay, Sound and Sunset views on the East End. Perched amidst rare, perennial landscape this multi-level contemporary, beach-inspired home is a landmark offering. Comprising 3 levels, this wonderful home offers the ultimate entertaining layout, centered around fabulous 20 x 40 gunite heated pool, 3,000 sq ft decking, spa, and pool house, plus multiple porches to capture both sunrise to sunsets second to none!! Fabulous window-walled great room with 2 story beach stone fireplace, dining & granite kitchen flow to decks which capture incomparable water views from sunup to sundown and glistening lights of Montauk Harbor. Upper level boasts 2 en-suite masters with own decks. Additional 3 en-suite guest bedrooms set on 2 separate wings, enjoy den, doors leading out to pool/pool house with bath/ seating areas, kitchen, spa & deck areas, plus exercise room. This rare gem has undergone a renovation including new roof on main house & pool house, most new windows, sliders, siding, a 3 car garage, laundry, pine flooring, sound system, and lighting. Exterior upgrades include new gunite pool, hot tub, decking, well, oil tank, all within last 6 years. Newly priced as one of Montauk’s greatest values and stellar locations near Ditch Plains, Gin Beach, and gorgeous Montauk Lake Club.

Turn key one bedroom, one bath second floor unit with steps to and views of Lake Montauk and the Harbor. Open year round, this waterfront co-op complex includes a free boat slip up to 32′ with minimal charges for larger boats making this a boater’s paradise. The views of the harbor are amazing from your living room couch, bedroom, as well as, your outside deck. This gated community has a salt water pool, lounging area, BBQ, ice station and lower level dry storage. This is a year round opportunity.

This beautiful wooded two acre parcel is a very convenient location. Situated on a corner bordering a quiet cul de sac road and next to South Fork Country Club for golf, close to the town of Amagansett, and the ocean just minutes away, this parcel of land is important to consider! Enjoying two acres of land in this area entices you to dream big.

A landscaper’s own home, pool, and lavish gardens including an additional lot with plans for a sweet guest cottage on a single and separate parcel has hit the Montauk market! The Tudor style of the existing home is complemented by the design for the proposed cottage which Montauk is well known for. The striking main structure features four bedrooms, three and a half baths, a beach stone fireplace, screened porch, stone patio and a deck off of the second floor master bedroom with views over Montauk towards the ocean and town. Upon the first viewing of this sumptuous property you are fully immersed in wonderful gardens and landscaping. This delightful property has appeal for everyone!

Sitting on one of the highest elevations in Montauk with views of Lake Montauk, the Harbor area, Block Island Sound and the widest sunset skies imaginable is this fantastic opportunity. The existing home has an inviting beachy interior and offers 2 bedrooms, 2 baths, and water views from almost every room. An ocean view can be realized if you add a second story to existing ranch. Property includes a 2 car detached garage. This property can be combined with a 1.43 acre vacant lot adjacent to this which will only be offered once this property sells. A fantastic opportunity!!!!!

Unique 2.4 acre pond front parcel with stunning Fort Pond Bay views. Possibility for a main house, a separate structure with guest quarters, garage and pool. All due to the preexisting/non-conforming nature of this property developed before the adoption of zoning. Walk this property and be taken by the peace and serenity of Montauk’s yesteryear as it meanders down to the water’s edge with Montauk wildlife and breathtaking sunsets. Tremendous potential for a compound with lovely views and privacy in a place where real Montauk flavor still exists. Existing structures not habitable.

Enjoy this special house (a corner lot) in Hither Hills 2 blocks to ocean. This three bedroom, 21/2 renovated baths, upside-down style house with oceanviews is hard to beat. Renovated kitchen, huge Great Room plus upstairs and downstairs decks for dining and coffee in the morning. Central vac, outdoor shower and alarm system make the house complete, not to mention Hither Hills deeded beach rights and parking.

Located in a classic Montauk neighborhood and offering a legal multiple dwelling property with room for pool, you can really settle into a fantastic Montauk Lifestyle. The main house offers 2 bedrooms, a full unfinished basement, a deck with retractable awning on the western side, with a guest house studio, and large detached garage all surrounding a large area for pool. This location makes it very easy to enjoy Duryeas and The Montauket. This is one to consider!!

Newly reduced pricing at 42 Laurel Drive, built by one of Montauk’s top builders, this pristine 4,025 Sq Ft one story shingled home at offers spacious open floor plan in like new quality and condition. This year round home boasts indoor heated pool (climate controlled) within dramatic cathedral 1,300 sq ft enclosed room off living area for all year round enjoyment. Spacious granite countered kitchen offers maple cabinetry, dining area / living room that opens to covered porch, wood flooring and guest bath. Large en suite master offers walk in closet, huge bath, generous 2 en suite guest bedrooms and den area which can also act as 4th guest room. Lush landscape, garage, large basement with slider walk outs to secluded yard complete this unique offering.

Situated along private driveway, this upside down cedar saltbox affords both pond and sunsets in a secluded .52 acre setting. Multi sliders lead to decking off upper cathedral living areas with fireplace centered on kitchen/dining with half guest bathroom. Main entry leads to en suite master bedroom, two guest bedrooms, full bathroom, and door to partial finished basement. Mature trees and generous decking add to this wonderful four season home only a minute to both village and ocean beaches.

Enjoy endless coastal views from this turn-key, open Living, 2 bedroom, 1 bath condo located in the gated community of Montauk Shores, Ditch Plains. Seconds to the beach and some of the best surf spots on Long Island. This unique property on the ocean features two heated pools, club house, community garden and a large playground for the kids. Super low HOA’s and taxes. Showings by appointment only.

This charming completely renovated cottage (originally old Montauk style) sits in the middle of hamlet and is accessible to everything — restaurants, brewery, beach, Jitney and train station. Sleek top-of-the-line two bedrooms, two bathrooms (ensuite master) with loft, stainless steel kitchen, laundry room tucked away behind barn doors, central air-conditioning, beautiful sunsets, newly installed sprinkler system and private patio for dining al fresco. No amenity was missed! Great rental income producer! Won’t last. Call for appointment today.

Sunset and water views over Fort Pond. Close to town and ocean. This compound consisting of two single and separate parcels totaling .3 Acre, each with 2 bedroom 1 bath cottage is waiting for you to bring it back to life. There is room to expand or build up to enjoy the most amazing sunsets. Enjoy all which Montauk has to offer with close proximity to the village restaurants and shops, water sports on Fort Pond Bay and white sandy ocean beaches There isn’t a better value on the marketplace.. The possibilities are endless.

Hither Hills Cottage on corner lot offering deeded ocean beach rights. Featuring four bedrooms, 2 baths and a large great room. All in close proximity to ocean beaches. You can also drive to one of four parking areas along the ocean as you have deeded ocean beach rights. This is one of Montauks most desirable areas and a great investment.

3 Bedroom townhouse featuring a state of the art kitchen with high end appliances next to a spacious living area overlooking an expansive outdoor deck with an amazing view of Lake Montauk. This Condo is located only one mile from Ditch Plains beach and has one of the best views of Lake Montauk and the preserve in this highly desirable Condominium complex. The sunny and bright living area has cathedral ceilings and sliders to the deck for your outdoor dining and entertaining. This spacious home has three bedrooms on the first floor and three updated bathrooms. Stepping Stones has a newly renovated heated pool and pool house with plenty of room to lounge on the bluestone deck. Tennis courts are a short distance away. This high-quality condo is ideally located near Town, Tennis, Montauk Downs State Golf Course, the Marinas, and Ditch Plains Beach. It is surrounded by preserves which provide privacy and a beautiful setting. Additional features include a new central air system, laundry on the main floor and a storage shed for bikes, boards, and chairs. Make an appointment to view this gem.

New to the Montauk market, this 2 story upside down house is immaculate and move-in ready. Enter on the first level which consists of two guest bedrooms, a bath and a large ensuite master bedroom with walk-in closet. The upstairs main level is open and airy with the kitchen and enormous great room, opening out to a lovely deck. A bonus room (which could be a fourth bedroom, den or office), a fireplace, and half bath complete the upstairs. This half acre lot boasts mature landscaping for privacy and a great location close to the harbor area, and a short distance to the ocean beaches and the village. The home has been newly painted and the wood floors refurbished. There is also a full, unfinished basement (with the oil tank, a plus!) to complete this amazing listing!