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!

Meticulously appointed in every way, this pristine cedar shake Erica Broberg design resides only half block to private ocean beach! Tucked away for maximum privacy, & comfort, this rare offering captures all day light thru multiple palladium window walled spaces. Step down living room with fireplace, dining/custom kitchen flow to covered porch. First floor offers 2 guest bedrooms, full bath, guest bath and laundry room. Upper en suite master offers marble bath/shower, sitting room with fireplace, and south facing deck, 2 more guest bedrooms, full bath. Full basement is half finished, utilities include gas heat, central air, town water & very easy maintenance with exterior stone garden beds and mature landscape. Listed for first time, this lovely home is turn key, and built by Ocean Site Development, one of Montauk’s finest builders.

This is a great opportunity to own interior designer’s recently renovated and decorated home. Partial lake view – ideally located five minutes from the famous Ditch Plains beach. Close to town, golf and harbor, the house has a lovely open floor plan with kitchen, living and dining room opening onto a large deck offering lots of room to entertain. In addition to the master suite, there is a kid’s room with Jack + Jill bathroom, two more guest bedrooms on the ground floor, another full bath and a small office/den. There is a recreational room and full bath in the finished basement with direct access to a two car garage. The expansive backyard features a paved patio area and outdoor shower.

Montauk Shores is an oceanfront community in Montauk’s most desirable area, Ditch Plains. Adjacent to the sandy beach and fronting the best surf on the East Coast, sits this gated community with amenities including oceanfront decks, heated pools, clubhouse, basketball and community garden. This 2 bed, 1 bath unit resides in a quiet corner a stone’s throw from the ocean and a moment away from access to a quiet sandy beach and the “coves” beyond. One of very few units with trees and plantings that provide privacy screening for the ground level wood patio and bbq area. This home features 2 bedrooms, 1 glass tiled bath with shower and tub, wood floors, new kitchen with island for dining and prepping, ceiling fans, a new oversized shed, and large patio. Ocean access, world class beaches, premier location….. Also a kid’s paradise.

Sunset and water views over Fort Pond is a sensational backdrop for this 2 bedroom one bath cottage. Sited on approximately .15 acre parcel providing ample room to expand or renovate to make this charming cottage your own Detached one car garage is a special bonus. 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 in the marketplace. Bring this cottages back to life or make your summer compound with views of Fort Pond and amazing sunsets by purchasing the adjacent cottage for a total price of $1,475 possibilities are endless.

This area is one of Montauk’s best kept secrets. The impressive building envelope can accommodate a compound with pool, pool-house and garage. Close to town and ocean, tucked away for complete privacy. No natural resources permit required. Town water and electric in place.

Gated oceanfront living fronting the best surf break on the east coast and Ditch Plains Beach. This community features 2 heated pools, playground, clubhouse, basketball court and sounds of the surf. Stroll to Ditch Plains Beach and DitchWitch from this 2 bed, 1 bath unit with ample decking located on a nice street on the eastern side of the community. Three community decks overlooking the ocean are available for your morning coffee or sunset cocktail. Low maintenance fees.

Sunset and water views over Fort Pond. Close to town and ocean. This 2 bedroom 1 bath cottage is waiting for you to bring it back to life. Sitting on approximately .15 acre parcel 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. Bring this charming cottage back to life or make your summer compound by purchasing the neighboring cottage with garage for $1,475. The possibilities are endless.

This spacious condo recently redecorated, serves as a one bedroom plus sleeper sofa with 2 full baths and 2 separate entrances. Can easily accommodate two couples. Ideal for putting in rental pool. Great income producer with low taxes. Tennis courts, 2 pools, courtesy shuttle and restaurant on premises. This is an ideal investment.

Tucked away at 112 Soundview Drive in a quiet Montauk beach community, this single story 4 bedroom, 3 bath waterfront home features sweeping panoramic views over Block Island Sound as well as breathtaking sunset vistas. Sitting safely on a .77 acre knoll, this newly bulk headed property boasts a garden of swaying beach grass, expansive mahogany decking and its own private sandy beach. The main living area features an open kitchen/living room with fireplace/dining area with walls of windows and sliders that lead to a secluded courtyard facing the Sound . A spacious master bedroom suite also offers commanding sparkling blue water views. Two additional bedrooms flank the open floor plan and each lead to their own outdoor patios. On the west end of the house, a bonus room currently used as a media/play room can be utilized as a fourth bedroom. Move right in to this fabulous beachfront home at 112 Soundview Drive or reconfigure the interiors to make it your own!

This 1.71 acre lot (along with its 1.12 acres of Lake bottom) has a significant building envelope that will accommodate a large home, pool and pool house. With 200 feet of sandy beach frontage on Lake Montauk this is the perfect vantage point to see all who come and go through the mouth of the harbor and to take in amazing sunsets. Near the Montauk inlet, marinas, and Gin Beach.

Tucked away on a less traveled lane off North Main Street, this 1930’s era two story home will appeal to those who love the grace and charm of a classic home but also desire the convenience of modern amenities. Tastefully updated, with four sunny bedrooms and two bathrooms on the second floor and a sunny eat-in kitchen, formal dining room, spacious living room and half-bath on the main level. Also on the first floor, a conveniently located mud room leads to a deck and then to the private fenced in backyard with heated pool. Perfectly located between the shops and restaurants of North Main Street and East Hampton Village and ocean and bay beaches.

This sleekly and completely renovated four bedroom 3 bath contemporary home is located in the Lion Head community of East Hampton Springs, and is just 2/10 mile to Lion Head Beach and Marina. Three sun-drenched levels of living space, with walls of brand new windows and new hardwood and porcelain flooring throughout. The first floor is comprised of three bedrooms, a sparkling new full bathroom, and a convenient laundry room. Up an elegant stairway, the light bright and airy great room with fireplace/dining area/kitchen (with all new Bosch appliances) is surrounded by windows looking out upon the pool and a canopy of green. Two private balconies extend from both the master bedroom and kitchen, offering additional opportunities for lounging and dining. A spacious en suite master bedroom and additional full bathroom complete the floor. Up yet another level, a bonus room with sink offers more possibilities. Expansive decking on the first level leads to an enclosed and secluded pool area with additional decking; perfect for entertaining. Lion Head Beach Association rights offer access to a gated, resident only 40 boat slip marina, private bay beach with picnic area and two sandy paths with which to explore the natural shoreline of Gardiners Bay. Kayak storage, too!

Meticulously constructed, wood shingled, builder’s own four bedroom 2,500 +/- square foot home on .48 acre. Uniquely appointed with great attention to detail including wide plank wood floors, curved walls, a floor to ceiling Montauk stone fireplace, glass transom windows above every doorway and custom moulding throughout. The first level features an expansive, sun drenched open living space comprised of a country kitchen with counter seating and a cozy breakfast nook, spacious dining area, and light filled living room with a fabulous fireplace. Along a hallway adjoining the living room and foyer, a den/bonus room on the opposite side of the fireplace has a unique wall of Montauk stone with additional room for entertaining. One guest bedroom, half bath and hallway access to the one car garage complete the first floor. A beautifully crafted curved wood staircase rises to a landing/sitting area which leads to the oversized en suite master bedroom with its own second story deck and huge walk in custom closet. Two additional sunny guest bedrooms and a full bath are all on the upper level. Outdoors, the front of the home is landscaped for privacy with mature evergreens and inviting stone steps lead to the front door. The backyard is accessed through walls of glass sliders in the great room, which lead to an expansive deck with built in seating, overlooking the thoughtfully landscaped yard, with room for a pool. Come take a look at this very special Montauk home.

Now the least expensive home in all of Amagansett! Located a short quarter mile from a sandy bay beach, this 4 bedroom 2 bathroom home is centrally located between Amagansett and Montauk and directly across the Napeague stretch from the the Atlantic Ocean. This two story home is designed to accommodate guests with one bedroom, bathroom, den with fireplace and kitchenette on the first floor. The second floor is finished with a full kitchen, living room, dining room, full bathroom and 3 bedrooms. Just minutes from Napeague Bay and the Ocean with easy access to kayaking, kite-surfing, boating and clamming. Truly a unique location at 27 Mulford Avenue Amagansett.

Great opportunity to build in the desirable Clearwater section of East Hampton Springs. Easy access to Bay beaches, fishing, kayaking and the delights at the Springs General Store. Just minutes to East Hampton Village and Ocean Beaches, too.

Buildable vacant lot in East Hampton Springs. Perfectly shaped, perfectly sized for your perfect home.

East Hampton Springs Buildable Lot. Perfectly shaped, perfectly sized lot for your perfect home.

Buildable lot in the heart of East Hampton’s Springs area. Plenty of room for you dream home.