ML# :3533921 Spend your summer enjoying all the North Fork has to offer at this Greenport waterfront home with dock and community bay beach. Completely updated with high end touches throughout including chef’s custom kitchen with island, 3 bedrooms (2 are en-suite), 4 full bathrooms, expansive waterfront deck, and a lower level entertainment lounge. The perfect place to relax and unwind. Permit# 0955.
430 Snug Harbor Rd, Greenport, NY, 11944
ML# :3532208 Ideal summer getaway in the heart of the North Fork with 5 bed and 4.5 baths. The home sits on a shy half acre complete with accessory office/gym structure, inground gunite pool and has incredible views of the neighboring North Fork vineyard. The first floor features an open floor plan with a large eat-in kitchen, dining area, living room and family room. There are four bedrooms in the main portion of home and an accessory attached apartment with an additional bedroom, family room and kitchenette. Enjoy close proximity to downtown Southold, beaches and wineries. Renovated top to bottom in 2021. June- 25K, July 35K.
45805 Main Rd, Southold, NY, 11971
ML# :3524219 Be surrounded by the peaceful beauty of nature while spending your summer in this stylish mid-century modern style home. You will enjoy lazy days in the pool or paddling on the creek, al fresco dining at night under the stars and many hours relaxing in this beautiful waterfront retreat. Mem. Day - Labor Day $75, 000. June $20, 000. July $30, 000. Aug-LD $35, 000. Permit #0087
1350 Eugenes Rd, Cutchogue, NY, 11935
ML# :3523662 Summer 2024. Luxurious Modern Home with Heated Inground Pool in Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village. Summer 2024 - June $20, 000; July $35, 000. Off Season (January to May) - $10, 000 per month (single to multiple months considered). Permit # 0634.
165 Marine Place, Greenport, NY, 11944
ML# :3519001 Starry Nights Farms: This Stunning, Secluded, Gated, and Peaceful 6+ Acre Estate is perfectly located amongst luscious green fields, farms, wineries, and amazing restaurants and shops in the heart of the North Fork! It’s minutes from the Sound and The Bay and it’s a quick, easy drive to The Hamptons. This incredible 3-Story, 5-Bedroom home has it all! With a beautiful kitchen, downstairs kitchenette, sun room, bunk room, indoor and outdoor fireplaces, movie room, art studio, ping pong room, pool table, gym, outdoor kitchen and bar, saltwater pool, jacuzzi, massive organic garden, putting green/sport court, indoor & outdoor riding rings, two beautiful barns, two adorable horses and 5 blue egg laying chickens, you will be sure to make memories of a lifetime! Inquire about off-peak rates. Stalls are available for those that have their own horses. Simply put, there is something for everyone at this magnificent private farm estate! Available For Sale as well.
1810 Main Rd, Jamesport, NY, 11947
ML# :3370299 Greenport Village West Dublin architectural home is available for you to enjoy! This wonderful home includes 3 bedrooms, 2 full baths, formal dining room, beautifully designed open floor with impeccable detail. The backyard setting is fabulous with patio, specimen plantings, grill and firepit. Perfect location between the 5th Street beach, villages shops and downtown restaurants. Easy access to the train and jitney bus transportation. Available 2024 Rates: June $20, 000, July $30, 000, August- Labor Day $35, 000 Year round lease available for $4500 per month. Greenport Village Rental Permit #21-056
318 5th Street, Greenport, NY, 11944
ML# :3369625 Amazing North Fork home with heated salt water gunite pool located in Grandview Estates featuring 4 bedrooms (1st floor bedroom with ensuite, 2 ensuite guest bedroom on the second floor with 1 additional guest bedroom and guest bathroom) office/den also located on the second floor with a large sitting area and balcony at the landing of the second floor, large, finished basement with projection TV. June $25, 000, July $35, 000 Permit #0441.
2055 Grandview Drive, Orient, NY, 11957
ML# :3528449 This updated and well maintained home and pool is poised on a sprawling three private acres and a true getaway! Boasting four large bedrooms, 3 full recently renovated bathrooms. Backyard oasis with playset and lush lawn. Located less than two miles to Southold’s favorite Cedar Beach and Goose Creek Beach, just over one mile to Croteaux Vineyards- plenty of other wineries, organic farms and restaurants nearby! The space features a first floor living room area with high ceilings and access to an outside wrap around deck which overlooks pool area. Modern Chef’s Kitchen, Dining Area, Bedroom 1, Master Bedroom with a CAL king bed and Bath and access to the Garage. Downstairs has a fun Bar Room with direct access to the Pool, Bedroom 2 has a king bed, Bathroom down the hall, the Laundry Room with Washer/Dryer and another Living Room area with a piano, TV and games. Upstairs, Bedroom 3 has a full over full bunk bed with trundle, daybed and crib if needed. Bedroom 4 has a king bed. You will make wonderful summer memories in this home! Rental Permit #0362
292 Waterview Drive, Southold, NY, 11971
ML# :3546371 2025 Rates: MDW-LD $142, 500; June $30K; July $52, 500; A1-LD $55K. This Modern Hamptons style home offers everything you could ask for from a Summer retreat to the East End. Featuring over 3500sqft of living space, the impressive Great Room is the centerpiece of the house and flows seamlessly to the rear yard which features a 20x40 heated gunite pool with sun deck, large architectural stone patio w/ fire-pit and large gas fired grill. In addition, you will enjoy lazy summer walks to the Rock Cove Estate community private Sound side beach and peak-a-boo water-views from the second floor. All bedrooms are generously proportioned but the Primary En-Suite is truly spectacular with high vaulted ceilings, private waterside balcony, walk in closet and En-suite full bathroom. Bonus feature, the second floor offers a game/media-room w/ full-size pool table, shuffle board table and waterside balcony. Don’t let this amazing offering slip away!
1740 Inlet Pond Rd, Greenport, NY, 11944
ML# :3542491 Rental Permit # 1102 Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 20 x 40 in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that lead to an spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns and have manicured landscaping and plantings private both room to play, privacy, incredible sunsets and a serene environment. This is truly both a remarkable and unique getaway to spend your summer months. August 1 - 31 $32, 500 & August 1 - September 3 $35, 500
1405 Terry Lane, Orient, NY, 11957