Peconic, North Fork. Nestled in the charming hamlet of Peconic, within the sought-after North Fork Wine Country, is this exquisite waterfront estate designed for discerning buyers. Spanning 2.5 beautifully landscaped acres along Richmond Creek, this remarkable multi-building compound offers immediate boat access to Peconic Bay and the Hamptons via its private dock and is within a stone's throw of one of the finest sugar sand beaches on the North Fork.
As you approach along a tranquil lane, a winding driveway reveals lush lawns, vibrant gardens, an orchard, a putting green, and a pickleball court. The residence is thoughtfully set back, providing captivating water views from nearly every room. The classic colonial exterior contrasts elegantly with a modern, inviting interior perfect for entertaining.
Enter through the foyer into a bright living room warmed by a double-sided fireplace, leading seamlessly into the dining room and a serene waterside sunroom ideal for gatherings or a home office. The main floor also includes a cozy den with a fireplace, a stylish guest bathroom, and a state-of-the-art open-plan kitchen with stainless steel appliances, a large pantry, and a screened-in waterside terrace.
The second floor features a stunning owner’s suite with a private, open sky terrace, a luxurious bathroom with dual commode rooms and a jacuzzi tub, along with two additional bedrooms and another full bath. The expansive third floor offers versatile storage space with spectacular views.
Above the attached garage, a private bedroom suite with a full bath and a Juliet balcony provides ample guest accommodations. The unfinished basement holds potential for further expansion. 
Outdoors, enjoy an entertaining-ready kitchen with a covered dining area, a luxurious waterside pool with a pool house complete with a bathroom and outdoor shower, stone terraces, a kitchen garden with planting beds, and a dock for your watercraft. A separate two-car garage includes a stylish two-bedroom apartment with comfortable living space and a complete kitchen set privately apart from the residence.  Also included is a full house generator and lawn and garden irrigation.
This idyllic sanctuary offers the perfect resort lifestyle, just moments from one of the finest bay beaches on the North Fork. Experience the essence of coastal living at its finest!

Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Other, Private, Secluded, See Remarks, Sprinklers In Front, Sprinklers In Rear, Views, Waterfront

Discover your perfect getaway at this stunning 3-bedroom, 2-full-bathroom rental, ideally situated near the pristine shores of Goldsmith's Inlet Beach on the North Fork. Step inside to find a fully renovated interior that boasts high-quality finishes and contemporary design. The rental includes two expansive living rooms, with a 24 ft high soaring cathedral ceiling in the great room seamlessly connecting to the kitchen and dining room. The spacious open concept living area and expansive windows emanate natural light throughout and showcase serene waterviews of Goldsmith's Inlet. Each bedroom is equipped with a new Nectar Hybrid Premier mattress, complemented by high-quality bed linens and towels. The property also features an east-facing deck with a teak dining table and seating for six, perfect for al fresco meals, and a Weber BBQ for outdoor grilling. On the west-facing patio, unwind in the Bullfrog 7-person hot tub, surrounded by teak chaise lounges and chairs on a beautiful bluestone and pea gravel patio. Enjoy the convenience of a professional weekly cleaning service and weekly landscaping to maintain the beautifully manicured outdoor spaces. Whether you want to spend the day at the beach or you’re kayaking, paddle boarding, or biking, this rental is your gateway to adventure and relaxation in a tranquil paradise. Also includes a complete beach package with a beach wagon, six chairs and umbrellas provided for effortless beach days. Don’t miss out on this exceptional opportunity to experience the best of North Fork living! Permit #1283 Memorial Day- Labor Day $70,000, September $10,000, October $8,000. Aka 25 Miami Avenue

Corner Lot, Garden, Landscaped, Private, Sprinklers In Front, Views

The Jefferson House, built in 1750, beautifully renovated and brought back to life in 2021.  

This historic home is the perfect place to stay this summer and welcome family and friends.  Truly the most unique home offered for rent on the North Fork.

Situated on 7 acres of natural and manicured gardens with specimen trees, fruit orchards and an outdoor patio – all nestled between vineyards and town parks on Peconic Lane – this picturesque gem offers everything needed inside and out to make your stay truly memorable.

The house has all the modern amenities including a chef’s kitchen, 3 bedrooms and baths, charming living and sitting rooms, a dining room, a music room, central air and original charm galore.

Conveniently located within walking distance of transit links, pickleball and tennis courts, and athletic fields, and a half-mile from one of the finest Long Island Sound beaches at the end of Mill Lane.

June $9,000, July $15,000, August - Labor Day $15,000, September $9,000.  Two week stay considered.

Please inquire for availability.

Southold Town Rental Permit #0669

This stunning Peconic  sound front property, perched elegantly on a hill with breathtaking views of the sound, has been recently updated with a new roof and siding. Featuring 5 spacious bedrooms and 3 modern baths, the home offers expansive open living and recreation areas, perfect for relaxation and entertaining. Outside, the beautifully landscaped grounds boast an all-weather tennis court, a sparkling pool, and a stylish pavilion . A true gem that won’t be on the market for long – this is a must-see!

Nantucket-style waterfront home on the North Fork  with creek access to/from Peconic Bay - 600 feet of waterfront, floating dock and a 1200 sq. ft. deck.  The home offers ample ways to enjoy the outdoors - lounge poolside and enjoy a dip in the 20x40 pool and pool house amenities. Kayak or paddle board to a secluded bay front beach. Bring your boat or rent a captain, and go fishing any day you wish! Hop in the car or bike to local wineries or the popular Greenport Brewery.  This modern, completely renovated home has a large great room with 180 degree views of the water, chef's kitchen with dining facilities for entertaining including adjacent butler's pantry with extra amenities. The home has 4 generous bedrooms, all ensuite, a first floor TV room, a second floor family entertainment room. The home is beautifully appointed, spacious, light and bright affording comfortable living for the whole family. A very special property, brand new to the rental market. Limited availability so don't delay - book your North Fork Vacation!, Additional information: Appearance: exceptional, Lease Term: July ,July-August, June, Monthly, Off Season, Interior Features: Separate Thermostat; Permit#: 0801

Near Public Transit, Sprinklers In Front, Sprinklers In Rear

Fully furnished, tranquil and serene waterfront living on the North Fork set on just shy of an acre. Watch the sunrise from the private pier, dock for your boat, glide around on the kayaks, enjoy the deck with outdoor furniture and fire table, or play a rousing game of ping pong. The formal living room features a gas fireplace and warm oak hardwood floors. Primary suite includes French doors out to the rear deck. Just minutes to beaches, breweries, wineries, farms, and all the North Fork has to offer. Rental permit# 1252
November through May: $3000 month
June: $3200 month
October: $3200 month
May, June, July, August, September 2025 unavailable

Calling all privacy seekers!  Located in the heart of Long Island's North Fork, this 3 acre flag lot is close to all that this area has to offer.  Goldsmiths Inlet Park is just .5 mile down the road while Kennys sandy LI Sound beach is just 1.3 miles away.  Close to vineyards, award winning dining, golf and so much more!

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