Ram Island County Park的度假屋

Serene + private ~ 8 mins to Main Street + beaches

Serene, chic, Hamptons oasis! Escape to nature, serenity and calmness here at your private home. Have your morning coffee on the porch, spark up the firepit + BBQ under the starry sky! Enjoy all of the scenery + spot a deer and bunny on the property! Enjoy the cozy interior and curl up at the wood burning fireplace + cook in the large Chef's kitchen. Enjoy streaming on the 80' TV. You will be just 8 minutes to beaches (great any time of year), Main Street, shopping, restaurants + much more!

Bayview house with salt water pool & private chef

My bay view house is a little slice of paradise! Steps to Front and Main street its perfectly located to explore Greenports many restaurants and activities. With a fully enclosed and private backyard you and your guests will enjoy a heated salt water pool, brand new outdoor furniture, a fire pit, grill and plenty of shade. Inside I've updated furniture, have all new linens and the beds a super comfy. Celebrating something special? My private chef services are available at an additional cost.

Hamptons Waterfront Getaway – Stylish & Serene

Waterfront Luxury Retreat in Sag Harbor. As featured in Vogue, Mansion Global, and Homeworthy. This serene designer home offers direct bay access for kayaking and paddle boarding, plus a private path to Clam Island for peaceful walks and beach picnics. Enjoy a gourmet kitchen with Viking and Sub-Zero appliances, spa-like en-suite baths, and plush bedding. Minutes to bay beaches and Sag Harbor village—your private escape awaits. Ideal for romantic getaways, relaxing weeks, or a summer reset.

Pennington House

Welcome to our charming new home in the heart of Greenport Village. Just a minute’s walk from the vibrant town center and only a five minute walk to the LIRR. Enjoy the vineyards, farms, and pristine beaches. For those who love fresh, local cuisine, you’re in walking distance to farm-to-table restaurants. Whether you’re here for wine-tasting, boating or special event our home is the perfect base for your getaway. Come experience the best of village living, all within walking distance!

North Fork Sound Front Home with Pool

This Long Island Sound front property on nearly three acres of land with an inground, custom designed, gunite pool is the perfect vacation home. Walk down the ramp to your private beach for a kayak, paddle board or swim in the summer and enjoy a luxurious outdoor shower afterwards. In the fall and winter months, enjoy the extensive book collection and stay cozy by the fireplaces. Spacious and bright, this home has a unique aesthetic and can accommodate 8 guests comfortably.

Hay Beach Family Home: Fire Pit, Playroom, Yard

Two blocks from Hay Beach, this family-and-dog-friendly 3BR sleeps 6 in a quiet Shelter Island neighborhood. Fenced yard, fire pit, playroom, crib, toddler toys, beach gear, and bikes included. The home was built for families: open living area with wood-burning fireplace, full kitchen, 2 full baths, basement playroom, and workout space. Outside: fully fenced yard, fire pit, sun loungers, propane grill, Big Green Egg. Winter stays: $0 cleaning fee Nov–Mar.

Beautiful beach home with pool & water views!

Perfectly situated just past the Island Boatyard and Salt in a blissful neighborhood surrounded by water on 3 sides. 4 town landings and beach access right across the street. Newly renovated gourmet kitchen with large island and beautiful quartz counters. Back deck offers full outdoor dining space with propane Weber grill, wicker seating area with beautiful propane Firepit for hours of evening enjoyment and chaise lounges by the pool.

The Sandpiper

100% Walking Score 1 block away from Village 3 blocks away from Beach. 1 block away from Shelter Island Ferry. Around the corner from Hampton Jitney & LIRR Newly renovated 2-Family Home! This is for rental of 1st floor apartment (only) plus cabana, plus outdoor jacuzzi. Close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place! Incredible location, safe, cozy.

Upscale Newly Constructed Apartment

Upscale 2- story building offers 3 bedrooms, 2 baths spacious apartment in the heart of Greenport. A vaulted ceiling in the great room (kitchen, dining & living room) with large windows and hardwood floors with plenty of natural light. Utilities included. CAC, Laundry. Less than a mile to a public beach, public transportation, restaurants, shops and Mitchell park. Off street parking for 2-3 cars.

Sunny, walk to beach, large pool

Walk to the beach from the quiet of the woods! Sunny, contemporary family-friendly house with large pool in the hidden gem of the Northwest Woods section of East Hampton. Walk to Sammy's Beach on the Gardner's Bay, or make a quick drive to the ocean, come home to grill on the large deck and swim in the large heated pool. 40 acres of nature preserve behind you for quiet + unspoiled scenery!

Corwin House

The Corwin House is a spacious 4 bed 3 bath home. Fully renovated with a modern rustic style. High ceilings, large windows, spacious and open layouts throughout. A working fireplace, updated appliances and a large smart tv. The backyard is fully fenced in with a pool that can be heated upon request. Located on a quiet street near Greenport town, beaches, and wineries.

Laid Back Relaxation

Kick back and relax in this calm, stylish space. Nice newly updated home on a quiet street within walking distance to beaches, restaurants and a golf course. Great location near Shelter Island heights town, Crescent beach and Sunset beach. The location provides both privacy and relaxation at home with just a short walk or ride to popular Shelter Island spots.