Ridge Road Retreat

Tucked away in the heart of Wainscott, this serene and earthy retreat invites guests into a world of light, warmth, and understated luxury. Designed with unique architecture and surrounded by lush greenery, the home sits on a private one-acre property that feels like a secluded oasis, while still being just minutes from beaches, shops, and world-class dining. With its heated resort-style pool, expansive wooden sundeck, and thoughtful indoor-outdoor flow, this bright Hamptons haven is a destination in itself—perfect for families and groups of friends seeking both relaxation and connection.

The experience begins outdoors, where privacy and tranquility define the setting. Surrounded by mature trees and manicured grounds, the yard offers a sense of total seclusion, a true escape from the everyday. The heated pool glistens at the center of the property, bordered by a smooth wooden sundeck lined with plush chaise loungers, inviting long afternoons under the sun. Just beyond, a wraparound wooden porch extends from the common areas, creating a natural gathering place for outdoor dining and leisurely lounging. A top-of-the-line gas grill makes alfresco meals effortless, while the dining table and chairs set the scene for long summer evenings filled with conversation and laughter. Guests can curl up with morning coffee or evening cocktails on the plush outdoor sectional, or gather around the glowing gas fire pit as twilight settles in. With its private driveway and ample parking, the property offers both convenience and exclusivity.

Step inside, and the home immediately reveals its light-filled, open floor plan, where vaulted ceilings and expansive windows blur the line between indoors and out. Natural light pours into the main living spaces, reflecting off curated artwork and hand-selected furnishings that combine sophistication with warmth. The living room, anchored by a plush sofa, fireplace, and large-screen TV, is perfect for cozy evenings or quiet afternoons. The chef’s kitchen, sleek yet welcoming, is fully equipped with modern appliances, cookware, and tableware—everything needed to prepare meals with ease. Flowing seamlessly into the dining area, this space becomes the heart of the home, where guests can share meals against a backdrop of serene views. Large sliders open directly to the wraparound porch, extending the living space into the fresh Hamptons air and offering a true sense of resort-style indoor-outdoor living. With multiple sitting areas throughout, there is always a place to relax, work, or simply enjoy the peaceful setting. Modern comforts abound, including central air conditioning, WiFi, laundry facilities, and a dedicated workspace for those blending leisure with productivity.

When it’s time to unwind, the bedrooms provide a sanctuary of calm and comfort. On the first floor, a spacious primary suite offers a queen bed dressed in fresh linens, a hammock swing for peaceful lounging, and a desk for quiet moments of work or journaling. Glass doors open directly onto the porch, allowing guests to step outside and greet the day surrounded by nature. The adjoining spa-like bathroom features a walk-in shower and double vanity, creating a private retreat within the home. Upstairs, two additional guest bedrooms continue the theme of light, airy tranquility. One features a king bed, the other a queen, each with sliding doors that lead to a private balcony overlooking the grounds. These rooms share a stylish Jack-and-Jill bathroom with a tub and shower combination, perfect for families or groups traveling together. With thoughtful design, curated furnishings, and calming décor, each bedroom invites rest and rejuvenation.

Beyond the property, the best of Wainscott and the Hamptons is within easy reach. Guests can explore nearby beaches, where stretches of sand and rolling surf promise endless summer days. Just a short drive away, the towns of East Hampton, Bridgehampton, and Sagaponack offer a vibrant mix of restaurants, artisanal shops, and art galleries, perfect for afternoons spent strolling and discovering local treasures. Whether savoring farm-to-table cuisine, exploring boutique shops, or enjoying the lively bar scene, guests will find the area rich with experiences. For those who prefer a slower pace, the home’s setting is equally ideal for quiet mornings with a book, afternoons by the pool, or evenings under the stars around the fire pit.

This Wainscott retreat is more than just a vacation rental—it’s a destination designed to bring people together, restore balance, and create lasting memories. Every detail, from the curated interiors to the expansive outdoor spaces, has been carefully considered to offer guests an effortless Hamptons escape. Warm, inviting, and perfectly situated, it is a home that captures the essence of relaxed luxury and makes every stay unforgettable.