ML# :850625   *** Available for 2 week time periods*** Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all.The primary en-suite features an oversized closet, a luxurious soaking tub, a separate shower, and a dual vanity. A second full, modern bathroom with a tub is also located on the upper level.The main level is thoughtfully laid out with a stylish bar sitting room, a cozy private den with TV, a spacious family room with oversized TV, a formal dining room, and a sleek, modern kitchen. A separate laundry wing with full bath and its own exterior entrance adds to the ease of indoor-outdoor summer living.Set down a long, private flag lot, the expansive backyard offers the ultimate setting for relaxation. Take a dip in the oversized heated vinyl pool with a brand-new liner and heater, enjoy outdoor meals at the dining table for eight, fire up the BBQ, or unwind on the ample lounge seating—all perfect for soaking in summer days and breezy evenings.Ideally located just minutes from the charming shops, beaches, and renowned dining of Sag Harbor Village, this home is the perfect backdrop for your unforgettable summer getaway. Experience pristine comfort and effortless elegance in this serene Sag Harbor retreat.

ML# :900549   Waterfront SunsetsEscape to the tranquility of waterfront living with this 2 bedroom 2 bathroom cottage - perfect for those who crave stunning sunsets, serene waters and nature. Nestled right on the water this cozy haven offers endless relaxation and summer entertainment, whether you are hosting friends or enjoying a quiet retreat. Amazing sunsets - Enjoy breathtaking views every evening from your outdoor covered porch or private patio where you can dine al fresco while the sun sets. Boating -Step outside to your own private dock where you can kayak, boat or paddle right off the property. No need to leave your front yard to enjoy the water. Comfort - With an eat- in kitchen, spacious living room and bonus office space, this home has all the essentials of everyday living and work. Outdoors - BBQ by the water, take an outdoor shower and stay active with a peloton and weights set up - this property has it all. Location - Minutes to Serene Green, Long Beach and Sag Harbor Village gives you easy access to beaches, farm stands, shops and world class dining. Make every day a vacation! ( rental includes 2 paddle boards and a kayak). Renovated 2000. New floating dock for boat., AVAILABLE: Jul-Aug/LD, $6i5, 000; July, $30, 000; Aug-LD, $35, 000

ML# :855529   Chic & Spacious Sag Harbor Summer Retreat with Saltwater PoolAvailable: June 22 - August 22 Special Offer: August 1-14 for $10, 000 Escape to tranquility in this beautifully renovated Sag Harbor home, perfectly located on a quiet cul-de-sac just 1 mile from Long Beach and 2 miles from the boutiques and restaurants of Sag Harbor Village. This bright and airy residence offers the ideal setting for your summer getaway with central air conditioning, an open floor plan, and a sunken living room that flows seamlessly into an eat-in kitchen adorned with newly finished butcher block counters and a brand-new gas stove. The main level features 2 spacious bedrooms and 2 full bathrooms, while the newly added lower-level apartment includes a separate bedroom, bathroom, living room, and kitchenette - perfect for guests or extended family. Step outside to enjoy a private, pristine yard with a saltwater pool, offering the ultimate spot for sun-soaked days and peaceful evenings. Whether you’re lounging poolside, entertaining friends, or exploring nearby beaches and village life, this home has it all.

ML# :813836   This is an amazing opportunity to enjoy everything that Sag Harbor Village can offer. This home is close to beautiful marinas, world-wide restaurants, and beaches, just a few minutes from Jitney and Main Street. This home features three bedrooms, two baths, a hot tub, a big backyard, a pool, inviting decor, a spacious living area with a fireplace, and a fully equipped kitchen ready for your culinary adventures. Basement is not included. Utilities are included in the price.

ML# :902176   Trees, foliage, and a long driveway await you as you open the gates to 170 Northside Drive. Located Conveniently 5 mins to Sag Harbor Town Beach! As the door opens, you are greeted by a grand foyer with vaulted ceilings and an elegant chandelier. Off the foyer is a living room with a wood-burning fireplace, a gracious dining room with floor-to-ceiling French doors leading to a stone patio, an office and a guest powder room. Not to be missed is an open kitchen and dining area which enjoys views of the rear garden and pool. Off the kitchen sits a beautiful great room with another wood-burning fireplace, wet bar, mini-fridge, and wood shelving for your entertaining convenience. As you travel to the upper level landing, you experience a sense of balance, openness, and light-architecture at its best-with three bedrooms, two bathrooms (en-suite in master), and a large laundry room with a window of its own. Each level of this home opens to the outside area that looks at beautiful gardens. The middle and lower levels are fitted with French doors and the upper level with an extensive terrace. On the lower level, a beautiful Japanese garden and pond are adjacent to an apartment of its own with a bedroom, office, a full bathroom, a recreational room and a pool table too! A two car attached garage leads out to more arbor beauty. If this is not enough, come and enjoy the 20x40 pool-lounge and relax in a magnificent pool house, equipped with kitchen, fireplace, and living area.All applicants Must Complete Background Check and show Proof of funds

ML# :835160   Welcome to beautiful 112 Laurel Valley Drive, your destination to enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back yard with a heated in-ground pool that is a perfect setting for entertaining. The open floor plan is both expansive and inviting. There are four large bedrooms and three full bathrooms. Primary en-suite bedroom is on the first floor. Make 112 Laurel Valley Drive your destination for a memorable Sag Harbor Fall. Rental Periods: September-$15, 000 - October-$12, 500

ML# :919029   Imagine life unfolding in the very heart of Sag Harbor, where village charm meets everyday convenience. This isn’t just a rental; it’s your invitation to secure a beautifully located home with ample space, available for you to cherish all year long! Nestled at 1 Dogwood Lane, Sag Harbor, NY, this residence boasts an absolutely unbeatable location, offering the quintessential Sag Harbor experience right outside your door. You’re just moments away from the vibrant Main Street, the serene waterfront, or delightful local cafes, meaning every village amenity, from boutique shops to world-class dining and picturesque harbor side strolls, is within effortless reach. Forget the traffic; embrace the walkability! Step inside to find generous living across 5 bedrooms and 2 bathrooms, providing all the room you need to relax, entertain, and thrive. Whether it’s unwinding in the spacious living room, creating culinary delights in the open kitchen, or finding peace in your private Bedroom , this home offers dedicated spaces for every aspect of your life. The versatile layout ensures comfort and flexibility for families, guests, or even a dedicated home office. Outside, The charming backyard and mature landscaping complement the prime location, offering a lovely backdrop to your year-round Hamptons adventures. This is more than just a house; it’s the perfect blend of desirable location and comfortable living, offering an unparalleled opportunity to truly immerse yourself in the Sag Harbor lifestyle. Don’t miss the chance to make 1 Dogwood Lane your exceptional year-round home! - Available Nov 1st - Rental registration : RP 241867 / Exp : 10/29/2026