ML# :834322   Envision your perfect summer unfolding in this exquisite and expansive residence nestled within Shelter Island’s prestigious Silver Beach area. Recently completely renovated from the ground up in 2024, this home boasts a captivating blend of elegance and modernity. Step inside to discover a meticulously designed floor plan featuring dual primary suites, one conveniently located on the ground floor, a grand living/great room adorned with a cozy fireplace, and a chef’s kitchen that is a culinary enthusiast’s dream, complete with top-of-the-line appliances and luxurious granite countertops. Ascend to the primary suite, where serene water views await, offering a serene retreat for relaxation. The home also showcases generously proportioned en-suite guest rooms coupled with a separate guest suite above the garage ensuring comfort and privacy for all. Entertainment knows no bounds with a deluxe outdoor dining area, fire place, screened porch and an oversized gunite pool with electric cover. This residence offers ample space for outdoor pursuits and breathtaking views of the Shelter Island Sound. Enjoy easy access to shell beach perfect for soaking up the sun or indulging in coastal activities. Conveniently located to local restaurants and all that Shelter Island has to offer. Experience the epitome of summer living in this idyllic retreat.

ML# :834241   Absolutely beautiful, charming, and pristine! Totally renovated home in one of the quietest neighborhoods on Shelter Island. Stunning design and tastefully decorated throughout. Recently renovated and furnished impeccably with over 2, 700 sq ft of living space, 4 bedrooms, 3.5 baths, and a brand new heated gunite pool! This is a magnificent rental and not to be missed.

ML# :829502   August 1-16 $40, 000; August 17-31 $40, 000; August $80, 000PRIVACY AND LUXURY COLLIDE! Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460’ of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef’s domain with multiple seating areas, and views of the inner courtyard. Huge living room with a roaring fireplace, additional living rooms, pool house, TV room and incredible outdoor vignettes. You’ll never want to leave! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, boating and great shopping! Rental Permit #0792

ML# :822877   Charming Westhampton Beach Summer Rental – Prime Location!Escape to your perfect summer retreat in the heart of Westhampton Beach, just 0.5 miles from Main Street and moments from Long Island’s most sought-after beaches.This immaculate 5-bedroom, 3-bathroom cottage offers the ultimate getaway, featuring a heated in-ground pool, outdoor shower, and a private pickleball/basketball court—all set within a secluded, beautifully landscaped property bursting with vibrant spring-summer blooms.Whether you’re looking to relax by the pool, enjoy outdoor activities, or explore the Hamptons, this home has it all.Availability: Spring Summer and Fall 2025

ML# :815673   4 Bedroom, 2.5-Bath Expanded Ranch with Large Deck and a 20’ x 45’ Heated Inground Gunite Pool. All Set on 3+ Wooded Acres with Mini Vineyard Adjacent to Preserved Land for Privacy. Central Airconditioning, Updated Baths, Hardwood Floors and Attached 2-Car Garage. Parks District Beach Rights to Beautiful Truman’s Beach on the Long Island Sound. Farmstands, Islands End Golf, a Waterfront Tasting Room and Greenport Village are All Nearby. Off Season (November 2025 to April 2026) $4, 000 Per Month - Single or Multiple Months Considered. Summer 2026 - Memorial Day to Labor Day $40, 000. Rental Permit #0001.

ML# :817404   Check out this 2.8 acre parcel ready & waiting to become your very own Haven in the Making. Easy access to the main highway but still a great opportunity for privacy & even an opportunity to get off the grid. Great for setting up camp for a summer retreat or build your dream home surrounded by Mother Nature.

ML# :817361   RP241487. Located in Bayview Oaks, a Southampton waterfront community with its own access to Peconic Bay. Bright and airy with an open floor plan, this custom built home with high-end designer furnishings offers 4 bedrooms, plus a large bunk room and 3.5 bathrooms. Living room with fireplace, dining room and gourmet eat-in kitchen have 13+ foot ceilings. With the master bedroom on one side, bunk room and the 3 guest rooms on the other, the layout is ideal. Amenities include radiant heated floors and an attached 2 car garage. Beautifully-landscaped gardens, outdoor kitchen, multiple patios and entertaining spaces. Just a short stroll to the deeded community beach, boat launch. This is a great place to escape or settle down. Close to the village of Southampton, Sag Harbor, Water Mill and Bridgehampton for restaurants, shopping, movie theaters, art galleries, bay and ocean beaches. Available 2025 MD-June $40k, MD-July $85k, July $45k, Aug 1-27 $50k Listing ID: 889763

ML# :813479   This enchanting three bedroom/two bathroom summer rental in Southampton offers a luxurious, private escape on 1.3 manicured acres and just minutes from the Village center. Nestled on a quiet cul-de-sac among other upscale homes, the property features stunning gardens and an elegant, open-concept living space. With a modern kitchen, quartz countertops, a dining area which seats ten and a second adjoining living area, it’s perfect for entertaining. The primary bedroom with a king bed boasts large windows to the gardens and an exquisite en suite bath, while two light filled guest rooms with queen beds share a large renovated bath. The expansive backyard includes a 20’ X 40’ heated pool surrounded by a patio, a fully fenced lawn, a canopy-covered sitting and dining area. Enjoy a Bali-inspired meditation space with lounge chairs and a hammock for the ultimate escape. It’s the perfect balance of seclusion and proximity to the best Hamptons attractions: fine dining, shopping, galleries, and world class beaches. The home is minutes from the SYS Sports Club and another top public tennis club. With top-tier dishes, linens, and furnishings, this property offers the ultimate summer retreat. Rental Registration # RP231053

ML# :813357   Charming Summer Retreat in Southampton VillageEscape to the Hamptons and experience the perfect blend of privacy, comfort, and convenience. This charming 3-bedroom home in the heart of Southampton Village offers everything you need for an unforgettable summer getaway. Nestled on a beautifully landscaped property, the home boasts a spacious private yard with a heated gunite pool. The floorplan offers light filled common living, a formal dining room that open to the private backyard with the primary suite, guest bedroom and office nook on the second floor and a private jr. primary bedroom on the first floor. Just minutes from Southampton’s renowned ocean beaches and the Main Street shopping, dining, and entertainment, you’ll have the best of both worlds - seclusion when you need it and excitement at your doorstep. Virtual tour link available.

ML# :3591031   This beautiful and comfortable 3 BR, 2 BA Quogue Village rental is available for both a spring & summer rental. The main living space is an open great room that includes the kitchen and the living room with a fireplace to set the tone. The sliding glass doors lead you poolside to the deck with lounge seating and a heated, gunite pool. There is also a pool house that offers a separate living space for guests. This home is situated on a quiet street near the Quogue village and beach.