Water Mill Classified Ad Listings

65 Walker Ave. Sag Harbor Village Rental With BeachAccess.. 3 Bedrooms. 3 Bathroom. 2500 ft

41 Columbine Ave N. Spectacular high ranch with beautiful mature trees and landscape, 6 bedrooms, 4 bathrooms, huge living room and kitchen, den and huge deck.. 6 Bedrooms. 4 Bathroom. 2680 ft

4900 Depot Ln. Bucolic farmhouse in the heart of Cutchogue! This home features two large bedrooms on the second floor. There is a sunporch with outside entrance that would make an ideal work from home space or third bedroom. Half bathroom is on the first floor and a full bathroom newly tiled on the second floor with shower. Outbuilding/shed on site can be used for storage. No tenant use of larg...

23 Tuthill Dr. This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms...

8 Deer Path. Renovated Quogue Contemporary - Newly renovated, chic and airy 5 BR/ 4 BA home on a quiet street in the village of Quogue. The sunny great room has soaring ceilings, wood-burning fireplace, comfortable seating, and dining for 10. The open kitchen has new stainless-steel appliances. The first floor primary suite has a spacious bath, fireplace, and glass sliders out to the deck. Ther...

37 Squires Blvd. Newly Furnished, Private and Spacious. 6 Bedrooms. 4 Bathroom. 4634 ft . Furnished

1 Blue Jay Way. QUOGUE CONTEMPORARY WITH HEATED POOL and ALL-WEATHER COURT Enjoy bright, airy, and easy resort-style living at this contemporary Home located in The Wildlife community, north of Quogue Village. This postmodern features 4,330 +/- sq. ft. of living space, including 5 bedrooms (1st and 2nd level primary suites), 5 baths, and a light-filled great room that seamlessly flows into the ...

141 Merchants Path. Available for July 2026. Experience luxury living at this stunning brand new construction with designer furnishings available to rent for the first time. Sited on a private 1.5 acres, this transitional masterpiece offers ample space for entertainment and relaxation. As you enter through the foyer, you're swept into the dramatic light-filled great room, featuring soaring ceil...

260 Orchard St. Nantucket beauty with pool. Steps from Village Lane shops, bay and sound front swimming beaches. Spend your vacation in the coveted Orient Village. This pristine home is beautifully designed and decorated with details you will appreciate throughout. Lovely floor plan, professional chef's kitchen and dining room, living room with wood burning fireplace, den, 2 bedrooms with deck ...

36 Oakland Ave. Newly constructed and set along the western-facing shoreline of Otter Cove, this exceptional Sag Harbor residence captures picturesque sunsets, tranquil water views, and the rare combination of waterfront living with immediate proximity to the Village. The 6-bedroom house sits in a quiet residential pocket overlooking lawns and water, yet is still located within moments of the h...

11 Cedar Ln. Be the first to step into this charming, newly modernized 3 bedroom, 2 bath Serena and Lilly decorated cottage and make all your vacation dreams come true! Just a few steps to the Bay you can enjoy your morning coffee or sunset cocktails on the neighborhood dock! In five minutes and only a few blocks you can enjoy the private community sandy bay beach. Drive 10 minutes to the Ocean...

11 Cliff Dr. Experience Incredible Sunsets over Noyack Bay. 3 Bedrooms. 2 Bathroom. 1450 ft

15 Downs Blvd. July only $21,000! North Fork. Bay Front Charmer On The Beach at 15 Downs Boulevard in Jamesport. In coveted Fairhaven Private Community. Vintage cottage right on sandy bay beachfront. Summer 2026 June $14,000, July $21,000, Spring and Fall/Winter Rates Available. Lovely and well kept getaway full of olde time appeal. Spacious open plan with water views, new central air, new wate...

16125 Soundview Ave. Available 2026: September $12,500; October $12,500 - Available 2027: May $12,500; July $22,500; Aug-LD $28,000; September $12,500; October $12,500; November $8,500 Experience the very best of the North Fork in this extraordinary soundfront retreat, where miles of pristine Long Island Sound beachfront become your backyard and sunsets RSVP nightly just for you. Wake each morn...

12 Harbor St. This well-cared for three bedroom, three and one-half bath transitional style saltbox home with heated pool is turnkey and ready for you! The natural light from skylights welcomes you to the living room, which offers generous vaulted ceilings. A beautiful wood-burning white brick fireplace is featured in the living room, bookended by two transom-topped sets of French doors which g...

25 Harrys Ln. State-of-the-art and eloquently constructed by notable architect Frank Greenwald is this modern gem on Harry's Lane in Sag Harbor. Pull up to a towering wall of glass above the lower-level garage and drop your bags. The proper entry foyer with a powder room opens up to the living room with vaulted ceilings and Mill Creek Harbor water views. The three bedrooms are upstairs all with...

127 Bay St. Off-season per month $8,700; September $20,000 RENTED; May 2027 $20,000; June 2027 $45,000; July 2027 $85,000; August-LD 2027 $95,000 Overlooking Havens Beach with a 450 foot path to Sag Harbor Bay and pristine, sandy beaches, this 4 bedroom Sag Harbor Village beach house has bright, voluminous interiors with French doors to the expansive al fresco dining deck and waterside, heated,...

23 Mulford Ln. An Exceptional First-Time Rental in Sag Harbor Village. 5 Bedrooms. 4 Bathroom

8 Hilltop Ln. Rental Registration #: 18-189 This very private 4 bedroom, 4 bath house has many amenities. The open living room, gourmet kitchen, separate study. Bedrooms are en suite. Extra rooms for guests and relaxing. Back yard has nice decking with large yard and heated pool. Pets allowed on a case by case basis.. 4 Bedrooms. 4 Bathroom. 4800 ft

36 Whooping Hollow Rd. This thoughtfully renovated one-level home with heated saltwater pool is newly available for various periods this summer and early fall. Sited on a half an acre and tucked beside the protected Greenbelt Reserve, this property offers privacy as well as direct access to the villages of both Sag Harbor and East Hampton. Well-sized and appointed, this classic cedar shingled h...