4-Bedroom Houses for Sale in Sag Harbor, NY with Private Pool

Situated in the heart of Sag Harbor Village, 27 Howard Street seamlessly blends historic charm with modern convenience, just moments from Main Street, the harbor, and beloved local spots.This residence opens to a sun-filled living room that flows into a formal dining area, both framed by updated casement windows and soft architectural details. A custom kitchen with a generous island and

Jason Zimmerman Bridgehampton Equities

Tucked at the end of a quiet cul-de-sac and bordered by scenic reserve, this beautifully renovated Sagaponack North residence offers refined comfort and timeless Hamptons charm. Set on 1.9± acres of lush, manicured grounds with mature specimen plantings and wide-open lawns, the property is a private sanctuary designed for relaxed summer living and stylish entertaining. A classic wraparound front

Scott Strough Compass

Rarely does a perfect village gem like this come to the market. Ideally located moments from Sag Harbor's restaurants, shops, theater, and bay beaches, this newly-renovated sophisticated four-bedroom home with a separate pool house has it all. Decorated by a top designer, the home is move-in ready. Enter to a chic living room with comfortable lounge area, coffered ceiling, and a welcoming

Jackie Lowey Saunders & Associates

Presenting an exceptional opportunity to own a stunning new property in the coveted Azurest community of Sag Harbor, NY. This 4-bedroom, 4.5-bathroom residence seamlessly blends sophisticated design with modern luxury, offering a peaceful and private retreat with expansive water-facing views of Sag Harbor Bay. Spanning 3,020 sqft, the home provides generous living space, ideal for both relaxation

Joseph Andreassi Compass

Welcome to 1224 Brick Kiln, an unparalleled 4-bedroom, 3.5-bathroom estate exuding luxury and seclusion. Nestled on a sprawling 6.2-acre private compound, this residence is a sanctuary of tranquility, offering an oasis just minutes from the lively Sag Harbor Main Street and the picturesque Mashashimuet Park.As you approach the residence, a winding circular driveway welcomes you, featuring

Douglas Sabo Nest Seekers International LLC

"Near North Haven" and squarely just off the circle, is a rare pre-existing compound. ~5500 SF heated volume includes the newer Main House, a free form, heated saltwater pool, a detached 973 SF workshop/ studio/ office; ~600 SF heated attached garage; an additional 200 SF detached garage, and a somewhat famous meteor of 80,000 lbs. where the blueberry bushes were. The Main House was

Simon Harrison Simon Harrison Real Estate

This 1840s Captain's Row historic home affectionately known as "Pond View" was meticulously restored to its original grandeur and recently renovated with the luxurious modern amenities. The property has had a series of luminary owners, including a famous composer/conductor, Marvin Hamlisch, a key figure in American Football, Gene Washington, and a ballerina and actress, Patrica H. Hall.

Marc Heskell Compass

In the heart of Sag Harbor Village, this exciting new development project by Green Barn Properties, designed by Ricardo Romo-Leroux, principal of RRL Architecture and Design, offers an exceedingly stylish 4 bedroom shingled transitional with modern flourishes, with a heated, gunite pool, finished lower level with walkout terrace, and a pool cabana. Built into the natural grade of the property,

Dana Trotter The Agency Hamptons

Located in the coveted Redwood waterfront community of Sag Harbor Village, this architect-designed, Victorian-style home presents a striking, modern interior. Completely renovated and expanded with 2 primary bedroom suites, the 4-bedroom, 3.5-bath residence showcases luxurious updates alongside captivating harbor views. Set just two blocks from Sag Harbor's vibrant Main Street, this 3,000 +/- sq.

Hedgerow Exclusive Team Hedgerow Exclusive Properties

Situated on 2.85 acres of peaceful bliss, this picture perfect spacious 4 bedroom, 4 1/2 bath Classic Hamptons shingle style home checks all the boxes for a country getaway or full time residence in the heart of the Hamptons with 24/7 water vistas and show-stopping sunsets. Gorgeous Little Peconic Bay and Noyac Bay water views are featured from almost every room. Enjoy many dining experiences

Cynthia Barrett Brown Harris Stevens (Bridgehampton)

Hidden Treasure in Northside Hills Hidden away on a beautiful 2.33 acre landscaped canvas within prestigious Northside Hills, this 3800sf Country home offers 4 bedrooms and four baths, beautiful Chef's kitchen, oversized Great Room with vaulted ceilings, separate family room, a finished lower level and a two car garage. The landscaped grounds frame the inviting Gunite Pool and Spa which is

Scott Strough Compass

Decorator’s Own! Welcome to this beautiful Expanded Ranch, where modern elegance meets classic Hamptons charm. Situated just outside vibrant Sag Harbor Village, this residence offers a serene escape with a brand new heated gunite pool and access to a private beach association in the exclusive Sunset Shores community as well as Morton Bird Preserve.This property features an inviting

Donna Avedon BERKSHIRE HATHAWAY

Your forever home in the Hamptons awaits in Sag Harbor Village Fringe, gorgeously renovated with endless charm and a heated pool. Sited on over half an acre and ready for immediate move-in with 2,723 +/- sq. ft., perfect for contemporary luxury living, plus 4 well-sized bedrooms and 3.5 baths. Skylights and sliding glass doors to the rear grounds highlight bright and open interiors, while

James Scott Bradley Saunders & Associates

Set on a shy acre, this renovated cedar-shake traditional brings together classic Hamptons style and contemporary luxury living. Originally built in the late 1700s and beautifully reimagined in 2005, the home blends timeless architecture with thoughtfully updated interiors for effortless year-round living. The home offers 3,700 +/- sq. ft. of luxury living space with 4 bedrooms, 2.5 baths, 2-car

Lee Minetree Saunders & Associates

Nestled in a quiet neighborhood in the sought-after enclave of Sag Harbor, this picturesque retreat overlooking Lily Pond is the epitome of modern Hamptons living. Set within a tranquil grove with pond front views, this unique four bedroom, four bathroom home offers an innovative design that expertly blends luxury and comfort. The open floor plan is designed for effortless entertaining with a

Susan Ryan Compass

Stop Searching....Start Customizing! At ARCH&Co, we believe your home should be customized to your lifestyle. Only an extraordinary pre-completion opportunity can do this. You don't just get a house-you get the chance to collaborate on a truly bespoke living experience. From architectural style to interior finishes, ARCH&Co offers an exclusive array of customizations, allowing you to shape every

Breitenbach Advisory Team Compass

Discover 31 Tredwell Lane, Sag Harbor - a wonderful 4-bedroom residence nestled in the highly sought-after Northampton Colony. This waterfront community offers unparalleled access to a private bay beach, a beach club, and a marina, making it a dream location for boating enthusiasts and those who cherish waterfront living. Situated on 1.18+/- lush acres, this remarkable property strikes the

Cristina Matos Brown Harris Stevens Hamptons

Seeking Privacy? Elegant living? Want to bathe in the unusual with outstanding property and water views?483 Middle Line Highway is here for you!Shrouded by 6+ acres-filled with trees and water views-this dramatic home can be found at the end of a long and private driveway and boasts panoramic water views and sunsets stretching all the way to Connecticut.As you enter the foyer, an art

Mary Anne Fusco Douglas Elliman Real Estate

Light-filled estate on 1.56 private acres, recently upgraded with a finished lower level and boasting a heated pool. Easy luxury living awaits on 2,750 +/- sq. ft. of space with 4 bedrooms and 4 baths, plus a full floor renovation, new HVAC, and new pool heater/equipment. Interiors beam with light across gorgeous hardwood floors, while multiple sliding glass doors bring the outside in. Open

Vincent Horcasitas Saunders & Associates

Discover the epitome of modern elegance at 37 Coves End Lane in North Haven, NY. A custom-built, transitional style home with 2,600+/- sf of beautifully designed interior living space just outside the Village of Sag Harbor. Featuring 4 bedrooms and 3 full bathrooms, this residence is designed for those who appreciate luxury and style. The gourmet kitchen is a chef's dream, featuring a Viking

Craig Beem Brown Harris Stevens Hamptons

This newly renovated and well-sized cedar-shake ranch offers 4 bedrooms, 6.5 baths, and features over 3,100 +/- sq. ft. of light and bright living space. Upon entering, you're greeted with soaring ceilings and a wood-burning fireplace that opens to an open-concept great room with sliders out to the heated pool. The gourmet kitchen features state-of-the-art appliances and is connected to the

Ed Bruehl Saunders & Associates

Beautiful traditional waterfront home with stunning views. Magnificent setting with dock and water access. Enjoy sunsets and sunrises from 4 exterior decks. Large primary suite with 3 additional bedrooms. Room for expansion. A great opportunity in Sag Harbor on a quiet street with exceptional value and beautiful waterfront homes.

Joseph Van Asco Douglas Elliman Real Estate

Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning

Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty