Port Jefferson Homes with Pool

Welcome to the charming village of Port Jefferson, nestled in the picturesque Suffolk County of New York. This vibrant community is not only known for its stunning waterfront views and rich history but also boasts an exceptional school district that prioritizes academic excellence and holistic development. The Port Jefferson School District is renowned for its commitment to providing a well-rounded education, offering a variety of programs that cater to diverse learning styles. With dedicated teachers and a supportive environment, students thrive here, making it a sought-after area for families looking to settle down.

In addition to its educational offerings, Port Jefferson is a haven for those who appreciate the finer things in life, including homes with luxurious amenities. Imagine coming home to a beautiful property complete with your very own swimming pool—perfect for relaxing on warm summer days or hosting unforgettable gatherings with friends and family. The real estate market in Port Jefferson features a range of stunning homes, many of which include pools that enhance the outdoor living experience.

Living in Port Jefferson means enjoying a tight-knit community atmosphere while being surrounded by scenic beauty and top-notch schools. Whether you’re looking for a quaint cottage or a sprawling estate, you’ll find a variety of options that cater to your lifestyle and preferences. Embrace the opportunity to live in a place where education and leisure harmoniously coexist—welcome to your new home in Port Jefferson!

Newest Port Jefferson Homes with Pool

$2,400,000

5 Beds ⋅ 6 Baths ⋅ 1043759 MLS

Luxury Living in the Incorporated Village of Belle Terre Welcome to an exceptional contemporary residence situated on approximately 1.32 acres in the prestigious Incorporated Village of Belle Terre. Offering approximately 5,800 square feet of beautifully renovated living space, this impressive property was extensively refurbished within the past 18 months, blending generous proportions with sophisticated modern finishes. Designed for refined entertaining and comfortable everyday living, the home features five bedrooms, four full bathrooms, two half bathrooms and three fireplaces. The beautifully appointed main kitchen is outfitted with premium Sub-Zero, Wolf and Miele appliances, including a built-in Miele coffee system. Upstairs, the expansive primary suite features two walk-in closets and a luxurious oversized bathroom with a soaking tub and separate shower. The second floor can accommodate up to four bedrooms; two rooms are presently combined to create an additional oversized suite and can easily be converted back into separate bedrooms. An additional full bathroom completes this level. The walk-out lower level provides exceptional additional living and entertaining space, with French doors opening directly to the outdoors, a full second kitchen, spacious recreation area, fireplace, full bathroom and dedicated home gym. The approximately 57,499-square-foot property offers a remarkably private, estate-like setting surrounded by mature trees and lush, professionally landscaped grounds. The outdoor retreat is highlighted by a 36 X 18’ kidney-shaped heated gunite saltwater pool, expansive stone patio, pool house with a half bathroom, and a covered outdoor bar equipped with an icemaker and refrigerator. A spacious upper deck and private outdoor hot tub provide additional areas for relaxing and entertaining while overlooking the pool and wooded landscape. Additional amenities include an oversized heated 2.5-car garage, an approximately three-year-old whole-house propane boiler, ADT security, Ring perimeter cameras and approximately 211 feet of frontage along Seaside Drive. Offering privacy, scale and resort-style amenities, this exceptional property presents a rare opportunity in one of the North Shore’s most distinctive incorporated villages. 5,800 Sq. Ft. | Approx. 1.32 Acres | Five Bedrooms | Four Full and Two Half Bathrooms | Extensively Refurbished Within the Past 18 Months | Two Kitchens | Three Fireplaces | Home Gym | Heated Gunite Saltwater Pool | Pool House | Outdoor Bar | Hot Tub | Heated 2.5-Car Garage | Sub-Zero • Wolf • Miele appliances 4-5 day notice to preview required .

12 Seaside Drive, Belle Terre

$2,165,000

6 Beds ⋅ 5 Baths ⋅ 1037738 MLS

Welcome to 6 Davids Way, a fully renovated Port Jefferson residence offering 5,752 square feet of refined living space on a private, beautifully landscaped 1-acre property with water views. Ideally located just seconds from private resident beaches and the famed Harbor Hills Country Club, this North Shore property offers a rare combination of privacy, luxury, and proximity to the water. The 6-bedroom, 5-bath home features two private primary suites, each with beautifully renovated spa-inspired bathrooms and high-end contemporary finishes. The fully renovated chef’s kitchen, completed in 2019, features custom cabinetry, an expansive center island, two KitchenAid induction ranges, two Bosch dishwashers, and a premium LG refrigerator. A separate approximately 1,100-square-foot guest residence provides open-concept living with a living room, dining area, king-size bedroom with walk-in closet, full bath, laundry, central air, private exterior entrance, and interior access to the main home—ideal for extended living or guests. Designed for year-round enjoyment, the resort-style grounds feature a 20' x 40' kidney-shaped gunite pool with electric heat pump, new ArmorTec paver patio, automatic pool fill, and new 6-foot vinyl fencing. Additional highlights include Andersen windows and doors, cedar shake siding, a 2020 roof with transferable warranty, wood flooring, custom lighting, wood-burning fireplace, updated HVAC, 200-amp electric service, and four heating zones. A 2-car attached garage plus an additional 2-car detached garage provide exceptional parking and storage. A rare opportunity to own a completely updated luxury residence in a prime Port Jefferson Village cul-de-sac, just moments from private beaches, golf, water views, and all that the North Shore has to offer.

6 Davids Way, Port Jefferson Village

$800,000

4 Beds ⋅ 4 Baths ⋅ 1039000 MLS

Spacious colonial located on a quiet, sought-after street in the Harbor Hills Community. Featuring large rooms with a traditional layout, hardwood floors, new appliances, and a cozy den, this home has so much to offer. Upstairs includes 3 guest bedrooms, a full bath, a cedar closet, and a walk-in linen closet. The primary bedroom boasts an en-suite bath and a dressing room with both a double closet and a walk-in closet. The walk-out basement offers a game room, storage room, and a full bath, perfect for poolside use. Additional features include generator connection, upgraded 200-amp electric service, gas burner, and a 2.5-car garage with opener. The pool was open last season and will be available again for buyer inspection. Enjoy all village amenities, including private beaches, free parking, access to sports courts, and resident rates at PJCC.

31 Sands Lane, Port Jefferson

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 1041354 MLS

One-of-a-Kind Opportunity to Own a Private, Secluded Home on 2.2 Acres in Port Jefferson. Your Tranquil Escape is at the End of a Cul-de-Sac with a Private Driveway. Close Walk to Historic Village; In-ground Pool w Solar Heating & Loop Lock Cover; Pool With Views of the Harbor. Full Basement with a Bonus Room; 2 Car Attached Garage; Village Amenities Include: Famed School District; Private Beaches; Country Club; Resident Parking. Close to Hospitals; University and Transportation.

105 Laurel Lane, Port Jefferson

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 1037311 MLS

Welcome To This Spectacular 4 Bedroom 4 Bath Bill Hines Colonial, Offering Over 3800 Interior Sq Ft Of Beautifully Designed Living Space In Jefferson Landing, One Of Port Jefferson's Most Sought-After Developments. Privately Situated Atop Its Own Hilltop Setting This Exceptional Home Offers A Wonderful Sense Of Privacy And Presence. Impressive From The Moment You Arrive, This Remarkable Home Features A Welcoming Covered Front Porch, Grand Entry Foyer, Soaring Cathedral Ceilings, Rich Hardwood Floors, Wood Burning Fireplace And Exquisite Custom Mouldings & Woodwork Throughout. The Show Stopping Great Room Features A Floor To Ceiling Custom Bar And Oversized Windows Overlooking The Landscaped Grounds. A Full Finished Basement Provides Additional Living And Recreational Space, Along With Abundant Storage, A Cedar Closet And Direct Access To The Attached Two-Car Garage. Step Outside To Your Own Private Retreat Complete With An In-Ground Free Form pool And Two Decks, Perfect For Multi-Level Entertaining And Enjoying The Outdoors. Located Just A Short Distance From The Village Of Port Jefferson Where One Can Enjoy Fine Dining, Year-Round Theatre, Cultural Activities, Beaches, Ferry Service & More.

4 Jefferson Landing Circle, Port Jefferson

$999,999

4 Beds ⋅ 4 Baths ⋅ 1038126 MLS

Situated on one of Port Jefferson’s most sought-after blocks, this split-level home radiates pride of ownership. Spacious rooms with oversized windows fill the home with natural light while maintaining privacy. The formal areas flow seamlessly indoors and out, perfect for entertaining. The custom kitchen boasts high-end cabinetry, newer appliances, radiant heat, dual ovens, and warming drawer. The expansive primary suite features two walk-in closets and a sun filled bathroom with vaulted ceilings. Upstairs, you’ll find a junior suite with private bath and another bedroom and bath. Additional 4th bedroom can be had on the 1st floor or with the legal bedroom in the basement. The private backyard includes an enclosed deck, patio, open lawn and fenced-in pool. The vinyl-lined L-shaped pool has an oversized shallow end and a deep end, surrounded by lush gardens and flowers. This home is at a mid-block location on a wide tree-lined street, just a half block from the golf course and a short distance to some of the village’s favorite private beaches. All village amenities. Taxes shown include both the Village of Port Jefferson and the TOB without any deductions.

11 Soundview Drive, Port Jefferson

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 1032540 MLS

****Private showings available - seller is motivated Perfectly positioned within the prestigious Incorporated village of Port Jefferson,56 Old Homestead Road presents an exceptional opportunity to own a private luxury home in one of Long Island's most coveted waterfront communities.Nestled on .93 acres of exquisitely manicured grounds, this 3000-square-foot multi-level contemporary ranch features 4 bedrooms, 3 full baths and an extraordinary blend of sophisticated living and resort-inspired amenities. Double entry doors into an impressive open-concept living space with string vaulted ceilings that create remarkable natural light throughout the living room, dining room and kitchen.The elegant living and dining rooms are anchored by a shared fireplace and seamlessly connect to a rooftop entertaining deck. The master suite opens directly to the rear balcony overlooking the resort style grounds. Luxurious primary suite features two oversized walk in closets, elegant trey ceiling and custom built-in cabinetry. The spa inspired bath features whirlpool jacuzzi, steam shower and rainfall shower head with custom finishes throughout. The lower level continues the home's exceptional design philosophy with an expansive recreation and entertainment area ideal for hosting family and guests. Media and Billiard room , Bar laundry.Three bedrooms with two full baths with direct access to deck and pool area. 1-1/2 garage featuring custom cabinetry featuring stainless steel countertops ,a mechanical room full size refrigerator and freezer plus dual wine refrigerators perfect for entertaining. The rear deck overlooks a koi pond transitioning to a spectacular pool area curated with tropical landscaping featuring a Heated unground swimming pool, Integrated spa , Cascading Waterfall ,Outdoor Kitchen,Custom bar, Outdoor Fireplace wifi throughout the property and integrated surround sound and media system . Beautiful custom shed finished off this rare village home ! A rare village home offering an exceptional combination of privacy , architectural character , resort-quality amenities, and one Port Jefferson Village's most desirable locations , 56 Old Homestead represents far more than a residence - its a private lifestyle destination. Every detail has been thoughtfully curated to deliver year-round luxury living and unforgettable entertaining in one of Long Island's most distinguished waterfront communities .

56 Old Homestead Road, Port Jefferson

$1,599,000

5 Beds ⋅ 4 Baths ⋅ 1014504 MLS

Experience the essence of a Hampton-Style Classic Contemporary offering spectacular water views and an extraordinary outdoor lifestyle. This exceptional property features a beautifully designed backyard with expansive bluestone patio, spa, inground gunite heated pool, perfect for entertaining or peaceful relaxation. Enjoy a true country club lifestyle just minutes from private resident-only beaches, kayaking, sailing, harbor-front park, charming cafes, live theater, LIRR, Ferry service and nearby hospitals and university. A rare opportunity to embrace resort-like amenities and the best of the North Shore's coastal lifestyle. All in the renowned Port Jefferson School District! Property Details: - History: Meticulously maintained by the original owners since 1985. - Exterior: Situated on .53 acres featuring four multi-level mahogany decks, landscape lighting, Andersen windows, and fire/burglar alarms. - Recent Upgrades: Roof is under 15 years old; includes a new boiler and a new central air conditioning system. - Pool & Spa: Equipped with separate hot water heaters, filtration systems, and propane heaters. Recent updates include new tiles, marble dusting, and new jets, with a backwash system into a dry well. - Backup Power: Generac 22K propane generator with transfer switch. Interior Features: - Main Level: Open floor plan with cathedral ceilings and five skylights. Includes an entrance foyer, formal dining room, and an expansive living room. The primary bedroom features cathedral ceilings, built-in closets, and a full marble en-suite bath with a massaging jet bathtub. The chef’s Pedini-designed kitchen includes an island and Sub-Zero, Miele, Bosch, and GE Monogram appliances. This level also includes a washer/dryer closet, two additional bedrooms with cathedral ceilings, and a second full bathroom. - Lower Level: Large family room with Brazilian cherry floors, an additional large bedroom with an en-suite bathroom, a fifth bedroom, a play area, recessed lighting, and ample storage. Exterior Features: - Gardens: Multi-level gardens - Views: LI Sound, Mount Sinai Harbor, and Cedar Beach - Patio: Bluestone patio

32 Contessa Court, Port Jefferson

$3,199,000

5 Beds ⋅ 8 Baths ⋅ 1004985 MLS

Experience unparalleled luxury and architectural grandeur in this extraordinary 15,092-square-foot estate where exceptional craftsmanship and resort-style amenities converge. Privately set behind a gated entrance with a circular driveway, this magnificent residence situated on 1.8 acres offers 5 bedrooms, 8 bathrooms, a 4-car garage, and an impressive array of indoor and outdoor living spaces designed for both lavish entertaining and comfortable everyday living. A dramatic entry foyer makes a lasting impression with a sweeping bridal staircase, a striking double-sided fireplace, and a spectacular illuminated stained-glass ceiling. Throughout the home, exquisite wainscoting, coffered ceilings, custom cornice moldings, and seven fireplaces showcase the meticulous attention to detail and superior quality of construction. The expansive main level features 13 beautifully appointed rooms, including elegant formal living and dining rooms, a richly appointed library, a spacious den, and two generously sized bedrooms. Every bedroom in the home enjoys the privacy and convenience of its own en-suite bath. The gourmet chef's kitchen is outfitted with premium Bosch, Wolf, and Sub-Zero appliances, offering the perfect setting for culinary excellence and entertaining. The luxurious primary suite serves as a private sanctuary, featuring a gracious sitting area, an expansive dressing room, and a spa-inspired en-suite bath complete with a soaking tub, oversized walk-in shower, dual vanities, and private balcony. A unique spiral staircase provides direct access from the suite to the indoor pool and sunroom, creating an unparalleled retreat experience. One of the home's most remarkable features is the enclosed sunroom, which houses a heated indoor in-ground pool and serves as a year-round resort oasis. This spectacular space also includes a fireplace, full bath, and built-in BBQ area, seamlessly blending relaxation and entertainment. An elevator services all four levels of the residence, providing effortless access throughout. The fully finished lower level offers an exceptional collection of amenities, including a media room, full kitchen, climate-controlled wine room, office, den, billiards room, and extensive recreation and gathering spaces. The outdoor grounds are equally impressive, highlighted by a heated saltwater in-ground pool surrounded by an expansive paver patio. A beautifully designed cabana features an outdoor kitchen, BBQ, and fireplace, creating the ultimate setting for outdoor entertaining and relaxation. Completing this extraordinary estate is a stately slate roof, further emphasizing the home's enduring quality and elegance. A rare offering of remarkable scale and distinction, this one-of-a-kind estate delivers an unmatched lifestyle of luxury, privacy, and resort-inspired living.

98 Cliff Road, Port Jefferson

$1,388,000

5 Beds ⋅ 5 Baths ⋅ 1009076 MLS

Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street near the water and discover this custom home in a Beach and Country Club community. The 1.61 acre wooded lot offers privacy with oval driveway and brick walkway to front door. Custom built by "Clarendon", this 4,252 sq ft home features open spaces and lots of light for today's living and entertaining with its huge deck, in-ground pool, 5 bedrooms, 4.5 baths , plus oversize primary with renovated bath and additional room for visiting parents and /or guests on main floor. The Village of Belle Terre has been designated as a bird sanctuary, has a private beach for residents, a park with children's playground, a pickle ball court, a summer program for children, and residents are also welcome at the Port Jefferson Country Club for golf membership. Belle Terre is located adjacent to quaint Port Jefferson Village with restaurants, shops, Library, Ferry to Bridgeport, deep water mooring for boats and 2 major hospitals. Belle Terre truly is "a beautiful place to live!"

6 Cliffside Drive, Port Jefferson

$999,000

4 Beds ⋅ 3 Baths ⋅ 962515 MLS

PRICE REDUCED!!! SELLERS ARE MOTIVATED! Move-in ready, this Harbor Hills post modern home offers a blend of sophisticated updates and timeless charm. The home has been fully renovated to meet the expectations of modern living. Boasting 4 bedrooms and 3 full baths, the bright, open-concept main floor is filled with natural light throughout, across its contemporary design. The sleek, updated kitchen is a chef’s dream, featuring modern cabinetry, a dedicated wine storage area, and a stylish breakfast bar—perfect for both entertaining and everyday living. On the upper level, the expansive primary suite is a true retreat at over 600 square feet, complete with a double doors, vaulted ceiling, cozy sitting area, custom walk-in closets, and a spa-like ensuite bathroom. You will also find two additional bedrooms and an updated full bath on this level. The lower level offers exceptional flexibility, providing endless possibilities, whether you envision it as a home office, guest quarters, or an inviting family room, and it even includes a full bath and private outside entrance for added convenience. Downstairs, the basement level provides entertaining space with a media room, as well as a storage room with laundry. Set on over half an acre of exquisitely landscaped grounds, the property is a private oasis, complete with a semi in-ground heated pool—ready for this summer's enjoyment. What truly sets this home apart is its location and lifestyle access: Its prime location, within the desirable Port Jefferson School District is near the LIRR, and just a short walk to the beach, golf course, hospitals, and Port Jefferson Village, where you will find the local charm and character of the live theater, parks, shops and restaurants, the convenience of the ferry to New England and even enjoy the marina with waterfront dining and beautiful sunsets over the LI Sound. Residents of the Incorporated Village of Port Jefferson have access to the sought-after north shore lifestyle, with resident-only access to multiple beaches on the Long Island Sound. Port Jefferson is a boater's dream, with several private and public marinas just minutes from Harbor Hills, and easy access to Port Jefferson Harbor offering fishing and water sports. For those considering a move away from the pace of city living, this home offers the opportunity to embrace a more relaxed, coastal lifestyle—without compromising on convenience, connectivity, or quality of life. You'll want to embrace the lifestyle that this North Shore location offers! PLEASE NOTE: With a tax grievance already in progress, the next owner is well-positioned to realize potential annual savings of approximately $2,000–$3,000 for the 2027 tax year. Tax grievance letter attached.

87 Soundview Drive, Port Jefferson

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.