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604 High Street, Port Jefferson
$739,000
3 Beds ⋅ 3 Baths ⋅ 961083 MLS
Welcome to the vibrant Village of Port Jefferson, where your dream home awaits! Step inside this inviting ranch-style residence and be captivated by the rich warmth of the polished hardwood floors that stretch throughout the living areas. The kitchen features exquisite granite countertops, paired with modern stainless steel appliances, creating a perfect blend of style and functionality for any home. The open floor plan seamlessly connects the living, dining, and kitchen spaces, making it ideal for entertaining friends and family. A separate thermostat system ensures your comfort year-round, allowing you to customize the climate to your liking. Nestled within walking distance to the charming shops, restaurants, and cafes of the Village, as well as the Long Island Railroad and the Port Jefferson Ferry, you're never far from adventure and activities. This home was tastefully refurbished in 2002, ensuring it boasts contemporary comforts while retaining its charming character. It's drenched in natural light, with generous windows that allow the sun to flood each room, creating an inviting and cheerful atmosphere. The main level features three spacious bedrooms, each designed to provide a tranquil retreat, along with three beautifully updated bathrooms that showcase modern fixtures and exquisite tile work. The fully finished lower-level basement, equipped with convenient outside access, offers a versatile space perfect for a home gym, entertainment room, or additional guest accommodations—there’s truly plenty of room for relaxation and fun. Picture yourself sipping your favorite beverage on the rear deck, basking in the tranquility of your surroundings during a lazy afternoon. Don't miss out on this incredible opportunity to live in a fantastic community that balances charm, convenience, and comfort—your dream home is here!

604 High Street, Port Jefferson
107 Red Oak Court, Port Jefferson
$735,000
4 Beds ⋅ 3 Baths ⋅ 982631 MLS
LOCATION is key here! This colonial with in ground pool is located on a DOUBLE cul de sac in the highly sought-after community of Harbor Hills in Port Jefferson Village. NOTE: Expected tax reduction of $3,400 annually. Close proximity to Stony Brook University, Stony Brook Hospital and Research center, Northwell Mather hospital, Saint Charles Hospital, and the picturesque harbor-front village just a stone's throw away. This is the ideal opportunity to experience the best of Long Island living that Port Jefferson has to offer, including private beaches, parking privileges, and top-rated blue ribbon schools. The main level hosts one primary bed with a private full bathroom, while an additional primary suite is on the upper level with a shared Jack and Jill bathroom. Upstairs also has hardwood flooring under carpet! With an in-ground pool featuring loop lock cover, two cozy fireplaces, gleaming hardwood floors, newer windows, and the convenience of gas on the block for future conversion, this home has it all. The roof was redone approx 2018 and the heating system was also updated in recent years. The extended driveway provides ample parking, and the meticulously maintained grounds showcase front and back inground sprinklers and a deck with pergola blooming with wisteria in the spring and summer for outdoor enjoyment. The versatile layout has been thoughtfully expanded and can be utilized to suit your living needs, whether you desire an optional home office, den, or recreational space - (wall in living room was closed and can be reopened).

107 Red Oak Court, Port Jefferson
108 High Street, Port Jefferson
$735,000
4 Beds ⋅ 3 Baths ⋅ 991204 MLS
BACK ON THE MARKET!!! Circa 1855, the Captain Lewis Tooker Home sits prominently in Port Jefferson Village, offering historic charm with thoughtful modern updates. Designed by architect Geysea Sarkkany, this residence features a chef’s kitchen equipped with a 6-burner Viking stove, cabinetry, and a center island, oversized walk-in pantry. Just off the kitchen is a large formal dining room, two formal living rooms with gas fireplace, and a flexible layout offering 3–4 bedrooms, including an office or optional fourth bedroom. Third floor Scenic views of Port Jefferson Harbor. Recent improvements include heating system upgrades with a new radiator and rebalanced lines for improved efficiency, concrete repairs to the rear chimney, and the addition of a gas line for a fireplace insert. Exterior updates include a widened driveway with new blacktop/Belgian block border, white PVC fencing with gate, and additional wood picket fencing along the side and rear. The home has been newly sided, and the roof is approximately 15 years old. Additional features include central air conditioning, separate hot water heater, a detached two-car garage and back yard patio. 2 blocks from shopping and events in Port Jefferson Village, residents enjoy access to village beaches, country club amenities, live music, seasonal festivals. TAX GRIEVANCE FILED

108 High Street, Port Jefferson
11 Gladysz Way, Port Jefferson
$734,000
4 Beds ⋅ 3 Baths ⋅ 889108 MLS
Welcome to 11 Gladysz Way, a beautifully cared-for 4-bedroom, 2.5-bath colonial nestled on a quiet cul-de-sac in the heart of Port Jefferson. This inviting home offers the perfect blend of comfort, space, and convenience—all within the sought-after Comsewogue School District. Step inside to a warm and spacious first floor featuring a formal living room with a wood-burning fireplace, a bright eat-in kitchen, formal dining area, and a generous family room—ideal for everyday living and entertaining. A convenient powder room rounds out the main level. Upstairs, you'll find four well-proportioned bedrooms, including a private primary suite with en-suite bath, plus a full hall bathroom for guests or family. Additional features include: 2,078 sq ft of living space Full, unfinished basement with potential to customize One-car attached garage Central air & natural gas heating Low-maintenance yard on a quiet, 0.18-acre lot Built in 2005 with modern construction and systems Located just minutes from Port Jefferson Village, the ferry, and local shops, 11 Gladysz Way offers a peaceful lifestyle with quick access to everything you need. Don’t miss your chance to make this move-in-ready gem your own—schedule your showing today!

11 Gladysz Way, Port Jefferson
18 2nd Avenue, Port Jefferson
$733,000
4 Beds ⋅ 2 Baths ⋅ 1020092 MLS
This charming country home on a quiet street in Port Jefferson is filled with natural light and features beautiful craftsman finishes. The main living spaces have an open flow, offering spacious rooms with hardwood floors, even under most carpets upstairs. The versatile layout includes a first-floor bedroom perfect for a home office and a three-season sunroom. An original wide craftsman staircase leads to a large landing, three generous bedrooms, and a full bath on the second floor. Updates include a newer gas heating system, stone countertops, and stainless steel appliances. The oversized two-car garage with loft and garden shed is perfect for storage or workspace, all set amid mature gardens and a lush, flowing lawn. Community offers exclusive beaches, private golf & tennis club, deep water harbor with 4 marinas and community center with year-round events, farmer's market and festivals. Taxes shown include township and incorporated village with no deductions.

18 2nd Avenue, Port Jefferson
600 Scraggy Hill Road, Port Jefferson
$725,000
4 Beds ⋅ 3 Baths ⋅ 1005104 MLS
Updated and impeccably maintained 4BR/2.5Bth Colonial offering the perfect blend of comfort, quality and location. Enjoy a low-maintenance private backyard ideal for relaxing or entertaining without too much upkeep. Nestled near playgrounds, parks, elementary school, and fields! Wood burning fireplace and hardwood flooring. Media room has projector, screen, speakers or can be the DR. Primary w/ensuite bthrm. System 2000 Energy Kinetics oil burner! Port Jefferson School District! Note: Tax grievance in progress for 2026/2027.

600 Scraggy Hill Road, Port Jefferson
3 Settlers Path, Port Jefferson
$725,000
4 Beds ⋅ 2 Baths ⋅ 998411 MLS
Charming ranch nestled on a quiet country-like street offering peace, privacy, and easy one-floor living. Well maintained with newly finished wood flooring throughout and freshly painted walls. Bright and inviting layout with spacious living areas, wood burning fireplace, offering a private bedroom with ensuite bathroom and separate entrance. Great opportunity to enjoy the lifestyle of Port Jefferson's private beaches, golf course, and renowned school district!

3 Settlers Path, Port Jefferson
216 Glenwood Lane, Port Jefferson
$725,000
5 Beds ⋅ 3 Baths ⋅ 898981 MLS
Sprawling light filled 5 BR, 3 Bath home - two floors with room for all! 2 BRs on main floor, 3 BRs up. Ideal for multi-generational living (Extra Kitchen cabinets in the basement). Originally built as a 3 BR ranch with a huge 2nd story addition which has more than doubled the size of the original home. Full basement with OSE, 1 car garage, private backyard. Many updates, New roof (2023) CAC, hardwood floors, solar panels, Three Village Schools. Expired rental permit can be renewed by buyer. Whole house is with CO in place.

216 Glenwood Lane, Port Jefferson
115 Red Oak Court, Port Jefferson
$720,000
3 Beds ⋅ 3 Baths ⋅ 959457 MLS
OPEN HOUSE CANCELLED SUNDAY DUE TO SEVER WEATHER! Discover your dream home nestled in a serene cul-de-sac within the highly coveted Village of Port Jefferson. This lovely large ranch offers the convenience of one-story living, featuring original details that create a warm and inviting atmosphere. With a thoughtful layout, you’ll find both primary and guest bedrooms conveniently located on the first floor, complemented by beautiful wood floors throughout.This property presents a blank canvas, inviting you to add your personal touches and make it truly your own. The oversized full basement includes a garage at the basement level, providing ample storage and versatility.Step outside to your private woodland lot, complete with an inviting in-ground pool, perfect for colling off on those hot summer days. Enjoy the vibrant lifestyle of Port Jefferson, just seconds away from charming village shopping, exciting restaurants, the ferry, and mass transportation options.Seize the opportunity to live in a bustling summer downtown, where picturesque scenery and a vibrant community await you. Don't miss out on this exceptional home!

115 Red Oak Court, Port Jefferson
199 N Country Road, Port Jefferson
$715,000
3 Beds ⋅ 3 Baths ⋅ 1024284 MLS
Charming Cape in the Heart of Port Jefferson Village Filled with timeless charm and character, this beautifully maintained Cape offers the perfect blend of classic style and comfortable living. The spacious eat in kitchen offers abundant cabinetry and storage, along with a charming Dutch door providing easy access to the outside. Formal dining room opens to the den with gas fireplace and living room with a wood burning fireplace, all made for a warm and cozy home. The first floor includes a dedicated laundry space, powder room and a spacious primary bedroom suite with a large private bath, oversized tub, and separate shower. Upstairs offers two additional bedrooms and a full bath, providing plenty of space for family and guests. The charming enclosed porch is highlighted by a custom built brick indoor grill with propane hookup and a professionally vented hood, Separate heat zone offering a one of a kind setting for gatherings in every season. Step outside to your own private backyard retreat with a beautiful in ground pool, outdoor shower, and a Spacious Pool House complete with a spiral staircase leading to a versatile loft, perfect for a home office, studio, recreation room, or guest space. Additional features include a full basement with an outside entrance, two separate driveways providing ample parking, and exceptional outdoor living spaces. Ideally located in the sought after Village of Port Jefferson, this home is just minutes from the waterfront, restaurants, boutique shopping, parks, beaches, marinas, and year round community events. Convenient to Stony Brook University Hospital, Mather Hospital, the Long Island Rail Road, major roadways, and all the amenities that make Port Jefferson Village one of Long Island's most desirable places to call home. A rare opportunity to own a home filled with warmth, character, and endless possibilities in an exceptional location.

199 N Country Road, Port Jefferson
123 Foxdale Lane, Port Jefferson
$702,895
3 Beds ⋅ 2 Baths ⋅ 992714 MLS
Welcome to 123 Foxdale Lane, a beautifully maintained residence nestled in Port Jefferson, and Three Village School District, offering privacy, space, and enduring character just moments from the charm of the Village and its waterfront amenities. Set on a serene property surrounded by mature landscaping, this home reflects true pride of ownership and presents an exceptional opportunity to enjoy as-is or personalize over time. The expansive backyard is a standout feature, showcasing a diverse collection of mature, professionally maintained trees that create a peaceful, park-like setting. Towering canopies and lush greenery provide natural privacy, while ongoing care by a certified arborist ensures long-term health and beauty. Inside, original oak flooring runs throughout the home, adding warmth and timeless appeal. The kitchen is finished with durable Coretec flooring, offering everyday functionality with a clean, practical layout. The lower level provides valuable additional living space, featuring a private living suite with new carpeting and a full bath—ideal for extended living or guest accommodations. This home has been consistently cared for, with major improvements including a replaced roof, siding, and windows—providing important peace of mind. Comfort is supported by central air conditioning and a top-of-the-line Boch water heater installed approximately three years ago. A meticulously maintained Pacific Energy wood-burning stove, compliant with Town of Brookhaven requirements, efficiently heats the entire first floor, adding both charm and practical efficiency. Outdoor living is further enhanced by a spacious double deck, perfect for entertaining or relaxing in your private setting. A two-zone in-ground sprinkler system services the front yard, ensuring ease of maintenance. Additional highlights include a generator-ready electrical panel with a transfer switch, offering added preparedness and convenience.

123 Foxdale Lane, Port Jefferson
35 Timberline Circle, Port Jefferson
$700,000
3 Beds ⋅ 2 Baths ⋅ 1032464 MLS
Welcome to 35 Timberline Circle, a beautifully updated, move-in ready three-bedroom, two-bath residence in the highly sought-after Riviera community of Port Jefferson. Offering the ease and convenience of one-level living, this exceptional home features a lovely open floor plan designed for both comfortable everyday living and elegant entertaining. The sun-drenched living space is highlighted by a cozy fireplace, expansive windows, and sliding glass doors that frame peaceful, scenic views while seamlessly blending indoor and outdoor living. Featuring a beautiful patio and inground sprinklers. Thoughtfully updated throughout with timeless finishes, this residence offers effortless style and comfort in one of the Riviera's most desirable locations, just moments from the community pool while maintaining a peaceful, private setting. Enjoy the best of Long Island living just moments from the waterfront charm of Port Jefferson Village, with its boutique shopping, renowned restaurants, marinas, beaches, parks, the Port Jefferson Ferry, the Long Island Rail Road, and Stony Brook University and Hospital. A rare opportunity to own one of the Riviera's most sought-after models in an exceptional location where luxury, convenience, and lifestyle come together beautifully

35 Timberline Circle, Port Jefferson
330 E Broadway, Port Jefferson
$700,000
5 Beds ⋅ 4 Baths ⋅ 911948 MLS
Property Lovers’ Delight in Port Jefferson! Nestled on 1.5 acres of secluded, wooded beauty, this expanded ranch offers endless possibilities in one of the most highly sought-after Port Jefferson locations. Perfectly blending privacy and charm, this home features large, open rooms, Grand Living Room, Spacious Family Room, Eat in Kitchen, Five Spacious Bedrooms, and 3.5 bathrooms—providing all the space you could ever need. From cozy family gatherings to hosting unforgettable celebrations, this home has the flexibility and comfort you’ve been searching for. With its serene setting and versatile layout, it’s a true dream property for those who value both space and tranquility. Your private retreat awaits—this house has everything you’re looking for!

330 E Broadway, Port Jefferson
56 Leeward Court, Port Jefferson
$695,000
2 Beds ⋅ 3 Baths ⋅ 1019153 MLS
Welcome to this beautifully maintained 2-bedroom, 2.5-bath home in The Highlands, featuring a versatile bonus room, beautiful hardwood floors, picturesque pond views, and numerous recent updates. The updated kitchen offers granite countertops, stainless steel appliances, gas cooking, and a Bosch dishwasher. French doors in the living room open to picturesque views of the backyard pond, creating a peaceful outdoor setting. The spacious primary suite features French doors, abundant natural light, an ample-sized closet, and a beautifully updated en-suite bathroom. Major mechanical updates include central air conditioning, a furnace, and a washer, all approximately six months old, along with a newer hot water heater. The primary bathroom and first-floor half bath were tastefully renovated in 2023-2024, with the primary bathroom featuring custom glass shower doors installed in 2024. Additional highlights include forced hot air heating, a gas fireplace, carpeting replaced approximately 2.5 years ago, a repaved driveway completed last year, and an attached garage with an automatic door opener. Enjoy the benefits of a low HOA that includes WiFi, cable, snow removal, garbage removal, access to a saltwater pool, fitness center, tennis courts, and more. Ownership includes access to two private village beaches, including a designated dog beach and West Beach, along with eligibility for discounted membership at the Port Jefferson Country Club. Offering numerous recent improvements, quality finishes, and an extensive list of amenities, this home combines comfort, convenience, and thoughtful updates throughout.

56 Leeward Court, Port Jefferson
2 Puritan Path, Port Jefferson
$680,000
3 Beds ⋅ 3 Baths ⋅ 911487 MLS
Welcome to this delightful 3-bedroom, 2.5-bathroom colonial home situated in the coveted Harbor Hills Estates neighborhood of Port Jefferson. This residence combines comfort and convenience with modern amenities, making it the perfect place to call home. Step inside to discover an updated kitchen featuring stainless steel appliances, including a microwave and wine fridge—ideal for both everyday living and entertaining. The spacious living room boasts a cozy wood-burning fireplace, creating a warm and inviting atmosphere. The sun-filled bonus room is a standout feature, with an abundance of windows and separate entrances to the front of the home, rear yard, garage, and kitchen. This versatile space can be used as a home office, playroom, or additional living area. The home also features a charming paver stone covered front porch entry, perfect for enjoying your morning coffee. At the rear, a maintenance-free composite deck invites you to relax and entertain, complete with a fire pit for cozy gatherings. Enjoy the benefits of central air, mini-split in the bonus room, gas heat, and hot water, ensuring year-round comfort. The full basement provides ample storage and potential for additional living space. Recent updates, including newly refinished hardwood floors and fresh paint, make this home truly move-in ready. Residents of Port Jefferson enjoy fantastic amenities, including free parking in downtown and at the Port Jefferson train station, as well as access to private resident beaches in an Award Winning School District. With shopping, transportation, and three major hospitals nearby, this location offers both convenience and lifestyle. According to the "TAX HAMMER" the new owner can expect to win a tax grievance and lower their taxes by $2700 a year. Don’t miss the opportunity to make this charming colonial your own!

2 Puritan Path, Port Jefferson
11 Old Post Road E, Port Jefferson
$673,000
3 Beds ⋅ 3 Baths ⋅ 970388 MLS
Suffolk detached family, 3B3B, large living room with fireplace, spacious and bright dining room, plus legal basement, with CO. There is a driveway garage, plus a sunroom. School district: High school A, Junior High School A, Elementary School A- The land is approximately 90x 120, with an annual property tax of 14,099.22 It is a 15-minute drive to Stony brook university, 4 minutes to LIRR, and 4 minutes to port Jefferson Beach.

11 Old Post Road E, Port Jefferson
36 Sea Court Lane, Port Jefferson
$670,000
3 Beds ⋅ 3 Baths ⋅ 1001257 MLS
Discover exceptional value in the heart of Port Jefferson Village with this beautifully maintained 3-bedroom, 2.5-bath townhouse in the desirable Town & Country community. Offering nearly 1,900 square feet of living space, this move-in-ready home combines comfort, convenience, and coastal charm. The main level features a bright, open-concept layout with high ceilings, a cozy gas fireplace, and sliding glass doors that lead to a private deck with awning - perfect for relaxing or entertaining. Enjoy year-round comfort with central air, natural gas heating, and the added convenience of a private attached garage. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite, along with two full bathrooms designed for both functionality and comfort. Nestled within the meticulously maintained Town & Country community, residents enjoy beautifully landscaped grounds along with exclusive access to Port Jefferson Village amenities. Ideally located just minutes from charming shops, restaurants, waterfront parks, and the ferry, this home offers an unbeatable combination of space, location, and lifestyle.

36 Sea Court Lane, Port Jefferson
126 Foxdale Lane, Port Jefferson
$665,000
3 Beds ⋅ 2 Baths ⋅ 987444 MLS
Located in the highly sought-after Three Village Central School District, this move-in ready ranch is a rare opportunity to secure a home in one of Long Island’s coveted towns at an appealing price point with LOW taxes! The home offers a wide, functional layout with a large living room, formal dining area, and a spacious eat-in kitchen with strong potential to open up and modernize if desired. Natural light flows throughout, and the overall footprint gives you flexibility whether you’re looking for move-in ready or future upside. Featuring 3 generously sized bedrooms, including a primary suite with its own full bathroom and ample closet space, the layout is both practical and efficient for everyday living. The full unfinished basement spans the entire footprint of the home, creating a true value-add opportunity. With the potential for a separate entrance, this space is ideal for extended living, recreation, storage, or a future finished setup that can significantly increase value. Set on a large, flat property, the backyard offers the perfect setup for entertaining, expansion, or adding a pool. There’s real usable space here—not something you find at this price point in this district. Additional highlights include an attached garage, oversized driveway with ample off-street parking, and located just minutes from Main Street Port Jefferson, The Bridgeport Ferry, Stony Brook Hospital, major roadways, shopping, dining, and everything the surrounding Three Village area has to offer.

126 Foxdale Lane, Port Jefferson
515 High Street Unit #18, Port Jefferson
$660,000
3 Beds ⋅ 3 Baths ⋅ 997206 MLS
Stunning, sun-filled 3 bedroom end unit condo in the most private location and ideal proximity to detached garage. Offering an updated kitchen, flowing hardwood floors, ample storage, private deck and balcony. The primary suite has large closet and en-suite bath. The full finished basement, with high ceilings, offers generous sized room, lots of storage, a laundry room and egress window. (Optional front load washer/dryer location on the 2nd floor.) Complex perfectly situated to offer natural surroundings, with mature plantings, all within 3 blocks of the downtown area. All village amenities. Taxes shown include both the town and the village. Both are eligible for approximately 5% reduction each. Floorplan and virtual tours available.

515 High Street Unit #18, Port Jefferson
705 Brewster Drive, Port Jefferson
$650,000
2 Beds ⋅ 1 Baths ⋅ 972327 MLS
Lovely Ranch in cul-de-sac neighborhood. Ideally located on .34A a quiet street, this 2 bedroom home offers a great opportunity for starters or those looking to down size. Formal dining and living rooms, Den with wood burning fireplace and sliders to backyard. Generous kitchen leads to laundry room, OSE and 1.5 car garage. Roof and siding is 15 years old. All village amenities. Taxes shown include the TOB and PJ village with no deductions.

705 Brewster Drive, Port Jefferson
120 Rustic Road, Port Jefferson
$650,000
5 Beds ⋅ 3 Baths ⋅ 948577 MLS
Located on a quiet block in Port Jefferson, with low village taxes at $2,427.96, this spacious five-bedroom, three-bath residence offers a flexible layout with two legal kitchens and separate entrances. The home features new doors and windows, a wood-burning fireplace, gas cooking, and a full basement with partially finished space. The backyard includes a built-in kidney-shaped pool, providing a great foundation for outdoor enjoyment. This property presents a unique opportunity with strong structural features, generous square footage, and multiple functional spaces — offering exceptional potential to customize and add value in a desirable Port Jefferson location.

120 Rustic Road, Port Jefferson
7 Nicholas Street, Port Jefferson
$649,000
3 Beds ⋅ 2 Baths ⋅ 959602 MLS
Charming 1928 Colonial, lovingly maintained, featuring a detached 2-car garage, updated spacious EIK, new bathroom offering radiant heated floors, natural gas heat, sewers! Enjoy a private backyard oasis with hot tub, outdoor shower, patio, treehouse and natural gas bbq grill which conveys. Perfect for relaxing or entertaining. Low Taxes! Experience the ultimate country club lifestyle of Port Jefferson Village. Golf, private beach, and a rich array of arts and culture. Stroll through the charming boutiques, cafes, and top-tier restaurants, or take in live theatre and the vibrant harbor front park where sunsets, music and community events create beautiful moments. Renowned Port Jefferson SD and just minutes to LIRR, Ferry, University and Hospitals!

7 Nicholas Street, Port Jefferson
105 Rustic Road, Port Jefferson
$635,000
4 Beds ⋅ 3 Baths ⋅ 942446 MLS
This is a unique opportunity to purchase this spacious 9-room, 4-bedroom, 2.5-bath colonial home in Port Jefferson Village at an incredible price. The home features hardwood floors throughout, an in-ground pool with a loop loc cover, and a home office with a fireplace and an outside entrance, making it ideal for anyone who sees clients or works from home. This home is located just 1 mile from the Village Center. Village perks include exclusive resident access to beaches, tennis and pickleball courts, parks, and reduced membership fees at the Port Jefferson Country Club with an 18-hole golf course and clubhouse overlooking Mt. Sinai Harbor. The village is known for its waterfront festivals and concerts, restaurants and pubs, farmers markets, art exhibits, as well as mooring and dock rights, kayak racks, and proximity to the PJ train station (less than a mile), Stony Brook University and Hospital (6 miles), and the ferry to Connecticut. Explore all the village has to offer at: https://Portjeff.com/village-info. Taxes include the Village tax.

105 Rustic Road, Port Jefferson
22 Midland Avenue, Port Jefferson
$625,000
4 Beds ⋅ 2 Baths ⋅ 961445 MLS
Welcome to this centrally located high ranch in the heart of Port Jefferson, set on a quiet dead-end street just moments from village amenities, dining, shopping, and waterfront attractions. This thoughtfully updated home features a renovated kitchen, modernized bathrooms, and an open, functional layout designed for flexible living. The upper level offers two spacious bedrooms and one full bath. The lower level includes two additional bedrooms, one full bath, and a walk-out, providing ideal space for extended family, guests, or home office needs. Located within the highly regarded Port Jefferson School District, this home offers both comfort and convenience in a prime location.

22 Midland Avenue, Port Jefferson
105 Willis Avenue, Port Jefferson
$615,000
2 Beds ⋅ 2 Baths ⋅ 916610 MLS
Welcome to 105 Willis Avenue – A Charming, Turnkey Gem in the Heart of Port Jefferson Village Nestled on a quiet street just moments from the vibrant downtown of historic Port Jefferson, this beautifully maintained 2-bedroom, 2-bathroom home offers the perfect blend of charm, comfort, and convenience. Step inside to a bright and inviting foyer that opens seamlessly into a spacious, open-concept layout—where the formal dining area connects effortlessly with the kitchen and cozy living room. The kitchen boasts stainless steel appliances, quartz countertops, and vaulted ceilings with skylights that bathe the space in natural light. The living room, complete with a vaulted ceiling and gas fireplace, is a warm and welcoming retreat—perfect for relaxing on chilly winter evenings. A newly installed Andersen sliding glass door leads to a private back deck, ideal for outdoor entertaining or enjoying summer meals al fresco. The main level also features a generously sized bedroom and a full bathroom with dual access—conveniently positioned for guests or first-floor living flexibility. Upstairs, you'll find a spacious second bedroom with a private en-suite bathroom, offering a peaceful and private escape. This move-in-ready home is loaded with upgrades for your peace of mind, including a new hot water heater, new furnace and central AC system, new high-capacity washer and dryer, new security system, and a LeafFilter gutter system. An in-ground irrigation system keeps the landscaping lush and low-maintenance. All of this is just a short distance from the charming shops, restaurants, parks, and stunning waterfront of Port Jefferson Village—plus easy access to the Port Jefferson ferry for quick trips to Connecticut and beyond. Don’t miss the opportunity to own this low-maintenance, stylish home in one of Long Island’s most desirable communities!

105 Willis Avenue, Port Jefferson
135 Howard Street, Port Jefferson
$610,000
3 Beds ⋅ 3 Baths ⋅ 1005217 MLS
Extended Ranch with a New Legal Accessory Apartment. Home Features: Large Living Room with new Bay Window. Hardwood Flooring Throughout. 3 Season room with Skylight, Bar with running Water, TV, Sliding Doors to Deck and Back Yard. Eat-in Kitchen with Wine Refrigerator, 5 Burner Stove, Ceiling Fan and Large Picture Window overlooking the back yard. Master Bedroom with1/2 Bath. Ceiling Fans in every Bedroom. Family Bathroom with Skylight. Den with 2 Skylights and a Loft. Beautiful Back Yard with a Hot Tub Room with an Outdoor Shower. Shed with Electric. Detached 2 Car Garage with Electric. Fire & Smoke Alarms Wired. New Cesspool (Fuji Clean). Generator. Must See!

135 Howard Street, Port Jefferson
515 High Street Unit #10, Port Jefferson
$600,000
2 Beds ⋅ 3 Baths ⋅ 961706 MLS
Step into luxury and lifestyle with this fully renovated Bracken-built townhouse, ideally located in the heart of Port Jefferson Village. No expense was spared in this meticulous remodel: showcasing 2x6 construction, elegant refinished hardwood floors throughout, and custom millwork including handcrafted stair rails and moldings. The brand-new kitchen features Frigidaire Gallery Series appliances, ceramic tile flooring, and sleek Silestone countertops. All bathrooms have been gutted and reimagined with Hans Grohe fixtures and new Velux skylights, offering spa-like serenity. Enjoy seamless indoor-outdoor living with new energy-efficient entry doors, Andersen screen doors, and TimberTech decking in both the front and rear — perfect for relaxing with courtyard views. Recent upgrades include two replaced heat pumps, new sliding glass doors, and enhanced insulation for year-round comfort. Brand new custom window shades though out. Village Perks & Lifestyle Live where others vacation — with exclusive resident access to beaches, tennis and pickleball courts, parks, live theater, waterfront festivals, farmers markets, art exhibits, and the vibrant Village Center. Enjoy renowned Port Jefferson schools, mooring and dock rights, kayak racks, and proximity to the PT train station (less than a mile), three major hospitals, and the ferry. This isn’t just a home — it’s a gateway to a new lifestyle. Explore all the village has to offer at :https://Portjeff.com/village-info

515 High Street Unit #10, Port Jefferson
515 High Unit #17, Port Jefferson
$599,000
2 Beds ⋅ 3 Baths ⋅ 850555 MLS
Welcome to this beautifully remodeled townhouse situated in the vibrant heart of the Village of Port Jefferson. This spacious residence encompasses 1,700 square feet, featuring two generously sized bedrooms and two and a half modern bathrooms. The interior boasts elegant hardwood floors throughout the main living areas, complemented by stylish ceramic tile and plush carpet in the bedrooms for added comfort. Natural light floods the space through high-quality Pella windows, and the sliding glass doors seamlessly connect the living area to an inviting deck—perfect for outdoor relaxation and entertaining. This townhouse also includes three dedicated parking spots, one of which is a private garage, ensuring ample space for you and your guests. Recently refurbished, the unit showcases updated bathrooms and fresh paint throughout, transforming the space into a welcoming retreat. The modern kitchen features brand-new appliances and a central island, ideal for culinary enthusiasts and casual dining alike. Enjoy the convenience of walking to the vibrant town, where you can explore shops, restaurants, and local attractions. This townhouse is a perfect blend of comfort, style, and location.

515 High Unit #17, Port Jefferson
20 Lillian Street, Port Jefferson
$590,000
3 Beds ⋅ 2 Baths ⋅ 1034140 MLS
Welcome to this charming 3-bedroom, 2-bathroom ranch in the desirable Port Jefferson area! This home features beautiful crown molding, vaulted ceilings, and a formal dining room, creating an inviting space for both everyday living and entertaining. The eat-in kitchen offers stainless steel appliances and plenty of functionality. The primary bedroom includes a walk-in closet and ensuite, while the attached 1-car garage provides convenient parking and additional attic storage space. Additional features include an alarm system and in-ground sprinkler system. Conveniently located near the train station, shopping, parks, dining, and more. Don’t miss this opportunity to make this Port Jefferson ranch your own—it won’t last long!

20 Lillian Street, Port Jefferson
122 Liberty Avenue, Port Jefferson
$589,500
2 Beds ⋅ 1 Baths ⋅ 934136 MLS
Step into a delightful blend of classic charm and modern convenience with this beautifully updated Cape Cod home! Located just one block from vibrant Port Jefferson Village, you'll enjoy easy access to boutique shops, delicious restaurants, and the picturesque harbourfront. The New Kitchen has just been updated with maple cabinets, quartz countertops, and stainless steel appliances. A beautiful New Full Bath, all New Windows, updated electric panel and new flooring throughout complete the picture. A lovely yard and detached 2 car garage with new garage door make this one something Very Special! All Port Jefferson Amenities included, resident-only beach rights too! Very low Taxes.

122 Liberty Avenue, Port Jefferson

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.

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