Refine Search
Sort by
$1,405,000
3 Beds 3 Baths 996204 MLS
Nestled on coveted Gillette Avenue in Bayport, this timeless traditional home offers the perfect blend of coastal charm, privacy, and refined living. Set on 1.02 lushly landscaped acres, the property is surrounded by mature plantings and designed for effortless indoor-outdoor living, complete with in-ground pool, expansive deck, electric awning, and serene backyard setting. Just down the road, enjoy breathtaking open bay sunset views that make this neighborhood one of Bayport’s most desirable locations.Built in 2010 and impeccably maintained, this 3-bedroom, 2.5-bath residence with a bonus room/potential 4th bedroom feels like new. A dramatic double-height entry foyer welcomes you into beautifully designed formal and casual living spaces, including a piano room, formal dining room, and an inviting family room with a wood-burning fireplace. The stunning custom kitchen features a center island and opens seamlessly to the den, creating the ideal layout for entertaining and everyday living.Upstairs, the spacious primary suite offers a private balcony overlooking the beautifully manicured grounds, a gas fireplace, and a luxurious bath with radiant heated floors. Two additional bedrooms, a full bath, laundry room, and versatile bonus room complete the second floor. Additional highlights include Brazilian cherry wood floors, full basement, 2.5-car garage, large mudroom, central air, irrigation system, house alarm, and two fireplaces. Close to Harrow School.

83 Gillette Avenue, Bayport

$1,375,000
5 Beds 4 Baths 942942 MLS
Welcome to this Exceptional South Bayport Colonial, where classic meets modern luxury. Step through the grand entry into a expansive open floor plan that connects the living room with the dining area. The formal living room features a wood burning fireplace perfect for hosting memorable holiday celebrations. The chef's kitchen equipped with top of the line appliances and a Sub-Zero refrigerator. Anchored by a island with hand painted Kohler sink and built in ice maker. Radiant heated floors throughout offer comfort, and a walk -in pantry adds for perfect storage. Stunning family room with cathedral ceilings and a cast-iron gas fireplace creates for cozy gatherings. From here, step into the bar room complete with custom bar and full solarium views of a perfectly landscaped backyard, ideal for unwinding with evening cocktails. The main level features a large bedroom and full bath-perfect for multigenerational living. Custom staircase leads to a serene primary suite , designed to capture sweeping views of the park like property. The luxurious bath includes a freestanding clawfoot tub and dual vanities. Three additional bedrooms and a laundry center complete the second floor. Fully finished basement features spacious recreation area perfect for poker nights and video gaming. An additional laundry center and large storage keeps life organized. The meticulously maintained gardens frame every corner with color and serenity. Drip system in gardens, 16 sprinkler zones. In the center of the yard is a built in salt water pool surrounded by pavers. Gatherings can be hosted around a custom barbecue center with grill and refrigerator. Unwind beneath the pavilion, where cool shade offers relaxation. The outdoor space is paired the a two car garage. Luxury with timeless design makes this your South Bayport dream.

85 Fairview Avenue, Bayport

$1,220,000
5 Beds 3 Baths 970779 MLS
Welcome to the Hamlet of desirable South Bayport! This expansive custom designed 4,000+ SF home situated on nearly half an acre offers old world grandeur, serenity and privacy. This 5 bedroom, (4 upstairs, 1 down), 3 bath home also offers a 535+ SF Great Room with high ceilings, herringbone slate floor, and oversized fireplace which is surrounded by floor to ceiling windows that overlook private backyard. A second fireplace can be enjoyed in the home's study/den. Work remotely from the Home Office, also on first floor. A very large open concept kitchen/ dining room with 9'9" ceilings with custom-made solid cherry cabinetry is accented by stainless appliances and gas cooking and 6 zone natural gas heating. The generous primary suite on the second floor has a roof deck and marble bathroom with jacuzzi tub. Detached oversized garage with 2nd floor loft space offers many possibilities. Unfinished basement with Bilco Doors. MORE PHOTOS COMING SOON Walking distance to the Great South Bay, Browns River East Marina and the Village of Sayville. Don't miss this incredible opportunity! Viewing by Appointment Only

133 Seaman Avenue, Bayport

$980,000
4 Beds 3 Baths 967119 MLS
Welcome to Gillette Ave — a beautifully updated 4-bedroom, 2.5-bath colonial just one block from the bay, offering the perfect blend of comfort, style, and coastal living. Step inside to an open-concept living and dining area that’s been thoughtfully redesigned for today’s lifestyle, featuring refinished floors that bring warmth and character to every room. The brand-new kitchen and stunning new primary bathroom add a fresh, modern touch that makes the home truly move-in ready. The first-floor laundry adds everyday convenience, and the full unfinished basement—spanning the entire length of the home—offers endless potential for storage, recreation, or future expansion. Outside, the property shines with professionally landscaped grounds, in-ground sprinklers, a manicured sod lawn, new plantings, and a border of arborvitaes that create both beauty and privacy. Summer days are made even better with a sparkling pool featuring a brand-new liner. With its prime Bayport location just steps from the water, this home delivers an inviting lifestyle where relaxation, recreation, and community come together. It’s the kind of place where memories are made, and every day feels a little like vacation.

41 Gillette Avenue, Bayport

$940,000
3 Beds 3 Baths 972086 MLS
Absolutely stunning, COMPLETELY UPDATED 25'-26', condo in the highly sought-after Bayport Meadows 55+ community. This turnkey townhouse (Amelia Model, Corner) offers 3 bedrooms and 2.5 baths, including a desirable first-floor primary suite. The main level features brand-new ceramic tile flooring throughout, spanning the kitchen, dining room, living room, powder room, primary bedroom, walk-in closet, laundry room, coat closet, and basement landing. The beautifully updated kitchen includes refinished cabinetry, a new backsplash, vented hood range, and a custom-crafted breakfast nook. Designer window treatments elevate the space, including silhouette blinds in the living and dining rooms, and Hunter Douglas wicker blinds with room-darkening features in the primary suite. The luxurious primary bathroom is a true showpiece, featuring Italian marble throughout, a striking mother-of-pearl feature wall, custom StarMark cabinetry, a soaking tub, and high-end Kohler (Calista style) plumbing fixtures, all complemented by elegant crystal lighting. Upstairs, the full bathroom has been completely renovated. Bedrooms feature new carpeting with upgraded padding, and existing wood flooring has been refinished. The loft area is enhanced with new railings and balusters and the basement is fully finished with multiple additional storage closets. Additional upgrades include: Fresh interior paint throughout Two forced-air vents added to the basement for heating and cooling Full ductwork cleaning and sanitization (May 2025) Furnace and A/C condenser scheduled for maintenance (April 2026)

89 Jims Trail, Bayport

$925,000
4 Beds 2 Baths 952589 MLS
Welcome to this charming 4 bedroom, 2 bath cape in the heart of Bayport. Step into an inviting open living space anchored by a wood burning fireplace that creates a perfect setting for gatherings. The updated kitchen features white cabinetry, stainless steel appliances that flow seamlessly into an oversized family room wrapped in natural light. A wood burning fireplace with shiplap backsplash make this ideal for relaxing. The back door leads to a trex deck and fenced in built-in pool, offering a retreat for summer fun. A first floor bedroom overlooks park-like grounds. The living room with versatile options for home office or den has lots of storage space. The newly renovated bathroom showcases a light oak vanity, mixed media tile and a spa-inspired walk-in shower w modern gold handheld fixtures. Upstairs three additional bedroom with updated full bath. This Bayport gem offers the best of Southshore living...perfect for todays lifestyle.

115 Academy Street, Bayport

$910,000
5 Beds 3 Baths 966740 MLS
Spacious and well-appointed over 3,000 sq ft farm ranch offering 5 bedrooms and 3 full bathrooms with a gracious layout designed for both everyday living and entertaining. The main level features a banquet-sized dining room, an expansive family room with a wood-burning stone fireplace, and a well-designed kitchen with an oversized island and adjoining dining area. The primary suite offers a private bath and walk-in closet, creating a comfortable retreat. Additional highlights include hardwood floors throughout, high ceilings, central air conditioning, a full basement, and an attached two-car garage. Outdoor features include a covered front porch welcoming you into the home and a private backyard with an in-ground pool featuring a brand new liner, ideal for summer enjoyment. The home is also topped with a brand new 50-year roof, offering long-term peace of mind. All located within a Blue Ribbon Award–winning school district. Don't miss this special home!

558 Gillette Avenue, Bayport

$880,000
4 Beds 4 Baths 954580 MLS
New Construction Cape in beautiful Bayport! This stunning home features 4 bedrooms and 3.5 baths with a bright, open layout designed for modern living. The heart of the home is a gorgeous open chef's kitchen with ample cabinetry, center island, and seamless flow into the living and dining area-perfect for entertaining. Enjoy radiant heat on all three floors for exceptional comfort and efficiency. The home also offers a full basement with C/O, providing additional living space and flexibility. Set on a spacious property with a large backyard, ideal for outdoor entertaining, gardening, or future pool potential. Additional highlights include natural gas utilities, quality craftsmanship throughout, and generous room sizes. A rare opportunity to own a brand-new home in desirable Bayport close to parks, marinas, shopping, and everything that the South Shore lifestyle has to offer.

28 Locust, Bayport

$875,000
3 Beds 2 Baths 961934 MLS
Sun-drenched and ideally situated on a highly desirable block, this expanded Cape offers the perfect blend of charm, space, and thoughtful updates. An extended driveway and welcoming front porch set the tone as you step into a cozy living room anchored by a gas fireplace with custom built-in cabinetry. Just beyond, a dedicated dining room creates an ideal setting for entertaining and everyday gatherings. The first floor features a versatile bedroom that easily functions as a bedroom or a home office, playroom, or den, complemented by gleaming newly sanded and stained oak hardwood floors and plush new carpeting throughout. Upstairs, the oversized primary bedroom provides a peaceful retreat, while the second bedroom offers the convenience of an en-suite layout. The newly finished and carpeted basement adds even more living space, featuring a relaxed den-style area plus an additional room ideal for entertaining, media, or hobbies. An unfinished section provides ample storage. Outside, the expansive property truly shines — a large backyard with a beautifully updated koi pond creates a private oasis, perfect for relaxing or hosting. The massive detached two-car garage offers incredible flexibility with room for vehicles, storage, or workspace. Additional upgrades include brand-new custom fencing around the front yard and along the sides of the property with two oversized gates, brand-new French doors to the lower-level bedroom/office, a new split unit upstairs, a brand-new rear deck, newly insulated and sheetrocked rear garage, insulated and plywood-finished front garage as well as custom crown and base moldings throughout. A rare opportunity to own a move-in-ready home with space, style, and a truly special outdoor setting.

94 Fairview Avenue, Bayport

$875,000
953243 MLS
Rare opportunity to own 2.14 acres of prime land in South Bayport. This expansive parcel has been fully excavated with utilities already brought to the property, saving time and significant development costs. Approved building plans to build an approximate 5,000 square foot Home with a multi car garage are in place as well as Suffolk County Department of Health Approval. Whether you’re looking to build a different style/size home now (with Town approval) or hold for endless possibilities this property offers exceptional flexibility. Conveniently located near local amenities, beaches, and major roadways. A truly unique offering with a true blank canvas. The sky is the limit! Check with the Town for a possible subdivision/easement with proper permits.

92 Oakwood Avenue, Bayport

$870,000
4 Beds 3 Baths 995646 MLS
Large and Beautifully Updated Ranch with a Lot of Bright and Welcoming Open Space. This Open Concept Floor Plan includes Oversized Kitchen with Extensive Cabinetry, Expansive Quartz Counters and Stainless-Steel Appliances, Butler Pantry, Formal Dining Room, Living Room, and Den with Wood Burning Fireplace. Very generously sized primary bedroom with modern bathroom. In addition, there is a junior suite with powder room, two additional bedrooms and second full bath. The finished lower level has 2 separate recreation areas, gorgeous full bathroom with walk in shower, ductless air conditioning, two egress windows and a laundry room. Other home features include hardwood floors throughout, central air conditioning, young roof, one car garage with overhead attic storage, beautiful driveway, paver front steps, and a private yard with deck nestled on quarter acre lot in the famed Blue-Ribbon Award-winning school district Bayport-Blue Point. This is an immaculate option as your next home.

149 Barton Lane, Bayport

$760,000
3 Beds 2 Baths 964543 MLS
Desirable South Bayport Location! This beautifully maintained 3-bedroom, 2-bath split-level home offers comfort, style, and many important updates. Features include a 1-car garage, formal living room/dining room, and a spacious den with bar — perfect for entertaining — with access to the backyard deck for indoor/outdoor living. The home showcases hardwood floors and numerous updates, including the eat in kitchen, bathrooms, windows, roof, central air conditioning, and gas furnace. Freshly painted and move-in ready, this home combines classic charm with modern conveniences. Ideally located close to schools, ball fields, and Great South Bay Beach, and situated within an award-winning school district, this home offers the perfect South Shore lifestyle, (see attachment for more details)

165 Edgewater Avenue, Bayport

$745,000
3 Beds 2 Baths 995055 MLS
Original owner of this South Bayport expanded ranch, set on a beautifully maintained half-acre property. This home features a 2.5-car garage with heated workshop,a blue pebble driveway and an inviting layout perfect for both everyday living and entertaining. The spacious den showcases beamed vaulted ceilings, tongue-and-groove planking, and a wood-burning fireplace, creating a warm and rustic atmosphere. A formal dining room with custom built-ins flows seamlessly into the formal living room, which offers a second fireplace and additional built-in shelving. The eat-in kitchen provides access to a side-yard patio, ideal for outdoor dining and relaxation. Gleaming hardwood floors run throughout, complemented by central air conditioning for year-round comfort. This home offers 3 bedrooms and 2 full baths, along with a convenient laundry room with sink and a walk-up attic for additional storage. The full basement with outside entrance expands your living space, featuring a summer kitchen, full bath, playroom, utilities room, and separate laundry hookup—perfect for guests or extended living.

102 McConnell Avenue, Bayport

$730,000
4 Beds 3 Baths 1023806 MLS
Welcome to this bright and airy expanded ranch in the heart of Bayport! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and convenience. Features include gleaming hardwood floors, updated windows, and a full basement with a spacious playroom plus abundant storage. Step outside to a fully PVC-fenced backyard, perfect for entertaining, relaxing, or play. Enjoy your morning coffee on the inviting front porch and appreciate the home's warm, welcoming feel throughout. Located in an award-winning school district, this home is just minutes from shopping, schools, Long Island's beautiful beaches, and marinas, offering the ideal lifestyle for every season. Don't miss this wonderful opportunity—make this your next home!

34 Barrett Avenue, Bayport

$730,000
3 Beds 1 Baths 995656 MLS
Beautifully maintained and thoughtfully updated, this three-bedroom ranch offers timeless comfort in the heart of Bayport. Hardwood floors flow throughout the home, complemented by central air conditioning and an inviting layout designed for both everyday living and entertaining. The kitchen features custom cherrywood cabinetry, granite countertops, tile backsplash, and stainless steel appliances, opening seamlessly to the formal dining room. A spacious living room and separate den with a wood-burning fireplace create warm and welcoming gathering spaces, while the partial basement provides clean, dry storage along with a dedicated laundry area. Additional highlights include an attached one-car garage, mature landscaping, and a rear deck overlooking a private backyard setting perfect for relaxing or entertaining outdoors. Ideally located with close proximity to local schools, this home is situated within the Blue Ribbon award-winning Bayport-Blue Point School District. A true gem, impeccably cared for and ready to welcome its next owner.

481 Bayport Avenue, Bayport

$715,000
3 Beds 2 Baths 980232 MLS
Welcome to 103 Stephen Road in the well-sought Bayport community. This well maintained Hi Ranch features an open concept living room and dining room, along with a custom wood kitchen with quartz countertops and sliders leading to the upper deck. As you head down the hall, you will discover the primary bedroom, two additional bedrooms, and a spacious full bath with access from both the hallway and the primary bedroom. Also featured are beautiful wood floors throughout, along with an attic for ample storage to complete the upper level. As you continue down to the lower level, you are greeted by an oversized den featuring a wood burning fireplace, creating the perfect space for relaxing or entertaining. Also featured on the lower level are a half bath and a laundry room that could easily be converted into a full bath while still allowing ample laundry space. A fourth bedroom could easily be added to the floor plan if desired. The utility room houses the Weil McLain burner and separate hot water heater. Completing the lower level is a two car garage with rear yard access for additional convenience. As you head outside through the rear sliders, you are welcomed by a large private backyard featuring an upper deck, patio, and pergola, perfect for entertaining, along with plenty of room for a pool. Additional features include central air conditioning, an inground sprinkler system, and a four car driveway. Being just two miles in either direction from the ever popular Corey Beach, Sayville Village and Patchogue Village, this home is an absolute must see and will not last!

103 Stephen Road, Bayport

$700,000
3 Beds 2 Baths 972884 MLS
*Multiple Offers* - all offers due by NOON on Tuesday, 3/24/26. Please include binder, proof of funds, and pre-approval. Come take a look at this corner lot 3 bedroom / 2 bathroom ranch home in Bayport where you are greeted at the front door with a cozy and inviting porch! The galley-style kitchen features cathedral ceilings with plenty of windows to let in natural light plus an amazing amount of storage and countertop space - perfect for entertaining. From the kitchen French doors allow access to the new wood deck and a fenced-in backyard the size of a football field. Plenty of room to run around and stretch your legs! Enjoy the beautiful landscaping all around the home. A two car detached garage is located at the back of the property. At the front of the property parking for up to 8 cars can be accommodated in the extra large driveway. Enjoy the restaurants and stores close-by for all your shopping needs!

507 Gillette Avenue, Bayport

$680,000
3 Beds 2 Baths 967203 MLS
Welcome to this well maintained, 3 bedroom, 2 full bath Expanded Ranch. Located mid block, this home has so much to offer. Light and bright Eat in Kitchen, w/granite counters and Newer SS Applicances, (2-3years), complete w/Gas Cooking! Formal Dining room w/outside access to private deck. Extended Primary bedroom with plenty of closets/storage space. Two additional spacious bedrooms and Full bath round out the main floor of this home. Oversized Family room w/ Full bath and wood burning fireplace are located on ground level. With direct access to your private rear yard, patio, garden, this makes for a wonderful entertaining space. Hardwood flooring (recently refinished), Roof (8 Years), Gas Burner, (3 Years), Updated Anderson windows, Vinyl fencing, ING Sprinklers in front yard. Full unfinished basement. Close to shopping, restaurants, schools, major roads, train stations.

443 Renee Drive, Bayport

$670,000
3 Beds 1 Baths 1003209 MLS
Charming 1955 cape cod home nestled in a desirable bayfront community, this classic home offers warm details, cozy living spaces, along with the charm buyers love in a vintage cape. Enjoy the coastal lifestyle with nearby waterfront access, boating, beaches, shopping, dining, and convenient transportation. Scenic surroundings and a relaxed seaside living. This home boasts a new hot water heater, oil tank, and roof and a large multi-car driveway. The spacious basement is newly painted with new vinyl flooring. Bathroom remodeled in 2025. The large corner lot property is all ready for entertaining, featuring a relaxing screened in back porch, large brick patio and new gazebo and hot tub. Move right in and make this special home your own!

388 1st Avenue, Bayport

$640,000
2 Beds 1 Baths 1022604 MLS
Welcome to this charming South Bayport ranch, where classic character meets modern updates. From the moment you arrive, you’ll appreciate the pride of ownership and inviting curb appeal. Step inside through the bright and airy sun porch into a warm, welcoming living and dining area bathed in natural light. The heart of the home is the updated eat-in kitchen, renovated just three years ago with stylish butcher block countertops, gas cooking, and newer appliances. It’s a delightful space that overlooks the private, fully fenced backyard—perfect for relaxing or entertaining... Comfort is key in this home, which features radiant floor heating throughout the living room, both bedrooms, and the bathroom, ensuring a cozy atmosphere all year round. Beautiful hardwood floors add a touch of timeless charm, while central air conditioning keeps things cool in the summer. Storage is never an issue here, thanks to a huge attic and a sprawling unfinished basement equipped with a convenient bilco door. Outside, the oversized detached two-car garage offers even more versatility and space to grow into. This South Bayport gem is ready for its next chapter—reach out today to schedule your private showing and see the potential for yourself!!!

156 Fairview Avenue, Bayport

$625,000
2 Beds 3 Baths 950758 MLS
If you've been searching for a move-in ready condo, in a gated community with resort style amenities and top rated schools, welcome home! Condos like these don't come to the market often. This beautifully updated 1700+ sqft, 2 story condo offers 2 bedrooms, 2 full baths and a half bath. You'll also enjoy an attached garage and private driveway- blending the space of a home w/ the convenience of condo living. The main level is made for entertaining with a bright, updated kitchen w/ quartz countertops and stainless steel appliances. The oversized living room is anchored by a cozy wood burning fireplace, slider to the back deck, and a standout wet bar featuring quartz top and a built-in glass washer- perfect for hosting. New vinyl flooring throughout and fresh paint make for the perfect turn-key experience. Upstairs you will find both bedrooms w/ brand new carpeting, plus a primary ensuite that feels like a personal spa-like retreat. The second full bath has also been fully renovated with new flooring, tile surround and vanity. Additional upgrades include fresh interior paint, new luxury vinyl flooring, refinished wood stairs, central air and natural gas forced-air heating. Plus, enjoy the peace of mind with a newer roof (approx 1yr). Northwood Village residents enjoy a community pool and tennis courts. Common charges also include water, sewer, landscaping and snow removal up to your front door! The location is a major bonus: just 2.5 miles from Patchogue and Sayville train stations! Minutes from plenty of dining and entertainment options on Main St in either direction. Easy beach trips via the Fire Island Ferries nearby, or just 1.5 miles to the local waterfront bars and restaurants of Corey Beach. This is Long Island condo living at its best - updated, spacious, and close to everything.

103 Northwood Court, Bayport

$605,000
3 Beds 2 Baths 1023794 MLS
Nestled in the desirable South Bayport community, this classic split-level home offers an exceptional opportunity to own in one of the area's most sought-after neighborhoods. Offering three bedrooms, two full bathrooms, hardwood floors throughout, central air conditioning, natural gas heat, and an attached one-car garage, the home provides a comfortable layout and a solid foundation for its next chapter. The main living spaces are bright and functional, while the lower level features a spacious family room with a fireplace, laundry area, and convenient access to the attached garage. A welcoming front patio provides the perfect place to enjoy your morning coffee, while the backyard offers space to relax, entertain, or simply enjoy the outdoors. Ready for its next owner to bring fresh ideas and personal style, this home presents an excellent opportunity for buyers looking to customize a home in one of South Bayport's most desirable neighborhoods. Conveniently located near local parks, marinas, and the Great South Bay, this home offers the opportunity to enjoy the very best of South Shore living. Located within the award-winning Bayport-Blue Point School District, recognized for its Blue Ribbon distinction. Some images virtually enhanced

29 Edgewater Avenue, Bayport

$570,000
3 Beds 1 Baths 937714 MLS
Location, location! This charming 3 bed, 1 bath circa 1877 home is filled with warmth, character, and classic details that are hard to find today. Begin your visit on the fabulous screened-in porch, complete with a porch swing—the perfect place to sit, relax, and enjoy morning coffee, afternoon reading, or peaceful evenings. Inside, the home welcomes you with sun-filled living spaces, hardwood floors throughout, and two fireplaces—one in the inviting living room and another adding cozy charm to the primary bedroom. The gas cooking oven and gas heat provide modern comfort while maintaining the home’s original historic appeal. Timeless features continue throughout, including built-in bookshelves, glass door knobs, antique light fixtures, and a vintage circa door knocker, all reflecting the craftsmanship of its era. A private driveway and an oversized detached garage offers ample storage, workspace, or hobby potential. Perfectly situated just moments from Heckscher State Park, beautiful beaches, convenient shopping, and popular restaurants, this home offers an ideal blend of tranquility and accessibility. With so much charm, character, and history wrapped into one property, this is your chance to own a piece of history that's ready for your own touch—and it won’t last!

403 Middle Road, Bayport

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.