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$2,185,000
6 Beds ⋅ 5 Baths ⋅ 908400 MLS
An estate of distinction awaits at 242 Handsome Avenue, where timeless architecture meets modern luxury, in the heart of South Sayville. Set on 1.18 manicured acres, with New Driveway this 5,400 sq. ft. residence with an accompanying artist cottage has been masterfully designed for both grand entertaining and everyday elegance. 6 bedrooms, 4.5 baths, Custom kitchen featuring imported granite, premium appliances, and bespoke millwork. Elegant entertaining spaces include a formal dining room, living room, sitting room, breakfast room, bar room, den, and sunroom. Refined details throughout: extensive molding, wainscoting, hardwood floors, and slate/marble floors with radiant heat, all marble primary bath retreat with jetted Jacuzzi tub and separate toilet room. Elevator, upstairs laundry, and full attic add convenience and functionality. Stately Slate roof, professionally designed grounds, fully fenced with a 22-zone irrigation system and 20’ x 40’ heated saltwater gunite pool with retractable cover. Artist Cottage with half bath and much more. A Car Enthusiast’s Dream- 8-car detached garage with loft and staircase Plus 2-car attached garage with gym, provide ample secure storage for collections, recreation, and entertainment. South Sayville is synonymous with refined coastal living. Minutes away from marinas, beaches, and Sayville Village’s charming boutiques and restaurants. With The Great South Bay as your backyard playground, boating, sailing, and waterfront recreation are never more than moments away. This is more than a home, it is a South Shore legacy estate, offering privacy, luxury, and a lifestyle that few can claim.

242 Handsome Avenue, Sayville
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 887856 MLS
PLAN YOUR DREAM SUMMER LOCATION! BAYFRONT IN SAYVILLE RARELY COMES UP! This 4 bedroom/4 bath bayfront home with unobstructed panoramic views was renovated “down-to-the-studs” in 2019 including every aspect of infrastructure. With 100’ of bulkhead, this home offers amazing views. This two-story home offers generous sized bedrooms with 2 primary bedrooms with ensuite baths. Spacious Living/Dining with gas fireplace. Beyond a primary bedroom/bath, the upstairs offers a bonus room currently set up as media room with office alcove - all with spectacular bayfront views to Fire Island. 90 minutes by train from NYC. Nearby access to Fire Island ferries in a year-round home to enjoy in winter too. Marina rights for dockage 1 block away (via homeowner association). Multiple outdoor spaces (over 1000 SF) including a spacious bluestone back porch, decking off the primary bedroom with private outdoor shower, a seaside deck for summer lounging & swimming, a finished shed (cabana), & a front entry courtyard. Enjoy gardening 12-months of the year in the 6.5” x 10” greenhouse off the kitchen. Renovation details include the 2nd floor addition in 2017 followed by the 1st floor gut renovation in 2019 with all new electrical, plumbing, HVAC & gas heat, windows & sliding doors, 4 skylights, brand new Hardy siding, a new roof, spray foam insulation, hardwood floors, a custom kitchen with high-end appliances, & new bathroom fixtures & finishes. 2nd floor has significant attic storage space. Amenities include inground sprinklers with "B-hive" smartphone technology, Lutron smartphone lighting, Nest smartphone thermostats, Ring smartphone doorbells/cameras, & a custom installed alarm system. A new driveway with attached 2-car garage completes the package. Sufficiently high elevation prevented any flooding in this home in hurricane Sandy & the owner's mortgage does not require flood insurance. Make this beautiful turnkey home your next move. Make every day at home like a vacation dream house experience!

2 Westgate Drive, Sayville
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 896126 MLS
Truly one-of-a-kind custom brick home in desirable South Sayville! This 4BR, 2.5BA masterpiece offers an open floor plan with 2 fireplaces, wood floors, crown molding, and abundant natural light. Gourmet chef’s kitchen with Wolf range, Sub-Zero panel-ready fridge/freezer, and 2 dishwashers. Game room with wet bar is perfect for entertaining. The luxurious primary suite features double sinks, private water closet, and jacuzzi claw-foot tub. Outside, enjoy a beautifully landscaped yard with in-ground pool, detached 2½-car garage, and 11-zone sprinkler system. Efficient gas heat. Located minutes from Sayville’s charming downtown, Fire Island ferry, and beaches. One bedroom offers potential for home office or guest space. This rare custom home blends timeless design, luxury finishes, and unbeatable location—don’t miss it!

70 Benson Avenue, Sayville
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 889558 MLS
Stunning Colonial with Wrap-Around Deck & Water Views of Great South Bay. Welcome to this beautifully maintained Colonial home offering panoramic views of the Great South Bay from nearly every room. With its charming wrap-around deck and picturesque setting, this unique property boasts 4 spacious bedrooms and 3.5 baths. Step inside the grand entryway with ceramic tile and be greeted by gleaming wood floors that flow throughout the open-concept living space. The main floor features a bright and airy living room w/wet bar, a cozy den, and a sunroom or game room ideal for entertaining. The gourmet kitchen includes granite countertop & backsplash, center island, stainless steel appliances, and seamlessly connects to the dining room with views that will take your breath away. Additional highlights include a convenient laundry area, plenty of storage, and timeless architectural details. Set on a prime lot with uninterrupted views of the water, this home offers the ultimate South Shore lifestyle—enjoy sunrises over the bay, sea breezes from your porch, gather with friends around the fire pit at sunset, and the tranquility of waterfront living just minutes from local dining, shops, and marinas. Additional Bay Front Lot with beach access. Don’t miss this rare opportunity to own a slice of coastal elegance on the Great South Bay!

3 Cele Court, Sayville
$1,265,000
5 Beds ⋅ 3 Baths ⋅ 960342 MLS
Stunning traditional 5-bedroom Colonial located in the sought-after Maplewood development, offering timeless elegance with modern luxury throughout. The heart of the home is a chef’s kitchen featuring radiant heated floors, quartz countertops, a dedicated coffee station, built-in microwave, and a professional-grade Decor 6-burner gas range with double ovens—perfect for entertaining and everyday living. The open-concept living room showcases a gas fireplace with custom paneling, creating a warm and inviting space. A formal dining room and powder room are also on the main level. Upstairs, the home offers a spacious primary suite with private bath, three queen-sized bedrooms, and a second primary king-size suite with a rear staircase—ideal for guests or multigenerational living. The fully finished basement includes a playroom and private office, providing flexible living space. Step outside to a country-club-style backyard oasis complete with a free-form saltwater in-ground pool, hot tub, tiki bar, expansive decking, and lush outdoor entertaining areas. A rare opportunity combining classic Colonial charm with resort-style amenities.

79 Amy Drive, Sayville
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 898707 MLS
Step into the charm and character of 1881, beautifully reimagined for modern living. This extraordinary Colonial, located in the heart of South Sayville, was completely gutted to the studs and tastefully renovated in 2015 to preserve its original architectural details while offering every contemporary convenience. Rich custom moldings, original hardwood flooring, carefully restored period cast iron radiators, and high ceilings honor the home's storied past while elevating everyday living. The trek front porch faces east and greets you with a beautiful sunrise with drenched light through out the house during the day. The first floor is thoughtfully designed for both grand entertaining and cozy moments at home. Upon entry, you are greeted by a charming living parlor—an ideal space for welcoming guests or quiet reflection. Off to the right, the home opens into a beautifully connected living room, highlighted by a grand and noteworthy staircase. Both the living room and formal dining room are linked by a wide, open transition space, creating a sense of seamless movement. At the heart of the home is a sun-drenched dream eat-in chef’s kitchen adorned with Carrara marble, a large center island, wet bar, stainless steel appliances, pantry, hardwood flooring, recessed lighting, high ceilings and French doors that open to backyard. Enjoy the convenience of a back staircase leading to the second floor, where you’ll find four bedrooms, including a sunlit primary suite with a walk-in closet and private full bath. A second full bathroom serves the remaining three bedrooms. Ascend another flight of stairs to the delightful “Granny Attic”—a wonderful large with abundant space with endless potential- office, guest suite, or creative retreat. Outside, enjoy a large deck for al fresco dining, a stone patio for relaxing evenings and watching the sun set, and your very own tennis and pickle ball court for daily recreation. Ideally located near Sayville Beach, Port O’ Call for sailing lessons, scenic walking/biking paths, and playgrounds. Just a short stroll to Main Street offers access to charming shops, local favorites and concerts at the Common Ground. This home is more than a residence—it’s a lifestyle. A perfect blend of elegance, comfort, and location.

132 Candee Avenue, Sayville
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 1004390 MLS
Welcome to 97 Sunset Drive — where everyday living feels like a breath of fresh coastal air. Impeccably maintained, this spacious South Sayville center hall colonial offers the best of both worlds — classic Sayville charm paired with extensive updates and thoughtfully designed living spaces. The designer kitchen, renovated just six years ago, is truly the heart of the home, featuring custom white cabinetry, quartz countertops, stainless steel appliances, farmhouse sink, striking patterned backsplash, and a dramatic navy center island perfect for gathering and entertaining. The kitchen opens effortlessly into spacious dining and living areas accented by hardwood floors, classic millwork, recessed lighting, a wood-burning fireplace, and oversized windows that fill the home with natural light. With en-suite bedrooms on both the first and second floors, the home offers exceptional flexibility for guests, extended family, multigenerational living, or the option of a first-floor primary suite while still maintaining comfort and privacy for everyone. Step outside and enjoy the large backyard and expansive deck, ideal for summer gatherings, along with the welcoming front porch where peaceful canal views across the street create the perfect setting for morning coffee or an evening drink. Set on one of Sayville’s loveliest streets, this special home is just moments from town, the LIRR, Main Street shops and restaurants, Fire Island ferries, and all of the parades, festivals, and farmers markets for which Sayville is renowned. Additional updates include brand new central air conditioning, a refurbished furnace (2025), hot water heater (2023), and washer and dryer approximately 5 years young.

97 Sunset Drive, Sayville
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 1033553 MLS
Don't miss this rare opportunity to own a piece of South Sayville history! This 2 1/2 story, 2500sq ft 1890 Victorian is perfectly located close to the Fire Island ferries, waterfront parks, shops, restaurants, and all that charming Sayville has to offer. Rich in character, this 4-bedroom, 2 full and 1 half bath home showcases many original architectural details while offering thoughtful updates for modern comfort including an en suite primary bedroom and a flexible third floor to create the prefect retreat to fit your lifestyle. Major improvements completed within the past 10–12 years include air conditioning, the roof, and the boiler, offering a peace of mind for years to come. Step outside to your private backyard retreat featuring a heated in-ground pool with a 5-year-old liner perfect for entertaining or spend a quiet evening relaxing on your wraparound porch. This home blends historic charm with today's conveniences, all in one of South Sayville's most desirable neighborhoods. Don't miss the opportunity to own a true Victorian treasure.

263 Candee Avenue, Sayville
$999,999
4 Beds ⋅ 3 Baths ⋅ 1010085 MLS
Beautifully Maintained 4-Bedroom, 2.5-Bath Center Hall Colonial Set on a Private Half-Acre Lot on One of the Neighborhood's Most Sought-After Streets. This spacious home offers an ideal layout for both everyday living and entertaining, featuring an open eat-in kitchen, inviting den with fireplace, formal living and dining rooms, butler's pantry, and a well-appointed laundry/mudroom with garage and yard access. The second level showcases a spacious primary suite with a private bath and custom California walk-in closet, along with three additional bedrooms and a full bath. Enjoy outdoor living in the fully fenced backyard, highlighted by a stunning 780-square-foot AZEK deck with a power retractable awning—perfect for relaxing, dining, and entertaining all season long. Full Unfinished Basement Provides Ample Storage & Endless Possibilities.

18 Barnsley Lane, Sayville
$999,999
4 Beds ⋅ 2 Baths ⋅ 993394 MLS
Presented for the first time following a meticulous, no-expense-spared renovation, this exceptional Sayville home has been transformed into a residence of rare distinction. Conceived with the guidance of a celebrated New York interior designer, every detail — from the architecture to the hardware — reflects an uncompromising vision of refined living. The result is a home that feels both deeply personal and undeniably elevated. At the heart of the home, the chef's kitchen commands attention with countertops fashioned from rare gray Italian marble and matching custom cabinetry. Cafe; luxury appliances, including a professional double oven, bring both performance and style to a space designed for serious cooking and effortless entertaining. New Andersen windows and skylights flood every room with natural light, while the entire electrical system has been comprehensively updated throughout the home. The bathrooms are equally compelling. The upstairs retreat is appointed in beautiful marble, while the lower level features a dramatic freestanding soaking tub — a statement in serenity. Custom millwork and moldings flow through every room, lending the home a sense of craftsmanship and architectural continuity that is rarely found at any price point. Throughout, elegance lives in the details: bespoke Emtek door knobs and matching hinges reflect an investment in the tactile experience of daily life. Every point of entry has been reimagined. New custom front and back doors, new sliding porch doors, and a new garage door with opener ensure that arrivals feel considered and complete. The home's exterior is clad in premium grey Nichiha siding, chosen for its beauty and lasting durability. Beyond the walls, extensive professional landscaping frames the property with intention and grace — a curated outdoor environment as thoughtfully designed as the interiors within. A new sprinkler system ensures the grounds remain immaculate through every season. Comfort is assured year-round. Two independent central air conditioning systems serve the upper and lower levels separately, and a new high-efficiency gas boiler anchors the home's mechanical infrastructure, complemented by a new sump pump and a new washer and dryer. Outdoors, an expansive new Trex deck creates a seamless connection between inside and outside living, while the pool — newly lined, heated, and ready for use — anchors the private backyard retreat.

220 Foster Avenue, Sayville
$999,990
4 Beds ⋅ 2 Baths ⋅ 950661 MLS
Build the Home of Your Dreams — Plans Approved & Permit in Hand! Welcome to 239 Greene Avenue! A rare and exceptional opportunity on one of Sayville’s most desirable blocks. This existing 4-bedroom Colonial sits on a sprawling nearly 0.7-acre lot and comes with APPROVED, SHOVEL-READY PLANS to create an impressive 3,700 sq. ft. 4-bedroom, 3.5-bath Colonial. The approved plans feature a rear extension and a two-car detached garage, designed to deliver a modern open-concept layout. Highlights include a stunning catwalk, expansive family room, and an enlarged chef’s kitchen—ideal for both everyday living and entertaining. The primary suite is thoughtfully designed as a private retreat, offering walk-in closets, a spacious spa-like bathroom, and a private balcony. All additional bedrooms are generously sized, providing ample space for guests. With approvals already in place, this is a turn-key opportunity to build a custom dream home in the heart of Sayville. Opportunities like this are rare—don’t miss your chance to bring this vision to life!

239 Greene Avenue, Sayville
$999,000
4 Beds ⋅ 3 Baths ⋅ 982706 MLS
Beautifully updated and meticulously maintained home in a desirable South Sayville location with close proximity to the Great South Bay. This spacious 4-bedroom, 3-bath residence offers bright, well-appointed living spaces with a seamless and functional layout. The main level features a well-designed kitchen that opens to a sun-filled dining area, creating an inviting setting for both everyday living and entertaining. The adjacent living room provides additional gathering space and opens directly to the patio, allowing for effortless indoor-outdoor living. A first-floor bedroom and full bath offer flexible accommodations for guests, along with the convenience of first-floor laundry and access into the two car garage. Privately set on it's own level, you'll find a warm and inviting great room offering cathedral ceilings, a decorative fireplace, and custom built-in shelving, creating a striking yet comfortable focal point of the home. Continuing to the upper level, you will find three additional bedrooms, including a primary suite with elegant molding details, double closets and a private ensuite bath. Additional full bath completes this floor. Plantation shutters throughout the bedrooms and bathrooms add a refined and cohesive touch. The finished basement provides additional space for recreation, work, or relaxation. The outdoor living space is equally appealing, with a covered front porch and an exceptionally private, beautifully landscaped backyard with an in-ground pool and hot tub, creating a serene and secluded setting ideal for both entertaining and quiet enjoyment. Houses away from the bay and conveniently located near Sayville’s vibrant downtown, with easy access to local shops, restaurants, parks, and the LIRR.

11 Palmer Drive, Sayville
$995,000
4 Beds ⋅ 2 Baths ⋅ 1015483 MLS
Welcome to 28 Pine Street, a charming and immaculate residence nestled in the heart of Sayville, one of Long Island’s most desirable South Shore communities. This inviting home offers a perfect blend of comfort, character, and convenience, with easy access to vibrant downtown Sayville, local shops, restaurants, parks, and the Long Island Railroad. Set on a picturesque street, the property features a welcoming atmosphere with spacious living areas, abundant natural light, and a layout designed for both everyday living and entertaining. The outdoor space provides an ideal setting for relaxation, gardening, or hosting gatherings with family and friends. Located just minutes from the waterfront, beaches, and Fire Island ferry access. Enjoy the best of coastal living while remaining conveniently connected to New York City and surrounding Long Island destinations. This home presents an exceptional opportunity in a sought-after Sayville location.

28 Pine Street, Sayville
$995,000
4 Beds ⋅ 3 Baths ⋅ 921162 MLS
Beautiful 4-bedroom, 2.5-bath home offering 2,350 sq. ft. of inviting living space on a quiet, sidewalk-lined dead-end street, in South Sayville, just around the corner from Sayville’s Main Street. Built in 2003 by the current owners, this home features an open great-room layout with an eat-in kitchen, dining room, and family room that flow seamlessly together—perfect for today’s lifestyle. The kitchen impresses with new stainless steel appliances, gas cooking, a center island and walk-in pantry. A welcoming covered front porch leads to the living room with French doors, while fresh paint, hardwood floors, LED hi-hats, and abundant natural light enhance the home’s interior. The spacious primary suite offers a 12’ vaulted ceiling, tremendous walk-in closet, additional closet, and ensuite bath. Additional highlights include a full basement with both inside and outside entrances, a large storage attic, an incredible amount of storage space throughout the house, gas heat, gas hot water, gas cooking, 200-amp service with two sub panels, in-ground sprinklers front and back, a new driveway, and two sheds. The taxes after STAR rebate are just $14,176.62. A composite rear deck and manicured grounds complete this well-located home just moments from shops, restaurants, and Fire Island Ferries…come see for yourself.

43 Pine Street, Sayville
$995,000
6 Beds ⋅ 4 Baths ⋅ 889907 MLS
Welcome to 21 Nancy Drive, Sayville — a beautifully updated 3,600 sq. ft. raised ranch with stunning water views of the Great South Bay. This spacious home offers 6 bedrooms and 3.5 bathrooms, thoughtfully designed for both comfort and functionality. Step into a gourmet eat-in kitchen featuring granite countertops, stainless steel appliances, a center island, and a stylish glass tile backsplash. The main level boasts a sun-filled living room with a wood-burning stove, a formal dining room, and hardwood flooring throughout, accented by crown molding and modern LED lighting. The primary suite includes a walk-in closet, a private vanity/dressing room, and an en-suite bath for your convenience and privacy. Enjoy new ductless split units, gas heating, and dual laundry hookups for added ease. The lower level offers private parking, a separate entrance, and the potential for an in-law suite with proper permits—perfect for extended family or guests. Step outside to a fully fenced backyard with multiple relaxation areas, new in-ground sprinkler system, gutter guards, and home EV charging . Located on a quiet block between Benson Drive and Handsome Avenue, this home is a rare find with water views, space, and versatility all in one.

21 Nancy Drive, Sayville
$990,000
3 Beds ⋅ 3 Baths ⋅ 1015056 MLS
New To Market! Beautifully appointed and architecturally distinctive home detailing exceptional craftsmanship, thoughtful design, and inviting indoor-outdoor living. The welcoming living room features rich hardwood flooring, while the primary suite serves as a private retreat complete with a full bath, custom built-in closets, and a sitting area with direct access to a paver patio. The gourmet kitchen is enhanced by soaring 9-foot ceilings, elegant cabinetry, granite countertops, a breakfast bar, beverage refrigerator, wall oven, cooktop, warming drawer, dishwasher, microwave and refrigerator. Ideal for entertaining, the formal dining room is accented by French doors leading to outdoor living space, while the impressive great room showcases the cathedral ceiling, stunning windows that fill the space with natural light, and a gas fireplace as its own focal point. A private home office features pocket doors, custom built-in shelving, and a full bath. The second level includes a charming landing area, two generously sized bedrooms with custom window seats that provide additional storage, and a full bath. A backyard oasis features a 17'x34' heated in-ground pool, expansive patio, tranquil reading nook, storage shed, and in ground sprinkler system. Slate front porch and attractive Dryvit exterior, this exceptional residence is ideally situated on a picturesque tree-lined street. Additional amenities include an attached garage, basement, radiant heat in kitchen, dining room, great room and primary bath, and central air conditioning. This home blends timeless elegance and comfort in a truly special setting. Don't Miss! Radiant heat in Kitchen, DR, Great Rm, Primary Bath.

447 Sayville Boulevard, Sayville
$989,000
6 Beds ⋅ 4 Baths ⋅ 986615 MLS
No Tall Tales Here- This Lincoln Avenue Legal Duplex is truly presidential-level living. Set back on over an acre of land you will find a sprawling, inviting ,ranch home in the heart of Sayville. As you enter you will be greeted by a formal dining room and open concept eat-in kitchen with granite counter tops and loads of cabinets. Flowing into the expansive living room with cathedral ceilings and a wood burning fireplace with an elegant mantel. Down one wing of this home you will find three large bedrooms, full bath and laundry room. On the other side you will find a perfect retreat, Your private primary suite with walk in closet and en-suite bath. This home also boosts a one bedroom accessory apartment with proper permits. The basement is massive, fully furnished with a private entrance. Escape to your backyard summer paradise. Complete with large in-ground pool. Moments away from Sayville's best restaurants, parks, and shopping. This home blends refined living with unmatched convenience. Come see for yourself!

590 Lincoln Avenue, Sayville
$980,000
4 Beds ⋅ 3 Baths ⋅ 1002508 MLS
Spacious 4 Bedroom, 2.5 Bath Colonial with 2-car Garage in desirable South Sayville location! Enjoy the large Family Room with brick fireplace, and a main floor laundry area ... plus Hardwood Floors, 200-amp Electric, CAC, IGS, Screened Porch and fully-fenced yard with IGP, plus whole-house Generator.

15 Palmer Drive, Sayville
$950,000
4 Beds ⋅ 3 Baths ⋅ 980999 MLS
Set on a beautifully landscaped half-acre corner lot, this property offers a rare blend of privacy and curb appeal. Step into a home where comfort, space, and thoughtful updates come together in a setting that feels both inviting and refined. Inside, you’ll find four generously sized bedrooms and 2.5 baths, complemented by an updated kitchen and baths designed with both style and function in mind. Rich wood floors flow throughout, adding warmth and character to every room. A spacious den creates the perfect gathering space and opens seamlessly to a backyard deck, ideal for enjoying the outdoors. The exterior continues to impress with a private in-ground pool surrounded by mature trees and lush landscaping, creating a serene retreat right at home. Additional features include a two-car garage, partial basement, central air, in-ground sprinklers, and the added benefit of leased solar panels for energy efficiency. With two heating options, comfort and flexibility are built right in. Located within the sought-after Sayville School District, this home offers a wonderful combination of convenience, space, and timeless appeal.

71 Loop Drive, Sayville
$932,000
4 Beds ⋅ 3 Baths ⋅ 931422 MLS
Welcome to this spacious 8 room, 4 bedroom, 2.5 bath colonial offering comfort, style, and plenty of room to entertain. A welcoming entry foyer leads to a large eat-in kitchen featuring granite countertops, a center island, and a walk-in pantry. The home features a formal dining room, living room, and a huge family room with a wood-burning fireplace and built-in bookshelves—perfect for gatherings. Quality craftsmanship is evident with hardwood floors, custom moldings, solid wood raised panels, Andersen windows, LED hi-hats, and fresh paint throughout. The primary suite provides a relaxing retreat with an ensuite bath and two closets. Modern updates include a new Peerless cast iron boiler and water heater (2022), central air conditioning, 200-amp electric service, and an in-ground sprinkler system. Outdoor living is exceptional, featuring an open bluestone front porch, Cambridge paver rear patio, heated saltwater inground pool with a 4-ton waterfall, pavilion, gazebo, and beautifully landscaped, vinyl-fenced grounds—all set on a charming, sidewalk-lined street. Located within the highly regarded National Blue Ribbon Award–Winning Sayville School District, this home truly offers an ideal setting inside and out.

74 Loop Drive, Sayville
$925,000
4 Beds ⋅ 4 Baths ⋅ 924758 MLS
Where Charm Meets Endless Potential Welcome to 39 Handsome Avenue, a hidden gem tucked within the heart of Sayville, one of Long Island’s most cherished South Shore communities. Set on a picturesque tree-lined street just moments from Main Street, the marina, and local beaches, this residence offers an exceptional opportunity to create the home you’ve always envisioned. From the moment you arrive, you’re greeted by timeless curb appeal, mature landscaping, and a setting that radiates warmth and character. Inside, a spacious and well-appointed layout provides generous living areas ready to be reimagined, think open-concept entertaining spaces, cozy nooks, and a sun-drenched kitchen waiting to come alive with your personal touch. Upstairs, the bedrooms offer privacy and comfort, while the property’s natural light, hardwood floors, and classic architecture set the stage for a stunning transformation. Outside, the expansive yard is perfect for gatherings, garden dreams, or even a future pool, all framed by the quiet charm that defines Sayville living. Whether you’re looking to customize your forever home or invest in a prime Sayville location, 39 Handsome Avenue presents a rare chance to capture timeless value in one of Long Island’s most coveted hamlets. Moments from Sayville beaches & ferries to Fire Island, Main Street cafes restaurants, and boutiques. Sayville LIRR station and major highways A rare find and An inspired future.

39 Handsome Avenue, Sayville
$920,000
4 Beds ⋅ 2 Baths ⋅ 837442 MLS
Beautiful property situated on nearly ¾ of an acre of completely fenced in grounds in South Sayville. House has Fabulous Curb Appeal. Nice sized Living Room with Wood burning Fireplace. Large eat-in kitchen. Formal Dining Room. Lovely Sun-Lit Back Porch. Spacious Primary bedroom. Hardwood Floors. First Floor Bedroom or Home Study 10'11"x14'. Attached One Car Attached Garage and Basement. Walk-In Attic on Second Floor... Ideal For Possible Added Living Space and Storage. First Floor 4th Bedroom or Study or Playroom! Close to Shopping, Restaurants, Ferries, Park, Beach. Some Photos Virtually Staged. Don't miss this rare opportunity to enjoy a quiet neighborhood in Town in a fabulous location!

239 Greene Avenue, Sayville
$900,000
4 Beds ⋅ 2 Baths ⋅ 1002081 MLS
There is a particular kind of life that unfolds slowly, in the best possible way - coffee on a covered porch while the neighborhood stirs, dinner in a proper dining room with real conversation, weekends that begin with a walk to the village and ends on a boat at sunset. That life is 104 Elm Street. And it has been waiting for you. Tucked south of Montauk Highway on a tree-lined block in one of Long Island's most sought-after coastal communities, this beautifully restored Colonial is the rare home that has been completely reimagined from the inside out while holding onto every ounce of its warmth and character. Step through the door and you feel it immediately - the gleam of rich hardwood floors underfoot, the quiet confidence of a home that has been done right. The kitchen is where you will spend most of your mornings and not mind at all. White cabinetry, a deep farmhouse sink, luminous quartz countertops, and an oversized pantry that finally -finally - gives you the storage you've always wanted. The first-floor laundry and mudroom mean the rhythm of daily life flows effortlessly, and when the day winds down, the covered porch becomes your private retreat: a cold drink, the sound of leaves, your own corner of peace. A wood-burning fireplace anchors the living spaces with the kind of soul that no renovation can manufacture. The formal dining room sets the stage for the gatherings that become family legend. Upstairs, four bedrooms offer room to grow, to rest, to simply be. A full unfinished basement has plenty of storage. A detached 2 car garage completes the picture. And then there is Sayville itself - a genuine, deeply loved village where the streets lead you to boutique shops, local restaurants, and the kind of community energy that makes you feel lucky to live here. The Great South Bay is practically your backyard: boating, fishing, kayaking, and the ferry to Fire Island are part of the rhythm of life in this coastal treasure. World-class beaches are minutes away. The LIRR puts Manhattan within easy reach. And for those who know to ask - this home sits entirely outside the flood zone, offering the waterfront lifestyle without the coastal worry. New kitchen. New baths. New roof. New windows. Central air. This is not a home you settle into. This is a home you arrive at. Schedule your private showing and see why some addresses simply feel different.

104 Elm Street, Sayville
$900,000
4 Beds ⋅ 2 Baths ⋅ 970357 MLS
New To Market! Just what you have been waiting for! This Beautiful Expanded Cape on a Quiet Dead End Street, offers the perfect blend of Comfort and Charm. This Very Deceiving Home features Spacious rooms with Rich Hardwood Floors and an Inviting 16x18 Family Room with Cozy Wood Burning Fireplace. Step outside to your own Private Backyard Retreat with a 20x40 In-Ground Pool, Ideal for Summer Entertaining. An 8x16 Sun Porch provides the perfect space to relax or host guests. Additional Highlights include Kitchen with a New High End Refrigerator, an Induction Cook-Top, and Radiant Heat in the Kitchen, Dining Area & First Floor Bath. A Basement and One Car Attached Garage! Truly A Forever Home Designed to make Lasting Memories!

49 Washington Street, Sayville
$900,000
4 Beds ⋅ 3 Baths ⋅ 901039 MLS
Welcome to this beautifully updated Sayville gem, offering 4 Spacious bedrooms 3 luxurious bathrooms. This home feature two inviting living spaces, ideal for relaxing and entertaining. Enjoy cozy evenings by the fire place, while natural light floods throught the skylights highlighting the elegant finishes throughout. The gourmet kitchen is a chefs dream, complete with high end appliances, gorgeous counter tops and a wet bar, perfect for hosting. Designers chandeliers and a touch of sophistication to very room. Don't miss the chnace to own this exceptional home in one of Long Islands most sought after communities.

105 Julbet Drive, Sayville
$890,000
4 Beds ⋅ 3 Baths ⋅ 919220 MLS
Welcome to this stunning four-bedroom colonial, perfectly situated on a quiet dead-end street in the sought-after Sayville Connetquot Schools area. As you enter, you're greeted by an inviting foyer that leads to a spacious living room and a formal dining room, featuring elegant wainscoting. The flow continues into the modern kitchen, complete with granite countertops and stainless steel appliances. Step down to the newly renovated family room with radiant heat that boasts a tray ceiling, a cozy fireplace, a new bath, and a convenient laundry room. Sliding glass doors open to a new patio and yard, ideal for entertaining. The oversized primary bedroom (12x20) with walk-in closet and a new full bath. Three additional generously sized bedrooms and an updated full bath with double sinks complete the second floor. This home features all-new windows, new siding, new stone front, new paver patio, new CAC, a new entry door, new HW tank and a new oil tank. With updated 200-amp electric, recessed lighting, and hardwood floors throughout, this home blends elegance with modern comforts. Partially Fin Basement IGS Outdoor security cameras and New Sonos Outdoor Speakers -Don't miss out on this incredible opportunity—it won't last long!

117 N 1st Street, Sayville
$885,000
3 Beds ⋅ 4 Baths ⋅ 901452 MLS
Stunning Open- Concept Ranch Fully Renovated in 2020. This Move In Ready 3 Bedroom 3.5 Bath Home Is The Perfect Blend Of Modern Elegance & Timeless Comfort . Main Floor Offers High Ceilings, Wood Floors Throughout, Chef's Quartzite Kitchen w/ Viking Appliances & Expansive Island w/ Seating, Spacious Living Room w/ Cozy Fireplace, Formal Dining Room w/ Fireplace, Primary Suite w/ Fireplace - Walk In Closet & Full Bath w/ Radiant Heat, 2 Bedrooms & 2 Full Baths. The Basement Is Great Extra Space w/ Laundry & Own Separate Entrance. Enjoy The Serene Backyard w/ Inground 3ft-6ft Heated Pool w/ Electric Safety ( Winter) Cover, Fire Pit, Outdoor Speakers, Built in Lynx Grill Station & Pavers Set w/ Concrete Base. The Detached 2 Car Garage w/ Epoxy Floors has endless possibilities. This Pristine Home Includes Security System, Cameras & Whole House Generac Generator.

17 Potomac Lane, Sayville
$865,000
3 Beds ⋅ 3 Baths ⋅ 995608 MLS
Welcome to easy living in the heart of Sayville! This beautifully maintained expanded ranch offers the perfect blend of comfort, space, and outdoor enjoyment. Featuring 3 bedrooms and 3 full baths, including a spacious primary en-suite with a walk-in closet, this home is designed for both everyday living and entertaining. Enjoy a bright living room, formal dining area, and a large den and an office or gym, that provides plenty of room to relax or gather. A separate laundry room adds everyday convenience. Set on a manicured and fully fenced .48-acre property, the backyard is your own private retreat. Complete with a 16x32 inground pool, cabana with a full bath, built-in BBQ, and bar area—perfect for summer entertaining. Additional highlights include owned solar panels for energy efficiency and long-term savings, mostly new kitchen appliances, CAC, beautiful landscaped gardens and a multi car circular driveway. All of this just moments from Sayville’s charming downtown, offering local shops, restaurants, and that sought-after village lifestyle. A true must-see with space, style, and the perfect setting to call home.

545 Spruce Avenue, Sayville
$865,000
4 Beds ⋅ 2 Baths ⋅ 936127 MLS
This desirable South Sayville location offers close proximity to the Beach and Town, as well as a spacious Street-to-Street property! Built in 1970, this home has been beautifully maintained by the original owners, and pride in ownership is evident. Move-in Ready with four large Bedrooms, two Full Baths, Full Basement and Garage, plus Hardwood Floors throughout, 200-amp electric service, a Formal Dining Room, Den w/fireplace, and main floor laundry room, all make this home one you will not want to miss! Enjoy newly installed hi-hats in the bedrooms, new rear door, and fresh paint! Move right in and make this home your own!

66 Colton Avenue, Sayville
$865,000
3 Beds ⋅ 2 Baths ⋅ 886601 MLS
Beautifully updated Ranch on shy 1/3 acre bordered on 2 sides by nature preserve! Spacious open plan with walls of windows and high ceilings. Fabulous Four Season Room overlooking perennial gardens. Chef's kitchen with granite island and new appliances. Family room with fireplace & parquet flooring. Timberline deck with large private yard. 2 car attached garage with slotted walls for perfect organization. Premier neighborhood in Sayville school district. Don't miss this one of kind home for the most discerning buyer.

396 Astor Drive, Sayville

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