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15 Vineyard Way, Mt. Sinai
$950,000
4 Beds ⋅ 3 Baths ⋅ 1055458 MLS
Welcome to 15 Vineyard Way, a spacious contemporary home offering a flexible layout, high ceilings and hardwood floors throughout. The main level features a large eat-in kitchen with a butler’s pantry, opening into the den with a wood-burning fireplace. A formal living room, dining room, half bathroom, mudroom/pantry and an additional bedroom—also well suited for a home office or guest space—complete the first floor. Upstairs, the expansive primary bedroom includes a large en-suite bathroom. Two additional bedrooms, another full bathroom and an open office area complete the second level. Outside, enjoy the fenced yard and in-ground pool with a liner approximately two years old. A full basement provides additional space and storage. Additional features include two-zone central air conditioning, in-ground sprinklers, an attached two-car garage and a full attic with pull-down access located in the garage. Taxes listed are without Star.

15 Vineyard Way, Mt. Sinai

173 Hamlet Drive, Mt. Sinai
$999,995
3 Beds ⋅ 3 Baths ⋅ 1055911 MLS
Your new detached ranch style home affords single story living with much privacy; located across from a "Greenfield" (no homes across from yours!) and backs to the Golf Course. A surprisingly intimate private rear yard features GUNITE HEATED SPA, a PERGOLA, and many plantings; This beautiful home was the FORMER MODEL affording all updates; all custom designed touches says WOW ! Purchasers to pay HOA 1/2% of purchase price to capital improvement fund...TAXES are approximately $8,000 year…we pay +/- $6,000 with regular STAR…Although this Property is a Condo, the privacy afforded is outstanding...no neighbors across front of home, leaving a greenfield view ...the rear has foliage, arborvitaes, and hedging offering privacy to soak in your heated in ground spa with huge paver patio and pergola. Custom woodworking touches on walls and ceiling add drama and intimacy...the clubhouse is only minutes away to enjoy cookouts, cards, and a host of activities offered.

173 Hamlet Drive, Mt. Sinai

55 Rose Lane, Mt. Sinai
$548,888
2 Beds ⋅ 2 Baths ⋅ 1053728 MLS
Well-maintained and upgraded 2-bedroom, 2-full-bath Dorchester Model in Plymouth Estates, a 55+ community. This desirable first-floor model with a full basement features a spacious living room with built-in cabinetry with fireplace and hardwood floors. The eat-in kitchen offers upgraded expanded cabinetry, granite countertops, stainless steel appliances, and a center island with seating. The primary suite with built ins includes a private bath and walk-in closet. Sliders lead to a private rear upgraded covered brick patio, while a front porch provides additional outdoor space. Full basement with cedar closet, extensive storage cabinetry, and 1-car garage offers plenty of additional storage. Enjoy Plymouth Estates amenities including clubhouse, fitness center, outdoor pool, tennis, bocce, walking trails, scenic lakes, putting green, and more. Move right in and enjoy the Plymouth Estates lifestyle!

55 Rose Lane, Mt. Sinai

11 Tina Lane, Mt. Sinai
$849,000
3 Beds ⋅ 3 Baths ⋅ 1053130 MLS
Condo Living at its best! Welcome to this magnificent, fully renovated free-standing Captree One model with a full basement. Designed for everyday comfort and elegant living, this home offers approximately 2,200 square feet of bright, open living space. No detail has been overlooked—nothing compromised. From the moment you arrive, you’ll appreciate the generously proportioned rooms and upscale finishes, including solid red oak wide-plank wood flooring, crown molding, floor-to-ceiling windows, and custom craftsmanship throughout. Grand Entry Step into the two-story Grand Foyer with a skylight, setting the tone for an opulent experience. A spacious living room/den with a vaulted ceiling and Cozy Stone Fireplace awaits, seamlessly open to the formal dining room. The sophisticated open-concept layout flows effortlessly, connecting the banquet-sized formal Dining Room—featuring a tray ceiling with crown molding—to the heart of the home: an exquisite Gourmet Kitchen. Gourmet Kitchen—Made to Impress! If the kitchen matters most to you, start here. Enjoy custom high-gloss cabinetry with abundant storage, smooth quartz countertops, and generous prep space—perfect for entertaining. Thoughtfully designed to look beautiful and work seamlessly, the kitchen also features: • Porcelain floors • Oversized deep stainless-steel sink • Bosch appliances, including: • Bosch 5-gas cooktop, Stainless steel range hood, Double oven, Refrigerator, Dishwasher, and microwave. It also includes a sliding door that leads out from the kitchen to a private, beautifully landscaped brick patio. First-Floor Primary Suite The first-floor Primary Suite is a serene retreat, offering a tray ceiling, hardwood floors, a walk-in closet, and a beautifully appointed en-suite bath. The spa-like bath includes: • A state-of-the-art oversized custom shower • Two double sinks with an oversized double Vanity. • An additional make-up vanity with a seating area, and porcelain floors. An additional bedroom/den, Full bath, Laundry room, and two-car garage complete the main level. Second Level Upstairs, you’ll find an expansive Loft/Family Room with engineered laminate floors, ideal for relaxing or entertaining. The second level also offers an additional bedroom and full bath. Enjoy-Style Living, Every Day! Located in the highly sought-after The Ranches with a 24-hour gated community. It offers an array of amenities, including Indoor/Outdoor Pools, Tennis, pickleball courts, Bocce Ball, a Playground, a Clubhouse with a fully equipped Gym, and much more! A must-see to truly appreciate the craftsmanship, design, and lifestyle this exceptional home offers! Conveniently situated near parks, beaches, shopping, restaurants, Port Jefferson train station, and Ferry.

11 Tina Lane, Mt. Sinai

68 Chestnut Street, Mt. Sinai
$969,000
4 Beds ⋅ 3 Baths ⋅ 1053741 MLS
Privacy, Elegance & Endless Possibilities Welcome to a truly distinctive property where architectural character, modern updates, space, and privacy come together. Built in the 1990s and thoughtfully updated over the years, this unique hillside residence is designed into the natural grade of the property, creating an exceptional multi-level layout. The home features four bedrooms and three full baths, with two bedrooms on the ground level and two bedrooms on the main living level. Because of the home's hillside design, what would traditionally be considered a basement, it functions as a true ground-level living area, while the primary living level sits above it as a second floor. This elevated design provides an incredible sense of separation, flexibility, and privacy throughout the home. Step inside to an inviting open-concept floor plan with soaring ceilings, generous living spaces, and an abundance of natural light. The spacious layout is equally suited to comfortable everyday living or sophisticated entertaining. The versatile rooms throughout the home offer endless possibilities. Create a dedicated home office, guest suite, private gym, recreation room, or additional bedroom—the flexibility is yours. With generous square footage and multiple living areas, there is room for everyone and everything. The home has benefited from many important updates, offering the comfort of modern living while retaining its distinctive character. Features include a new roof, granite countertops, modern improvements throughout, and an electric vehicle charger. A new deck provides the perfect extension of the living space, ideal for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. The expansive backyard is where this property truly shines. With substantial usable space, the possibilities are virtually limitless. Envision a private resort-style pool oasis, an expansive outdoor entertaining area, a beautiful playground or swing set, lush gardens—or all of the above. There is room to bring even the most ambitious backyard vision to life. The secluded setting adds another layer of appeal, creating a feeling of privacy and tranquility that is increasingly difficult to find. Ample parking provides added convenience for residents and guests. From its unique hillside architecture and flexible multi-level design to its extensive updates, new roof, EV charger, spacious grounds, and modern finishes, this is a home that offers something truly special. Turn-key, beautifully updated, exceptionally versatile, and ready for its next chapter. Come experience the space, privacy, and possibilities for yourself.

68 Chestnut Street, Mt. Sinai

240 Ira Road, Mt. Sinai
$599,999
2 Beds ⋅ 2 Baths ⋅ 1053961 MLS
Welcome to Plymouth Estates, a 55+ community on Long Island's North Shore. This 2 bedroom, 2 bath Cambridge model keeps daily life on one level, plus a full basement that gives you more storage than most condos can offer. The open living and dining area is anchored by a gas fireplace, with sliders out to a covered patio backing up to a wall of evergreens. It's quiet and private, and it's where your morning coffee happens. The eat-in kitchen has hardwood floors, oak cabinets, a gas range, and a breakfast bar that opens to the living room. The primary bedroom has a bay window and its own bath with a tub and a separate stall shower. The second bedroom works for guests or a home office, with a second full bath nearby. There's in-unit laundry, an attached garage, and a front porch too. The HOA covers roof and exterior maintenance, landscaping, snow removal on roads and walkways, trash pickup, and community upkeep. Residents enjoy a clubhouse, pool, and tennis courts. Up to two pets allowed per community rules. Minutes from Mount Sinai Harbor, Cedar Beach, and Port Jefferson Village.

240 Ira Road, Mt. Sinai

20 Hilltop Drive, Mt. Sinai
$850,000
5 Beds ⋅ 3 Baths ⋅ 1053303 MLS
Welcome to 20 Hilltop Drive! This spacious 5-bedroom, 2.5-bath home pairs a well-designed interior with a private backyard built for entertaining. Its updated kitchen has granite countertops, a large center island, stainless steel appliances, a wine fridge, and room for an eat-in dining area. Next to it is an oversized family room, and a formal living room and formal dining room are there for hosting. Upstairs, the bright primary suite comes with a primary bath and two walk-in closets. There are also four additional bedrooms, all a good size, and a full hall bath. The partial basement holds the laundry, utilities, and plenty of storage. The fully fenced backyard is private and has multiple patios for outdoor dining and entertaining. It also has a sport court with stadium lighting, set up for basketball and pickleball, day or night. A true entertainers dream!

20 Hilltop Drive, Mt. Sinai

76 Wylde Road, Mt. Sinai
$749,999
3 Beds ⋅ 2 Baths ⋅ 1049620 MLS
Welcome to 76 Wylde Road! This custom-built Meticulously maintained home features a formal living room, EIK w/ quartz counter tops, center island and SS appliances, Main Floor laundry room w/ slop sink for convenience and access to your 3-car garage PLUS workshop area! The second level features a primary bedroom w/ WIC, full hall bathroom, 2 additional bedrooms, and access to a garage rooftop area (unfinished w/ endless potential). Upstairs, you have a full finished attic space for easy storage access... plus a finished basement w/ OSE, recreation area and even more storage!! Additional features include the following… Oil heat (1 radiant floor zone + 2 baseboard zones), 200 AMP electric, Anderson windows, Skylights, NEW Premium Vinyl board and batten siding, 30 Yr Architectural roof 2016 (1 layer), attached 3-car garage Plus a huge Workshop a true contractors/car enthusiasts delight w/ over 10-foot ceilings! All this and much more set on just over 1/3 acre on a quiet, dead End Street! This Property is beautifully maintained and fully Fenced, offering plenty of space, privacy, & parking .......even for an RV Or Boat! With its custom-built charm, versatile living spaces, incredible garages/workshop setup, finished basement, and endless potential throughout, you won’t want to miss this gem!

76 Wylde Road, Mt. Sinai

8 Chippendale Drive, Mt. Sinai
$549,000
2 Beds ⋅ 2 Baths ⋅ 1036070 MLS
What you have been waiting for. An inviting all redone spacious 2-bedroom, 2-bathroom home with gleaming hardwood floors throughout! Featuring an Updated eat in kitchen with custom hardwood cabinets, attractive granite counters and Ss appliances. Primary bedroom with sprawling walk-in closets brand new spa bathroom. Second full mesmerizingly attractive hall bathroom. Spacious living room and dining room opens through French doors that lead to backyard complete with paved patio in tranquil setting. The oversized garage is attached to the home and includes a walk-up attic, perfect for ample storage. Move right in home provides a country club lifestyle with outstanding community amenities including clubhouse ,fitness center, tennis, bocce and a full calendar of social events. Sewer Fee Quarterly $147.75

8 Chippendale Drive, Mt. Sinai

16 Jesse Way, Mt. Sinai
$975,000
4 Beds ⋅ 3 Baths ⋅ 1043108 MLS
Welcome to 16 Jesse Way, a beautifully appointed contemporary home in the desirable Mount Sinai community. Set on just shy of an acre of stunning landscaped grounds, this spacious 4 bedroom 2.5 bath residence offers approximately 2,700 square feet of comfortable living space. Gorgeous primary bedroom with full bathroom and walk in closet. The French country decor runs throughout the home on all levels .The open and versatile layout provides plenty of room for everyday living and entertaining, while the fully finished basement offers valuable additional living space. Step outside to your private backyard retreat, complete with a lovely in ground pool surrounded by lush professionally landscaped grounds-perfect for relaxing or entertaining throughout the warmer months. Ideally located in walking distance to Heritage Park, this property combines generous interior space, exceptional outdoor amenities and a convenient location. A wonderful opportunity to make this spacious Mount Sinai contemporary your new home.

16 Jesse Way, Mt. Sinai

82 Chestnut Street, Mt. Sinai
$689,850
4 Beds ⋅ 2 Baths ⋅ 1039282 MLS
Welcome to 82 Chestnut Street, nestled in the desirable Whitcombs Acre residential neighborhood of Mount Sinai. This 4-bedroom, 2-bathroom home offers nearly 2,000 square feet of living space on a beautiful 0.34-acre lot. The spacious layout features generously sized rooms and plenty of potential to create the home of your dreams. The home does need some TLC and updating, making this a fantastic opportunity for buyers looking to add their own personal touches. Enjoy the privacy and tranquility of this established residential neighborhood while being conveniently located near schools, shopping, dining, parks, beaches, and major roadways. With its sought-after Whitcombs Acre location, spacious lot, and endless possibilities, 82 Chestnut Street is a wonderful opportunity to make your vision a reality.

82 Chestnut Street, Mt. Sinai

131 Constantine Way, Mt. Sinai
$759,999
3 Beds ⋅ 3 Baths ⋅ 1038503 MLS
Step into luxury living at The Magnificent Ranches, an exclusive gated community where lifestyle meets sophistication. This highly sought-after Captree I condo delivers space, style, and an unbeatable layout featuring a first-floor primary suite with a stunning spa-like bath—perfect for effortless everyday living. Dramatic cathedral ceilings and a striking designer staircase create an impressive first impression, while the den with fireplace offers the perfect retreat. Entertain with ease in the formal dining room and beautifully upgraded eat-in kitchen with granite countertops and rich cherry cabinetry. A first-floor guest room adds flexibility, while the second suite with full bath and expansive loft provides the ideal setup for guests, home office, or additional living space. Packed with premium features including central vacuum and generous storage, this home checks every box. Enjoy a true resort lifestyle with access to a clubhouse, indoor and outdoor heated pools, tennis courts, fitness center, pool rm, ballroom, and library-all within a private, beautifully maintained community. This is more than a home-it’s a lifestyle upgrade. Don’t miss your opportunity to own in one of the area’s most desirable communities.

131 Constantine Way, Mt. Sinai

83 Shore Road, Mt. Sinai
$899,990
4 Beds ⋅ 3 Baths ⋅ 1024841 MLS
Welcome to 83 Shore Road, a beautifully maintained colonial set on over an acre of property in the heart of Mount Sinai with an adjacent buildable 1.35 acre lot available if desired. This recently renovated property offers many opportunities for expansion and development to fulfill any vision! This spacious 4-bedroom, 2.5-bathroom home offers a bright and inviting layout with multiple living spaces perfect for both everyday comfort and entertaining. Some features include hardwood and vinyl floors throughout the home, recessed lighting throughout the first floor, stainless steel appliances in the kitchen, fireplace, 200 amp electric, oil heating and central air conditioning. The oversized primary en suite offers high ceilings, walk-in closet and a full bathroom. Additionally, there is a partially finished basement and 2 car garage. The dining room and great room boast huge windows overlooking the inground pool, lush landscaping and mature trees that are complemented by a long driveway and private setting. Enjoy peaceful surroundings while being just minutes from beaches and the amenities of Port Jefferson Village. Don't miss out on this unique opportunity to own a beautiful home in one of Mount Sinai’s most desirable communities!

83 Shore Road, Mt. Sinai

147 N Country Road, Mt. Sinai
$775,000
3 Beds ⋅ 2 Baths ⋅ 1014611 MLS
Nestled on a 1.4 acre lot in Mount Sinai is this Cape-cod style home with 2000+ square feet of living space. Main level features a spacious kitchen with granite counters and stainless steel DW and Refrigerator, Formal Living Room with a Fireplace with wood-burning stove insert, Formal Dining Room with built-in corner cabinet, Den with wood burning stove, Bedroom, Full Bath, Office and Laundry Room. The second floor has two bedrooms and a Full Bath. Home features hardwood floors (wood floors under the carpets, too!), ductless AC, awning over the back trex deck. A two-car detached garage and a large, two-story barn round out the offering. The backyard has mature trees, space for a garden and perennial shrubs. The property is close to shopping, dining and recreational opportunities. Cedar Beach, Satterly's Landing, Rose Caracappa Center, Heritage Park and the North Shore Rail Trail are near by. A short drive takes you to Port Jefferson Village, LIRR, Cross Sound Ferry, SUNY Stony Brook and Saint Charles, Mather and Stony Brook Hospital within 8 miles. To recap: 3 bedroom 2 bath house, detached 2 car garage, 2 story barn, big yard with room to run and play or install the garden of your dreams, close to the Mount Sinai School Campus. Don't wait!

147 N Country Road, Mt. Sinai

5 Crabapple Court, Mt. Sinai
$900,000
4 Beds ⋅ 3 Baths ⋅ 1013350 MLS
Drive North on Peachtree Lane past the Rail Trail access and several cul-de-sacs on either side of the road that are great for bike riding and walking; turn onto Crabapple Court. Number five is a beautiful Colonial with updated Kitchen, Roof, Siding, Gutters, Powder Room, CAC, Garage Doors, Front Door, Driveway, Walkway. It has an end of cul-de-sac location with large, fenced lot in the Mount Sinai School District. There are four Bedrooms, two full Baths and a Powder Room. The home features a wood-burning fireplace, hard wood floors (under carpets), stainless steel kitchen appliances and main floor laundry room. Flexible floorplan that you can set up to your preferences. The home has two primary bedrooms on the second floor one with 100 sq. ft. walk in closet, the other has an en-suite bathroom and multiple closets. Large Deck for entertaining, basement for storage, two car garage. The backyard is private and fenced with mature trees and a gently rolling lawn. Close to Mount Sinai School campus, shopping. dining and recreational opportunities. Close to Cedar Beach, Heritage Park, Rose Caracappa Senior Center, Satterly’s Landing, Mount Sinai Yacht Club, North Shore Rail Trail, Port Jefferson Village, LIRR, Cross-Sound Ferry, Mather Hospital, Saint Charles Hospital. 8 miles to Stony Brook University and University Hospital. 11 miles to Brookhaven National Lab.

5 Crabapple Court, Mt. Sinai

25 Vineyard Way, Mt. Sinai
$999,900
3 Beds ⋅ 3 Baths ⋅ 1003673 MLS
Welcome to Mount Sinai living at its finest! Home is set on beautifully landscaped property; 25 Vineyard Way offers just shy of 3,000 square feet of living space featuring 3 bedrooms plus a versatile loft/home office and 2.5 baths. The impressive approx. 600 sq. ft. great room showcases cathedral ceilings and a stunning gas fireplace, while the den offers an additional wood-burning fireplace for added warmth. Entertain with ease in the formal dining room and updated kitchen featuring new appliances & center Island. Recent updates include fresh interior paint, updated flooring throughout, brand new carpeting on the stairs and second level, new blinds, updated interior & exterior lighting with dusk-to-dawn exterior lights, a 6-year-young roof, and an upstairs A/C unit replaced approx. 6 years ago. The garage has also been freshly painted and finished with an epoxy floor coating. Step outside to your private backyard oasis complete with an in-ground pool featuring an 8-year-young Loop-Loc cover and liner, pool cabana/bar area, new pergola fenced yard, and a new shed foundation with an 8x13 shed. Additional highlights include main-level laundry, updated above-ground oil tank (2025), blacktop driveway with cobblestone pavers and walkways, and 6-zone in-ground sprinklers with room for an additional zone. This exceptional home combines comfort, style, and resort-like outdoor living in a highly sought out location.

25 Vineyard Way, Mt. Sinai

26 Rose Lane, Mt. Sinai
$520,000
2 Beds ⋅ 2 Baths ⋅ 999845 MLS
This Is A Fannie Mae Homepath Property! Located in the beautifully landscaped 55+ community of Plymouth Estates, this upper unit condo is the definition of easy living! The Charming front porch to welcomes you and your guests home, the perfect place to sit in the shade on these beautiful days. The spacious Living Room features gas fireplace for those cozy nights at home. Galley style eat in kitchen is open to the dining room, has enough space for additional storage cabinet or dinette set, or even a desk or craft area, plus a pantry and washer/dryer hookup in a closet. There is a Wall of double French door style sliders that brings in natural light and leads from both the living room and dining room to a spacious balcony for outdoor living. The Primary bedroom has vaulted ceiling, a full private en suite bathroom, walk-in closet with storage system, and bay window- it's the perfect place for a sitting area, window seat or reading nook. The second bedroom is also spacious has a large closet with storage system, vaulted ceiling and there is a second full bathroom in the hall. This condo even has a basement and garage for that extra space you may need or the potential for your imagination to dream up more. Plymouth Estates is nestled around five scenic ponds, with amenities including a Clubhouse, fitness Center, in ground pool and social activities with a community to embrace! Don't miss your chance to own this home and make it your own!

26 Rose Lane, Mt. Sinai

819 Canal Road, Mt. Sinai
$499,999
3 Beds ⋅ 1 Baths ⋅ 985032 MLS
Welcome to this charming 3-Bedroom, 1-Bath Ranch nestled on a spacious 0.5-acre property in desirable Mount Sinai! This well-maintained home offers the perfect blend of comfort, functionality, and outdoor living. Step inside to find a bright eat-in kitchen, ideal for everyday meals and entertaining, along with a cozy layout that makes single-level living easy and convenient. The home also features a partial basement for added storage or bonus space, plus an attic for even more flexibility. Outside, enjoy your own private retreat with a beautifully maintained yard, complete with an above-ground pool and a brand-new deck—perfect for summer gatherings, relaxing weekends, and entertaining guests. With low taxes under $10,000, generous property size, and endless potential, this home is a fantastic opportunity for homeowners and investors alike. Don’t miss your chance to own a piece of Mount Sinai!

819 Canal Road, Mt. Sinai

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.