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$1,050,000
4 Beds 2 Baths 1035117 MLS
George Washington Didn't Sleep Here but a Member of the Culper Spy Ring Could Have * This Circa 1780 Home is a Must See. It is Fully Renovated and Ready to Host the Next Owner. The Kitchen is a Chef's Dream. There is a Forno 8 Burner, Double Oven Gas Stove & An Extra Wide Forno Refrigerator/Freezer. The Rooms are All Spacious and the Family Room Has Original Hand-Hewn Beams * There is Wood Flooring Throughout * High Hats Throughout * Crown Molding Throughout * The Oversized Main Bathroom has a Clawfoot Tub * The Primary Suite has Vaulted Ceilings, A Walk-in Closet and a Large Full Bath that has Recently Been Updated. Upstairs Also Features a Huge Cedar Closet * There are Custom Historic Trim and Door Hardware Throughout * The Boiler/ Hot Water Heater is a Newer High Efficiency Energy Kinetics Flagship System 2000 * The Backyard is an Oasis in Paradise...There is a Freeform In-Ground Pool, A Full Outdoor Kitchen with Granite Countertops * A Fire Pit with a Cooktop Grill and an Outdoor Shower. There's Parking for 10 Cars and a Detached 2 Car garage * A Huge Basement with an Outside entrance * There is also a Separate Party Area, Where You can Put up a Tent and Host a Party for 100 People. Also ...there is a Winter Waterview! What Are You Waiting For? ...Make an Appointment to see this Special Home in the Award Winning Mt. Sinai School District.

145 Shore Road, Mt. Sinai

$1,099,999
6 Beds 5 Baths 1045245 MLS
Public Remarks Welcome to 97 Chestnut Street, an exceptional residence in Mount Sinai that combines spaciousness, privacy, and functionality in a design tailored to the modern lifestyle. This property offers 6 bedrooms and 5 full bathrooms distributed across well-defined spaces—ideal for multi-generational living, or buyers seeking flexibility. The interiors are distinguished by high ceilings, abundant natural light, and multiple living areas that provide comfort for both daily living and evening entertaining. The open-concept kitchen features a breakfast area, excellent storage capacity, and a direct connection to the social spaces, creating a practical and welcoming atmosphere. The first floor includes a bedroom that can serve as a private suite for guests. The finished lower level adds significant value with recreational space, storage, and convenient access, further expanding the property's potential uses. The exterior offers a private, oasis-like setting on a lot of approximately 1.25 acres, featuring a swimming pool, hot tub, spacious patio, and lush green areas ideal for outdoor enjoyment. The property also includes a two-car garage and an expansive driveway that provides ample additional parking. Strategically located near renowned schools, shops, parks, and transportation, this property combines residential tranquility with convenient access to essential amenities. With the necessary permits already in place, there is potential for a "Mother & Daughter" (accessory apartment) configuration, making this an excellent option for those seeking additional living space or potential rental income. This is a unique opportunity to acquire a move-in-ready property with significant potential for future appreciation.

97 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

$1,300,000
5 Beds 3 Baths 1025468 MLS
Welcome to this beautifully maintained 5 Bedroom, 2.5 Bath Colonial nestled on over 3 private acres, offering the perfect combination of classic charm, modern comfort, and exceptional space. The main level features a sun-filled living room with a fireplace, a warm and inviting den with a second fireplace, a formal dining room for entertaining, and a spacious eat-in kitchen designed for everyday living. A first-floor bedroom, private home office, and convenient half bath provide added flexibility for guests, remote work, or multigenerational living. Upstairs, the generous primary suite offers a walk-in closet and private full bath, while three additional bedrooms and another full bath provide plenty of space for family and guests. The fully finished basement adds even more versatility with a kitchenette, dining area, family room, and laundry area, making it ideal for extended living, recreation, or entertaining. Step outside to your own private backyard oasis featuring a fully fenced in-ground pool, an elegant stone patio, and expansive open grounds perfect for outdoor entertaining, recreation, or simply enjoying the peaceful surroundings. Complete with ample parking and a desirable blend of privacy and convenience to local amenities, this exceptional property offers the space, comfort, and lifestyle you've been searching for.

77 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

$1,399,999
4 Beds 4 Baths 1024683 MLS
Exceptional luxury meets timeless elegance in this meticulously updated Colonial, nestled very privately within the prestigious South Harbor Woods community, in the award-winning Mount Sinai School District. Designed for those who appreciate both refined living and unforgettable entertaining, this remarkable residence offers more than 4,000 square feet of thoughtfully curated living space where every room has been crafted with comfort, sophistication, and functionality in mind. The heart of the home is an impressive chef's kitchen appointed with premium Thermador appliances, abundant custom cabinetry, an oversized center island, and an expansive dining area designed for effortless entertaining in addition to a formal dining room. Beautifully proportioned formal and casual living spaces flow seamlessly throughout, enhanced by integrated surround sound and exceptional attention to detail. The crown jewel of this remarkable residence is the spectacular primary suite addition, thoughtfully constructed in 2022—a feature that would be extraordinarily difficult to find elsewhere. Designed as a true private sanctuary, this magnificent retreat showcases 9 foot ceilings, a dramatic floor-to-ceiling dual-sided fireplace, an expansive custom walk-in closet, and a spa-inspired ensuite featuring a timeless rolled rim clawfoot soaking tub and oversized walk-in shower, creating the ambiance of a five-star luxury resort. The finished lower level offers exceptional versatility with a spacious recreation room, dedicated fitness room, full bath, abundant storage, and sliding glass doors providing direct access to the backyard. Outside, discover your own private resort where professionally designed landscaping, extensive paver patios, multiple outdoor entertaining and relaxation areas, an outdoor kitchen, hot tub, sparkling in-ground pool, and mature specimen plantings create an extraordinary setting for entertaining or quiet enjoyment. Additional premium features include a high-end integrated security camera system, new roof, gutters, heating system, exterior doors, garage doors, pool liner, and much more. Beautifully maintained and completely move-in ready, this exceptional South Harbor Woods residence offers luxury living at its finest. Tremendous value based on current comparable sales and the home's extensive 2022 expansion, premium upgrades, and overall condition. A must see in person to truly appreciate. I wonder if you will be the LUCKY buyer of this very special home.

6 Maureen Drive, Mt. Sinai

$950,000
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

$1,129,000
5 Beds 4 Baths 1011860 MLS
Welcome to this stunning 3,700 sq. ft. Windsor Colonial nestled in the heart of Mount Sinai. Located within the highly sought-after Villages of Mount Sinai gated community, this exceptional residence offers the perfect blend of elegance, comfort, and functionality. Step inside through the impressive grand foyer, where you'll immediately appreciate the home's spacious layout and refined design. The main level features a formal living room, an elegant dining room, and a beautifully appointed eat-in kitchen complete with custom wood cabinetry, a large center island, stainless steel appliances, high-hat lighting, and abundant workspace—perfect for everyday living and entertaining alike. Just off the kitchen, you'll find a warm and inviting family room, creating the ideal gathering space for family and friends. The home offers four generously sized bedrooms, including a luxurious primary suite, along with four full bathrooms thoughtfully designed for convenience and comfort. The fully finished basement provides exceptional versatility and is currently configured as a fully functional mother/daughter suite, offering endless possibilities for extended family, guests, or additional living space. Residents of The Villages at Mount Sinai enjoy access to outstanding community amenities, including a renovated fitness center, tennis courts, swimming pool, playground, and clubhouse. With its spacious interior, desirable community setting, and countless upgrades throughout, this remarkable home is a rare opportunity that won't last long. Schedule your private showing today and experience everything this exceptional property has to offer.

26 Woodstork Drive, 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

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.