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$1,099,999
3 Beds 3 Baths 1032442 MLS
Enjoy Luxury Living in this 2222 Square foot (approx.) meticulously maintained Ranch home with its own deeded dock slip, that can fit a 10' Beam, perfectly located directly across the street. With convenient water access and water views this is must see property. This home has been raised and sits on a spacious .46-acre lot in a quiet cul-de-sac, with beautifully landscaped front and side yards. This home features comfortable one level living with water views from some rooms and the spacious Trex deck with an electric awning and deck speaker. Upon entering the front door, just off the main foyer, the home features a dedicated pub room with sink and a beverage cooler, creating the perfect space for entertaining. The very spacious 420' (approx.) chefs kitchen features a commercial grade DCS, 5-burner gas range, a very large center island, a pantry, plenty of counter space and cabinets, two sinks w/garbage disposal, a drawer microwave, double drawer dishwasher and stainless appliances. There is a spacious living room with a gas fireplace and built in ceiling speakers. Adjoining, is a beautiful sun room with entrance to the deck. Down the hallway is the Laundry nook, two bedrooms and a redone full bath. At the end of hallway is the redone ensuite, shiplap wall in the primary, with a full bath and a step-in closet. There are High Hat lights throughout most of home. An additional feature is a young 2-car detached heated garage, with a 200amp electric panel, a workbench and sink. A circular driveway was just top coated and sealed. The house features a whole house generator with an automatic transfer switch. The generous deck backyard offers plenty of room for outdoor gatherings, gardening, or future enhancements. Interior highlights include hardwood flooring, bright living spaces, and a functional floor plan that provides both comfort and flexibility. Do not miss this rare opportunity for premier Long Island living.

6 Montgomery Lane, Bay Shore

$1,349,000
4 Beds 3 Baths 1018121 MLS
A rare opportunity to own a piece of Long Island’s South Shore history! This 4 bedroom, 2.5 bath Dutch Colonial was originally a carriage house for one of the large estates on the South Saxon peninsula and was built in 1900. Property offers complete privacy on park-like grounds and is perfect for entertaining in all seasons. Original flooring, original wood-burning fireplace and beautiful touches such as large Anderson windows, wide moldings, paneled wooden doors, antique hardware and custom window treatments. Spacious kitchen features custom cabinetry, butcher block countertops, a Sub Zero refrigerator, new dishwasher, and a Wolf commercial gas stove with a Viking exhaust hood. The large formal living and dining rooms offer cozy spaces for gatherings with family and friends. The family room features large Anderson sliding doors leading to the outdoor area. The primary suite features a vaulted ceiling with large picture windows leading to a small deck with a mechanical awning. The ensuite bathroom features a stall shower and a large soaking tub. All bedrooms have spacious closets. The outdoor area features a large brick patio, an in-ground saltwater pool, beautiful perennial gardens and a full outdoor shower. Detached two-car garage has a complete room upstairs with heat and A/C. Brand new driveway, gas heating system and updated roofing. A true gem!

10 Boyd Avenue, Bay Shore

$1,500,000
2 Beds 2 Baths 1011815 MLS
Welcome to Admiralty, a luxury gated community this beautifully appointed waterfront residence, where boating, private beach access, and resort-style living creates an exclusive coastal lifestyle.This beautifully appointed 2-bedroom residence showcases elegant imported flooring, soaring cathedral ceilings, and a breathtaking living room centered around a warm and inviting fireplace. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring premium stainless-steel appliances, a stylish bar area, and an open, sophisticated layout. The primary suite offers a private spa-like bathroom and with two walk-in closets, while additional features include a washer and dryer, ample storage, a spacious garage, and attic space. Step outside to your private patio, perfect for hosting family gatherings or enjoying peaceful outdoor living. Boating enthusiasts will appreciate the deep-water marina with private dockage and direct access to the Great South Bay. Situated within a meticulously maintained 158-acre waterfront community, residents enjoy an unparalleled lifestyle with 24/7 gated security, a newly renovated clubhouse, fitness center with Pilates and other wellness classes, three tennis courts, a pickleball court, private gardens, kayaking, a private beach, and a resort-style swimming pool with lifeguards. Perfectly positioned across from Fire Island’s Kismet and Ocean Beach and just a short drive to the Hamptons, this rare offering delivers the ultimate blend of luxury, recreation, and waterfront elegance. It includes snow removal, grass mowing and outside maintenance.Conveniently located near public transportation and supermarkets for easy everyday living.Just minutes from Bay Shore, offering access to shopping, dining, waterfront parks,less than two miles from ferry terminals to fire island and only one hour from NYC via LIRR. Don't miss out. https://theadmiraltyhoa.org

202 Captains Way, Bay Shore

$1,950,000
9 Beds 5 Baths 944725 MLS
Step into timeless elegance with this stately 9 bedroom 4.5 bath Federal Style home encompassing over 5,646 square feet of living space. Built in 1890, this grand home is steeped in rich history- once owned by George Macy, the famed tea importer. This architectural gem showcases classic period details including four fireplaces, intricate woodwork and moldings, high ceilings, and generously proportioned rooms. The gracious formal living and dining room are ideal for inside entertaining, while a specious deck allows for fabulous outdoor entertaining. This home sits on an expansive 1.4 acre lot and includes a 3-car detached garage, mature landscaping, and a commanding presence that reflects its storied past. With nine spacious bedrooms and four and a half baths, this is a rare opportunity to own a piece of history in an area known for it's prestigious homes and legacy properties.

35 S Penataquit Avenue, Bay Shore

$3,350,000
5 Beds 5 Baths 973534 MLS
To-be-built remarkable colonial on one of the most beautiful and sought-after streets in Bay Shore, set on just shy of 1.5 acres with stunning water views of the Great South Bay from the second level. This exceptional 5-bedroom, 4 full bath, 1 half bath residence will feature thoughtfully designed living space and the rare opportunity for full customization, allowing the buyer to tailor every detail to their taste and lifestyle. Proposed features include 10ft first floor ceilings, a state-of-the-art chef's kitchen connecting to a formal dining room through the butler's pantry, additional breakfast room, family room with gas fireplace, spacious great room with gas fireplace- perfect for everyday living and entertaining. A stunning sunroom filled with abundant natural light creates the perfect place to relax while enjoying the surrounding beauty. The home will also feature a charming second-floor balcony overlooking the bay attached to a large master suite with his and her closets, walk in closets in the additional bedrooms, a laundry room on the second level, and beautiful carport, perfect for bringing in groceries, and a detached two-car garage. A truly unique opportunity to build your dream home in a premier Bay Shore location.

100 Awixa Avenue, Bay Shore

$1,195,000
5 Beds 4 Baths 960290 MLS
Spacious 5-Bedroom Splanch in Desirable Bay Shore. Welcome to this expansive and well-appointed 5-bedroom, 3.5-bath Splanch offering incredible space, versatility, and comfort. Set on a beautifully maintained property, this home features multiple levels of living designed for both everyday living and entertaining. The main level welcomes you with a bright entry foyer and generous living space. The sun-filled living room with fireplace and large picture window creates a warm and inviting atmosphere, while the formal dining room provides the perfect setting for hosting holidays and special occasions. The eat-in kitchen offers abundant cabinetry, ample counter space, double wall ovens, and a functional layout that opens seamlessly to the main living areas. The upper levels feature spacious bedrooms, including a primary suite with private bath and excellent closet space. With five true bedrooms, this home provides flexibility for extended family, guests, or a dedicated home office setup. Three full bathrooms and an additional half bath offer convenience for a busy household. The lower level den provides additional living space — ideal for a family room, media area, or playroom. Step outside to a large, private backyard surrounded by mature landscaping and your fenced-in inground pool— perfect for entertaining or relaxing.

890 Thompson Drive, Bay Shore

$1,400,000
6 Beds 5 Baths 970268 MLS
Rare opportunity to own a stunning luxury home in the coveted Penataquit Point community, offering resort-style living and breathtaking views of the Great South Bay. This impressive 6-bedroom, 4.5-bath colonial blends classic elegance with modern convenience on a charming, tree-lined street. Relax on the front porch and take in the serene bay views, or host in style inside. The formal living room features a cozy wood-burning fireplace that flows seamlessly into the dining room, perfect for entertaining. The light-filled kitchen is the heart of the home, complete with a center island, spacious pantry, and quartzite countertops. The main floor offers three full bedrooms and 2.5 baths, while the upper level includes a private office with potential for an additional half bath and a fully equipped mother-daughter suite with its own kitchen, living area, two bedrooms, and two bathrooms, ideal for multigenerational living or guests. Additional features include central air, two-zone gas heat, 300-amp electric service, a 2-car garage with a large driveway for parking, and a separate entrance for the additional unit. Outside, enjoy a private retreat with an in-ground pool with a new liner and loop-lock cover in September 2025, bocce ball court, patio, and expansive space for entertaining. Located just minutes from Fire Island ferries and local amenities, this exceptional Bay Shore residence offers more than a home, it is a lifestyle of comfort, luxury, and elegance.

108 Awixa Avenue, Bay Shore

$1,400,000
951712 MLS
This offering features three structures on one deeded lot in the heart of Bay Shore’s Business District. Seventy Park Ave is a 2,600 sq ft commercial building with a current CO allowing the first floor apartment to be used as a Personal Service business and residence, and the second floor as a separate apartment. The current owner is using both floors as a one family residence with a Personal Service business. The property offers parking for 5 to 7 vehicles and includes many updates throughout including the kitchen, three full bathrooms, and a full roof replacement completed approximately six years ago. Additional building features include natural gas hook up in house for cooking, an oil heating system and exterior cellar access to a full unfinished basement. The property is connected to sewers and public water, has commercial dumpster service for rubbish removal, and contains three electrical meters: two residential panels for the first and second floors and one commercial panel servicing the basement and garage. There is also a 400 sq ft detached two car garage and an additional 1100 sq ft building at 1636 and 1636A Union Blvd, CO’d as a legal two family dwelling with a studio and a one bedroom apartment. These units are separately metered for electric, with the studio operating on electric heat and the one bedroom having its own gas heating system. Both units are currently vacant. The property presents an opportunity to reposition multiple units at once, resolve outstanding violations, and capitalize on strong rental demand for studio, one bedroom, and two bedroom apartments in the area. With flexible layouts, on site parking, and significant upside through renovation and potential expansion, this asset is well suited for investors seeking value add potential and long term income growth.

70 Park Avenue, Bay Shore

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.