Bay Shore Homes with Cottage Style

Welcome to Bay Shore, a hidden gem nestled in the heart of Suffolk County, New York. This vibrant community offers a perfect blend of suburban charm and convenient access to urban amenities. Known for its strong sense of community, Bay Shore boasts an exceptional school district that prioritizes educational excellence. The Bay Shore School District is dedicated to nurturing young minds, providing a comprehensive curriculum, and fostering creativity and critical thinking. With a variety of extracurricular activities and support programs, students here thrive in a nurturing environment that encourages them to reach their full potential.

For those seeking a unique living experience, Bay Shore is home to an array of enchanting cottage-style homes. These charming residences are characterized by their quaint architecture, inviting porches, and lush gardens, making them the perfect retreat for families and individuals alike. Imagine sipping your morning coffee on a sun-drenched porch or hosting a summer barbecue in your beautifully landscaped backyard. Cottage-style homes in Bay Shore often feature cozy interiors with rustic finishes, offering warmth and character that modern homes can sometimes lack.

Living in Bay Shore means enjoying a tranquil lifestyle while being just a stone's throw away from the vibrant attractions of Long Island. With its picturesque parks, thriving local businesses, and proximity to the Great South Bay, residents can indulge in outdoor activities, shopping, and dining experiences that reflect the rich culture of the area. Come explore Bay Shore, where charming cottage-style homes meet a supportive community and outstanding education!

Newest Bay Shore Homes with Cottage Style

$1,350,000

4 Beds ⋅ 2 Baths ⋅ 1015727 MLS

This is truly a one-of-a-kind opportunity! An extraordinary, expansive ocean front property in Cherry Grove, featuring a rare double lot with stunning ocean frontage. It has never been offered before, and the possibilities here are truly endless. What sets this property apart is the land itself and the boundless potential it holds. A great location on the East end of the Grove, perched atop a high dune with breathtaking ocean views. This oceanfront home offers a rare opportunity to own a piece of timeless charm. Lovingly built in the early 1950s and maintained by the same owners for generations, this unique property is simply a must-see. Four spacious bedrooms, including a primary bedroom on the main floor and three additional bedrooms on the lower level. 1.5 bathrooms plus the added convenience of an outdoor shower perfect for rinsing off after a day at the beach. The main Floor is designed with the open-concept: living, dining, and kitchen areas creating a seamless flow for entertaining or enjoying quiet moments.

54 Lewis Walk, Cherry Grove

$1,275,000

2 Beds ⋅ 2 Baths ⋅ 1013722 MLS

Perched high and dry on the secondary dune with sensational ocean views this 2 bedroom 2 bathroom mid-century cottage presents an ideal opportunity for first time home buyers. The many amenities include 30'x14' solar heated pool, hot tub, outdoor shower, out door grill & primary bedroom with ensuite bath.

445 Sail Walk, Fire Island Pines

$1,250,000

2 Beds ⋅ 2 Baths ⋅ 999263 MLS

Welcome to your perfect Ocean Beach escape! This turnkey coastal gem is in an unbeatable location, just moments from town and only 9 houses from the beach. Renovated from top to bottom in 2022, this pristine home perfectly blends modern updates with beach-house charm. Recent upgrades include a brand-new kitchen with all new appliances, updated plumbing and wiring, designer lighting, renovated bathrooms, new curtains, landscaping, bike rack, decking, and roof. There are two bedrooms on the first floor, one with a private half bathroom. The spiral staircase leads to a cozy loft offering additional lounge or sleeping space as well as access to attic storage space. Step outside to the private back deck, a quiet outdoor retreat perfect for entertaining, dining al fresco, or unwinding after a day at the beach. Offered fully furnished. Low taxes, affordable flood insurance and easy maintenance, this move-in-ready home is the ultimate Ocean Beach getaway or rental investment property!

574 Bayberry Walk, Ocean Beach

$850,000

2 Beds ⋅ 2 Baths ⋅ 996848 MLS

Charming original cottage situated directly on the Great South Bay, featuring two bedrooms and two full bathrooms, plus an outdoor shower and ample space for a large pool. The open-concept living and dining area boasts vaulted ceilings and a cozy fireplace, creating a bright and inviting atmosphere. The primary bedroom features sliding glass doors that open directly onto the bayside deck, offering stunning water views and easy outdoor access. Additional highlights include an updated kitchen, an indoor washer and dryer, and a spacious corner lot. This unique waterfront property combines classic cottage charm with modern conveniences, making it the perfect bayside retreat.

71 Bayview Walk, Cherry Grove

$1,950,000

3 Beds ⋅ 2 Baths ⋅ 998635 MLS

WELCOME TO 29 EAST BAYVIEW AVE, THE ONLY BAYFRONT HOME FOR SALE! This impeccably maintained beach home is ideally situated in Ocean Bay Park, Fire Island. The first floor features a vestibule with floor-to-ceiling cabinets, a spacious living room with a custom-built couch and open shelving, skylights, knotty pine vaulted ceiling with cross beams, dining area, and cozy sitting area adjacent to the dining room. The updated kitchen offers stainless steel appliances, including a new refrigerator, ample cabinet and counter space, and an island. A newly renovated bathroom with a walk-in shower completes this level. Upstairs, three generous bedrooms with hardwood floors and ceiling fans await, along with another full bathroom featuring a walk-in shower and plenty of closet space. The shed houses the washer/dryer and hot water heater. Recent updates include a new back roof. Step through the sliding glass doors onto the expansive deck, perfect for entertaining while enjoying stunning bay views, your private beach, and a brand-new bulkhead. This home is an entertainer’s dream with an outdoor shower and approximately 50 feet of waterfront decking. Bring your boat and get ready for endless fun and relaxation!

29 E Bayview Avenue, Ocean Bay Park

$1,395,000

4 Beds ⋅ 2 Baths ⋅ 988424 MLS

Elevated 4-bedroom, 2-bath home ideally situated in the heart of the Village of Ocean Beach. Thoughtfully updated, the home features a bright eat-in kitchen with stainless steel appliances and sleek quartz countertops, opening to a spacious, sun-drenched south-facing deck—perfect for entertaining. A wood-burning fireplace adds warmth and charm to the spacious living room, while the outdoor shower captures the essence of beach living. Both full baths have been beautifully renovated with newly tiled showers and frameless glass enclosures. Set on a 50 x 84 lot, the property offers the ideal blend of privacy and proximity—just a 5-minute walk to the beach and 3 minutes to town. Whether you’re seeking a personal retreat or a high-performing investment, this home delivers strong rental appeal along with low flood insurance of just $1,397/year.

449 Dehnhoff Walk, Ocean Beach

$1,275,000

4 Beds ⋅ 2 Baths ⋅ 986343 MLS

"Valhalla" on lovely Doctor's Walk in Cherry Grove. This charming four bedroom encompasses all the amenities of a fine summer home. Large living room with wood-burning fireplace, two large master bedrooms with vaulted ceilings, large galley kitchen and wonderful solarium with views of the "English" garden and pond which has a collection of various types of lilies, seedum and ivy. Roof deck for evening sunsets and a deck with a charming gazebo complete this exceptional home. AND, just 4 houses off the beach!!

146 Doctors Walk, Cherry Grove

$1,385,000

4 Beds ⋅ 2 Baths ⋅ 906137 MLS

Come see this beautifully renovated 3-bedroom, 2-bath beach home with loft, outdoor shower and hot tub! Perfectly situated on a sunny corner lot just one block from both the ocean and town, this home is the ultimate year-round getaway. Features include vaulted ceilings, a cozy wood-burning fireplace, a brand-new (2025) wraparound deck, hot tub, and a spacious loft for extra living or sleeping space. Fully furnished and designed with all the comforts of home, this property offers the ideal balance of coastal charm and modern convenience.

20 Seneca Street, Ocean Bay Park

$1,275,000

2 Beds ⋅ 2 Baths ⋅ 884228 MLS

445 Sail Walk, Fire Island Pines

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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.