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

$2,595,000

5 Beds ⋅ 3 Baths ⋅ 1049697 MLS

The Ultimate Resort Home, Just Steps from the Beach 253 Cottage Walk | Ocean Beach, NY 11770 | Fire Island Just four houses from the beach, 253 Cottage Walk sits on an oversized 6,000-square-foot lot with a huge 438-square-foot L-shaped pool, spa, sauna, outdoor kitchen, and nearly 2,000 square feet of deck space. This spacious 4+ bedroom, 3-bath home is the perfect setting to enjoy all the beauty and entertaining Fire Island has to offer. The private, fully fenced and gated grounds create a secluded oasis, featuring the incredible L-shaped sports pool with a large sun shelf for lounging, a big 7' × 7' spa that seats up to 8, and a 4-person cedar sauna. A beautiful new modern outdoor shower and full cabana bathroom complete the retreat. Whether you're grilling at the outdoor kitchen or gathering around the 12-foot outdoor bar, this home has it all. A dedicated turf area gives the kids and the games a home of their own. Inside, the two-story home offers four bedrooms plus a den with large French doors and its own closet, ideal as a home office or additional sleeping space, and three fully renovated bathrooms. Two of the bedrooms feature private en-suite baths. The renovated kitchen features custom finishes, two pantries, and views to the pool through the sliding glass doors. Beautiful renovations throughout— new flooring, paint, fixtures, and finishes — capture its true Fire Island beauty. Comfort is ensured throughout an extended season with ductless mini-split systems providing zoned climate control in every room, and a dedicated laundry room adds everyday convenience. The home also features a classic cedar shake exterior and a low flood insurance premium. With tremendous decking wrapping the first floor, plus an upper deck with partial ocean views off the primary bedroom, there is no shortage of outdoor space for dining and lounging. With the beach just steps away, a resort-style pool, deck, and yard, partial ocean views, and completely renovated interiors, 253 Cottage Walk checks every box for a truly exceptional Fire Island home!

253 Cottage Walk, Ocean Beach

$1,400,000

3 Beds ⋅ 3 Baths ⋅ 1046555 MLS

Just four houses from the beach, this spacious 3-bedroom, 2.5-bath home offers partial ocean views and plenty of room for relaxing and entertaining. The ground floor features two bedrooms, 1.5 baths, an eat-in kitchen, and a comfortable living room. The first floor also provides access to both the front and back decks. Upstairs, the primary bedroom suite offers a private en-suite bath along with partial ocean views. Enjoy adjoining front and back decks, perfect for lounging, dining, and socializing. Additional outdoor amenities include an outdoor shower and storage shed. The home is also handicap accessible, making it a convenient and welcoming option for a variety of guests.

27 Champlain Street, Ocean Bay Park

$875,000

2 Beds ⋅ 1 Baths ⋅ 1041035 MLS

Tucked away on the desirable West Side, this charming two-bedroom home offers privacy, comfort, and the relaxed lifestyle that makes Cherry Grove so special. The home features generous living and dining areas with an easy, open feel, along with two comfortable bedrooms. Outdoors, a private deck creates the perfect setting for entertaining, relaxing in the sun, or enjoying quiet summer evenings, complemented by a private outdoor shower. Ideally located just steps from the ocean, this inviting home offers the perfect combination of privacy and proximity to the beach. A wonderful opportunity to own your own piece of Cherry Grove and make it your personal Fire Island retreat.

200 Surf Walk, Cherry Grove

$995,000

3 Beds ⋅ 2 Baths ⋅ 1040771 MLS

Contemporary beach house featuring an inviting open-concept layout designed for easy, relaxed living. The bright and airy interior flows seamlessly into a modern, well-appointed kitchen, creating a comfortable space for both everyday living and entertaining. The grand primary bedroom is a wonderful private retreat, featuring sliding glass doors that open directly onto its own private deck—an ideal spot for morning coffee, quiet afternoons, or enjoying the ocean air. Ideally located just three houses from the beach, this home offers the perfect combination of style, comfort, and proximity to the ocean. Outside, a lovely garden and serene backyard setting create a peaceful, private atmosphere, perfect for relaxing, outdoor dining, and enjoying long summer days and evenings. A wonderful opportunity to own a stylish and tranquil beach retreat just steps from the ocean.

101 Greene Walk, Cherry Grove

$875,000

2 Beds ⋅ 1 Baths ⋅ 1036541 MLS

200 Surf, Cherry Grove

$975,000

3 Beds ⋅ 2 Baths ⋅ 1036096 MLS

A quintessential Cherry Grove cottage, cozy and unfussy, perfect for a relaxing beach vacation. There are three bedrooms and two bathrooms (the primary bedroom is en suite), Entertaining is easy with the kitchen open to the living area as well as the dining area. And the house features a spacious deck for outside dining, sunbathing, and lounging by the pool. Refresh yourself with an invigorating outdoor shower. Located in a quiet neighborhood, but still convenient to the nightlife and restaurants, the beach is just 4 houses off the beach, as is the trail through the Sunken Forest. The heated pool completes this lovely property.

259 East Walk, Cherry Grove

$775,000

2 Beds ⋅ 1 Baths ⋅ 1035396 MLS

Discover the timeless charm of this delightful cottage, tucked away on an oversized, private lot where peace and tranquility surround you. This quiet retreat offers the perfect blend of seclusion and classic Cherry Grove character. Inside, you'll find two comfortable bedrooms, a full bath, and a sleeping loft that provides additional space for guests. An indoor washer and dryer add everyday convenience, while the inviting interior captures the warmth and simplicity of a true beach cottage. Whether you're seeking a serene weekend escape or a place to create unforgettable summer memories, this quaint hideaway is full of character and possibilities. Rarely does a property with this much privacy and charm become available. A true Cherry Grove gem waiting to be yours.

86 Gerard 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

$1,850,000

3 Beds ⋅ 2 Baths ⋅ 998635 MLS

*** PRICE IMPROVEMENT **** 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

$1,200,000

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

Start Your Search

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.