Browse All Bay Shore NY Properties with Pool for Sale

Welcome to this beautifully maintained 5-bedroom, 2-bath home, lovingly cared for by the same owners for many, many years! This spacious and inviting property offers a wonderful combination of charm, comfort, and versatility, with part of the home currently utilized as an Airbnb, providing an excellent opportunity for additional income potential. Inside, you’ll find beautiful wood floors, crown molding, a cozy fireplace, central air, gas heat, and a bright, inviting sunroom perfect for enjoying your morning coffee or relaxing at the end of the day. The bedrooms are generously sized and the primary accommodates king-size furniture, while the large 'granny' attic offers abundant storage. Step outside to an amazing entertaining yard featuring a sparkling inground pool, spacious deck, and plenty of room for gatherings and summer fun. The large driveway provides ample parking, complemented by a garage for additional storage and convenience. Cedar-impression vinyl siding adds attractive curb appeal with easy maintenance. Ideally located less than a mile from Main Street and the railroad station, and close to the Fire Island ferries, hospitals, shopping, dining, and transportation. Whether you’re looking for a spacious home, an entertaining oasis, or a property with income-producing potential, this well-loved home offers it all!

73 Maple Avenue, Bay Shore

$1,599,000

6 Beds ⋅ 4 Baths ⋅ 1045401 MLS

Lovingly restored and thoughtfully enhanced by its current owners, this remarkable 1880 residence reflects years of careful stewardship And substantial investment. Every update was made to elevate everyday living while honoring the home's character and architectural integrity. Updates: 2021 : New Siding & Windows, New PVC & Aluminum Fencing. Leaf Filter on All Gutters 2021/2022 : Basement waterproofed ( Lifetime guarantee ) 2021/2022 : Pool heater & Filter 2022 : New Split Units 2023: Generator, 15 zone Sprinklers, Alarm system with 11 Cameras hooked up to Central Station, Doors 2024: New Kitchen & Appliances, Motorized Shades in Living Room 2025: New driveway, New walkway and Stoops 2026: 2.5 New Bathrooms, with Soaker tub on 2nd floor and wonderful shower on third floor 2026: Newly sealed bricks around pool and back walkway.

75 S Penataquit Avenue, Bay Shore

$649,990

3 Beds ⋅ 1 Baths ⋅ 1041496 MLS

Definition of a Turnkey Home: A Home that is in Pristine Condition and is Ready To Move Right in Without Doing Any Updates * Come Fall in Love With This Spectacular Ranch With A Full Finished Basement * Updates Include a Clean White Quartz Kitchen, a Center Island, New Stainless Steel Appliances and Beautiful Tile Backsplash * Anderson Windows * Crown Molding * Chair Rail * Vaulted Ceilings * Central Air Conditioning * Gas Heating System * Vinyl Plank Flooring * An Electric Fireplace * New Electric Panel with 150 Amp Service and an Additional 60 Amp Sub-Panel * New Doors Throughout * A New Bathroom with a Jetted Soaking Tub with a Separate Stall Shower * This Home Also Features an Amazing Back Yard with 2 Gazebos * TimberTech Deck * Pavers * An Above Ground Pool * A Dog Pen * New Driveway * New Roof * Sewers * Basement has Low-Line Septic For a Future Bathroom * Front Yard Sprinklers

133 Missouri Avenue, Bay Shore

$714,000

3 Beds ⋅ 2 Baths ⋅ 1041321 MLS

Welcome to 1132 Udall Road, Bay Shore, NY 11706, a beautiful expanded cape offering comfort, charm and plenty of potential! This inviting home features 3 bedrooms and 2 full bathrooms with a spacious living room, a bright eat-in kitchen, and a formal dining room perfect for family meals and entertaining. Beautiful hardwood flooring adds warmth and character throughout the home, while two fireplaces create a cozy atmosphere. Additional highlights include an unfinished basement offering excellent storage or future potential, oil heating, and an in-unit washer and dryer. Step outside to enjoy a beautiful in-ground pool, a fully fenced yard and a sprinkler system, creating a wonderful private setting for outdoor entertaining, summer gatherings, and relaxation. Conveniently located near shopping and schools, this home offers easy access to everyday amenities while maintaining a comfortable residential setting. With its spacious layout, charming features, and fantastic outdoor space, 1132 Udall Road is ready to welcome its next proud owner. A wonderful opportunity to make this beautiful Bay Shore Cape your new home!

1132 Udall Road, Bay Shore

$2,000,000

9 Beds ⋅ 9 Baths ⋅ 1040354 MLS

Rare Waterfront Investment Opportunity On Penataquit Canal! This Exceptional Home Offers Over 180 Feet Of Prime Waterfront With 13 Private Boat Slips, Expansive Docking, And Breathtaking Views Of Fire Island. Situated At The End Of A Quiet Cul-De-Sac, This Unique Property Features A Total Of 9 Bedrooms And 9 Bathrooms, Including 5 Bedrooms With Private En-Suite Baths. Step Outside To A True Waterfront Oasis Featuring An In-Ground Pool With An In-Ground Hot Tub, A Stunning Brick Outdoor Kitchen, Expansive Paver Patio, And Swaying Palm Trees, Creating The Ultimate Resort-Style Setting For Entertaining Or Relaxing Along The Water. Whether You're Looking To Expand Your Investment Portfolio, Generate Exceptional Rental Income, Or Own A One-Of-A-Kind Waterfront Property With Endless Possibilities, This Incredible Offering Checks Every Box. A Rare Opportunity To Own A High-Income Producing Property In An Unbeatable Waterfront Location.

64 Mowbray Avenue, Bay Shore

$2,200,000

10 Beds ⋅ 7 Baths ⋅ 1037620 MLS

Step back in time and experience the grandeur of this extraordinary 1850 Victorian estate, a truly one-of-a-kind residence where timeless architecture, remarkable scale, and old-world craftsmanship create something rarely found today. Set on 1.64 breathtaking, park-like acres, this magnificent property offers exceptional privacy, an inground pool, and endless possibilities. From the moment you enter, soaring ceilings, intricate crown moldings, beautiful hardwood floors, and exquisite period details capture the elegance and charm of a bygone era. Three expansive floors of living space feature a magnificent living room, grand banquet-sized formal dining room, large eat-in kitchen, and an inviting den with fireplace. The main residence offers an impressive ten bedrooms, seven full baths, and a full basement, providing extraordinary space and versatility. The estate also features a separate back house offering four additional bedrooms, two full baths, and a two-car garage, adding another remarkable dimension to this unique property. Rich in history and overflowing with character, this exceptional Victorian estate presents a rare opportunity to restore, reimagine, and create something truly spectacular. From its grand interior spaces to its sprawling grounds and resort-style pool, this is more than a home. It is a piece of history waiting for its next chapter. Make this extraordinary one-of-a-kind estate yours.

45 S Penataquit Avenue, Bay Shore

$2,000,000

1035730 MLS

Rare Waterfront Investment Opportunity On Penataquit Canal! This Exceptional Triplex Offers Over 180 Feet Of Prime Waterfront With 13 Private Boat Slips, Expansive Docking, And Breathtaking Views Of Fire Island. Situated At The End Of A Quiet Cul-De-Sac, This Unique Property Features A Total Of 9 Bedrooms And 9 Bathrooms, Including 5 Bedrooms With Private En-Suite Baths. Step Outside To A True Waterfront Oasis Featuring An In-Ground Pool With An In-Ground Hot Tub, A Stunning Brick Outdoor Kitchen, Expansive Paver Patio, And Swaying Palm Trees, Creating The Ultimate Resort-Style Setting For Entertaining Or Relaxing Along The Water. Whether You're Looking To Expand Your Investment Portfolio, Generate Exceptional Rental Income, Or Own A One-Of-A-Kind Waterfront Property With Endless Possibilities, This Incredible Offering Checks Every Box. A Rare Opportunity To Own A High-Income Producing Property In An Unbeatable Waterfront Location.

64 Mowbray Avenue, Bay Shore

$729,000

4 Beds ⋅ 2 Baths ⋅ 1028145 MLS

Welcome to this charming Cape Cod. Step outside to your own private backyard with a basketball court, above ground pool, covered patio and plenty of room for entertaining.

27 W Lakeland Street, Bay Shore

$749,990

3 Beds ⋅ 2 Baths ⋅ 1027746 MLS

Lovely 3 bed 2 bath cape in Brightwaters Farms with hard to find attached 2 car garage and absolutely beautiful backyard. Bright and airy custom kitchen updated in 2019 has white shaker cabinets, quartz counters and stainless appliances. Serene and relaxing screened back porch leads to an entertainer's dream fully fenced backyard that includes a 16 x 32 vinyl in ground pool, paver patio areas and mature landscaping to ensure privacy. Loads of updates will make new homeowner maintenance a breeze and include a 10 year old roof with transferable 50 yr warranty, Honda house generator, updated air conditioning units, leaf filter gutter guards, 4 year old storm doors plus fully alarmed security system with cameras. There's even more space to spread out and entertain with a full basement with separate outside entrance! Hurry to see this beautiful home in award winning Bay Shore schools!

1359 Manor Lane, Bay Shore

$999,990

6 Beds ⋅ 5 Baths ⋅ 1018563 MLS

Welcome to the remarkable 1210 Hyman Ave, Bayshore NY, 11706. This unique, custom Colonial home is a testament to timeless elegance and modern convenience. With a grand total of six spacious bedrooms, this home offers ample space for relaxation and rejuvenation. Each room is bathed in natural light, creating a warm and inviting atmosphere. The primary bedroom is a true retreat, boasting an expansive bathroom, walk-in closet, and a dedicated sitting area for those moments of tranquility. The heart of the home is the generously-sized kitchen, featuring a convenient center island. Adding to the home's charm is a secret bookshelf door in the living room, leading to two additional bedrooms and a full bathroom. The home also features two separate laundry rooms, one located on the second floor and another in the pool house, providing added convenience. Step outside and be greeted by a backyard that is a sight to behold. Navigate the custom stone walkway and discover the in-ground pool with a newer liner and an exciting slide. Nearby, a hot tub and shed offer additional outdoor amenities. The pool house is a standout feature, complete with a sitting area, a stunning patio, a laundry area, a half bathroom, and an outdoor shower. A large two-car detached garage completes the property's impressive features. The exterior of the home is a blend of stone, brick, and vinyl siding, and features copper gutters and downspouts, all only ten years old. Located in Bayshore, NY, this home is part of a vibrant community, offering a variety of local amenities that cater to a diverse range of interests and needs. Experience the blend of classic charm and modern living at 1210 Hyman Ave. It's not just a home, it's a lifestyle.

1210 Hyman Avenue, Bay Shore

$749,999

5 Beds ⋅ 2 Baths ⋅ 1020844 MLS

Welcome to your gorgeous colonial home that’s been awaiting you!! Nicely located within 10 minutes from shopping, dining, the Bay Shore Marina, and central to all LI's major highways. This beauty sits on 0.37 acres, boasts a Cul de sac driveway and falls nothing short of spectacular. The first floor hosts beautiful gray water-proof laminate hardwood floors throughout while having an open concept design with the spacious living room, a renovated kitchen that has endless soft close cabinetry which rests on breathtaking granite countertops, a large custom pantry, stackable W/D & a doggy haven near the front door for the fur baby lovers. The dining room, fully renovated bathroom with standup shower & 1 of the 5 bedrooms are also on the first floor along with a brand new Tankless Combo gas heat & hot water system. The second floor has a brand new bathroom that has a bath tub, a vanity with double sinks, bluetooth enabled surround sound, 4 spacious bedrooms that can easily fit queen size beds in it while the primary bedroom can have a California King bed to match its large walk in closet. Last but certainly not least, the backyard is a true hostess dream!!! Right off the sliding doors from the kitchen, The magnificent backyard has a full outdoor kitchen with a hibachi grill, bbq grill, ample counter space, mini fridge and high bar seating that can be used while watching T.V The outdoor living space is covered by 2 gazebos. You also have the option to take a swim in the beautiful` large above ground pool or the hottub- the possibilities to spend time with loved ones & friends under the stars is truly endless! This home will not last-run to make your showing appointment with me today! House is being sold as-is & 90% of outdoor oasis is included in the sale.

1634 N Gardiner Drive, Bay Shore

$689,000

3 Beds ⋅ 2 Baths ⋅ 1018505 MLS

Welcome to this diamond condition 3 Bd/Rm, 2 Bath, Ranch style home on a generous size property with many upgrades and amenities all on one floor. The spacious open floor plan provides an easy flow from your private space/bedrooms to the entertaining area and the beautiful backyard. Just the perfect blend of contemporary design, comfort and efficiency. Most renovations were done about 2015. From the sleek quartz counter tops to the completely remodeled bathrooms, spacious primary bedroom and all the special upgrades including the solar roof shingles covering 80% of the roof, HVAC system for cooling and heating, 80 gal. hybrid hot water tank, solid maple shaker style kitchen cabinets. Oh yes and the 3-year-old semi inground swimming pool is a gift. Bring your list and start checking the boxes.

1053 Ocean Avenue, 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

$649,000

3 Beds ⋅ 2 Baths ⋅ 1016964 MLS

Welcome to 1022 Fire Island Avenue, a beautifully maintained ranch nestled on a quiet street in Bay Shore and located within the West Islip School District. This move-in-ready home offers 3 bedrooms, 2 updated bathrooms, and a flexible floor plan that includes a home office or possible 4th bedroom. The spacious eat-in kitchen features quartz countertops, abundant cabinetry, and plenty of room for everyday living. Radiant heat adds comfort to the kitchen, living room, dining room, and main bathroom, while the family room showcases hardwood flooring and a warm, inviting atmosphere. The primary bedroom includes its own full bathroom, creating a comfortable private retreat. Additional highlights include central air conditioning, a newer boiler, 200-amp electric service, in-ground sprinklers, washer and dryer, and an attached 2-car garage with loft storage. Step outside and enjoy a backyard designed for entertaining, complete with granite patio, multi-level deck, above-ground pool, and fenced yard. Conveniently located near shopping, dining, parks, transportation, and major roadways, this meticulously cared-for home combines comfort, functionality, and outdoor enjoyment in one exceptional package.

1022 Fire Island Avenue, Bay Shore

$719,000

3 Beds ⋅ 3 Baths ⋅ 999745 MLS

A second opportunity to own this beautiful custom Cape Cod at 1333 Boston Ave in Bay Shore, offering an incredible backyard oasis with an in-ground pool, detached 2-car garage, and peaceful Greenbelt privacy. From the moment you arrive, the inviting curb appeal and charming front porch will capture your attention and the beautifully designed interior and outdoor spaces will truly steal your heart. The main level features a spacious family room with soaring cathedral ceilings and skylights, creating a bright and welcoming space that flows seamlessly into the formal dining room and kitchen. The kitchen offers warm wood cabinetry and stainless-steel appliances, while two additional bedrooms and an updated full bathroom complete the first floor. Upstairs, the spacious primary suite provides a private retreat, featuring a full en-suite bathroom, walk-in closet, and additional space perfect for a vanity, sitting area, or home office. The partially finished basement offers even more versatility, with space for a den, office, home gym, or recreation area. A laundry area, half bathroom, and large storage room complete the lower level. Step outside and discover your own private backyard oasis! The expansive deck overlooks a custom 18' x 36' in-ground pool, creating the perfect setting for summer entertaining, relaxing, and making memories. Greenbelt privacy adds to the peaceful outdoor experience. Additional highlights include an expansive driveway and detached 2-car garage. Recent updates include gas heat (2012), roof and vinyl siding (2014), and garage roof (2025). Move-in ready and thoughtfully designed for year-round enjoyment, this wonderful Cape Cod offers the perfect blend of comfort, charm, privacy, and outdoor living. Don't miss this second opportunity to make this special home your own!

1333 Boston Avenue, Bay Shore

$1,499,990

5 Beds ⋅ 4 Baths ⋅ 1001324 MLS

Nestled on Long Island’s coveted South Shore in desirable Bay Shore, this stunning five-bedroom ranch offers luxury living with a true resort-style feel. Beautifully landscaped grounds create a private backyard oasis featuring an Olympic-size swimming pool, expansive patio for entertaining, and a lighted professional tennis court for day or evening play. Inside, the home blends comfort and sophistication with an oversized family room ideal for gatherings, a sunroom showcasing panoramic yard views, and a chef’s kitchen featuring premium appliances, including a full-size Sub-Zero refrigerator and separate full-size Sub-Zero freezer with abundant storage. Recent upgrades include a Brand New sprinkler system, owned solar panels, a renovated double shower in the primary suite, updated heating and A/C in the kitchen, and a newly installed 5-ton central A/C unit. An upper-level bedroom with a private roof deck overlooks the pool and tennis court, completing this exceptional Bay Shore retreat. A rare opportunity to enjoy luxury, recreation, and effortless South Shore living.

9 Dove Lane, Bay Shore

$649,990

3 Beds ⋅ 2 Baths ⋅ 1005656 MLS

Welcome to this beautifully maintained 3 bedroom, 2 bathroom Split Level home located in the heart of Bay Shore! Featuring an open and airy layout, the main level boasts gorgeous tile floors, vaulted ceilings, and a dining area. The heart of the home is the updated kitchen (7 years young), complete with sleek granite countertops, stainless steel appliances, and natural gas for cooking, which opens to the spacious living room for entertaining. The upper level offers a primary bedroom, two additional bedrooms, and a full bathroom. Downstairs, you'll find a cozy den and a second full bathroom, leading down to a partially finished basement that offers excellent additional space. Stay warm in the winters with a cozy pellet stove, and cool all summer long with central AC powered by an updated 200 amp electrical panel. For added peace of mind, this home also features a brand-new water heater. The outdoor space is an entertainer's dream, featuring a fully vinyl-fenced yard, a beautiful patio, a 10 zone in-ground sprinkler system, and a refreshing semi-above-ground pool. Perfectly situated for convenience and recreation, this home offers quick access to the Southern State Parkway and is just moments away from Anthony Casamento Park. Plus, enjoy a short drive to the vibrant Great South Bay and the beautiful shores of Robert Moses beaches. This turn-key gem is not to be missed!

1426 Ackerson Boulevard, Bay Shore

$645,000

3 Beds ⋅ 2 Baths ⋅ 1001037 MLS

Welcome to this meticulously maintained three bedroom, one bath Ranch style home nestled on a quiet tree line street in Bay Shore. This home is situated on .20 acres of beautifully landscaped, manicured flat property with a stunning in ground saltwater pool, covered paver patio, built in BBQ and fire pit, providing a private backyard oasis. The interior was tastefully updated with wood floors, an eat in kitchen with granite counter tops, custom cabinetry, tile back splash and stainless-steel appliances. Recent updates include the roof, vinyl siding, gutters with leaf guards, windows, 220 amp electrical panel connected to reliance protran for a generator and so much more. The full finished basement provides additional living space, a new renovated full bath and storage galore! Solar panels leased. This is the perfect home to just move in and enjoy!

8 Oswego Drive, Bay Shore

$1,300,000

6 Beds ⋅ 5 Baths ⋅ 970268 MLS

Great South Bay lifestyle, resort style backyard, multigenerational flexibility, and easy access to NYC. This expansive 6 bedroom, 4.5 bath Colonial offers incredible space and versatility. The main residence features 3 bedrooms, 2.5 baths, generous living areas, and an upstairs office, while the legal accessory dwelling unit offers 2 bedrooms, 2 full baths, and a separate entrance, ideal for multigenerational living, extended family, or guests. Step outside to your private backyard retreat with an in ground pool, spacious patio, and bocce court, perfect for entertaining or relaxing at home. With 2 zone gas heating, 300 amp electric service, ample parking, proximity to the Great South Bay, LIRR, and NYC, this home offers the space, flexibility, and lifestyle you’ve been looking for. More space. More possibilities. One incredible Bay Shore lifestyle.

108 Awixa Avenue, Bay Shore

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.

Bay Shore Homes with Pool

Our website features the best real estate search for properties available in Bay Shore and surrounding areas with pool. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!