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$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
$699,000
3 Beds ⋅ 2 Baths ⋅ 1042181 MLS
Welcome to this beautifully maintained high-ranch home in a Bay Shore neighborhood. This spacious property features Three bedrooms, two full bathrooms, two living rooms, extra rooms in basement and two separate entrances. The flexible layout offers excellent potential for a mother-daughter setup with proper permits. Conveniently located near major highways, shopping, schools, and transportation. Move-in ready and a must-s

1127A Bay Shore Avenue Unit #A, 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
$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
$1,788,000
5 Beds ⋅ 6 Baths ⋅ 1038627 MLS
Welcome to 16 S Montgomery Ave, a spacious and beautifully designed home offering 5 bedrooms and 5.5 bathrooms. The first-floor features 1 bedroom and 1.5 bathrooms, along with a kitchen, living room, and dining area. The second floor offers 4 bedrooms and 4 full bathrooms, providing exceptional space and privacy. Additional highlights include central heating and cooling, generous room sizes, abundant natural light, and a functional layout ideal for everyday living and entertaining. A wonderful opportunity for buyers seeking space, comfort, and convenience.

16 S Montgomery 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
$600,000
3 Beds ⋅ 1 Baths ⋅ 1037368 MLS
This Ranch Style Home Features 3 Bedrooms, Full Bath, Formal Dining Room, Eat In Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

19 Chapman Place, Bay Shore
$699,999
4 Beds ⋅ 2 Baths ⋅ 1035636 MLS
Welcome to this beautifully updated home, perfectly situated on a quiet, tree-lined cul-de-sac in Bay Shore. This move-in-ready property offers 4 spacious bedrooms, 2 full bathrooms, and central air conditioning for year-round comfort. The home features Andersen windows, elegant oak flooring throughout, LED lighting, and a modern kitchen with stainless steel appliances. Step outside to enjoy a large deck overlooking the generous .25-acre property—perfect for entertaining, relaxing, or outdoor gatherings. Conveniently located just 10 minutes from downtown Bay Shore and the Fire Island ferries, you'll enjoy easy access to shopping, dining, entertainment, and the waterfront.

48 Ellen Street, 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
$269,900
1 Beds ⋅ 1 Baths ⋅ 1035193 MLS
This Home is the one you have been waiting for. Main-level living, tranquil setting, back patio with plenty of green space. Uodates Include, a New Heating System, New Central Air, an updated Kitchen and Bath, Vinyl Flooring, and plenty of Closet Space. Easy access to major Hwys, LIRR, Shopping and Beautiful Beaches. Bay Shore offers a lively downtown area for dining and shopping.

66 Pinebrook Place Unit #66, Bay Shore
$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 beverage refrigerator, creating the perfect space for entertaining. The very spacious 420' (approx.) chefs kitchen features radiant heat flooring, 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. Sip your beverage on the deck or at the kitchen table…while your mind is afloat, gazing at the water, where your boat slip is! Do not miss this rare opportunity for premier Long Island living.

6 Montgomery Lane, Bay Shore
$500,000
5 Beds ⋅ 2 Baths ⋅ 1030527 MLS
This Colonial style home features 5 bedrooms and 2 baths, 1,488 sq ft of living space on a 4,792 sq ft lot. Needs work, priced to sell.

6 Hansen Street, Bay Shore
$500,000
3 Beds ⋅ 1 Baths ⋅ 1025441 MLS
Opportunity awaits with this 3 Bedroom, 1 Bath Colonial full of potential and ready for your vision. Featuring a living room with a fireplace, formal dining room, and a functional layout, this home offers a great foundation to make it your own. Outside, enjoy a fully fenced yard, an oversized driveway, and a detached garage that has been converted into a versatile hangout and storage space. Being sold as is, this is an excellent opportunity for buyers looking to add their own personal touches and build equity.

117 N Clinton Avenue, Bay Shore
$525,000
3 Beds ⋅ 1 Baths ⋅ 1007567 MLS
Ranch, updated 3 bedrooms, 1 bath, living room, dining room, kitchen with good countertop. Updates include new floor, lighting, roof, new driveway.Natural gas heating and detached garage and nice yard. Conveniently located near shopping, dining , parks, and transportation. Move-in-ready.

146 Penataquit Avenue, Bay Shore
$859,000
6 Beds ⋅ 3 Baths ⋅ 1001272 MLS
Spacious multi-generational high ranch offering excellent flexibility and potential. This home features a rear two-level addition Many updates have been completed within the last two years, including the roof, siding, driveway, walkways, and fencing. The primary kitchen, updated, offers a modern open layout enhanced by a large skylight that brings in abundant natural light. The first floor has a private entrance and includes a bedroom, living room, dining area, full bathroom, and additional room, making it ideal for extended living arrangements. The property can easily be converted back to a 6-bedroom single-family residence while keeping the existing two-car garage. Move-in ready with generator hookup and in-ground sprinklers. Interior features include hardwood floors and hot water heating. STAR eligible. Buyer may qualify for property tax savings, subject to eligibility. Seller concessions may be considered.”

58 Oakridge Drive, Bay Shore
$1,875,000
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
$219,000
1 Beds ⋅ 1 Baths ⋅ 975726 MLS
Vacant 1 Bedroom first floor with separate office

5A Hemlock 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
$1,500,000
967346 MLS
Nestled on picturesque Manatuck Lake within the private Oakney Estates homeowners association, This exceptional lakefront residential property offers the potential to be divided into two separate parcel while maintaining a single residential home- a rare and flexible opportunity.

2 Garner Lane, Bay Shore
$225,000
1 Beds ⋅ 1 Baths ⋅ 955224 MLS
Enjoy easy, low-maintenance living in this upper-level 1-bedroom co-op in Newbrook Gardens. This cozy home offers a spacious living/diningarea, kitchen, a full bath, and a private balcony for relaxing outdoors. A great opportunity to own in a well-kept community close to shopping,transportation, and all that Bay Shore has to offer. Common Charges are $994.77

45 Newbrook Lane Unit #45, 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.