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Florida Keys Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 317
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$869,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 236
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Two Car Garage, Impact Windows, Low Insurances. Welcome to paradise in the serene Eden Pines neighborhood of Big Pine Key, FL. Presenting 29207 Cypress Dr, a charming waterfront retreat offering the epitome of Florida Keys living.This home boasts 3 bedrooms and 2 bathrooms, providing ample space for comfortable living. The open floor plan seamlessly connects the living, dining, and kitchen areas, ideal for both relaxing evenings and entertaining guests.Venture outside to your own private oasis, where a spacious screened in deck overlooks the tranquil canal. Spend your days lounging or fishing off the seawall or exploring the nearby mangroves by kayak. With direct access to the Ocean or the Golf this property is a boaters dream come true.Conveniently located just minutes from shops, restaurants, and attractions, yet nestled in a quiet and peaceful neighborhood, this home truly offers the best of both worlds.Dont miss out on the chance to own a slice of paradise in the Florida Keys. Schedule your private tour today.

$875,000
Big Pine Key
Whispering Pines   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 84
-7.80% ($74,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.

Escape to paradise in this cozy 3-bedroom, 1-bathroom newly updated with a brand-new metal roof and a modern kitchen. Located in a tranquil setting in the Florida Keys, this home offers a blend of comfort and style with stunning water views. Perfect for families, couples, or small groups looking for a unique and relaxing getaway.**Features:**- **Open Living Area:** Spacious living room with large windows that fill the space with natural light and offer breathtaking ocean views.Brand-New Kitchen:** Recently renovated with sleek cabinetry, stainless steel appliances, and granite countertops - ideal for home cooking and entertaining.Comfortable Bedrooms:** Three well-appointed bedrooms.75-Foot Dock:** Direct access to the ocean for boating, fishing, or simply enjoying the sunset from your private dock.Enjoy the large deck, perfect for grilling, lounging, or dining under the stars.Prime Location: Close to local attractions, dining, and shops. Explore nearby Key West, Bahia Honda State Park, and the best the Keys have to offer.

$875,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 1,251 SqFt Days Listed: 64
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,None

Looking for a perfect home in the FL keys, how about this one. It could be your family home, maybe a rental income home, this property has a 1-day minimum rental allowed, great place in paradise, perfect getaway. Many amenities to enjoy, boat ramp, pool, sunset sitting area, to enjoy, relax and follow the sunset. The house was built in 2012, all concrete featuring 2 bedroom and 2 bathrooms on a quiet street. Lots of storage room, excellent outdoor cooking area. This is a turnkey property just awaiting your arrival. Come tour it today. Easy to show.

$875,000
Ramrod Key
Ramrod Shores   - MM: 27.00
4 Bed, 4 Baths, 1,456 SqFt Days Listed: 93
-10.26% ($100,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Presenting a newly built 2023 home on a spacious 12,250 sq. ft. lot in Ramrod Shores, designed with both efficiency and style in mind. This four-bedroom, two-bathroom property features durable construction elements like a metal roof and impact-resistant windows, optimizing insurance costs, with all 3 insurances combined under $5,000 total. The interior boasts an open-concept floor plan with high ceilings, a modern kitchen, and a well-appointed master suite. With ample storage, parking space, and serene nature views, this property combines practicality with comfort, offering a prime location just 30 minutes from Key West.

$889,000
Big Pine Key
Darios Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,414 SqFt Days Listed: 124
PreConstructi - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Build your dream home on this cleared corner lot just blocks from Big Pine Key Community Park with ROGO in hand! Plans and price include 3 bedrooms, 2 baths with granite counter tops, tiled showers, tile floors, impact windows and doors, metal roof, hardi board siding, and will be built to Monroe County code. Property had existing structures; electric, water and sewer ready to be tied in. Adjacent lot with additional ROGO is available to purchase as well. Pick your lot, pick your colors! Make an offer! Survey and floor plans in document tab.

$899,000
Plantation Key
Indian Harbor   - MM: 89.00
3 Bed, 3 Baths, 1,305 SqFt Days Listed: 88
-2.81% ($26,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome home to this light and bright, newly renovated Indian Harbor residence! Open & airy living space, concrete roof, covered parking and large & shady screened porch make this an easy, breezy place to call home. Conveniently located near schools, shopping, Founders Park AND right around the corner from the neighborhood homeowners park with boat ramp. Everything so fresh & clean, you can move right in.

$899,000
Key Largo
Bay Harbor   - MM: 95.00
3 Bed, 3 Baths, 1,612 SqFt Days Listed: 174
-4.87% ($46,000) 2 Price Changes : Last Change 54 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Basi

Fabulous Single-Family home with Mother in Law Suite and large yard in sought after Upper Keys neighborhood. One of the best features of this property includes, a private neighborhood Bayfront beach, marina, boat ramp and more, allowing you to enjoy the beautiful Florida Bay SUNSETS and access to boating. Sunset Pointe Park is right around the corner as well, offering an additional boat launch. This inviting single-family house boasts 3 bedrooms and 2 bathrooms with split floor plan and fully furnished mother in law suite to provide ample space for multi-generational living or hosting guests. With a recently upgraded en-suite bathroom, the primary bedroom offers an abundance of natural light. The living room features high, Dade County Pine ceilings and tiled flooring, creating a bright and open space that is perfect for entertaining guests. This home also includes a mudroom, which can be used as an office or dining room. The exterior of the property is equally impressive, with lush landscaping, and a front screened in porch. Perfectly designed for families of all sizes, this single-family house offers a spacious yard that is perfect for children to play and for outdoor gatherings. Conveniently located near restaurants, shopping centers, and schools, everything you need is just a short distance away. One hour to Miami. Dont miss out on this incredible opportunity to own a beautiful house in a desirable neighborhood. Contact us today to schedule a viewing and make this house your new home. With the sellers upgrades, this property is move-in ready and waiting for its new owners to call it home. Seller Finance Possible - call for more details!

$899,000
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
3 Bed, 3 Baths, 1,392 SqFt Days Listed: 449
-9.10% ($90,000) 3 Price Changes : Last Change 59 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

A beautiful concrete bunker for you at this immaculate three bedroom and two bath home. Walk in closets in each bedroom. Just like new, with a little view of the Bay from your kitchen and porch. Fully furnished for your pleasure with a pleasant style to enjoy. Open kitchen with wood cabinets and granite counter space offering room for all gourmet chefs to create. Living and dining areas open for you to entertain, Master suite boasting the ultimate setting with a large shower and inviting jacuzzi tub to relax. Impact doors and windows. There is a Conservation on the Property.Large storage room on the first floor for all of your dive gear, fishing and bicycles. Boat ramp and Homeowners Park with three days to keep your boat in the water, just steps away from your front door Great place to watch the Sunset. Insurance rates are very low, and: Flood 730.00 Wind 2278.00 Homeowners 694.00

$899,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 864 SqFt Days Listed: 20
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled on a spacious 10,000 sq. ft. lot, this newly constructed concrete block home offers both comfort and privacy in the heart of Big Pine Key. Featuring 3 bedrooms, one full bath and a half bath, this property is ideal for those seeking a peaceful retreat with plenty of space.Enjoy sunny days by the above ground pool, surrounded by lush landscaping and a fully fenced yard, perfect for family gatherings. The home boasts a metal standing seam roof, wind impact windows and doors for added peace of mind. Quartz countertops and on demand hot water in the kitchen.With two sheds and additional storage downstairs, youll have plenty of room for tools, gear or anything you need to make this property your own.Whether youre looking for a full-time residence or a vacation getaway, this home offers the perfect blend of comfort, privacy and convenience. Just a few blocks from the Big Pine Key Community Park. This private location is close to shopping and dining.

$900,000
Big Pine Key
Hollerich Subdivision   - MM: 31.00
2 Bed, 2 Baths, 962 SqFt Days Listed: 44
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits120ft.Concrete

House is move in ready for owner occupant, vacation rental or 2nd home and can be sold fast. Spacious double canal front lot with quick access to Gulf or Atlantic from Bogie Channel. 120 ft. concrete seawall with 2 step down docks & 10,000 lb. davits. 2 Double entrance gates for easy parking of your boats, RV, trucks/cars. Room for pool or to add on to house. Paver driveway and sidewalk gate entrance. Paver back patio. Storage under house with bath. Storage shed on side of house. Metal Roof, Impact windows and shutters for back up. Tile floor throughout. Custom cabinets, soft close. Stainless kitchen appliances. Central Ac. Being sold mostly furnished. Has been connected to central sewer. Sewer infrastructure fee has also been paid so wont be on your tax yearly. No open permits or expired . No open code violations. AE8 flood zone, Improved subdivision, tier 3. Close to a great community park that offers tennis, racquetball, bocce, skateboard park, walking/exercise trail, baseball field. Bahia Honda beach nearby and public boat ramp at Spanish Harbor. Easy to show. Dont miss out.

$915,000
Big Pine Key
Wickfield Acres   - MM: 30.50
3 Bed, 3 Baths, 1,724 SqFt Days Listed: 28
-2.14% ($20,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

A rare opportunity to own a fully cleared and partially fenced ACRE giving you your own private paradise on Big Pine Key! This exquisite Bahamian-style home exudes charm and elegance. As you approach, youll be captivated by the expansive wrap-around deck, ideal for soaking in the stunning views and enjoying warm tropical evenings. Step inside and be greeted by an inviting and spacious interior that boasts over 1,700 square feet of living space. This well-designed layout features three comfortable bedrooms, two bathrooms, and two small office areas, making it perfect for both relaxation and productivity. The heart of this home is a beautifully remodeled kitchen with modern amenities, perfect for preparing meals and entertaining loved ones. Recent upgrades include a metal roof installed in 2018 and a brand-new AC system from 2022, ensuring comfort year-round. The outdoor space is awesome, featuring a concrete pool that has just been refinished, creating an inviting spot for refreshing swims on sunny days. The expansive cabana adjacent to the pool deck provides a fantastic area to relax, entertain, or enjoy poolside gatherings. Additionally, this property boast an RV hookup, offering the perfect solution for accommodating guests. Conveniently located just minutes from Big Pine Park, this property is also approximately 30 minutes from Marathon and 40 minutes from Key West. Zoned for transient rental (Buyer to verify), this property presents an incredible investment opportunity in a highly sought-after location.

$920,000
Big Pine Key
Punta Brisa   - MM: 31.00
3 Bed, 3 Baths, 1,549 SqFt Days Listed: 34
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

Discover Key West Charm in this Canal Front Gem! Welcome to this stunning 3-bedroom, 2-bathroom home, perfectly situated on a serene canal. This property embodies the essence of Florida living with its inviting features and picturesque surroundings.Charming Interior: Step into a spacious living area with wood beams and Chicago brick flooring, seamlessly connecting the sitting room and family room for a warm, open feel.Gourmet Kitchen: Enjoy cooking in a stylish kitchen featuring elegant granite counters and a charming bay window that offers beautiful views down the canal.Outdoor Oasis: Glass sliders lead you to an expansive outdoor patio, complete with an outdoor cook station, misting system and landscape lighting perfect for entertaining and enjoying the tropical breeze. Beautiful fenced in gardens filled with a variety of native plants and flowers and a charming brick walkway.Fishing Enthusiasts Dream: A detached fish station and a generous 75 ft concrete dock provide direct access to the water, making it ideal for boating and fishing. Just minutes from Bogie Channel!Peace of Mind: Equipped with impact windows for added security and energy efficiency.Dont miss your chance to own this slice of paradise. Schedule your private showing today!

$945,000
Big Pine Key
Doctors Arm   - MM: 30.50
3 Bed, 3 Baths, 1,572 SqFt Days Listed: 166
-4.06% ($40,000) 1 Price Change : Last Change 30 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits60ft.

ENJOY GREAT BOATING and the peaceful nature that Big Pine Key offers in this desirable section of Doctors Arm. The 40 ft. wide, flow-through canal provides excellent access to Bogie Channel, the Atlantic and back country. Youll find so much character in this 3BD/2.5BA,1572 sq. ft. home with the multiple porches and levels - one step inside and youll be greeted by the soaring ceiling, an inviting window seat and the wood-burning fireplace surrounded by a natural cedar wall. The master bedroom with ensuite bath and private porch are located on the main living level, and upstairs youll find 2 more bedrooms, a full bath, and access to the L-shaped upper story deck from which to enjoy panoramic views and stargazing. The ground level has two separate storage rooms for your toys, fishing gear, dive equipment and more. 6,000 sq. ft. lot has a fully-fenced back yard, 60 ft. wood dock with davits and a terrific, covered fish-cleaning station. Features include metal roof (2009), impact-resistant skylights, impact-resistant fixed windows, accordion shutters; some exterior walls are Hardie-board, and some are cedar. If youve been searching for a home thats unlike the rest, in an area where one can enjoy nature, this is it!

$945,000
Big Pine Key
Doctors Arm   - MM: 30.50
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip100ft.Cut/N

Discover the charm of the Old Florida Keys in this solidly built, canal front home located on Big Pine Key, just a 30-minute drive to Key West and 5 minutes to nearby stores. With unparalleled access to prime fishing and diving locations, boating enthusiasts will appreciate the 20 cut-in boat slip garage, 100 of canal front, and the quick boating access right from the backyard.This beautifully updated residence sits on a spacious 100 x 100 lot, comprised of two combined parcels, offering ample space, a manicured yard, and tropical landscaping. The paver driveway and an RV hook-up add convenience and versatility to the property. Constructed with solid concrete providing hurricane resilience, this home is equipped with impact-resistant windows and a concrete roof.Inside, the modern updates shine with travertine tile floors, granite countertops, and stainless steel appliances. The large primary suite features a private bath and walk-in closet, while the convenient hall closet houses a laundry area. A second bedroom and full hall bath complete the main living floor. The lower level offers ample storage for all your gear and includes an additional room for flexible use. Furniture is negotiable and can be included at the asking price. Offered at $945,000, this tropical haven combines the charm of classic Florida style with all the conveniences of a thoughtfully updated home in an unbeatable location. Dont miss your chance to experience the Keys lifestyle at its finest!

$949,000
Marathon
Venice   - MM: 52.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 83
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Davit Pads60f

Check out this HANDYMAN Special! Have you been looking for the perfect investment property ~ dreaming of creating your next Florida Keys escape/second home or weekly vacation rental property, or all of the above? This property is priced As-Is with remodel quotes of $150K for all the spalling work and $486K total for the home remodel, new pool, new dock & tiki hut (From a local contacting company.)This split level CBS home is situated on a large lot iwith 60 ft of water frontage and is located in the most family friendly neighborhood in Marathon. You will love the Quick and Easy Gulf & Ocean (via Vaca Cut or 7 mile bridge) and being centrally located to all the best that Marathon has to offer; shops, restaurants and park/beaches. Community Boat ramp is close by with bike paths for ease of access. Located close to the airport. This property needs TLC and will be perfect for someone ready to put forth the effort and turn this property into an amazing legacy for the future!Call today for questions and inquiries. House is sold as-is and no repairs will be done.

$949,000
Key Largo
Bay Harbor   - MM: 95.00
2 Bed, 2 Baths, 1,340 SqFt Days Listed: 49
-5.01% ($50,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,None

Exciting Renovation Opportunity in the Upper Keys!Discover the potential of this single-family home situated on three spacious lots, complete with mature trees that provide shade and character. This charming 2-bedroom, 2-bath residence includes an additional versatile room perfect for a den, office, or third bedroom.With ample parking for your boat, vehicles, RV, and all your outdoor toys, this property is perfect for those who love adventure. Enjoy access to the neighborhood homeowners park, featuring a marina boat ramp, chickee hut, sunset viewing area, and a PRIVATE beach--ideal for relaxation and recreation.Conveniently located near shopping, a hospital, restaurants, and more, this home offers a short commute to Miami. Bring all offers and seize this fantastic opportunity to create your dream home in a desirable community!

$949,000
Key West
Pearlman Estates   - MM: 4.00
3 Bed, 3 Baths, 1,820 SqFt Days Listed: 141
-5.01% ($50,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

New Price! Welcome to this fabulous three bedroom/ four-bath 1800+sq ft home in New Town Key West just steps from Cozumel Park. Home offers a perfect layout for roommates, multi-generational living or employee housing! Currently configured with a renovated owner space including a large living room, dining room, & upgraded kitchen with stainless steel appliances/ample cabinet space plus a breakfast bar. This space also offers a spacious primary suite with stunning en-suite renovated bath and a generously sized walk-in closet. Central AC and updated flooring. The second bedroom is set up as an in-law unit with full bath, kitchenette, & living space with private entrance. Third bedroom currently used for storage offers a full bath en-suite with private entrance. Fenced rear yard with deck spaces to entertain or relax in the shade. Outdoor shower and outdoor sink for cleaning your catch of the day. Plenty of outdoor storage space with built-in sheds. Carport for easy parking. Home could easily be converted back to an open floor plan with access to all bedrooms from main home. Dont miss the opportunity to make this wonderful property your own!

$949,900
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,277 SqFt Days Listed: 44
+0.01% ($100) 1 Price Change : Last Change 43 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

2 Bedroom 2 Bath almost 1300 sq. ft. home with a sunroom that can double as a guest room. 75 ft on canal with concrete seawall and stepdown dock. Garage 40 ft wide canal, straight shot out of canal to Pine Channel for Gulf or Atlantic fishing, diving and boating. Room for pool front or back. Covered back patio. Partially fenced lot can be totally fenced.Tile floors throughout, Accordion Shutters, Impact windows, V crimp metal roof. AE8 Flood zone, Tier 3, Improved Subdivision. Desirable neighborhoodCentral AC & Heat. Connected to central sewer. No open or expired permits, or code violations. No Homeowners Association. Currently rented till 12/31/24 great renters. Buyer to verify any info.

$950,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 194
-25.49% ($325,000) 7 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads205ft.

This point canal lot has 205 feet of concrete dockage and two sets of davits, Perfect for the water enthusiasts with multiple or large boats. The 8640 square foot fenced lot has room for all your land toys too. Or if its privacy that you want, this home has a county owned lot to the east with water on two of the other sides. Both water sides are 50 foot wide for great boating both to the Atlantic and Gulf with no neighborhood bridges out. A community boat ramp if you are trailering is not far away. The home is a spacious 3-bedroom two bath home with a large, covered screen porch. Views of Pine Channel from your deck and living room that boasts spectacular sunsets. Central A/C, tile and engineered floors all on a raised elevated pad with a lower storage enclosure. Plenty of room for that pool and Tiki hut.

$950,000
Upper Matecumbe Key Islamorada
Coral View   - MM: 81.00
3 Bed, 3 Baths, 2,016 SqFt Days Listed: 48
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to Keys Cottage, a delightful haven nestled in the heart of Downtown Islamorada. This enchanting three-bedroom, two-bath residence exudes charm and offers an abundance of space for relaxation and entertainment. Savor your morning coffee on the inviting outdoor porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and backyard provide ample room for outdoor activities and gatherings. Ideally situated, you are just moments away from renowned dining establishments such as Ziggie & Mad Dogs, Chef Michaels, Pierres, and Kaiyo Grill and Sushi. Experience the perfect blend of comfort and convenience in this idyllic retreat.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 11-26-2024.
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