Divider
Content Divider

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

Total Listings 365
Order By:

$799,000
Marathon
N Marathon Shores   - MM: 51.50
3 Bed, 3 Baths, 1,538 SqFt Days Listed: 69
-3.15% ($26,000) 1 Price Change : Last Change 21 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled in a beautiful Marathon Florida neighborhood, this concrete-built gem offers a peekaboo view of the Gulf of Mexico and an unbeatable location. The freshly painted interior and exterior, coupled with recent remodeling, give this home a modern, move-in-ready appeal. The expansive fenced yard is perfect for outdoor activities and offers ample space for future expansion, such as a pool or home addition. A freestanding concrete storage building in the backyard provides additional utility. Enjoy peace of mind with impact windows and doors, as well as PVC plumbing under the home, eliminating concerns about outdated cast iron pipes. Parking is a breeze with plenty of space for cars, trucks, RVs, or trailers. Boating enthusiasts will love the neighborhoods public boat ramp, just around the corner, offering easy access to world-class fishing and diving in the Gulf of Mexico. Conveniently located near Publix, Winn Dixie, Home Depot, Sombrero Beach, Marathon Airport, and an array of restaurants and shops, this home combines comfort, practicality, and Florida Keys charm. Your slice of paradise awaits!

$799,000
Plantation Key
High Point   - MM: 89.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 164
-4.77% ($40,000) 1 Price Change : Last Change 120 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Basin

Charming and Tranquil Home in the Heart of Islamorada. Experience serene living in this delightful 2-bedroom, 2-bathroom retreat on Plantation Key. Perfectly situated, this home offers convenient access to top schools, fantastic dining options, the beautiful Founders Park and Beach, and other neighborhood amenities.The property boasts a spacious, fenced corner lot with ample RV and boat parking, metal roof and much more! Inside, youll find generously sized bedrooms with ample closet space, a relaxing sauna, and an open layout ideal for entertaining. Enjoy the upstairs patio and escape to picturesque views of lush, mature trees! Additionally, the downstairs area includes an enclosed storage room for all your needs. Enjoy exclusive access to the private bayfront park, reserved for neighborhood homeowners only, perfect for waterfront relaxation, boat launches, and breathtaking sunsets. Join HOA Park for $100 annually for pedestrian use or $400 a year for access to boat ramp. This rare find offers the perfect blend of comfort and convenience--dont miss your chance to make it yours. Call today!

$799,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 102
PreConstructi - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Exciting opportunity to own a brand-new Affinity-built home in the heart of Big Pine Key! Permit has been issued, and this beautifully designed 3-bedroom, 2-bathroom residence is scheduled to be set in November 2024. Spanning 1,320 square feet, this home will feature an open-concept floor plan with modern finishes and high-quality craftsmanship throughout.Enjoy energy-efficient living with a layout that maximizes both space and natural light. The spacious kitchen, living, and dining areas will be perfect for entertaining, while the bedrooms will offer comfort and privacy. Located in a peaceful neighborhood, this home provides the ideal blend of modern living and island tranquility.Secure your piece of paradise now, and look forward to moving into your brand-new Florida Keys home!

$799,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 55
-3.62% ($30,000) 1 Price Change : Last Change 18 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Fixed Brid

Experience Paradise Living in Eden PinesWelcome to your dream home, nestled in the serene Key Deer Preserve on Big Pine Key. This updated 2-bedroom, 2-bath home is perfectly situated in the sought-after Eden Pines neighborhood, offering a private and tranquil retreat surrounded by nature.Step inside to find a warm and inviting space featuring a mix of tile and laminate flooring, stainless steel appliances, and professionally tinted windows with a porch sunshade for added comfort. Modern upgrades include impact windows and doors, a durable metal roof (installed in 2018), and Hardie Board siding, all designed to keep insurance costs low. A weather station adds convenience, while recent termite tenting (August 2024) ensures peace of mind--buyers can assume the warranty in August 2025.The large screened-in porch, equipped with no-see-um screening, offers stunning views of the canal and a fully fenced backyard. The yard is pet-friendly and thoughtfully designed to keep Key Deer at bay, protecting your fruit trees, including Meyer lemon, Persian lime, and grapefruit varieties.Boating enthusiasts will love the 40 dock, complete with water, electric, a fish cleaning station, and room for a boat lift. With excellent boating access via Pine Channel and a 3 draft, its ideal for larger vessels, while the fixed bridge (11 clearance) makes navigating out to the backcountry a breeze.Additional features include 552 sq. ft. of legal storage, currently utilized as a workshop and assumable flood insurance at an attractive rate of $828/year.This home is easy to show, even on short notice--schedule your private tour today and discover the best of Big Pine Key living!

$819,900
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
3 Bed, 3 Baths, 1,742 SqFt Days Listed: 120
-3.53% ($30,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Key Largo Beautiful single family homewith metal roof and impact window with12900 Sq ft lot. This 3 Bedroom 2 Bathhome is located In Riviera Village that includea homeowners park has New !DocksBoat Ramp and a private beach!This home was built in 2014 has a open floor plan with a beautiful kitchen and stainless steel appliances, screen porch great for entertainingthis home is very spacious with 1742 Sq ftone car garage great location near Key Largo School. Just look at the pictures the house is amazing

$820,000
Big Torch Key
Torchwood West   - MM: 25.50
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 555
-3.53% ($30,000) 2 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 42ft.

Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate. The homeowner will remain in place after purchase of the home. Details will be negotiated with the right buyer. Great boating from the 50 foot wide canal with little traffic. Come enjoy the peacefulness and privacy you are looking for in the Keys.

$820,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,230 SqFt Days Listed: 159
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to 71 Dorsett Dr. This 3 bedroom / 2 bath concrete home is waiting for you to move in. Enter the home from a generous platformed staircase to enjoy spacious living areas with updated kitchen, separate laundry room, all new impact windows, new roof and updated bath. There is covered parking for 2 plus off-street parking and room on the side for your boat trailer, as well as a large enclosed workshop and tons of lower level space. There is much more to this property than meets the eye. There are a few nearby public boat ramps and the property owners on Dorsett enjoy some private boat ramp privileges. Please call for more information. Schedule a walk thru of your new Keys Home today!

$825,000
Big Coppitt
Gulfrest Park #2   - MM: 10.00
2 Bed, 2 Baths, 1,166 SqFt Days Listed: 64
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 150ft.

Discover your ideal Keys retreat in this delightful 2 bedroom, 2 bathroom home, perfectly situated just a short 15-minute drive from Key West. Step inside to experience an inviting open floor plan accentuated by vaulted ceilings and a generously sized kitchen, ideal for both relaxing and entertaining.The master bedroom offers a private ensuite bathroom and opens onto a covered porch overlooking the serene canal. Outside, a fenced yard ensures privacy, making it a haven for pets and peace of mind.Enhancing this propertys allure are its coveted amenities: a covered back porch for al fresco dining, a sturdy concrete dock for your boat, a convenient workshop space, and seamless boating access to both the Gulf and Atlantic waters. Whether youre seeking a tranquil escape or an active waterfront lifestyle, this home embodies the essence of Keys living. Dont miss the opportunity to make it yours - schedule your showing today and let the beauty of the Keys captivate you.

$825,000
Marathon
Harbor Isle   - MM: 48.50
3 Bed, 3 Baths, 1,279 SqFt Days Listed: 52
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.Concre

This home is in an excellent location on a deep water canal and Boot Key Harbor protection. Easy Boat access to Atlantic & Gulf. Walk or Bike to restaurants, beach, grocery stores and Home Depot, Boat ready with 15,000 lb. Lift on a 60 concrete seawall. This fully furnished 2 Bedroom 2 Bath home is the epitome of comfort & convenience, offering a wide range of features that cater to a relaxing and easy going lifestyle. A 3rd bedroom was converted to open social space with a Murphy Bed for additional Guest. The Home is incased in durable vinyl siding and features impact windows, providing a safe haven from the elements. The Interior has been thoughtfully upgraded,, featuring ceramic tile flooring. An open concept living/dining/kitchen that fosters a sense of unity and togetherness. The Kitchen is a Chefs delight with sleek Granit countertops, wine cooler, ample cabinet space, double pantry & stainless steel Appliances. Facing the Canal there is wall to wall Bay Windows providing full water view & sunlight. A Common Bathroom boasting a double vanity, 2 Large Bedrooms with a King bed and Bathroom in Master Suite and a Queen bed & Futon in 2nd Bedroom. Each room if fitted with window treatments & Blackouts for added privacy and comfort. Ample Closet space ensuring all your storage needs & a Washer/Dryer. For outdoor lovers the screened porch is a perfect retreat. It comes with comfortable fans for those warmer days & a built in Hot Tub for ultimate relaxation. A 2nd covered porch facing the canal with views of Boot Key Harbor & partial Sunsets. Property boast a fish cleaning station, water & electric on the Dock. An outdoor shower adds a touch of luxury to your beach days. The storage/workshop offers ample space for your tools & projects. Partially fenced, features trailer storage & excellent parking options. If you are looking for a vacation home, permanent residence or Rental Income 835 25th St. offers an affordable waterfront lifestyle thats hard to beat.

$825,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,048 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat SlipC

This home is in a great location, the desirable Eden Pines neighborhood on Big Pine Key. The main living area has two bedrooms and two baths with a large living room and open kitchen area. There is an added additional room that can be used for an office or guest space. The home is perfect for the avid fisherman or water enthusiast with A 17K lb. boat lift and more than 60 feet of available dockage (half of slip add.) Easy canal access to Pine Channel and then open water!

$825,000
Key Largo
Tavernier Harbor   - MM: 92.00
6 Bed, 6 Baths, 2,240 SqFt Days Listed: 64
-2.94% ($25,000) 1 Price Change : Last Change 39 Days Ago
Duplex - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to your slice of paradise in the heart of Tavernier! This income producing, recently renovated CBS duplex offers a rare opportunity in the Florida Keys. Boasting 2,240 SF of legal living space, this solid concrete property includes two bright and spacious 3-bedroom, 2-bathroom units, each with its own private backyard. Enjoy peace of mind with a concrete roof and ample off-street parking for two or more cars per unit.Situated bayside, with a boat ramp right down the street, this property is perfect for boating enthusiasts seeking quick access to the pristine waters of the Keys. Each unit features separate utility meters, and tenants are responsible for their own utilities and cable, making this a low-maintenance investment for the owner. Both units are currently rented on month-to-month leases, offering immediate income potential for savvy investors.Whether youre seeking a stable long-term investment or flexible living arrangements, this property delivers! Choose from multiple options: rent both units for maximum income, live in one and rent the other, or transform the property into a stunning single-family home.This prime location is just minutes from shopping, schools, the hospital, restaurants, and all the laid-back coastal charm the Keys are known for. Dont miss out on this versatile and lucrative investment in paradise!

$829,900
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 960 SqFt Days Listed: 145
+0.59% ($4,900) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

BEST VALUE POOL HOME ON THE MARKET! Are you ready to kick back and enjoy the Keys lifestyle? Theres the sparkling salt water pool, gazebo, even an outdoor kitchen to create the perfect retreat for entertaining! This nicely renovated, 3/2 pool home is surrounded by all the nature & wildlife Big Pine Key has to offer! Being sold fully furnished, this home truly provides everything you need! Some of the surrounding lots are county owned for maximum privacy. It has LOADS of covered parking, pavered driveway, large homesite with easy access to boating nearby!Inside youll find an updated kitchen featuring granite counters, stainless appliances and breakfast bar, remodeled bath and newer metal roof. Dont miss this one! Best priced pool home in the lower Keys!

$830,000
Key Largo
Pirates Cove   - MM: 98.00
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 120
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful Home in Key Largo 3bed/3bathHigh ceiling spacious kitchen with wood cabinet &granite counter topsCBS with metal roof Impact window in an XZoned . Very spacious 1852 Sq ft located on the Bay side with private beach and boat ramp for only $300.00 yearly for the resident of Pirate Cove only. located in a corner lot all fenced in the back yard

$834,999
Marathon
N Marathon Shores   - MM: 51.50
3 Bed, 3 Baths, 1,693 SqFt Days Listed: 108
-4.57% ($40,001) 3 Price Changes : Last Change 26 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

For the entertainer in you! This home is so well laid out for entertaining, both inside & out! This beautifully upgraded and well maintained home exudes a vibe of peace & tranquility the moment you step inside! Youll fall in love with the spaciousness of the split floor plan offering 3 bedrooms and 2 full baths. Youll love the ease of entertaining in the upgraded chefs kitchen and outdoor cooking area! Youll love the ease of maintenance with impact resistant doors and windows! Youll love the oversized corner homesite with fully fenced back yard thats big enough to add a pool!What we love about this home is the location! You are steps from the boat ramp, just minutes from shopping & dining and an easy drive to the airports in Miami and Key West!Book your private tour now and see what we mean! This is truly a must see with almost 1700sf of living space under air!

$840,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,372 SqFt Days Listed: 323
-2.89% ($25,000) 3 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Elevated, custom-built home located in the much-desired Indian Mound Estates neighborhood on Upper Sugarloaf Key. Home sits high & dry (with covered parking & storage underneath) on an expansive 10,000 sq ft lot with room for pool, gardening & more. Must drive slow thru Indian Mound Estates, lots of kids & key deer. You enter the home at the Great Room (den & dining areas) with soaring ceilings. What better way to enjoy the Keys weather than lounging on the large, screened porch (thats 27 ft long), accessible thru French doors just off the den & dining area? One bedroom & one full bath on the lower level along with den, dining, kitchen & laundry room. Upper level boasts two bedrooms (one w/ an ensuite office / study) along with another full bath (jack-n-jill). Recent upgrades include new kitchen, bath & flooring on the lower level plus impact rated windows all around & roof. Community boat ramp just around the corner (puts you in Bow Channel) plus, plenty of room to store your boat or other toys on this larger 10,000 sq ft property. Located close to Sugarloaf elementary school & just a short ride down to Key West. Make 19533 Mayan your Keys retreat.

$845,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,305 SqFt Days Listed: 27
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Other Dockage

LARGE CORNER LOT LOCATION ON QUIET INTERSECTION. Perfectly located for a family seeking room to roam under numerous native mature trees and a few palms in the heart of Plantation Key in popular X flood zone. This concrete 3-bedroom, 2-bath ranch-style home features vaulted tongue-and-groove ceilings & transom windows for added sunlight in the main living area, complemented by two sets of French doors leading to a spacious concrete patio. The patio, surrounded by a charming wood picket fence, creates an ideal space for kids, pets, and outdoor entertaining. The side yard offers ample room for a future pool or a play area under the shade of mature trees. The front entry showcases Chicago-style brick-paved double driveways, adding both charm and functionality. The immediate area around the home is fenced and includes a detached work/storage shed and a 2nd secluded patio area. A private neighborhood homeowners park is located nearby, providing access to Florida Bay via a convenient boat ramp.

$849,000
Key Largo
Sunset Point   - MM: 95.00
3 Bed, 3 Baths, 1,067 SqFt Days Listed: 27
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Enjoy this unique 3/2 vintage octagon home In Sunset Point. Situated on a corner with 2.5 lots for an abundance of outdoor living space and privacy. Beautiful mature trees and open areas ready to create an outdoor oasis, plenty of space for pool. Located across from Sunset Point park so launching your boat is a breeze.

$849,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 864 SqFt Days Listed: 84
-5.56% ($50,000) 2 Price Changes : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled on a spacious 10,000 sq. ft. ( double 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 tropical landscaping and a fully fenced yard, this layout allows for a natural circular drive around the property. 40 X 12 concrete pad with 30 amp power and water. 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.

$849,000
Big Pine Key
Palm Villa   - MM: 30.50
3 Bed, 3 Baths, 1,193 SqFt Days Listed: 41
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature, and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6 stockade fence allowing lots of safety and room for kids and pets to play and roam. The 3 Bedroom 2 Bath home offers an open floor plan highlighted with soaring ceilings and garden views from all rooms with no neighbors in sight. The kitchen is a culinary delight with a central island with peninsula seating, wood cabinetry and abundant counter space. Whether youre preparing a gourmet meal or a quick snack this kitchen is equipped for it all. A convenient pantry and a laundry closet add to the functionality, ensuring everything has its place. Enjoy morning coffee or evening cocktails on either the front or back porch while watching key deer roam. The homes split floor plan provides privacy and comfort. The primary suite is a private retreat with a walk-in closet and a en suite bathroom. Additional bedrooms feature engineered hardwood floors and offer plenty of space for family or guests. The propertys outdoor spaces are nothing short of extraordinary. Two tranquil ponds on either side of the lot enhance the peaceful ambiance and can be filled using the private well. Native trees and lush landscaping create a vibrant and serene environment. A stone walkway leads to a spacious 20x20 shed allowing for plenty of room for all of your toys. A garden shed tucked at the back of the lot provides additional storage, while a downstairs covered lanai offers an ideal spot for entertaining, barbecuing, or unwinding in the shade. This property is as practical as it is beautiful, with a covered carport, trailer storage, room for pool and RV and plenty of parking for guests. Whether you need space for recreational vehicles or everyday use, this home has you covered

$849,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 155
-5.56% ($50,000) 1 Price Change : Last Change 83 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 12ft.

Tranquil Canal-Front Home in Big Pine Key, FLEscape to your own piece of paradise with this stunning 3-bedroom, 3-bathroom home, perfectly positioned on a peaceful canal in Big Pine Key. This residence offers a rare combination of serene living and modern comfort, surrounded by the natural beauty of the Florida Keys.Spacious Living Area: The open-concept living space is bright and airy, featuring high ceilings and large windows that frame beautiful canal views. Kitchen offers stainless steel appliances, granite countertops, and plenty of cabinet space.The master suite is a private retreat with an en-suite bathroom and direct access to the balcony. Two additional bedrooms provide comfort and privacy for family or guests. Step outside to your expansive deck, explore tranquil nature paths that wind through the property, or launch your boat from your private 12 ft dock with large patio.This home is an ideal sanctuary for nature lovers.Port Pine Heights Park: Just a short stroll away, enjoy the serene Port Pine Heights Park, a perfect spot to unwind and take in the tranquil sunsets.Nestled in a quiet neighborhood, this home is close to local amenities, parks, and some of the best fishing spots in the Florida Keys, while still offering the peace and tranquility you desire.Dont miss the chance to own this canal-front gem in a prime location!

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 01-29-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA