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

Total Listings 376
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$799,000
Key West
Key West Golf Club Dev   - MM: 4.00
2 Bed, 2 Baths, 930 SqFt Days Listed: 62
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This charming Poolside Key West Golf Club home is ready for you to make your very own vacation retreat. Move in ready 2 bed, 3 bath Golf Club cottage has so much character. Come home to a cozy living space that opens to your large screened porch and paved back yard that walks you out to the pool perfect for entertaining. Enjoy morning coffee from your balcony off the master bedroom. Each bedroom is en-suite w/private bathroom, and vaulted ceilings. home has been Well maintained with Many updates and is ready for you to make your very own Key West getaway. Some of the great features are its gated private entrance, two Community pools, fitness center, fully fenced and tropically landscaped yard. Only minutes from Key West...

$799,000
Plantation Key
Edenaire   - MM: 90.50
3 Bed, 3 Baths, 1,254 SqFt Days Listed: 66
-3.15% ($26,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Experience the best of the Florida Keys in this bright and spacious 3-bedroom, 2-bathroom home. While not directly on the water, youll have easy access to a private homeowners park just around the corner, complete with a boat ramp and 72-hour dockage. The main living area on the second floor features an open-concept kitchen and living room that flows seamlessly onto an expansive porch--perfect for outdoor relaxation. Upstairs, youll find two comfortable bedrooms and a full bathroom, while the ground floor offers a separate 1-bedroom, 1-bathroom suite, ideal for guests, an office, or multi-purpose space. Situated in an X flood zone, this home provides peace of mind and a prime location. Plenty of room for a pool. Dont miss the opportunity to see it for yourself!

$799,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 202
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
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 26
-3.73% ($31,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Beautiful home in Key Largo 3 bed 3 bath with homeowners Boat ramp and a beach.CBS with metal roof and impact window X ZONEDvery spacious 1852 sq ft on the baysideHigh ceilings spacious kitchen with wood cabinetsand granites counter tops only $300.00 a year for the used of the boat ramp and beach for the resident of pirate cove only .located in a corner lot fenced in the back yard

$799,900
Marathon
Crane Hammock   - MM: 49.50
3 Bed, 3 Baths, 1,586 SqFt Days Listed: 72
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

NEW ROOF. SALTWATER POOL. Custom insulated roof being installed (2 inch ISO insulation with 60 Mil Firestone TPO membrane). Has an in ground gunite saltwater pool with Pool Pilot and easy walk in ramp. Remodeled ground level CBS Conch house is nestled on a corner lot near the top of Crane Hammock with an elevation of approximately 9 feet. Open ceiling with large beams typical of original Keys structures (i.e. Keys Fisheries). Modern kitchen with Shaker cabinets and blue bahia 3CM granite countertops with 18 backsplash. Large living room adjoins the kitchen in an open concept layout. Rustic barn door opens to 3rd bedroom/office. A sizable master bedroom with an ensuite that includes its own washer/dryer. All bedrooms have access to the backyard and pool. Opposite the kitchen there is one step leading down to an enormous sunroom with a storage cabinet. This leads to the mudroom, which has another washer/dryer and two storage cabinets. Also included is a Sports Afield gun safe that is bolted into the concrete foundation. Safe is rated fire and water resistant by manufacturer. There is a sizable backyard with a sidewalk from the carport to a ramp leading to the back door. Home is in a sought after neighborhood with shady winding roads through a lush tropical forest with no dead ends! Perfect for biking or walking without having to get on the overseas highway. A short walk to restaurants, Walgreens, Publix and Winn Dixie, but far enough away to avoid the road noise from US 1. Multiple trees, palms and flowering shrubs; including massive Jamaica dogwoods and Gumbo Limbos. The property backs up to the 60 acre Crane Hammock nature preserve and is on a corner lot with only one neighbor. Home has a new A/C system in 2023, new dishwasher in 2025, new pool heater in 2023, new pool filter system in 2024, new washer/dryer in mudroom (2024). House may be purchased furnished. Plenty of parking.

$815,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,048 SqFt Days Listed: 109
-1.21% ($10,000) 1 Price Change : Last Change 17 Days Ago
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 14K lb. boat lift and ample concrete dockage. Easy canal access to Pine Channel and then open water!

$819,000
Key Largo
Lazy Lagoon   - MM: 100.00
4 Bed, 4 Baths, 2,512 SqFt Days Listed: 21
-5.86% ($50,990) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This 2018 3/3 cbs home in the heart of Key Largo has it all: cathedral ceilings, impact windows and doors, a metal roof, spacious bedrooms, as well as quartz countertops, beautiful wood grained looking ceramic tiled floors and a lovely kitchen with stainless steel appliances. The lot is almost 1/3 of an acre making it possible for a pool, boats or an RV and plenty of vehicle parking; handicap accessible and there is an attached additional 1/1 dwelling that would be a perfect in-law, art studio, office or work out/ recreation room.

$820,000
Big Torch Key
Torchwood West   - MM: 25.50
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 655
-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.

$825,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 255
-8.23% ($74,000) 2 Price Changes : Last Change 37 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!

$825,000
Marathon
Harbor Isle   - MM: 48.50
3 Bed, 3 Baths, 1,279 SqFt Days Listed: 152
Mobile Home - Contingent - 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.

$839,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
3 Bed, 3 Baths, 1,584 SqFt Days Listed: 37
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.Concrete

NEW WATERFRONT LISTING! MOTIVATED SELLER! Beautifully updated waterfront home with breathtaking views and 40 seawall. All major improvements are complete including roof, HVAC,impact windows, door, new kitchen and appliances with gas range, electrical panel,tankless water heater,and lower level kitchenette. DIRECT boating access to Niles Channel. The downstairs is a LEGAL nonconforming grandfathered space with 2 bedrooms. This property has a strong rental history with optional bookings through March of 2026. The home is owned by a FL licensed real estate broker.

$839,900
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
3 Bed, 3 Baths, 1,530 SqFt Days Listed: 43
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover the epitome of coastal living in this stunning, newer concrete home nestled in a highly desirable subdivision in Key Largo. This meticulously crafted residence boasts 3 bedrooms and 2 bathrooms, offering a seamless blend of modern comfort and tropical elegance. This home is a true turnkey paradise, tastefully furnished throughout, creating an inviting atmosphere that complements the coastal lifestyle. Enjoy the breezes from the comfort of your screened porch upstairs. The spacious screened-in area downstairs offers a versatile space for entertaining or relaxing. A large enclosed storage area downstairs provides ample space for your outdoor gear, water toys, and more. Experience the best of Florida living with exclusive access to an amazing nearby homeowners park and the convenience of a private boat ramp, dockage up to 3 days, bay front picnic pavilion, beach area and breathtaking sunsets, one of the best HOA parks in the Upper Keys. This home is situated in a prime location where you can explore renowned dining spots and shopping. Dont miss the chance to make this exceptional Key Largo residence your own. Some seller financing offered.

$845,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,410 SqFt Days Listed: 8
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This stunning CBS, ground level home in an X Zone has been beautifully updated! With 1,410 sq. ft. under air, this 3-bedroom, 2-bath home is a gem located in one of Islamoradas most desirable and convenient neighborhoods--Plantation Key Colony. Situated on a fully fenced and gated lot youll be welcomed by an abundance of sunlight and lush greenery.The main living area boasts vaulted, insulated ceilings. The chefs kitchen is equipped with stainless steel appliances, an abundance of wood cabinetry, gorgeous granite countertops, and an oversized island perfect for entertaining. For just $250 annually, join Plantation Key Colonys voluntary HOA to access the private bay front homeowners park, beach, truck/trailer parking, and boat ramp located just down the street. Enjoy the best of Florida Keys living in one of Islamoradas most beloved neighborhoods! All information provided is deemed reliable but not guaranteed. Buyers are advised to conduct their own independent investigations and due diligence regarding the

$845,300
Key West
Key West Golf Club Dev   - MM: 4.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 122
-8.47% ($78,200) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Set in the coveted Sanctuary in the Key West Golf Club, this well-maintained, multi-level spa home is the retreat youve been searching for. The second floor includes two en-suite bedrooms and laundry, while the first floor features a convenient half bath and open concept kitchen, dining & living room, creating an ideal space for entertaining and everyday living. French doors open to a private, covered patio and spa, perfect for relaxing. This turnkey home is furnished with coastal-inspired decor and includes a convenient carport. Key West Golf Club residents have access to the large lagoon pool, a separate lap pool, clubhouse, fitness center, and gated security. Dont miss out on this move-in-ready home!

$849,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,250 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Fixed Bridge75ft.Con

Welcome to this meticulously maintained, move-in ready canal-front home that offers the perfect blend of comfort, style, and durability. Featuring an inviting open-concept floor plan, this home boasts three spacious bedrooms and two modern bathrooms, all enhanced by newly installed LVP flooring throughout. Built above flood level with just the right number of steps to climb, this home ensures both convenience and peace of mind. The freshly painted exterior showcases durable James Hardie siding, complemented by brand-new impact windows and doors. Topped with a sturdy 5V crimp metal roof, this property is designed to withstand the elements. Situated on an expansive 7,500 square foot lot, this waterfront gem offers 75 feet of concrete dock and seawall, providing ample space for docking your boat or simply enjoying serene canal views. Launch your boat at the nearby and convenient community boat ramp. Whether youre seeking a relaxing retreat or a full-time residence, this thoughtfully upgraded home is ready for you to move in and start enjoying the coastal lifestyle.

$849,000
Key Largo
Sunset Point   - MM: 95.00
3 Bed, 3 Baths, 1,067 SqFt Days Listed: 127
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.

$849,900
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 33
-2.87% ($25,100) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

STUNNING OPEN WATER views await you from this beautiful canal front home. Located on Summerland Key, this 2-bedroom, 2-bathroom home with permitted downstairs enclosure is a perfect blend of comfort and coastal charm. Boaters will love the full Length 40 ft concrete seawall on a wide deep-water canal. The home has quick access to Niles Channel and both the Gulf and Atlantic for great fishing and diving. The securely fenced yard adds privacy and a secure place for children and pets, as well as a great outside space to entertain and enjoy the day. Make your appointment to come see this today!

$850,000
Key Largo
Bay Haven   - MM: 95.00
3 Bed, 3 Baths, 990 SqFt Days Listed: 32
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Stunning 3 Bedroom, 3 Bath Keys Retreat with Rooftop Deck, In-Law Quarters & Water Views!Welcome to your dream home in the heart of the Florida Keys! This beautifully crafted 3-bedroom, 3-bath home is built entirely of CBS construction with a solid concrete roof, offering durability and peace of mind in paradise.Enjoy breathtaking Florida Bay views from your expansive rooftop deck, perfect for soaking up sunsets, entertaining guests, or simply relaxing under the stars. Nestled in a desirable neighborhood, this gem comes with access to a private homeowners park featuring a boat ramp and a secluded sandy beach--ideal for boating, fishing, or weekend picnics.The home features versatile in-law quarters on the ground level, offering privacy and flexibility for guests and extended family.Inside, youll find top-quality designer finishes and unique architectural details throughout, creating a private and serene oasis. Two screened-in patios and multiple open-air balconies provide countless spots to sip morning coffee, watch native birds, or unwind with evening cocktails.Experience true Keys living in a home designed for comfort, beauty, and a seamless indoor-outdoor lifestyle.

$855,000
Ramrod Key
Ramrod Shores   - MM: 27.00
4 Bed, 4 Baths, 1,456 SqFt Days Listed: 257
-12.31% ($120,000) 4 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.

$860,000
Big Coppitt
Gulf View   - MM: 10.00
3 Bed, 3 Baths, 1,144 SqFt Days Listed: 11
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover a beautifully updated residence boasting three spacious bedrooms and two full baths. Step inside to modern finishes throughout--featuring sleek stainless-steel appliances, Granite countertops and new flooring that elevate the homes overall charm. Extended your living space by opening up the 2 sets of double doors onto an amazing balcony featuring brand-new decking. This is the perfect spot to unwind and watch breathtaking sunset. Home is located on an expansive yard that provides ample space for a pool, gardening, play, and to cherish outdoor living. An enclosure is located next to the carport that is designed to secure your storage with convenient access. A neighborhood features include a community park and a boat ramp.

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 05-09-2025.
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