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Florida Keys Homes on the Bay / Gulf Side For Sale

Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Florida Keys homes for sale below are on the gulf side / bay side.

Total Listings 375
Order By:

$399,000
Conch Key
Conch Key   - MM: 62.50
2 Bed, 2 Baths, 782 SqFt Days Listed: 204
-20.20% ($101,000) 6 Price Changes : Last Change 3 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to 24 N Conch Avenue, nestled in the serene area of Conch Key. This charming 2-bedroom, 1-bath home is enclosed by vinyl and chain link fencing, ensuring safety for children and pets. The concrete driveway provides ample space for your vehicles, boat, or trailer. Relax and enjoy stunning sunset views from the spacious open patio. For your storage needs, an on-site utility unit offers a secure space for all your tools and toys. Convenience is at your doorstep with a general store just across the street. Located north of Marathon and Duck Key, this home offers an easier drive to the mainland. Whether you keep it as a long-term rental or use it for weekly rentals, this property is a perfect investment opportunity. Schedule your showing today!

$425,000
Big Pine Key
Palm Villa   - MM: 30.50
2 Bed, 2 Baths, 1,013 SqFt Days Listed: 27
-8.60% ($40,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to your tropical oasis at 30427 Palm Dr, nestled in the serene and picturesque Big Pine Key, Florida! This charming property offers a perfect blend of comfort and coastal living.**Property Features:**- **Bedrooms:** 2 spacious bedrooms, designed to offer relaxation and tranquility.- **Bathrooms:** 1 well-appointed bathroom.. + OUTDOOR SHOWER- **Living Space:** An inviting open-concept living area that seamlessly connects to the dining and kitchen spaces, ideal for entertaining family and friends.- **Kitchen:** A well-equipped kitchen with ample cabinetry, stainless steel appliances, and a breakfast bar for casual dining.- **Outdoor Space:** Step outside to your private backyard oasis, complete with a deck and open canvas to add your own lush landscaping, perfect for enjoying the sunny Florida weather or hosting barbecues.- **Location:** Situated in a quiet neighborhood, this home is just minutes away from pristine beaches, local parks, and the vibrant community of Big Pine Key, known for its wildlife and outdoor recreational activities.

$439,000
Big Pine Key
Sands Subdivision   - MM: 31.00
1 Bed, 1 Baths, 441 SqFt Days Listed: 96
-12.02% ($60,000) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Per Seller: Boaters Paradise! 3 minutes to open water with the ability to dock almost any big boat or multiple boats here! 50 of sea wall and there is 25x50 feet of owned sea bed so the potential to moor boats here is amazing. Huge catamaran sail boat or multiple center consoles backed in. Would be a great base for a fishing charter. This is a cozy, solid built home, not a manufactured or mobile home. No HOAs and save on insurance! Many parks and trails nearby. Wonderful, very quiet community and great neighbors. Come see what Big Pine has to offer: fishing, lobstering, kayak 10 minutes to sand bar from your house and watch turtles and dolphins! See manatees, endangered key deer and a variety of bird species. Amazing place to live! Make the most of Keys living! There is plenty of space for storage with a shed and place to park for a RV, boat trailer or multiple vehicles. Charming outdoor area for lounging and entertaining. Relax with a line in the water. Efficient and well equipped kitchen. Bathroom with shower and washer/dryer, on-demand water heater. Everything you need and nothing that you dont. Buy now with the ability to build in the future.

$450,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 980 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

$450,000
Big Pine Key
Tropical Bay   - MM: 30.50
2 Bed, 2 Baths, 654 SqFt Days Listed: 162
-14.29% ($75,000) 2 Price Changes : Last Change 27 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 37ft.Concrete

Nestled at the end of a peaceful dead-end street, this well maintained 2-bedroom, 1-bath home offers both privacy and serene water views. The property backs onto a picturesque canal that is fully maintained by the HOA, ensuring a low-maintenance outdoor lifestyle.Outside, enjoy the tranquil canal from your backyard, ideal for morning coffee or evening sunsets. Located in a family-friendly community, this home offers easy access to Bogie Channel, local amenities, parks, and the loveable Key Deer. This is a rare opportunity to own a piece of paradise and quiet waterfront living.

$465,000
Key Largo
Largo Highlands   - MM: 106.00
2 Bed, 2 Baths, 810 SqFt Days Listed: 108
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

*BRAND NEW ROOF & HURRICANE IMPACT WINDOWS* Welcome to your piece of paradise in Key Largo! This charming 2-bedroom, 1-bathroom home sits on a spacious 5,000 sqft lot, offering ample room to create your dream outdoor oasis with a pool and additional storage. The oversized utility room presents exciting possibilities for expansion, providing a canvas for customization to suit your needs. An enclosed storage area ensures organization for all your tools and recreational equipment. Conveniently located within 45 minutes of Miami, and just 5 minutes from the closest boat ramp, enjoy easy access to both city amenities and aquatic adventures. With great potential awaiting, this home is perfect for those with a vision for renovation and enhancement. Imagine the possibilities and make this gem your own in the heart of beautiful Key Largo

$469,900
Marathon
Key Colony Subdivision   - MM: 53.00
1 Bed, 1 Baths, 690 SqFt Days Listed: 274
-6.02% ($30,100) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Fully remodeled 1/1 CBS home in the Florida Keys. Tile flooring throughout, SS appliances, washer/dryer, impact windows and doors, tankless water heater. Marathon allows rentals as little as 7 days. Fenced backyard with screened porch for privacy and entertainment, BBQ area and plenty of parking in front and on side of property with a pull through front and rear gate to facilitate boat and trailer parking. Close to shopping, restaurants and boat ramps. No Association. Come enjoy the Keys lifestyle!!

$475,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
5 Bed, 5 Baths, 2,900 SqFt Days Listed: 127
-4.81% ($24,000) 1 Price Change : Last Change 2 Days Ago
Fractional Ow - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.

New CO-OWNERSHIP opportunity: Own 1/8 of this professionally managed, turnkey home. Swaying palms and a gracious front entry leave no doubt that relaxation awaits in this new construction Florida Keys home. The 5-bedroom, 3.5-bathroom home is along a canal in sought-after White Marlin Beach. The open-concept main floor has soaring ceilings, oversized windows and glass doors connecting the living space to the pool and waterway beyond. The bright gourmet kitchen features JennAir appliances, two sinks and spacious cabinets. A bay window in the dining area serves up a pool view. The main floor primary bedroom includes a custom closet and opens to the pool and patio. The main bedroom upstairs has a large closet and a Jack & Jill bath leading to another guest bedroom. With two additional bedrooms, the home easily accommodates family and friends. The home comes fully furnished and professionally decorated. There will be six 1/8 shares and one 1/4 share sold.

$490,000
Big Pine Key
Pine Key Acres   - MM: 30.50
2 Bed, 2 Baths, 1,141 SqFt Days Listed: 28
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

PINE KEY ACRES OPPORTUNITY, cash only. If youre looking for peace, quiet and elbow room, and are ready to tackle a list of projects, you found the spot! The 44,000 sq. ft. property measures 200 ft. x 195 ft. and a 200 ft. x 25 ft. easement goes to the middle of the private road. Built in 1980, this 1141 sq. ft. CBS home is being sold AS IS. Interior renovations were started a few years ago but not finished, it doesnt have a kitchen right now; 2BD/1BA plus a large utility room and enclosed back porch with laundry room. Built on short columns with a good crawlspace; metal roof was put on in 2008; there is some concrete spalling. Garage/utility building is approximately 13 ft x 30 ft. Buyer must accept property with all contents inside and out, including the old equipment on the property. The travel trailer is included and appears to be in reasonable condition; owner has the title. Hooked up to the municipal sewer; not hooked up to FKAA city water however it is available; current water source is a well and there is a new well pump. Zoned ACCC, this quiet spot is conveniently close to shopping and US1... its ready for someone help it reach its potential. **Access Racoon Run from Wilder Rd., not Key Deer Blvd.** Please do not walk the property without listing agent.

$499,000
Marathon
Misc Key Colony Beach   - MM: 53.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 62
-14.70% ($86,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Step into the charm and character of Old Florida with this delightful 2-bedroom, 2-bath Keys cottage. Originally a duplex, this unique home has been thoughtfully combined by the owners to create a spacious and inviting single-family retreat. Nestled on an oversized lot, this property offers plenty of room to expand, garden, or simply enjoy the lush tropical surroundings.While the home retains its original charm, it presents a wonderful opportunity for personalization and updating to suit your style. Original Dade County pine ceilings and other unique Keys features.Enjoy the laid-back Keys lifestyle with ample outdoor space for entertaining or relaxing in the Tropics. Located in a quiet, established neighborhood, this property is just a short drive to local marinas, dining, and sandy beaches.Whether youre looking for a weekend getaway or a full-time island escape, this property offers the rare chance to own a piece of classic Florida Keys charm with room to grow. City of Marathon Market Rate Tranferable Building Right (TBR) is available with the property should buyer wish to purchase it.

$499,000
Big Pine Key
Tropical Key Colony   - MM: 30.00
2 Bed, 2 Baths, 1,187 SqFt Days Listed: 17
-9.27% ($51,000) 1 Price Change : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled in the highly sought-after Pine Channel Estates neighborhood, this 2-bedroom, 2-bath home offers incredible potential for those looking to put their personal touch on a Florida Keys retreat. Though its a fixer-upper, the property boasts a spacious layout and plenty of room for improvement, making it the perfect opportunity to create your dream home in paradise.The large lot offers ample space for outdoor activities, gardening, giving you endless possibilities to enhance the property. In addition, theres plenty of storage to accommodate all your needs.Situated in a peaceful, serene location, the home provides canal views that will make every day feel like a vacation. Youll be just a stones throw away from the water, perfect for those who enjoy boating or simply relaxing by the shore. The famous Key Deer, a unique and rare sight in the Keys, can often be spotted wandering nearby.Whether youre looking for a vacation getaway, a rental investment, or a personal sanctuary, this property is a blank canvas waiting for the right buyer to unlock its full potential. Dont miss out on the chance to own a piece of paradise in the Florida Keys!

$515,000
Marathon
Sunset Bay   - MM: 56.00
2 Bed, 2 Baths, 874 SqFt Days Listed: 13
Half Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Quiet comfort and lush greenery surround you in this home. A brick paver driveway leads you to this 2 bed/1 bath remodeled beauty with granite counters, stainless appliances, updated bath, fenced back yard with a dip pool and deck. New roof in 2020, and new shutters in 2024. Walk one block to breathtaking sunsets at the neighborhood park, or hop on your bike and take a ride on the trail just up street. This is what island living is all about.

$539,000
Key Largo
Lake Surprise Estates   - MM: 106.00
4 Bed, 4 Baths, 1,344 SqFt Days Listed: 126
-2.00% ($11,000) 1 Price Change : Last Change 3 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Charming 4-Bedroom Home - Perfect for Families or Investors! Discover this clean and welcoming 4-bedroom, 1-bath manufactured home on a spacious 5,000 square-foot lot in a family-friendly neighborhood. Large Fenced-in and Shady Yard! Whether youre a first-time homebuyer, an investor looking for workforce or student housing, or simply seeking a cozy place to call home, this property offers endless potential. Families will love the proximity to schools, parks, local shopping, and restaurants, while investors will appreciate the high rental demand with the CFK campus just minutes away. The homes location is ideal for commuters or weekend trips, a quick trip from Miami and close to popular tourist attractions. With its affordable price and versatile use, this home is a perfect starter home, the chance to build your Florida Keys dream home, or an income-generating opportunity. Dont miss out on this gem! This wont last long at this price!!

$549,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,431 SqFt Days Listed: 83
-1.79% ($10,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Situated on Big Pine Key, this house offers a blend of functionality and charm in a serene environment. Located minutes from shops, stores, and local conveniences, it provides an excellent balance of practicality and tranquility. Featuring a large living space that serves as the central hub for daily living. Its open design allows natural light to flow through, creating a bright and inviting atmosphere. The layout includes two guest bedrooms, each offering generous closet space for storage. These rooms are perfect for accommodating visitors or repurposing as a home office or creative space. The primary bedroom serves as a peaceful retreat, offering privacy and comfort. Its spacious design provides plenty of room for a personalized setup to suit your needs complete with an en suite bathroom. The kitchen is equipped with ample cabinetry, ensuring plenty of room for storage and organization. The outdoor space is a highlight of the property, featuring a well-kept yard that adds to the homes overall charm. This house is a blank canvas waiting for someone to transform it into a dream home. With its solid structure, practical features, and excellent location, it provides a foundation for endless possibilities. Embrace the opportunity to design a space that reflects your style and enjoy the unmatched charm of Big Pine Key.

$549,000
Big Pine Key
Palm Villa   - MM: 30.50
3 Bed, 3 Baths, 1,288 SqFt Days Listed: 43
-8.35% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to your dream retreat nestled in the heart of Big Pine Key, where tranquility and sophistication meet. This stunning 3-bedroom, 2-bathroom residence is an ideal sanctuary for those seeking a blend of modern convenience and the relaxed charm of the Florida Keys. From its lush landscaping to its thoughtfully designed interiors, every detail of this home exudes comfort and style, promising a lifestyle of ease. As you approach the property, youre greeted by an immaculately landscaped yard, featuring a mix of native tropical plants and vibrant greenery. The lush surroundings not only enhance the homes curb appeal but also create a private oasis that perfectly complements the natural beauty of Big Pine Key. Whether youre relaxing on the front porch or exploring the backyard, the outdoor spaces invite you to immerse yourself in the serenity of island living. Step through the front door and into the main living area, where stained wood ceilings are an instant highlight, adding warmth and character to the space. The kitchen features stainless steel appliances and ample cabinetry. The primary bedroom serves as a private retreat, offering backyard access, generous closet space, and an en suite bathroom for added convenience. Two additional bedrooms provide flexibility for guests, family, or hobbies, while cozy study ensures a quiet workspace. Outside, the backyard is a tropical paradise, perfect for relaxing, gardening, or entertaining. The propertys lush landscaping offers both beauty and privacy, creating your own serene getaway. Located in the heart of Big Pine Key, this home provides easy access to local parks, beaches, and the unique charm of the Florida Keys. Dont miss your chance to make this island retreat your own!

$549,000
Key Largo
Pirates Cove   - MM: 98.50
2 Bed, 2 Baths, 840 SqFt Days Listed: 333
-4.52% ($26,000) 1 Price Change : Last Change 66 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Key Largo ground level CBS home in an X flood zone! This charming residence features two bedrooms, one bathroom, and includes a garage! The metal roof was installed in 2018, along with impact windows and a door in 2012, and granite countertops in the kitchen. The cozy yard requires minimal upkeep and offers space for a trailer. Conveniently located near the clubhouse, boat ramp, and private community beach, perfect for launching kayaks or paddle boards, as well as providing a spot for your furry friend to enjoy a swim!

$550,000
Big Pine Key
Sands Subdivision   - MM: 31.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 283
-5.17% ($30,000) 1 Price Change : Last Change 35 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Florida Keys simple living can be yours in this Big Pine Key pool home. Nestled in the neighborhood, yet conveniently located to shopping and other amenities. An open concept with cathedral ceiling in Living, Dining and Kitchen areas. A laundry closet sits at one end of the kitchen and houses the washer and dryer. Off main living area there is a nice porch on the front side of this home, and is a great spot to relax. Exterior of property is encompassed by tropical fruit plants and a full fence. In your back yard you can enjoy a gorgeous pool, 365 days a year. Pool is concrete and equipped with both heater and chiller. The adjacent lot and lots behind home are county owned so no future building. Within walking distance is the Big Pine Community Park, and boat ramp is only a few minutes away. Have the this Florida Home be yours, where you can enjoy both indoor and outdoor living.

$569,000
Big Pine Key
Palm Villa   - MM: 30.50
2 Bed, 2 Baths, 816 SqFt Days Listed: 75
-0.87% ($5,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

NEW PRICE! Owner occupied 2 bedroom CBS home boasts a NEW Roof, New Control Panel, tile floors throughout and freshly painted walls, creating a clean and modern ambiance. The kitchen features brand new appliances, including a fridge, microwave, & oven. A spacious 10 x 20 screened porch offers the perfect spot to enjoy the outdoors, whether youre sipping your morning coffee or relaxing in the evening breeze. The property sits on a nearly 7,000 sq. ft. lot, complete with a permitted fence and a 10 x 12 storage shed for all your storage needs.Local amenities enhance the appeal of this home, with world-class fishing and diving spots just minutes away. You can enjoy a meal at the famous No Name Pub, and find everything you need at nearby supermarkets and local stores. The area also offers beautiful walking and biking paths, making it easy to explore the natural beauty of Big Pine Key. This home provides a perfect blend of tranquility and convenience, making it an ideal choice for both weekend retreats and year-round living. Dont miss out on the opportunity to make this delightful property your own! Plenty of parking for autos, boat or RV!

$569,000
Key Largo
Sunset Acres   - MM: 93.00
3 Bed, 3 Baths, 1,584 SqFt Days Listed: 32
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to this spacious 3-bedroom, 2-bathroom home offering 1,584 sq ft of living space on a DOUBLE LOT. Situated in the desirable Sunset Acres community. This home features a versatile bonus office and a workshop, perfect for hobbies or additional storage.The heart of the home is the open-concept kitchen with a chefs gas range, seamlessly flowing into the living and dining areas. Relax and unwind in the screened-in patio. Take advantage of the under-roof carport on rainy days.Recent updates include a 2020 roof with a transferable warranty and a 2023 AC unit. Outside, youll find a private, fenced backyard with an additional shed, providing plenty of storage. Theres ample parking for your boat or other water toys. As part of the Sunset Acres community, youll enjoy a lighthouse and a beautiful beach area, where neighbors gather to watch breathtaking sunsets together.Dont miss out on this opportunity to live in a peaceful, welcoming community!

$575,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 988 SqFt Days Listed: 165
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

POTENTIAL OWNER FINANCE FOR QUALIFIED BUYER $200k DOWN 1-10 YEARS FOR QUALIFIED BUYER. PROOF OF FUNDS AND GOOD CREDITWhether youre looking for a place to call HOME or a GET AWAY to retreat to. Charming 3-bedroom home with open floor plan on a double lot 50 X 200 (10,000 sq. ft.) in Big Pine Key. Front lot is fenced, back lot is not. Storage shed. Home is move in ready and can close quickly. New appliances in the home. Led lighting and tankless water heater. Home is Conveniently located, with nearby community park on Bogie Channel offering water views. Tennis courts, basketball court, baseball field, bocce, skateboard park, racquetball, walking/exercise trail. Easy bike ride to get around town if you like. Public bus transportation offered. Nearby Boat ramp at Spanish Harbor off US1 with quick Gulf and Atlantic access. Bahia Honda State park 10 minutes away. Key West approx. 30 miles. Marathon approx. 20 miles. Miami International approx. 2.5 hours. Ins quote for primary residence approx. $9418.K flood, wind and homeowners. Has openings discounts and some roof discounts. Could be less with higher deductibles. Easy to show. No Homeowners association, Not leased land. Has been connected to central sewer. NO TRESPASSING!AVAILABLE FOR RENT FOR $3600. MO F/L/S $10,800.

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 02-26-2025.
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