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Mile Marker 80 - 90 - Homes For Sale in the Florida Keys

Total Listings 81
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$449,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 22
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

RARE OCEANFRONT LOT OPPORTUNITY IN ISLAMORADA! BUILD w/ NO DELAYS -your dream waterfront home in the fabulous Florida Keys--this prime buildable lot comes with a Development Right Letter in hand from the Village of Islamorada. Enjoy unobstructed ocean views and multi-million dollar scenery, with the flexibility to build a CBS or modular home on stilts (2BD/2BA engineered plans included). The owner also has a $250K quote for a top-of-the-line Jacobsen modular home for a turnkey option. Max height to build 35ft allowing a 2 story home if one desires. Currently, there is a livable 1BD/1BA RV on-site (RV must be replaced with a home). The lot is solid coral rock--no fill needed! This boaters paradise offers dock privileges, boat storage, a private boat ramp, and a fish cleaning station. Located in a private 48-unit community with low HOA fees, pet-friendly policies (two pets, any size), and just minutes from downtown Islamoradas restaurants, shops, grocery stores, the Art District, and a scenic bike path. Experience breathtaking sunrises and sunsets from your future home--dont miss this rare chance to own a slice of paradise in the Florida Keys! ☀️🌊

$699,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 3
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Nice family home in great location on Plantation Key, walk to A+ schools and restaurants! Well-maintained stilt home that backs up to a natural preserve presenting a private and peaceful setting! Spacious open floor plan with vaulted ceilings, 2bd/2ba and HUGE wrap around porches off front and back which leads down to a nice above-ground pool with decking, both great for entertaining. Workshop/storage downstairs, covered parking and an oversized lot allows lots of room for additional cars, RV and boats. Newer appliances, roof (2018), Hot Water Heater and central A/C. House is off the OLD ROAD, to avoid holiday/season traffic and great for biking/walking. Within the Village of Islamorada with FREE access to FOUNDERs PARK with Boat Ramp, beach, tennis and pool.

$700,000
Upper Matecumbe Key Islamorada
Coral View   - MM: 81.00
3 Bed, 3 Baths, 2,016 SqFt Days Listed: 196
-26.32% ($250,000) 6 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This lovely home is classic Keys on the outside, with modern elegance on the inside. Secluded on high ground in the heart of downtown Islamorada, this accommodating three-bedroom, two-bath residence offers abundant space for relaxation and entertainment, including an inviting back porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and back yards provide ample room for outdoor activities and gatherings. Ideally situated, you are within easy walking distance to the beaches, great restaurants, and grocery shopping. Experience the perfect blend of comfort and convenience in this idyllic retreat.

$749,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
3 Bed, 3 Baths, 1,288 SqFt Days Listed: 13
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Private Preserve awaits at this newly renovated 3 bedroom/2 bath adorable residence, located on the dead-end street of Ocean Drive, in the Village of Islamorada. Lush greenery creates the feel of an island tree house! The lot backs up to a huge and private, protected preserve owned by the Village of Islamorada. The kitchen, living and dining areas are designed with a beautiful, open floorplan. Abundant under-cover storage and perfect work shop area downstairs. This home is situated in a very sought-after neighborhood on Plantation Key, close to Plantation Key Elementary School, Coral Shores High School, Montessori, Tavernier Town Shopping Center, Mariners Hospital and Wellness Center with Gym and Founders Park with full-service marina, boat ramp, pool, tennis, pickleball, dog park, beach, playground, amphitheater, baseball field and soccer field.

$795,000
Plantation Key
High Point   - MM: 89.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 6
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Basin

Islamorada Home - Move-In Ready!2 bed, 2 bath home on a spacious corner lot, fully fenced with an electric gate. Enjoy an amazing homeowners park featuring sunset views, a private beach area, and a boat ramp. Additional storage space downstairs, with washer and dryer conveniently located upstairs. Relax in your own sauna or on the beautiful porch overlooking the trees. Swinging gates allow easy access for a large boat or RV. Great location on Plantation Key near Founders Park. Call today!

$799,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,305 SqFt Days Listed: 111
-5.44% ($46,000) 2 Price Changes : Last Change 2 Days Ago
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.

$850,000
Plantation Key
Plantation Ridge   - MM: 87.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome To This Well Kept Old Florida Charm Home located in the Heart of Islamorada. This home features enchanting outdoor entertainment areas with the front yard fountain and screened in and open veranda and a covered parking area for your car. Enter into the open living, kitchen, dining area. Updated kitchen has stainless steel appliances, Built in pantry. Leading out to the backyard oasis of lush tropical landscaping and fountain. Once in the backyard, Step into the Tea Room and enjoy coffee or tea in the morning and cocktails at night. The home has a built in home generator, never without power. Has never flooded. Located across the street from Founders Park for all your recreational needs. A pool and constant events for the community. The Community has a boat ramp at the end of the street is a plus for boaters.

$860,000
Plantation Key
Lake Harbor   - MM: 89.50
4 Bed, 4 Baths, 1,540 SqFt Days Listed: 56
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Discover your slice of paradise in Tavernier! This delightful 3-bedroom, 2-bathroom home features a bonus room and a fenced-in outdoor space shaded by beautiful, mature trees. Enjoy brand-new flooring and impact-resistant windows throughout. The open and spacious kitchen creates an ideal setting for entertaining. Youll also benefit from year-round shade provided by the large trees surrounding the property. Plus, youll have access to the Plantation Key Colony Boat Ramp, making it easy to launch your boat. Whether youre looking for a full-time home or a vacation retreat, this property offers the ultimate Florida living experience. Dont miss out on the opportunity to own a piece of paradise--call today!This single-family home was originally in the process of being converted into a commercial property within the Village of Islamorada. Due to the extended timeline for completion and the anticipated duration, the seller has decided to list the property. With the proper guidance and approval from the Village of Islamorada, this property can easily be transformed into a commercial space. It is located in the Highway Commercial (HC) zoning district.seller is a licensed real estate agent

$865,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.00
2 Bed, 2 Baths, 1,095 SqFt Days Listed: 64
-12.63% ($125,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to 100 Parker Drive, a delightful 2-bedroom, 2-bath all-concrete home nestled in one of Islamoradas most sought-after neighborhoods. Tucked away between the Overseas Highway and the Old Highway, this quaint, quiet, and family-friendly street is a hidden gem, offering the perfect blend of island charm and small-town community living.This partially updated retreat boasts a private, fenced-in paver patio, ideal for outdoor entertaining, morning coffee, or a peaceful evening under the palms. Surrounded by lush tropical landscaping, it offers a serene escape just minutes from the heart of downtown Islamorada.Whether youre looking for a full-time residence, a seasonal getaway, or an investment property, this home is turn-key and a prime opportunity for both long- and short-term (28 day or more) rentals. The Parker Drive community is vibrant and welcoming, with plenty of families and children, making it an excellent choice for those seeking a neighborhood feel with the perks of island life.Location is everything! From here, you can bike to Islamoradas best restaurants, boutiques, art galleries, breweries, and marinas--all just a short ride away. Take a quick drive to the local schools, parks, and waterfront attractions that make Islamorada one of the most desirable places to call home.Dont miss your chance to own a piece of paradise! This unbeatable location and potential for return on investment make it a rare find in Islamorada. Schedule a showing today!

$899,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,878 SqFt Days Listed: 32
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Immaculate ground level concrete home in a locals favorite neighborhood - Plantation Key Colony. PKC is a boaters paradise - with access to a private park and boat ramp. With direct access to the bay and a quick ride to the ocean via Tavernier Creek, youll be having fun on the water in no time - with no need to trailer your boat to a public ramp! Location by land or sea is just terrific. Shops, gyms, restaurants, doctors and the phenomenal Founders Park are all close by. Plantation Key School is right in the neighborhood and Coral Shores High School is just 1/2 mile away. This three-bedroom, two-bathroom 2003 home is designed for easy living, with all living space on one level--no stairs! Kitchen, living and dining areas are all open to one another, making it so easy to entertain and interact with family and friends. The open kitchen showcases high-quality cabinetry. A dedicated laundry room (not just a closet!) adds extra convenience. Spacious 10 ceilings and neutral large-format tile flooring, create a bright and modern feel throughout. Built for durability and efficiency, this home features a 2023 5V crimp metal roof and boasts reasonable insurance and utility costs. A true highlight of this home is the huge screened-in sunroom, perfect for entertaining or relaxing in the breeze. The low-maintenance yet tropical yard is complemented by a pretty paver driveway, adding to the homes curb appeal. Only one family has lived in this home and it has been immaculately maintained. No honey-do list here! Situated on 1.5 lots, (75 x 105) this property offers plenty of space to add a pool and keep your boat/trailer out of the way when you arent on the water. Its the ideal retreat for those who love Keys living. Even a fuel dock is close by! Plantation Key Colony is in the Village of Islamorada. Residents enjoy Village services and free access to Founders Park. Dont miss the video and the 3D tour!

$920,000
Plantation Key
Indian Harbor   - MM: 89.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 85
-0.54% ($5,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautifully renovated 3-bedroom, 2-bathroom home in desirable Indian Harbor, this property has been completely updated with high-end finishes and thoughtful details throughout. Open-concept living area and kitchen, The house features new large impact windows and a layout that utilized all of the space. The kitchen features brand-new stainless-steel appliances, custom cabinetry, quartzite countertops, and a large granite island for meal prep or casual dining. The outside features a fully fenced and turfed back yard, and the underneath of the house has been concreted for convenient covered parking. 12 feet of clearance leaving room for an RV or the ability to add an above flood enclosure.

$925,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 67
-15.91% ($175,000) 2 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Historic and charming 1936 Red Cross Home - Fully Remodeled - on 1/2 acre - in the heart of town! Step into history with this beautifully remodeled 1936 Red Cross home, originally built by the Red Cross to shelter hurricane survivors. Constructed entirely of concrete, including a solid concrete roof topped with durable metal, this home is built to last. Modern upgrades include impact windows and doors for added security and energy efficiency. Situated on over half an acre with tropical landscape in the heart of town, this 2-bedroom, 1-bathroom home offers both historic charm and modern convenience. The fully updated interior blends timeless character with contemporary comforts, making it move-in ready. Located on a road popular with walkers, joggers, and bicycle riders, this home is just moments from many shops, restaurants, and the vibrant Morada Way Arts District. Close to world famous Cheeca Lodge and the newly renovated Islander Resort which welcomes locals to its beach/pool bar and restaurants. With plenty of room for a pool or future expansion, the possibilities are endless. RV hookup. Dont miss this rare opportunity to own a true Florida treasure!

$1,050,000
Plantation Key
Plantation Lake Estates   - MM: 87.00
2 Bed, 2 Baths, 1,075 SqFt Days Listed: 70
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: First Come Dock

Welcome to your slice of paradise in the heart of Islamorada! This quaint, ground-level concrete home is nestled in the exclusive gated community of Plantation Lake Estates, offering both privacy and access to the best of the Florida Keys lifestyle.This well-maintained 2-bedroom, 2-bath home is the perfect island retreat, featuring newer hurricane impact windows and doors, ensuring peace of mind and energy efficiency. Step outside into your own private backyard oasis, complete with a fenced yard, sparkling pool, and relaxing spa--the perfect place to unwind after a day on the water.For boating enthusiasts, enjoy the first come dockage and boat ramp, making it easy to access and explore the crystal-clear waters of Islamorada. This corner lot offers plenty of parking and space for a boat trailer, and storage of all your toys and fishing gear.Located just across the Overseas Highway, Founders Park offers tennis, pickleball, a sandy beach, a dog park, festivals, and more, providing endless entertainment and recreation.Dont miss this rare opportunity to own a charming home in one of Islamoradas gated communities. Schedule your private tour today and start living the Florida Keys dream! 🌴⚓🏡

$1,100,000
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,682 SqFt Days Listed: 227
-4.26% ($49,000) 1 Price Change : Last Change 52 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

Welcome to your charming ground-level concrete home nestled in the highly sought-after Bay Ridge subdivision in Islamorada! This property, situated on a corner lot, boasts a prime location within the coveted X flood zone. Step into this spacious abode offering 3 bedrooms, 2 bathrooms, and bonus room with a built-in bar, ideal for accommodating family gatherings and entertaining guests. The layout provides ample flexibility to tailor the space to your unique lifestyle preferences. Outside, you will enjoy the spacious corner lot offering mature landscaping and lush green lawn along with a brick-paved circular driveway. Immerse yourself in the incredible community amenities, including a beautiful marina, inviting pool, and convenient boat ramp, perfect for enjoying the lifestyle at your leisure. For outdoor enthusiasts, nearby Founders Park offers a sandy beach, olympic-size pool, boat ramp, ball fields, tennis/pickleball courts, and a dedicated dog park. Whether you choose to enjoy the property in its current state or embark on a journey of customization to fulfill your vision, the options are boundless.

$1,100,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
4 Bed, 4 Baths, 1,459 SqFt Days Listed: 91
-18.52% ($250,000) 1 Price Change : Last Change 20 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Your Slice of Paradise Awaits in Downtown IslamoradaDiscover the perfect blend of modern coastal living and convenience with this beautifully remodeled ground-level duplex in the heart of Islamorada. Located just a moment from the famous Cheeca Lodge and the vibrant Arts District, youll be surrounded by charming shops, restaurants, and galleries.Property Highlights: Two Separate Units PLUS a Guest Space: Each of the two dwellings is thoughtfully designed with a bright, airy ambiance to complement the island lifestyle. Use one unit for yourself and rent out the other, and/or welcome family and friends to visit! Durable Construction: Built with concrete and topped with a sturdy metal roof, this home is designed to withstand the elements. Impact windows and doors provide added protection and energy efficiency. Private Outdoor Oasis: The fully fenced yard features an electric gate, artificial turf for low maintenance, and lush landscaping with vibrant tropical foliage, perfect for relaxing or entertaining.Why Youll Love It:Whether youre looking for a permanent home or a vacation retreat, this property delivers the ideal Florida Keys lifestyle. The Village of Islamorada recognizes two dwelling units, adding significant value to the property.Dont miss your chance to own this coastal gem in an unbeatable location! Buyers should be able to convert this building in to one single-family home and transfer one of the building rights to another Village non-waterfront lot that is deemed appropriate by the Village. Two units are recognized by the Village. Buyers must confirm all with Village of Islamorada.

$1,100,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 344
-15.38% ($200,000) 2 Price Changes : Last Change 103 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

NOTICE TO CHC BUYERS: Coral Harbour reserves are funded to the amount required by law and passed 10 year Milestone inspection with the highest rating available. Step into luxury with this unique top-floor condo at Coral Harbour Club. The kitchen stands out with its custom design, offering modern appliances and plenty of space for culinary adventures. The master bedroom features a bespoke layout with high-end finishes, providing a serene retreat with stunning ocean views.Enjoy the convenience of partial furnishings, allowing you to easily add your personal touch to this beautiful home. The spacious living area is perfect for entertaining guests or relaxing after a day on the water. Speaking of water, the included deeded 35 slip is a rare find and a boaters dream, making this condo an ideal choice for those who love the ocean.Coral Harbour Club offers a range of amenities for residents, including a sparkling pool, a welcoming clubhouse, and private beach access. Located in a prime area, youll enjoy easy access to local shops, dining, and recreational activities, all while being steps away from the beautiful coastline.

$1,125,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,358 SqFt Days Listed: 89
-4.26% ($50,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Discover old Florida charm in this enchanting 1960s Florida Keys bungalow retreat, situated on a rare double lot, in the Village of Islamorada, with easy access to the neighborhood boat ramp right to the Florida Bay.This home is conveniently located on a single level with no history of flood issues. The house is further enhanced by stunning Dade County Pine ceilings and classic Saltillo tile floors. The kitchen and bathrooms have been remodeled and upgraded with new appliances including an induction range and oven, quartz counter tops and tile backsplash, pairing classic architecture with modern style and convenience. The primary bedroom includes an en suite bathroom and walk in closet. Off the kitchen you will find an entertaining space and bar area which leads to your backyard paradise, complete with a lush turf lawn and 100 sqf Tiki hut perfect for entertaining complete with ambient lighting and fans. The entire property is surrounded by professional, mature landscaping which offers both privacy and a tropical oasis. Additional features include a versatile storage outbuilding for all your outdoor gear or extra flex space. The lot has plenty of room for parking your boat, vehicle, toys or transforming into your own personal retreat with a pool or addition. This home is in a quiet residential neighborhood on Plantation Key and only a mile and half from Founders Park where you can enjoy pickleball, tennis, swimming, dog park and marina or many of Islamoradas local events. Dont miss this unique opportunity to own a slice of paradise.Owner is acting as sales agent.

$1,145,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,288 SqFt Days Listed: 77
-3.78% ($45,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Tropical Paradise in Islamorada - 4BR/3BA Home Just 100 Yards from the Water!Welcome to your dream home in the heart of the Florida Keys! This charming single-family residence offers 1,767 sq ft of coastal comfort, perfectly situated just 100 yards from the crystal-clear waters of Islamorada.4 spacious bedrooms & 3 full bathroomsBright, open-concept living area with tropical vibesGenerous storage throughout - perfect for all your Keys gearPrivate park access with exclusive boat rampIdeal location for boating, fishing, kayaking & paddleboardingWhether youre looking for a full-time oasis or a weekend getaway, this home has it all -- space, convenience, and a touch of paradise.Dont miss out on this slice of island life!

$1,195,000
Plantation Key
Plantation Ridge   - MM: 87.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 177
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Discover your dream getaway in this charming island retreat, perfectly situated on one of Islamoradas most coveted streets. Surrounded by tropical lush vegetation, this all-concrete property offers the ideal blend of privacy and access to paradise, just steps away from Founders Park, featuring a beach, tennis and pickleball courts, and an Olympic-sized pool.This two-bedroom, one-bathroom home boasts multiple outdoor decks, including a spacious rooftop deck with breathtaking ocean views and refreshing breezes. Relax in the gorgeous pool or enjoy the abundant shaded yard space, perfect for family gatherings or tranquil afternoons among the vibrant flora.For added convenience, a separate one-bedroom, one-bathroom bonus studio downstairs provides extra space for guests, along with a garage for your vehicles and storage needs. Launch your boat from the ramp just 200 feet from your doorstep, making it easy to explore the beautiful waters of the Florida Keys.

$1,199,000
Plantation Key
Toners Nautical Sh   - MM: 87.00
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 139
-9.51% ($126,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Escape to paradise in this stunning Islamorada retreat! This beautiful professionally remodeled, low maintenance, 2-bedroom, 2-bathroom concrete home offers the perfect blend of modern luxury and tropical tranquility. Featuring an updated metal roof, new impact windows and doors, all new plumbing and electric with a brand-new A/C unit, this home is ready to enjoy the island lifestyle starting on day one. Step outside to enjoy a stunning resort style 34x17 heated pool with a large deck area, complete with a two-story tiki hut featuring a freshly thatched roof -- ideal for entertaining. This property lives like a large home with an abundance of living and storage space. Relax in the expansive 360 sq ft screened-in patio with living and dining areas or explore the various serene spots throughout the lush tropically landscaped 15,870 sq ft double lot property, all enhanced with extensive native foliage and lighting to create an enchanting atmosphere. A short 150 walk brings you to a user-friendly neighborhood boat ramp, offering immediate access to world-class sportfishing in the Atlantic Ocean, excellent backcountry fishing in the Gulf, or a leisurely boat ride to nearby waterfront restaurants. Dont miss the chance to own this exceptional property in one of the most sought-after locations in the Florida Keys!

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 04-23-2025.
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