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

Total Listings 79
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$595,000
Plantation Key
Plantation Key Colony   - MM: 90.00
2 Bed, 2 Baths, 1,338 SqFt Days Listed: 54
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Charming Ground-Level Home in Plantation Key - Prime Corner Lot!Discover the potential in this 2-bedroom, 2-bath ground-level gem nestled on a spacious corner lot in highly desirable Plantation Key. This home features a large kitchen and a bright, open floor plan thats just waiting for someone to make it their own. With a little TLC, you can transform this property into the perfect Keys retreat or full-time residence. Located within walking distance to both the elementary and high school, its ideal for families or anyone seeking convenience and community in the Upper Keys. Dont miss your chance to own in one of the most sought-after neighborhoods--bring your vision and make it yours!

$650,000
Upper Matecumbe Key Islamorada
Coral View   - MM: 81.00
3 Bed, 3 Baths, 2,016 SqFt Days Listed: 249
-31.58% ($300,000) 7 Price Changes : Last Change 13 Days Ago
Single Family - Contingent - 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.

$780,000
Plantation Key
Lake Harbor   - MM: 89.50
4 Bed, 4 Baths, 1,540 SqFt Days Listed: 109
-9.30% ($80,000) 1 Price Change : Last Change 2 Days Ago
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

$789,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.00
2 Bed, 2 Baths, 1,095 SqFt Days Listed: 117
-20.30% ($201,000) 6 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

MOTIVATED SELLER!! ALL OFFERS WILL BE CONSIDERED!! SELLER OFFERING $10k CREDIT TOWARD CLOSING COSTS!!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!

$795,000
Plantation Key
High Point   - MM: 89.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 59
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!

$799,995
Plantation Key
Plantation Ridge   - MM: 87.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 75
-5.88% ($50,005) 1 Price Change : Last Change 40 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Step into a slice of Old Florida charm right in the heart of Islamorada. This well-kept home offers a peaceful tropical oasis across the street from Founders Park. The lush tropical front yard has a serene fountain. A screened and open veranda is perfect for relaxing or entertaining.Tastefully updated kitchen with stainless Steel appliances and a built-in pantry. Backyard Oasis with tropical landscaping, another fountain, and a Tea Room ideal for morning coffee or evening cocktails. The home comes with a built-in generator- youll never be without power. This home has never flooded, a rare and valuable feature in the Keys. Covered parking and a community boat ramp down the street for easy ocean access. Enjoy the best of Islamorada living with events, a community pool, boat ramp an,d plenty of recreational events at Founder Park across the street.

$825,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,410 SqFt Days Listed: 45
-2.37% ($20,000) 1 Price Change : Last Change 1 Day Ago
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

$995,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,358 SqFt Days Listed: 39
-7.93% ($85,750) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover old Florida charm with this enchanting 1960s Florida Keys bungalow, featuring on a rare double with easy access to neighborhood boat ramp to the Florida Bay.This single level home is conveniently located on Plantation Key in Islamorada. Features included stunning Dade County Pine ceilings and classic Saltillo tile floors. The kitchen and bathrooms have been remodeled and updated 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 with 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 extra flex space. The double lot has plenty of room for parking your boat, vehicle, toys or transforming into your own personal retreat .The neighborhood incudes an optional owners park ($100/yr for vehicle gate access) just a block away with a boat ramp, kayak,, dock, fish cleaning station or enjoy the breathtaking sunsets over the bay. 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.Agent is property owner.

$1,000,000
Plantation Key
Plantation Ridge   - MM: 87.00
3 Bed, 3 Baths, 2,034 SqFt Days Listed: 42
-4.76% ($50,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Welcome to your private slice of paradise in one of Islamoradas most desirable neighborhoods. This beautifully maintained single-family home offers 3 spacious bedrooms, two with its own en-suite bathroom, plus a third full bath, all spread across 2,031 square feet of thoughtfully designed living space.Set on a large, professionally landscaped lot, the property is a true tropical retreat. Step into your backyard oasis featuring a custom tiki hut, bubbling hot tub, and dining table--perfect for relaxing or entertaining in style.Inside, the home features an open-concept layout filled with natural light and island-inspired finishes. Two versatile bonus spaces offer endless potential for a home office, gym, or creative studio. A dedicated laundry room adds convenience and functionality.Located just a short walk from Founders Park, youll enjoy access to a beach, dog park, outdoor gym, Olympic-size pool, tennis courts, and more. With a public boat ramp at the end of the street, getting out on the water is quick and easy.Whether youre seeking a full-time residence or the ultimate Florida Keys getaway, this tropical haven offers the perfect blend of comfort and space.

$1,100,000
Plantation Key
Bay Ridge   - MM: 87.50
3 Bed, 3 Baths, 1,682 SqFt Days Listed: 280
-4.26% ($49,000) 1 Price Change : Last Change 112 Days Ago
Single Family - Contingent - 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.

$1,125,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 2,808 SqFt Days Listed: 27
-2.17% ($25,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges

MOTIVATED SELLERS! Paradise Found: Renovated Jungle Treehouse in Islamorada. This fully renovated CBS home blends modern upgrades with Old Florida charm in a peaceful secluded location. Featuring 3 bedrooms, 3 full baths, and a large downstairs flex space, its perfect for relaxing or entertaining. Set on an oversized 15,000+ sq ft lot with lush landscaping and a rooftop deck, the home feels like a private retreat. Upgrades includes, new buried electrical lines and panels, and impact windows throughout. Enjoy access to a shared day dock with a full easement--great for kayaking, swimming, or fishing in the bay. (Note: boating rights not included.) Located in the heart of Islamorada, this home offers elegance, privacy, and island living at its finest.

$1,145,000
Plantation Key
Key Heights   - MM: 88.50
3 Bed, 3 Baths, 1,288 SqFt Days Listed: 130
-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: 230
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: 192
-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!

$1,199,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,376 SqFt Days Listed: 146
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

ANGLERS REEF HOMEf, Islamoradas Upscale Oceanfront Gated Community, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking, metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!

$1,250,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,376 SqFt Days Listed: 78
-3.47% ($45,000) 1 Price Change : Last Change 37 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Enter the Islamorada waterfront game with this fantastic ground level 3-bedroom home, perfectly situated between Tavernier & Snake Creek with direct bay access. Equipped with a brand new metal roof and built above flood to help with insurance costs. Canal side has 50 feet of frontage with a 30-foot concrete dock in good condition and a permit in place to extend the last 20 feet. Perfect Keys weekend retreat or for those looking to make the jump up to waterfront living. Room for a pool. Close to schools and the neighborhood boat ramp. Lock it up just in time for summer!

$1,275,000
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,620 SqFt Days Listed: 83
-3.77% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your perfect getaway in the heart of the Florida Keys! This beautifully updated 2-bedroom, 2.5 bathroom townhouse is located in Islamorarda in a resort-style community with fantastic amenities. Whether youre looking for a vacation home, an investment property, or both, this tropical retreat offers everything you need.Enjoy an open-concept living space with abundant natural light, a fully equipped kitchen, and spacious bedrooms with en-suite bathrooms. Step outside to your private balcony or patio and soak in the island breeze. This townhome is the only property in association that is situated on two lotsThe community features a sparkling pool, a marina with boat dockage. With weekly rentals allowed, this property is a fantastic income opportunity in a high-demand tourist destination.Located just minutes from world-class fishing, boating, snorkeling, and dining, this townhouse offers the ultimate Florida Keys lifestyle. Dont miss out on this rare opportunity--schedule your private tour today!

$1,300,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,360 SqFt Days Listed: 87
-10.28% ($149,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift50ft

Welcome to the Keys Life Getaway! Located in the desirable Tavernier neighborhood of Plantation Key Colony, this fully furnished 3 bedroom, 3 bathroom concrete canal home is awaiting your arrival. Relax under the lanai and watch the manatees play and the tarpon roll right off of your 50ft dock. Situated on a deep water canal, youll enjoy quick access to Florida Bay or the ocean via Tavernier Creek and convenient boat fuel at the end of your canal. Inside, the home features a great floorplan for entertaining, tile floors throughout, a well appointed kitchen with plenty of storage, stainless steel appliances and a separate wine fridge. The exterior features low maintenance landscaping, a 15,000lb boat lift, jet ski davit and a storage shed. The neighborhood features a wonderful bayfront homeowners park where you can launch your boat or relax and watch the sunset! The boat ramp was recently renovated and features a new concrete ramp and dock. Optional membership to the homeowners park is $250/year. The home is conveniently located near Coral Shores High School, Plantation Key Elementary School, shopping, grocery, bars & restaurants. This home will make a great full-time residence, or 2nd home with the ability to generate vacation rental income.

$1,300,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
3 Bed, 3 Baths, 960 SqFt Days Listed: 45
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Beautiful Downtown Islamorada Cottage! This newly constructed home is located on an oversized lot with a pool, outdoor entertaining area, plenty of storage, parking, and handicap access. The home features 3 bedrooms & 3 bathrooms with two of the bedrooms ensuite. The home offers a great floor plan and has been tastefully decorated with a beautiful kitchen including stainless steel appliances. This is a great investment with rental history. Dont miss the opportunity to own where you can walk and ride your bike to all the places downtown Islamorada has to offer including shopping, restaurants, bars, and all the amenities The Sports Fishing Capital of the World has to offer!

$1,350,000
Plantation Key
Fontaine Lake   - MM: 90.00
5 Bed, 5 Baths, 2,492 SqFt Days Listed: 130
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Live the dream in this elevated Plantation Key retreat, designed for ultimate comfort and island living! The freshly painted main home offers 3 bedrooms, 2 baths, an open coastal-style layout, and an upgraded kitchen with stainless appliances, gas cooktop, and wine bar. Enjoy updated LED lighting, new ceiling fans, and a refreshed guest bath.Downstairs, a finished storage area with bath adds extra flexibility.Outside, your private oasis awaits--a screened-in heated saltwater pool surrounded by lush landscaping, plus modern perks like a tankless propane water heater, whole-house generator, 500-gallon propane tank, and water softener.Need space for guests? The separate 2-story guest house (2018) features 1 bed/1 bath on each level, new quartz counters, fresh stainless appliances, impact windows, and LPV flooring throughout.All this in the heart of Plantation Key, minutes from world-class fishing, dining, and a nearby boat ramp--just 90 minutes from Miami and 2 hours from Key West.Buyer to verify all facts.

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 06-15-2025.
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