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Mile Marker 80 - 90 homes for Sale in the Florida Keys Real Estate

Total Listings 71
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$1,299,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 193
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Move in ready for Christmas!!! Must see this charming move in ready Islamorada home just waiting for you to call it your own! Well priced 3/2 all on one level, open floor plan, vaulted ceilings, 60 dock and easy bay / ocean access make this coveted neighborhood home the perfect spot for creating Florida Keys memories. Light and bright interior, new luxury plank flooring, fresh paint , move in ready, bring boat and water toys to your dock and let the fun begin. Great location on Plantation Key gives you handy access to groceries, restaurants, breweries, water sports, charter & dive fleets and schools. Free entrance to the gem of Islamorada, Founders Park, with Olympic size pool, tennis, pickle ball, vita course, beach /dog park and boat launch. Indian Waterways Neighborhood has its own private boat ramp and bay front access park for a small annual fee. All this and just little over an hour to International Airport in Miami. (Adjacent vacant lot next door available MLS 608621)

$1,299,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,314 SqFt Days Listed: 65
-13.33% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

PRICE REDUCTION: Anglers Reef. *7 DAY RENTAL LICENSE* Looking for a second home that pays for itself? Or an investment property w/ an even higher return? This beautiful home situated in Islamorada, better known as Village of the Islands, is already generating income w/ short term rentals to offset your carrying costs. Live the world famous tropical lifestyle & fish for dinner half of the year, cover your mortgage by charging others to enjoy the same experience the other half! Remodeled 2/3 home with 4 porches, 2 carports, ocean views and a community pool. Upgrades include impact windows & doors, a metal roof, new plank vinyl floors, kitchen includes stainless steel appliances, wood cabinets and granite counter tops. Anglers Reef is Islamoradas Upscale Oceanfront Gated Community with 52 homes. Amenities include gated entryway, a marina, community pool on the Ocean, 2 sandy beaches & quaint streets to take walks. Call today for a showing.

$1,300,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
3 Bed, 3 Baths, 960 SqFt Days Listed: 372
-7.14% ($100,000) 2 Price Changes : Last Change 98 Days Ago
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!

$1,300,000
Upper Matecumbe Key Islamorada
Green Turtle Beach   - MM: 81.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 131
-3.70% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This stunning property offers a rare opportunity with two lots and over 24,000 square feet of space, situated in the heart of Islamorada. This property is one of the sixteen durable Red Cross homes constructed in Islamorada. Built with solid poured concrete, these homes are designed to withstand hurricanes. features ample room for EXPANSION, allowing you to customize the space to suit your needs and desires.This 2-bedroom, 1-bathroom home has been completely renovated in 2023 with modern upgrades. The bathroom features custom cabinetry and a walk-in shower with a glass enclosure. The updated kitchen includes stainless steel appliances--a propane range, microwave, dishwasher, and refrigerator--along with custom cabinets. Plus, the entire property is fully fenced, offering both privacy and security.The expansive outdoor space offers endless possibilities--whether you envision adding a pool, tennis court, or a beautiful garden, the choice is yours.Dont miss the chance to own a home where you can easily walk or bike to all the attractions downtown Islamorada has to offer, including shopping, restaurants, bars, farmers markets, and everything that makes The Sports Fishing Capital of the World so special!

$1,325,000
Plantation Key
Toners Nautical Sh   - MM: 87.00
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 18
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to your private oasis in Islamorada! This beautifully remodeled 2-bedroom, 2-bathroom concrete home offers a perfect blend of modern luxury and tropical tranquility. Featuring a new metal roof, impact windows and doors, updated plumbing, electrical and a brand-new A/C unit, this home ready to enjoy the lifestyle. Step outside to enjoy a stunning 34x17 heated pool with a large deck area, complete with a two-story tiki hut featuring a fresh thatched roof -- ideal for entertaining.Relax in the expansive screened-in patio or explore the various serene spots throughout the lushly landscaped property, all enhanced with lighting to create an enchanting atmosphere. A short walk brings you to a user-friendly boat ramp, offering easy 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!

$1,350,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 1,550 SqFt Days Listed: 132
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This newly remodeled 3 bedroom, 3 bathroom home is located on upper Matecumbe in the heart of Islamorada, Florida. The home features a unique layout with 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs. The home boasts high-quality construction and modern finishes throughout. The open-concept living area is perfect for entertaining, with a spacious kitchen featuring stainless steel appliances and granite countertops. The bedrooms are all generously sized and offer plenty of natural light. Outside, the home features a large deck perfect for enjoying the beautiful Florida weather. The property is within proximity to world-class restaurants and is accessible to some of the best fishing and diving spots in the world. This home is the perfect blend of luxury and convenience, making it an ideal choice for those looking to experience the best that Islamorada has to offer.

$1,350,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
3 Bed, 3 Baths, 2,808 SqFt Days Listed: 14
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Paradise Found: Renovated Jungle Treehouse!Welcome to your dream retreat in the heart of the Florida Keys. Nestled in the highly sought-after village of Islamorada, this exquisitely remodeled 3-bedroom, 3-bath estate redefines luxury living- 2/2 up and legal nonconforming 1/1 down. Perfectly situated on a sprawling 15k+ square-foot lot (14k sf residential dry and 1k sf easement) , this property offers an unparalleled combination of elegance, privacy, and tropical charm. Concrete roof fully resurfaced in 2024, and electrical, and state-of-the-art impact windows, providing peace of mind and protection while letting in abundant natural light. The interiors have been meticulously updated whilst keeping the Old Florida Charm alive. The kitchen is a true chefs dream.

$1,550,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,248 SqFt Days Listed: 444
-10.14% ($175,000) 3 Price Changes : Last Change 33 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Ocean View Completely Remodeled Townhouse in Beautiful Islamorada!This beautifully updated town home offers 2 bedrooms, 2 bathrooms and a powder room including an ocean view Master Suite, with private porch and roof top deck, an amazing kitchen, with sunroom dining, open living space with ocean views and a screened porch. Located in Private Port of Call allowing weekly rentals with only 10 units featuring an ocean front pool, boat slip, sandy beach, carport, storage, laundry room in the unit with a pantry. This is a great investment opportunity with excellent rental income. Call for an appointment today!

$1,599,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,640 SqFt Days Listed: 204
-8.63% ($151,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

Welcome to your dream waterfront retreat in Islamorada Key! This stunning home has undergone a complete renovation, boasting modern upgrades and breathtaking bayfront views. With 3 bedrooms and 2 baths, this spacious property offers ample space for relaxation and entertainment. Enjoy peace of mind with impact windows and doors, ensuring safety and energy efficiency. Stay cool year-round with a brand-new A/C system. Step outside to your own private oasis, featuring a 55ft dock for your boat perfect for exploring the crystal-clear waters of the Florida Keys and a charming mini golf area in the backyard. Dont miss out on this rare opportunity to own a piece of paradise in Islamorada Key!

$1,650,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,769 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room is a major Bonus!!! As Well as the personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies Tropical Chic. Super Close proximity to Tavernier Creek via the famous Toilet Set Cut. World Class deep water, reef, and backcountry fishing are mere minutes away as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

$1,695,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,782 SqFt Days Listed: 34
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift40ft.

Venetian Shores - the Upper Keys most coveted boating neighborhood. Immediate bay access and *very quick* ocean access via Snake Creek! An absolutely stunning and turn key home - ground level and above flood. CBS, metal roof, impact windows and doors, irrigation, 18K# boat lift and and low maintenance yard adds up to all fun and no honey-do list. Enjoy the serenity of your backyard on this plugged canal just a block away from your (permanent) slip in the private Venetian Shores marina. Lift in place! Home is offered furnished with style and quality. High quality renovation of the bathrooms, chefs kitchen with gas cooktop and Thermador appliances! This is a must see. Slip #25 will hold up to a 40 boat LOA.

$1,730,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,204 SqFt Days Listed: 119
-2.81% ($50,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp

Nestled on a quiet street in the heart of Plantation Key, this one-of-a-kind canal-front home offers a picturesque retreat. As you pass through the electric gate, youll be greeted by lush foliage, vibrant blue skies, and breathtaking sunsets.This turn-key property has been thoughtfully renovated, allowing you to start enjoying your Keys lifestyle immediately. The upstairs features an inviting open-concept living area with a modern kitchen, highlighted by tongue-and-groove wood ceilings, a gas range, and a fresh renovation complete with new backsplash, cabinets, and appliances. Youll also find two bedrooms, one bathroom, and an oversized porch that provides stunning canal views.The downstairs area boasts a fully equipped 1-bedroom, 1-bathroom apartment, ideal for guests or rental income, along with a convenient garage. Enjoy outdoor meals on the covered porch or relax by the pool in the shade. For sun-seekers, the pool deck offers ample space for lounging.The private pool area is a true retreat, featuring a hammock and hot tub nestled among lush landscaping--perfect for afternoon naps or stargazing. Additional updates include a new roof, interior remodel, and AC in 2019, a new gas tank and line for the kitchen range in 2022, and a new 12 x 24 pool in 2022. The property also includes a 10,000 lb boat lift and a boat ramp that can double as storage for your flats boat.Quick trip to the Atlantic Ocean through nearby Tavernier Creek where you can enjoy world class fishing and diving, as well as the Gulf of Mexico out your back door to enjoy backcountry fishing, kayaking and paddle boarding. Enjoy cruising to several local restaurants by boat. Conveniently located to restaurants, groceries stories, fantastic schools, and hospital. Your tropical paradise awaits--come experience it today! ***BUYER TO VERIFY ALL INFORMATION.***

$1,879,999
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,048 SqFt Days Listed: 214
-1.05% ($20,000) 1 Price Change : Last Change 24 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

Boaters DelightNestled in desirable Plantation Key Colony on a deep water canal, this coastal themed fortress features a poured concrete roof, CBS construction, and impact glass all around.Moments from Tavernier Creek for ocean access, this fabulous waterfront neighborhoods canals empty into the Florida Bay for the best of all watersports.Inside youll find 3 bedrooms, 3 bathrooms, wet bar, living room, open concept kitchen, dining, and family room.Enjoy a cool beverage in the saltwater cocktail pool while reveling in your piece of paradise.

$1,975,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,070 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.Concre

Experience sun-soaked days on the water and live in one of the most popular neighborhoods in the Upper Keys; this updated three-bedroom, two-bath canal home offers fun and frolic opportunities. Enjoy outdoor living with a new pool and spa, turf backyard, covered patio, protected dockage with a 10,000 lb boat lift, an enclosed garage, and plenty of storage. As you enter, youll be greeted by a bright, airy living space that seamlessly flows into the dining area and modern kitchen. The kitchen features contemporary finishes and ample counter space, making it a delightful spot for culinary creations. The first living level also hosts two bedrooms and a tastefully remodeled bathroom with laundry facilities for your convenience. The back door leads to elevated covered and open porches. Upstairs, the third floor encompasses the primary suite with an enormous bath, closet, and private balcony. The charm of this home extends to the exterior, where tropical fruit trees line the brick paver driveway, enhancing the lush surroundings. Furniture can be purchased for those seeking a turnkey experience, allowing a seamless transition into your new home. The voluntary homeowners association offers a bayfront HOA park with a brand-new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys. Dont miss your chance to make it your own!

$1,999,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 2,441 SqFt Days Listed: 228
-13.09% ($301,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift140f

140 of boat dockage in desirable Indian Waterways! This charming canal-front home is situated on an oversized lot with approximately 180 of waterfront. The upstairs of the home features an open and inviting living room and kitchen area, with vaulted wood ceilings, 3 bedrooms, 2 large bathrooms, and a screened in porch that overlooks the water. Downstairs you will find a large, above-flood, fully equipped 1 bedroom, 1 bath area with bonus room, laundry and living room. A 20k pound boat lift AND boat davits are already in place for your water toys. New AC units installed in 2018. Fully fenced in yard with rolling gate for privacy. Stroll down to Sunset Point or to the private bay-front Homeowners Park in the neighborhood for nightly sunset celebrations. Dont miss out on this opportunity to own 180 of Islamorada water front!

$2,095,000
Plantation Key
Indian Waterways   - MM: 89.00
2 Bed, 2 Baths, 6,600 SqFt Days Listed: 24
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.Concre

Wow, get ready to impress your family this Christmas with this tropical paradise! This charming Keys home strikes the perfect balance - not too big, not too small, and super easy to maintain. Fully fenced for privacy, it boasts solid CBS construction with a pitched concrete roof, plus impact windows and doors for peace of mind. Dive into the fun with a jetted pool and a 10,000 lb. boatlift on a 60 ft. concrete dock. This home is fully fenced and a sliding gate welcomes you to a spacious pavered parking area and breezeway. Inside, the open-concept kitchen and living room flow seamlessly to the huge canalside terrace through two sets of triple-pocket sliders. Upstairs, youll find two cozy bedrooms and two bathrooms. Downstairs, theres a permitted enclosure with a bath, plus a big covered outdoor entertaining space in the breezeway - perfect for those laid-back Keys nights. The good times continue as you step out to the pool deck, where you can relax in the jetted pool, complete with seating all around. The pool also features a heater and chiller, plus a changing color underwater light - its the ultimate spot to unwind after a day on the water, and the kids will love it too! Out on the dock, youll find the 10,000 lb. boatlift, a fish cleaning table, and a dock ladder. Water and power are available, and theres plenty of extra dock space for friends who drop by. This is the perfect home to live the Keys lifestyle and create memories with loved ones!

$2,100,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,055 SqFt Days Listed: 50
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip4

Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Offered furnished so just bring your toothbrush, or your renters! Brilliant investment in the Florida Keys.With 3 bedrooms and 3 full baths, this home is move-in ready to start living the Keys lifestyle. As you step inside, youll be captivated by the bright, airy spaces adorned with designer furnishings that exude elegance. The open-concept living area seamlessly flows into a gourmet kitchen with all KitchenAid(r) stainless appliances, perfect for entertaining. Porcelain tiles add modern warm appeal. Expansive windows provide stunning canal, peekaboo bay, and marina views. Plus, open water vistas of Snake Creek invite natural light, the beauty of the outdoors and magnificent sunsets in. Downstairs, enjoy a separate apartment for guests, a private office, inlaw suite or teen sanctuary. This home is also equipped with eco-friendly features such as a tankless water heater, solar landscape lighting, whole home Sonos system, security, and whole home water purification system.Step outside to your private paradise! With near instant ocean and bay access, your boat slip can come complete with a KeyWest 244cc boat (offered separately) for exploring the nearby reefs, fishing, or cruising the gorgeous waters of Islamorada, the Sport Fishing Capital of the World.Located in one of the Keys most sought-after Plantation Key neighborhoods, youll be just moments from world-class dining, shopping, vibrant local culture and Founders Park with beach, sports fields, amphitheater and pool complex. Whether youre seeking the serenity of a full-time residence, vacation getaway, or income generator, this home is your ticket to paradise. Call now, this gem wont last!

$2,150,000
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,674 SqFt Days Listed: 84
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip31ft.

RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

$2,200,000
Plantation Key
Lake Harbor   - MM: 89.50
5 Bed, 5 Baths, 2,779 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.

Welcome to your slice of paradise in Islamorada! This stunning canal-front property offers direct bay access and quick, convenient ocean access, making it a boaters dream. Concrete home boasts 5 bedrooms, 3.5 baths - 2,779 sq of elegant living. Upstairs features 3 spacious bedrooms, 2baths plus powder room,. Two separate living areas upstairs provide ample space for relaxation and entertaining. The designer kitchen with generous chefs pantry is perfect for culinary enthusiasts, while the Chicago brick pavers add timeless charm.The ground level features a permitted, private 2-bedroom, 1-bath mother-in-law suite, ideal for guests or extended family. Outside, the private, lushly landscaped yard is adorned with fruit trees, creating a serene oasis. With its unbeatable location, abundant storage, and exceptional features, this home is a rare gem in the heart of the Florida Keys.Dont miss this opportunity to enjoy the best of waterfront living in Islamorada!

$2,200,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 2,241 SqFt Days Listed: 81
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

Are you looking for that PERFECT FIXER UPPER? Well look no further. Welcome to 200 Pueblo St. This house has great bones! One Story home ABOVE FLOOD, Concrete Roof, AND is situated on 2 WATER FRONT LOTS that total 13,200 +/- SqFt. 120 ft of canal frontage! Short idle down the canal to the Bay and quick Ocean access via Tavernier Creek. Two car garage with a workshop and extra storage area. Mother in Law Suite. Nice oversized screened porch overlooking canal. Plenty of room for RVs , boat trailers, water toys. Working boat ramp and multiple sheds. Lots of room to expand or redevelop. Get the Afternoon Shade and eastern exposure on this side of the canal. Concrete dock. Very private & quiet street. This property is conveniently located close to great schools, grocery stores, restaurants, churches and a hospital. OWNER FINANCING. ***BUYER TO VERIFY ALL INFORMATION***

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 12-23-2024.
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