Divider
Content Divider

Florida Keys Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 1,136
Order By:

$1,995,000
Plantation Key
Plantation Key Colony   - MM: 90.00
2 Bed, 2 Baths, 1,022 SqFt Days Listed: 105
-2.68% ($55,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift100ft.Concr

Welcome to 240 S Coconut Palm Drive, Islamorada!Get ready to fall in love with this amazing Florida Keys home. Located in the heart of Islamorada, this beautiful canal front property has everything you need for the perfect island life. The brand-new 100-foot dock is a boaters dream, with a 13,000lb boat lift, utilities for a new Fish Cleaning Station with the Atlantic and Gulf only minutes away. Take a dip in your brand new private swimming pool, or unwind in the oversized hot tub after a day of adventure. The outdoor space with the newly enlarged Tiki Hut is perfect for chilling out, hosting friends, or just enjoying some peaceful moments by yourself. The oversized, fenced in, 12,000 sq ft. lot is ready for custom landscaping or additional storage--plenty of room to bring your own vision to life!Inside, the house is spacious and stylish, with gorgeous waterfront views that make every day feel like a vacation. New metal roof in 2019 and the interior totally renovated in 2016. Located in a desirable neighborhood with access to a community homeowners park with a boat ramp. Close to Plantation Key School and Coral Shores High School as well as grocery stores, many new restaurants and shopping options. Whether youre looking for a sweet vacation spot or a permanent home, 240 S Coconut Palm Drive has it all.Dont miss out on this slice of paradise!

$1,998,000
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 2,639 SqFt Days Listed: 20
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift30ft.

MODERN ISLAND RETREAT - 4 Bedroom CBS pool Home with great Boating Access on Bogie Channel, Big Pine Key!Experience the best of the Lower Keys lifestyle in this near-new, concrete block (CBS) home, perfectly positioned near iconic No Name Key where you catch the sunrise views over the water.Offering 4 bedrooms, 3 1/2 bathrooms, an exceptional floor plan, this elevated home delivers coastal living with the peace of mind that comes from newer construction. Landscaping starting next week. Be sure to check out the 3D Matterport Tour and Floor Plan.Built in 2022, this furnished pool home features impact-rated windows and doors, plank-style tile flooring, and a chef-inspired kitchen complete with quartz countertops, stainless appliances, and ample counterspace for entertaining. High ceilings and an airy floor plan invite the natural light, while the expansive covered balcony is ideal for taking in the island breeze and surrounding views.Situated on a generous lot, theres room for all your toys--trailers, RVs, and a storage room by the pool and tiki and covered parking with pavers. With a 10,000 pound lift and 30 composite dock, off to the water you go. Whether youre heading out for a fishing trip, snorkeling adventure, or just cruising the backcountry waters, this home puts you in the heart of the Florida Keys lifestyle.Located just minutes from the natural beauty of No Name Key, known for its wildlife, biking, and tranquil atmosphere, youll enjoy a rare combination of convenience and nature, not to mention youre walking distance from the infamous No Name Pub. Big Pine Key offers local shops, dining, and essential services, and youre just a scenic drive from Marathon or the magic of Key West.Whether youre searching for a primary residence, a weekend getaway, or a vacation rental investment, this modern island home delivers space, quality, and unbeatable location. Schedule your private showing today and start living your Keys d

$1,999,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,578 SqFt Days Listed: 139
-4.81% ($101,000) 1 Price Change : Last Change 35 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Escape to your own slice of paradise at this Oceanfront retreat on the breathtaking shores of Big Pine Key. Perfectly situated on a 1/2-acre beachfront lot, this stunning home offers a rare blend of tranquility, elegance, and natural beauty. From unmatched sunrise to sunset views to the private sandy beach, this residence is the ultimate Florida Keys oasis. Step inside and be captivated by the expansive great room, featuring vaulted ceilings and a soaring 20 coral fireplace that serves as a dramatic focal point. Natural light floods the space, creating a warm and inviting atmosphere that seamlessly blends indoor and outdoor living. The spacious screened porch features a wet bar and provides the perfect vantage point to savor the coastal breeze while taking in the panoramic views of the Ocean. The split floor plan ensures privacy and comfort, with two generously sized bedrooms sharing an updated bathroom adorned with custom tile work. The primary suite is a true sanctuary, offering sweeping ocean views, a spa-like en-suite bathroom, and a walk-in closet. An additional loft space overlooks the great room, making it an ideal spot for a home office, reading nook, or a 4th bedroom. Designed for entertaining, the chefs kitchen boasts a large center island perfect for meal prep or hosting large gatherings. Outfitted with stainless steel appliances, this kitchen is a culinary dream come true. The outdoor living experience is unparalleled, with a rooftop deck perfect for sunbathing by day and stargazing by night. The private sandy beach and quiet neighborhood, home to the beloved Key Deer, provide an idyllic backdrop for relaxation. Built for peace of mind, this home features CBS construction, a standing seam metal roof, and a whole-house generator, ensuring safety and convenience year round. Whether youre looking to entertain guests, escape the hustle and bustle, or simply soak in the beauty of the Florida Keys, this retreat captures the essence of true coastal living!

$1,999,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 63
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.

Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated sundeck perfect for soaking up the sun or enjoying canal views. The backyard is currently being transformed by a professional landscape designer set to be completed early June and WILL be included in the sale, adding lush, tropical vibes, tiki hut and pavers around the pool to complete your island retreat.The ground floor offers a fully enclosed and renovated space, perfect for guests and entertaining and storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, plus electronic roll-down screens for added shade.Whether youre boating, lounging poolside, or enjoying the wildlife, this home is designed for true Florida Keys living offering many upgrades and renovations.SALE CAN INCLUDE BRAND NEW CUSTOM FLATS BOAT.

$1,999,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,702 SqFt Days Listed: 32
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

Enjoy deep draft dockage, 2 Boat Lifts, Garage and Pool plus no steps to climb at this 3 Bedroom 2 Bath home located in Cudjoe Gardens, an upscale waterfront community of CBS constructed Above Flood ground level homes offering a neighborhood full service marina and waterfront restaurant and bar. Enter into the open Great Room where a wall of impact glass doors overlooks the pool and water. The well appointed Kitchen features stainless appliances and center island for friends to gather around. Soaring cathedral ceilings are found in all Bedrooms including the Primary Suite complete with spa bath and picturesque pool views. Days are enjoyed by the waterfront heated pool or out on the water where world-class fishing and diving are jut minutes away. Lots of room for all of your toys in the attached 2-car garage or on the additional half lot on the side of the of the house. Boaters will love the quick deep water ocean access from the 100 flow through dock with 2 Lifts, 17K lbs and 14K lbs. The low maintenance home boasts concrete construction, impact windows and doors, metal roof and pea rock yard.

$1,999,800
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
4 Bed, 4 Baths, 2,440 SqFt Days Listed: 29
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

SELLER FINANCING AVAILABLE! This Beautiful Oceanfront Home in Cudjoe Key has undergone a full renovation and awaits its new owner! All new impact doors and windows, new AC, new flooring throughout and a stunning custom kitchen with granite countertops and stainless steel appliances are a few of the many updates in this amazing renovation . Offering Four generous size bedrooms with Three full bathrooms, it can easily accommodate a large family. The open floor plan of the living and dining room with massive cathedral ceilings , showcase this homes coastal character. Three sliders face the unmatched ocean view , and open to let the ocean breeze flow through the house. Step out on the 500sf covered porch to enjoy the indoor outdoor living and entertaining with breathtaking panoramic Oceanfront views. Do not miss this great opportunity, this is a one of a kind home. Call now to schedule your private tour.

$1,999,900
Summerland Key
Summerland Cove Isle   - MM: 25.50
2 Bed, 2 Baths, 2,156 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Davit Pads64f

Exceptional waterfront pool home in Summerland Key! This beautifully updated 2156sqft concrete home is located in the desirable neighborhood of Summerland Cove, known for its incredible boating access, deep-water flow through canals and close location to Key West (just 24 miles). Enjoy the ocean and lagoon views from the kitchen, living room, dining room, loft and screened patio, or from the 64 long concrete dock! Dock comes equipped with boat davits, fish cleaning station with water and swim ladder. With no rear neighbors there is plenty of privacy to lounge by the pool (has a pool heater/chiller), throw in a paddle board or kayak and cruise the lagoon or take advantage of the incredible boating/ fishing that Summerland has to offer with quick access to the Atlantic Ocean and the Gulf! This newly updated home includes 2 bedrooms on the main level, 600 sqft loft upstairs used for a 3rd bedroom and 2 bathrooms, brand new kitchen with quartz counters and stainless appliances, impact windows and new impact sliders, 2016 metal roof, newer 263 sqft garage/storage and plenty of room for parking with a higher than usual 12 clearance under the house, able to park boats, trailers and/or RV (and yes there are RV hook ups!)

$1,999,999
Marathon
Coco Plum Beach   - MM: 54.50
3 Bed, 3 Baths, 2,046 SqFt Days Listed: 34
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Experience the prestigious Coco Plum Beach neighborhood for yourself with this solid, custom built, well maintained, concrete block home just .5 mile from the beach! This property offers 110 feet of canal frontage on one of Marathons deepest and widest canals--15 feet deep and 200 feet wide--perfect for serious boaters, complete with your own private boat ramp on the property and 8,000 lb. davits. The home features 2,046 sqft upstairs with 3 spacious bedrooms and 2 bathrooms and a 3rd floor custom bar. Plus an extra 950 sqft air-conditioned downstairs area ideal for entertaining and storage. Recent upgrades include a new elevator, central A/C, all impact windows and doors, fresh backyard landscaping, and spalling repairs completed. With ample storage, unbeatable water access, location to beach, and significant short-term rental potential in one of the Florida Keys most sought-after neighborhoods, this property offers both an exceptional lifestyle and a lucrative investment opportunity.

$1,999,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,674 SqFt Days Listed: 260
-6.98% ($150,001) 1 Price Change : Last Change 147 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip31ft.

ANGLERS REEF OCEANFRONT HOME WITH DEEDED DOCK. 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

$1,999,999
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 380
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

$1,999,999
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,422 SqFt Days Listed: 126
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits100ft.

Waterfront Retreat in Sugarloaf Key - A Boaters Dream!Located on prestigious Sugarloaf Key, only 20 minutes from Key West, this meticulously maintained 4-bedroom, 3-bathroom home offers seamless indoor-outdoor living with breathtaking water views and boating access to world-class fishing and diving. The 12,500 sqft lot is situated in a prime location only one in from open water on a crystal-clear, wide canal with a 100-foot concrete seawall, davits, and ample dockage. Surrounded by lush tropical landscaping, it feels like a private sanctuary, where swaying palms and rare bird sightings create a peaceful retreat. The open-concept living space features a well-appointed kitchen with stainless steel appliances, an island, and generous storage. A split-bedroom floor plan ensures privacy, with two primary suites on opposite ends of the home. The 2 guest rooms are separate with a shared bathroom which makes this home ideal for ultimate privacy for guests. Additional highlights include a home theater room and an expansive covered entertaining area beneath the home, complete with a custom-built bar and a cozy fire pit. Outdoor spaces include spacious decks, a screened in covered porch, a private rooftop terrace for sunset views and stargazing, and a one-of-a-kind outdoor shower, crafted from an original Key West ticket booth. A separate enclosed room on the ground level offers flexibility as a massage space or additional storage. A large garage, covered parking, and a circular driveway provide ample space for vehicles and guests. With plenty of room to add a pool, this home offers endless possibilities to enhance your outdoor living experience. Whether youre hosting a gathering or unwinding after a day on the water, this exceptional property captures the best of the Florida Keys lifestyle. Dont miss this rare opportunity to own a prime waterfront home in Sugarloaf Key! Check out the 3D floorplan to view the sprawling layout and video here https://tinyurl.com/4c46fzsm

$2,000,000
Middle Torch Key
Middle Torch Key Estates   - MM: 28.00
3 Bed, 3 Baths, 1,841 SqFt Days Listed: 579
+0.50% ($10,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift80ft.

Open Water - Beautifully remodeled home...All systems updated and interior complete remodel done. Concrete pilings are in great condition; work just completed by a licensed contractor. This is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved, natural habitat, nestled on the open water with great boating and amazing views from every room in the house! Seller just trimmed trees to allow more access to the gorgeous open water views! Completely remodeled, this 3 bedroom 2 bathroom home has clean lines and architecturally gorgeous open concept living. Stainless steel appliances, quartz countertops, pantry, breakfast nook, bar area, open dining room, several seating areas, fireplace and gorgeous views from all angles! This home has handicap accessibility including a new full-size elevator, custom master en-suite and open floor plan for easy access. Impact widows and doors, 2-car garage, 20,000 gallon cistern (with public water available if you would like), large storage/entertaining area, path to the dock that has Ipe wood and a 3,000 pound boat lift that can be upgraded to your needs... all on the open water. Great boating access to the gulf or ocean. Owner has repaired columns, trimmed trees to open up the view and is connected to public sewer. This house is truly unique and just waiting for its new owner! Property is virtually staged. Nature Lovers Paradise!

$2,000,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 1,500 SqFt Days Listed: 103
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 33ft.

Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariners hospital, grocery stores, shopping, entertainment, and Founders Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether youre seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.

$2,000,000
Geiger Key
Tamarac Park No 1   - MM: 10.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 112
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

RARE double ocean front lot featuring 120 ft seawall with amazing views. Potential to build large new home and lot size allows for a separate building for mother-in-law apartment right on the ocean! Existing double wide trailer is livable or rentable-occupies 1/2 of property leaving plenty of space for boats, trailers, parking, even a pool!!Close to downtown and airport.

$2,000,000
Key Largo
Sunrise Point   - MM: 95.00
4 Bed, 4 Baths, 3,710 SqFt Days Listed: 37
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled into a lush hardwood hammock, this property is gated for privacy. The driveway leads you to the Coral House, which is used as a licensed vacation rental. The Coral House has 4 bedrooms and 4 baths, was built in 1992 and is in the X flood zone. Enter through the front door to a large open living and dining area with soaring ceilings and polished concrete floors. The kitchen and family room have large windows to let you enjoy the beautiful garden views and let in the natural light. The primary suite is separated HUGE! 2 other bedrooms and baths are on this level while an upstairs mini suite is accessed through a separate exterior staircase. This property can be purchase with the additional bayfront acre with another single family home and recognized guest cottage. This property can be purchased with the adjacent bayfront acre with a single family home and guest cottage for an additional $5,900,000. MLS 615009

$2,049,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,295 SqFt Days Listed: 332
-1.91% ($40,000) 1 Price Change : Last Change 65 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift,Dav

**Waterfront Paradise: Solid Concrete Home on Deep Water Canal**Nestled along a serene deep water canal, this exquisite solid concrete home awaits its new owner. Embark on a brick paver driveway that leads to a turn-key residence designed to impress.As a boaters paradise, this property boasts a private boat lift, davit, clean out station, and outdoor shower. Access to the communitys boat ramp allows for effortless excursions.Step inside and be captivated by the beautifully furnished interior with breathtaking canal views. The open floor plan seamlessly blends the gourmet kitchen, dining area, and living room, offering an inviting space for entertaining and relaxation. Top-of-the-line appliances and entertainment areas elevate the living experience.The spacious master bedroom and bathroom provide a luxurious oasis with access to a large screened balcony. The master bathroom features a soaking tub, separate shower, and double vanity.The downstairs level offers an enclosed garage with two bay doors and ample storage. A custom-made bar, full bathroom, and additional storage space create a versatile flex room perfect for various uses.The propertys tranquil exterior features lush landscaping, gardens, and a charming front porch. The rear stairs provide convenient access to the waterfront.With a straight shot to the bay and just around the corner from the ocean via Tavernier Creek, this home offers unparalleled access to the water. The neighborhood community offers a boat ramp for members.This dream home is a rare find. Dont miss this opportunity to own a piece of paradise. Call today to schedule a private showing and experience the beauty of this solid concrete waterfront residence. Call Today!

$2,095,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,473 SqFt Days Listed: 227
-12.53% ($300,000) 2 Price Changes : Last Change 25 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

X FLOOD ZONE! Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx and translucent Quartzite countertops that light up, Jenn Air stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. White oak flooring.The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video https://tinyurl.com/1116Pack

$2,095,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,943 SqFt Days Listed: 162
-11.86% ($282,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Freshly renovated throughout and nestled on one of Old Towns most coveted streets, youll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants.

$2,095,000
Key West
Old Town Unlisted   - MM: 1.00
8 Bed, 8 Baths, 3,383 SqFt Days Listed: 247
-16.20% ($405,000) 2 Price Changes : Last Change 1 Day Ago
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

BIG TIME INVESTMENT OPPORTUNITY in the heart of the Historic District of Key West. Originally built as a former church, this 4 unit active rental property offers 3,383 square feet of living space, featuring 8 bedrooms and 4 bathrooms, and currently generates $10,908.50 in monthly rental income. (See below for a breakdown of beds and baths per unit) With versatile possibilities, it has the potential for improvement and the possibility of condominium conversion. Each unit is large and spacious by Key West standards and includes high ceilings. The building is of concrete block construction and currently had all concrete spalling issues resolved and painted. Off street parking for three cars, a rarity for Old Town, Key West. This property is located in one of the most desirable neighborhoods and is just a short walk to World famous Duval street, the islands best restaurants, shopping and more! Unit breakdown: (A) 3BD/1BA leased for $3,039.50 per month (B) STUDIO/1BA leased for $2,369 per month (C) 2BD/1BA leased for $2,700 per month (D) 2BD/1BA leased for $2,800 per month

$2,095,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 127
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena & Lily accents and carefully curated decor create a sophisticated yet relaxed atmosphere. The kitchen features Bosch stainless steel appliances, an induction oven, a farmhouse sink, and a waterfall-edge peninsula with bar seating. The open-concept dining and living areas are designed for both comfort and style, with striking furnishings, a large wall-mounted TV, and plenty of space for entertaining. Two sets of French doors lead to a private, lushly landscaped patio, offering a peaceful retreat for outdoor dining and relaxation. A first-floor powder room adds convenience.Upstairs, 2 bedrooms each with a king size bed provide a luxurious escape. The primary suite boasts French doors opening to a covered balcony, perfect for enjoying the island breeze. The ensuite bath features dual sinks, waterfall faucets, and a beautifully tiled walk-in shower. Down the hall, the second bedroom is a tranquil retreat with ample closet space and access to a hall bath with a walk-in shower.The outdoor space is designed for year-round enjoyment, with a fully fenced paver patio, seating, and a grill. Just a short walk away, the heated community pool offers lounge chairs, shaded tables, and restroom facilities. A designated parking space is conveniently located just steps from the home.216 Fleming Street is just mere blocks away from world-class dining, shopping, and entertainment. This home presently has a transient license and future bookings through 2025 in place. Whether youre looking for a full-time residence, a vacation home, or an investment opportunity, this home offers it all.

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 06-17-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA