Refine Search
Map
Sort by
$499,900
2 Beds ⋅ 2 Baths ⋅ 620763 MLS
Welcome to Summer Seas, a desirable waterfront community in the heart of the Florida Keys! This beautifully maintained 2-bedroom, 1.5-bath condominium offers the perfect blend of comfort, convenience, and island living. Enjoy a bright and inviting layout with an open living area, comfortable bedrooms, and a private balcony to relax and take in the tropical surroundings. The community features waterfront amenities, including a marina, pool, and easy access to the beautiful waters of the Florida Keys. Conveniently located near restaurants, shopping, boating, and everything Islamorada and Tavernier have to offer. Whether you are looking for a full-time residence, vacation getaway, or investment opportunity, this charming Keys retreat is ready to welcome you home.

88500 Overseas Highway Unit 208, Tavernier
$3,450,000
4 Beds ⋅ 3 Baths ⋅ 620762 MLS
This exceptional waterfront estate situated on two lots and on a deep water canal with a 50ft dock is situated in the heart of Plantation Key. The property features a grand three story residence framed by established palm trees and a striking, patterned paver driveway. The expansive grounds are clean but unplanted, offering a clear blank canvas for you to design your ultimate custom tropical landscaping and privacy screening. The backyard focuses entirely on the water, featuring a lagoon style pool with cascading waterfalls, rock formations, and elevated sun decks. A private waterfront dock provides instant access to boating, fishing, or cruising to the open waters of Florida Bay. Inside, this well maintained home is incredibly clean and move in ready. The living spaces are generous and bright, with large windows that seamlessly connect to outdoor terraces overlooking the canal. Enjoy breathtaking, panoramic sunset views from the spacious rooftop observation deck, which provides vistas over the mangrove preserve and surrounding waterways. This property is perfect for someone looking for an immaculate, turnkey home with significant upside potential to add value and personality through their own landscaping vision. It offers the true keys lifestyle just minutes from world class fishing and attractions. This is more than a home; it is a true island destination.

168 Indian Mound Trl, Tavernier
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 620761 MLS
If you're looking for a property that can wear many hats, this one deserves a closer look! The Big Pine Key Bungalow sits on a spacious waterfront lot where open-water views and glowing sunrise skies set the tone for every day. Whether you're searching for a full-time residence, a vacation retreat, or a turn-key investment with a well-established vacation rental history, this home offers exceptional flexibility. Full of personality and intentional functionality, this turnkey, fully furnished 3-bedroom, 2-bath home was built in 2019 with hurricane-rated steel construction and upgraded smart home features throughout. The east-facing location captures breathtaking sunrises while offering direct boating access to both the Gulf and Atlantic. Inside, you'll find a bright, modern, and spacious home designed to take full advantage of its incredible surroundings. Large impact-rated windows and doors frame sweeping water views from nearly every room, filling the open-concept living, dining, and kitchen areas with natural light. One of the home's standout features is its versatility. Murphy beds allow guest rooms to effortlessly transform into home offices, hobby spaces, or fitness rooms, making it easy to adapt the home to your lifestyle. Thoughtful storage throughout adds even more everyday functionality. Outside, the adventure continues! Set on a large, fenced double lot with ~100ft of canal frontage, the property offers direct boating access to both the Gulf and Atlantic, putting some of the Keys' best fishing, diving, and exploring right at your fingertips. The property also features low-maintenance artificial turf, a heated saltwater pool, plenty of room for boat storage/RV parking, an outdoor shower, many tropical plants and fruit trees, fishing cleaning station, and all the gear that comes with the Florida Keys lifestyle. Whether your perfect day is spent on the water or simply relaxing poolside, you'll feel right at home here!

31536 Ave F, Big Pine
$759,000
3 Beds ⋅ 2 Baths ⋅ 620760 MLS
Motivated sellers, all offers considered. This lovely two-story home is nestled in a lush, tropical setting that evokes the feeling of a private tree house. It offers the perfect blend of warmth, character, and functionality with an extra large garage with double doors. The upper level features 3 bedrooms and 2 bathrooms, highlighted by soaring cathedral ceilings, beautiful hardwood floors, and a warm, rustic kitchen designed for everyday living and entertaining. With preserve land to the rear and side, this home offers unparalleled privacy. Built for peace of mind, the home is equipped with impact windows and a durable metal roof. A rare find, the oversized 400+ sq. ft. garage provides ample space for parking, storage, or a workshop. On the ground level, you'll also find versatile bonus rooms that offer endless possibilities for a home office, gym, studio, or hobby space. These areas are not included in the home's overall square footage. Step outside to your own private retreat, where a fully decked backyard creates the perfect setting for relaxing or entertaining. Unwind in privacy, surrounded by mature greenery and enjoy the tranquil ambiance of this one-of-a-kind property.

360 Mahogany Dr, Key Largo
$735,000
3 Beds ⋅ 2 Baths ⋅ 620758 MLS
Welcome to 53 Bonefish Avenue, located in the highly sought after Largo Sound Park community in Key Largo. Completely gutted and beautifully remodeled in 2025, this stunning 3 bedroom, 2 bathroom home is offered fully furnished and truly move in ready, making it an ideal primary residence, vacation home, or weekend getaway. Every detail has been thoughtfully upgraded, from the designer finishes throughout to the luxurious bathrooms featuring premium Toto toilets and high end shower systems that create a true spa-like experience. The open, inviting floor plan flows seamlessly to the outdoor entertaining area, where a custom outdoor kitchen makes it easy to host family and friends while enjoying the Florida Keys lifestyle. Largo Sound Park is one of Key Largo's most desirable neighborhoods, offering residents exclusive access to a private boat ramp and sandy beach park for an optional annual fee of just $250. With quick boating access to the Atlantic Ocean, nearby sandbars, world class fishing, diving, and snorkeling, this location is perfect for anyone looking to embrace waterfront living without the waterfront price. If you're searching for a fully renovated, turnkey home in Key Largo with boating amenities, modern finishes, and an unbeatable location, 53 Bonefish Avenue is a must see.

53 Bonefish Ave, Key Largo
$4,650,000
5 Beds ⋅ 6 Baths ⋅ 620757 MLS
Experience the best of the Florida Keys in this exceptional pool home, ideally situated in Venetian Shores--one of Islamorada's most coveted waterfront communities. Offering 70 feet of protected dockage, this property is a premier boating opportunity with quick access to the bay and ocean via Snake Creek Bridge. Designed to accommodate family and guests with ease, the oversized home features five spacious bedrooms, four-and-a-half baths, a garage, and an upstairs flex space with a private balcony overlooking the pool and wide canal. Timeless finishes include a charming foyer, rich hardwood flooring throughout, a dedicated office, game room complete with a custom built-in bar, and abundant natural light that enhances every level of the home. Built for both comfort and peace of mind, the residence is equipped with impact-rated doors and windows, a whole-home generator, and a propane tank, providing year-round reliability and resilience. Whether you're entertaining poolside, hosting extended family, or setting out for a day on the water, this exceptional waterfront residence embodies the relaxed luxury and boating lifestyle that define Islamorada.

109 Valencia Dr, Islamorada
$1,155,000
3 Beds ⋅ 2 Baths ⋅ 620753 MLS
Live on the water on one of the largest lots in Sugarloaf Shores, fronting a 70 ft wide crystal clear swimming canal with easy ocean access. Recent upgrades make this home truly turnkey, including a new seawall, a new boat lift 15,000 lbs), and a newer roof. The big ticket items are already done for you. The grounds are the professionally landscaped with mature trees, fruit trees, a custom rock wall, and plenty of space for RVs, boat trailers, or a pool. For boaters and fishermen you'll find a new dock with a covered fish cleaning station with lights and water, and an ice machine. The elevated home itself is fully renovated and fully furnished with a fresh coastal interior. It features Italian porcelain floors, a granite chef's kitchen, and a standout outdoor kitchen, making it a comfortable retreat after a day on the water.

17183 W Green Turtle Ln, Sugarloaf
$489,000
620752 MLS
One of Marathon's most iconic restaurants is now available for sale -- a rare chance to own and operate what many consider the best restaurant in the Florida Keys. Frank's Grill has operated at its current location since 2006, when the owner/chef relocated from what was previously regarded as one of Marathon's premier dining destinations. Today, Frank's Grill serves as the anchor tenant of Towne Square Mall, one of Marathon's busiest shopping plazas -- home to a steady flow of daily foot traffic and anchored further by a U.S. Post Office. This sale includes all FF&E (furniture, fixtures & equipment), current inventory, and proprietary recipes/assets. Walk in and start operating day one. Property & Licensing: • Seating: 47 inside / 10 outside (57 total) • 2COP Beer & Wine license currently in place Lease Terms: • New 5-year lease signed May 1, 2026 • Tenant option to renew after year 3 (subject to Assignment approval) With nearly two decades of brand recognition, a loyal local following, and an unbeatable high-traffic location, the goodwill alone in this business justifies the asking price. Opportunities to acquire an institution like Frank's Grill rarely come to market.

11400 Overseas Highway Unit 116, Marathon
$1,110,000
620750 MLS
6 Building Rights Available. Great for an upcoming Development that needs rights to build. These are building 'rights' and does not include real estate. If a property does not have a right to build and the sites are compatible this TBR (Transferable Building Right) in the City of Marathon can be used so you don't have to wait in line to get a right and hope you can build. This right can be parked for future use. Buyer to verify receiver site with the city of Marathon and pay closing costs, including commission, approximately $5k. The City of Marathon ($40k) transfer fee is included, so the buyer does not have to pay that fee. Note: Closing costs are estimated based on closing with Wolfe Stevens Title Attorney and knowledgeable about building rights 305-743-7489. Make an offer now!

39th Tbr Only, Not Provided
$185,000
620749 MLS
This is a building 'right' and does not include real estate. If a property does not have a right to build and the sites are compatible this TBR (Transferable Building Right) in the City of Marathon can be used so you don't have to wait in line to get a right and hope you can build. This right can be parked for future use. Buyer to verify receiver site with the city of Marathon and pay closing costs, including commission, approximately $5k. The City of Marathon ($40k) transfer fee is included, so the buyer does not have to pay that fee. Note: Closing costs are estimated based on closing with Wolfe Stevens Title Attorney and knowledgeable about building rights 305-743-7489. Make an offer now!

39th Tbr Only, Not Provided
$150,000
620748 MLS
SELLER MOTIVATED. $150,000 TOTAL COST TO BUYER. This is a building 'right' and does not include real estate. If a property does not have a right to build and the sites are compatible this TBR (Transferable Building Right) in the City of Marathon can be used so you don't have to wait in line to get a right and hope you can build. This right can be parked for future use. Buyer to verify receiver site with the city of Marathon.. Seller is paying costs, including commission and closing fees. The City of Marathon ($40k) transfer fee is included, so the buyer does not have to pay that fee. Closing with Wolfe Stevens Title Attorney and knowledgeable about building rights 305-743-7489. Reach out to your clients who need a building right now or in the future. The City of Marathon has a program to hold the building rights so they don't have to stay on the seller's site, allowing the buyer to build or resell in the future. Contact the City of Marathon for details.

39th Tbr Only, Not Provided
$3,180,000
3 Beds ⋅ 3 Baths ⋅ 620747 MLS
Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. A worry free and easily maintained 3 bedroom, 2 and & ½ bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.

1019 Whitehead St, Key West
$239,000
1 Beds ⋅ 1 Baths ⋅ 620746 MLS
Welcome to Unit 533 in the gated waterfront community of Venture Out on Cudjoe Key! This well-maintained home features a spacious addition that provides extra living space and versatility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space--ideal for guests, a home office, or hobby room. The property is currently occupied by a long-term tenant, offering an opportunity for a buyer seeking immediate rental income. The home offers a functional layout suitable for full-time living, seasonal enjoyment, or future investment use. Venture Out permits transient rentals with no minimum-night requirement, giving owners flexibility in how they choose to use the property. Community amenities include a large heated and chilled saltwater pool, hot tub, swimming lagoon, full-service marina with boat ramp and fuel dock, and convenient boating access to both the Gulf of Mexico and the Atlantic Ocean. Residents and guests also enjoy pickleball, tennis, bocce ball and basketball courts, a playground, two community centers, organized activities, and on-site church services. Looking for a fresh start? The property may also offer the potential to be converted into an RV lot or rebuilt to suit your vision, subject to current building regulations and community requirements. Schedule your private showing and explore the possibilities at Unit 533!

701 Spanish Main Dr Unit 533, Cudjoe
$4,499,999
3 Beds ⋅ 3 Baths ⋅ 620745 MLS
Located in the Beach Club, this reimagined residence offers a rare combination of luxury, privacy, and oceanfront living within one of Key West's premier & financially secure condo communities. This 3 bed, 3 bath residence encompasses 2,309 sq ft of thoughtfully designed living space with views of the Atlantic Ocean. Offered fully furnished, every detail has been curated to blend contemporary elegance with the relaxed refinement of island living. A robust high-speed WiFi system with multiple access points & 800 Mbps of service enhances the home's modern convenience. Walls of pocket glass doors frame endless ocean vistas while filling the living spaces with natural light. Designer lighting, Hunter Douglas Luminette sheer window treatments, and exceptional craftsmanship are showcased throughout. The kitchen features Miele appliances, integrated cabinet lighting, custom-organized drawers, and an innovative smart-glass circular window connecting the kitchen and dining area. With the touch of a button, the glass transitions from opaque to transparent. Designed for both entertaining and everyday living, the open-concept living and dining areas flow seamlessly. The dining space is highlighted by striking brass architectural lighting, while a custom-built bar with a wine cooler and ice maker creates an inviting entertaining alcove. The terrace extends the living space outdoors, offering a comfortable setting to enjoy the surrounding views. The primary suite features a distinctive white oak accent wall, built-in workspace and vanity with concealed power outlets, a spa-inspired bath, generous closet space, dual shoe closets, and a private waterfront terrace. One guest bedroom doubles as a media room with designer floral wall covering and club chairs that convert into twin beds. The third guest bedroom is a spacious ensuite retreat offering comfort and privacy. Residents enjoy gated access, exceptional amenities, covered deeded parking space, & private storage.

1500 Atlantic Blvd Unit 308, Key West
$699,000
2 Beds ⋅ 1 Baths ⋅ 620744 MLS
This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. This home has a metal roof, mini split A/c, updated kitchen and bath and is situated on 3 lots giving you plenty of space. It is only a very short boat ride to Boggie Channel, the only market channel to both the Atlantic and Gulf in the Lower Keys. This is a great opportunity for boaters and naturalist as this is only a short walk or kayak to No Name Key, surrounding waters and nature trails. Large 280 square foot utility building with workshop. A short walk to the No Name Pub, a Keys historic watering hole. Don't miss your opportunity for this15000 square foot, 3 lot parcel with a lovely concrete home. Proof of funds or pre-qualification necessary to schedule a showing.

30881 Witters Ln, Big Pine
$2,890,000
3 Beds ⋅ 3 Baths ⋅ 620743 MLS
Welcome to your coastal retreat in the highly sought-after Port Antigua neighborhood--where relaxed Keys living meets exceptional boating access and resort-style amenities. Residents enjoy a private homeowner's beach and boat ramp, enhancing the ease of life on the water. This solid CBS construction home offers approximately 75 feet of dockage, a 12,000 lb boat lift, and a convenient fish cleaning station--perfect for avid boaters and anglers alike. After a day on the water, unwind by the beautifully designed pool where a spa cascades into the water, complete with a swim jet, heater, and chiller for year-round enjoyment. Upstairs, the open floor plan is bright and inviting, anchored by a well-appointed kitchen featuring stainless steel appliances, quartz countertops, and a generous island ideal for gathering. Two spacious bedrooms and baths provide comfort and privacy, while a versatile Florida room serves perfectly as a home office and gym. Built for durability and peace of mind, the home includes a concrete roof, impact windows and doors, and an Arlo security system. A rooftop deck offers additional space to relax and take in the coastal surroundings. Downstairs, an expansive covered entertaining area flows seamlessly to the pool and tiki hut--thoughtfully equipped with lighting, ceiling fan, grill, side burner, sink, and refrigerator--creating the ultimate setting for outdoor living. Elevated above flood, the guest quarters feature a private living area, bedroom, and bath with access from both the pool and interior, making it ideal for visitors. A perfect blend of comfort, function, and island charm--this is Port Antigua living at its finest.

101 Madeira Ct, Islamorada
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 620742 MLS
Experience the pinnacle of Florida Keys waterfront living in this exceptional 3-bedroom, 3-bathroom oceanfront estate offering breathtaking open water views, deep-water dockage, and sophisticated modern design throughout. Thoughtfully designed for luxury, comfort, and entertaining, this stunning residence seamlessly blends elegant architecture with the beauty of its coastal surroundings. The open-concept living area is filled with natural light from expansive arched windows and walls of glass, creating a seamless connection between the interior and the sparkling Atlantic. The chef's kitchen features a dramatic waterfall quartz island, premium stainless steel appliances, custom high-gloss cabinetry, designer lighting, and generous space for gathering with family and friends. The spectacular primary suite spans over 1,000 square feet, creating a true private retreat. The spa-inspired primary bath is a showpiece featuring striking blue agate-inspired porcelain walls, an oversized walk-in rainfall shower, freestanding soaking tub, dual vanities with custom wood countertops, and an expansive custom walk-in closet with illuminated cabinetry. Two spacious guest bedrooms and beautifully appointed bathrooms provide exceptional accommodations for family and visitors. Throughout the home, luxury finishes include oversized porcelain tile flooring, custom ceiling details, recessed LED lighting, contemporary glass accents, and designer fixtures that elevate every space. Step outside to your private waterfront oasis where tropical landscaping, a sandy beach area, and a deep-water dock provide direct access to world-class boating, fishing, paddleboarding, kayaking, and the crystal-clear waters of the Atlantic Ocean. Enjoy spectacular sunrises and endless ocean breezes from multiple outdoor living areas designed to embrace the Florida Keys lifestyle.

25361 1st St, Summerland
$599,000
3 Beds ⋅ 2 Baths ⋅ 620741 MLS
Spacious & Private 3-Bedroom Townhouse with Exceptional Outdoor Living. Enjoy the privacy and space of this beautifully maintained townhouse that's larger than most! This 3-bedroom, 2-bath home features numerous recent improvements, making it move-in ready while leaving plenty of opportunity to add your personal style. Recent improvements include new flooring in the second and third bedrooms as well as the upstairs landing, a brand-new front door and laundry room door, new gutters, and new soffits with specialty color-changing lighting that creates the perfect ambiance for outdoor entertaining. Step outside to a spacious outdoor retreat featuring tropical foliage a deck that's only two years old and a paved patio/driveway completed just three years ago. The fully fenced yard offers outstanding privacy, off-street parking, or enough space to park your boat trailer or even add a pool. A storage shed provides extra room for tools, toys, and outdoor equipment. Whether you prefer relaxing indoors or entertaining outside, this home is perfectly designed for both. It's a wonderful place to call home.

3326 Eagle Ave, Key West
$199,000
620740 MLS
Own your piece of paradise with Dolphin slip #6 at Sunset Marina, Key West! This deeded 30 foot boat slip is located in one of Key West's most desirable full service marinas, offering a protected harbor and quick access to both the Gulf and the Atlantic. This slip can accommodate vessels up to 35 feet, and includes dockside water and electric. It is located on the gated side of Sunset Marina, featuring floating concrete docks, access to the pool, hot tub, clubhouse, fish cleaning station, and ample secure parking spaces. It also includes a very desirable Versa dock floating boat lift, providing easy access to the boat and extra storage area. Available separately is the 2014 Sea Hunt center console fishing boat, offered at 49k. Whether you're searching for the perfect home port, a seasonal boating retreat, or a valuable waterfront investment, this slip offers exceptional convenience and amenities. Liveaboards are not permitted on this side of the marina.

5555 College Rd Unit 6, Key West
$3,599,000
4 Beds ⋅ 3 Baths ⋅ 620735 MLS
Welcome to your Florida Keys waterfront paradise in the highly sought-after Port Largo community of Key Largo. This exceptional 4-bedroom, 3-bathroom home is designed for those who appreciate quality construction, effortless boating, and the ultimate island lifestyle. A true boater's dream, the property offers an impressive 110 feet of deep-water dockage, a 50,000-pound boat lift, and direct ocean access in less than five minutes making every day on the water as easy as it gets. Whether you're heading offshore for world-class fishing, diving the nearby reefs, or enjoying a sunset cruise, this location is second to none. The outdoor living spaces are designed for unforgettable entertaining, featuring a sparkling pool, a fully equipped outdoor kitchen, and plenty of room to relax with family and friends. Just inside, the lower level showcases a custom wine room, a stylish bar area, and a pass-through bar window that opens directly to the pool deck, seamlessly blending indoor and outdoor living. An oversized detached garage provides ample space for vehicles, boats, and all your toys, along with a separate storage room offering the potential to build additional living space above creating endless possibilities for a guest suite, office, or private retreat. Combining solid concrete construction, exceptional dockage, luxury amenities, and one of Key Largo's most desirable waterfront neighborhoods, this remarkable home truly has it all. Experience the best of the Florida Keys lifestyle where every day feels like a vacation.

186 Atlantic Blvd, Key Largo
$799,000
4 Beds ⋅ 2 Baths ⋅ 620736 MLS
More Space Than the Tax Records Reflect! This charming Tavernier home offers much more than meets the eye. While the tax records reflect a 2-bedroom home, the enclosed front porch has been thoughtfully converted into two additional rooms, providing flexible space for guests, a home office, hobbies, or extended family. Buyers should verify the current layout and permitted improvements to their satisfaction. Nestled on a beautifully landscaped lot with mature trees, this property offers privacy, shade, and plenty of outdoor space to relax or entertain. Located in the desirable Indian Harbor subdivision, residents enjoy access to a private homeowners park featuring a boat ramp, making it easy to enjoy the Florida Keys boating lifestyle. Conveniently located just minutes from Plantation Key School and Coral Shores High School, this home combines a peaceful neighborhood setting with easy access to schools, shopping, dining, and all the recreational opportunities the Keys have to offer. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this home offers exceptional versatility in a fantastic location. Don't miss your chance to make it your own!

149 Pueblo St, Tavernier
$3,299,000
6 Beds ⋅ 5 Baths ⋅ 620733 MLS
Welcome to 2000 Manor Lane, an extraordinary coastal retreat positioned on an expansive double lot spanning 15,604 square feet. Offered fully furnished, this impressive 6-bedroom, 4.5-bathroom sanctuary boasts 4,230 square feet of beautifully renovated living space. You are greeted by a soaring two-story entry foyer, an elegant staircase, and elevator access. The spacious main floor boasts an expansive living area with a convenient half bath, one private ensuite bedroom, and two additional bedrooms sharing a full bath. The heart of the home is a massive, dedicated kitchen complete with quartz countertops, a large center island with seating, and an adjacent dining area that comfortably seats 10 guests. The upper level functions as a private 'family suite' featuring a kitchenette/coffee bar, an entertainment space, one ensuite bedroom, two additional bedrooms with a shared bath, and a private balcony overlooking the canal. Concealed dual-level laundry stations--one on each floor--complete the interior layout. Outdoors, your private waterfront setup includes approximately 45 feet of dockage and 150 feet of canal frontage, a floating jet ski dock, and a dedicated floating kayak or swim platform. Unwind around the pristine swimming pool, soak in the hot tub or gather under the brand new tiki hut. The rare double-lot footprint provides an abundance of parking with ample space for multiple vehicles, boat trailers, or an RV. Currently set up perfectly as a high-capacity weekly rental, this turn-key residence offers incredible income potential, a private Keys family compound, or the ultimate entertainer's haven. Rental agent projects $160-190K gross income annually.

2000 Manor Ln, Marathon
$1,599,000
620732 MLS
Owner Financing Available - Flexible Terms! Rare opportunity in Midtown Key West! This cleared and vacant 75x100 lot--a true rarity on the island--is ready for your dream home. This property comes with a ROGO Exempt / Right-to-Build letter, saving you time and expense in the building process. Permit in process. The generous lot size allows room for a spacious home, pool, and lush landscaping, surrounded by mature trees that offer shade and privacy. Located in highly desirable Midtown Key West, you're close to everything--beaches, shopping, dining, and downtown Duval Street--while still enjoying a quiet residential neighborhood vibe. Whether you're a builder, investor, or someone ready to create their ideal Key West retreat, this property offers endless potential. Don't miss this rare opportunity--build your Key West dream home today! Seller is licensed FL Real Estate Agent

1513 Seminary St, Key West
$624,900
3 Beds ⋅ 2 Baths ⋅ 620731 MLS
Discover the opportunity to own a piece of the Lower Florida Keys in this 3-bedroom, 2-bath home located on Stock Island. Offering approximately 1,418 square feet of living space, this home features a functional floor plan ready for your personal updates and vision. A storage building provides additional space for tools, hobbies, or recreational equipment. Conveniently located near marinas, world-class boating and fishing, waterfront dining, and just a short drive to Smathers Beach, Higgs Beach, Duval Street, Mallory Square, and all that historic Key West has to offer. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers the chance to create your own island retreat in one of the most desirable areas of the Florida Keys.

E6 11th Ave, Stock Island
$2,950,000
4 Beds ⋅ 4 Baths ⋅ 620729 MLS
Welcome to 8 Poisonwood Road, a masterfully renovated waterfront residence that redefines modern luxury in the heart of Key Largo. This exceptional 4-bedroom, 4-bathroom CBS home features a metal roof, impact-rated windows and doors, and over 3,900 square feet of beautifully designed living space. Ideally situated on a private, direct ocean-access canal, you'll enjoy immediate access to world-class fishing, diving, snorkeling, sandbars, and the crystal-clear waters of the Florida Keys. The open-concept second level is the heart of the home, offering panoramic canal views across the entire width of the residence. A chef-inspired kitchen flows seamlessly into the spacious living and dining areas and features granite countertops, full-height granite backsplashes, a custom wet bar, contemporary glass railings, warm LED lighting, and sleek roller shades throughout. The private third-floor primary suite offers a peaceful retreat with a spacious walk-in closet, spa-inspired bathroom featuring custom dual vanities and a frameless glass shower, plus a private balcony with peek-a-boo ocean views. The first floor includes three additional bedrooms, two full bathrooms, a large entertainment area, and a dedicated poolside bath providing convenient access to the outdoor living spaces. Designed for effortless entertaining, the property boasts over 700 square feet of covered outdoor living space overlooking a stunning designer swimming pool completed in 2026. Professionally landscaped with decorative stone, premium artificial turf, and mature tropical landscaping, the grounds offer exceptional beauty with minimal maintenance. Boaters will appreciate the 60-foot concrete dock, concrete water-entry steps, and three canal aerators that help maintain crystal-clear water for swimming, paddleboarding, and waterfront enjoyment.

8 Poisonwood Rd, Key Largo
$599,000
1 Beds ⋅ 1 Baths ⋅ 620722 MLS
Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down the street at Salute! on the Beach or Louie's Backyard. Tucked within the peaceful Southpark Condominium community, 816 South Street, Unit 4 places you in the heart of one of Key West's most desirable locations while offering the privacy and simplicity of low maintenance island living. Inside, this 1 bedroom, 1 bathroom condominium feels bright, comfortable, and welcoming. The open living spaces flow naturally to two private outdoor decks, one at the front of the home that is perfect for enjoying the neighborhood atmosphere and another tucked just off the bedroom, surrounded by mature tropical landscaping for a more private escape. The community itself offers the amenities that make everyday living feel like a vacation, including a beautifully maintained heated swimming pool set among lush tropical grounds. An assigned off street parking space and a spacious locked storage area provide conveniences that are increasingly valuable in Key West. Located just 4 blocks from Duval Street, you can easily walk or bike to beaches, restaurants, galleries, shopping, and everything that makes island life so special, while still returning home to one of the quieter residential pockets of Old Town. Whether you are searching for a full time residence, a seasonal retreat, or simply a place where life naturally slows down, 816 South Street, Unit 4 offers an opportunity to experience the very best of Casa Marina living.

816 S St Unit 4, Key West
$599,000
2 Beds ⋅ 2 Baths ⋅ 620721 MLS
PRIME 40' ASSIGNED BOAT SLIP • PRIVATE BOAT RAMP • 7-DAY RENTALS • TURNKEY • EXCEPTIONALLY RENOVATED • ELEGANTLY APPOINTED Beautifully and extensively renovated, this 2-bedroom, 2-bath second-floor residence has been thoughtfully redesigned with quality craftsmanship and meticulous attention to detail. Professionally designed and offered fully furnished, this move-in-ready condo blends comfort, style, and effortless Florida Keys living. One of its standout features is the assigned 40-foot boat slip, perfectly positioned and visible from your private balcony--an ideal spot to enjoy your morning coffee while keeping an eye on your boat. The residence comfortably accommodates up to six guests with a sleeper sofa and has primarily been enjoyed as a private Florida Keys retreat, while also offering the flexibility of 7-day rentals for owners who wish to generate rental income. Just a short walk from your door, you'll find the marina, where your assigned slip provides quick and convenient access to open water. Boating enthusiasts will appreciate the exceptional amenities, including a private boat ramp and a heated/chilled pool--everything needed to make the most of the Florida Keys lifestyle. Ideally located in the heart of Marathon, this exceptional residence offers the perfect combination of upscale finishes, convenience, and outstanding boating amenities. Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this turnkey condo is a rare opportunity to enjoy island living with effortless access to some of the best boating and fishing the Florida Keys has to offer.

107 Ave D Unit APT 208, Marathon
$650,000
3 Beds ⋅ 2 Baths ⋅ 620711 MLS
This solid concrete 3-bedroom, 2-bath home blends comfort, style, and the relaxed Florida Keys lifestyle. Recent upgrades include a new metal roof, impact windows and doors, and a beautifully remodeled kitchen, while the spacious backyard offers multiple areas designed for entertaining and unwinding. The fully landscaped outdoor space features an inviting pool deck, fire pit, children's play area, outdoor shower, and several peaceful seating areas. Custom decking surrounds the above-ground pool, creating the perfect setting for gatherings with family and friends. Inside, the open floor plan is filled with natural light from large front windows and flows seamlessly into the updated kitchen. Features include a double oven, farmhouse sink, pull-out cabinetry, stainless steel appliances, pantry space, additional storage, and beautiful granite countertops. The oversized island offers cabinetry on both sides and comfortably seats six. Waterproof vinyl flooring runs throughout the home for easy maintenance. The primary suite features a wood-beam ceiling, a spacious walk-in closet, a second closet, and French doors leading directly to the deck. Plantation shutters and impact windows and doors add both charm and peace of mind. The property is located in an X Flood Zone, one of the highest elevation areas available in the Florida Keys. Additional features include a large storage shed and plenty of room to enjoy indoor-outdoor living. Conveniently located near Key Largo School, John Pennekamp Coral Reef State Park, where launching a boat is a breeze, amazing local food trucks, and everyday amenities nearby, this home offers an ideal balance of comfort and convenience. A community boat ramp is just two streets away with no annual fee, providing easy access to boating and water activities. Twin Lakes also features multiple walking and biking paths, making this home more than just a place to live. It is a true Florida Keys lifestyle.

573 Boyd Dr, Key Largo
$1,299,000
7 Beds ⋅ 4 Baths ⋅ 620718 MLS
Investment Opportunity - Income-Producing Triplex! Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shopping, dining, parks, and just minutes from downtown Key West. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding potential. A rare feature of this property is the ample off-street parking, with room for up to 7 vehicles--a highly desirable amenity for both tenants and owners. The flexible layout provides multiple rental opportunities and consistent income potential in a strong rental market. Unit A = 2/1 Unit B = 2/1 Unit C (upstairs) = 3/2 With its desirable location, generous parking, and proven income-producing capabilities, 1614 Dennis Street is an exceptional opportunity for investors or owner-occupants alike. Schedule your private showing today!

1614 Dennis St, Key West
$524,900
2 Beds ⋅ 2 Baths ⋅ 620717 MLS
Ocean Pointe! RENTAL INCOME!! Own your piece of the Florida Keys while taking advantage of one of the Keys' premier vacation rental communities. This beautifully updated and fully furnished 2-bedroom, 2-bath condominium at Ocean Pointe offers the perfect blend of personal enjoyment and income-producing investment potential. With a proven history of successful short-term rentals, it's an outstanding opportunity as a vacation home, 1031 Exchange replacement property, or an investment that can generate income while you're away. Inside, you'll find an open floor plan with granite countertops, stainless steel appliances, updated kitchen cabinetry, renovated bathrooms, tile flooring, impact-resistant windows and sliding glass doors, washer and dryer, fresh paint, new ceiling fans, and super high gig-speed internet that is perfect for you and your guests to stay connected or working remotely. Unwind on your private terrace and enjoy tropical breezes. Ocean Pointe is a gated, resort-style waterfront community permitting legal nightly rentals. Amenities include a naturally protected marina with direct ocean access, boat ramp, dry boat storage, heated Jr. Olympic-size pool, 14-person spa, pool bar, private oceanfront café and lounge, boardwalk, observation pier, sandy beach with tiki huts lighted pickleball and tennis courts, and 24-hour security. Ideally located in Tavernier between Key Largo and Islamorada, you'll enjoy easy access to world-class fishing, diving, snorkeling, boating, dining, and everything that makes the Florida Keys an unforgettable destination.

500 Burton Dr Unit 2202, Tavernier