Refine Search
Map
Sort by
$650,000
5 Beds ⋅ 4 Baths ⋅ 621099 MLS
A versatile multi-unit opportunity in the heart of Tavernier. Offering separate residences with a combined total of 5 bedrooms and 4 bathrooms, this property is well-suited for extended family living, income-producing potential, or a combination of both. Recent updates include a metal roof, updated kitchens with new appliances, new flooring in the front building, and a gas stove in the rear unit. The property also features a mix of impact windows, an impact sliding door, and shutters. Ideally located near Harry Harris Park, you'll have convenient access to a boat ramp, beach, oceanfront park, restrooms, and ball fields - where boating, beach days, and outdoor living are part of your everyday routine.

235 Antigua Rd, Tavernier
$819,500
3 Beds ⋅ 2 Baths ⋅ 621169 MLS
Welcome to 22968 Drake Lane -- a charming canal-front home located on the desirable Cudjoe Key, one of the Lower Keys' wonderful communities. Set on a generous 7,500 SF lot with direct canal access and a private boat lift, this property is a true dream for anglers, divers, and boaters looking to get out on the water in minutes. with quick access to the backcountry flats as well as the open water beyond. Inside, the approximately 1000SF living area feels bright and spacious thanks to high ceilings throughout the main living areas. The updated kitchen, featuring granite countertops and stainless steel appliances, perfect for entertaining or everyday island living. Glass sliders lead from the living area out to a large covered porch, where you'll enjoy a peek-a-boo open bay view -- an ideal spot for morning coffee, evening cocktails, or simply soaking in the classic Florida Keys lifestyle.Downstairs, an oversized garage which holds 2 cars and possibly more offers abundant space for vehicles, boats, kayaks, fishing gear, and all the toys that come with life on the water, plus additional storage to keep everything organized. Located on Cudjoe Key in the heart of the Lower Keys, this home offers a peaceful, laid-back setting while remaining just minutes from the vibrant restaurants, nightlife, and culture of Key West. Enjoy easy access to some of the best fishing, diving, and snorkeling grounds in the world, right from your own backyard.Whether you're searching for a full-time residence, a weekend retreat, or a smart investment in one of the most desirable stretches of the Florida Keys, this canal-front gem checks every box. Boat lift, water access, and some updated finishes at this price point are increasingly rare in the Lower Keys market -- schedule your private showing today before this one is gone! A Bonus, this one has the potential for a partial seller financing to the right Buyer and low insurances.

22968 Drake Ln, Cudjoe
$2,899,000
5 Beds ⋅ 5 Baths ⋅ 621167 MLS
Brand-new waterfront construction in Marathon's desirable Coco Plum neighborhood, offering 5 bedrooms, 5 bathrooms, 3,458 square feet under air, and 5,204 total square feet across three thoughtfully designed levels. Boating and waterfront living take center stage with two 40+ foot slips, offering plenty of room for multiple vessels or personal watercraft and convenient access to the surrounding Keys waters. A private pool, spacious covered terrace, and summer kitchen overlooking the canal create an ideal setting for entertaining, relaxing, and enjoying life on the water. The ground level features a private bedroom, full bath, family room, and laundry closet, providing excellent flexibility for guests or additional living space. The main level showcases an expansive open-concept great room with kitchen, dining, and living areas, along with custom cabinetry, quartz countertops, a built-in cocktail bar, separate coffee bar, an additional bedroom with en-suite bath, guest bath, and a covered terrace with canal views. Upstairs, the spacious primary suite offers a walk-in closet, luxurious en-suite bath, and private waterfront terrace. Two additional bedrooms, a shared bath, and a second full laundry room with mop sink and linen storage add convenience. Built with CBS construction, impact-resistant windows and doors, a metal roof, and dual-zone A/C, the home also features wood and stone flooring, porcelain tile, custom cabinetry, and professionally designed landscaping. With substantial dockage, direct access to the water, a private pool, and multiple waterfront terraces, this exceptional new residence is designed to fully embrace the Florida Keys boating lifestyle.

111 Ave D, Unit 2, Marathon
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 621168 MLS
New construction waterfront living in the heart of Coco Plum. This beautifully designed 4-bedroom, 3-bath residence combines modern coastal style, exceptional outdoor living, and direct boating access in one of Marathon's most desirable waterfront neighborhoods. Thoughtfully positioned to take advantage of the setting, the home offers expansive open-water views from nearly every room and a bright, open-concept layout designed for both everyday living and entertaining. The main living level features a spacious living and dining area surrounded by natural light and water views, along with two guest bedrooms and a full bath. Upstairs, two generously sized primary suites each feature private en-suite baths and elevated panoramic views, creating peaceful private retreats above the water. Outdoor living is a true highlight, with three covered terraces spanning both levels, a large resort-style pool, and a convenient poolside prep station with sink and storage. Whether hosting guests, relaxing by the pool, or enjoying a quiet morning overlooking the water, the home is designed to embrace the Florida Keys lifestyle. Boaters will appreciate approximately 50 feet of deep-water dockage with quick ocean access, along with a fish-cleaning station, bait freezer, and covered parking for added convenience. Ideally located near Coco Plum Beach and just minutes from Marathon's dining, shopping, and attractions, this newly constructed waterfront residence offers an exceptional combination of modern comfort, boating access, privacy, and island living, perfect as a full-time residence, vacation retreat, or investment property.

171 Ave D, Marathon
$409,999
1 Beds ⋅ 1 Baths ⋅ 621165 MLS
This beautifully updated one-bedroom, one-bath condo sits on a 200-foot-wide canal with 4-foot control depth and an assigned boat slip which is number 32- second from boat ramp and measures approximately 16+ wide by 46+ long. No bridges between you and open water. When you step inside, you are greeted by fresh color palette, quartz countertops, stainless appliances, new flooring, and a walk-in closet. This is truly a move-in-ready retreat. Step onto the balcony for harbor views and sunsets that don't get old. Licensed for weekly rentals (7-night minimum, annual renewal inspection required), this unit comes with a proven rental history and repeat guests -- real, healthy income, on file. Coco Plum Terraces itself is well run, with strong HOA financials and reserves behind it, offering a heated pool, tiki hut, tennis court, boat ramp, and trailer parking. All financing terms considered. Steps from Coco Plum Beach and minutes from Marathon's local favorites like Sparkys landing restaurant, marinas, and the airport for easy in-and-out access. This stretch of Marathon still holds that quiet, unhurried Keys feel.

105 Ave D Unit APT 113, Marathon
$972,000
3 Beds ⋅ 1 Baths ⋅ 621164 MLS
Tucked along a wide, deep canal, this concrete 3 bedroom, 1 bath home offers a thoughtfully designed split floor plan that creates privacy and flexibility rarely found in a home of this size. The primary suite occupies its own side of the home, while the guest quarters are positioned on the opposite side--ideal for visiting family and friends, a home office, or simply having separate spaces to retreat and unwind. At the heart of the home, the living and kitchen areas bring everyone together with classic Conch island style and thoughtful updates, including new kitchen appliances, a remodeled bathroom, and efficient ductless mini-splits. Outside, the property feels like a private tropical retreat. Two mango trees, key lime, lemon, and starfruit trees mingle with palms and tropical flowers, creating a lush backdrop for slow mornings and easy entertaining. Relax on the sandy beach with lounge chairs, unwind in the jetted swim spa, rinse off in the outdoor shower with full bath, or enjoy the screened porch after a day on the water. For boaters, the waterfront setup is exceptional. The 50-foot-wide canal offers 3+ feet of control depth, complemented by a 75-foot concrete seawall, fish-cleaning station, and rare grandfathered private boat ramp--a feature increasingly difficult to find in the Keys. There's also abundant parking for large boat trailers, multiple vehicles, or a guest RV, plus a 30-amp RV hookup and wired for a whole house generator. Practical improvements include a newer roof, new 100-amp electrical service panel and mast, and mostly impact windows with shutters for the remainder, rounded out by a 14 foot sliding chainlink. Whether you're looking for a full-time island home or weekend escape, this property brings together privacy, boating access, generous parking, outdoor living, and tropical character in this truly special slice of the Florida Keys. Local favorite Baby's Coffee, a neighborhood park, and tennis/pickleball courts are just steps

12 Bay Dr, Saddle Bunch
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 621163 MLS
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a legal duplex with two units, each having one bedroom and one and a half bathrooms but could easily be converted to a single family home. Located on a fenced corner lot in Old Town, it's just blocks from Duval Street, making it very convenient for dining, shopping, nightlife and enjoying the Key West sights The home has updated kitchen and baths, ductless AC units, hardwood floors, vaulted ceilings, and skylights. It's a perfect mix of modern style and classic Keys architecture. Live in one unit and rent out the other, have a dedicated private guest space, or use both to generate income. Each unit has its own private outdoor area and laundry. There is a welcoming front porch perfect for morning coffee. Desired X Flood Zone!

709 Olivia St, Key West
$2,525,000
4 Beds ⋅ 3 Baths ⋅ 621162 MLS
Set on a quiet, tree-lined block in one of Key West's most sought-after residential pockets, this thoughtfully reimagined 4BD/3BA residence offers just over 2,000 square feet of refined island living -- the result of a multi-year renovation where no detail was overlooked. The first floor opens to a flexible bedroom or private office alongside a full bath, newly converted and finished to the same standard as the rest of the home. Beyond, an all-new updated kitchen anchors the space with stainless appliances, custom built-in cabinetry, fresh countertops and designer lighting. French doors wrap the open living room, flooding the interior with natural light and dissolving the line between inside and out. Step through to your private tropical oasis: a heated pool, newly resurfaced and framed in travertine, with a new outdoor shower for rinsing off after a day at the beach. A setting built equally for quiet mornings and evenings. Upstairs, the primary suite delivers an ensuite bath, walk-in closet and a private balcony made for morning coffee above the palms. Two additional guest bedrooms and a full guest bath complete the second floor. Behind the finishes, the seller has invested in everything that matters: new HVAC, on-demand hot water, all-new pool equipment, new tile flooring, baseboards and lighting throughout, plus fresh interior and exterior paint. Renovated bathrooms and updated floors carry the same considered hand from room to room. A short bike ride delivers you to Key West's finest restaurants, beaches, galleries, museums and world-famous Duval Street -- yet the block itself stays wonderfully removed from it all. A neighborhood stunner not to be missed.

1427 Washington St, Key West
$2,099,000
4 Beds ⋅ 4 Baths ⋅ 621161 MLS
Set along a peaceful canal on Cudjoe Key, this 2016 residence pairs solid CBS construction with an unmistakably elevated sense of island living. This 4 bedroom, 3.5 bath home features impact windows and doors and a standing seam metal roof, speaking to a level of craftsmanship built to endure, while 2,548 square feet of living space and roughly 1,370 square feet of balconies invite the surrounding water views and tropical air into everyday life. The main level is designed for both privacy and gathering, offering 3 guest bedrooms, 2 full baths and a laundry room alongside a second living area that opens onto a spacious covered balcony. One bedroom enjoys its own ensuite, while the remaining two share a well-appointed Jack and Jill bath. Ascend to the main living level and the home opens into a bright and airy Great room where kitchen, dining and living areas unfold together. Anchored by a substantial island and dining bar, the kitchen is finished with Silestone countertops, a sea glass tile backsplash and abundant custom cabinetry. Beyond, another expansive balcony extends the living space into the open air, ideal for evening entertaining or a quiet morning coffee. The primary suite occupies its own private wing upstairs, offering generous closets and a spa inspired ensuite with a jetted tub and separate walk-in shower. Outside, a heated and chilled concrete pool sets the stage for effortless indoor-outdoor living, while a 30-foot concrete dock with lighting and bubblers provides canal access for boating, paddling or an evening line in the water, with the open water just minutes beyond. Located just minutes from local restaurants, shopping and coffee shops, this a rare balance of quality, privacy and island sophistication, backed by a proven rental history that makes it as compelling an investment as it is a home.

1106 Thatch Ln, Cudjoe
$298,000
621160 MLS
Large 8,378 sf lot. Tier III, Not Hammock, cleared lot in ROGO. X Zone Lot - no flood zone. Approved plans for 3 Bd, 2.5 Bath with one car garage. Partial permit fees paid. Room for pool, parking available for trailer and multiple cars. Garden Cove Marina at walking distance. Close to Gilberts, Buzzards Roost and Buttonwood Grill restaurants. One hour from MIA airport. Owner is also Broker,

2 S Andros Rd Unit N/A, Key Largo
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 621159 MLS
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a legal DUPLEX with two units, each having one bedroom and one and a half bathrooms. Located on a fenced corner lot in Old Town, it's just blocks from Duval Street, making it very convenient for dining, shopping, nightlife and enjoying the Key West sights The home has updated kitchen and baths, ductless AC units, hardwood floors, vaulted ceilings, and skylights. It's a perfect mix of modern style and classic Keys architecture. Live in one unit and rent out the other, have a dedicated private guest space, or use both to generate income. Each unit has its own private outdoor area and laundry. There is a welcoming front porch perfect for morning coffee. Desired X Flood Zone!

709 Olivia St, Key West
$700,000
3 Beds ⋅ 2 Baths ⋅ 621158 MLS
Rarely available 3-bedroom residence in Solana Village, ideally situated in Key West's New Town neighborhood. This top-floor unit offers an excellent investment opportunity with a tenant already in place, along with off-street parking, community pool access, and a spacious balcony for enjoying the island lifestyle. The thoughtfully designed layout features a charming spiral staircase leading to the private primary suite, creating a distinctive architectural touch and added separation between living and sleeping spaces. The location is exceptionally convenient, close to Poinciana Elementary and other area schools, shopping and everyday amenities at Searstown, Key Plaza, and nearby retail centers, as well as government offices and services. Residents are also just minutes from Old Town, Key West's waterfront, marinas, restaurants, entertainment, and the island's many iconic points of interest. A rare 3-bedroom offering in Solana Village with strong rental appeal, desirable amenities, and a location that makes it easy to enjoy all that Key West has to offer.

3314 Northside Dr Unit 42, Key West
$750,000
2 Beds ⋅ 2 Baths ⋅ 621157 MLS
Welcome to island living at 141 Golf Club Drive, nestled within the gated Key West Golf Club community. This inviting two-bedroom, one-and-a-half-bath townhome offers the perfect blend of comfort, convenience, and the laid-back Key West lifestyle.The thoughtfully designed two-story floor plan features an open main level with living, dining, and kitchen areas, along with a convenient half bath. Upstairs, two comfortable bedrooms (one with a balcony) and a full bath provide a private retreat. Outdoor spaces extend the living area and create an ideal setting for morning coffee, al fresco dining or relaxing with a cocktail after a day on the island. Set in a beautifully maintained gated community, residents enjoy an array of amenities including swimming pools, clubhouse, fitness facilities, scenic walking paths, and 24-hour gated security. The location offers a peaceful residential setting while keeping Key West's renowned beaches, restaurants, nightlife, shopping, and attractions within easy reach. Whether you're seeking a full-time island residence or a weekend escape, 141 Golf Club Drive is an opportunity to enjoy the best of the Florida Keys--comfortably, conveniently, and in true Key West style.

141 Golf Club Dr, Key West
$1,349,000
4 Beds ⋅ 3 Baths ⋅ 621156 MLS
Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon
$849,000
2 Beds ⋅ 2 Baths ⋅ 621155 MLS
Beautifully renovated fully furnished mobile home! Open kitchen! A wonderful tropical oasis centrally located in Key Largo close to schools and shopping & a quick 45 minute ride to Miami! Amazing opportunity for an air bnb! Wonderful outdoor entertaining space! 60' dock with boat lift! Room for lots of toys! New siding added in 2024! New dock fence installed. Boat negotiable

347 King Ave, Key Largo
$1,195,000
5 Beds ⋅ 5 Baths ⋅ 621154 MLS
Plenty of room to live your best life! Enjoy the resort style backyard and the multi-generational flexibility of 2,500 square feet under air at 8055 Tuna Drive. This spacious Keys home offers the best of both worlds: room for the whole family and more, with a separate guest option. The main house features 4BR/3.5BA, with the Master suite opening directly to the pool deck. Attached, with its own discreet entrance, is a fully self-contained 1BR/1BA mother-in-law suite offering true privacy from the main home. Prepare for large crowd in the well designed kitchen with loads of counter space. The backyard is the showstopper -- a sprawling 11,186 sq ft lot with lush privacy landscaping surrounding an in-ground pool, outdoor kitchen, and tiki bar. A convenient half cabana bath keeps guests poolside without ever heading in. Set in one of the Keys' best non-waterfront neighborhoods, this resort-feel outdoor space makes every day feel like vacation. All photos displaying furniture are Virtually Staged

8055 Tuna Dr, Marathon
$3,700,000
3 Beds ⋅ 3 Baths ⋅ 621153 MLS
Private. Luxurious. Waterfront. Boater-focused. This is more than a home it is an opportunity to experience the Florida Keys exactly as they were meant to be enjoyed. This stunning 3-bedroom, 3-bath Waterfront - Pool home nestled within a private gated community and offers an exceptional combination of sophisticated upgrades and effortless ocean access. This property is designed with the discerning boater in mind, the property features a large, navigable basin offering easy access to the ocean or the Florida bay through one of the near by cuts making it an ideal home base for fishing, diving, cruising, and exploring the Florida Keys and beyond. With two boat lifts and a floating dock, your vessels are securely accommodated and ready for your next adventure. Inside, the home showcases beautiful luxury upgrades, thoughtfully designed for both elegant entertaining and comfortable island living. Expansive impact windows invite abundant natural light while providing peace of mind. As if this was not enough, this property has a roof top deck where you will have beautiful views of the sunrise sky in the morning and enjoy the sunset sky at night. Whether you're enjoying a quiet morning on the water, entertaining friends and family, or heading out for an offshore adventure, this exceptional property delivers the quintessential Islamorada lifestyle. Boat lift 1 -30,000# can accommodate up to apx. a 42 ft Center Console boat. Lift 2 20,000# can accommodate up to apx. a 36 ft. Center Console boat. There is also a floating dock for additional watercraft. Home was Originally built in 1987 Property appraiser shows Effective Year Built 2018.

313 North Dr, Islamorada
$995,000
2 Beds ⋅ 2 Baths ⋅ 621152 MLS
Exquisite, turnkey resort living awaits in this fully furnished 2-bedroom, 2-bathroom oceanfront condominium, offering an effortless transition into Key West luxury just steps from world-famous Smathers Beach. Tucked away in a quiet oceanfront enclave, you are just minutes from Old Town, world-class dining, marinas, and the airport. Inside, high-end interior upgrades feature rich wood-grain LVP flooring through the main living areas and bedrooms, complemented by elegant large-format porcelain tile in the renovated bathrooms. The kitchen and dedicated wet bar showcase polished marble countertops, custom white shaker cabinetry, stainless steel appliances, and built-in wine storage. Light-filled open living and dining spaces flow seamlessly through hurricane impact glass sliders onto a massive 38-foot private balcony framing lush tropical greenery and partial ocean views. The primary suite boasts generous closet space, an updated vanity, and a custom walk-in shower with a frameless glass enclosure and direct balcony access. Key Property Details: Parking & Storage: Assigned covered garage parking spot plus a private locked storage locker located directly in front of your vehicle. Turnkey Ready: Sold complete with all designer furnishings, artwork, flat-screen TVs, linens, and housewares for instant occupancy. Resort Amenities: On-site sunning beach, heated oceanfront Olympic-size pool, jacuzzi, saunas, a brand-new fitness center, 3 lighted tennis courts (including 1 clay court), BBQ picnic areas, and lush botanical gardens. Effortless Ownership: HOA fees cover building insurance, exterior maintenance, water, cable/high-speed internet, and fully funded reserves ($20k assessment paid). Strong rental track record ($72k+ net annual yield).

1800 Atlantic Blvd Unit 325C, Key West
$669,000
2 Beds ⋅ 2 Baths ⋅ 621150 MLS
Beautiful Tropical canopy with circular driveway this home is set a distance from the road with lots of privacy grassy fenced in area for peaceful enjoyment could add a pool can store your boat or R/V here. The raised home with solid concrete column was purchased from the builder who designed it with room for future expansion of the entire house all can be verified per construction building code requirements, New washer and dryer, New metal roof in 2022 . Very large upper deck for your peaceful enjoyment , covered parking, grilling, Located 1/2 block from million dollar row. This is a recreational area biking, walking close to public boat ramp with a marina near-by. All needs are close stores, hospital, schools, A Gem of a property* Adjacent lot can't be developed

336 Orange Ave, Marathon
$759,000
3 Beds ⋅ 2 Baths ⋅ 621148 MLS
Dreams Can Come True in this Affordable Turn-Key Home! Enjoy the Florida Keys waterfront lifestyle at this elevated 3 bedroom, 2 bathroom, lushly landscaped, canal-front home in desirable Coral Shores Estates. Boaters will appreciate 46 feet of concrete dockage and excellent access to both the backcountry and the Atlantic Ocean. Built in 2006, the home features brand new AC (2026), an open floor plan, cathedral ceilings, tile flooring throughout, Gas On-Demand hot water heater, and abundant natural light. Recent improvements include a beautiful, renovated kitchen with stainless appliances, gas stove, bathroom vanities, and interior and exterior painting. Outdoor living is a highlight, with a screened upper porch overlooking the canal and a 350 square foot spacious screened entertainment area below featuring a built-in tiki-style bar. After a day on the water, rinse off in the convenient outdoor shower and relax beneath the tropical Key lime, mango and coconut trees. Constructed on tall 10-foot columns with an elevation of approximately 16.5 feet, the home also offers a metal roof (2017), interior-locking accordion shutters, covered parking and useful downstairs storage. Screening and ceiling fans make both screened living areas comfortable for year-round enjoyment. The property is located at Mile Marker 28, within easy reach of the Lower Keys' boating, fishing, dining and island attractions. A wonderful opportunity to have your own waterfront paradise in the Florida Keys!

27937 Coral Shores Rd, Little Torch
$5,900,000
13 Beds ⋅ 13 Baths ⋅ 621147 MLS
A rare and unique income producing Hotel in Marathon. Tropical Cottages is a boutique & profitable Mom and Pop Motel. Total of 11 valuable Transient Licenses, 13 Rooms plus office with kitchen & check in room. 9 buildings on the property, 8 adorable free standing cottages with new Victorian shingle roofs & the main building with 3 rooms in good condition. Each room has been tastefully and tropically renovated inside and out. Each room is unique & comes fully furnished. Most of the units have small kitchenettes including sink with microwave and refrigerator. All units have refrigerator & microwave. Additionally, there is a large Tiki Hut & Bar along with Food Truck with seating area. The Food Truck and Tiki Bar are leased for $6,375 per mos on a short term agreement. The Motel is managed by Owners . The hotel runs on auto-pilot. Online check-in available with a good housekeeping staff as back up. Most of the business is from repeat customers, plus online booking sites are all utilized. On site is a full laundry room with Commercial grade washers/dryers and storage rooms throughout. All housekeeping is done on site. Small, friendly & efficient staff has been there long term and willing to stay on with new owners. There are a total of 6 lots encompassing over 1/2 acre of land, total .56 Ac or 24,384 sf. Ample off street parking for guests. Zoning is GC and land use is recognized as Hotel/Motel. Bonus of Deeded waterfront access at the end of 61st St. which has a boat ramp and staging area for all types of watercrafts and sports. Same family ownership since 2010. Tropical Cottages was started back in the mid 1950's as a Fish camp and is one of the few remaining Mom & Pop Motels throughout the Florida Keys. Motel generates substantial Net income year after year to current owners. Sellers may consider Seller Financing may be available to a qualified buyer. Terms to be negotiated.

243 61st St, Marathon
$750,000
4 Beds ⋅ 2 Baths ⋅ 621145 MLS
Move-in ready and thoughtfully updated top to bottom, this full duplex offers two versatile living spaces with major systems and finishes refreshed in recent years. Each unit features a fully updated kitchen with new cabinetry, countertops, and appliances, along with a completely renovated bathroom. Flooring throughout has been replaced, giving both units a clean, modern feel from the moment you walk in. The electrical system has been upgraded for improved safety and reliability -- a meaningful value-add for buyers and investors alike. Whether you're looking for a savvy income-producing property, a multi-generational living setup, or house-hacking potential in a strong rental market, this duplex delivers flexibility with the peace of mind that comes from recent renovations. Don't miss this opportunity to own a turnkey duplex in a great location.

285 A 66th St Unit A & B, Marathon
$6,999,000
6 Beds ⋅ 6 Baths ⋅ 621143 MLS
Discover one of Old Towns true hidden gems at Andrews Inn, a turnkey six-unit B&B offering an exceptional blend of privacy, iconic island charm, and income potential. Tucked away in the heart of Old Town, directly adjacent to the world-famous Ernest Hemingway Home and sharing a property wall with this legendary landmark, Andrews Inn enjoys a location that simply cannot be replicated. Just steps from Duval Street, guests have effortless access to Key West's celebrated attractions, dining, and nightlife--while returning to the tranquility of a secluded tropical retreat. A highly coveted transient license enhances the property's value as an established hospitality asset in one of the nation's most sought-after vacation destinations. Lush tropical landscaping surrounds the property, creating an intimate garden oasis complete with a refreshing outdoor pool and inviting spaces for guests to relax and unwind. Each of the six guest accommodations has been thoughtfully appointed with a private bath, modern amenities, and contemporary comforts while maintaining the character and distinctive charm that make Key West so special. The result is a welcoming boutique experience that has attracted repeat guests and earned strong reviews. Offered as an established, income-producing hospitality property, Andrews Inn presents a rare opportunity for an investor or owner-operator seeking a distinctive Old Town asset with an irreplaceable location, established revenue, and additional upside potential. Modern comforts. Tropical privacy. Hemingway as your next-door neighbor. Duval Street just steps away. This is quintessential Key West. Financials available to qualified buyers.

223 Eanes Ln, Key West
$1,749,000
1 Baths ⋅ 621142 MLS
Prime Commercial property for sale on Stock Island! Located on Laurel Ave, with convenient access to Overseas Hwy. Property sits behind the free-standing CVS at MM 5. County Zoning is Mixed Use (MU) with many Commercial and Residential uses possible. Located in an AE flood zone. Subject property consists of two 50' x 125' lots totaling 100' of frontage x 125' deep on Laurel Ave. Large lot has covered and outdoor work areas. There is a large, ground level, 5,258 sf. CBS building in fair condition. New building may be considered. Adjoining properties both have newer built structures. Part of building is owner occupied and portion leased to Cycle shop for rental income. Occupational Licenses for Public Service Marine Repair, Towing & Salvage and Retail Sales and Auto Repair, Detailing, Towing & Rentals.

5670 Laurel Ave, Stock Island
$6,750,000
5 Beds ⋅ 5 Baths ⋅ 621141 MLS
Luxurious, Modern, Historic, & Impeccably Remodeled. Welcome to 411 Louisa Street, located in the heart of Old Town Key West, less than a block from Duval Street's top dining and entertainment. This stunning five-bedroom, four-and-a-half-bath residence offers 3,663 sq. ft. of living space on an 8,227 sq. ft.oversized lot, providing rare space and privacy in one of the island's most desirable neighborhoods. Enter through the white picket fence and tropical courtyard to your grand Key West estate, where every detail has been thoughtfully designed. The first floor is set for entertaining, featuring a spacious living area and a chef's kitchen with stone countertops, an oversized island, custom cabinetry, and premium Sub-Zero, Viking, and Wolf appliances. A generous walk-in pantry adds extra storage convenience. The primary suite, also on the ground level, overlooks the pool and boasts a spa-inspired bath with dual showers, a freestanding soaking tub (with air bubble massage) and a large walk-in closet with one of two laundry areas. Outdoors, enjoy your private resort-style backyard with an oversized pool, covered lounge, and outdoor kitchen complete with gas grill, ice maker, and mini-fridge, perfect to grill up those fresh catches or hotdogs for the kids. Sonos speakers throughout set the tone to enjoy a relaxed Key West lifestyle. A floating living room staircase leads to two inviting guest rooms and a full bath. Two additional bedrooms currently serve as offices, each with en suite baths and private entrances, ideal for guest suites, studios, or remote workspaces (one includes a kitchenette). A climate-controlled standalone workshop offers a perfect space for projects, hobbies, or extra storage. Designed for both resilience and comfort, the home includes impact-rated doors and windows, a 30 KW Cummins diesel generator with 500-gallon fuel tank, smart home automation for lighting and shades, and off-street parking for two vehicles.

411 Louisa St, Key West
$625,000
2 Beds ⋅ 2 Baths ⋅ 621140 MLS
Here is your opportunity to own a piece of paradise in Key West! This inviting home offers a great opportunity to start living in one of the most unique destinations in the Florida Keys. Inside, you'll find wood flooring throughout and comfortable living spaces filled with plenty of natural light. The recently remodeled kitchen is well positioned as the heart of the home and connects to the surrounding living area for everyday living and entertaining. Upstairs are two spacious bedrooms, each with large sliding glass doors that open to an inviting second-floor balcony--a great spot to enjoy your morning coffee or relax at the end of the day. Outside, the fully fenced property provides privacy and a great space for pets, entertaining, or simply spending time outdoors. Come see the possibilities and discover your own place in Key West!

3228 Eagle Ave, Key West
$1,799,000
3 Beds ⋅ 2 Baths ⋅ 621138 MLS
OPEN WATER VIEWS - BRAND NEW CUSTOM WATERFRONT HOME - DOUBLE LOT & MOVE IN READY. This ELEVATED 3 bedroom, 2 bathroom CBS home is a must see! Solid steel and concrete, standing seam white metal roof with impact windows and doors rated to 185 MPH. 2,050 total sq ft of living space includes a front porch, utility room on the lower level and a lanai off the back. A total of 1500 sq ft of living space under air with a spacious open floor plan. An aluminum powder coated spiral stair case will lead you to an UPPER DECK where you can capture views of the sunrise and sunset along with panoramic views of Cudjoe Bay, the Atlantic Ocean and surrounding Keys. The kitchen features an Island with quartz countertops and custom cabinetry. Black stainless steel appliances. Tray ceilings and special features set this home apart. The front entrance and rear exit entry feature a red mahogany stained cypress ceiling matched perfectly to blend with the brass door handles. No details are spared with the elegance of the home's interior finishes. Ceramic tile cut on the diagonal throughout the interior and exterior porch and lanai. This home is being sold turn key with brand new furnishings as seen in the listing photos. Excellent boating access to both Cudjoe Bay and the Atlantic Ocean with 130' of canal frontage. Take over active permit for a 10 x 30 ft dock with all fees including mitigation fees already paid in full. Plenty of room for an in-ground 12 x 30 ft pool. Also possible to build on the adjoining lot with ROGO approval. Very low insurances, less than $4000 per year for Homeowners/Wind. Schedule your private showing and discover coastal living at it's finest in the Florida Keys!

22970 Gasparilla Ln, Cudjoe
$500,000
621137 MLS
One WET Transferable Building Right to use for market-rate residential construction in the Village of Islamorada. Buyer to verify with the Village if TDR is applicable to their vacant lot. Buyer to pay all costs associated with applying to Village of Islamorada for transfer to Buyer's lot and all costs associated with the closing of transaction. Offering is for a property right only, no real property is included.

Not Provided
$3,600,000
4 Beds ⋅ 3 Baths ⋅ 621135 MLS
514 Emma is a wonderful single-family home located in Truman Annex. The first floor features a large, updated chef's kitchen with double wall ovens, double refrigerator/freezers and a large island. There is a guest bedroom, and a full bathroom as well as a dining area. French doors in the living area, open to the large rear porch and pool. There is a carport on the rear of the property, PLUS a second deeded carport just across the street. The second floor has a spacious primary en-suite with a private covered porch, plus two guest bedrooms with shared covered porch and full bath. Home features a propane generator. The property is a successful rental property. Video Tour: https://show.tours/zd4yyTKj

514 Emma St, Key West
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 621134 MLS
Your place in Key West awaits. Located in Midtown, just minutes from the energy of Duval Street, this updated two-unit property offers the flexibility to live here, escape here, or explore its income potential. Whether you're looking for a full-time residence, a tropical getaway, or a property that can help offset the cost of ownership, this is an opportunity to experience Key West on your own terms. Enjoy slow mornings, bike rides through the island, days on the water, unforgettable sunsets, and some of Key West's best dining, entertainment and nightlife just minutes away. With two separate living spaces, approximately 1,760 sq ft of living area, and a 6,433 sq ft lot, the property offers versatility for both personal use and additional income. Come for the lifestyle, stay for the possibilities.

1300 Ashby St, Key West