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$3,511,000
4 Beds ⋅ 5 Baths ⋅ 621244 MLS
New construction waterfront home with all the bells and whistles. Situated on a large corner lot of nearly 14,000 sq. ft., the property features two electric gated entrances with plenty of space for RV and trailer parking. The backyard was designed for exactly why you live in the Keys: an amazing pool with hot tub, low-maintenance turf, 57' concrete dock with two boat lifts (15,000 lbs & 10,000 lbs), outdoor kitchen and bar, cabana bath, and outdoor shower. Through the front entry, you'll find an elevator servicing all three floors, along with an ultra-wide interior staircase. Head to the third floor, where the open-concept kitchen, living and dining areas take advantage of the impressive bay views. Step onto the third-floor porch for sunset views, or take it to the next level on the rooftop deck with panoramic views of the bay and nightly sunsets as the home faces due west. The primary bedroom and bath, along with a powder room, complete the third floor. The second floor offers three additional bedrooms and two bathrooms. The entire home was professionally designed by an interior designer, and the attention to detail shows throughout. Located just around the corner from Adams Cut for quick access to the ocean, while the bay offers endless opportunities to enjoy the water right from your backyard. New construction, incredible outdoor living, great dockage, sunset views and quick ocean access, this one checks all the boxes.

1642 Churchill Downs, Key Largo
$799,999
621243 MLS
The Building Right Is Secured. The Site Is Prepped. The Dock Is Done. Utilities Are In. The Only Thing Left Is the House. For buyers who have dreamed of building a custom home in the Florida Keys, this is an opportunity to skip much of the time, uncertainty, and groundwork that typically comes before construction can even begin. The hard work has already been done. The building right is secured, the lot has been cleared, fenced, and prepared, the geotechnical survey is complete, and both the electric and water meters are installed. On the waterfront, the dock permit is complete and a brand-new dock is already in place along 75 feet of canal frontage. This homesite is ready for the next step: building your Florida Keys home. Located in a desirable Marathon waterfront neighborhood surrounded by attractive homes, the property also delivers the lifestyle you're building for. Enjoy quick and convenient boating access to the Gulf, putting fishing, diving, cruising, and days at the sandbar within easy reach. Weekly vacation rentals are also permitted, giving you the flexibility to design a full-time residence, private Keys getaway, or income-producing vacation home. Instead of purchasing a vacant lot and beginning the lengthy process of preparing it for construction, start with the groundwork already behind you and focus on what matters most--designing and building the home you want. The building right is here. The infrastructure is here. The dock is waiting for your boat. Now bring your plans and build your Florida Keys dream home.

9966 Aviation Blvd, Marathon
$985,000
2 Beds ⋅ 3 Baths ⋅ 621242 MLS
Two bedroom 2.5 bath in Key Largo MM 100 on the Bayside, Ocean front property, very unique condo nestled on 24 acres of lush tropical hardwood, with only a total 38 units.The Condo is gated with an electric gate, a Gym, tennis court, basket ball, swimming pool, clubhouse in and out boat concierge service, Water craft storage for your jet ski or boat.Has designated parking for your automobile, with ample visitor parking. Must SEE property ! Awesome sunsets at the Tiki hut located on the Boat Dock. First come first serve boat slip.

307 Sanctuary Dr Unit 307, Key Largo
$955,000
4 Beds ⋅ 4 Baths ⋅ 621241 MLS
Perfect Florida Keys townhouse with proven Rental Income! Located in resort style Mariners Club Key Largo - gated community, unit offers a unique opportunity to rent as a 4 bedroom/4 bathroom or a 2 bedroom/2 bathroom! Recently painted & some upgrades in downstairs unit, turnkey & low maintenance with 5 years of rental history on VRBO. Community Marina offers deep-water dockage, 2 oceanfront pools, 24-hr security, game room, community grills, tennis, pickleball, basketball, gym, & more! Boat dry dock storage & Jet ski storage available (Costs managed by HOA). No rental restrictions - manage independently or through a property manager. Pet friendly community for owners.

97501 Overseas Hwy Unit UNIT 906, Key Largo
$2,499,999
6 Beds ⋅ 5 Baths ⋅ 621240 MLS
Price Improvement, Family looking to relocate due to medical reasons, all offers welcome. Own a haven in the Keys. This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/C Key Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The main unit features a secure electric gate and parking directly at your front door for ultimate convenience. Downstairs units have separate gravel parking area with additional gated access. Incredible Flexibility: Live in the spacious upstairs unit and use the downstairs units for family, guests, or as rental income. Each unit is fully self-contained. Main Upstairs Unit: Size: 3 Bedrooms / 3.5 Bathrooms The expansive living room is perfect for entertaining guests and opens up to a private deck overlooking the canal--ideal for relaxing or hosting family and friends. Kitchen: Large, open, and fully equipped with loads of storage space, a central island, and both a pre-sink and a main sink for added convenience. Private Suite: Each of the 3 bedrooms has its own private bathroom, plus there's a half bath located near the living room for guests. Upgrades: A brand new 5-ton A/C unit and duct-work were installed in 2024, ensuring the large living area stays comfortable year-round. Downstairs Unit: Size: 2 Bedrooms / 1 Bathroom Spacious living area with its own laundry room and a kitchen that's fully equipped with a large island and plenty of prep space. New A/C: A 3-ton split A/C system was recently installed in 2025. Bonus Suite: This self-contained suite includes its own living room, kitchen, laundry, and bathroom. This Suite also has two Bonus rooms. New A/C: A 2-ton A/C

6 Egret Ln, Geiger
$299,000
3 Beds ⋅ 3 Baths ⋅ 621238 MLS
7 Day Rental minimum with rental income potential. Don't miss out on this very nice 3 bedroom 2.5 bath home located just minutes from the Historic Downtown St. Augustine, short drive to beaches, local coffee shops, boutique stores, restaurants and more. Great home for a full time or seasonal residence or rental investment. Features fully fenced yard, attached 10x20 garage, room for a garden, open floor plan, luxury vinyl plank flooring, granite counter tops, laundry room with storage, stainless steel appliances. 1st story features living area, kitchen, laundry room and half bathroom. Second story features primary bedroom with bath, large closet plus 2 bedrooms & a bathroom. Hardie plank siding & metal roof, built in 2023. Very easy to show with little notice. Waiting for a new owner! RS-3 Zoning. No HOA or CDD Fees.

515 S Woodlawn St, Other
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 621237 MLS
Tucked away on a quiet lane just off Frances Street, this charming historic cottage offers the character and location that make Old Town Key West so special. This three-bedroom, two-bath home features cathedral ceilings, stained glass windows, and plenty of historic charm. The first-floor bedroom offers added convenience and flexibility, while two additional bedrooms upstairs provide comfortable separation for family or guests. Beautiful porches and a private deck create inviting spaces for outdoor dining and relaxing. Ideally located in Old Town, you are just minutes from Duval Street, local restaurants, galleries, shops, and everything that makes Key West such a unique place to live and enjoy. The property is in the X-Zone.

614 Roberts Ln, Key West
$939,000
4 Beds ⋅ 3 Baths ⋅ 621236 MLS
Welcome Home! You CAN have it all! This beautiful oceanside CBS home in desirable Port Largo offers 4 bedrooms and 3 baths, including downstairs guest suite above flood elevation--perfect for guests, extended family, or additional living space. The spacious main level features a chef's kitchen with granite countertops, wood cabinetry, and plenty of room to gather. Granite countertops continue into the bathrooms, tile flooring throughout. Additional features include a metal roof, workshop, 3 large sheds for extra storage, a fenced backyard, and tropical landscaping with a variety of fruit trees. The expansive downstairs slab has been finished with durable Britech coating, creating a versatile space for entertaining, relaxing, or enjoying the outdoors. Just one block from the HOA park, offering a boat ramp, dockage, and tide pool, with Jacobs Aquatic Center also nearby. Plenty of covered and open parking for cars, boat and trailer and RV. Ideally located just minutes from all that Key Largo has to offer, with an easy commute to Miami, this home delivers the perfect blend of lifestyle, convenience, and investment potential. A great combination of comfortable living, outdoor space, and the Florida Keys lifestyle!

88 Marina Ave, Key Largo
$6,200,000
5 Beds ⋅ 6 Baths ⋅ 621235 MLS
Experience Mediterranean elegance and open-water living at this private oceanfront estate, featuring a pool, all set on a gated 10,545 sq. ft. lot in prestigious Key Colony Beach. Spanning 4,401 sq. ft., the 5 Bedroom, 4 Full and 2 Half Bath residence features impact glass and a private sandy beach offering privacy along the open water. Built for the ultimate boating lifestyle, the estate boasts deep-water dockage, 2 Boat Lifts, and direct access to both the Atlantic Ocean and Gulf of Mexico. The waterfront unfolds into a resort-style escape, where a heated and chilled pool with raised Hot Tub overlooks the ocean and a poolside Gazebo invites you to relax beneath the palms and enjoy sunsets. A sweeping circular driveway centered by an elegant fountain introduces the Mediterranean façade, while expansive rear balconies and twin sweeping staircases descend to the Pool deck, providing a dramatic backdrop for waterfront entertaining. Inside, a breathtaking Foyer makes an unforgettable impression with a sweeping split staircase, marble flooring, crystal chandeliers, classic archways, and an open upper gallery. The adjoining Great Room showcases a custom sunset mural by local artist Nancy Gagliardini. French doors open to an oceanfront balcony with water views and a Cabana Half Bath. Designed around the view, the Kitchen features stainless-steel appliances, black granite surfaces, and windows opening toward the ocean for inspiring sunset views. The Primary Suite offers a walk-in closet, soaking tub, and ocean-view balcony access. Ensuite Guest Bedrooms, a Media Room, and Office provide privacy and versatility, while 2 attached Garages and a whole-house Generator add convenience. Owners also enjoy access to a private beach club, golf course, tennis and pickleball courts, shopping, dining, and a waterfront sunset park, all within walking distance. With 7-day rental zoning, this estate offers outstanding vacation-investment.

1285 Coury Dr, Key Colony
$43,000
2 Beds ⋅ 2 Baths ⋅ 621232 MLS
Experience deeded ownership of the same week, each year (Week 22) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West. Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery. Relax with views passing sails and night cruising just beyond your doorstep. In the evenings, open the balcony doors to enjoy the warm Gulf breezes and the calming sounds of the water and the acoustic live music from the resort's tiki bar. Owners have the option to place the unit into the on-site Galleon Concierge Management rental program. Comparable 2-bedroom, 2-bath units during this week typically rent for approximately $3,885 to $5,775 per week. Annual dues are $1,585 (2025), with property taxes around $262 per year. Enjoy personal use of this exceptional resort property or choose to rent it out. Week 22 (May 29-June 5, 2027) is an ideal time to visit, with beautiful weather, lighter crowds, local events, and the laid-back island vibe that makes Key West so special. This is a rare chance to own a prime week in one of the Galleon Resort's sought-after residences. Situated in the heart of Old Town, the timeshare deeded condo is only two blocks from Duval Street and adjacent to the Historic Seaport Marina. Take the elevator or walk downstairs to enjoy the Galleon's exceptional amenities, including an on-site tiki bar with live music, the Pirates Cove restaurant, a private beach, heated pool and hot tub, fitness center, and built-in BBQ area. Owners also enjoy resort perks such as daily poolside bingo and exclusive raffles. On-site jet ski and bike rentals are also available, and the week includes one unassigned parking space. An outstanding opportunity to own a deeded timeshare week at one of Key West's highly-rated waterfront resorts.

617 Front Unit C-21 Week 22, Not Provided
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 621231 MLS
Experience modern Keys living at its best in this pristine 2023-built waterfront half duplex, boasting an exceptional boater's asset: a 49-foot concrete dock! Far exceeding Key Colony Beach's typical 30-37.5-foot dockage, this expansive waterfront setup gives you room for a larger vessel (or multiple boats) with direct access to open water. Inside, the bright, open floor plan features 3 bedrooms, 3 baths, soaring 9-foot ceilings, tile floors throughout, and a stylish white quartz kitchen. Step outside to your private tropical oasis featuring a refreshing pool and store all your water gear in the spacious 2-car garage. Operating as a turn-key weekly vacation rental with active bookings, this property offers immediate income potential. Opportunity knocks: The adjoining half duplex (230 Sadowski) is also for sale to acquire the complete duplex compound! Located in the resort community of Key Colony Beach with restaurants, 9-hole golf course, Sunset Park, sports courts and shopping, all within walking or biking distance.

232 Sadowski, Key Colony
$2,299,000
4 Beds ⋅ 2 Baths ⋅ 621230 MLS
Set along the water in sought-after Key Colony Beach, this 4-bedroom, 2-bath home captures everything buyers love about the Florida Keys--boating, a private pool, generous outdoor living space, and a strong history as a successful vacation rental. Inside, the layout is comfortable and inviting, with an open kitchen featuring abundant cabinetry, expansive countertops, and bar seating that flows naturally into the dining and living areas. Four bedrooms provide plenty of room for family and guests, while the primary suite enjoys its own bath and access to a covered outdoor deck. A dedicated laundry area adds everyday convenience. The outdoor spaces are the real highlight. The waterfront backyard is designed for the Keys lifestyle, with a private swimming pool, spacious pool deck, covered entertaining area, outdoor shower, tropical landscaping, and plenty of room to relax after a day on the water. The property also offers substantial canal frontage with a seawall, dockage, and a boat lift, creating an easy setup for boaters. From here, enjoy convenient access toward both the Gulf and Atlantic for fishing, diving, snorkeling, and days on the water. Back at home, cool off in the pool, lounge along the canal, or gather beneath the covered lower-level entertaining space. Additional features include a metal roof, covered parking and storage areas, mature tropical landscaping, and multiple outdoor spaces that make the home especially well suited for full-time living, a family getaway, or continued vacation rental use. With its 4-bedroom layout, private pool, dockage, boat lift, outdoor shower, and established rental history, this waterfront home offers a wonderful opportunity to enjoy the best of Key Colony Beach.

581 12th St, Key Colony
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 621229 MLS
Your dream Florida Keys waterfront escape starts here--built for boaters who need extra space! Built in 2023, this sleek 3-bedroom, 3-bath residence features a rare 49-foot concrete dock, standing far above the island's standard 30-37.5-foot dockage allowance to accommodate larger vessels with ease. Inside, enjoy airy 9-foot ceilings, crisp tile floors, a stunning white-and-quartz kitchen, and an oversized 2-car garage for gear. Spend afternoons relaxing by the pool or running out to your favorite fishing spot. Perfectly set up as a high-performing weekly vacation rental with proven bookings, this property also offers the rare chance to acquire the adjacent half duplex (232 Sadowski) to double your rental footprint or create an extended family estate. Located in the resort community of Key Colony Beach with restaurants, 9-hole golf course, Sunset Park, sports courts and shopping, all within walking or biking distance.

230 Sadowski Cswy, Key Colony
$2,295,000
3 Beds ⋅ 2 Baths ⋅ 621228 MLS
Ocean's Edge Cottage -- a rare oceanfront opportunity in Key Largo, offering expansive open-water views, protected dockage and immediate direct access to the Atlantic. Situated on an oversized 60' x 90' peninsula-style corner lot, this unique property offers approximately 150 feet of shoreline with water on two sides, providing exceptional views from both inside and out. For the boating enthusiast, Ocean's Edge Cottage offers the best of both worlds: approximately 60 feet of concrete dockage in a protected area with a 17,000-lb boat lift, while still providing direct and immediate ocean access with no bridges. A natural coral breakwater provides additional protection while allowing water to flow freely along the north side, creating a clear swimming area where fish and marine life are frequent visitors. A private homeowners' oceanfront boat ramp provides additional convenience. The 3-bedroom, 2-bath home was designed to embrace its waterfront setting, with walls of glass capturing incredible water views from multiple sides of the main living and kitchen areas. The renovated kitchen features sparkling white cabinetry, granite countertops and stainless-steel appliances, complemented by an open-concept floor plan ideal for relaxed Keys living and entertaining. Additional features include impact-resistant windows and doors, an en-suite primary bedroom, interior laundry, outdoor shower and fenced yard. With open ocean in front, protected dockage for your boat and the Atlantic just moments away, Ocean's Edge Cottage delivers a combination increasingly difficult to find in Key Largo -- true oceanfront living without sacrificing protected boating.

301 Little Miss Muffett Ln, Key Largo
$299,000
2 Beds ⋅ 2 Baths ⋅ 621226 MLS
JUST LISTED! Seaside Resort is a waterfront condominium community just minutes from Key West. The community features resort-style amenities, including a clubhouse, swimming pools, library, fitness room, bocce ball and shuffleboard courts, boat ramp, and on-site laundry. This home offers a spacious living area, kitchen with a gas range and stainless appliances, and a large dining area. The home features two bedrooms and two baths. The property also has central AC, shed with laundry/storage, and covered parking. Gated community with 24-hour security. Association fees are paid quarterly and include common-area maintenance and security. Seaside offers convenient boating access to both the Atlantic and Gulf! (No pets allowed. Maximum occupancy: 2 persons per property.)

55 Boca Chica Rd Unit 89, Big Coppitt
$799,000
3 Beds ⋅ 2 Baths ⋅ 621225 MLS
Florida Keys living starts here at this 1152 sq. ft. canal-front home with over 65 ft. of concrete seawall and room to enjoy the laid-back island lifestyle that we love in the Lower Keys. Bring your vision and personal touches to make this your own, with great bones already in place including impact-resistant windows and doors upstairs, a metal roof, and a 2-car garage / storage enclosure. The fenced yard offers space for pets, RV/boat trailer parking or outdoor fun, while the almost-walk-around porch and deck give you easy spots to relax, entertain, and take in the waterfront setting. Getting out on the water is simple, whether you're heading out for fishing, cruising, or a sunset ride. The convenient Eden Pines Colony neighborhood boat ramp is nearby. If you're a lover of mangos, you'll appreciate the great Carrie mango tree; the Spanish lime tree provides good privacy for the porch (not fruit bearing.) Casual, comfortable, and full of potential--this is a great opportunity to live the Florida Keys lifestyle! **Interior photos have been virtually-decluttered. Shown by appointment only, please do not walk the property without listing agent.**

29207 Cypress Dr, Big Pine
$479,000
3 Beds ⋅ 2 Baths ⋅ 621224 MLS
Corner lot with over 120 feet of street frontage in a part of Stock Island seeing continued investment and redevelopment. You own the land with NO HOA or lot rent, plus added privacy with no adjoining neighbors on two sides. A great opportunity for an owner or investor looking to get into an area with growing long-term potential.

25d 10th Ave, Stock Island
$479,000
2 Beds ⋅ 1 Baths ⋅ 621223 MLS
Ocean views - what a gem! This elevated two-bedroom half-duplex offers tons of natural light and peaceful peek-a-boo ocean views from the living area, front porch and fabulous 240sf covered deck. Second in from the ocean on a quiet dead-end street, here's a rare opportunity to buy in a sought-after Middle Keys location at this price with a lot of bang for the buck. Light, bright and neat, this home features a very private low-maintenance yard with room for a pool and your Keys toys, a metal roof, an open floorplan, and no HOA. An opportunity for superb location, price and peek-a-boo ocean views seldom presents itself, so don't wait. Live here and relish in the sunny and laidback Keys lifestyle or rent it out and generate income. Seven-day-minimum rentals are permitted. Popular location near beaches, boat ramps, shopping and activities. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS.

1297 73rd St Unit Ocean, Marathon
$990,000
3 Beds ⋅ 2 Baths ⋅ 621222 MLS
This is a great opportunity to purchase a Concrete Block Deep Water Access Canal Front Home in the Heart of Marathon on the Gulf side of US 1 below $1M. With about a 4 foot control depth and an existing concrete seawall in place and about 77 feet of frontage, this property can easily accommodate the larger center consoles. Open Water Access in just a few minutes to the Gulf and about 10 minutes to the Atlantic Ocean. The home features 3 Beds, 2 baths, with 1,242 sqft on a large 8,485 offering sqft lot with a Concrete Driveway, Room to Park a RV, Boat Trailer, and room for a pool. The rear Covered Screen Lanai overlooks the canal, and the Covered Carport has built in Storage closets. The home features a Metal Roof and inside it does offer original 1960's charm with a ton of potential as right now it has original Kitchen Cabinets, Terrazzo Floors, Mini Splits in almost all the rooms for efficient air conditioning and original windows. Both baths have original tile showers with 1 being a Full Shower and the other featured a tub/shower combo. With the house right next door just selling at 11295 3rd Avenue Gulf for $1.45M, you have a unique opportunity to acquire, make smart renovations and be sitting on strong positive equity if done right. Due to the lot size, you can even choose to knock down the existing house and build a Brand-New Modern home to your exact specs and take advantage of the deep-water canal. We currently have plans for homes ranging from 1750 sqft to just below 4000 from the well-respected local builders, Design Center. We also have local lenders in place to offer construction financing up to 80%. So much potential and routes you can with this one.

11285 3rd Ave, Marathon
$810,000
4 Beds ⋅ 2 Baths ⋅ 621221 MLS
This home is special and just waiting for the next family to make memories here. Tucked among lush tropical landscaping, this inviting Islamorada home offers the perfect blend of privacy, convenience and relaxed Keys Living. Inside, you'll find bright, comfortable living spaces with classic Saltillo tile, an updated kitchen featuring white cabinetry and stainless steel appliances, and plenty of room to relax or entertain. Step outside to a private, fenced backyard with spacious covered outdoor living area which is perfect for enjoying all year round. Conveniently located within walking distance to the schools. Plenty of room to store your boat. Launch your boat at the homeowners park and enjoy a great day on the water.

160 Ridge St, Tavernier
$769,000
2 Beds ⋅ 2 Baths ⋅ 621220 MLS
750 Madrid Road - Key Largo, Florida Beautifully Updated 2-Bedroom, 2-Bath Home in a Great Key Largo Family Neighborhood! This beautifully updated 2-bedroom, 2-bath home offers an impressive list of recent improvements and is located in a wonderful family-friendly neighborhood, conveniently close to schools and John Pennekamp Coral Reef State Park. Recent upgrades include a new 3.5-ton air-conditioning system with new duct work, a new furnace, a new hot water heater, new kitchen appliances, and beautifully remodeled bathrooms. Tile flooring throughout provides easy Florida Keys living, while the stunning Dade County pine ceilings add warmth, character, and a rare architectural feature that is increasingly difficult to find. The home has been freshly painted inside and out and includes new window blinds, new smoke detectors, and four new ceiling fans--four inside and four outside. New exterior lighting has been added to both the front and rear of the home. Additional improvements include new fencing and an electronic entry gate, providing added privacy and convenience. A stack washer and dryer is conveniently located in the guest bathroom. The durable metal roof and extensive list of recent upgrades make this home ready to enjoy. There are 3 decks to relax and enjoy on. Located in a great family neighborhood close to local schools and John Pennekamp Coral Reef State Park, this home offers the opportunity to enjoy the best of the Florida Keys lifestyle while being conveniently situated near some of Key Largo's most popular amenities. A wonderful opportunity to own a beautifully updated Key Largo home with character, comfort, and an exceptional list of improvements!

750 Madrid Rd, Key Largo
$1,250,000
2 Beds ⋅ 3 Baths ⋅ 621219 MLS
Fully licensed 7 day vacation rental property now offered at Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefish Marina. Resort style living in this sought after oceanfront complex of only 34 homes. Conveys with A-16, a deep water, direct ocean access, 40' liveaboard boat slip. Other amenities featured are; swimming pool, tiki, meticulously maintained tropical landscaping, tennis and private beach access. Unparalleled views of the marina and Key Colony Channel. Two story townhome with covered parking and secure angler's room on the lower level, kitchen, living, dining on the main level and two spacious bedrooms with full baths on the third floor. Private, open air balconies to enjoy both sunrise and sunset. Concrete construction, impact windows and metal roof. Excellent for a full time residence, Keys fishing getaway or investment property as a income producing weekly rental. A true pleasure to show.

96 Ave C, Unit 4, Marathon
$2,400,000
3 Beds ⋅ 3 Baths ⋅ 621218 MLS
Welcome to your waterfront escape in Key West. Located within a gated community, Gulfview Pointe offers the perfect blend of island charm, comfort, and an exceptional waterfront lifestyle and just minutes from world-famous Duval Street and all that Key West has to offer. This move-in-ready 3-bedroom, 2.5-bath home welcomes you with classic Key West architecture, lush tropical surroundings, and inviting indoor and outdoor living spaces. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. Step outside to your own private tropical retreat, where a sparkling pool surrounded by composite decking creates the perfect setting for relaxing, entertaining, and enjoying the year-round Florida Keys sunshine. Beyond the pool, your private dock opens the door to endless adventures. Spend the afternoon fishing, set out on your personal watercraft, paddleboard or kayak, or simply unwind and watch another spectacular Key West sunset from your own backyard. A covered carport and the privacy of a gated community complete this island home. Whether you're searching for a full-time residence, your own Key West getaway, or investment opportunity with luxury vacation rental potential in this highly sought-after community, Gulfview Pointe offers an exceptional opportunity. Opportunities like this don't come around often--invest in your dream home and start living the Key West waterfront lifestyle you've been dreaming of. Call today to schedule your private showing!

2623 Gulfview Dr, Key West
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 621217 MLS
Your Slice of Paradise -- 12 Miles from Key West Tucked at the end of a quiet cul-de-sac, this beautifully appointed 2020-built home puts you one house in from open water -- with all the Keys lifestyle and none of the wave slap. Just a short boat ride to open water via a flow-through canal (no seaweed here!), this island retreat is where salt air meets easy living. Step inside to a bright, open-concept living, kitchen, and dining space made for entertaining- a gas range for the chef- and a screened porch where your morning coffee comes with ocean views and your evenings come with island breezes. Three bedrooms, two baths, and thoughtful finishes throughout make this home as comfortable as it is charming. Outside is where this property truly shines. Unwind under your own tiki hut, take a dip in the pool, or load up the boat at your private lift and floating dock -- perfect for kayaks, paddleboards, and all your water toys. Beneath the home you'll find generous storage plus covered parking for cars, boat trailers and other vehicles, ideal for Keys living and all your gear. Mature fruit trees dot the property, adding to that true tropical, island-grown feel. Whether you're searching for a full-time slice of paradise or the ultimate weekend escape, this flow-through canal home offers boating access, privacy, and island charm just minutes from all the dining, sunsets, and live music Key West has to offer. Come see why life is better on island time.

99 Palm Dr, Saddle Bunch
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 621216 MLS
Discover the potential of this concrete constructed, waterfront pool home tucked away on tranquil Flamingo Island. Offering the ideal opportunity to renovate, personalize, and create your own Florida Keys retreat, this property features three bedrooms, two bathrooms, and nearly 1,300 square feet of interior living space. More than 600 square feet of screened porches invite relaxed indoor-outdoor living, while over 500 square feet of enclosed storage provides valuable additional space for boating gear, bicycles, fishing equipment, and more. Boaters will appreciate the newly constructed 60-foot wood dock, completed in 2025, along with excellent deep-water access through nearby Sister Creek. After a day on the water, unwind beside the concrete pool or enjoy the peaceful island surroundings. Additional improvements include a metal roof installed in 2020 and termite tenting completed in 2025 by Hammerhead Termite Control. Located behind the Florida Keys Golf and Country Club, Flamingo Island is a quiet, dog-friendly waterfront neighborhood close to everything Marathon has to offer. Take the golf cart to Sombrero Beach, Publix, nearby restaurants, and local conveniences. With superior concrete construction, substantial dockage, a private pool, generous outdoor living areas, and an inviting waterfront setting, this fixer-upper presents a rare blank canvas ready to be transformed into your ideal Keys escape.

105 Santa Barbara, Marathon
$5,400,000
6 Beds ⋅ 7 Baths ⋅ 621215 MLS
Step back into timeless Key West soul, where leaf-stamped garden paths, sun-dappled outdoor showers, and the gentle trickle of private pool waterfalls create an unforgettable Old Town sanctuary. Hidden behind a classic wooden gate just moments from the Historic Seaport and Duval Street, this compound offers two private, fully equipped homes on a lush 7,796-sq. ft lot, providing the ultimate luxury island retreat or multi-generational estate. Verdant foliage frames the wrap-around front porch of the front cottage, inviting you to sit back and enjoy quintessential island living. Inside, sky-lit vaulted ceilings with exposed wooden beams pour warm sunshine across white-painted walls and rich wood floors. The light-filled layout centers around an enchanting cottage kitchen filled with warmth and timeless charm that flows seamlessly into the living space and guest half bath. Three bedrooms-each featuring its own private ensuite bath-offer exceptional comfort. Floor-to-ceiling glass draws you out to an outdoor dining area and a sparkling heated pool nestled among vibrant gardens. Wander through the botanical grounds to the rear house, a custom-crafted two-story sanctuary built in 2016. Showcasing exquisite Hickory hardwood floors, whitewashed Cypress interior walls, and slate-tiled baths, this home balances coastal elegance with high-end luxury. The chef's kitchen boasts an elite ILVE range and custom cabinetry, flowing into open living quarters that slide open to the backyard oasis. The main floor offers versatile living with a guest suite that double-functions as a private home office with a built-in Murphy bed. Upstairs, a Craftsman staircase leads to a secondary guest suite with an ensuite bath and a sprawling primary retreat, complete with an oversized spa bath and a private balcony overlooking the second heated waterfall pool. Do not miss this rare chance to own one of Old Town's premier dual-home properties, complete with dedicated off-street parking for two cars.

613 Margaret St, Key West
$445,000
1 Beds ⋅ 2 Baths ⋅ 621214 MLS
Bonefish Towers located on Coco Plum is all about the water views. This beautifully updated 1 Bedroom, 1.5 Bathroom 5th floor condo has been totally renovated only a few years ago and will be sold furnished. Elegant entrance, lobby, and entertainment areas. Relax by the heated pool, workout in the gym, enjoy the sauna, socialize on the pier, fish from the dock, and play on the tennis court. Bonefish Towers is a complex that has something for everyone. The property has onsite management, and security. If you are looking for a fine level of living, great amenities, and water views then this condominium complex just may be the one for you.

2000 Coco Plum Dr Unit 503, Marathon
$5,499,000
5 Beds ⋅ 5 Baths ⋅ 621212 MLS
At the very tip of a private peninsula in the heart of the Florida Keys, this stunning Gulffront property delivers the ultimate waterfront lifestyle. Built in 2022, this 4,146 sq. ft. Coastal Modern residence was crafted by one of Marathon's premier builders with meticulous attention to detail, blending clean architectural lines with the relaxed elegance of island living. From the moment you arrive, the Gulf is your constant backdrop. Expansive walls of glass flood the interiors with natural light and frame endless turquoise waters. Every living area, from the two spacious lounges to the gourmet kitchen, was designed to maximize the view and the connection to the outdoors. The chef's kitchen is both beautiful and functional, featuring waterfall-edge quartz counters, premium stainless appliances, and abundant prep space. Whether hosting a casual brunch or an elegant dinner, this open-concept space flows seamlessly to indoor and outdoor gathering areas. Five ensuite bedrooms provide private sanctuaries for family and guests. The primary suite is a haven unto itself, offering a sitting area, spa-inspired bath, and a private porch where morning coffee comes with dolphin sightings and golden sunrises. Step outside to a personal resort: a shimmering pool with sun shelf, expansive patios for lounging, and a palm-lined peninsula with a fire pit at its tip. A deep-water dock, private boat basin, and 4-post lift make boating effortless, with 5' control depth ensuring smooth access to open water. This home offers the convenience of an elevator, an oversized 2-car garage, and low-maintenance construction designed for coastal living. Located 5 minutes from Marathon Jet Center, you can go from tarmac to tiki torch in record time. Whether it's a weekend escape, seasonal retreat, or full-time residence, this Gulf Front estate offers something truly rare: privacy, luxury, and the beauty of the Keys wrapped into one extraordinary address. Fantastic Rental History. Offer Turnkey.

875 50th St, Marathon
$1,225,000
3 Beds ⋅ 3 Baths ⋅ 621211 MLS
Welcome to 14 Spoonbill Way, an exceptional single-family residence nestled within the sought-after golf club community offering a relaxed, resort-style lifestyle in Key West. With 3 bedrooms, 2.5 baths, a spacious bonus room currently configured as a bunk room, and beautiful golf course and lake views, this home offers the ideal blend of comfort, versatility, and effortless entertaining. The main level is designed for gathering, with an open-concept floor plan that seamlessly connects the kitchen, dining area, and living room. Whether hosting friends for dinner or enjoying a quiet evening at home, the space feels bright, open, and inviting. The living area extends naturally outdoors to a generous back deck overlooking the golf course and lake, creating an idyllic setting for morning coffee, alfresco dining, or cocktails at sunset. Upstairs, the primary suite offers a peaceful private retreat with its own deck and a generously sized walk-in closet--an uncommon and highly desirable feature that sets this home apart from others in the community. Two additional bedrooms and a full bathroom complete the second floor. Life in the golf club community is about more than just the home. Residents enjoy access to an array of resort-style amenities, including two swimming pools, a fitness center, a beautiful butterfly garden, and more. 14 Spoonbill Way enjoys an especially convenient position within the community, located in close proximity to the larger resort pool and with nearby guest parking--an added advantage when entertaining. From its thoughtfully designed open living spaces and distinctive primary suite to its tranquil golf course and lake views and enviable access to resort amenities, 14 Spoonbill Way captures the essence of relaxed Key West living. A rare opportunity to enjoy a private residence with the amenities and atmosphere of a resort, all in Key West's desirable golf club community.

14 Spoonbill Way, Key West
$5,000
3 Beds ⋅ 3 Baths ⋅ 621210 MLS
Foreclosure Auction Ends September 15, 2026 at 9:00 AM EST. Explore this charming 3-bedroom, 2.5-bath residence set in a peaceful and well-located Homestead community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

146 Se 33rd Ter, Homestead