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169 Overseas Hwy, Rockland
$1,500,000
609364 MLS
10.5 Acre +/- Vacant Commercial Zoned ( C-2 ) Site on US #1 on Rockland Key , Bayside as you enter Key West. Approx. 1000 ft of Frontage on US #1 with 6.559 AC +/- of Upland filled from 5 ft to 9 ft elevation. $1,500,000.00 Price is Per Upland Acre. Existing billboard lease. Contact List agent for full package

169 Overseas Hwy, Rockland
3424 N Roosevelt Blvd, Key West
$1,500,000
3 Baths ⋅ 617342 MLS
Key West Jeep Adventures - Turnkey Tourism Business in Paradise Business Overview: Key West Jeep Adventures is a thriving, turn-key adventure rental company located in the heart of Florida's most iconic island destination. Specializing in premium Jeep Wrangler rentals, this business offers tourists the ultimate way to explore the Florida Keys in style and comfort. With a strong brand presence, high customer satisfaction, and a fleet of well-maintained, island-ready vehicles, this is a rare opportunity to own a profitable lifestyle business in paradise. Highlights: • Diverse Fleet: A mix of 2-door and 4-door Jeep Wranglers, many with convertible tops and custom island-themed wraps. • Prime Location: Centrally located in Key West with high visibility and easy access for tourists arriving by plane, cruise, or car. • Established Brand: Strong online presence, 5-star reviews, and a loyal customer base. • Proven Profitability: Consistent year-over-year revenue growth with scalable operations. • Turnkey Operation: Includes all vehicles, booking systems, website, marketing assets, and trained staff. • Partnership Ready: Relationships with local hotels, resorts, and travel agencies already in place. Growth Potential: Opportunities abound to expand services into guided tours, mapped excursions, or additional rental offerings such as scooters, e-bikes, or paddleboards. With Key West's year-round tourism and growing demand for experiential travel, the sky's the limit. Ideal Buyer: Perfect for an entrepreneur seeking a lifestyle business, an investor looking for a high-margin tourism asset, or a strategic buyer in the travel or adventure rental space. PRICE: $1,950,000 BUSINESS OP, INVENTORY: $2,700,000 SOLD SEPERATLY

3424 N Roosevelt Blvd, Key West
1504 Flagler Ave, Key West
$1,499,999
7 Beds ⋅ 5 Baths ⋅ 619911 MLS
Endless possiblities! Two units to rent for the investor or live in one and produce income from the other unit. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have a 2/1 floor plan and a mother in law lock out. All units have W/D hook ups and central air. Low maintence yardcare. Covered and dedicated parking with street parking as well. Great location close to downtown and the beaches. Owner is a general contractor and has lived in the home since 1972 and added the second story in 1994.

1504 Flagler Ave, Key West
247 Golf Club Dr, Key West
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 621966 MLS
Welcome to 247 Golf Club Drive, a beautifully refreshed tropical retreat nestled within The Sanctuary, the exclusive gated enclave of Key West Golf Club. Offering privacy, comfort, and effortless island living, this charming 3-bedroom, 3-bath residence features 1,600 square feet of inviting living space surrounded by lush tropical landscaping. Recently painted inside and out, the home presents a fresh, welcoming atmosphere. Inside, hardwood floors, abundant natural light, and an open, flowing floor plan create an ideal setting for everyday living and entertaining. The updated kitchen features granite countertops, stainless steel appliances, and generous cabinetry, opening to the spacious living and dining areas. Step outside and discover your own private tropical oasis. A heated swimming pool, brick-paved patio, outdoor shower, and beautifully landscaped, fully fenced yard provide the perfect setting for relaxing afternoons, outdoor dining, and entertaining under the Key West sunshine. A screened porch offers an additional space to unwind and enjoy the island breeze. Upstairs, the spacious primary suite features a private bath and covered veranda overlooking the tropical surroundings. Two additional bedrooms and a flexible bonus area offer comfortable accommodations for family and guests, with room for a home office or additional living space. Additional features include a covered carport, off-street parking, and hurricane-rated Bahama shutters. Residents of The Sanctuary enjoy gated privacy and access to resort-style community amenities, including two swimming pools, a fitness center, and beautifully maintained tropical grounds. Located just minutes from Old Town Key West, world-class dining, shopping, and entertainment, this move-in-ready island retreat offers the perfect balance of peaceful residential living and everything that makes Key West so special.

247 Golf Club Dr, Key West
6 Palmetto Dr, Big Coppitt
$1,499,000
621895 MLS
An Exceptional Gulf-Side Waterfront Opportunity in the Florida Keys! Discover the possibilities of this 12,855-square-foot vacant waterfront parcel in Big Coppitt Key, offering a unique combination of expansive Gulf frontage and protected canal access. Enjoy breathtaking open water views, spectacular sunsets, and the convenience of keeping your boat right at your own property. Existing boating features include a dock with boat lift and a grandfathered small boat launch, providing an ideal setting for boating, fishing, and exploring the surrounding waters. An electric gated entrance adds privacy, while the generous lot size presents exciting possibilities for designing a custom island residence with spacious outdoor living areas, a pool, and garage, subject to applicable building requirements and approvals. Whether you envision a luxurious waterfront escape or your forever home in paradise, this remarkable property offers the space, setting, and boating lifestyle to bring your Florida Keys vision to life. Opportunities to secure vacant waterfront land with both Gulf and canal frontage are increasingly hard to find. Make this extraordinary piece of paradise your own!

6 Palmetto Dr, Big Coppitt
13755 Overseas Hwy, Marathon
$1,499,000
4 Beds ⋅ 5 Baths ⋅ 621728 MLS
Existing improvements include a duplex and single-family home! A compelling investment and redevelopment opportunity in the heart of Marathon, this multi-family property offers immediate use along with significant long-term potential in one of the Florida Keys' most active markets. Fronting Overseas Highway with excellent visibility and convenient access, the property includes two concrete block buildings. One structure is configured as a three-bedroom, two-bath residence, while the second is arranged as a duplex with two efficiency studio units, each with a private bath. The property includes three residential property rights, creating flexibility for continued income-producing use or future redevelopment. For investors and developers, the location and existing configuration open the door to a variety of possibilities, whether the goal is to maintain the current multi-family setup, reposition the site, or pursue a larger development strategy. An additional opportunity exists to acquire the adjacent parcel along with submerged land rights, allowing a buyer to assemble a larger contiguous footprint and expand the potential of the overall site. Both properties are offered together under MLS number 620305. With its central Marathon location, direct Overseas Highway access, established residential use, and added development upside, this property presents a rare chance to secure a versatile piece of the Florida Keys market.

13755 Overseas Hwy, Marathon
1809 Seidenberg Ave, Key West
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 621680 MLS
Welcome to 1809 Seidenberg Avenue, a fully renovated island retreat in the heart of Midtown Key West. A full wall of pocket sliders opens the bright, open floor plan to the outdoors, so living space and backyard flow together. Out back you'll find one of the larger pools on the island, a spacious deck, a large chickee hut for shaded dining and lounging, and your own putting green, all inside a fenced yard with low-maintenance turf and mature tropical landscaping. Inside are 3 bedrooms and 2 baths, with quartz countertops, built-in cabinetry, stainless appliances, central air and ceiling fans throughout. The home is solid CBS construction with off-street parking. It's offered fully furnished and turnkey, with over $60K in rentals already booked for 2027. Whether you want a primary residence, a getaway or an income property, this one is ready to enjoy on day one. Schedule your private tour today!

1809 Seidenberg Ave, Key West
9104 Aviation Blvd, Marathon
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 621663 MLS
CANALFRONT DUPLEX WITH EXCELLENT BOATING & INVESTMENT POTENTIAL! Discover a fantastic opportunity to own this canalfront duplex in the heart of Marathon, offering excellent boating access and the flexibility of weekly vacation rentals! Situated on a 7,500 sq. ft. lot along an approximately 50' wide, crystal-clear canal, this property features two spacious 2-bedroom, 2-bath residences totaling 1,924 sq. ft. Each unit offers an inviting open floor plan, laundry, a private screened porch overlooking the water perfect for enjoying the tropical breezes and downstairs storage. Boating enthusiasts will appreciate the concrete dockage, with room to accommodate boats up to 36' on each side. Solid CBS construction with impact windows and standing seam metal roof. With weekly rentals permitted, this property presents outstanding income-producing potential, whether you choose to rent both residences or enjoy one while generating income from the other. Conveniently located behind the Marathon Airport with the public boat ramp close by and just minutes from dining, shopping, beautiful Sombrero Beach, and all the attractions that make Marathon a premier Florida Keys destination. An exceptional opportunity to enjoy the Keys lifestyle while capitalizing on the area's strong vacation rental appeal!

9104 Aviation Blvd, Marathon
2823 Patterson Ave, Key West
$1,499,000
2 Beds ⋅ 3 Baths ⋅ 621624 MLS
A TROPICAL OASIS IN NEW TOWN! Turnkey, fully furnished, and ready to enjoy, this private tropical retreat in Key West's Elamar Estates area of New Town makes island living effortless. Set on a 6,132 SF lot, this Mid Century Modern inspired home offers 1,751 SF of living space and an 80 SF pool house. Completely remodeled down to the studs in 2007, the residence features an open floor plan connecting the living room, dining room, Florida room, and kitchen, complete with premium appliances, including a Thermador five burner gas range. All main living areas overlook the lush backyard and a 28 x 12 foot heated kidney shaped pool. Two master suites, a third full bathroom with a Jacuzzi style tub and shower, custom closets, and a wine cabinet enhance the home's appeal. Enclosed by 7ft & 8ft privacy fences, the landscaped backyard offers a secluded poolside escape (perfect for your own ''no tan lines tan''). Additional features include a metal roof, impact windows and doors, central HVAC, tankless water heater, laundry room, five ceiling fans, sun protected carport, and a welcoming front porch framed by Zoysia grass and Christmas palms. Located on a quiet two block street with sidewalks and ample off street parking, the property is just half a block from the Lake McKillip boat ramp, offering access to the Atlantic and Gulf. Two kayaks are included. Shopping, restaurants, schools, and medical offices are conveniently nearby.

2823 Patterson Ave, Key West
1151 Sugarloaf Blvd, Sugarloaf
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 621524 MLS
Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.

1151 Sugarloaf Blvd, Sugarloaf
135 Tequesta St, Tavernier
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 620538 MLS
Waterfront 3/3 Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , Split level living layout which works great as in law quarters ,open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. 2 car garage, New AC, New appliances, large yard area plenty of parking , 60' Private Dock , Beautifully remodeled. Member of Founders Park with access to pickleball. swimming Pool , Beach, tennis and more. Own your own slice of paradise

135 Tequesta St, Tavernier
11563 4th Ave, Marathon
$1,499,000
2 Beds ⋅ 2 Baths ⋅ 620337 MLS
Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

11563 4th Ave, Marathon
11600 1st Ave Unit 32, Marathon
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 610221 MLS
LUXURIOUS townhome in desirable INDIGO REEF located in Marathon! One of the most beautiful units in this upper end development with immaculate interior finishes and spectacular OPEN WATER views right out your back door. Take a short walk to your deeded 31' boat slip offering the only BOAT LIFT in the development. Easy bay and Atlantic Ocean access to enjoy amazing fishing, snorkeling and diving or take a boat ride to nearby waterfront restaurants. Fully furnished and spacious 3bd/2.5ba, open living area floor plan. Enjoy breathtaking sunsets from the large patio off of the living room or master bedroom. Indigo Reef offers beautifully manicured grounds with lush tropical landscaping. Assigned covered parking and enclosed a/c spacious storage area. Outstanding amenities include a resort style pool and fitness center. Weekly rentals allowed making this an amazing investment. You will truly love living the FL Keys Lifestyle in Indigo Reef! Following is a list of outstanding features.....12,000 LB custom boat lift with remote and auto stop. PVC dipped piles. 2022 Trane A/C with new composite A/C condenser platform. Foam insulated walk around attic storage, climate controlled with ceiling drop down attic ladder. Second attic storage in carport with ceiling drop down attic ladder. 2022 ADT monitored touch screen alarm system with CCTV camera system and app controlled viewing. App controlled keypad door lock and Wifi hub. App controlled A/C thermostat. Whole home Surge Protector. Sony wall mounted LED smart TVs. Built in Samsung Surround sound System in living room. Sony Surround sound in Master Bedroom. Custom kitchen wall tile, above and below LED cabinet lighting with custom cabinet crown. Matching GE Profile kitchen appliances with glass top oven. Reverse Osmosis drinking water and ice. Ultra high end silver imbedded window treatments. Exotic ceiling fans in all bedrooms and living room. Samsung washer and dryer.

11600 1st Ave Unit 32, Marathon
777 W 63rd St, Marathon
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 622037 MLS
Your Private Waterfront Paradise Awaits in the Heart of Marathon! Experience the ultimate Florida Keys lifestyle in this beautifully transformed waterfront retreat, where exceptional boating amenities meet your own private tropical oasis! With over $260,000 invested in recent improvements, this property offers an incredible combination of comfort, coastal style, and outdoor living. The true showstopper is the spectacular new resort-style swimming pool, surrounded by elegant pavers, lush tropical landscaping, and inviting outdoor entertaining spaces. Fully fenced for privacy, this backyard paradise is perfect for relaxing beneath the pergola, gathering with friends, or unwinding after a day on the water. Boating enthusiasts will appreciate the 80-foot concrete dock, 15,000-pound boat lift, dual jet ski lift, underwater fish lights, and convenient step-down dock with swim ladder. With immediate ocean access, your next adventure is always just minutes away! Inside, soaring wood ceilings, abundant natural light, and skylights complement a beautifully refreshed interior featuring a stunning kitchen with waterfall quartz countertops, updated backsplash and fixtures, new bedroom flooring, and an added upstairs half bath. The spacious screened lanai extends the living space and invites you to enjoy the island breezes. Additional highlights include impact windows and doors, a 2018 metal roof, 2022 A/C, generous lower-level storage, and ample boat and RV parking. With weekly rental potential, this exceptional property is equally suited as a personal island escape or investment opportunity. Discover waterfront living at its finest in the heart of the Florida Keys!

777 W 63rd St, Marathon
101 Front St Unit 10, Key West
$1,495,000
2 Beds ⋅ 3 Baths ⋅ 621932 MLS
This bright and airy Foundry townhome in the exclusive gated Truman Annex community is a perfect Key West property! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The open floor plan allows for an easy flow from living space to dining room to kitchen. The half bath is located on the first floor for convenience. Make your way up the stairs to the primary suite, located on the second floor, with an ensuite bath Enjoy morning coffee on your private balcony. The washer and dryer are located on this floor. The floor to ceiling French doors and windows allow light to encompass the space. The guest suite is located on the third floor also with an ensuite bath. The wall to wall windows allow natural light to flood the room. This home has a designated off street parking spot for 1 vehicle located just out front of the private courtyard. The Foundry swimming pool is a short walk away. This townhome is just down the block from Truman's Little White House, and is an easy walk or bicycle ride to Ft. Zachary Taylor Park, The Coffee Butler Amphitheater and the Truman Waterfront, as well as the world famous Mallory Square and Duval St. Make this townhouse your own Piece of Paradise!!

101 Front St Unit 10, Key West
22 Mangrove Ln, Key Largo
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 621491 MLS
Welcome to Paradise Point at Lake Surprise II, an exclusive gated community where luxury meets tranquility. Located at the beginning of Key Largo at Mile Marker 106 on the bayside, this private community features only 30 homes. This property is ideally positioned in just seven homes from the bay and offers exceptional waterfront living. Main features CBS construction with two levels of living space Main residence with 3 bedrooms and 2 bathrooms Plus a new full one-bedroom apartment downstairs Property Highlights Bay canal frontage with direct water access Concrete dock measuring 37 feet approx. , plus an additional 8 feet with polymer-treated wood -Two 5,500-pound boat davits Fishing station and built-in outdoor kitchen and entertainment area A family-size jacuzzi -Impact windows - Impact doors all trough out the residency Parking for 4-5 vehicles, plus RV parking with a 50-amp connection Income property or permanent living - Short term lease available ask for details. Upper level 3 Bed 2 full baths -tile floors open layout - combined living dining and open kitchen 'white cabinets '3 separate sliding doors 'open to and wraparound terrace -high ceilings - main glass door - Decorated to perfection - furniture is negotiable - Upper level is rented - lease expired February 2027 Ground level 1 full apartment - design to perfection - high ceilings - open small kitchen granite top built in cabinets - 3 closets - impact windows - new bathroom with outdoor access - One screen porch - one cover outdoor porch connects to the back patio - canal- concrete dock over 40 Ft - jacuzzi - shed storage - boat davits - deep canal - partial bay view - Gated private community - Camera security control - New listing - price right - easy to show

22 Mangrove Ln, Key Largo
36 Park Rd, Islamorada
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 621431 MLS
Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space. Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a spacious open-concept layout ideal for both everyday living and entertaining. Soaring 10-foot vaulted ceilings and oversized 8-foot doors define the home's modern architectural style. Additional highlights include a two-car garage, swimming pool, low-maintenance turf, and quality construction that sets a new standard for homes in the area. Located in desirable downtown Islamorada, you're close to popular restaurants, shopping, a grocery store, and a beloved brewery. With new construction permits currently suspended in Islamorada, opportunities like this are becoming increasingly rare. Don't miss your chance to own one of the last newly built homes in this prime location - this property truly checks all the boxes.

36 Park Rd, Islamorada
1119 Calder Rd, Key Largo
$1,490,000
3 Beds ⋅ 2 Baths ⋅ 619109 MLS
Welcome to your slice of paradise in Key Largo's Cross Key Waterways! This newer 3-bedroom, 2-bath home blends comfort and coastal charm with easy-care wood-look tile floors and bright white shaker cabinets throughout. Boaters will love the concrete dock right out back and the quick access to the ocean through Adams Cut. The spacious carport keeps your car and boat protected, while the wide-open canal views set the stage for relaxing mornings and unforgettable sunsets. PLUS!!! Sellers are currently going through the permitting process for a boat lift.

1119 Calder Rd, Key Largo
2519 Staples Ave, Key West
$1,487,000
4 Beds ⋅ 4 Baths ⋅ 621374 MLS
Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclable and desirable streets in Midtown. Recently completed renovations offer the opportunity to be the first to live in this thoughtfully rethought home, where modern upgrades meet relaxed island living. Spanning approximately 2,100 sq ft, the property features 4 bedrooms and 3.5 bathrooms, with a layout designed for both comfort and functionality. The primary suite serves as a private retreat, complete with direct access to the backyard, a spacious walk-in closet, and a beautifully appointed ensuite bathroom. Outdoor living is where this home truly stands out. A newly installed pool with elegant deck jets creates a serene, resort-style setting, fully enclosed for privacy. The new addition of a bright and airy pool room offers a seamless indoor-outdoor flow- perfect for entertaining or unwinding. There is a separate sitting and dining area for eating and lounging el fresco. Beautiful mature fruit trees provide shade and produce fruit annually. Additional upgrades include all impact windows and doors, providing peace of mind and energy efficiency throughout. New sewer and plumbing pipes to the road. New electrical and a new water heater. There is plenty of parking for a boat, a truck, a golf cart and a car. Properties offering this combination of lot size, location, and new construction-level renovations are exceptionally rare in Key West. Whether you're seeking a full-time residence, a family home, or a vacation retreat, this property delivers. House is being offered fully furnished minus personal items, art, and rugs. A true standout opportunity in Midtown, don't miss it!

2519 Staples Ave, Key West
27433 Antigua Ln, Ramrod
$1,480,000
4 Beds ⋅ 3 Baths ⋅ 617241 MLS
NEW CONSTRUCTION WATERFRONT HOME. BRAND-NEW POOL INSTALLED. RECENTLY APPRAISED AT $1.6M. Price reduced for quick sale! Completed in 2025 and move-in ready, this 4-bedroom, 3-bath waterfront residence on Ramrod Key blends modern coastal design, quality construction, and exceptional boating access within a classic waterfront setting. Built for the Florida Keys lifestyle, the home features solid CBS construction, a metal roof, & impact-rated windows and doors for durability, efficiency, & peace of mind. A brand-new pool has been installed, and a premium outdoor kitchen is already installed, creating a turnkey space for outdoor entertaining and relaxed island living. Inside, natural light fills the open-concept floor plan, where porcelain tile flooring, a striking floating staircase, and designer fixtures create a clean, sophisticated coastal aesthetic. The chef-inspired kitchen features quartz countertops, shaker-style cabinetry, stainless steel appliances, & an easy connection to the spacious living & dining areas. Expansive terraces extend the living space outdoors, offering tropical breezes & waterfront views. For boaters, the property offers direct water access from a brand-new 150-square-foot composite dock. From here, the best of the Lower Keys is within easy reach from Looe Key Reef & nearby sandbars to exceptional fishing, diving, island hopping, & sunset cruising. Thoughtfully designed with sustainability in mind, this Green Certified home also includes a 3 kW solar system, water cistern, & greywater reuse system, pairing modern comfort with environmentally conscious features and the potential for long-term utility savings. A garage & generous ground-level storage provide plenty of room for kayaks, paddleboards, fishing gear, dive equipment, & everything needed to enjoy life on the water. With direct boating access, a 30' dock, pool, outdoor kitchen, and a recent appraisal of $1.6 million, this waterfront home offers the best of Florida Keys living.

27433 Antigua Ln, Ramrod
128 Dove Ave, Tavernier
$1,478,900
4 Beds ⋅ 3 Baths ⋅ 621469 MLS
An oceanside canal front gem complete with 10K boat lift, 2 separate living levels, custom chickee hut and parking for 8+ cars just a stone's throw from trendy Islamorada, this exceptional home might just be your lucky find! Offering direct access to Rodriguez Key sand flats, Tavernier Creek for bay access and all of the best upper Keys reefs for exceptional snorkeling or fishing plus a great location at MM94, this completely updated super well maintained home puts you right in the middle of the action yet offers a level of peace and tranquility rarely found these days. Coastal luxury is the theme on the upper level boasting 3 bedrooms (1 currently a custom walk-in closet and 1 a canal front office with glorious views), 2 bathrooms and a stunning open concept custom kitchen/dining/living room area with tons of added storage. The lovely cozy lower level is the perfect in-law/guest suite offering another bedroom/bath/kitchen/living room. Endless possibilities, perfect location, and direct ocean access - this must be the one for you!!

128 Dove Ave, Tavernier
1211 Knowles Ln, Key West
$1,475,000
3 Beds ⋅ 3 Baths ⋅ 618863 MLS
Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

1211 Knowles Ln, Key West
27374 Guadaloupe Ln, Ramrod
$1,469,000
3 Beds ⋅ 3 Baths ⋅ 620954 MLS
*Construction process underway. Expected completion November/December 2026 Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating canal in the Lower Florida Keys, and close to Key West! Tucked away in a quiet, peaceful neighborhood. Inside, the home features generous living space, providing ample room to stretch out and make it your own. Indoor-outdoor living is at its best here, with a private swimming pool just steps from the back door--perfect for unwinding after a day on the water or enjoying sunny Florida afternoons. For boaters, the canal location offers easy water access, along with the convenience of a 10,000-pound boat lift to safely store your boat out of the water. After a day of fishing, cruising, or exploring, dock your vessel with ease and relax as you take in the beautiful waterfront views. Or stay on the screened in covered porch and enjoy the Keys breeze! The roughly 1100 sqft garage/lower enclosure offers abundant storage space for all your tools, pool toys, and outdoor gear, keeping everything organized and clutter-free. Plus, with a newly built home designed to the latest building codes, you'll benefit from low insurance rates, ensuring peace of mind and minimized risk from tropical weather. This home offers the ideal combination of comfort, convenience, and the laid-back Florida Keys lifestyle. Don't miss the opportunity to make it yours--schedule your private showing today at the model home. Photos are of model home and may not fully depict to be built home. Seller is licensed FL real estate agent.

27374 Guadaloupe Ln, Ramrod
1821 Harris Ave, Key West
$1,450,000
9 Beds ⋅ 7 Baths ⋅ 621995 MLS
Located in the heart of Midtown Key West, this versatile triplex offers a great opportunity for multigenerational living or investment. The front unit is a single-level 3-bedroom, 3-bathroom residence with an additional room that can be used as a home office, playroom, or flex space. The two rear units each feature 3 bedrooms and 2 bathrooms, with a two-story layout offering kitchen and living areas on the main level and bedrooms and bathrooms upstairs. All three units are currently rented, with the front unit generating $4,800 per month and each of the rear units renting for $3,400 per month, providing a total monthly rental income of $11,600. Whether you're looking for a spacious home with the potential for supplemental rental income, a property to accommodate extended family, or an investment opportunity, this triplex offers plenty of possibilities. Conveniently located in Midtown, just minutes from Downtown Key West, shopping, dining, and entertainment.

1821 Harris Ave, Key West
990 41st St Unit 8, Marathon
$1,450,000
621987 MLS
Vacant Bay Side Lot with Dock Slip - Marathon, FL. Build your dream home in the heart of the Florida Keys! This vacant lot on the bay side offers a rare opportunity to create your own tropical retreat. Enjoy direct access to the water with an assigned boat dock slip - perfect for boating, fishing, and soaking in stunning Keys sunsets. Located in a desirable Marathon community, this property combines convenience with the unmatched beauty of island living. Whether you're planning a full-time residence, vacation home, or investment property, this lot provides the perfect foundation for your vision.

990 41st St Unit 8, Marathon
990 41st St Unit 7, Marathon
$1,450,000
621812 MLS
Vacant Bay Side Lot with Dock Slip - Marathon, FL Build your dream home in the heart of the Florida Keys! This vacant lot on the bay side offers a rare opportunity to create your own tropical retreat. Enjoy direct access to the water with an assigned boat dock slip--perfect for boating, fishing, and soaking in stunning Keys sunsets. Located in a desirable Marathon community, this property combines convenience with the unmatched beauty of island living. Whether you're planning a full-time residence, vacation home, or investment property, this lot provides the perfect foundation for your vision.

990 41st St Unit 7, Marathon
246 Pescayo Ave, Marathon
$1,450,000
621717 MLS
One of the best buildable lots in the City of Marathon for large boats and immediate ocean access. Can't find the right home? Build your own! 10,444 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Lot has a City of Marathon TRB on the lot so no waiting to start construction. Dock permit is available with some reconfiguration required. Subject lot, and the adjacent lot 248 Pescayo may also be available as a double lot. Building plans for home on both lots are available as well.

246 Pescayo Ave, Marathon
1 S Kyle Way Unit 101, Marathon
$1,450,000
2 Beds ⋅ 2 Baths ⋅ 621612 MLS
Trophy waterfront property beside the iconic Seven Mile Bridge. Solara is a boutique collection of just 24 new residences in Marathon: 21 two-bedroom homes and only three three-bedroom residences. Residences begin one story up, so balconies frame views of the ocean and the bridge. Every residence includes a deeded boat slip, a nightly rental license and dedicated parking, plus trailer parking on an association-owned lot just around the corner. Modern coastal interiors feature 9-foot ceilings, waterfall-countertop islands and stainless appliances. Residents share a resort-style pool and spa set in tropical landscaping. Construction begins soon. Reservations now open.

1 S Kyle Way Unit 101, Marathon
31536 Ave F, Big Pine
$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
8401 Gulf Of Mexico Blvd Unit #401, Marathon
$1,450,000
2 Beds ⋅ 3 Baths ⋅ 620503 MLS
Introducing 8401 Gulf of Mexico Blvd #8401, an exceptional waterfront penthouse with Boat Slip #23, located in the prestigious Seawatch community of Marathon, Florida. Renovated in 2023 and meticulously maintained since, this top floor residence offers an impressive combination of comfort, style, boating access and one of the most captivating open water views in the community. From the moment you step inside, expansive impact windows frame breathtaking Gulf views and fill the living space with natural light. The spacious layout features two generous suites, an open living and dining area and a clean coastal feel designed for relaxed Florida Keys living. The 2023 renovation included thoughtful updates to the kitchen, bathrooms, flooring and interior finishes. The kitchen offers updated cabinetry and appliances, while the remodeled bathrooms feature updated tile and showers, creating a move in ready residence that has been carefully improved and maintained. Seawatch is known for one of the most impressive amenity packages in the Middle Keys, including a gated entrance, marina, resort style pool and spa, cabanas, fitness center, clubhouse/event room, tennis & pickleball courts, elevators, tropical landscaping, natural habitat areas, lake and generous open space rarely found in a condo community. Complete with protected dockage and a premier waterfront setting, this Seawatch penthouse is ideal as a full time residence, seasonal retreat, or low maintenance Florida Keys getaway. Enjoy boating, views, privacy and resort style amenities all in one of Marathon's most desirable waterfront communities.

8401 Gulf Of Mexico Blvd Unit #401, Marathon

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