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2240 Yellowtail Dr, Marathon
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 608599 MLS
This east facing, solid concrete 3-bedroom, 2-bathroom vacation rental is furnished and designed for both relaxation and aquatic adventure. As you arrive, the paved driveway leads you to a home that is wrapped in the warmth of the Florida sun. This home is in excellent condition and offers a keyless system that ushers you into the living space where the natural light floods through plantation shutters. The living area, with its comfortable furnishings and inviting ambiance, flows seamlessly into a well-appointed dining space and fully equipped kitchen with stainless steel appliances. The metal roof is easy to maintain while the entire home maintains a cool, coastal vibe with its tile flooring throughout. Step outside, and you're greeted by a gated yard that's fenced for privacy, and generously sized, ideal for pets or hosting lively outdoor gatherings. But the true crown jewel of this property is its 60 feet of dockage, complete with a step-down kayak launch and a separate step-down boat launch, offering direct access to the Gulf for endless nautical excursions. For those who live for the water, the property's dock is a dream come true, equipped with power and water, a swim ladder for an effortless dip in the sea, and a fish cleaning station to prepare your fresh catch. Whether you're setting off for a day of fishing or simply basking in the beauty of the Gulf, this home caters to all your seafaring desires. Back on land, an exterior storage shed provides ample space for all your gear, from fishing rods to snorkeling equipment. The large yard, kissed by the morning sun, becomes a sanctuary in the afternoons, offering shade and a cool place to unwind after a day on the water. This home is a fully furnished escape that embodies the spirit of vacation living. With its blend of style, comfort, and waterfront features, this home is ready to be a vacation rental or your own private retreat in the enchanting Florida Keys. Experience direct Gulf access in this Marathon gem

2240 Yellowtail Dr, Marathon

162 Jo-Jean Way, Tavernier
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 618624 MLS
Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character of years past complete with screened in patio across the front of the home. The 2021 update included new electrical and modern AC . A separate 1 bedroom/1 bath cottage, fully renovated in 2022 with new electrical and HVAC, sits privately at the rear of the property with its own laundry, driveway & parking. The estate sized lot measures roughly 165 × 60 ft and features lush landscaping with accent lighting, two storage sheds and ample room for boat or trailer parking. A newer metal roof (2018) and above flood elevation certificate add to the property's resilience. Enjoy the convenience of being walking distance to shops and dining in Tavernier, with a public boat ramp at the end of the street for quick access to the bay. This turnkey, no HOA property embodies the easygoing Keys lifestyle, offering space, flexibility and charm in one of the Upper Keys' most desirable neighborhoods.

162 Jo-Jean Way, Tavernier

162 Jo Jean Way, Tavernier
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 618620 MLS
Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character of years past complete with screened in patio across the front of the home. The 2021 update included new electrical and modern AC . A separate 1 bedroom/1 bath cottage, fully renovated in 2022 with new electrical and HVAC, sits privately at the rear of the property with its own laundry, driveway & parking. The estate sized lot measures roughly 165 × 60 ft and features lush landscaping with accent lighting, two storage sheds and ample room for boat or trailer parking. A newer metal roof (2018) and above flood elevation certificate add to the property's resilience. Enjoy the convenience of being walking distance to shops and dining in Tavernier, with a public boat ramp at the end of the street for quick access to the bay. This turnkey, no HOA property embodies the easygoing Keys lifestyle, offering space, flexibility and charm in one of the Upper Keys' most desirable neighborhoods.

162 Jo Jean Way, Tavernier

490 10th St, Key Colony
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 620777 MLS
Welcome to waterfront living in Key Colony! From the decorative gated entry and covered front patio, this beautifully maintained 2-bedroom, 2-bath half duplex offers 1,328 square feet of comfortable indoor-outdoor living. Inside, the light-filled interior features marble flooring, a spacious living area overlooking the water, and an updated kitchen with white cabinetry, granite countertops, stainless steel appliances, and a generous center island. Step outside to a private, fenced brick-paver patio surrounded by tropical landscaping--the perfect setting for morning coffee, outdoor dining, or relaxing by the canal. Boaters will appreciate the 37.5-foot dock and convenient access to the best of the Florida Keys lifestyle. Major updates include a new metal roof and new air-conditioning system, both installed in 2023. Additional features include ample outdoor storage and an interior laundry area. This property also offers an established history as a successful vacation rental, making it an excellent opportunity for buyers seeking a full-time residence, seasonal getaway, or income-producing waterfront retreat in desirable Key Colony Beach.

490 10th St, Key Colony

1 Stillwright Way, Key Largo
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 620540 MLS
**NEW PRICE! Your Key Largo waterfront lifestyle awaits!** In the Florida Keys, life happens just as much outside as it does inside, and this canal-front corner property offers the space to enjoy it all! Situated on a generous lot, this solid concrete 2-bedroom, 2-bath home combines boating access, practical features, and the laid-back lifestyle that makes Key Largo so desirable. One of the property's standout features is the oversized enclosed garage, providing exceptional space for vehicles, boat gear, fishing equipment, dive gear, paddleboards, or a workshop. Inside, you'll find an updated kitchen and a comfortable, move-in-ready interior, complemented by a durable metal roof. Spend your days exploring the bay, fishing the surrounding waters, or cruising to your favorite waterfront restaurants. Nearby Adams Cut provides access to the ocean for diving, snorkeling, and offshore adventures. With its spacious corner lot, canal frontage, versatile garage, and convenient Upper Keys location, this property offers an opportunity to make the most of Keys living. Whether you're looking for a full-time residence or a weekend getaway, there's plenty of room to make it your own. **Freshly priced and ready for its next owner!** Easy to show. Contact Katie Raskob to schedule your private tour.

1 Stillwright Way, Key Largo

5018 Sunset Village Dr Unit D-050, Duck Key
$1,048,000
3 Beds ⋅ 3 Baths ⋅ 620817 MLS
DUCK KEY - Experience the ultimate Florida Keys lifestyle in this stunning 3-bedroom, 3-bath Villa located in the world-renowned Hawks Cay Resort. Perfectly positioned to maximize rental income, this property allows lucrative nightly rentals, making it an exceptional investment opportunity or a luxurious personal retreat. The crown jewel of this residence is its spectacular, unobstructed harbor view. Wake up to incredible open water views of Tom's Harbor, relax on your balcony, or watch the vibrant sunset over the Gulf from your primary suite balcony. As one of the few spacious 3-bedroom, 3-bath floor plans on the harbor, the property is beautifully maintained and offered completely turn-key with stylish, comfortable decor. Boaters will love the convenience of available dock rentals nearby or boat launch (for a small fee). By joining the Hawks Cay Rental Program, you and your guests gain seamless access to premier resort amenities, including multiple heated pools, a full-service marina, a luxury spa, daily activities, and fantastic on-site dining. Whether you are looking for a profitable nightly rental property or a turn-key island paradise, this Villa delivers it all. Schedule your private tour today! B&BATVAI

5018 Sunset Village Dr Unit D-050, Duck Key

85 Henry Morgan Dr, Key Largo
$1,025,000
3 Beds ⋅ 2 Baths ⋅ 622013 MLS
Michelin-Star Kitchen with endless entertaining opportunities are what sets this property apart from the rest. If you like to prepare food and entertain family and guests, look no further. Located in a peaceful neighborhood the home is surrounded by lush tropical landscaping including mature Mame and Mango Trees, Lime and Key Lime Trees. Recently updated and remodeled, this property is ready for you to enjoy Island living at it's finest. The innovative kitchen features dual Miele refrigerators, a professional-grade Wolf gas range with double ovens, a deep hammered copper farm sink, and a copper range hood. Black walnut cabinetry, rough-sawn and imported, compliment the sophisticated space. A total of 1,499 sq ft of living space with 3 bedrooms and 2 full baths. The interior features custom woodwork, imported walnut doors, copper sink basins and high-tech lighting. The 7500 sq ft lot spans the block giving access to the property from two streets. Each of the driveways feature pavers that compliment the property's highly maintained exterior. Enjoy dining outdoors under the covered lanai with a built in grill and fire pit. Concrete Block Construction with concrete siding and copper gutters. All impact rated windows and doors. In the X flood zone of the Pirates Cove subdivision, you have access to a private boat ramp, beach and Clubhouse. This property has everything you have been looking for. It is a must see!

85 Henry Morgan Dr, Key Largo

126 3rd Ln, Key Largo
$1,025,000
3 Beds ⋅ 3 Baths ⋅ 620570 MLS
Opportunity is knocking to create your ideal Florida Keys retreat. Nestled in a quiet neighborhood, this canal front stilt home features a spacious upstairs with 2 bedrooms, 2 full bathrooms and a large loft perfect for a home office or 3rd bedroom. The ground level expands the possibilities with a covered patio overlooking the canal and a versatile nonconforming enclosed room with a full bathroom--ideal for guests or indoor/outdoor entertaining. The property features 45ft of dockage and a private ramp that can accommodate jet skis, kayaks, paddleboards or a small skiff. Get lost in paradise exploring the many creeks within Largo Sound and John Pennekamp State Park. This location offers easy boating access to both the Atlantic Ocean and Florida Bay through South Creek or Adams Cut. Great location near Key Largo's best restaurants, shopping and grocery. Take advantage of this opportunity to renovate or build new in one of Key Largo's most sought-after boating communities.

126 3rd Ln, Key Largo

119 Zane Grey Creek Dr, Long Key
$1,024,900
3 Beds ⋅ 2 Baths ⋅ 621478 MLS
SPACE, WATERFRONT & THAT SMALL-TOWN KEYS LIFESTYLE! At 1,830 sq ft, this is one of the larger canal-front homes you'll find in Layton. This 3 bed/2 bath ground-level home sits on a raised lot, positioned above the street & higher than many of the ground-level homes in town. Lovingly cared for by the same owners for 20 years, the home has seen thoughtfully updates throughout the years & is ready for its next chapter. Inside, the wide, open living space is filled with natural light & offers beautiful views straight out to the canal. All 3 bedrooms & both bathrooms are generously sized, including a dedicated primary suite with its own ensuite bath. Outside is where the Keys lifestyle really comes to life. Located on Layton's deep main canal, the property features 50 feet of dockage and a canal side tiki hut providing a welcoming outdoor living space. The eastern exposure brings beautiful morning sunlight across the water, making the tiki the perfect place for morning coffee before heading out for a day on the boat.Here in the Keys, the lifestyle a home provides is just as important as the home itself. Tucked between Islamorada & Marathon, Layton offers quiet, small-town island living with the Gulf, Bay & Ocean all within easy reach. Spend your days boating & fishing, play pickleball at the town courts, explore Long Key State Park or grab a bite at the local bar & grill. It's laid-back Keys living with the water right outside your back door.

119 Zane Grey Creek Dr, Long Key

1133 W Ocean Dr Unit 13, Key Colony
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 616438 MLS
Significantly reduced quarterly dues effective January 2027. Coastal Oceanfront 3 bedroom, 2 and a half Bathroom Condo in Key Colony Beach. Welcome to your slice of paradise at the southernmost point of Key Colony Beach! This spacious condo offers breathtaking views of the Atlantic and an unbeatable combination of peace and comfort, with investment potential. Step inside to an open-concept living space filled with natural light and beachy charm. Enjoy morning coffee or evening cocktails on your private balcony as the waves roll in. The spacious primary suite features ocean views, an en-suite bath, and ample closet space, while two additional bedrooms provide room for family or guests. Resort-style amenities include: Expansive oceanfront pool and hot tub, private fishing pier for sunrise casts and sunset strolls, two grilling areas perfect for outdoor dining and entertaining, a sports court for active fun under the sun. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this condo fits the bill with weekly rental capability, making it an excellent investment opportunity in the heart of the Florida Keys.

1133 W Ocean Dr Unit 13, Key Colony

1325 Ave H, Marathon
$999,999
3 Beds ⋅ 2 Baths ⋅ 621811 MLS
Water lovers, this one is for you! Adventure meets comfort in this fully renovated Coco Plum retreat, ideally positioned to enjoy the best of the Keys both on land and on the water. Located in a quiet beach community surrounded by lush protected mangroves, this property offers direct access to Coco Plum Canal, leading to the Atlantic Ocean, Valhalla Sandbar, Sparky's, The Island, and other favorite waterfront destinations just a boat ride away. And when you're ready to enjoy the beach, beautiful Coco Plum Beach is just a short walk or bike ride away! Set on a double lot, there's plenty of room for your boat trailer, RV with 30-amp hookup, and 4+ vehicles. A 60' aluminum dock with premium Trex decking, new riprap seawall and backfill, 2021 tiki hut, and custom fish-cleaning station create the ultimate outdoor setup for boating, fishing, entertaining, and enjoying the Keys lifestyle. Inside, this beautifully renovated home is packed with upgrades, including impact windows and doors, standing-seam metal roof, updated A/C and ductwork, spray-foam insulation, tankless water heater, new plumbing, re-stuccoed exterior, quartz countertops, Electrolux appliances, custom closets, solid wood doors, and stylish craftsman finishes. If your dream is to step outside your door and be on the water in minutes, while still being just a short walk or bike ride from the beach, this is the Coco Plum property you've been waiting for. Bring your flats boat, kayak, paddleboard, and Keys lifestyle--properties offering this combination of location, water access, oversized land, and extensive renovations are rare. Don't wait to make this waterfront retreat yours--schedule your private showing today and start living the Coco Plum lifestyle!

1325 Ave H, Marathon

230 Key Honey, Tavernier
$999,999
4 Beds ⋅ 3 Baths ⋅ 621629 MLS
Charming Florida Keys Cottage Tucked Away on a Quiet Dead-End Street! 4 bedrooms, 3 bathrooms, plus a den/office, and an additional 500+ sq. ft. air-conditioned workshop/garage/utility room. Enjoy the added perks of living in the Village of Islamorada, where residents can launch their boats at Founders Park free of charge with valid proof of residency. The park also features a new playground and a beautiful beach, making it a wonderful spot for family fun and enjoying the Florida Keys lifestyle. Nestled among beautiful mature trees on a peaceful dead-end street, this charming Florida Keys cottage offers the perfect blend of privacy, character, and island living. Built with solid concrete construction, this home offers far more space than meets the eye, with a surprisingly spacious layout that makes the most of every square foot. Step outside to your own tropical retreat, complete with a private swimming pool surrounded by lush greenery, creating the ideal setting for relaxing or entertaining. With its inviting cottage charm, generous living space, and tranquil surroundings, this hidden gem captures the laid-back lifestyle that makes the Florida Keys so special. Conveniently located near the hospital, top-rated schools, shopping, and a variety of restaurants.

230 Key Honey, Tavernier

17 E Circle Dr Unit A, Saddle Bunch
$999,999
3 Beds ⋅ 2 Baths ⋅ 621018 MLS
Single family turn key home on the open water facing in the highly desired Bay Point neighborhood. Featuring 3 bedrooms, 2 bathrooms, granite countertops, upgraded porcelain plank tile floor, solid wood cabinets, hardiboard siding, low maintenance yard, tankless water heater, energy efficient appliances and AC, large master suite, and a nice deck overlooking the bay. Full concrete slab under the home with a legal 299 sqft downstairs enclosure with glass french doors opening up to the beach. Features two full car garage with louvers on both sides and you could potentially add a garage door on the front (buyer to verify). Built to the latest building code to withstand 180+ mph winds and elevated 7' above base flood elevation for best insurance rates possible. Includes orange, lemon and banana trees, sandy beach and fantastic boating access to Gulf and Atlantic waters. The Bay Point neighborhood features a community park with tennis, basketball, and green space and is located directly across the street from the house. Assumable flood policy available. Additional photos and drone footage coming soon! HOA is only $65 annually split between the neighbor due to a small shared area between two homes at the time of the original build for the county required set backs.

17 E Circle Dr Unit A, Saddle Bunch

4402 Marina Villa Dr, Duck Key
$999,999
3 Beds ⋅ 2 Baths ⋅ 620781 MLS
Experience expansive views of both the Atlantic Ocean and Florida Bay from this updated three-bedroom penthouse. The interior features high vaulted ceilings that create a bright, spacious feel, anchored by an updated kitchen with quartz counters and a dedicated coffee bar. Designed for privacy, the primary suite is separated from the living space by a pocket door and includes its own private bath, while the additional bedrooms share an ensuite bathroom. Floor-to-ceiling impact sliders lead to an expansive screened-in balcony, allowing you to enjoy the coastal breeze and ''views for days'' in any weather. Functional building features include an elevator, ground-level open parking with a covered parking option, and a dedicated 10'x10' (approx.) locked storage area for owners. This residence is perfectly situated just steps from Hawks Cay Resort, Marina slips, Dockside store and Angler & Ale restaurant. Whether you are watching the charter boats return with the daily catch or enjoying the full resort amenities through the onsite rental management participation, this property serves as an ideal primary residence, second home, or investment. Ownership is streamlined with building exterior insurance and professional onsite condo management.

4402 Marina Villa Dr, Duck Key

Not Provided
$999,999
3 Beds ⋅ 3 Baths ⋅ 618887 MLS
**Stunning Marathon Florida Waterfront Home Allowing Weekly Rentals With IMMEDIATE Income ** Welcome to your dream coastal escape! This exceptional 3-bedroom, 3-bath, FURNISHED townhome offers breathtaking rooftop views of the sparkling Gulf of Mexico and Vaca Cut, providing the perfect backdrop for a relaxed lifestyle by the sea. Experience luxurious living with two hot tubs -- one thoughtfully located on the ground floor for easy access, and the other perched atop the rooftop, ideal for soaking under the stars or admiring spectacular sunsets and boats cruising through the seas. This three-story townhome is located just a stone's throw away from the beautiful Key Colony Beach, so you can enjoy sun-soaked days on the shoreline and enjoy dining on the Ocean or shopping in the eclectic nearby stores. Take a Kayak Ride right from the community dock or soak in the waterside pool. Don't miss the opportunity to own this slice of paradise, where coastal charm meets modern comfort. Whether you're looking for a primary residence, a vacation getaway, or an investment property, this home is sure to exceed your expectations! See it in person and start imagining your life in this Turnkey waterfront oasis.

Not Provided

27416 Cayman Ln, Ramrod
$999,000
2 Beds ⋅ 2 Baths ⋅ 621701 MLS
Your boat, your backyard, the Atlantic just beyond the canal. Welcome to Breezeswept Dockside Retreat, a turnkey waterfront home on Ramrod Key designed for those who want to make the most of the Florida Keys boating, fishing, and diving lifestyle. With no-bridge ocean and gulf access, this property puts the Lower Keys' renowned fishing grounds, Looe Key Reef, backcountry waters, sandbars, and nearby Picnic Island within reach. The 40' wide canal offers approximately 3' control depth, with a fuel stop and dive shop conveniently located at its north end. The waterfront setup is ready for your next adventure, featuring 60' of composite dockage (2022), a 14,000-lb boat lift, and a 6,000-lb boat lift (both 2022). Whether you're heading offshore to fish, exploring the reefs, or cruising the backcountry, your next day on the water starts right at home. Back on shore, relax in the private saltwater pool, entertain on the spacious deck, or unwind on the full-length covered verandah overlooking the canal. The open-concept living area connects indoor comfort with the outdoor setting, while tropical landscaping adds to the island feel. Offered fully furnished and turnkey, this home is ready for your personal Keys escape, full-time living, or vacation rental use. Features: Saltwater pool (2019); metal roof (2018); central A/C (2022); lower enclosure (2021); 28-day minimum rentals permitted; voluntary HOA. Wind/homeowners insurance under $7,000 annually, plus an assumable flood policy of $520. If your ideal Keys day starts with a boat ride and ends with a swim in your own pool, Breezeswept Dockside Retreat deserves a closer look.

27416 Cayman Ln, Ramrod

2309 Flagler Ave, Key West
$999,000
3 Beds ⋅ 2 Baths ⋅ 621670 MLS
Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.

2309 Flagler Ave, Key West

148 Tequesta St, Tavernier
$999,000
3 Beds ⋅ 2 Baths ⋅ 621391 MLS
Build Now! Purchase price does not include the built home. This price includes the Canal Front Lot, Building Allocation from the Village of Islamorada, approved by the State, Building Plans, Dock Drawings. Highly desirable Plantation Key location, Indian Waterways Subdivision. Build your dream home now. Easy boaters access to Florida Bay and Ocean side. Close to Hospital, Schools, restaurants, local events. Free membership to Founders park with tennis, pickleball, community center, Olympic Pool (small fee) , Sandy beach, childrens playground and more. Voluntary Neighborhood Community Homeowners Park with boat ramp, sunset views and enjoyable sitting areas available for $200 annually. Call agent for Building Plans & drawings. Cross listed as Vacant Land MLS # 619899. Permit application PRSFC202101049. Some photos are conceptual and AI generated.

148 Tequesta St, Tavernier

11600 1st Ave Unit 23, Marathon
$999,000
3 Beds ⋅ 3 Baths ⋅ 621097 MLS
THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! WOW! An incredible opportunity to own in one of Marathon's most sought-after Gulf-front communities at a price rarely seen. Fully Furnished, turn-key, and ready for its next owner! Tucked away on more than 10 acres along the Gulf of Mexico, Indigo Reef offers the perfect combination of privacy, resort-style amenities, boating, and convenience, all just minutes from the heart of Marathon. Villa 23 is a spacious 3-bedroom, 2.5-bath townhome offering approximately 1,600 sq. ft., an open-concept floor plan, vaulted ceilings in the primary bedroom, and beautiful, unobstructed Gulf views from inside the villa and its covered porches. Freshly painted interior in 2025, the home features tile flooring, granite countertops, stainless steel appliances, and comes fully furnished and turn-key. For boaters, a separately deeded 35-ft boat slip conveys with the property and is located just steps from the villa, with quick access to both the Gulf and Atlantic through Vaca Cut. Spend the day fishing or boating, then come home, pour a Key lime margarita, and watch another unforgettable Keys sunset from your own Gulf-view porch. Indigo Reef offers a heated resort-style pool, fitness room, ice machine, kayak storage, lush tropical grounds, gated entry, and generous owner storage in the climate-controlled HOA building with room for bikes, fishing gear, and more. The villa also includes a covered parking space conveniently located near the unit, with additional parking available. Weekly vacation rentals are permitted, offering flexibility as a vacation home, investment property, or your own private Keys escape. With open-water views, deeded boating, resort-style amenities, weekly rental potential, furnishings included, and a price under $1M, Villa 23 represents an exceptional opportunity at Indigo Reef. Don't miss your chance to own a piece of the Keys lifestyle at an incredible value. 3D tou

11600 1st Ave Unit 23, Marathon

87200 Overseas Hwy Unit J 6, Islamorada
$999,000
3 Beds ⋅ 2 Baths ⋅ 621074 MLS
Discover easy bayfront living in this beautifully updated townhome at Executive Bay Club, where breathtaking views of Florida Bay take center stage. The open living area and kitchen enjoy beautiful, unobstructed bay views, while the upstairs primary bedroom offers its own spectacular waterfront perspective. The main living level features level tile flooring and a comfortable, inviting layout designed to take full advantage of the setting. Upstairs, you'll find three bedrooms plus a versatile loft and a spacious bath with a jetted tub and separate shower. Executive Bay Club has recently completed significant community improvements, including a replaced and expanded dock, an updated clubhouse, pool, pool deck and pool bathrooms, all completed within the past two years. With these improvements already made, there are no pending assessments. Move-in ready and ideally positioned on Florida Bay, this is a wonderful opportunity to own a waterfront townhome in one of the Keys' most desirable communities. Don't miss your chance to enjoy bayfront living, beautiful sunsets and the relaxed Florida Keys lifestyle at Executive Bay Club.

87200 Overseas Hwy Unit J 6, Islamorada

2809 Flagler Ave, Key West
$999,000
4 Beds ⋅ 2 Baths ⋅ 621054 MLS
2809 Flagler Ave -2,274 Square Feet of Space, Priced to Move Rarely does a home this size come up in Key West at this price point. At 2,274 square feet, this 4-bedroom, 2-bathroom residence offers significantly more room than the typical Old Town or Mid Town property -- and it's priced well below what comparable square footage commands elsewhere in the 33040 zip code. Originally built in 1953, the home received a two-story addition in 2002 that expanded both living space and functionality, giving it a layout that feels far more generous than its neighbors. Inside, 3/4-inch red oak flooring runs throughout, and every bedroom includes its own closet for real storage -- not an afterthought. A spacious office/flex room adds even more usable square footage, ideal as a home office, guest space, or additional living area. A dedicated laundry room and a large pantry/storage area off the carport round out the practical extras that are hard to find in homes half this size.

2809 Flagler Ave, Key West

506 Grinnell St, Key West
$999,000
3 Beds ⋅ 2 Baths ⋅ 620987 MLS
Charming Historic Old Town Key West Home, Ready for Its Next Chapter! Here's an opportunity for the buyer who sees possibility where others see a project. This 3-bedroom, 1.5-bath historic Key West home is tucked into the heart of Old Town, just minutes from the Historic Seaport, downtown, restaurants, shopping, and everything that makes island living so special. With classic Key West architecture, a welcoming front porch, hardwood floors, vintage windows, and plenty of original character, the home offers a wonderful starting point for a thoughtful renovation. The interior has been freshly painted, but this is a property that will require renovation and is best suited for a buyer ready to take on a true restoration project. Currently tenant occupied, the property also offers the advantage of existing rental income while a new owner makes plans, lines up contractors, or prepares for a future renovation or move-in. The existing floor plan includes generous living space, three bedrooms, a full bath downstairs, a half bath upstairs, and a private backyard with the potential to become a lush tropical retreat. For the right buyer, the appeal is undeniable: an authentic Old Town home, a highly desirable location, existing income, and the opportunity to restore, reimagine, and create something truly special. Bring your contractor, your creativity, and your vision. This one isn't pretending to be turnkey, but it just might be worth the work. *some photos digitally enhanced only to remove personal belongings

506 Grinnell St, Key West

1934 No Name Dr, No Name
$999,000
2 Beds ⋅ 1 Baths ⋅ 620575 MLS
Only 40 homes on Exclusive No Name Key, ( Not Big Pine*) Newer143' concrete seawall with newer 30'Neptune boat lift with walk around, you have your own private boat ramp. Welcome your large sailboat or power boats here . Location in inter coastal waterway great for your back bay fishing or Atlantic ocean 100x140 BEAUTIFUL extra large cleared double lots Plenty of room for all your extras R/V, Could easily add custom pool, Add to the home maybe inlaw suite Fenced in yard, Beautiful tropic landscape, very private ( Best Deal in the Keys) government lands on three sides, A wildlife paradise with a peaceful relaxing life style close to shopping. Extra Large Property* No Name Key is not Big Pine One of a kind Best biking, hiking exploring all found here* Ready now in Move in condition. Limited development on No Name Key. Exclusive No Name Key Island only 40 homes . This property is on a double lot with new upgrades to include Neptune boat lift, Newly added now 140' seawall . Priced to sell . The seller will consider a small note . If you want privacy , lots of newly added upgrades this property is for you.

1934 No Name Dr, No Name

11490 2nd Ave, Marathon
$999,000
2 Beds ⋅ 2 Baths ⋅ 620338 MLS
Completely renovated and move-in ready, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of coastal charm and boating convenience. The interior showcases quality upgrades throughout, including tile flooring, warm wood accents, impact windows and doors, and a thoughtfully designed kitchen featuring a propane stove for the culinary enthusiast. Natural light fills the open living spaces, creating an inviting atmosphere ideal for relaxing or entertaining. For boaters, the location is hard to beat. Enjoy quick and easy access to both the Atlantic Ocean and Gulf waters through nearby Vaca Cut, making it simple to spend your days fishing, diving, or exploring the Florida Keys by boat. Whether you're looking for a full-time residence, vacation getaway, or investment property, this updated home delivers the Keys lifestyle you've been dreaming of. Property is in the heart of Marathon so close to amazing restaurants, Marathon Airport, Million Air, grocery stores, Sombrero Beach and more! Seller has purchased new trex decking material for a new front porch area along with on the dock ready for new buyer to have installed, engineered plans and drawings already completed!

11490 2nd Ave, Marathon

Not Provided
$999,000
619899 MLS
Begin building now. Lowest priced Canal Front Lot with Building Allocation letter in hand in the Village in highly sought after Indian Waterways Subdivision on Plantation Key. Why settle for inferior older construction and design choices when you can build your own dream home to your personal specifications. Provides excellent dockage and direct access to the Florida Bay and also to Tavernier or Snake Creek cut for Ocean access. The current house plans for a 3/2 , CBS 2183 Square foot home are included. You can revise the plans to meet your own design preferences. 60' Engineered dock & dredging plans are available for review. Contact agent to view plans. Easy commute to Miami. Close to schools, shopping, watersports activities. Free entrance to nearby Founders Park , the jewel of Islamorada with sandy beach, pickleball, tennis, bayfront, dogpark, vida course, basketball, Olympic pool (small entry fee), concerts and more.. Voluntary Neighborhood Community Homeowners park with boat ramp & sunsets available for small annual fee ($200.00). Cross-listed as Residential MLS 621391 Permit application PRSFC202101049. Some photos are conceptual and AI generated .

Not Provided

441 3rd St, Key Colony
$999,000
3 Beds ⋅ 2 Baths ⋅ 618916 MLS
This charming 3-bedroom, 2-bath half-duplex has so much to offer! Watch stunning Keys sunsets from your screened porch, or dock your boat at the 30-foot slip with quick ocean access just around the corner. Stroll to the Cabana Club for pool and beach access down the street. The master suite features a king bed, a bath with a jetted tub, separate shower, double sinks, and a walk-in closet. The guest rooms offer a queen bed and two full beds. The home comes fully equipped with three Smart TVs, Wi-Fi, and cable. Outside, enjoy a fish cleaning station, bait freezer, BBQ, picnic table, and more. You're within walking distance of all KCB's attractions--parks, restaurants, golf, and more. Key Colony Beach sits in the heart of the Florida Keys near Marathon airport, about 50 miles from Key West and roughly 90 minutes from Miami-Dade. With direct access to both the Atlantic and Gulf, plus nearby coral reefs, fishing, and diving spots, it's the perfect vacation getaway and one of the Keys' best-kept secrets!

441 3rd St, Key Colony

83 Sugarloaf Dr, Sugarloaf
$998,000
3 Beds ⋅ 2 Baths ⋅ 619159 MLS
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS home on a fenced half-acre, just 20 minutes from Key West and near Sugarloaf schools. Potential for a fourth (4) bedroom, office, hobby room, etc.. Features a swimming pool with full screened outdoor patio surround, and lush tropical landscaping with palms, orchids, agave, and mature mango trees. Two cistern tanks for watering plants, washing boats & vehicles @ approximately 2,500 gallons each tank. Enjoy quick boating access to the Gulf side for premier tarpon, bonefish and permit flats, and close proximity to Sugarloaf Marina for shallow draft outboard vessels. This canal-front property includes a 30' composite dock with fish cleaning station and launching for kayak or paddle board. Additional highlights: detached carport/workshop, storage shed, and large cistern for irrigation and cleaning boats and vehicles etc.. **VA assumable loan @ 2.25% - VA must approve** **VA Assumable Loan @ 2.25% may be a possibility to a qualified VA Buyer** SELLER'S INSURANCES: FLOOD $2,318, WIND $6,683, HOMEOWNERS $2,159.75 **Canal entrance is 3'+/- at low tide**Shallow draft outboard vessels**Buyer to verify if suitable for Buyers' boating needs**

83 Sugarloaf Dr, Sugarloaf

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