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33 Seaside S Ct, Key West
$1,199,000
2 Beds ⋅ 4 Baths ⋅ 620515 MLS
Welcome to Seaside Residences, one of Key West's most sought-after gated communities. This beautifully updated three-story townhome is one of the largest residences in the community, offering 2 bedrooms, 3.5 bathrooms, 1,824 square feet of thoughtfully designed living space, making it the second-largest property in Seaside Residences. A private elevator services all three levels, providing both comfort and convenience. Enjoy the best island living with three private balconies offering beautiful sunrise and sunset views, plus a private rooftop deck perfect for relaxing, entertaining, or soaking up the Florida sunshine. The ground level features a private garage, laundry area, half bath, and a spacious outdoor patio complete with a tranquil fountain and fire pit--an ideal space for gathering with family and friends. The second level offers a spacious primary suite with an ensuite bath featuring dual vanities and a large walk-in shower, while the guest bedroom enjoys its own private full bath. The top floor showcases an open-concept living, dining, and kitchen area filled with abundant natural light. The kitchen features rich wood cabinetry, granite countertops, stainless steel appliances, generous pantry space, and an ideal layout for both everyday living and entertaining. Recent upgrades include a new air conditioning system, new water heater, and impact-resistant windows and doors throughout, providing peace of mind, energy efficiency, and storm protection. Residents enjoy exceptional community amenities including a resort-style pool, fitness center, and the convenience of building insurance covered through the HOA. Ideally located just steps beaches, Old Town Key West, world-class dining, shopping, marinas, and local attractions, this property also allows short-term rentals, making it an outstanding opportunity as a full-time residence, luxurious vacation home, or exceptional income-producing investment.

33 Seaside S Ct, Key West
2600 Overseas Highway Unit 5, Marathon
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 620352 MLS
This 3 bedroom Beach Home is found in a PRIME location at Tranquility Bay Resort. Additionally this property offers the largest floor plan with an extended dining space with natural light flowing in from all around the surrounding sandy beaches. Beautifully designed and located directly on the WHITE SANDY BEACH- an excellent choice for families or groups. With spacious layouts and modern amenities, this home provides a comfortable and relaxing environment for your entire family to enjoy. INVESTMENT POTENTIAL IN THIS LOCATION is exceptional and with Tranquility Bays' reputation and high occupancy rates, the property has strong rental potential, especially for vacationers seeking a luxurious getaway. The ability to reserve personal time while still generating income makes it an attractive option for investors. Make this your income producing family place to make memories for a lifetime. The lagoon-style pool offers a tropical feel, perfect for unwinding under the sun. The onsite Butterfly Cafe Restaurant is a long standing favorite of locals, which in itself speaks volumes. The restaurant overlooking the pool and grounds is a convenient option for guests to enjoy dining without leaving the resort. The fitness center, adult pool, and putting green add to the recreational options available. Being located on the white sandy beach is exclusive to ONLY a handful of beach homes. The location also allows for easy access to water activities like swimming, snorkeling, and kayaking. After a day in the sand or on the water take in our Breathtaking Florida Keys sunsets from your expansive porch. The surrounding area is rich with opportunities for exploring nature, local wildlife, and the vibrant marine ecosystem in our FABULOUS Florida Keys! Call for further details.

2600 Overseas Highway Unit 5, Marathon
143 N Hammock Rd, Islamorada
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 619848 MLS
Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs. Step into an open-concept main living area with numerous windows to let in the natural light. Easy to clean tile throughout. The heart of the home is a modern kitchen featuring a large island, custom cabinetry, and premium finishes--perfect for entertaining and everyday living. The spacious side and backyard provide ample space for trailers, boats, or a future pool, making it perfect for outdoor enthusiasts. Speaking of pool, there is a current, valid pool permit that has been issued for the property and can be transferred to the next owner. This home is located just minutes from the ocean, marinas, shopping, and dining. It is zoned for highly rated Coral Shores High School. This home offers the rare opportunity to own an almost new, move-in-ready property in the Upper Keys. Don't wait--schedule your private showing today and make this modern island retreat your forever home!

143 N Hammock Rd, Islamorada
912 James St Unit 2, Key West
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 619306 MLS
Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large kitchen, and laundry. A separate guest cottage offers two additional bedrooms and a full bath. Just moments from dining, shopping, and more, this is a wonderful opportunity for an island home, guest retreat, or rental investment.

912 James St Unit 2, Key West
425 Bahama St, Key West
$1,199,000
619200 MLS
425 Bahama Street presents an exceptional opportunity to own a revenue-generating parking lot in iconic Key West, Florida. This income-producing property offers existing cash flow and represents a rare investment in a high-demand location where parking remains a valuable and limited commodity. Whether held as a steady income asset or positioned for future upside, this property offers investors a unique combination of immediate revenue and long-term potential in one of the most sought-after markets in the Florida Keys. Buyer to verify all details, including income, zoning, and allowable uses.

425 Bahama St, Key West
171 10th St, Key Colony
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 617571 MLS
Experience the best of Keys living in this immaculate 2-bedroom, 2-bath waterfront home in coveted Key Colony Beach. The inviting coastal layout opens to a very spacious 480 sq. ft. screened-in covered porch enhanced with newer high-end furniture providing a dining area and living area with 55'' TV creating the perfect venue for entertaining friends and family and hosting Sunday afternoon football. Step outside to your private saltwater pool, offering the perfect place to unwind after a day on the water. Boaters will appreciate the 37.5 feet of dockage, along with a new seawall installed in 2022 and a durable concrete seawall cap for long-lasting confidence and convenience. This property conveys with rare deeded bay bottom, giving you full ownership of the submerged land beneath your dock. This rare asset sets the home apart from typical canal front properties. Key Colony Beach hosts the perfect Keys lifestyle with scenic biking and walking, a 9-hole golf course, a marina, tennis courts, pickleball, and a beautiful Sunset Park just moments away. Whether you seek a serene personal retreat or a proven income-producing property, this home delivers the ideal blend of comfort, coastal charm, and true waterfront living. This is a perfect turnkey property.

171 10th St, Key Colony
1007 Hialeah Ln, Key Largo
$1,197,000
3 Beds ⋅ 3 Baths ⋅ 620929 MLS
KEY LARGO WATERFRONT HOME WITH 25,000-LB BOAT LIFT & EASY BAY-TO-OCEAN ACCESS! Welcome to 1007 Hialeah Lane in sought-after Cross Key Waterways, a true boater's property offering approximately 1,300 sq ft, 3 bedrooms, 2.5 baths, 55 feet of concrete dockage and a NEW 25,000-lb boat lift. Located on the bayside of Key Largo, this home offers excellent boating access with a straight shot to Adams Cut, providing a convenient route from Florida Bay to the Atlantic Ocean. Spend your days offshore fishing, diving the reefs, exploring the backcountry, cruising to waterfront restaurants or enjoying everything the Florida Keys boating lifestyle has to offer, all from your own backyard. Updated in 2022, the home features impact windows and doors, a solid concrete roof and two newer A/C systems, with separate units upstairs and downstairs. The layout offers comfortable living and entertaining spaces with the waterfront lifestyle at the center of it all. Just off the kitchen and living area, step outside onto the spacious rooftop patio and experience one of the best parts of owning a bayside home in the Keys: beautiful sunset views every evening. It's the perfect setting for outdoor dining, entertaining, grilling or relaxing after a day on the water. With 55' of concrete dockage, a 25,000-lb boat lift, easy access to both the bay and ocean, impact protection, concrete roof, 2022 updates and incredible sunset outdoor living, 1007 Hialeah Lane delivers the Key Largo waterfront lifestyle boaters are searching for.

1007 Hialeah Ln, Key Largo
2911 Seidenberg Ave, Key West
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 621482 MLS
Welcome to your dream home in the heart of Key West's MidTown! This beautifully updated 3-bedroom, 2-bathroom residence blends modern comfort with island charm. Step inside to a spacious, open-concept living area designed for both relaxing and entertaining. The true highlight is the private backyard oasis -- featuring a sparkling pool surrounded by fresh tropical landscaping, an expansive deck, and plenty of room for outdoor dining and lounging. Whether hosting guests or enjoying a quiet evening under the palms, this outdoor retreat feels like your own private paradise. Recent renovations provide peace of mind, including new impact windows and doors, Hardie board siding, and other thoughtful upgrades. Off-street parking adds everyday convenience. Perfectly located in the desirable MidTown neighborhood, this home keeps you close to shopping, dining, and all the best of Key West living. Don't miss this opportunity to own a beautifully updated slice of paradise in Key West -- schedule your private showing today!

2911 Seidenberg Ave, Key West
105 Santa Barbara, Marathon
$1,195,000
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
8055 Tuna Dr, Marathon
$1,195,000
5 Beds ⋅ 5 Baths ⋅ 621154 MLS
Plenty of room to live your best life! Enjoy the resort style backyard and the multi-generational flexibility of 2,500 square feet under air at 8055 Tuna Drive. This spacious Keys home offers the best of both worlds: room for the whole family and more, with a separate guest option. The main house features 4BR/3.5BA, with the Master suite opening directly to the pool deck. Attached, with its own discreet entrance, is a fully self-contained 1BR/1BA mother-in-law suite offering true privacy from the main home. Prepare for large crowd in the well designed kitchen with loads of counter space. The backyard is the showstopper -- a sprawling 11,186 sq ft lot with lush privacy landscaping surrounding an in-ground pool, outdoor kitchen, and tiki bar. A convenient half cabana bath keeps guests poolside without ever heading in. Set in one of the Keys' best non-waterfront neighborhoods, this resort-feel outdoor space makes every day feel like vacation. All photos displaying furniture are Virtually Staged

8055 Tuna Dr, Marathon
1126 Grinnell St, Key West
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 620360 MLS
Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after. Each unit lives comfortably and independently, making this an ideal setup for an owner-occupant looking to offset costs, an investor seeking dual income streams, or a buyer wanting a flexible space for family and guests. Private yard space adds room to garden, relax, or entertain under the palms, a true rarity at this address.

1126 Grinnell St, Key West
235 W Seaview Cir, Duck Key
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 620310 MLS
Welcome to your private island retreat on prestigious Plantation Island in Duck Key, where resort-inspired outdoor living and the relaxed elegance of the Florida Keys come together. Designed to embrace the island lifestyle, this exceptional residence is centered around a spectacular resort-style pool featuring a beach entry, cascading waterfalls, lush tropical landscaping, and inviting spaces to entertain, unwind, or simply enjoy the tropical surroundings in complete privacy. This extraordinary outdoor setting is truly the heart of the home. Inside, the thoughtfully designed layout offers three bedrooms and three bathrooms, with the third bedroom and full bath privately situated on the lower level. The split-level design provides added privacy and flexibility, making it ideal for overnight guests, extended family, a private home office, or multigenerational living. Perfectly positioned on a desirable corner lot just across from the ocean, you'll enjoy one of the Keys' most welcoming island communities. Explore Duck Key by golf cart, spend your days on the water from one of the nearby marinas, or enjoy waterfront dining and the spa at Hawks Cay Resort just moments away. Residents also have the opportunity to become part of the island's vibrant social community through optional memberships and organizations, including Club Duck Key, the Duck Key Fishing Club, and the Duck Key Property Owners Association. For those who travel frequently, the home is conveniently located near the Marathon Airport, offering convenient access for private aviation. The mainland and Key West are both within easy reach, making this an exceptional full-time residence, seasonal escape, or second home. Offering a rare combination of resort-style outdoor living, flexible accommodations, and an unmatched island lifestyle, this is more than a home--it's a place to slow down, reconnect, and experience the very best of Duck Key. B&BATVAI

235 W Seaview Cir, Duck Key
15 Coral Way, Stock Island
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 620248 MLS
Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step outside and you're steps from the community's lushly landscaped pool, Two private balconies invite you to slow down, catch the breeze, and remember why you fell in love with the Keys in the first place. Whether you're sipping morning coffee or watching the sunset, there's plenty of outdoor living here to enjoy. Inside, the layout is open and functional with a fully equipped kitchen, spacious living areas, and 2.5 bathrooms, meaning room to breathe whether you're using this as a primary residence, winter retreat, or income-producing rental. The community also offers a clubhouse and fitness center, and covered parking for two vehicles is included. Location-wise, you're minutes from the buzz of Duval Street, world-class dining, marinas, and everything Key West has to offer, without the Old Town price tag. Gated. Private. Pool & amenities. Income potential. This one won't last.

15 Coral Way, Stock Island
24 Tamarind Dr, Big Coppitt
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 620053 MLS
Just minutes from Key West, this open floor plan waterfront home has 2 bedrooms and 2 with bonus room can easily be converted to a 3-bedroom layout. Enjoy open water views and a rare sense of privacy with no homes on the open water side of the street. The deep-water canal features an 80' concrete seawall with quick access to both the Gulf and Atlantic via Waltz Key Basin, with room for large boats. Expansive wraparound decking captures breathtaking sunrises and bayfront sunsets from this oversized 8000 sq ft lot. Features include bamboo and wood grained porcelain tile flooring, upgraded expansive kitchen with KitchenAid appliances, covered porch, screen room, fenced yard, fish cleaning station, tropical landscaping, workshop, large A/C storage area, impact windows and accordion shutters. Low homeowners insurance $1,082 annually. Easy and fun to show so don't miss this one! Owner is a Licensed Florida Real Estate Agent.

24 Tamarind Dr, Big Coppitt
646 Cabrera St, Key Largo
$1,190,000
5 Beds ⋅ 3 Baths ⋅ 620951 MLS
A rare opportunity to own a never-before-offered, newly constructed residence in Key Largo's South Creek Village. Built by Construct All and meticulously maintained, the home reflects a thoughtful approach to modern Keys living, with solid CBS construction, a metal roof, impact-resistant windows and doors, and clean, coastal interiors that feel both considered and comfortable. Set on a corner lot, the five-bedroom, three-bath floor plan offers flexibility for family, visiting guests, or extended stays. Natural light carries through open living spaces and into a well-appointed kitchen with generous counterspace, custom cabinetry, and an easy connection to the main gathering areas. Beyond the interiors, the property offers something increasingly difficult to find in the Keys: room to make the grounds your own. There is ample space for a pool, along with accommodations for an RV, boats, trailers, and multiple vehicles. The 12'+ carport is equipped with electric hurricane screens, providing an added layer of storm protection. South Creek Village also offers a private, voluntary homeowners association with access to a waterfront park and boat ramp, as well as first-come dockage for up to 72 hours, an uncommon convenience for launching, loading, or keeping the boat nearby for a weekend on the water. From here, the best of Key Largo is close at hand, with marinas, waterfront dining, parks, John Pennekamp Coral Reef State Park in your backyard, and the surrounding waters offering endless opportunities for fishing, diving, snorkeling, and boating. Equally suited to year-round living or time spent away, this is a home defined not simply by its newer construction, but by the freedom it affords: space for family, space for the boat, and a natural connection to the water and lifestyle that make the Florida Keys unlike anywhere else. Just an hour from Miami and centrally positioned near the best dining and attractions Key Largo has to offer.

646 Cabrera St, Key Largo
1901 S Roosevelt Blvd Unit 202 W, Key West
$1,190,000
2 Beds ⋅ 2 Baths ⋅ 618408 MLS
This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named 'Serenity by the Sea' is the unforgettable retreat you have been dreaming of. Walk into the tranquil setting as you soak in the soothing colors and views from the preferred Salt Ponds location from your own balcony or make the most of the numerous desirable amenities such as saltwater pool, sauna, spa, bbq area, tennis & pickleball court, assigned covered parking space, storage, EV charging stations, car wash area and more! Offered turnkey- whether for long-term residence or short-term rental, this condo provides flexible living and is a true income producing gem. Ideally located just a few minutes away from White Street pier and Old Town.

1901 S Roosevelt Blvd Unit 202 W, Key West
391 10th St, Key Colony
$1,185,000
3 Beds ⋅ 3 Baths ⋅ 621529 MLS
Discover exceptional waterfront living in the heart of Key Colony Beach. This concrete constructed half duplex offers over 2,100 square feet with three bedrooms, three bathrooms inside and 37.5 feet of dockage. A rare and highly desirable interior staircase welcomes you from the above flood first floor, seamlessly connecting both levels of the home. Downstairs is completely built above flood and features a one bedroom, one bathroom suite with additional living area, ideal for guests or extended family. Step through sliding glass doors to a spacious wood deck and 37.5 feet of dockage. Enjoy the ocean breeze and shade under the lush buttonwood tree. Upstairs, enjoy open concept living with a bright and airy kitchen, dining, and living area designed for effortless entertaining. The primary suite boasts a recently renovated bathroom with step-in tiled shower, quartz topped double vanity and tiled flooring. Nearby, a second guest bedroom offers its own ensuite for added comfort and privacy. Recent updates include a newer AC, 2018 standing seam metal roof, and termite tenting with a transferable warranty, providing peace of mind for years to come. With its rare downstairs living, expansive square footage, and thoughtfully designed layout, this property presents a unique opportunity to own a well-cared-for waterfront residence in one of the most desirable areas of the Florida Keys. Key Colony Beach welcomes primary and seasonal guests with the 9-hole par 3 golf course, tennis and pickle ball courts, Sunset Park, City Hall, police department, multiple restaurants, boat ramp and marina. Enjoy the island lifestyle with amenities galore!

391 10th St, Key Colony
25 Seaside South Ct, Key West
$1,179,000
2 Beds ⋅ 4 Baths ⋅ 620140 MLS
OPEN HOUSE 10/10 from 12pM to 2PM Home has just been freshly painted and Is vacant easy to show. Owner also will give 5k credit towards buyers closing expenses Welcome to one of the most sought after gated communities in Key West Seaside Residences. This beautiful updated 2-bedroom 3.5 half bath offers 1824sq. ft of living space. It is a three-level townhouse with your own private elevator that accommodates all three levels. You have four private balconies on the top two floors which gives you a perfect view of the beautiful sunrises and sunsets. Not to mention that the roof deck has its private surroundings for beautiful views of the Atlantic Ocean and suntanning. On the first floor you will pull up to your private garage. There is also your laundry and half bath with Air conditioning. The rest of the first floor is your Bar/BBQ and ample space for entertaining your family and guests. This townhome comes with one of the few units with extra side yard which is turf with a putting green. Moving to the second floor there is your primary suite and ensuite bathroom with double vanities. There is a large shower for relaxing. Second bedroom also has its private full bath. Third floor opens to the main living room ocean view which flows to the dining room. The Kitchen features wood cabinetry with lots of storage. Granite countertops. Stainless Appliances and plenty of pantry storage, there is abundance of natural sunlight that flows across from large windows and doors. Townhouse comes with all impact hurricane windows and doors. Washer and dryer are fairly new (2023) and tankless water heater as well (2023). Air Condition replaced in September of 2023. (Priced to Sell). Included in your HOA fees are your insurances, pool and fitness center. Owner does hold a Florida Real Estate License

25 Seaside South Ct, Key West
96 Ave C, Marathon
$1,175,000
2 Beds ⋅ 3 Baths ⋅ 620715 MLS
Exceptional investment opportunity in the exclusive Bonefish Yacht Club -- one of the few Florida Keys communities permitted for lucrative short-term 7-day vacation rentals, making this a standout income-producing residence with strong year-round rental demand. This unit can convey with a deeded boat slip in Bonefish Marina, a separate condo association, buyer approval is required. This slip offers direct access to world-class fishing, diving, and cruising grounds, a major draw for vacation renters and boating enthusiasts alike. Set among just 34 single-family attached residences across more than four acres of beautifully maintained tropical grounds, this 1,464 sq. ft. townhome offers light-filled, three-level living. The main level features an open-concept kitchen with brand-new stainless steel appliances, a dedicated dining area, and a living space that flows seamlessly to a waterside balcony overlooking the marina -- perfect for alfresco dining and entertaining. Upstairs, the spacious primary suite includes a private waterfront balcony, walk-in closet, and en-suite bath, while the guest suite enjoys its own balcony, full bath, and generous closet space. The ground level offers a private tiled garage and storage area, ideal for vehicles, fishing gear, and water toys. Residents and guests enjoy resort-style amenities including a heated and chilled pool with expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private community beach. Combining luxury waterfront living, world-class boating access, and exceptional 7-day rental income potential, this residence is a rare opportunity in one of the Florida Keys' most sought-after rental-approved communities -- ideal as a full-time home, second residence, or high-performing investment property.

96 Ave C, Marathon
500 22nd St Unit 1-4, Marathon
$1,175,000
8 Beds ⋅ 4 Baths ⋅ 618043 MLS
Attention investors and business owners: This four-unit apartment building presents a compelling opportunity in the heart of the Florida Keys, offering immediate income with long-term strategic value. Each of the four units features a comfortable two-bedroom, one-bath layout, with long-term tenants currently in place, providing stable cash flow from day one. Each apartment is separately metered for electricity, allowing tenants to manage their own usage--an added benefit for ownership efficiency. The property also offers ample on-site parking, a valuable amenity in the Keys, along with a shared laundry facility located at the rear of the property, enhancing convenience for residents. The property is currently operating at an approximate 5.87% cap rate, with clear room for growth. Rents are presently below market, creating a realistic path for increased returns, with projections indicating the potential to achieve a 7.4%+ cap rate over time as adjustments are made in accordance with applicable guidelines. Long term, this deed-restricted affordable housing property may be particularly attractive for local employers seeking workforce housing solutions and investors focused on sustainable, community-oriented assets. Ownership may support employee retention while maintaining consistent demand in a high-need market. This offering represents a rare blend of steady income, upside potential, and long-term stability in one of the most sought-after areas of the Florida Keys.

500 22nd St Unit 1-4, Marathon
2950 Overseas Highway Unit 63, Saddle Bunch
$1,175,000
618345 MLS
Rare Platinum RV Lot in Prestigious Bluewater Key - Bayside Lot #63 Opportunities like this are truly rare. Located in the highly sought-after Bluewater Key RV Resort in Saddlebunch Key, Bayside Lot #63 offers an exceptional luxury RV lifestyle just minutes from Key West, within one of the top-ranked RV resorts in the United States. This Platinum Lot is among the most extensively improved sites in the community, featuring a private tiki hut that creates an impressive outdoor living and entertainment space. Surrounded by lush tropical landscaping and picturesque waterfront scenery, the setting feels like your own secluded island retreat. The property is offered fully equipped, including outdoor furniture, HD TV, microwave, freezer, wine cooler, and more â€'' making it completely turnkey for personal enjoyment or rental use. Enjoy your private dock, plus a 30' storage trailer and dedicated space for a boat trailer, adding rare convenience and value. Bluewater Key is known for its welcoming, active community and upscale amenities: - Clubhouse - Heated swimming pool - Dog park - Dock space & boat ramp - Beautifully maintained grounds World-class dining, nightlife, fishing, snorkeling, and watersports in nearby Key West are just minutes away. Whether enjoyed year-round or seasonally, this property also offers strong rental income potential, with lots frequently reserved well in advance. Luxury. Privacy. Lifestyle. Income potential. Lot #63 represents RV resort living at its finest. Schedule your tour today and secure your piece of paradise.

2950 Overseas Highway Unit 63, Saddle Bunch
927 Thomas St Unit #2, Key West
$1,175,000
2 Beds ⋅ 2 Baths ⋅ 618511 MLS
This show-stopping luxury condo delivers a rare blend of historic charm with a fully renovated interior that was just completed a few years ago. The first level features an open living and dining plan with 10' ceilings, an abundance of natural light, restored Dade County Pine accent walls, plantation shutters, modern lighting, and tile flooring throughout. The kitchen was built to impress and features a large quartz island, Cafe Collection appliances, a gas range, designer tile backsplash, and a separate coffee and cocktail bar. Practical touches include an entry way storage closet, built-in closet systems, and a full-size GE washer and dryer tucked neatly under the stairs. The upstairs primary suite feels like a private retreat.. it features a sitting area with double French doors that open to the balcony perch where you'll enjoy views of beautiful sunsets through the treetops. The en suite bath is finished with gorgeous Onyx Style slab tile, a double vanity, designer fixtures and a glass shower with statement detailing. This luxury condo is offered fully furnished and turnkey, with local Key West history woven throughout. 30-day rentals are allowed with restrictions, it's in the X Flood Zone, and from here it's always an easy stroll to Fort Zach Beach, Truman Waterfront Park, and the Duval Street corridor for fine dining, shopping, and live entertainment, capturing the ease and energy of Key West living..

927 Thomas St Unit #2, Key West
617 Fleming St Unit APT 4, Key West
$1,175,000
2 Beds ⋅ 2 Baths ⋅ 618827 MLS
Elegant, peaceful and turn-key, this light-filled, Old Town condo is just one block to Duval Street! This home shines with 23 windows on two levels and relaxes with its easy, breezy, tropical vibe, landscaped grounds and pool. Turn-key, renovated and furnished, this condo resides in the historic Campbell Building on Fleming Street, one of Old Town's most coveted. Enjoy a gorgeous interior with pine floors throughout, new ac mini splits in every room, plentiful storage and a spacious, modern kitchen. The hefty project of converting all 23 windows to impact glass has been done for you, ensuring superior wind protection, an extremely quiet inside space and low energy costs. This unit exudes charm and easy living and feels like a true home all with immediate access to the best of Key West. In a moment you can be dining at your favorite restaurant, watching the sunset at Mallory, listening to live music or hitting Fausto's market for those last minute grocery items. And you will love the balcony where you can take in the hustle and bustle of passer-byers from above, laze away the morning while sipping on your Cuban Coffee, enjoy cocktails under the stars or watch the Fantasy Fest Local's Parade from the best seat in the house! Unit 4 has been fully renovated and needs nothing but you! A custom designed kitchen with ample storage, stainless steel appliances, quartz counters and a white Kohler, porcelain farmer's sink overlooking Fleming below make cooking and entertaining a breeze and a joy. Only 9 units reside in the Campbell Building, all nestled on a beautifully landscaped compound with a large pool. This is a great place to live and will also make for a lucrative vacation rental. Enjoy living on Millionaire's Row with access to all that makes Key West the best place to live the island lifestyle.

617 Fleming St Unit APT 4, Key West
2950 Overseas Highway Unit 64, Saddle Bunch
$1,175,000
618346 MLS
Platinum opportunities in Bluewater Key are rare — and Bayside Lot #64 is truly one of the finest. Located in the highly sought-after Bluewater Key Luxury RV Resort on Saddlebunch Key, this bayside property delivers an elevated RV lifestyle just minutes from Key West within one of the nation's most celebrated RV resort communities. Designated as a Platinum Lot, this is one of the resort's premier, highly improved sites. A private tiki hut anchors the outdoor living space, creating a stunning island-style setting for relaxing or entertaining. Lush tropical landscaping, serene waterfront views, and natural privacy combine to create a peaceful, resort-like retreat. This lot is offered turnkey, including outdoor furnishings, HD TV, microwave, freezer, and additional conveniences — perfect for immediate enjoyment or a rental-ready investment. Exceptional extras set this property apart: a private dock, 30-foot storage trailer, golf cart, and designated boat trailer parking — a rare combination of luxury and functionality. The lot accommodates both motorhomes and travel trailers, maximizing flexibility and rental income potential. Bluewater Key is known for its welcoming atmosphere and upscale amenities, including: • Elegant clubhouse • Heated resort-style pool • Dog park • Dock space & boat ramp • Beautifully maintained tropical grounds Just minutes away, Key West offers world-class dining, nightlife, fishing charters, snorkeling, museums, and endless water sports. Whether enjoyed seasonally or year-round, this property also offers strong rental demand and consistent income potential, with frequent advance bookings. Luxury. Comfort. Community. Investment potential. Lot #64 delivers an exceptional RV resort living experience. Schedule your private showing and step into paradise. 🌴

2950 Overseas Highway Unit 64, Saddle Bunch
440 9th St, Key Colony
$1,170,000
3 Beds ⋅ 2 Baths ⋅ 619889 MLS
Great Price on this updated, 3 Bedroom Island Home with 37.5 feet of deep water canal front! Discover how coastal comfort meets effortless Keys living in the heart of the fabulous Florida Keys. Step into the bright, open-concept living, dining, and kitchen areas designed for both entertaining, relaxing and making tropical memories. The natural light pours in the wide open space and flows seamlessly through double sliding doors and continues onto a spacious deck and private dock with 10k lb lift. Enjoy the serene views of a deep, wide canal. This is the perfect, private space for morning coffee, an adult beverage and taking your time to simple unwind under the palms. A definite retreat for the boating enthusiasts and anglers this home can be your dream come true. Just five minutes from both the open ocean and the open Gulf. This is also ideal for divers, and snorkelers with the reef only a few miles off shore, and numerous excellent underwater treasures, like Sombrero Light and Coffins Patch. Paddle boarders, kayakers, and jet skiers will enjoy exploring the abundant marine life, birds, and natural beauty that make the blue waters of the Keys so special. Perfectly situated in the Middle Keys, you're conveniently located halfway between Key Largo and Key West. Travel is easy with Marathon International Airport just 3 miles away, Key West International Airport 54 miles away, Miami Int'l Airport 108 miles away and 137 miles to the Ft Lauderdale Airport. Welcome to the charming and highly sought-after Key Colony Beach - known as the ''Gem of the Florida Keys'' walk or bike the entire city offering a unique island lifestyle. Plus access to the marina, pickleball, golf, tennis, bocce ball, cornhole, playgrounds, and 3 restaurants. Don't miss Sunset Park, where you can take in breathtaking sunsets, live concerts, and many community events year-round. This is more than a home, it is your gateway to island living in paradise. What's Your Hurry, Your Here!

440 9th St, Key Colony
927 Thomas St Unit 1, Key West
$1,169,000
2 Beds ⋅ 3 Baths ⋅ 621479 MLS
Your Old Town Key West dream can start now -- with income built in. This exceptional 2-bedroom, 2.5-bath, townhouse-style condo offers a rare combination of Old Town lifestyle, flexible living space, and income-producing potential. Currently configured with a lock-off 1-bedroom apartment, the property offers an ideal opportunity for the future Key West homeowner: enjoy the larger 1 Bedroom, 1.5 Bath unit with private garden/patio as your own Key West retreat while the lock-off apartment provides substantial annual rental income. When the time comes to make Key West your full-time home, the property can be easily converted back to its original spacious 2-bedroom townhouse-style layout. A private gated entry opens to your own generous outdoor oasis, complete with a waterfall pond, large patio, and charming ''she-shed'' -- perfect for storage, an art studio, or entertaining. Inside, you'll find high ceilings, abundant natural light, generous storage, in-unit washer/dryers, and newer stainless-steel appliances. Just two blocks from Duval Street in the heart of Old Town's vibrant Bahama Village, you're surrounded by restaurants, galleries, shops, nightlife, and countless Key West attractions -- all within easy walking distance. Whether you're ready for a Key West home now or envision making the island your full-time home in the future, this is a rare opportunity to own your piece of Old Town, enjoy income along the way, and ultimately create the spacious Key West home you've been dreaming of. Some seller financing considered. Seller is a Florida Licensed Realtor. Photos 10-17 show Original Layout, 18=FloorPlan, 19-37 show Back Unit, 38-49 show Front Lock-Off Apt.

927 Thomas St Unit 1, Key West
77 Seaside North Ct, Key West
$1,169,000
2 Beds ⋅ 3 Baths ⋅ 617823 MLS
Discover relaxed coastal living in this three-level townhome located within the gated Seaside Residence community—an incredible opportunity to own in a sought-after resort-style setting. Designed for ease and functionality, the home features a private elevator serving all floors, a spacious garage, and an inviting layout well suited for full-time living or a seasonal retreat. The ground level includes the garage with a conveniently located laundry area and additional space ideal for storage or flexible use. From this level, step outside to a private outdoor area—perfect for enjoying ocean breezes and quiet moments. The second floor is dedicated to the bedrooms, featuring a primary suite with an ensuite bath and private balcony. A second bedroom also includes its own bath and balcony, providing comfortable accommodations for guests or family. The top floor opens to the main living and dining space, filled with natural light and extending to a balcony with Atlantic Ocean views. The kitchen offers ample cabinetry and counter space and flows naturally into the dining area, creating a welcoming setting for gatherings and everyday living. Residents enjoy the privacy of a gated community, access to a community pool and gym, and a convenient location close to the airport—offering the ideal balance of coastal tranquility and accessibility. Enjoy front-row views of the island's most beautiful sunrises and moonrises—nature's show, right from your new home. Don't miss this incredible opportunity - ocean view residences like this rarely come on the market. This home may also be offered fully furnished, including artwork throughout, with many original pieces created by our beloved local artists. A Very Special Thank You to Key West Art Center and Gallery for featuring their art.

77 Seaside North Ct, Key West
96000 Overseas Hwy Unit APT D2, Key Largo
$1,168,000
2 Beds ⋅ 2 Baths ⋅ 620333 MLS
Discover this amazing marina property at Buttonwood Bay's D2, a 2-bedroom, 1.5 bathrooms townhouse overlooking the Florida bay and and a step away from a private beach on property. Immerse yourself in this modern comfortably designed unit featuring stainless steel appliances and quartz countertops, creating an ambiance of cozy living. This unit floods with natural light, offering captivating direct bay scenic from the living area and the master bedroom. This bayfront living experience offers 2 patio settings for lounging and dining al fresco. Buttonwood Bay's 42-acre offers a wealth of amenities, including a basketball court, 5 tennis courts, 6 pickleball courts, 3 heated pools and a gym with amazing bay scenic. The 3rd floor sundeck deck provides a perfect vantage point for sunset views, while the marine store caters to boating enthusiasts by offering gas, ice, bait and snacks. D2 comes with a 31 ft boat slip if available. With onsite trailer and kayak storage, and a boat ramp, Buttonwood Bay is the best boater's paradise in Key Largo. Security is assured with guard house and 24-hour surveillance. Buttonwood Bay isn't just a residence; it's a vibrant community that celebrates moments together, from 4th of July cookouts to fishing tournaments and Easter egg hunts-come, and let's create the best memories of your life.

96000 Overseas Hwy Unit APT D2, Key Largo
17183 W Green Turtle Ln, Sugarloaf
$1,155,000
3 Beds ⋅ 2 Baths ⋅ 620753 MLS
Live on the water on one of the largest lots in Sugarloaf Shores, fronting a 70 ft wide crystal clear swimming canal with easy ocean access. Recent upgrades make this home truly turnkey, including a new seawall, a new boat lift 15,000 lbs), and a newer roof. The big ticket items are already done for you. The grounds are the professionally landscaped with mature trees, fruit trees, a custom rock wall, and plenty of space for RVs, boat trailers, or a pool. For boaters and fishermen you'll find a new dock with a covered fish cleaning station with lights and water, and an ice machine. The elevated home itself is fully renovated and fully furnished with a fresh coastal interior. It features Italian porcelain floors, a granite chef's kitchen, and a standout outdoor kitchen, making it a comfortable retreat after a day on the water.

17183 W Green Turtle Ln, Sugarloaf
569 Pirates Rd, Little Torch
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 621484 MLS
Searching for your piece of Keys paradise? Here it is! This tropical gem offers island living inside and out, excellent oceanside boating, sunset views over protected wetlands and inviting deck and Tiki! 3Bd/2Ba home features quartz counters, tile floors throughout impact-resistant windows & doors, metal roof, paver drive, and two storage enclosures below. 50 ft wide flow through canal and 15,000 lb boat lift.

569 Pirates Rd, Little Torch