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812 Fleming St Unit 2, Key West
$399,000
1 Beds ⋅ 1 Baths ⋅ 614786 MLS
Boutique commercial, ground floor office condo for sale in Old Town at Seafoam Condominiums. Only one of two Commercial units in the building. This 665 sf. office is turnkey and perfect for Professionals looking for a small office to own vs. paying rent every month. Great location and close to everything in Old town either by walking or biking. Exterior has several large pane windows for natural light inside. To enter off the sidewalk there are a set of gorgeous, hand made mahogany french doors. Also, there is an interior side door for private access. Interior has 12' ceilings and the layout includes front seating area with a receptionist window, administrators office and private office in rear. Half bath is ADA compliant. This unit has been totally renovated and ready to move in. Renovations include new Brazilian cherry wood floors & keystone flooring in the bathroom. upgraded electric and lighting, freshly painted, Central AC and wireless Security system. Seafoam building has coded entrance, atrium hallways and large in-ground concrete pool exclusively for Condo owners and guests. HOA fee of $1,286/mos. includes insurances and reserves. Includes Liability, Wind and Flood insurance. Building has never flooded and in X flood zone. Building is up to date with SIRS and milestone inspections. Additional $587/mos. special assessment for windstorm insurance. Same owner since 2008. Owner will consider lease with Option to Purchase. Asking rent is $4,000/mos.

812 Fleming St Unit 2, Key West

8204 Marina Villas Dr, Duck Key
$699,000
2 Beds ⋅ 2 Baths ⋅ 618716 MLS
Beautifully remodeled two-bedroom, two-bath waterfront condominium located at Hawks Cay Resort in the heart of the Florida Keys. This is one of the rare units that has been fully completed and approved as turn-key for the resort rental program, meeting all current interior and furnishing guidelines. Purchase today and start generating rental income immediately. All required milestone inspections and reports have already been completed and are available upon request, offering peace of mind to today's buyer. Enjoy the water views and spend your days on the expansive screened-in corner balcony, complete with a dining table and wraparound exposure, perfect for relaxing while watching boats come and go from the resort marina. The thoughtfully designed split-bedroom floor plan provides privacy and functionality for owners and guests alike. Additional features include covered ground-level parking, ample guest parking and a private ground-level storage cage ideal for beach gear, paddleboards, and water toys. Live the Florida Keys lifestyle you've been dreaming of, boating, sunsets, island breezes and resort living all in one. Owners have the flexibility to rent through the resort rental program with full access to amenities, rent privately, or homestead the unit as a primary residence. Whether you're seeking a vacation getaway, an income-producing investment, or a full-time island home, the possibilities are endless with this exceptional waterfront condo.

8204 Marina Villas Dr, Duck Key

121 Lisbon Ct, Islamorada
$2,000,000
2 Beds ⋅ 2 Baths ⋅ 618666 MLS
What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully. This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring your flip-flops. Impact windows and doors are installed throughout, including three skylights set into the concrete roof, so you can relax knowing your investment is well protected while natural light pours in from above. Upstairs, the open-concept living space feels airy and inviting, perfectly suited for gathering with friends and family. Triple sliding glass doors lead to a spacious second-floor terrace, creating that effortless indoor-outdoor flow we all love about coastal living. A separate laundry room just off the kitchen adds everyday convenience without sacrificing style. Both bedrooms feature their own sliding glass doors to the terrace, welcoming in sunshine and soft island breezes -- a gentle reminder that you're living somewhere special. Downstairs, you'll find abundant storage space and a 70-foot concrete dock complete with a fish-cleaning station and boat lift -- ready for offshore adventures or sunset cruises at a moment's notice. The yard is designed for low-maintenance enjoyment, with river rock and a clean concrete driveway in front, and artificial turf in the back for a lush look without the upkeep. This is the one you've been waiting for -- refined yet relaxed, polished yet playful. A perfectly sized slice of paradise in one of the Keys' most desirable neighborhoods.

121 Lisbon Ct, Islamorada

909 Grinnell St, Key West
$1,899,000
7 Beds ⋅ 6 Baths ⋅ 615914 MLS
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Renovations in progress! Priced at less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime Old Town location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town attractions including world famous Duval St. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.

909 Grinnell St, Key West

701 Spanish Main Dr Unit 432, Cudjoe
$460,000
617378 MLS
Discover the ultimate escape! This highly sought-after waterfront RV lot offers everything the coastal enthusiast dreams of, combining luxury amenities with unparalleled nautical access. Located on a wide street this lot is easily accessible for larger RV's and 5th wheels. Features a newer separate concrete parking area for your vehicle and a large level concrete pad for the Rv. Comes complete with 50/30/20 Amp electric service, dedicated water, and sewer hookups. With 32 ft of private concrete bulkhead perfect for docking a boat or jet skis. The lot is spacious enough to accommodate a comfortable seating area. With recent new landscaping on a drip irrigation system, and additional space on seawall allowing you to maximize your outdoor time. This isn't just a lot; it's a vibrant community. ROGO exempt ready to build lot. Enjoy heated pool, laundry facilities, and organized events. Whether you're looking for a permanent snowbird retreat, a weekend getaway, or a smart rental investment, this lot delivers. Seller says bring offers. Opportunities to own waterfront property in Venture Out are rare—don't let this one float by!

701 Spanish Main Dr Unit 432, Cudjoe

21470 Overseas Hwy, Cudjoe
$5,500,000
13 Beds ⋅ 7 Baths ⋅ 618705 MLS
Rare income-producing open-water compound on Cudjoe Key featuring 5 cottages plus a spacious main house. This gated, turnkey waterfront property offers direct open-water views, private dockage with ample boat space, on-site boat ramp, swimming pool, and lush tropical landscaping. Ideal for vacation rental income, corporate retreat, or private family compound. Each unit is well-appointed for guest comfort and positioned to maximize privacy. Excellent boating access to world-class fishing and diving. Strong investment opportunity in the Lower Keys with established income potential. Zoned Sub Urban Residential with one Buildable Sub Urban Commercial Lot, verify with the County. Included Parcel#'s Sub Urban Residential 00174920-000200, 00174920-000300, 00174920-000400, 00174920-000000, 00174920-000100, 00174920-000500. Sub Urban Commercial 00174920-000600. Owner is licensed Realtor The property is also listed with 9 additional units MLS #612522.

21470 Overseas Hwy, Cudjoe

3201 Flagler Ave Unit STE 507, Key West
$749,000
1 Baths ⋅ 618665 MLS
Welcome to Flagler Center III, a brand-new mixed‑use development currently under construction, with groundbreaking already completed and anticipated completion by the end of 2026. This 1,491 ± sq. ft. commercial space, comprised of two combined units, presents an outstanding opportunity for businesses looking to establish or expand in one of Key West's most sought‑after commercial corridors. The project will feature 14 residential and 14 commercial units (with select units combined), creating built‑in foot traffic and long‑term value. The subject unit includes two separate parcel IDs, allowing it to be split into two individual units, offering exceptional flexibility and strong investment potential. The property offers ample parking and ADA‑compliant access. Delivered as a white box, the space allows buyers to design and build out the interior to suit their specific business needs. Ideal for professional services, medical offices, or retail use, this property benefits from strong rental demand driven by Key West's limited commercial inventory. The prime location provides excellent visibility, consistent foot traffic, and outstanding exposure, making it an excellent opportunity for both owner‑users and investors.

3201 Flagler Ave Unit STE 507, Key West

1133 W Ocean Dr Unit 2, Key Colony
$749,000
3 Beds ⋅ 3 Baths ⋅ 613852 MLS
Reduced Quarterly Dues! Own a piece of paradise perfectly situated at the southern point in Key Colony Beach. This turnkey property not only offers comfort with tropical decor, but it also provides an incredible investment opportunity. This beautiful oceanfront townhouse, features three spacious bedrooms and three bathrooms. This home is ideal for both relaxation and entertaining. Enjoy breathtaking ocean views right from your living room, or step outside to your pocket beach, where soft sand and the gentle sounds of the waves await. The community amenities elevate this property to another level and includes a sparkling, oceanfront pool, soothing hot tub, a fishing pier, and a sports court—everything you need for a resort-like lifestyle for ultimate unwinding, outdoor enthusiasts, and friendly competitions. This townhouse offers both tranquility and access to all the best island living has to offer. This townhouse is ideal for both personal enjoyment and potential rental income. With onsite property management in place, you can easily rent out the home on a weekly basis, making it a hassle-free investment that generates income when you're not using it. The island of Key Colony Beach also offers walking paths to playgrounds, restaurants, and a Par 3 golf course. Also steps away from Sunset Park to picnic or reflect outside of Key Colony Point. Don't miss out on this exceptional opportunity to own a stunning oceanfront property. Schedule a viewing today!

1133 W Ocean Dr Unit 2, Key Colony

759 Michael Dr, Key Largo
$699,000
2 Beds ⋅ 2 Baths ⋅ 613395 MLS
Unique artists retreat owned by a local artist who has transformed this home into a visual masterpiece of calm and serenity. The outside has $15000 in landscaping front and back, including a herb garden, water cistern and outdoor shower, Water views from your porch - which has nose-um screening and electrical outlets and switches. Read a book and enjoy your coffee in this tropical setting. The backyard was raised with crushed coral to prevent water pooling. There's room for 2 cars, your boat and a golf cart. Enter inside to a beautifully and artistically transformed normal interior to a piece of art. A kaleidoscope of colors to tickle your senses. Updates interior wise are an updated plumbing in bathrooms and kitchen, a new air compressor on ac unit, a tank less water heater, and all air ducts professionally cleaned in the last 6 months. This updated home is just waiting for the family who's looking for a weekend retreat or wants to retire to a home that needs no updates or work to be done. Also a great buy for an investor to add to his rental portfolio. The neighborhood is a quiet one - nicely located where you can conveniently walk or ride your bike to many locations.

759 Michael Dr, Key Largo

11250 5th Avenue Gulf Ave, Marathon
$1,350,000
5 Beds ⋅ 3 Baths ⋅ 616064 MLS
FLORIDA KEYS WATERFRONT VALUE 5 BEDROOMS • DIRECT GULF ACCESS • TWO-STORY LAYOUT Located in Marathon, this spacious two-story waterfront property has direct Gulf access, flexible living space, and future rooftop deck potential with possible bay views from upper-level enhancements. The home is functional and move-in ready, with prior updates already completed and major systems operational. Natural light, multiple living areas, and the flexible layout provide opportunities for full-time living, seasonal use, guest space, boating lifestyle, or future personalization over time. Expansive outdoor deck space and waterfront positioning create room to enjoy boating, fishing, water activities, and relaxed Florida Keys living. The property layout also allows flexibility for future outdoor enhancements, tropical landscaping, shaded entertaining areas, or additional outdoor living concepts. With l waterfront inventory in the Florida Keys, this property presents a chance to secure a larger waterfront home in Marathon with long-term flexibility and future potential. Property is being sold as it is, allowing the next owner flexibility to personalize and update over time.

11250 5th Avenue Gulf Ave, Marathon

2601 S Roosevelt Blvd Unit 406A, Key West
$926,000
2 Beds ⋅ 2 Baths ⋅ 617688 MLS
2br/1.5ba - Ocean Views from this beautifully renovated Key West by The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. Recent Mitsubishi mini-split AC and heating system, upgraded electrical panel, water heater, and hurricane-impact soundproof doors and windows are all in pristine condition. This condo shows as new. Enjoy unobstructed ocean views from the balcony overlooking Smathers Beach and the Atlantic Ocean, with paddleboard, kayak, sailboat, parasail, chair, and umbrella rentals just steps away. Key West By The Sea is a gated community offering two swimming pools, two tennis courts, a clubhouse, four laundry rooms, a car-wash station, bike racks, a pet-walking path, and lush fruit trees. This pet-friendly community includes building insurances, cable TV, Wi-Fi, and building/grounds maintenance in the condo fee.

2601 S Roosevelt Blvd Unit 406A, Key West

115 Windy Point Cir, Marathon
$4,400,000
3 Beds ⋅ 3 Baths ⋅ 617542 MLS
Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

115 Windy Point Cir, Marathon

57223 Morton St, Marathon
$35,000,000
9 Beds ⋅ 10 Baths ⋅ 613902 MLS
Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, swim-up pool bar in gazebo, spa with table, lap pool, beach-style entries, and waterfall grotto plus gas fire pit, putting green, and tropical gardens. From floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room; endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom's Harbor Cut for easy Ocean access. Expansive garages and storage spaces provide ample room for vehicles, boats, and all essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you're being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home. 15 min to private airport.

57223 Morton St, Marathon

900 Shelter Bay Dr Ocean Dr, Key Colony
$3,250,000
5 Beds ⋅ 3 Baths ⋅ 618339 MLS
Boating enthusiasts check out this open water view of Shelter Bay with a private cut in boat slip, and two boat lifts! Two story 5-bedroom, 3-bath pool home located in Key Colony Beach, Florida Keys! Designed to capture the beauty of waterfront living, this spacious home features soaring ceilings in the main living area, creating an open and airy atmosphere filled with natural light. Relax and enjoy the breathtaking water views from the lovely sun porch, expansive outdoor patios, or poolside lounging areas designed for entertaining family and guests. Boaters will appreciate the easy boating access, private dockage, and dual boat lifts, making days on the water effortless. The thoughtfully designed split-bedroom floor plan offers privacy upstairs, while two additional bedrooms downstairs provide ample accommodations for guests or extended family. Additional highlights include two separate garages, an elevator for convenience, generous outdoor seating and lounging areas, and close proximity to the Par-3 golf course and the many amenities offered by the City of Key Colony Beach, including tennis, pickleball, parks, and more. Exceptional open water views, outstanding boating access, and resort-style amenities combine to create an unforgettable Florida Keys waterfront lifestyle.

900 Shelter Bay Dr Ocean Dr, Key Colony

272 W Seaview Dr, Duck Key
$2,299,000
3 Beds ⋅ 3 Baths ⋅ 618104 MLS
Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

272 W Seaview Dr, Duck Key

1405-1409 United St, Key West
$2,790,000
3 Beds ⋅ 3 Baths ⋅ 616089 MLS
Unique and extraordinary triple (3) lot property located in Old Town, Key West! Currently featuring a two-story home with 2 bedrooms and 2 bathrooms, and an in-ground pool. In addition, there is a detached studio/cottage, with each separately fenced from one another. On the third lot is a garage. Come and explore these three (3) contiguous, separate lots that all have the City of Key West's, Building Permit Allocation System (BPAS). Total lot SQ FT is 11,968. If you're seeking an opportunity to either build/renovate your future home, or a lucrative development opportunity, or simply to own one of Key West's most unique properties, look no further! It's time to make the move! Come to 1405/1409 United and see that it has the best of all the locations that Key West has to offer. Walking to all the amenities that Key West has, but far enough away from all the noise of the downtown. Plenty of room to make your own mark here. Location, Location, Location is this property. Call today for your private showing!

1405-1409 United St, Key West

119 Primrose Ln, Long Key
$1,149,990
3 Beds ⋅ 2 Baths ⋅ 617502 MLS
Discover your slice of paradise in this stunning waterfront retreat that perfectly captures the essence of Florida Keys living. This charming New England style shake house offers three bedrooms and two bathrooms on the main level, plus a convenient downstairs area with room for guests. Step outside to your personal oasis featuring a heated and chilled pool that's perfect year-round, complemented by a relaxing hot tub for those sunset evenings. The outdoor entertainment area is a showstopper with a full bar and kitchen setup, plus an outdoor shower for rinsing off after beach days. All of this is nestled under a screened patio where you can enjoy those famous Keys breezes bug-free. Boaters will love the sixty feet of concrete dockage paired with a 7K pound boat lift, giving you easy and direct access to world-class fishing in both the Atlantic Ocean and Florida Bay. Whether you're heading out to catch dinner or exploring the backcountry waters, your boat will be ready and waiting. Inside, the home has been remodeled with a gorgeous kitchen showcasing granite countertops. Every detail has been thoughtfully updated throughout the property, creating a move-in ready sanctuary. Impact windows and doors throughout provide peace of mind during storm season, while maintaining the home's bright, airy feel. This move-in ready property perfectly captures the charm and tranquility of authentic Keys living, nestled in the quaint neighborhood of Layton between Islamorada and Marathon. Whether you are seeking a primary residence, vacation home, or investment property, this exceptional canal front gem delivers the complete Florida Keys experience.

119 Primrose Ln, Long Key

820 12th St, Key Colony
$3,395,000
6 Beds ⋅ 4 Baths ⋅ 618280 MLS
Luxurious waterfront home offering sweeping views of Shelter Bay and 75 feet of deep-water (5 ft) dockage with direct ocean or Gulf access via Vaca Cut, just minutes to open water, a true boater's delight. Custom built by D'Asign Source, this six-bedroom 3.5-bath residence spans over 3,300 square feet and comes fully furnished (with select seller exclusions), making it ideal as a turnkey vacation rental (7 day minimum), second home, or primary residence. Designed in classic South Florida style, the home features soaring ceilings, an open and airy floorplan, abundant natural light, and whitewashed terracotta tile that adds warmth and timeless island character. The spacious kitchen includes granite countertops, stainless steel appliances with a Bosch convection cooktop, and a center island, perfectly suited for entertaining. A flexible sixth bedroom functions beautifully as an office on the second level, part of a private primary retreat that occupies the entire upper floor. Outdoor living is a highlight, with an east-facing backyard, a resort-style pool (resurfaced in 2021) and hot tub, outdoor kitchen, convenient poolside bathroom connects directly to one of the bedrooms (ideal for guest comfort and rental functionality), and lush, easy-care Xeriscaping, perfect for relaxed island evenings. Boaters will also appreciate the step-down dock and concrete seawall rebuilt in 2024, providing unobstructed water access. Additional features consist of a low maintenance brick paver driveway and 2 car garage (new door in 2025). Key Colony Beach is a planned island community known for its mobility, quiet streets, and dedicated city services. Residents enjoy public beaches, a par-3 golf course, marina, tennis and pickleball courts, scenic trails and biking paths. An exceptional opportunity for investors, water lovers, and those seeking a light-filled waterfront home where every detail supports both lifestyle and long-term value.

820 12th St, Key Colony

55 Boca Chica Rd Unit 85, Big Coppitt
$315,000
2 Beds ⋅ 1 Baths ⋅ 617536 MLS
Motivated Seller. Updated and ready for you. This 2 Br/1 Bath unit is spacious and now looks like a million dollars! Fresh paint throughout, new floors in DR, Kitchen, bedrooms & bath, new plumbing and water heater, new bath vanity. The spacious Florida Room is the place to be, it invites you to relax, get comfortable and enjoy the day or evening. Check the Document Tab above and see much more information. Unit was tented for termites in fall of 2023 and has new tie downs. It is in located in Seaside Resort KW, a gated RV Condominium Community just 10 miles from Downtown City of Key West. You own the land. Amenities include: Two pools, one is heated, club house, marina, exercise and library building, large laundry facility, Large Mail Room, 24/7 Security and gate guard house boat ramp, boat and RV storage, beach and more. You can't beat the price of having your own home so close to the city for dining out, shopping, & entertainment. Use it year 'round or for short periods as a second home. There are 2 restaurants within walking distance and one right on the ocean is a short bike ride away. There you will find Geiger Key Marina for food, Kayak tours and fishing captains. There is a 2-person limit per unit. Guests may visit the owner's unit for no more than 3 weeks. Vacation rentals are allowed. The Association has a minimum of a 30-day rental period. A rental application, background check, and a fee of $150 is required along with approval from the committee. Each unit pays its own water and sewer bill. Association reads the water meter and bills owner back for water and sewer. Each unit has its own electric meter. There is an application for permission to purchase because the Association has the right to check prospective Buyers. The application fee is $150. The association bills owners quarterly. The Association fee is $943 per Quarter. No pets are allowed. You can't beat the location! Bring your motorized cart to zip around the neighborhood and meet the neighbors.

55 Boca Chica Rd Unit 85, Big Coppitt

25 E Playa Largo Blvd, Key Largo
$3,050,000
3 Beds ⋅ 3 Baths ⋅ 618322 MLS
Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo

31033 Hibiscus Dr, Big Pine
$699,000
3 Beds ⋅ 2 Baths ⋅ 618175 MLS
Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Or you may just want to demo the house and build your Keys Dream Home on two lots. Additional highlights include an on-demand hot water heater, a seawall, and ample storage for all your island and boating gear. With plenty of room to expand or customize, the expansive property offers endless possibilities. Design a new kitchen or up grade the old. Ideally located just minutes from Big Pine Community Park, this home provides easy access to nature trails, recreation, and local amenities. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this canal-front property with quick access to open water is a rare find in the Lower Keys.

31033 Hibiscus Dr, Big Pine

1229 5th St, Key West
$1,899,000
6 Beds ⋅ 3 Baths ⋅ 611164 MLS
Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

1229 5th St, 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

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