luxury houses for sale Monroe County, United States

Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

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

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.

Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, original double hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances and all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable. French doors lead from the formal dining room and kitchen to a large sundeck with a covered dining area and extra lounging space to entertain. A Pool and new decking was just added to the property. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage adding an extra layer of prestige and historical significance to its charm. This historic home is a rare find in a prime location, offering the best of both worlds. Sold furnished (art work excluded)!

Seller Financing possible, call for terms. Solid CBS construction in the heart of historic Tavernier. Built in 2018, this well-maintained 3-bedroom, 2-bath home offers quality construction, a functional layout, and easy Florida Keys living. Features include all-concrete CBS construction with a solid concrete roof, polished concrete floors, high vaulted ceilings, fresh interior paint, generous natural light, and double closets for added storage. The spacious kitchen offers a pantry, ample cabinetry, and bar-top seating that opens comfortably to the main living area. Enjoy the rear porch and refreshing ocean breezes in a quiet neighborhood filled with classic Keys character. Conveniently located near local parks, gyms, restaurants, shopping, and everyday amenities, with easy access throughout the Upper Keys. Move-in ready and equally well suited as a full-time residence, second home, or Florida Keys retreat.

Spacious 7 bedroom Key Colony Beach pool home featuring a brand-new metal roof and 3,696 square feet under air, plus a huge screened-in porch overlooking the sensational pool area and waterway. Set on a large lot with a newly extended and updated 60-foot dock offering ample space for multiple watercraft, the property also boasts a recently refreshed freeform shaped pool and surrounding sundeck. Open-concept living areas on two levels and large bedrooms have made this a desirable licensed vacation rental home for repeat guests. Located near the end of the street with close proximity to Vaca Cut and the Key Colony channel for easy access to both the ocean and bay. The home has been beautifully maintained and updated with impact windows and doors. Walking distance to the 3-Par golf course, tennis, and recreational area, with daily sunsets to enjoy at nearby Sunset Park on the open water. A pedestrian path circles the island for walking and safe bike riding, with a 25 mph speed limit island wide. There is no neighborhood in the Florida Keys quite like Key Colony Beach, the premier boating community of the Middle Keys.

Welcome to 103 Andros Road, a stunning oceanfront estate nestled in the heart of Ocean Reef. This exceptional home is the perfect retreat for family relaxation, offering a serene escape from the demands of everyday life. Boasting 4,870 sq. ft. of living space, this 4-bedroom, 5 full bath, and 2 half bath residence is designed to embrace the breathtaking water views. The home's traditional yet sophisticated exterior complements its modern, minimalist interior, featuring clean lines and a comfortable atmosphere. A standout feature is the impressive infinity pool with glass walls, dual fire globes, and a 16' cascading waterfall, all overlooking the ocean. The open-concept living area flows seamlessly into the kitchen, dining, and bar spaces, with sliding glass doors that disappear into the walls to create an expansive indoor-outdoor experience. On the main floor, three beautifully appointed guest suites provide ample space and privacy. The entire second floor is dedicated to the master suite, complete with wrap-around glass walls opening to a private balcony with panoramic ocean views. Every detail in this home has been thoughtfully curated with architectural touches that elevate its elegance.

Motivated Sellers want you to experience the sweeping ocean views and breathtaking sunsets, from both floors of this beautifully updated oceanfront residence in Key Colony Beach--the gem of the Florida Keys. The spacious primary suite features an extended living area on the enclosed balcony with amazing blue water & sunset views, a custom bath, and generous walk-in closet. Two large guest bedrooms offer comfort and privacy for family or visitors. The gourmet kitchen boasts abundant cabinetry, stunning granite countertops, and opens to a light-filled living and dining area complete with a wet bar and panoramic ocean vistas--perfect for entertaining. This home suits any lifestyle: a high-performing vacation rental, a seasonal retreat for snowbirds, or a full-time residence in a meticulously maintained community of just 31 condos and townhomes. Enjoy resort-style amenities including a large oceanfront pool surrounded by expansive sun decks, a fishing pier with breathtaking sunset views, grilling and private lounging areas, covered parking garage, bike and kayak storage, plus guest parking, shuffleboard, and tennis/pickleball courts. Ideally located near marinas, restaurants, shopping, and local attractions, your island dream awaits in paradise.

Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

Experience the pinnacle of coastal luxury in this spectacular 4-bedroom, 4.5-bathroom estate, offering 3,454 square feet of light-filled living space on an oversized 26,450-square-foot lot. Commanding 170 feet of seawall, the property delivers unobstructed views across a picturesque water basin. This prime location provides ample deep-water maneuvering room for multiple large vessels, making it a true paradise for avid boaters. Exceptional curb appeal welcomes you, featuring a paved driveway and lighted landscaping. Inside, architectural grandeur meets effortless comfort. The living room features an inviting fireplace and flows seamlessly into an adjacent den. The kitchen is a culinary haven, with a generous center island that seats four. Positioned as a private sanctuary, the master suite boasts soaring ceilings, oversized walk-in closet, and an exclusive covered patio. The spa-like master bath looks directly onto a dedicated orchid lanai. Outdoors, an entertainer’s paradise awaits: a large covered living area transitions into a fully equipped summer kitchen—complete with a built-in grill and refrigerator drawers—all framed by lush, tropical landscaping and a sparkling heated pool. A spacious three-car garage completes this unparalleled waterfront retreat.

Experience the quintessential island lifestyle in this stunning waterfront townhome at Flagler's Landing, where Gulf views meet the convenience of a central Key West location. This elevated residence offers approximately 1,387 sq ft of living space with open Gulf views from the main living areas, private balcony, and both upstairs bedrooms. The main level is designed for effortless entertaining, featuring an open-concept design with spacious living and dining areas. The gourmet kitchen is anchored by a custom coral stone island with seating for six, equipped with custom cabinetry, under-cabinet lighting, premium GE appliances, a six-burner range, and a brand-new refrigerator. Warm bamboo flooring, recessed lighting, and a wide waterfront balcony accessed through sliding glass doors create an inviting atmosphere for indoor-outdoor living, perfect for enjoying sunsets and ocean breezes. A powder bath completes this level. A spiral staircase leads to the second level, where the hallway features built-in bookshelves and access to an additional front-facing balcony. Both serene bedrooms enjoy expansive waterfront views and walk-in closets. The primary suite and guest bedroom provide a relaxing coastal setting for family or visitors, complemented by a full bath featuring a glass walk-in shower, a large vanity, and a jacuzzi-style tub. Additional features include central A/C, ground-level covered private parking, dedicated storage, a laundry area, and a charming ground-floor brick patio. For boating enthusiasts, the property includes a private shallow-draft boat slip suitable for an approximately 24 ft boat, enjoyable any season all year. Residents also enjoy community access to a heated concrete pool. Perfectly situated near beaches, restaurants, shopping, and marinas, this home provides a unique opportunity to own a premier piece of paradise in an exclusive enclave where properties rarely become available.

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

Stunning 4-bedroom, 3-bathroom home, recently renovated to perfection. This modern masterpiece is located in the highly desirable X flood zone, offering peace of mind and lower insurance costs. Step inside to a bright, airy floor plan that blends classic design with the relaxed Keys lifestyle. Soaring ceilings and abundant natural light create an open, welcoming feel throughout the living areas, beautifully complemented by custom LED lighting.The open-concept gourmet kitchen features stylish finishes, stainless steel appliances, quartz countertops, and a large island that's perfect for entertaining. The luxurious primary suite includes a spacious en-suite bathroom with a walk-in shower. Three additional bedrooms provide plenty of flexible space for family, guests, or a home office. New flooring and contemporary fixtures complete the fresh, move-in-ready interior. Outside, enjoy a large screened-in porch ideal for relaxing or hosting gatherings, plus an expansive backyard with room to add a pool and beautiful views of swaying palms and endless blue skies. Residents of Edenaire enjoy exclusive access to the community park, which includes a fenced picnic area, grill, trailer parking, boat ramp, and 72-hour dockage--giving you direct access to Tavernier Creek, the ocean, and the bay for boating, fishing, paddleboarding, and more. You will not find a 4 Bed 3 Bath home fort this price and in this neighborhood. X Flood, 2021 Roof. This property is currently rented and requires at least 24 hours' notice for all showings. Contact agent for lease details.

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 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 an 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, 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, a 2018 standing seam metal roof, and termite tenting with a transferable warranty, providing peace of mind for years to come. With its 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!

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. A 148-foot observation dock invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Expansive accordion impact glass doors seamlessly blend indoor and outdoor living throughout. The gourmet kitchen showcases Café appliances, induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas ideal for hosting. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, local artist mural, and more. Discover why Grassy Key is the place to be.

Discover effortless Florida Keys living at Fisherman's Cove, an exclusive private residence club overlooking Blackwater Sound in Key Largo. This 1/8 fractional ownership offers approximately 2,300 square feet of beautifully appointed living space with three spacious bedrooms, three full bathrooms, and a recently renovated interior blending contemporary finishes with relaxed island style. Designed for both comfort and entertaining, the residence features a fully equipped gourmet kitchen with bar seating and an expansive private balcony ideal for taking in the waterfront surroundings. Ownership extends well beyond the residence itself, with access to an impressive collection of amenities including a resort-style pool with three private cabanas, rooftop owners' deck, concierge and housekeeping services, and two owners-only boats, a 26' Sea Fox and 24' Contender, for enjoying the waters of the Florida Keys. Located above Jimmy Johnson's Big Chill, Fisherman's Cove places dining, entertainment, boating, and waterfront relaxation all within steps of your residence. Owners enjoy flexible year-round use, typically 5-7 weeks annually, with opportunities for additional stays based on availability. Fisherman's Cove is a private residence club with privileges reserved exclusively for owners. Rentals are not permitted. This is a 1/8 Fractional Ownership Opportunity.

Experience the ultimate Islamorada waterfront lifestyle in an exceptional contemporary custom bayfront residence, designed by its current owners, with sophisticated architecture, exceptional construction, and premier boating amenities. Perfectly positioned on a cul-de-sac to capture spectacular year-round sunsets across Florida Bay, the tri-level residence offers approx. 3,200 Sqft of living space, an additional 800 Sqft of covered, tiled balconies, four bedrooms, each with an en suite bathroom, plus a convenient half bath. Natural stone flooring, custom cabinetry, quality finishes, and an elevator serving all interior living levels. Built for lasting durability, the home features reinforced concrete construction, galvanized reinforcing steel, a solid concrete roof, impact windows & doors plus automatic hurricane curtains protecting the main waterfront terrace. The spectacular 1,400 Sqft rooftop sun deck crowns the residence, showcasing panoramic views across Florida Bay, unforgettable year-round sunsets, & a fire pit for entertaining or relaxing under the stars. Designed for the boating enthusiast, the property offers immediate deep-water access, two boat lifts at +/- 25,000 and 12,000 pounds, and an enclosed tackle room/workshop for fishing gear and marine equipment. Low-maintenance grounds feature artificial turf, coral rock hardscaping, and irrigated tropical landscaping. The spacious backyard offers ample room for a future resort-style pool overlooking Florida Bay adjacent to the existing chickee hut. A spacious double covered carport with 9.5-foot ceilings provides generous parking for multiple vehicles, trailers, golf carts & recreational equipment. Combining contemporary custom design, exceptional concrete construction, expansive indoor/outdoor living, premier boating amenities, breathtaking sunset views, and endless opportunities for waterfront entertaining, the residence represents luxurious bayfront living at its finest in the Florida Keys.

Nicely renovated 2BD/2BA waterfront half-duplex in vibrant Key Colony Beach, offering impressive water views from both the front and back of the home. Stilted concrete construction, metal roof and impact windows make the insurances extremely affordable. Wake up to glowing sunrises over the water and wind down with color-soaked Keys sunsets from your private balconies perfect for morning coffee, sunset cocktails, and effortless indoor-outdoor living. A deep-water pier-style dock accommodates boats up to 40 ft giving you instant access to world-class fishing, diving, and boating. Designed for adventure and convenience, the property includes parking for up to 3 vehicles, 2 covered spaces beneath the home and an additional uncovered driveway space ideal for extra parking or a boat trailer. A dedicated tackle room keeps gear organized and ready for your next trip offshore. Everything you love about Key Colony Beach is within easy walking distance, Sunset Park for oceanfront strolls and nightly sunsets, the Key Colony Beach Golf Course, tennis and pickleball courts, the Cabana Club with oceanfront pool and beach access (membership-based), and the Key Colony Beach Marina. Restaurants, walking paths, and the island's friendly, laid-back atmosphere are all right at your doorstep. With 7-day rentals permitted, this property offers excellent vacation-rental potential in one of the most desirable waterfront, boating communities in the Middle Keys. A bright, breezy coastal escape and always a pleasure to show.

Opportunity in the desirable Lime Grove neighborhood of New Town Key West! Situated on an oversized corner lot, this CBS home offers 1,242 sq. ft. of living area, an expansive yard and plenty of possibilities for its next owner. Owned by the same family for decades, the property has been lovingly maintained and is ready for its next chapter. Originally designed as a three-bedroom home, two of the bedrooms were opened into one another by removing the dividing wall, creating one oversized bedroom. The third bedroom remains separate, and the original three-bedroom configuration could potentially be restored by a new owner by adding the dividing wall. The generous corner lot provides abundant outdoor space with plenty of room to create a tropical outdoor living area and potential for a pool. The property also includes a detached 483 sq. ft. CBS garage/workshop in need of significant repair and rehabilitation, offering the potential to restore and repurpose the structure. Attached to the rear of the garage is a 228 sq. ft. utility/laundry/storage space. Inside, the home retains much of its original character with ample potential for updating and personalization. Whether envisioned as a primary residence, long-term rental investment or renovation project, the spacious lot, CBS construction, flexible layout and New Town location provide a great foundation for its next chapter. Just steps from Lake McKillip, take an evening stroll along the public wooden walkway over the water and enjoy beautiful Key West sunsets. Conveniently located in New Town near shopping centers, schools, the senior center, beaches and everything the island has to offer. Bring your vision and discover the possibilities at 2804 Harris Avenue.

Introducing this charming and newly upgraded Keys Conch Cottage tucked away in the desirable Tropicana subdivision in the heart of Marathon. Set on an impressive 8,000+ sq ft lot, this property offers the rare benefit of flexible mixed-use zoning, allowing for short-term vacation rentals, home-based businesses, and even the potential to divide the side portion of the lot for an on-property business space, an exceptional opportunity for versatility and income potential. It is currently an active, licensed vacation rental with repeat guests already in place. Inside, you'll find a cozy 2-bedroom, 1-bath layout complemented by a large, oversized workshop ideal for storage. The home has been thoughtfully updated with 3 brand-new mini-split air conditioning systems, providing excellent cooling and energy efficiency. All appliances have been upgraded within the last year to match white KitchenAid, giving the kitchen a clean, cohesive, modern look. Additionally, both the exterior and the entire interior of the home were freshly painted within the past year, offering a crisp, move-in-ready feel throughout. Brand-new impact windows and doors add further value with improved energy efficiency, security, and storm protection, while mature tropical landscaping enhances the authentic Old Florida Keys charm. Step into your private backyard retreat, where lush greenery creates a serene, secluded atmosphere. Enjoy a relaxing soak in the hot tub under the stars, entertain friends, or simply unwind in your own island oasis. The expansive lot provides ample parking for multiple vehicles, trailers, and boats—perfect for an active Keys lifestyle. With three public boat ramps just minutes away and close proximity to the world-famous Sombrero Beach, enjoying days on the water or in the sand is effortless. Whether you're seeking a personal island getaway, a strong income-producing investment, or a unique property with zoning flexibility, this is the place for you!

Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal as a weekend escape, guest retreat, or comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A permit has been submitted to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to secure a premier bayfront parcel in one of Islamorada's most sought-after locations. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This vision blends refined indoor living with outdoor elegance, creating a seamless waterfront sanctuary. Whether you envision a private coastal retreat or an entertainer's paradise, this remarkable bayfront estate offers endless possibilities in an unparalleled setting.

Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Keys. Recognizable by its signature pink façade and blue metal roof, this exceptional Summerland Key residence captures the spirit of island living while offering the quality, comfort, and peace of mind of modern CBS construction. Set along a protected canal with 125 feet of concrete dockage, two boat lifts, and direct deep-water access to both the Atlantic Ocean and Gulf of Mexico, this waterfront home is perfectly positioned for effortless days on the water, from world-class fishing and diving to sunset cruises and sandbar adventures. Impact windows and doors and thoughtfully designed indoor-outdoor living spaces create a home that is as durable as it is inviting. Sweeping open ocean views from the main living level and third-story observation deck provide the perfect backdrop for sunrise mornings and starlit evenings. A charming detached guest cottage connected by a covered breezeway creates a private compound ideal for hosting family and friends. The oversized homesite offers exceptional flexibility with ample room to add a custom pool, expand outdoor entertaining areas, or further enhance the property to suit your vision. Just 35 minutes from Key West, Pink Sands feels as though it belongs on Harbour Island while remaining firmly rooted in the authentic charm of Summerland Key. Blending Bahamian-inspired architecture with the confidence of newer CBS construction, exceptional boat dockage, direct ocean and Gulf access, and endless opportunities for future customization, this is a rare opportunity to own a distinctive Florida Keys waterfront home. Minutes from Looe Key Reef, Content Keys, and the backcountry flats, this exceptional location offers unparalleled access to some of the Florida Keys' most sought-after boating, fishing, diving, and paddleboarding destinations right from your private dock.

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.