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$3,495,000
4 Beds ⋅ 4 Baths ⋅ 620024 MLS
OCEANFRONT, CBS, POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful newly painted exterior, this elevated 4 bed 3.5 bath home offers 2,766 sq. ft. of beautifully designed living space where soaring ceilings and walls of glass frame endless turquoise water views. Rare 3 bedroom suites with ensuite bathrooms, and a 4th bedroom or office with ensuite half bath. The expansive open-concept living and entertaining areas create a seamless indoor-outdoor flow perfect for relaxing or hosting guests after a day on the water. Separate laundry room is a bonus. A rare concrete dock with a protected cut-in boat slip provides quick deep-water access to the Atlantic with no long canal commute--placing you minutes from world-class offshore fishing, reef diving, sandbars, and endless boating adventures. Step outside to your private oceanfront oasis featuring a sparkling pool and spa, expansive lounging decks, and a poolside kitchen designed for sunset entertaining and waterfront gatherings. Panoramic open-water views and ocean breezes create the perfect Keys atmosphere. Upstairs, the spacious primary suite offers stunning ocean views, a private balcony, and a peaceful retreat overlooking the Atlantic. Additional features include impact windows and doors, a metal roof, a chef's kitchen with granite countertops and stainless steel appliances, plus convenient access to the nearby Summerland Key Cove Airport for easy fly-in/fly-out travel in light aircraft. This rare offering combines luxury living, protected deep-water dockage, immediate ocean access, and unforgettable open-water views in one of the Florida Keys' most sought-after waterfront communities

414 E Caribbean Dr, Summerland
$1,245,000
4 Beds ⋅ 3 Baths ⋅ 620023 MLS
Nestled within the exclusive waterfront enclave of Vaca Cove, this beautifully furnished 4-bedroom, 3-bath elevated home offers the perfect blend of luxury, comfort, and investment potential. Designed with an expansive open floor plan, wide hallways, and generously sized bedrooms, the home is ideal for entertaining and relaxed coastal living. Enjoy 35 feet of private dockage with easy, deep-water access to both the Atlantic Ocean and Gulf of America via nearby Vaca Cut. Built in 2016, Vaca Cove is a private community of just seven single-family homes surrounding a tranquil lagoon and resort-style pool. The lagoon seawall provides the perfect launch point for kayaks and paddleboards. Fully licensed as a vacation rental with future bookings in place, this turnkey property is being sold beautifully furnished and rental ready. Additional features include covered parking, room for multiple vehicles and boat trailer storage, hot tub area beneath the home, metal roof, and impact windows and doors designed to maximize insurance savings. Whether you're seeking a proven income-producing property, second home, or full-time island retreat, this exceptional Vaca Cove residence delivers effortless Florida Keys living.

12555 Overseas Hwy Unit C, Marathon
$26,400,000
7 Beds ⋅ 10 Baths ⋅ 620022 MLS
Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

89505 Old Hwy, Tavernier
$369,000
2 Beds ⋅ 2 Baths ⋅ 620020 MLS
Located in Plantation by the Sea, this Islamorada townhouse offers 2 bedrooms, 1.5 bathrooms, covered parking, and a storage unit in a gated oceanfront complex. Inside, the unit has been updated with renovated kitchen, bathrooms, and flooring. Both upstairs bedrooms feature open balconies, along with an additional balcony off the living room for added outdoor space. The upstairs layout includes 2 bedrooms and 1 full bathroom, while the half bath is conveniently located downstairs. Community amenities include a covered parking space, plenty of guest parking, storage unit, workout room, sauna, kayak and paddleboard storage, bicycle storage, clubhouse, and gated entry. Conveniently located near Founders Park, Islamorada's community park offering a beach, Olympic-size swimming pool, tennis courts, pickleball courts, ball fields, and an amphitheater.

87455 Old Hwy Unit 244, Islamorada
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 620017 MLS
Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a boaters dream. Access the Atlantic or Gulf in minutes. 15,000 lb. Boat lift added in 2024. Inside, the home features 1,774 square feet of thoughtfully designed living space with 3 bedrooms and 3 bathrooms. The third bedroom has a private entrance and could be used as guest quarters or an in-law suite. The updated kitchen showcases modern finishes and functionality, while the beautifully renovated bathrooms reflect today's contemporary style and comfort. Spacious living areas and an inviting layout create an ideal environment for both relaxing and entertaining. Impact Windows and Doors. New AC year 2026. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this canal-front property offers the privacy, upgrades, and Florida Keys lifestyle buyers are searching for. Call to schedule your private tour. Sellers are motivated.

30525 Winifred St, Big Pine
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 620015 MLS
7070 Overseas Highway in the heart of Marathon presents an incredible mixed-use investment opportunity in a prime Overseas Highway location with outstanding visibility and endless potential. Formerly operating as a flower shop, Marathon florist, this versatile commercial property offers flexibility for a wide range of business ventures, income-producing opportunities, or redevelopment concepts. The property features approximately 4,168 finished square feet and is zoned for mixed use, making it appealing for a variety of uses! The high-traffic location provides exceptional exposure along one of the Florida Keys' busiest corridors. Looking to expand income potential? The second floor includes three residential rental units, creating immediate revenue opportunities: • One spacious 2-bedroom unit • Two 1-bedroom units Whether you are an investor seeking multiple income streams, an entrepreneur ready to launch a business in the Keys, or someone searching for a live/work opportunity, this property offers exceptional flexibility and long-term value. With mixed-use zoning, strong visibility, rental income potential, and a sought-after Marathon location, 7070 Overseas Highway is truly a rare opportunity for business investments, ventures, and future growth.

7070 Overseas Hwy, Marathon
$1,249,000
3 Beds ⋅ 2 Baths ⋅ 620013 MLS
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home that perfectly blends modern finishes with warm, inviting living spaces. From the moment you arrive, you'll love the charming curb appeal, spacious covered front porch, and bright, airy interior filled with natural light. The heart of the home is the stunning chef's kitchen featuring an oversized quartz island, custom white shaker cabinetry, stainless steel appliances, abundant storage, and sleek designer finishes throughout. The open-concept layout flows seamlessly into the living and dining areas, making it ideal for entertaining and everyday living. The bedrooms offer comfort and flexibility, and both bathrooms have been thoughtfully updated with clean, modern touches. Located in a desirable neighborhood close to schools, shopping, dining, and local amenities, this move-in-ready home offers the perfect combination of style, comfort, and functionality.

2116 Fogarty Ave, Key West
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 620012 MLS
Tucked away on a quiet lane in Old Town Key West, this historic island home offers a rare combination of architectural character, elevated location, and walkable convenience. Positioned in the desirable X-flood zone near the highest natural elevation on the island, the property sits just steps from the energy of Duval Street while maintaining a peaceful residential feel. Originally constructed during the Henry Flagler railroad era, the home has been thoughtfully updated while preserving the warmth and authenticity that make Key West architecture so iconic. Inside, rich Dade County pine walls, hardwood flooring, and tall ceilings create an inviting atmosphere filled with natural texture and timeless charm. Impact windows and curated high-end finishes blend seamlessly with the home's historic roots. The kitchen was designed with both style and function in mind, featuring dade county pine countertops and a collection of premium appliances including a Sub-Zero refrigerator and Big Chill gas range. Flexible living areas allow the home to function as either a spacious two-bedroom retreat or a three-bedroom layout depending on your needs. Outdoor living is equally special. A lush backyard filled with mature tropical landscaping and fruit trees creates a private island setting that feels worlds away from the bustle of town, with space to potentially add a pool in the future. The welcoming front porch serves as a timeless gathering space, perfectly suited for morning coffee, evening cocktails, and enjoying the laid-back rhythm of Old Town living. Just a short stroll from Truman Waterfront Park, Fort Zachary Taylor Beach, galleries, restaurants, and marinas, this property captures the essence of classic Old Town living -- historic, relaxed, and unmistakably Key West.

709 Chapman Ln, Key West
$799,000
3 Beds ⋅ 2 Baths ⋅ 620011 MLS
It's your lucky day! The last buyers had to cancel their contract for personal reasons prior to inspections. Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story, single-family residence features a cut-in boat slip with a boat lift beneath the expansive great room, along with its own boat ramp on the side. The frame with stucco upstairs offers 1,380 square feet of living space with 2 bedrooms, 1 bath, and a spacious great room with impressive water views. The original structure has high cathedral ceilings with wood beams and beautiful hardwood floors. Generously-sized, the updated kitchen includes abundant cabinet space, granite countertops, and a large island. The CBS ground level has a grandfathered-in, 600 sq. ft. living area that provides the 3rd bedroom and 2nd bathroom creating an ideal in-law suite; plus 300 sq. ft. devoted to storage as well as the washer and dryer. Impact-resistant windows were installed upstairs in 2021, and new ductless AC/heat systems were added both upstairs and downstairs in 2022. Panel shutters protect the downstairs jalousie windows. Please note that the upstairs and downstairs living areas are not connected by an interior staircase. This long-established neighborhood is also home to local favorites and landmarks including the No Name Pub, No Name Bridge, and the Old Wooden Bridge Resort and Marina with boat ramp.

30937 Baileys Ln, Big Pine
$949,000
3 Beds ⋅ 2 Baths ⋅ 620010 MLS
Rare opportunity to own a half-acre corner parcel in the heart of Plantation Key. With an existing structure already in place, the property offers the flexibility for an extensive renovation or full redevelopment into a custom home with room for a pool, garage, outdoor entertaining areas, boat and RV storage, and additional parking. The bayside homeowner's park and boat ramp provide direct and easy access to some of the best boating and fishing in the Florida Keys, including nearby backcountry waters, sandbars, and sunset cruises. Centrally located near restaurants, shopping, marinas, and everyday conveniences, this property not only offers an ideal Plantation Key location, but also a rare opportunity to own a large parcel with redevelopment potential in the Upper Keys.

156 Monroe Dr, Tavernier
$579,500
3 Beds ⋅ 2 Baths ⋅ 620009 MLS
Immaculate 3 Bedroom, 2 Bath home located just South of John Pennekamp park with the best Boat ramp, as well as enjoying this undersea park with amazing coral reefs and marine life with activities for the family like snorkeling, diving, and the glass-bottom boat. This is a family friendly neighborhood. This modular home is beautifully maintained and is fully furnished and thought\fully updated, with new kitchen cabinets, appliances, and new flooring, plus a durable metal roof. Enjoy the privacy of an X Flood location, and a spacious backyard with a dedicated outdoor grilling area. Ideal for family gatherings or relaxing evenings. Priced to sell quickly, this turnkey home offers both comfort and convenience in one of the Key's most desirable locations.

802 Madrid Rd, Key Largo
$714,900
4 Beds ⋅ 2 Baths ⋅ 620008 MLS
FANTASTIC INVESTMENT OPPORTUNITY Newly renovated FULL DUPLEX! 2/1 on each side. Tenants in place in both units.Stainless appliances, laminate flooring and solid surface countertops round out this functional & welcoming space! Nice yard space on both units! Great location within walking distance to Harry Harris Park, where you'll find a boat ramp, playground and more for days filled with fun for the whole family! Tenants in place in both units. PROOF OF FUNDS REQUIRED TO SHOW PROPERTY. ALLOW 72 HOURS TO ARRANGE SHOWINGS.

220 W Indies Rd, Tavernier
$395,000
620006 MLS
Purchase this deep draft canal front LOT in Summerland Key in the Florida Keys. The building permit is in-process for a 3 bedroom/ 2 bath stilted single family residence (cost of the home is additional). The plans shown are for a 1320 sq ft' 3/2 elevated Affinity home with features that include impact doors and windows and built to 180 mph which is great for your insurance rates. This canal has incredibly easy access to the Atlantic and Gulf with deep draft. Buy the land now and when your permit comes in, you can start building or you can change the plans. Price does not include the home and will increase as construction progresses. Limited lots are available in this upscale neighborhood. DOCK permit update from Army Corp.

24285 W Caribbean Dr, Summerland
$750,000
4 Beds ⋅ 2 Baths ⋅ 620003 MLS
Experience the charm of Florida Keys living in this beautifully maintained home situated on an expansive 8,775 s/f lot. Offering 4 bedrooms and 2 bathrooms within 1,664 s/f of living space, this property combines comfort, durability, and modern convenience. Designed for peace of mind, the home features impact windows and doors, a durable metal roof, and an elevated A/C unit approximately 3-4 years old. Inside, you'll find easy-to-maintain tile flooring throughout, creating a bright and functional living environment. The property is also equipped with preparation for RV installation and an electric vehicle charging station, making it ideal for today's lifestyle needs. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this Florida Keys property offers space, upgrades, and island living in a prime setting.

35 Atlantic Dr, Key Largo
$2,375,000
4 Beds ⋅ 4 Baths ⋅ 620004 MLS
Welcome to your own private slice of Islamorada paradise! This canal-front home offers easy access to Florida Bay along with stunning lake views and unforgettable sunsets. This home features CBS construction, a metal roof, accordion shutters, living areas above base flood elevation, and plenty of parking. The upstairs main living area offers over 2,000 square feet of living space with 3 bedrooms and 2.5 bathrooms. Vaulted ceilings and an open, spacious layout are designed to capture natural light and water views. The large kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining or simply enjoying the relaxed Keys lifestyle. The bedrooms are located down the hallway, creating a nice separation from the main living spaces. The primary suite features a walk-in closet and a beautifully appointed spa-like bathroom with marble finishes, dual vanities, granite countertops, soaking tub, and a glass-enclosed steam shower with multiple shower heads. All bedrooms are generously sized with ample closet space. The downstairs living space offers over 770 square feet and is separate from the upstairs, creating a great private area for guests to enjoy, complete with sliding glass doors that open directly to the pool area. Outside, enjoy lush tropical landscaping, a canal-front pool with heater, 60' of dockage with a 15,000 lb boat lift, and quick boating access to Florida Bay. The outdoor living space is ideal for entertaining with plenty of room under the carport along with an outdoor kitchen. Whether you are heading out for a sunset cruise, fishing trip, or waterfront dining, this location puts the best of the Florida Keys lifestyle right at your fingertips.

316 Woods Ave, Islamorada
$1,295,000
3 Beds ⋅ 2 Baths ⋅ 620002 MLS
Homes offering this level of detail, space & modern construction are a rare find in the Lower Keys. Built in 2023 in desirable Pine Channel Estates, this exceptional waterfront home offers 75' of dockage on a deep, wide canal with quick access to Pine Channel. Tucked in far enough to avoid traffic noise, yet moments from open water, the location delivers the best of the Lower Keys lifestyle. Bonus-Low insurance costs! Designed with both luxury & functionality in mind, this split floorplan home showcases extensive upgrades & designer finishes throughout including crown custom built-ins, crown moulding, recessed LED lighting, upgraded designer fixtures, impact windows & doors, & durable Hardie board siding. The stunning kitchen serves as the centerpiece of the home with quartzite countertops, custom cabinetry, premium finishes & abundant space to gather and entertain, while quartzite carries through the bathrooms for a cohesive upscale feel. The expansive upstairs screened lanai creates an ideal indoor/outdoor living space with designer details throughout and plenty of room to relax, dine & entertain year-round. Downstairs offers expansive covered entertaining areas, outdoor shower, hot tub & 300 sq ft enclosure perfect for storage, tackle room, gym, workshop or additional flex space. True laundry/utility room adds practicality rarely found in Keys homes. Custom closet built-ins throughout. Additional features include a cistern (not currently in use), exceptional indoor & outdoor living space, & a beautifully designed waterfront setting built for boating, entertaining & enjoying the Keys lifestyle. The clear canal water here is a standout rarely found elsewhere. Double framed dock for boat lift. Homeowners/Windstorm=$2,645. Flood=$2,164

29663 Saratoga Ave, Big Pine
$425,000
2 Beds ⋅ 1 Baths ⋅ 619998 MLS
Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining from the kitchen, dining room, and living room area. Features a large master bedroom, full size bathroom with new vanity and new stackable washer/dryer, well stocked kitchen with a full line of appliances, metal roof, and tile floor throughout. Enjoy the tropical landscaped backyard while grilling dinner or relaxing on your private deck. Indulged in the community's amenities, including an oceanfront heated saltwater pool and jacuzzi for ultimate relaxation. A marina with a fuel dock, convenient store and boat launch for the boater enthusiasts. Stay active and engaged with pickleball and tennis courts! And for Kids' there's a playground where the little ones can have fun. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one vehicle, no age restrictions, two pets allowed, and transient (1 day) rentals are permitted. Possible Seller Finance

701 Spanish Main Dr Unit 639, Cudjoe
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 619996 MLS
Welcome to your waterfront dream home in the heart of Key Colony Beach! This beautifully renovated 3 bedroom, 3 bathroom single-family home is a private tropical retreat. Situated on a wide basin just off the Atlantic, this property is a boater's paradise. Enjoy two private boat slips, a brand new Trex dock, fish cleaning station and a 10,000 lb boat lift. Relax in your own backyard oasis featuring a saltwater pool with both heater and chiller, a spacious tiki hut for entertaining, and lush landscaping that enhances the serene island ambiance. The large screened-in porch, complete with a stunning epoxy floor, provides an inviting space to lounge while enjoying gentle breezes and waterfront views. Inside, the home was fully remodeled between 2017 and 2018 with no detail spared. The open-concept kitchen is outfitted with quartz countertops, stainless steel appliances, custom cabinetry, and stylish tile finishes. Porcelain tile flooring flows throughout, and every window and door is impact-rated for peace of mind. 3 bedrooms and 3 baths offer plenty of space for your and guests. The one-car garage adds extra storage space for gear, bikes, or paddleboards. As an active vacation rental, this home is turnkey and income-producing, with a strong rental history and excellent guest appeal. Brand new HVAC system and Hot Water heater. Rubber seal on roof was done in 2023 with new gutters added. Whether you're seeking a second home that pays for itself or a full-time residence with built-in investment value, this property delivers on every level. Enjoy all the amenities that make Key Colony Beach one of the Florida Keys' most desirable destinations: two parks, a 9-hole par-3 golf course, scenic walking and biking paths, Sunset Park, tennis and pickleball courts, and convenient access to restaurants, shops, and marina services--all within walking or biking distance.

8 Sadowski, Key Colony
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 619995 MLS
Your Dream Beach Home Awaits! 🌴Majestic Single Family Home for SaleLocation: Nestled in a quiet residential area, this stunning home sits on a spacious corner lot (50 x 100 ft) surrounded by beautiful gumbo limbo trees and vibrant tropical foliage.Key Features:Spacious Living: Approx. 1800 sq. ft. of living space 2 stories of comfort and style Ground Level: Welcoming entrance with a glass door leading to a small foyer 2 Large Bedrooms with ample natural light 1 Full New Bath featuring a high glass shower Each bedroom includes a new AC split One bedroom offers a glass door opening to a private back patio--perfect for relaxation! Upper Level: Expansive Living Room and Dining Room with an open layout Modern Kitchen with granite countertops Huge Master Bedroom with a private bath and an abundance of windows, creating a bright and inviting atmosphere High ceilings enhance the sense of space and light Separate entrance for added convenience Exterior Highlights:Unique lush setting with a wall surrounding the propertyMain gate entrance on Main StreetHuge Front Patio--ideal for entertaining or enjoying the outdoorsRoom for a pool to create your personal oasisAdditional Information:Fully furnished (included in the sale)Lease option available for a minimum of 6 months- The best to offer is the magnificent HOA park with private beach . Face time video available .Easy to show--vacant and ready for you!

140 S Bay Harbor Dr, Key Largo
$698,000
2 Beds ⋅ 2 Baths ⋅ 619981 MLS
X Flood Zone, Concrete home on TWO fenced lots with a Garage !! Ground level home with a newer ( 2018) metal roof on High elevation. Updated kitchen with wood cabinetry and stainless steel appliances. 12,000sq.ft. lot with storage and secured rolling gate entrance, plenty of boat trailer storage, parking and room for a pool. Close to Buzzards Roost restaurant and Garden Cove Marina where they have racks for boats with in & out service & fuel.

8 S Andros Rd, Key Largo
$850,000
5 Beds ⋅ 3 Baths ⋅ 619979 MLS
Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2 bedrooms and 1 bathroom and is currently rented month-to-month for $4,000, with the tenant also utilizing the upstairs portion of the home. This property is loaded with upgrades and features for convenience, security, and outdoor enjoyment, including a shingle roof approximately 8 years old, impact windows throughout, and two elevated A/C units that are less than 4 years old. Boating and recreational enthusiasts will appreciate the 50-foot dock, along with existing preparation for water and electricity service for boats on the canal. Additional highlights include a 16-camera security system, RV preparation, and readiness for an electric vehicle charging station. Perfectly located just a 5-minute walk from the coast, this exceptional property combines waterfront lifestyle, flexibility, and modern upgrades in one incredible Florida Keys opportunity.

3610 S Seas St, Big Pine
$2,500,000
8 Beds ⋅ 4 Baths ⋅ 619978 MLS
Discover an exceptional investment opportunity in the heart of the Florida Keys! Situated on a spacious lot just 3 minutes from the beach and world-famous Duval Street, this unique multi-unit property offers versatility, comfort, and island-style living at its finest. The main residence features 5 bedrooms and 3 bathrooms across 2,432 total s/f, designed for both relaxation and entertaining. Enjoy a private pool with pool heater, along with the convenience of two elevated A/C units, both less than 4 years old. The second unit offers 3 bedrooms and 1 bathroom with 1,504 total s/f of living space, plus a 2-car garage and its own elevated A/C unit, also less than 4 years old. Built for peace of mind and modern living, the property includes a durable metal roof, impact windows throughout, camera security system, preparation for an electric vehicle charger, and separate electric and water meters for each unit. Whether you're seeking a primary residence, vacation retreat, or income-producing property, this rare Florida Keys gem combines location, flexibility, and outstanding features in one incredible package.

1409 Whalton St, Key West
$9,999,000
5 Beds ⋅ 5 Baths ⋅ 619975 MLS
Introducing an extraordinary and completely custom Polynesian-inspired estate designed by the owner with finishes imported from all over the world. Perfectly positioned on the most premier lot within the exclusive gated enclave of Shark Key, offering an exceptional blend of privacy and waterfront luxury. Set on a sprawling 1.56-acre lot with an impressive 850 feet of water frontage, this custom residence spans approximately 4,622 sq. ft. and captures breathtaking open water views and unforgettable sunset skies. A long private driveway sets a dramatic tone on arrival, winding through lush grounds and passing the tennis court before revealing the home in complete privacy and anticipation. Inside, a grand entry leads into the Chef's Kitchen and Great Room boasting 180 degree water views. Soaring cathedral ceilings, rich mahogany woodwork, and exposed beams create a warm yet striking architectural statement. Walls of glass doors frame open water views and open seamlessly to the expansive wraparound deck, perfect for entertaining or enjoying iconic Keys sunsets. The thoughtfully designed layout separates the North and South wings, connected by a striking mahogany-wrapped hallway that enhances flow and elegance. The main wing is home to all Living Areas and the Primary Suite featuring soaring ceilings, his & her dressing areas and bath featuring imported tile and water views. The South wing offers exceptional flexibility with a second living area and 4 Bedrooms creating a private retreat for family and visitors. A winding staircase leads to a second-floor guest suite with elevated open water views and serene privacy. Intricate coastal tilework throughout and the custom emerald tile roof reinforces the island aesthetic, while impact windows provide durability and peace of mind. Outdoor living is truly exceptional, featuring a wraparound deck, resort-style pool, multiple tiki huts, and a waterfront lounging area ideal for entertaining or relaxing.

87 Cannon Royal Dr, Shark Key
$873,000
3 Beds ⋅ 2 Baths ⋅ 619973 MLS
STRAIGHT SHOT to deep-water and 10 minutes to Key West. You will love beautiful Geiger Key with world-class angling, boating, and diving right from your own backyard. Offering the fastest track to blue water and offshore fishing in the Lower Keys, this house is 9 houses back from open water! 157 Mars Ln is an elevated, 3 bedroom, 2 full bath canal home with a 45 ft seawall. NO bridges, shallows or mangroves to navigate here. Bright and cheerful with an open floor plan and high ceilings, there is a permitted downstairs enclosure with almost 400 additional sf and a lovely, screened in covered porch overlooking the canal. Indoor/outdoor living is the best! Easy to maintain, over-sized corner lot w/ covered driveway and extra parking for multiple vehicles, boat trailers and an RV. An expansive, covered patio (446 sf) for those warmer days when you need a shady respite is a delightful feature of the home. Lush, manicured landscaping and tidy graveled grounds offer a serene, tropical space with easy upkeep. Outside shower, fish cutting station and room for a pool! Newer metal roof and LOW INSURANCES! Geiger Key is a fabulous neighborhood with a mix of full-time and winter residents. It offers superior boating and a laid back atmosphere. You will love the relaxing, Old Keys lifestyle. The days drift by and life is more simple here, leaving more time to enjoy the outdoors and island vibe. World-famous Geiger Key Marina and Fish Camp is just around the corner for great food, drinks and live music. It's the Lower Keys best kept secret and serene Boca Chica Beach Park is just down the road, perfect for birding, shell collecting and nature walks. This is a great home for a family or second homeowner who dreams of a waterfront getaway in the Keys. Dockage will easily allow for a 32 foot boat and is just nine houses back from open water. A MUST SEE: great, solid home, superior boating, quick access to Key West and an affordable price!

157 Mars Ln, Geiger
$29,500,000
10 Beds ⋅ 13 Baths ⋅ 619972 MLS
Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

57783 Morton St, Marathon
$450,000
3 Beds ⋅ 2 Baths ⋅ 619970 MLS

16107 Cadbury Ct, Other
$799,000
3 Beds ⋅ 2 Baths ⋅ 619969 MLS
Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2 bathrooms, porcelain tile floors throughout, a beautiful open kitchen for entertaining and a large patio in the front of the house with a sliding door that let in a wonderful breeze in the evenings. The extra space that the double lot provides gives this property incredible potential for endless possibilities such as a pool, or tiki and whatever else your heart desires to create your very own tropical oasis. Fencing is in place on the sides and rear and partially fenced in at the front. Located just a few blocks from Big Pine Key Park that offers a playground, bike path, skate park, shuffleboard, basketball courts and pickleball courts. There is plenty of parking underneath the house on a concrete slab with a newly constructed enclosure with an 8 foot wide powered garage door with battery back-up. This enclosed space provides plenty of storage space for all your outdoor, fishing and boating equipment. The boat ramps are conveniently located minutes away and are free. The state road 4A ramp on Little Torch is also a great option and is only a 7-minute drive. Property is for sale unfurnished however the washer, dryer, and upstairs appliances are being sold with the home. Just a short drive to Marathon and Key West.

31128 Ave G, Big Pine
$295,000
1 Beds ⋅ 1 Baths ⋅ 619966 MLS
A HIDDEN GEM. Welcome to easy island living in the gated waterfront community of Seaside Resort on Big Coppitt Key. This 1-bedroom, 1-bath home is an excellent opportunity for retirees, military personnel, or second-home buyers looking for an AFFORDABLE place to enjoy the Florida Keys lifestyle without the upkeep of a large property. Designed for comfortable, low-maintenance living, the home features an office space along with a covered carport perfect for shaded parking, outdoor seating, or storing your Keys gear in the storage unit. Whether you're looking for a peaceful full-time residence, a seasonal retreat, or a lock-and-leave vacation property, this home checks all the boxes. An added benefit is that the roof was replaced in 2019. Seaside Resort is a quiet, friendly condominium community offering two community (salt) pools, laundry facilities, marina access, and the added peace of mind of gated security while you're away. Residents enjoy a relaxed atmosphere with convenient access to boating, fishing, restaurants, and nearby amenities. Located just a short drive from Key West (10 miles), you can enjoy all the dining, entertainment, and island charm of Key West while coming home to the quieter pace of Big Coppitt Key. An added bonus: you own the land! Please note this is a no-pet community.

55 Boca Chica Rd Unit 32, Big Coppitt
$530,000
3 Beds ⋅ 1 Baths ⋅ 619964 MLS
This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar light garden, a raised storage shed as well as a covered storage area. Conveniently located near local shopping, parks, and more; it's just 20 miles from Marathon, and 30 miles from Key West. For boaters, there are several boat ramp options in the Lower Keys!

30372 Palm Dr, Big Pine
$6,495,000
619962 MLS
Exceptional mixed-use investment opportunity in the heart of Tavernier at 91865 Overseas Highway. This fully renovated income-producing property features a strong tenant mix consisting of 10 residential apartments and 5 established commercial tenants, including a popular pizzeria, boutique doctor's office, hair and nail salon, coffee shop, and additional long-term businesses serving the Upper Keys community. The property has undergone extensive interior and exterior renovations with quality craftsmanship and attention to detail throughout, including high-impact windows and doors, updated plumbing and electrical systems, 2023 Metal/Shingle Roofs, new A/C units, paver walkways, exterior lighting, fresh stucco and paint, tile flooring throughout, zebra shades, and fully furnished all inclusive residential units. Positioned along the highly trafficked Overseas Highway corridor, this landmark property in the south end of Key Largo offers stable cash flow, strong rental demand, and substantial annual revenue with market-rate leases already in place. Under the current Profit & Loss Statement, the property is producing approximately a 7% return based on the asking price. Seller financing available with up to $3,000,000 owner financing offered at 4% interest-only payments for up to 3 years. A rare turnkey commercial asset in one of the Florida Keys' most desirable and supply-constrained markets.

91865 Overseas Hwy, Tavernier