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$2,246,000
3 Beds ⋅ 2 Baths ⋅ 620177 MLS
Built for the offshore lifestyle, this exceptional Summerland Key waterfront home blends luxury coastal living with the kind of boating access serious anglers dream about. Completely renovated from top to bottom, the property sits on a deep water canal with 60 feet of brand new concrete dockage and quick direct access to open water, making it ideal for larger center consoles, sportfish boats, and offshore cruising. Inside, the home was designed for relaxed Keys living with vaulted ceilings, impact windows and doors, quartz countertops, custom wood cabinetry, stainless steel appliances, and an open layout filled with natural light and canal views. The spacious primary suite is privately situated on the second floor, offering a peaceful retreat with elevated views and added separation from the guest accommodations below. The outdoor living experience is what truly sets this property apart. The waterfront pool features all brand-new equipment, including a heater and chiller, allowing for year-round enjoyment in every season. A portion of the pool area is partially covered, creating the perfect shaded outdoor lounge space after a day on the water. Covered balconies, spacious patios, and tropical landscaping give the property a true private resort feel. The custom putting green and mini golf area adds a unique touch rarely found in the Keys, creating an incredible space for entertaining guests while enjoying the waterfront setting. Whether you're heading offshore for tuna and swordfish, running to the reef, or enjoying sunset cruises through the Lower Keys, this location puts you minutes from some of the best boating and fishing in the Florida Keys. Built with durable Hardie board construction, a metal roof, impact windows and doors, covered parking, and more than 1,000 square feet of enclosed storage space underneath the home, this turnkey waterfront retreat offers the perfect balance of luxury, functionality, and the authentic Florida Keys boating lifestyle.

848 E Caribbean Dr, Summerland
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 620176 MLS
There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it! Completely reimagined from top to bottom in 2025, this beautifully renovated Midtown East home feels fresh, welcoming, and ready for its next chapter. Set on a fully fenced corner lot with all new landscaping, the property offers both privacy and convenience, just minutes from schools, restaurants, shopping, and everything that makes Key West so special. Inside, sunlight fills the home through impact windows and doors, filling the home with a bright and airy feel. At the center of it all is a beautifully designed kitchen, where a large island with waterfall quartz counters comfortably seats 4 and naturally becomes the place where family and friends gather. From there, everything flows effortlessly outdoors. Large entertaining spaces connect beautifully to the covered rear porch and pool area, making the home feel bigger, brighter, and built for gathering. Whether it is dinner with friends, a lazy afternoon by the water, or simply enjoying the view from inside, the connection between indoor and outdoor living feels natural and easy. The heated pool, complete with a shallow sun shelf, becomes the centerpiece of the backyard, surrounded by generous space for lounging and outdoor dining. The 3 bedroom, 2.5 bathroom layout is equally inviting, highlighted by a spacious primary suite featuring a large walk in closet and private balcony. Beautifully renovated and thoughtfully designed, this is a home ready to be enjoyed from day one.

2101 Harris Ave, Key West
$2,799,999
6 Beds ⋅ 6 Baths ⋅ 620132 MLS
Welcome to your dream waterfront retreat in the heart of the Florida Keys! This stunning 6-bedroom, 6-bathroom pool home in Marathon offers the perfect blend of luxury, comfort, and investment potential. Situated on an expansive 150 feet of deep-water dockage, this property is a boater's paradise, with easy access to the Atlantic Ocean and the Gulf of Mexico. Whether you're setting sail for a day of world-class fishing or cruising to nearby islands, this home's premier location ensures smooth sailing. Designed for both relaxation and entertainment, the home boasts an open-concept living space with breathtaking water views, a gourmet kitchen, and spacious en-suite bedrooms. Step outside to a tropical oasis featuring a resort-style pool, ample patio space, and a covered outdoor entertaining area—perfect for enjoying the Florida Keys lifestyle This property also delivers excellent vacation rental income, making it a fantastic investment opportunity. With strong rental demand in Marathon, this home is an ideal choice for investors looking for a high-performing rental property or a luxurious personal retreat with income potential. Don't miss out on this rare deep-water waterfront gem in the Keys—your slice of paradise awaits!

900 101st Street Ocean St, Marathon
$564,900
3 Beds ⋅ 2 Baths ⋅ 620171 MLS
Opportunity knocks for a first-time home buyer, investor, or anyone looking to build equity in the Florida Keys. This stilted 3-bedroom, 2-bath home is one of the most affordable elevated single-family homes currently available in Marathon with no HOA. The home is fully functional and move-in ready, with the primary improvement being exterior concrete column repairs. For a buyer willing to tackle some deferred maintenance, this property offers the potential to create immediate value and equity. Situated on an 8300 sq ft lot, surrounded by mature hammock vegetation, the property enjoys natural shade and privacy. A approx. 250 sq ft, spacious front deck extends from the living area, providing a great place to relax in the shade. Additional features include a metal roof installed in 2017, covered parking andand plenty of room for vehicles, trailers, and outdoor equipment. Conveniently located in the heart of Marathon, you're just minutes from shopping, restaurants, marinas, and a public boat ramp. Animal lovers will appreciate being within walking distance of the local animal shelter, making it easy to volunteer or spend time walking pets. Seller is willing to explore options that may assist buyers with closing expenses, subject to offer terms and lender approval. If you've been looking for an affordable way into the Marathon market, this property offers solid bones, an elevated design, and a chance to add value through improvements while enjoying the Florida Keys lifestyle.

103 Stirrup, Marathon
$2,150,000
5 Beds ⋅ 3 Baths ⋅ 620169 MLS
Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

180 Ana Ct, Marathon
$895,000
3 Beds ⋅ 2 Baths ⋅ 620163 MLS
Opportunity Knocks! Exceptional Value with Endless Potential - If you've been waiting for the right home at the right price, you have found it just in time for lobster season. With 60' of composite dock on a 40' wide canal in a 3' control depth neighborhood, you can keep your boat right at your back door. This well-maintained home is in excellent condition and has been lovingly cared for by the original owner. With its metal roof, 240 mph vinyl siding, and Bahama shutters, this home came through hurricane Irma with hardly a scratch. This home is clean, solid, and move-in-ready. The only thing it needs is a little cosmetic updating to reflect your personal style. Each photo here shows what the home could virtually look like, along with what it currently looks like. Didn't wait. Come put your personal touches on this home today.

135 Tortuga Ln, Cudjoe
$2,300,000
5 Beds ⋅ 3 Baths ⋅ 620153 MLS
Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor plan features 2086 sq foot, 4 bedrooms plus a flexible office/living space that can easily serve as a 5th bedroom, along with a dedicated laundry room, mudroom, and 1-car garage. At the heart of the home is a spectacular gourmet kitchen and dining complete with premium Bosch & Bertazzoni appliances, quartz countertops, and custom cabinetry designed for both everyday living and entertaining. Custom built-in closets throughout the home add both style and functionality. Step outside to your private waterfront oasis featuring a heated and chilled custom saltwater pool surrounded by elegant limestone decking, creating the ultimate setting for relaxing or entertaining year-round. Boaters will appreciate the 10,000-pound boat lift accommodating up to a 25-foot boat, offering quick access to the beautiful waters of the Florida Keys. Additional upgrades include a whole-house Generac generator, irrigation system, and countless high-end improvements throughout. Furniture is negotiable, making this exceptional Key Haven property ready to enjoy immediately.

1 Bougainvillea Ave, Key Haven
$750,000
2 Beds ⋅ 1 Baths ⋅ 620152 MLS
Welcome to this charming stilt home in the highly sought-after Bay Haven neighborhood, where there's something for everyone. Upstairs, you'll find an open-concept kitchen and living area, two comfortable bedrooms and an updated bathroom. Step out onto the screened porch and relax with the evening breeze while surrounded by mature tropical landscaping. Downstairs offers a versatile flex space including a non-conforming 1/1 and bar area, creating the perfect setup for entertaining guests. There's also plenty of room to store all your boats, trailers, golf carts, and outdoor toys. What truly sets this property apart is access to Bay Haven's private waterfront homeowners park. Residents enjoy exclusive amenities including a secure parking area, boat ramp, sandy beach and a sunset pier. Imagine hopping on your golf cart, launching your boat for a day on the water, relaxing at the beach, and ending the evening with breathtaking sunset views from the pier--all without paying waterfront home prices. Best of all, there are no monthly HOA fees, just a minimal annual fee for these incredible amenities. Conveniently located near shopping, dining, parks, medical facilities and just a short drive to Miami, this home offers the perfect combination of Keys lifestyle, convenience, and value. Your tropical paradise awaits--come experience the Bay Haven lifestyle!

411 Mahogany Ave, Key Largo
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 620150 MLS
Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do not require Flood Insurance. Situated in the highly coveted Old Town North neighborhood, this home is in the heart of everything quintessentially Key West. Revel in the exquisite architecture, savor the diverse culinary delights, explore unique boutiques, and immerse yourself in the vibrant nightlife and rich cultural scene just a leisurely stroll from your doorstep. Just four blocks to the Historic Seaport and across from the iconic Five Brothers Coffee Shop. The renovated Living Room, Dining Room, and Kitchen features classic Vaulted Wood Ceilings, and Hard Wood Flooring. The renovated Modern Bathroom also features a Vaulted Wood Ceiling, and a spacious Glass and Tile Walk-In Shower, Custom Lighting, Custom Sink-Vanity, and Custom Mirrors. The lovely, renovated Kitchen features Stainless Steel Appliances, Custom Wood Cabinets, and a Custom Ceiling Fan-Light fixture. A spacious Covered and Screened Wood Accented Patio area connects the Main 2 Bedroom - 1 Bathroom Cottage to the adjoining Studio 1 Bedroom - 1 Bathroom separate living area. The Studio has a New AC Unit, Refrigerator, Microwave Oven, and an Air Fryer Oven. The Studio Bathroom has also been renovated with a Modern Glass and Tile Walk-In Shower, Custom Sink, Custom Lighted Mirror, and Custom Lighting. Both living areas have their own separate and private door entrances. Excellent Rental Income opportunity. This ideal 3BR-2BA floor plan can accommodate the owner living in one side, while renting the other side. Paradise Awaits in Old Town North Key West.

611 Grinnell St Unit 4, Key West
$599,000
2 Beds ⋅ 1 Baths ⋅ 620147 MLS
Beautifully remodeled! This Charming conch house is a concrete bunker with a modern flare! All concrete construction, including roof. X Flood Zone. Impact windows. This 2 Bedroom, 1 Bath home features new flooring throughout, Updated kitchen, quartz counters, stainless appliance and upgraded bath. Has a large, screened porch. Situated on a double lot with a roll a way gate and room to park your boat. The fully fenced shady back yard is a great place to relax under the trees. Located in the desirable neighborhood of the Key Largo. With bay front homeowners park, boat ramp, tiki picnic area, and sandy beach. This is your opportunity to own a great house at an affordable price!

44 Rock Harbor Dr, Key Largo
$2,499,000
3 Beds ⋅ 2 Baths ⋅ 620145 MLS
Welcome to your waterfront retreat on Ramrod Key, where beautiful open water views, quick ocean access, and exceptional outdoor living create the ultimate Florida Keys lifestyle. Built by renowned Tom Ryan in 2007, this well-maintained 3-bedroom, 2-bath home is designed for both relaxation and adventure. Step inside to a bright, open-concept living area featuring a spacious kitchen with ample storage and seamless flow between the living, dining, and outdoor spaces. A split floor plan offers privacy for owners and guests alike, while the primary suite enjoys its own porch overlooking your private salt pool, creating the perfect place to greet the sunrise with a cup of coffee. Outside, the property truly shines. Boaters will appreciate the 40-foot dock with a 60-foot walkway and quick access to the Atlantic Ocean. Spend your days fishing, diving, or exploring the backcountry before returning home to unwind beneath the tiki hut or take a dip in the heated and chilled saltwater pool, recently recoated and tiled and offering up to 6 feet of depth. A small sandy beach adds to the island charm and provides a unique waterfront setting rarely found in the Keys. Additional features include impact windows and doors, metal roof, a dedicated laundry room and garage with ample storage for all your gear, making this property an ideal full-time residence, vacation home, or investment opportunity. Experience the best of waterfront living in the Lower Florida Keys.

27348 Dominica Ln, Ramrod
$4,500,000
3 Beds ⋅ 2 Baths ⋅ 620143 MLS
Welcome to your slice of paradise in Marathon's highly sought-after ''Behind the Airport'' neighborhood. Live the ultimate Florida Keys lifestyle with unobstructed open water Gulf views, unforgettable sunsets, and exceptional outdoor living. Situated on an oversized 11,250 sq. ft. fenced lot, this 3-story CBS home offers 3 bedrooms, 2 bathrooms, and endless possibilities. Wake up each morning to panoramic water views from every level and spend your evenings watching the sun melt into the Gulf from multiple vantage points throughout the property. Boaters will appreciate the 80 foot dock direct access to world-class fishing, diving, and watersports. Nature lovers will enjoy the abundant marine life right in their backyard. Outdoor amenities abound with an in-ground swimming pool, two chickee huts, expansive entertaining area, and extensive storage space rarely found in the Keys. This is more than a home, it is a front-row seat to paradise.

8070 Gulfstream Blvd, Marathon
$749,900
3 Beds ⋅ 2 Baths ⋅ 620144 MLS
Island living comes easy here, with a free community boat ramp, nearby waterfront basin, and natural Lower Keys scenery all close to home. Set on a large 7,814 sq. ft. corner lot along State Road 4A in Ladies Acre, this 3 bedroom, 2 bath property offers 1,431 sq. ft. of comfortable living space surrounded by mature tropical greenery that adds privacy and natural beauty. Inside, the open living, dining, and kitchen layout feels bright and welcoming, with granite countertops, abundant wood cabinetry, and plenty of natural light throughout. The primary bedroom features an en suite bath and walk-in closet, adding comfort and functionality to the floor plan. The home also includes impact windows and doors, a metal roof, and a full concrete slab underneath, offering covered parking, storage, and usable space below. Nearby community features are within walking distance, including a walking trail to a peaceful waterfront basin, perfect for sunset views, dog walks, birdwatching, and enjoying the natural beauty of the Lower Keys. Conveniently located in Little Torch Key, this property offers easy access to local restaurants, shopping, Big Pine Key amenities, and a simple drive to both Key West and Marathon.

28110 Dorothy Ave, Little Torch
$1,689,000
3 Beds ⋅ 2 Baths ⋅ 620142 MLS
Discover the essence of the Florida Keys lifestyle with approximately 165 feet of prime ocean-side dockage with a seawall and another 35 ft of buildable concrete/wood dockage in Key Largo. Perfectly positioned on a corner lot at the end of a quiet street, this exceptional waterfront property offers outstanding privacy and direct boating access to the open ocean in approximately 10 minutes via a single waterway. The main residence features three bedrooms and two baths, enhanced by soaring 10-foot ceilings, rich Brazilian cherry wood floors, granite kitchen countertops, and elegant marble-topped bathroom vanities. The spacious primary suite includes a large walk-in closet and a luxurious custom-built bath with a deep soaking tub. A separate in-law cottage provides the ideal space for guests, extended family, or an income-producing opportunity. A private balcony overlooks the water, while the expansive dock is designed for boating, fishing, and waterfront entertaining. Located just minutes from John Pennekamp Coral Reef State Park, you are surrounded by some of the finest diving, snorkeling, and natural beauty in the Florida Keys. With easy access via Blackwater Sound and close proximity to Jewfish Creek, you are only minutes from both the Atlantic Ocean and Florida Bay - offering the best of both worlds.

365 Loeb Ave, Key Largo
$919,000
3 Beds ⋅ 2 Baths ⋅ 620135 MLS
Lovely 2 story home in a great neighborhood with a view of the marina. Plenty of room to store all your toys and ample space to create your backyard oasis. Pass through entrance from street to street access. This home is a concrete house with a new metal roof (2025), impact windows throughout, freshly painted inside and out, new mini split a/c systems for storage area, tiled floors throughout and 3 oversized walk in showers. Beautiful screened in patio in the front of home. Turn key and all of the furniture is included. Just move right in. Walking distance to restaurants and Key Largo park, an overall great location for the Keys dream.

156 Ocean Shores Dr, Key Largo
$2,695,000
5 Beds ⋅ 3 Baths ⋅ 620127 MLS
Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital.

113 Villa Bella Dr, Islamorada
$850,000
5 Beds ⋅ 3 Baths ⋅ 620121 MLS
Incredible turnkey property on an oversized corner lot, fully furnished and generating $6,800 monthly rental income! This modern, high-efficiency 2-story home features Spanish porcelain flooring throughout, LED lighting, a tankless water heater, and high-efficiency AC systems. Main Level (2nd Floor): 3 BR / 2 BA, soaring ceilings, full-size kitchen with custom wood cabinetry, Carrara quartz counters, stainless steel appliances, plus a spacious family/dining layout and laundry room. All closets feature high-quality wood built-ins. Lower Level: 2 BR / 1 BA unit with a completely separate entrance, living area, and full kitchen--ideal for dual income or extended family. Outfitted with full impact glass and a metal roof for maximum storm protection and lower insurance. Outside features a large, shaded yard, a paver driveway with covered parking, and access to a community boat ramp/parking park.

901 Estall St, Key Largo
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 620116 MLS
Welcome to 101 Avenue D in Marathon, Florida -- a fully furnished, turnkey waterfront retreat built in 2022 and designed for modern Keys living. Set on a spacious 18,000 sq. ft. lot, this 4-bedroom, 3-bath home blends comfort, style, and island luxury with the flexibility to serve as a full-time residence, vacation getaway, or investment property. Inside, the home features an open-concept layout with high ceilings, abundant natural light, expansive windows, and a seamless flow between the living, dining, and kitchen areas. The kitchen is beautifully finished with stainless steel appliances, including a dishwasher, ice machine, microwave, oven, range, and refrigerator. Each bedroom offers a comfortable retreat, while the primary suite provides direct access to the impressive outdoor living area. The three full bathrooms are thoughtfully designed for comfort, privacy, and convenience for owners and guests alike. Step outside and enjoy the best of the Florida Keys lifestyle. The spacious waterfront deck overlooks the canal and leads to a resort-style outdoor setting complete with a heated and chilled in-ground pool and a brand-new outdoor kitchen featuring a Broilmaster marine-grade gas grill, Primo ceramic charcoal grill, and outdoor refrigerator. It is the perfect setup for relaxing, dining, and entertaining by the water. Boaters will appreciate the 35-foot dock, offering easy access for days on the water and quick trips to open ocean adventures. This property also has strong vacation-rental appeal, offering the kind of turnkey setup guests love -- comfortable furnishings, outdoor amenities, waterfront access, and a prime Marathon location. Walking distance to the beach, bike path, and golf-cart-friendly neighborhood, 101 Avenue D delivers the perfect blend of convenience, relaxation, and tropical lifestyle. Whether used as a personal retreat, investment property, or move-in-ready waterfront home, this property is ready for you to enjoy the Keys from d

101 Ave D, Marathon
$749,000
3 Beds ⋅ 3 Baths ⋅ 620115 MLS
Family Home with Flexible Living Space - 2/2 Upstairs + Separate 1/1 Downstairs with Private Entrance & Homeowners Park! Welcome to your private slice of paradise in the Florida Keys. This well-maintained corner stilt home offers the perfect combination of comfort, flexibility, and island living. The upstairs features 2 bedrooms and 2 bathrooms, while the downstairs offers a separate 1-bedroom, 1-bathroom guest living area with its own private side entrance, living room, and direct patio access from living and guest room--ideal for extended family, guests, in-laws, or added privacy. Enjoy the spacious covered balcony overlooking a private, tropical setting surrounded by lush vegetation, providing the perfect space for morning coffee, outdoor dining, or simply unwinding in your own Florida Keys retreat. Property Highlights: • Ample parking for vehicles, boats, trailers, recreational toys, and pool. • One-car garage • Separate downstairs laundry/utility room with a second washer and dryer • Spacious yard with mature tropical landscaping • Private Bay Haven Homeowners Park featuring a gated boat ramp, dock, sandy beach, picnic area, and breathtaking Florida Bay sunrise & sunsets (current annual fee: $550) Conveniently located near restaurants, shopping, schools, medical facilities, and world-class boating, fishing, diving, snorkeling, and other water activities. Ideal as a primary residence, vacation home, multigenerational retreat, or investment property. The property is currently operating as a successful Airbnb Superhost rental and holds a Monroe County Special Vacation Rental License permitting daily rentals for this single-family home (single dwelling). The Special Vacation Rental License is not transferable. Any future owner must apply directly with Monroe County, and approval is subject to County requirements.

335 Bay View Ave, Key Largo
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 620113 MLS
Beautiful Key's home with 40 dockage of canal with a 12,000 lbs boat lift.

206 Pimilico Ln, Key Largo
$1,999,999
3 Beds ⋅ 2 Baths ⋅ 620106 MLS
Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval Street and three blocks from the iconic Southernmost Point. Taken down to the studs and fully renovated in 2018, the three-bedroom, two-bath home delivers high-end finishes throughout, plus the rare bonuses of a private gated courtyard and off-street parking. The layout is built for easy island living, blurring the line between indoors and out. Refined touches run throughout: impact-rated doors and windows, rich oak floors, custom tilework, and original Dade County Pine that's been carefully preserved. At the center of it all, the kitchen is made for entertaining, with stainless appliances, brushed marble counters, and eye-catching copper and bronze fixtures. The generously sized primary suite is a true retreat--vaulted cypress ceilings, a spa-inspired en suite, a showpiece copper soaking tub, and custom closets with room to spare. Add in abundant storage and easy-care landscaping, and the practical details are covered too. For buyers chasing style, comfort, and true walkability in one of Key West's most sought-after neighborhoods, this one belongs at the top of the list.

1119 Whitehead St, Key West
$930,000
3 Beds ⋅ 2 Baths ⋅ 620104 MLS
*Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf oversized lot and is completely move-in ready. The home boasts three bedrooms and one bath. The floor plan in the kitchen and living area flows perfectly for open living. Glass French doors open to the back patio (that could be enclosed for Florida room) and look out at the massive green lawn and native trees. The large back yard is perfect for expansion or creating your very own tropical oasis. Set back in complete privacy is a beautiful guest suite/office space with bath. The side yard with an additional privacy fence is perfect boat parking. This property is a must see! Occupied so must allow 24 hour notice.

1227 20th, Key West
$899,000
3 Beds ⋅ 2 Baths ⋅ 620081 MLS
Begin your next chapter in this stunning island-inspired home, ideally located in the heart of the Florida Keys -- offering convenient access to Miami while feeling a world away. Thoughtfully designed with timeless coastal finishes, this home captures the relaxed elegance of island living. The stylish white kitchen features quartz countertops, stainless steel appliances, and a center island, perfect for gathering and entertaining. Spacious rooms, tile flooring throughout, and soaring 10-foot ceilings create an open and airy atmosphere. The owner's suite includes walk-in closets and dual vanities for added comfort. Concrete stilt home, the upper level offers 3 bedrooms and 2 baths, while the expansive 1,263 sq. ft. covered carport and breezeway provide ample parking and flexible space for entertaining, hobbies, or storage. An additional enclosed 299 sq. ft. storage room adds even more versatility. Situated on an oversized 40' x 130' lot, the property offers room for a pool, tiki hut, or outdoor oasis. Features include impact windows and doors, and metal roof for peace of mind. Experience the laid-back lifestyle and natural beauty of the Keys in a newer (2021) home designed for comfort, style, and easy living. Schedule your private showing today.

554 Gordon Circle Ky, Key Largo
$520,000
2 Beds ⋅ 1 Baths ⋅ 620103 MLS
Escape to your own private tropical oasis in the heart of Big Pine Key. Hidden behind lush mature landscaping and swaying palms, this charming 2-bedroom, 1-bath home offers the privacy, tranquility, and island lifestyle that make the Lower Keys so desirable. The flood policy is $977 and assumable!! Situated on a 6,000-square-foot lot in the sought-after Eden Pines neighborhood, this concrete home features a durable metal roof, tile flooring throughout, and an inviting open living area filled with natural light. A spacious screened porch extends the living space outdoors, creating the perfect setting to enjoy morning coffee, entertain friends, or simply relax and enjoy the peaceful tropical surroundings. The fully fenced yard provides exceptional privacy and ample room for gardening, pets, outdoor activities, or future enhancements. A detached storage shed offers convenient storage for tools, fishing gear, bicycles, and all your island toys. One of the neighborhood's hidden gems is the nearby community boat ramp, providing convenient access to the waters of the Lower Keys. Enjoy easy days on the water exploring the backcountry, fishing, kayaking, paddleboarding, or heading offshore for world-class boating adventures--all without the cost of owning a waterfront property. Located in the desirable Eden Pines community, this home is just minutes from the National Key Deer Refuge, Blue Hole, Bahia Honda State Park, local restaurants, shopping, and marinas. Big Pine Key offers a relaxed island atmosphere while remaining conveniently located approximately 30 miles from Key West and less than 30 minutes from Marathon. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this tropical retreat offers an exceptional opportunity to enjoy the Florida Keys lifestyle at an attractive price point

29284 Coconut Palm Dr, Big Pine
$2,250,000
10 Beds ⋅ 6 Baths ⋅ 620102 MLS
Prime Multi Unit property in Old Town. Six legal apartments with 6 off street parking spaces is rarely available. There is a total of 10 bedrooms and 6 baths, divided into Three 1bd/1ba units, Two 2 bd/1ba units and one 3bd/1ba unit. Two story CBS & Frame building has total of 3,876 sf. Building sits on good size 3,598 sf. lot that runs from Pohalski St. to Havana Lane giving each tenant easy access to their apartment and off street parking spot. Each apartment has it's own separate Electric and Water meter. Lot sits in a BFE flood zone, former X flood zone, and is high and dry. Gross rents total $14,500 per month with limited expenses. Property has been in the family for generations and ready to pass on to a new owner. Perfect for a long term investor, 1031 Exchange Replacement Property or Employee Housing!

912 Pohalski St, Key West
$7,750,000
4 Beds ⋅ 5 Baths ⋅ 620096 MLS
Experience the rare combination of protected dockage and direct oceanfront living at 128 Sunrise Drive. Situated within an exclusive gated enclave of just 20 lots, this newly constructed 2025 waterfront residence offers a level of privacy, luxury, and lifestyle rarely found in the Florida Keys. Positioned to capture unobstructed ocean views and a year-round ocean breeze, this thoughtfully designed 4-bedroom, 4.5-bathroom home offers an elevated coastal lifestyle with exceptional attention to detail throughout. Each bedroom features a private ensuite bathroom and spacious walk-in closet, while a true foyer entry, elevator, and abundant storage create a floor plan that is as functional as it is beautiful. The open concept living offers the perfect home to entertain and enjoy the abundant natural light. The interior design offers high end tile selections, designer light fixtures and wood accents throughout. The home also features 3 interior bars and window treatments throughout. The living spaces seamlessly transition outdoors, where an expansive entertainment area is designed to embrace the Keys lifestyle. Enjoy a resort-style pool and hot tub, outdoor kitchen, and multiple spaces to relax while overlooking the turquoise waters of the Atlantic. A rare wade-in beach offers effortless access to the ocean, while protected dockage on the canal side provides a secure spot for your boat. Additional features include a one-car garage, oversized air-conditioned storage space, and a generous covered carport ideal for vehicles, boats, golf carts, and more!

128 Sunrise Dr, Marathon
$4,195,000
5 Beds ⋅ 7 Baths ⋅ 620098 MLS
New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic standard of the original home. Located in the highly sought-after Casa Marina neighborhood just five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all that Key West has to offer. Step inside to discover over 900 square feet of wraparound Brazilian hardwood porches and a beautifully designed interior featuring custom-stained Heart Pine floors, Shiplap walls, and an abundance of natural light. The wide entrance hallway leads to a soaring great room with 20-foot ceilings and skylights, seamlessly connecting the living, dining, and kitchen spaces. The chef's kitchen is a true showpiece, boasting a large center island with seating for six, a wet bar, dual pantries, and a full Viking Professional appliance package. The main level includes a spacious master suite and two guest bedrooms, each with private baths and individual porch access. A convenient half bath is located off the hallway, while the laundry room--complete with an additional half bath--opens directly to the back deck and pool area. Enjoy Key West's outdoor lifestyle with a 15' x 8' pool with water feature, custom mahogany impact doors with transoms, impact windows, and lush professional landscaping. Upstairs, the charm continues with two additional ensuite bedrooms, walk-in closets, an interior balcony overlooking the great room, and a massive air-conditioned storage space spanning half of the second floor. Additional features include: Buried 250-gallon propane tank (servicing gas stove, on-demand water heater, generator-ready) and off-street parking with gate. This exceptional Casa Marina residence offers the best of Key West living--historic elegance, impeccable craftsmanship, and modern comforts.

1311 Grinnell St, Key West
$2,499,000
3 Beds ⋅ 4 Baths ⋅ 620092 MLS
Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath. The open-concept living, dining, and kitchen area is ideal for entertaining, highlighted by a 15-ft island and high-end Viking stainless steel appliances. The chef's kitchen also includes a wine cooler, ice maker, warming drawer, dual beverage drawers, and a dedicated coffee/wine station. Additional features include a walk-in pantry with drop-down desk, separate laundry room, and convenient half bath. Outdoor living is just as impressive, with French doors opening to a private backyard oasis featuring an Ipe wood deck, outdoor kitchen, outdoor shower, and an air-conditioned half bath. Enjoy the large heated pool and spa surrounded by lush landscaping. The property also offers a covered dual carport with built-in storage and additional brick parking for guests. Located just down the road from a public boat ramp and perfect for sunrise and sunset walks.

1511 17th Ter, Key West
$975,000
3 Beds ⋅ 3 Baths ⋅ 620088 MLS
Solid concrete residential home @ ocean side (mile marker 96) Your Dream Family Oasis Awaits! This exquisite two-story residence, perfectly designed for large families, offers spacious living and modern comforts in a serene ocean-side neighborhood. Built in 2014 | Solid Concrete Construction Living Space: 2,254 Sq. Ft. High Ceilings & Marble Floors: Elegance at every turn. Impact-Resistant Windows & Doors- Metal Roof: Durable and weather resistant. Lower Level Legal Guest Quarters: Spacious double room with a full bathroom and independent entrance, perfect for guests or rental opportunities. Finished CBS Garage: 299 Sq. Ft. with an electronic door gate. Custom Carport: 231 Sq. Ft. for added convenience. Fenced Yard: Privacy on both sides and across the back. Upper-Level Open Floor Plan: Bright and inviting living and dining areas. Well-Built Kitchen: Granite countertops, breakfast area, and top-of-the-line appliances. Outdoor Access: Double sliding doors lead to a covered terrace with views of the expansive back patio and inviting pool. Three Large Bedrooms: Master bedroom fits king-size furniture and includes a private bath with a high glass shower. Convenient Laundry: Washer & dryer in a private closet. Ground Level Backside: Enjoy a large, wood-fenced patio for entertainment, plus a storage shed for all your outdoor needs. Community Amenities: Private Homeowners Park: Access to a park with a boat ramp and direct ocean access for boating and fishing enthusiasts. Voluntary Fee: Just $125/year for recreational access.Virtual Tours Available: FaceTime videos upon request.Also FOR RENT ask for detail

917 Red Bird Rd, Key Largo
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 620079 MLS
Discover the perfect blend of Florida Keys waterfront living and income potential in this fully furnished home located on a residential waterway with Gulf access in the heart of Marathon. Designed for relaxation and entertaining, the home offers comfortable living spaces, beautiful water views, an enclosed Florida room, a private pool, and a private dock. Whether you are looking for a primary residence, seasonal retreat, or investment property, this home provides the flexibility to fit a variety of lifestyles. The private dock offers convenient boating access to the Gulf, making it easy to enjoy fishing, paddleboarding, boating, and everything that makes the Florida Keys lifestyle so special. Spend your days exploring the water, entertaining by the pool, or simply enjoying the peaceful waterfront setting. A standout feature of this property is its established vacation rental success. The home is actively operating as a popular vacation rental with future reservations already on the books, providing an opportunity for immediate income generation. Buyers have the flexibility to honor existing reservations and continue the rental operation, or modify future bookings to accommodate their own plans and personal use. With its waterfront location, proven rental history, future bookings in place, and desirable Marathon location, this property offers a unique opportunity to enjoy the Florida Keys while benefiting from the flexibility of an established income producing asset. Whether your goal is full time island living, a seasonal getaway, or a property that helps offset ownership costs through rental income, this home is ready for its next chapter.

11260 6th Ave, Marathon