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$439,000
1 Baths ⋅ 620196 MLS
Lowest price commercial retail space in Old Town! This commercial condominium positioned along high-visibility Truman Avenue, offers an 8% CAP RATE and exceptional exposure amid a dynamic mix of shops, restaurants, and historic attractions. Ideal for retail, professional office, salon, or gallery use. Recent upgrades include new flooring, fresh interior paint, and a renovated bath delivering a clean, turnkey environment ready for immediate occupancy. Benefit from steady pedestrian and vehicle traffic in one of Key West's most established commercial corridors. Schedule your private tour today. Secure your business opportunity in the heart of Old Town Key West. HOA: $576/month -- includes building insurance, exterior maintenance, and common area care.

1012 Truman Ave Unit 6, Key West
$370,000
1 Beds ⋅ 1 Baths ⋅ 620195 MLS
Welcome to your perfect waterfront retreat! This condo is located at the end of the building and has been beautifully maintained. Comes fully furnished, move-in ready and offers everything you need for comfort and convenience. Step inside to an inviting, open-concept living space that shows very well. Kitchen features quartz countertops, tasteful backsplash and new stainless steel appliances. Enjoy peaceful mornings and relaxing evenings on the screened-in porch overlooking the water, the ideal spot to unwind and take in the view. The condo's prime central location puts you just minutes away from shopping, grocery stores, dining, and your favorite food and beverage spots--everything you need is right at your doorstep. Bonus storage closet outside entrance for your gear. Complex offers heated swimming pool, outdoor common area, on-site laundry and boat dockage. Easy keys living awaits! Call Today!

5301 Ocean Ter Unit APT 2, Marathon
$4,550
1 Baths ⋅ 620194 MLS
Prime retail leasing opportunity in the heart of Old Town Key West, just one block from Duval Street. This 805 SF storefront on Simonton Street benefits from exceptional visibility and strong year-round foot traffic from both locals and visitors. Surrounded by restaurants, boutiques, galleries, and lodging accommodations, the space is ideally positioned for a variety of retail, gallery, office, or service-oriented uses. Rare opportunity to secure a presence in one of Key West's most sought-after commercial locations. Base rent only; NNN expenses not included.

601 Fleming St Unit B, Key West
$95,000
620192 MLS
Discover a slice of paradise in the heart of the Florida Keys. This vacant lot offers a rare opportunity to own property in the sought-after Duck Key community, known for its tranquil canals, tropical scenery, and upscale island lifestyle. No Building Right: This lot does not currently have a building right, making it ideal for long-term investment or as an addition to an existing nearby property.

125 Bimini Dr, Duck
$6,150,000
6 Beds ⋅ 7 Baths ⋅ 620190 MLS
Welcome to 194 Buttonwood Lane, a rare waterfront sanctuary nestled in the prestigious Safety Harbor enclave. This meticulously designed 6-bedroom, 7-bathroom residence seamlessly blends architectural elegance with modern comfort. The heart of the home features a chef's kitchen outfitted with top-of-the-line appliances, custom cabinetry, and breath taking stone finishes on the countertops and backsplash. A thoughtfully placed custom steam shower adds a spa-like element to the home's exceptional amenities. This home is perfect for everyday living and elevated entertaining. Expansive living spaces flow effortlessly to the outdoors, where covered lounge areas, low-maintenance artificial turf, and tropical landscaping create the ultimate indoor-outdoor lifestyle. A full laundry room and spacious garage add practicality to the property's thoughtful design. Boating enthusiasts will appreciate 100 feet of prime dockage plus an additional 20 feet of canal frontage, offering unmatched access and flexibility for multiple watercraft. Not included in the listed square footage is a 488 SF garage and over a thousand square feet of covered patio. This home is perfect for the indoor/outdoor entertainer. A true statement of coastal luxury—this is Florida Keys living at its finest.

194 Buttonwood Ln, Islamorada
$3,495,000
4 Beds ⋅ 3 Baths ⋅ 620188 MLS
Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a large swimming pool and an outdoor shed perfect for outdoor kitchen and living space. The property has never flooded and sits above flood. The possibilities are endless. Come see it today.

1017 Washington St, Key West
$979,000
2 Beds ⋅ 2 Baths ⋅ 620187 MLS
Wonderful Home with a Small Cottage, Salt Water Pool, and Off Street Parking, and 2 Brand New Roofs, on the Main House and the Guest Cottage!. Additionally- there is a New Insurance Mitigation report dated 8/28/2026! Affordable insurance premiums. Currently $13,367.48 a year for flood, windstorm, and homeowners insurance. The Main Home has an open living room with cathedral ceilings, and a loft . The Kitchen has French Doors leading to a large deck, and a private back fenced yard. Chicago brick surrounds the Salt Water Pool and cottage, with lots of additional space. There are plans by Serge with Artibus Designs for an addition added on to the home if desired giving an additional bedroom, bath, dining room, etc. Wonderful property as is or expand for more square footage!

3808 Duck Ave, Key West
$1,270,000
3 Beds ⋅ 2 Baths ⋅ 620186 MLS
Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and island living are in your backyard. With 37 feet of dockage, you'll have quick access to the Atlantic, backcountry waters, and some of the best fishing the Florida Keys has to offer. Built in 2020 for peace of mind and low-maintenance ownership, this 3-bedroom, 2-bath home features impact windows and doors, HardiePlank siding, Trex decking, aluminum railings, and a 180-mph wind rating. Inside, you'll find a bright, coastal-inspired interior with 9-foot ceilings, luxury vinyl plank flooring, an open-concept living area, spacious eat-in kitchen, pantry, separate laundry room, and a comfortable primary suite with walk-in closet and oversized bath. The fabulous outdoor space is where this property shines. Since the home was built, a stunning concrete pool was added in 2022, creating the perfect place to cool off after a day on the water. Relax under the new tiki hut, rinse off in the outdoor shower, challenge friends and family on the putting green, or simply enjoy the constant ocean breezes and beautiful open water views across the street. The oversized fenced lot offers plenty of room to spread out, while the covered front porch and legal downstairs storage provide additional functionality. There's even 50-amp service for an RV or electric vehicle charger. Whether you're looking for a full-time residence, vacation home, or Keys getaway, 174 Tortuga Lane delivers the boating lifestyle, outdoor amenities, and island charm that make the Florida Keys so special.

174 Tortuga Ln, Cudjoe
$499,000
620184 MLS
Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful resort amenities offered. Oceans Edge has 6 swimming pools, state of the art fitness center, full restaurant and bar, Starbucks, dog park, full bath house and laundry, fuel dock, pump out service, and plenty of parking. Also available is a convenient shuttle to downtown Key West to enjoy the nightlife and shopping. Slip includes dock box storage and separate water and power meters. With this slip you own the Bay bottom as well. Slip is financeable. Call today to live on the water or just park your Yacht!

5950 Peninsular Ave Unit 643, Stock Island
$3,295,000
2 Baths ⋅ 620183 MLS
This large restaurant/bar in the heart of downtown Key West is presently rented for $18,000 NNN a month with over three years remaining on the lease. The location is excellent and the building has an effective rebuild date of 2005. The present tenant may be negotiable. Buy a piece of Key West. Call today.

404 Southard St Unit 2, Key West
$410,000
2 Beds ⋅ 2 Baths ⋅ 620182 MLS
Enjoy the best of Florida Keys living in this well-maintained 2-bedroom manufactured home located in the highly sought-after Silver Shores community in Key Largo. Situated on a desirable corner lot near the clubhouse and community exit, this home offers convenience, comfort, and easy access to all the amenities this vibrant 55+ oceanfront community has to offer. Silver Shores features an impressive array of amenities, including a marina, boat ramp, boat storage, tennis courts, pickleball courts, and a swimming pool that is heated during the winter and chilled during the summer for year-round enjoyment. The active clubhouse hosts a variety of social events, activities, and clubs, making it easy to enjoy the relaxed Keys lifestyle and connect with neighbors. The HOA provides exceptional value and includes yard maintenance, cable television, and high-speed internet, allowing for low-maintenance living and more time to enjoy everything the community offers. Whether you're seeking a full-time residence, seasonal getaway, or investment opportunity, this charming home is an excellent choice in one of Key Largo's most desirable 55+ communities.

802 N Topaz, Key Largo
$429,000
2 Beds ⋅ 2 Baths ⋅ 620180 MLS
COZY AND COMFY IS THE BEST WAY TO DESCRIBE THIS 2/2 HOME. LOCATED IN SILVER SHORES A FULLY GATED ''OVER 55'' COMMUNITY. THIS HOME HAS AN HUGE BACKYARD, AND A VERY INVITING AND COMPLETELY FURNISHED SCREEN PORCH . YOU WILL LOVE LIVING HERE ON A FULL TIME, SEASONAL, OR WEEKEND BASIS... SILVER SHORES FEATURES A CLUBHOUSE, 70' HEATED AND CHILLED POOL, MARINA, SMALL BOAT RAMP, TENNIS, PICKLEBALL, SHUFFLEBOARD, AND BOCCE BALL COURTS. PLUS LOTS OF PARTIES, ACTIVITIES, AND SPECIAL EVENTS!!! THE OWNER HAS PAID THE INITIAL $25K TOWARDS THE SPECIAL ASSESSMENT.

505 N Ruby Ave, Key Largo
$5,850,000
5 Beds ⋅ 4 Baths ⋅ 620179 MLS
Completely transformed down to the studs and scheduled for completion in late 2026, this extraordinary bay front estate represents the pinnacle of modern Florida Keys luxury. Meticulously rebuilt with elevated design, superior craftsmanship, and today's most coveted finishes, every detail has been thoughtfully curated to deliver an unparalleled waterfront lifestyle. Experience the ultimate Florida Keys lifestyle in this stunning bay front retreat in highly sought-after Tavernier. Perfectly positioned to capture endless turquoise water views and breathtaking sunsets. This exceptional residence features a raised metal roof, impact windows and doors, designer finishes, and sophisticated modern touches throughout. Designed for the boating enthusiast, the property features a private dock equipped with a 15,000-pound boat lift, providing effortless access to the Florida Bay and Atlantic Ocean. Enjoy a resort-style outdoor oasis with a pool, expansive waterfront entertaining areas, private dockage all overlooking the bay. Just minutes from Islamorada's renowned dining, marinas, sandbars, and offshore adventures. A rare opportunity to own a newly reimagined masterpiece in the heart of the Upper Keys.

233 Aberdeen Ct, Tavernier
$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
$799,000
2 Beds ⋅ 2 Baths ⋅ 620174 MLS
SELLER ACCEPTING BACK-UP OFFERS: Discover your perfect boater's retreat in beautiful Cudjoe Key! This stilted 2-bedroom, 2-bathroom home is situated on a deep-water canal. Access to both the Atlantic and Gulf is easy and achievable in minutes, making it an ideal base for fishing, boating, and enjoying the Keys lifestyle. One of the home's standout features is its exceptional privacy. With no neighbors across the canal and no neighbors on one side, you'll enjoy peaceful water views and a secluded atmosphere rarely found in canal-front properties. Outside, the property features a 10,000-pound boat lift and davits, providing ample accommodations for your vessels. Downstairs, you'll find enclosed storage for all your gear along with covered parking. Mature tropical landscaping surrounds the property, creating a lush island setting. An RV hookup adds even more flexibility for guests and additional recreational vehicles. Inside, the home offers a wonderful open-concept layout. The kitchen features an abundance of hardwood cabinetry and a center island, creating an inviting space for cooking and entertaining. Off the living room, a spacious screened in deck is accessed through a fully opening sliding glass door, seamlessly blending indoor and outdoor living. High ceilings and beautiful cypress pine accents throughout the home add warmth and character, perfectly complementing the relaxed coastal lifestyle. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this waterfront gem combines privacy, character, boating amenities, and the relaxed island lifestyle that makes Cudjoe Key so desirable.

22822 Buccaneer Ln, Cudjoe
$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
$400,000
620170 MLS
Commercial waterfront lot at 29517 Big Pine St, Big Pine Key. Deep-water canal with quick access to both the Gulf of Mexico and the Atlantic Ocean, icommercial fishing, marine operations, boating, or waterfront business use. Located on a quiet cul-de-sac with exceptional privacy--no neighbors in front or on either side. Nearly surrounded by county-owned land that is not expected to be developed. Enjoy a peaceful natural setting with frequent Key Deer sightings. Sale includes an existing 8' x 52' trailer. Rare opportunity to own a private commercial waterfront property in the Florida Keys with deep-water access and outstanding boating convenience.

29517 Big Pine St, Big Pine
$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
$399,000
2 Beds ⋅ 3 Baths ⋅ 620168 MLS
Classic Keys Beach House Vibe with Proven Rental Income! Discover the ultimate Florida Keys getaway and investment opportunity with this 2-bedroom, 2.5-bathroom beachfront townhouse at Tranquility Bay Beach Resort in Marathon. Perfectly situated on the highly sought-after ''quiet side'' of the resort, this villa offers serene Gulf views and immediate proximity to the adult-only pool, the beach and the beautifully manicured Jack Nicklaus-designed putting greens. Tranquility Bay is a world-class, full-service resort featuring a pristine private beach, a beachside Tiki bar, three sparkling swimming pools (including a dedicated kids' pool and a tranquil adult pool), and the award-winning gourmet dining experience at the Butterfly Cafe. This property is a hands-free, turn-key investment. Owners are required to participate in the exceptional onsite nightly rental program, which completely manages the property for you. In 2025, this unit generated $51,000 in rental income to the owner. Enjoy up to 5 weeks of personal paradise each year while letting the resort handle the rest. Don't miss your chance to own a piece of the Keys lifestyle that pays you back!

2600 Overseas Highway Unit 48, Marathon
$235,000
620165 MLS
This 24 point offshore lot has been evaluated by Monroe County and is eligible for dedication back to Monroe County so you can use those 24 points to add to your ROGO points to assist in receiving a building permit through the ROGO system.

Lot 7 Parcel 10, Cudjoe
$895,000
3 Beds ⋅ 2 Baths ⋅ 620163 MLS
If you've been looking for the home you can live in while adding your personal touches to, you have found it. 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 is virtually maintenance-free and hurricane-resistant. Clean, solid, and move-in-ready, the only thing it needs is a little cosmetic updating to reflect your personal style. Come see it today and imagine making it your own.

135 Tortuga Ln, Cudjoe
$639,000
1 Beds ⋅ 1 Baths ⋅ 620158 MLS
Discover your ideal pied-à-terre in the heart of Key West! This charming 1-bedroom, 1-bathroom apartment on Olivia Street offers a perfect blend of comfort and convenience. Featuring two balconies, you can enjoy your morning coffee or unwind in the evening while soaking up the tropical vibes. The cozy living space is adorned with modern finishes, complemented by a well-equipped kitchen that makes entertaining a breeze. Located just steps from local attractions, exquisite dining, and vibrant nightlife, this apartment is an excellent choice for those seeking the ultimate island lifestyle. Experience your perfect getaway in this Key West gem!

1402 Olivia St Unit 2, Key West
$750,000
2 Beds ⋅ 2 Baths ⋅ 620157 MLS
TRANSIENT LICENCE RECEIVERSHIP ZONE! Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience. Nestled in the heart of Key West, this condo boasts proximity to renowned attractions, vibrant restaurants, and the lively energy of Duval Street, ensuring endless entertainment options for residents and guests alike. Just a few blocks away lies Key West's South Beach, where sun-soaked days and breathtaking sunrises await. The interior of this inviting condo features two spacious bedrooms, providing ample room for relaxation and rejuvenation after a day of exploring the island. The well-appointed bathrooms offer both style and functionality, catering to the needs of residents and visitors. Whether you're lounging on the private balcony, enjoying the tropical breeze, or venturing out to experience the vibrant culture of Key West, this condo offers the quintessential island lifestyle. Don't miss your chance to own a piece of paradise and capitalize on the flourishing vacation rental market in this coveted location. Seize this opportunity to invest in Key West living at its finest. Schedule your showing today and envision the endless possibilities that await in this delightful condo just steps from Duval Street!

508 Louisa St Unit 3, Key West
$487,000
2 Beds ⋅ 2 Baths ⋅ 620156 MLS
Seller is Motivated! Coastal Charm Meets Modern Comfort Welcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located within the gated waterfront community of Venture Out on Cudjoe Key. Inside, you'll find a bright, open-concept layout featuring a spacious living area that flows seamlessly into a thoughtfully designed kitchen. Recent updates include a brand-new refrigerator, ample cabinetry, and a modern island bar with additional seating, perfect for entertaining family and friends. Built with both comfort and durability in mind, the home features a reliable metal roof and a large ground-level storage enclosure for all your island essentials. Step outside to your private backyard retreat, complete with low-maintenance artificial turf and a cozy seating area, ideal for enjoying the Florida Keys sunshine. This property is a proven income-producing vacation rental with strong rental history and future bookings already in place. In 2025, the home generated $43,257.28 in rental revenue. As of June 2, 2026, it has already produced $18,472.78 year-to-date, with 8 future reservations estimated to generate an additional $13,092.57 in rental income that will transfer to the buyer. Conveniently located near the front gate of the community, this home offers easy access for pet owners, with a quick path for walking dogs just outside the neighborhood. You're also within walking distance of Venture Out's outstanding amenities, including a heated saltwater waterfront pool, swimming lagoon, private boat ramp, tennis courts, pickleball courts, bocce courts, basketball courts, marina store, community center, and more. Whether you're seeking a personal island retreat, a seasonal getaway, or an investment property with immediate income potential, this home offers the perfect combination of comfort, convenience, and Florida Keys charm.

701 Spanish Main Dr Unit 659, Cudjoe
$44,000
620155 MLS
ROGO Land Dedication Lot worth 2 points with completed paperwork and Monroe County Letter of Eligibility on file. No hidden costs or additional processing required. Cost effective opportunity to help accelerate your permitting timeline. Parcel is not buildable and is offered for land dedication purposes only.

Unassigned, No Name
$2,250,000
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
$725,000
2 Beds ⋅ 1 Baths ⋅ 620152 MLS
Welcome to this 3/2 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 with kitchen 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