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$4,600,000
1 Beds ⋅ 4 Baths ⋅ 618814 MLS
This is an exceptionally rare chance to secure a versatile mixed use commercial property in Islamorada's most established business corridors. Sale does not include real estate business. These three building and the land are ideally positioned for a wide range of commercial uses. Its central location within the Village of Islamorada provides strong access to both local residents and year-round visitor activity, making it an appealing option for investors and owner-operators. The building features a practical, adaptable layout suitable for professional offices, medical or wellness services, boutique retail, administrative operations, or specialty businesses. Large front-facing windows bring in natural light and enhance street presence, creating an inviting entry point for customers and clients. The interior opens into a flexible main area that can function as a reception space, retail floor, open office environment, or showroom. The footprint also supports the creation of private offices, treatment rooms, or storage areas, allowing businesses to tailor the space to their operational needs. On-site parking adds significant value, providing convenient access for customers and employees--an important advantage in Islamorada's commercial zones. Excellent signage opportunities ensure strong brand exposure. Easy ingress and egress make the location suitable for both destination-based and walk-in business models. Surrounded by established businesses, restaurants, marinas, and residential neighborhoods, the property benefits from a diverse and active customer base. Islamorada's strong local economy and tourism-driven demand enhance the long-term appeal of this location. With limited standalone commercial inventory available in the Upper Keys, 81579 Old Highway offers a unique setting for multiple uses within walking distance to Cheeca Lodge, The Moorings, and Worl Wide Sportsman. Totally renovated in 2019. Virtual tour www.166bayviewdrive,com

105 Palm Ave, Islamorada
$1,400,000
10 Beds ⋅ 5 Baths ⋅ 618740 MLS
THIS UNIQUE WATERFRONT PROPERTY HAS 5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

206 12th Street Gulf St, Marathon
$499,000
2 Beds ⋅ 1 Baths ⋅ 616602 MLS
Welcome to this Key West-style home located on Big Pine Key! Situated on a generous 7500 square-foot fully fenced lot, this property offers ample space for parking and storage, making it a perfect island retreat for those looking to escape the hustle and bustle. As you step inside, you'll be greeted by the cozy charm of two bedrooms and a well-appointed bathroom, providing a comfortable living space. The highlight of this home is the spacious upstairs loft, complete with three built-in twin size bunks, ideal for accommodating guests or creating a relaxing sanctuary for yourself. For added convenience, the property features an outdoor shower, perfect for rinsing off after a day of island activities, and a storage area to keep your belongings organized. The loft also offers a unique feature—an exit leading to the rooftop that provides stunning views of the open water, perfect for enjoying the island breeze and picturesque sunrises. Conveniently located approximately 30 miles from Key West and 25 miles from Marathon.

31541 Ave A, Big Pine
$499,000
2 Beds ⋅ 1 Baths ⋅ 618788 MLS
Seller is ready to make a deal -- submit your offer. Searching for the perfect weekend retreat or a sweet first home to call your own? This low-maintenance 2/1 concrete cottage delivers comfort, peace of mind, and that unmistakable Key Largo ease. Sitting proudly on an X-zone lot with a 2018 metal roof, this home offers the kind of security every buyer hopes for--no flood worries, no stress, just simple island living. Step inside to a bright, cozy interior featuring vinyl plank flooring and a beautifully updated kitchen. Everything feels fresh, inviting, and truly move-in ready. French doors lead you to a spacious private patio wrapped in privacy fencing and topped with a charming pergola-style setup. It's the perfect spot for slow mornings with coffee, sunset grilling, or unwinding under the soft glow of the Keys sky. As an added bonus, buyers can apply to join the exclusive Buttonwood Sound Club, just a minute away. Enjoy access to a private beach, boat ramp, and community dockage--all for approximately $360 per year (buyer to verify requirements). It's the kind of perk that makes everyday life feel like a vacation. A sweet slice of Key Largo living--easy, breezy, and full of heart. This one is simple to show. Call us today and come fall in love.

37 Orange Dr, Key Largo
$1,599,000
5 Beds ⋅ 5 Baths ⋅ 618246 MLS
High-performing vacation rental located in the highly sought-after Sombrero Beach neighborhood, just a short walk to the beach. This fully furnished, turnkey property offers immediate income potential while also delivering an exceptional Keys lifestyle — truly a home that checks every box. Featuring 5 bedrooms and 5 bathrooms, the residence is thoughtfully designed for both guests and owners, including a legal bedroom and bath on the first floor. All living areas are above flood, offering peace of mind along with functionality. The home has been extremely well maintained and continues to perform strongly as a vacation rental. The main living level showcases a bright open-concept floor plan with high ceilings, modern finishes, and abundant natural light. The spacious kitchen includes sleek cabinetry, stone countertops, stainless steel appliances, and a large breakfast bar, seamlessly connecting to the dining and living areas. Sliding doors open to a balcony ideal for outdoor dining and enjoying island breezes. The primary suite serves as a private retreat with generous proportions, a walk-in closet, and a spa-inspired bathroom featuring a soaking tub and separate glass-enclosed shower. Each additional bedroom includes its own private bath, enhancing comfort and privacy for guests. A ground-level bedroom with direct access to the pool area adds flexibility for multigenerational living or guest convenience. Outdoor living is a true highlight, featuring a resort-style pool, covered entertaining areas, and a fully equipped outdoor kitchen with BBQ, perfect for hosting and relaxation. Additional features include a metal roof, ample parking, and space for two 20' boats on trailers. While boating is a major draw, this location also appeals to those who enjoy kayaking from Sombrero, beach days, and nearby parks. Whether as an investment, second home, or primary residence, this property checks all the boxes in one of Marathon's most desirable neighborhoods

426 Calle Limon, Marathon
$498,000
1 Beds ⋅ 1 Baths ⋅ 616958 MLS
Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the most historic homes in the Old Tavernier Showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal. The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors. Inside, warm wood finishes and classic design details speak to the home's storied past. Located in the heart of Tavernier, this property offers easy access to neighborhood beaches and a local boat ramp, as well as restaurants, coffee shops, grocery stores, the hospital, and a movie theater, all just moments away. The quiet streets of Old Tavernier invite leisurely strolls or bike rides through this beloved, character-rich community. A rare opportunity to own a piece of Keys history and enjoy the authentic island lifestyle that never goes out of style.

140 Tavern Dr, Tavernier
$899,995
2 Beds ⋅ 2 Baths ⋅ 618480 MLS
Turnkey, fully furnished waterfront property with strong Airbnb income history. Enjoy 37.5 ft of dockage with unrestricted ocean access and a quick 5‑minute ride to the Gulf and ocean side. Home sits above flood, helping reduce insurance and overhead. Features include a 2017 roof and a new water heater (2025). A rare opportunity for investors or buyers seeking effortless coastal living.

410 10th St, Key Colony
$225
617488 MLS
Key Largo Storage and Marina offers outside storage space for all types of vehicles, boats, trailers, RV's, Jet Skis, Trucks, heavy equipment or anything you may have to store. In addition we have 400' of dockage that is 10' deep. Month to month rental or long term.

106600 Overseas Hwy Unit Outside Storage, Key Largo
$1,699,999
4 Beds ⋅ 5 Baths ⋅ 617946 MLS
Calling All Anglers! Experience the ultimate Florida Keys boating lifestyle with direct ocean access from this exceptional canal-front home. Designed with boaters in mind, the property features a 30-ft. cut-in boat slip, a 30,000-lb boat lift, a davit for your Jet Skis, a brand-new swim spa, a charming tiki hut, and a fully fenced yard surrounded by professionally designed tropical landscaping. This versatile home offers two spacious living levels. The upstairs features 2 bedrooms, 2 bathrooms, and 1,064 sq. ft. of living space. The grandfathered-in downstairs level provides an additional 2 bedrooms, 2 bathrooms, and 1,162 sq. ft. of living space, making it ideal for extended family, guests, or flexible living arrangements. Situated in one of Key Largo's most sought-after neighborhoods, you'll enjoy walking-distance access to Key Largo Beach and Key Largo Park, home to the Jacobs Aquatic Center, which offers an Olympic-size lap pool, swim lessons, fitness classes, pickleball courts, and more. You'll also be just a short walk or bike ride from some of the finest waterfront restaurants and local favorites in the Florida Keys.

71 Coral Dr, Key Largo
$120,000
618502 MLS
Now only $120,000. Best priced lot in popular Upper Sugarloaf Key and priced for immediate sale! Take advantage of this opportunity to develop this larger 150 x 100 Tier III platted lot (infill lot located in a developed subdivision with adequate infrastructure). With its prime location and desirable features, this property is a rare find in today's market. Convenient to the community boat ramp and near the Sugarloaf School for elementary through middle school grades, and the associated recreation venues. Building plans are not available, but at this low price, you may create your perfect home. Before making an offer, buyers are encouraged to verify their intent for the purchase with the Monroe County Building Dept., referencing Parcel ID: 00171770-000100. Don't miss this chance to invest in a lifestyle of comfort and adventure. Only $135,000.

19617 Date Palm Dr, Sugarloaf
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 618854 MLS
Pride of ownership makes this house a home buyer's dream. This 3 bed, 2 bath, 1492sf home sits on an oversized fully fenced lot with beautiful landscaping, 14x32 heated, saltwater pool, large screened porch w/stairs to the pool & outdoor living space offering a private retreat for you to enjoy the laid-back Florida Keys lifestyle. Located in Breezeswept Beach Estate in Ramrod Key, this home is walking distance to restaurants, shopping and a short drive into famous Key West and all that it has to offer! Built in 2016 and beautifully maintained 2018 updates: porcelain tile floors, kitchen/bathroom cabinets, granite counters & stainless appliances. Large kitchen w/center island, dedicated dining area, bonus bar seating and laundry room with utility sink and washer/dryer tucked behind the kitchen. This unique floorplan has a private master suite with separate water closet, dual sinks, and walk-in closet. Two additional bedrooms on the opposite side of the house with a walk-in closet and lots of natural light. Large guest bathroom with jacuzzi tub and upgraded cabinets/countertops. Open concept living is ideal for entertaining in your large family room open to the kitchen and dining area and access to the screened porch and pool area. Custom blinds, plantation shutters, freshly painted exterior, parking for your cars, boats and water toys. 299sf enclosure offers plenty of storage. This home can be fully furnished for vacation rentals, or choose to furnish with your own style. Ramrod Key & the Florida Keys offer many activities such as snorkeling, scuba diving, fishing, & boating from your private dock. Minutes to the Atlantic Ocean and the Gulf and home to the most amazing blue waters and abundant sea life. Metal roof, impact windows/doors, Hardie-board siding and a 10,000lb boat lift makes this house a must see! Insurances approx $5,400 for wind/flood and homeowners combined.

27414 Guadaloupe Ln, Ramrod
$5,600,000
3 Baths ⋅ 617330 MLS
Prime Commercial Property in Iconic Key West - High Visibility & Versatility! This property offers a rare opportunity to own a substantial commercial footprint in one of Florida's most iconic destinations. Whether you're expanding a brand, launching a new concept, or investing in Key West's vibrant market, 3424 N Roosevelt Blvd is a strategic asset with flexible potential. Location Highlights include: • Strategic Location - Located on Key West's main commercial corridor • Proximity - 7 minutes (2.5 miles) to Key West International Airport • Exceptional Visibility - High traffic exposure from both locals and tourists • Surrounded by Amenities -Including hotels, restaurants, banks, shops, fitness centers, and grocery stores. Property Details • Building Square Footage: 3,420 sq ft • Building w/ Tiki: 7,491 sq ft • Lot Square Footage: 36,002 sq ft • Frontage: 155 feet Current Use • Vehicle - Rentals Currently operates as a successful vehicle rental business. • Service Department - Features a care center with six service bays. Business Opportunity sold separately, inquire with agent.

3424 N Roosevelt Blvd, Key West
$1,990,000
614665 MLS
Fully fenced 10-acre grove currently being used for agricultural & personal truck parking purposes. Cleared and fenced graveled secured area equipped with electric gate and solar powered lights, One storage container and well for irrigation. Infrastructure for a greenhouse. Location: 180 St SW 187th Ave Miami FL 33187

180 Sw 187th Ave, Other
$630,000
3 Beds ⋅ 2 Baths ⋅ 617725 MLS
Welcome to this elevated 3-bedroom, 2-bath home located in a quiet neighborhood in Big Pine Key. This well-maintained property features an open concept living and kitchen area, perfect for comfortable everyday living and entertaining. All three bedrooms are generously sized, and each includes its own walk-in closet. Impact-rated windows and doors provide added security and storm protection. Situated on a corner lot, the home offers ample room to park multiple vehicles, a boat, boat trailer, or other recreational toys. It is conveniently located near shopping, dining, and a boat ramp. Whether you're looking for a full-time residence or a solid investment opportunity, this home checks all the boxes.

31315 Ave B, Big Pine
$320,000
2 Beds ⋅ 1 Baths ⋅ 618228 MLS
Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational facilities, and 24-hour security. A great chance to create your own slice of island living.

701 Spanish Main Dr Unit 566, Cudjoe
$2,249,999
3 Beds ⋅ 3 Baths ⋅ 616322 MLS
Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith. Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home technology is seamlessly integrated, allowing you to control the entire residence from your iPhone or iPad. Blackout and privacy illusion shades are installed throughout with impact windows and doors. The chef's kitchen is a true showpiece, featuring illuminated crystalline quartz countertops, an oversized island with under-counter lighting, and premium Miele appliances. A sleek induction cooktop with downdraft ventilation, walnut cabinetry with custom divider drawers, and 48'' x 48'' high-grade porcelain tile flooring complete the space. The primary suite offers ,a dramatic down-lit interlocking panel accent wall, a custom walk-in closet, and views of the historic Little White House. Spa-inspired bathrooms showcase porcelain walls, quartz sinks, smart toilets, and multi-head showers. The second en-suite bedroom features a private terrace, illuminated niche, and a luxurious walk-in shower. Every closet in the home is custom-designed and thoughtfully lit. Additional highlights include a fully furnished turnkey offering, oversized 8' doors, recessed window trims and baseboards, a large community pool, and one covered deeded parking space.

115 Front St Unit 101, Key West
$615,000
3 Beds ⋅ 2 Baths ⋅ 615736 MLS
**Price Improvement** Welcome to your slice of paradise in Big Pine Key! This charming 3-bedroom, 2-bath home is an ideal opportunity for families or first-time homebuyers seeking the quintessential Florida Keys lifestyle. Step inside to discover a comfortable and inviting living space, perfect for creating lasting memories. Outside, a small, fenced area provides a safe and convenient space for your furry friends to play. Enjoy the convenience of being just a short stroll from Big Pine Community Park - perfect for recreation and relaxation. For the outdoor enthusiast, boat ramps are easily accessible, offering endless opportunities to explore the crystal-clear waters of the Keys. Indulge in the vibrant local scene with a variety of restaurants and retail stores just minutes away. Beyond the immediate conveniences, this home boasts incredible access to the natural wonders that Big Pine Key is renowned for. Explore the unique flora and fauna, enjoy world-class fishing, or simply soak in the breathtaking beauty of the surrounding nature. An added bonus: this property currently has a VA loan, which may be assumable, offering a potentially significant financial advantage for qualified buyers. Don't miss your chance to own a piece of the Florida Keys dream! Very affordable insurances and flood transfers! Roof new in 2018.

31243 E Ave, Big Pine
$1,800,000
2 Beds ⋅ 2 Baths ⋅ 615805 MLS
Welcome to Paradise! this home sits on almost 3/4 of an acre along a direct access canal with 100 ft of waterfront, a turning basin and neighborhood only boat ramp with no HOA! Want to park your RV and Boat under your home, done! Want to build your own luxury oasis, here you go. Want to just enjoy easy access to open water and majestic Sunsets from your private observation deck, got that covered! Fully screened wrap around porches allow you to open up and let the East - West trade winds breeze right through the entire home. Professionally landscaped perfection from your private dock with davits, boathouse and garden paths to the exterior elevator and massive shop/storage area downstairs. Close to Adams Cut for easy oceanside access. 1 hour from Miami international airport yet in the otherworldly Florida Keys.

1514 Shaw Dr, Key Largo
$99,000
615501 MLS
Tier 1 for you. No plans or permits applied for. Wooded Lot. 2/3 X Zone, 1/3 AE 10

Poinsetta Drive, Key Largo
$3,300,000
3 Beds ⋅ 3 Baths ⋅ 618699 MLS
74560 Overseas Highway is a dynamic waterfront commercial asset with multiple revenue paths and significant redevelopment potential. Situated on a 15,000 SF parcel with generous on-site parking and 100 feet of seawall capable of accommodating up to 8 slips, the property delivers premier highway exposure and immediate Florida Bay and Atlantic Ocean access. Zoning supports four affordable housing units, one market-rate residence, and 5,640 SF of commercial space, creating a layered income strategy that blends residential density with marine-oriented business activity. The existing structure features expansive wraparound windows framing sweeping Atlantic views, plus a top-floor penthouse suite suited for owner occupancy, executive housing, or premium rental use (subject to approvals). The building configuration can also accommodate a rooftop helipad. Commercial Fishing zoning allows for uses such as a destination restaurant, seafood market, marine outfitter, charter or backcountry fishing headquarters, marina-support retail, or other enterprises aligned with the working waterfront. This is a high-visibility, commercial platform where housing, marine access, and US-1 frontage intersect to create compelling long-term value.

74560 Overseas Hwy, Islamorada
$1,300,000
2 Beds ⋅ 3 Baths ⋅ 615691 MLS
Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors. Thoughtfully upgraded with elegant, durable finishes: impact-rated windows and doors, brand-new stainless steel appliances, custom wood cabinetry, and gleaming granite countertops. Recently insulated with closed-cell spray foam for superior R-value, structural reinforcement, and an effective air and moisture barrier. Freshly painted in and out. Step outside to direct ocean access and easy runs to the famed Islamorada Sandbar -- perfect for boating, snorkeling, or sunset cocktails. Meticulously cared for as a private vacation haven and lightly used, the property blends turnkey luxury with strong rental potential. Weekly rentals are allowed (7-night minimum). Pet-friendly and perfectly situated for life in the Florida Keys. Owner/Agent -- call anytime with questions.

104 Anglers Way, Islamorada
$1,060,000
3 Beds ⋅ 3 Baths ⋅ 618186 MLS
At the end of wide, quiet cul-de-sac, life naturally slows, sunsets linger, 20 Kingfisher reveals itself as a private island retreat @ KW Golf Club. Inviting brick walkway, lush tropical landscaping, river rock, lead to freshly painted front steps, welcoming front veranda that set the tone, refined, thoughtfully cared for. This home feels loved the moment you arrive. Inside, warmth & craftsmanship take center stage. Rich heart pine flooring grounds the main level, continuing up the staircase. Elegant, functional fully remodeled kitchen features custom cottage-style wooden cabinetry, soft-close drawers, luxurious granite countertops, beautiful built-in storage beneath the breakfast bar. All upgraded stainless appliances complete the space: new dishwasher, radiant cooktop range w/double ovens/convection, microwave, French-door refrigerator/freezer, every detail chosen for beauty & performance. From the living area, the home opens to a captivating, expanded screened rear veranda overlooking the lake, the #2 tee box & S.W. sky that delivers breathtaking sunsets. When the Royal Poinciana bursts into bloom, its fiery canopy becomes a work of art, reflected in the water, glowing at dusk, unforgettable! Upstairs, the home transforms into a tranquil private retreat. High-end luxury vinyl plank flooring w/padded underlayment provides a cushioned ''walking on air'' feel, waterproof, elegant, designed for long-term comfort. 2 spacious en-suite bedrooms anchor the 2nd level, defined by cozy architectural charm w/gentle eaved rooflines, adding character & intimate cottage feel. The primary suite is inviting w/a generous double closet & large built-in storage. En-suite bath is a true showpiece, featuring new pendant lighting, fully tiled walk-in shower w/built-in bench, wrapped in vibrant royal blue/burgundy ceramic tile. Guest bdrm. is mirrored image w/lg. extended closet. 3rd bdrm. is office/study. Private heated resurfaced pool upgraded w/steps/railing is divine. So much more!

20 Kingfisher Ln, Key West
$1,790,000
3 Beds ⋅ 3 Baths ⋅ 617751 MLS
Live your best life in the heart of Key Largo! This unique mixed-use property offers a beautifully renovated 3BD/3BA residence upstairs with your own rooftop hangout, sunny patio, and private yard space — a true tropical retreat right above the action. Downstairs sits a versatile commercial space with unbeatable visibility on US-1, perfect for a live-work setup, creative studio, boutique, or simply added flexibility. The solid concrete building stands approx. 15 ft above sea level and features impact windows with shutters, giving you peace of mind during storm season. Enjoy 5 private parking spots plus 5 additional leased spaces, so there's room for guests, toys, or tenants. You're centrally located near restaurants, cafés, marinas, and everything that makes Key Largo so special. An existing commercial operation currently occupies the first floor; optional details are available separately. A rare opportunity to live, create, and thrive right in the Florida Keys all from one amazing property! THIS IS A DUPLICATE LISTING

100636 Overseas Hwy, Key Largo
$999,999
2 Baths ⋅ 616512 MLS
Looking to purchase your own office space while also generating rental income? This property delivers both. Located in Islamorada, this two-story Key West/Conch-inspired building is zoned for mixed-use highway commercial. 50 feet of frontage along the Overseas Highway, providing strong visibility and signage potential. The exterior is accented by mature landscaping, with parking that includes four spaces in front of the building (per survey, now landscaped) and nine more spaces in the rear with direct access from Old Highway. Inside, the building offers a bright reception area and functional layout. The second floor features 5 one-room offices with a shared kitchenette and half bath, providing the potential of consistent income from annual or month to month tenants. On the ground level, the owner's suite includes a private office, a small meeting room, and a larger executive-style conference room, along with its own kitchenette and half bath. There is one additional office and locked storage room down another set of stairs bringing the total to 7 private offices and two conference rooms. Positioned in a central Upper Keys location, the property is just minutes from local courthouse, downtown Islamorada and Tavernier, with convenient access to local restaurants, shopping, and Founder's Park. With the space for an owner's own office and conference room this property presents an excellent investment in one of the most desirable areas of the Florida Keys.

88101 Old Hwy, Islamorada
$5,750,000
4 Beds ⋅ 5 Baths ⋅ 612702 MLS
Located in the prestigious gated community of Shark Key, 30 Cannon Royal Drive is a distinctive waterfront residence inspired by classic Mediterranean design. Architectural details such as soft arches, warm finishes, and elegant lines create a sense of timeless character rarely found in the Lower Keys. Thoughtfully designed to embrace indoor-outdoor living, the home offers spacious interiors filled with natural light and serene water views throughout. Two expansive porches overlook breathtaking sunset vistas, perfectly positioned on a generous 20,438 sq ft lot. The outdoor living experience is equally compelling, featuring a dedicated entertainment area complete with an outdoor fireplace and a private beach--ideal for both relaxed evenings and elevated gatherings. Additional highlights include two garages, an integrated indoor/outdoor speaker system throughout the home, and a dedicated space for a future elevator--offering both comfort and long-term flexibility. Whether enjoyed in its current form or reimagined to reflect a more modern vision, the property presents a rare opportunity to own a home with architectural presence and creative potential just minutes from Key West. Sold furnished with exclusions.

30 Cannon Royal Dr, Shark Key
$498,500
617202 MLS
Presenting 77 S Conch Key, a 4,500-square-foot parcel in the heart of the Florida Keys that includes two transferable ROGO allocations, each with an estimated value of approximately $149,000. The property is approved for development under existing ROGO plans allowing for up to four residential units, creating a rare opportunity for investors, developers, or end users seeking to build in a market where development rights are increasingly limited. The value of this offering extends beyond the land itself. The included ROGO allocations provide a significant entitlement advantage, reducing the time, uncertainty, and cost often associated with securing build rights in the Florida Keys. Whether utilized for a private compound, vacation residences, workforce housing, or an income-producing investment, the property offers flexibility and long-term upside. While the site does not include water access, it benefits from a central Conch Key location with convenient access to Marathon's marinas, restaurants, shopping, and recreational amenities. Opportunities to acquire buildable Keys property with transferable allocations and approved development plans are increasingly scarce, making 77 S Conch Key a compelling development and investment opportunity.

77 S 77 Conch Ave, Conch
$2,999,999
2 Beds ⋅ 4 Baths ⋅ 616727 MLS
Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

405 Petronia St, Key West
$7,499,000
7 Beds ⋅ 6 Baths ⋅ 616613 MLS
Experience refined oceanfront living on sought-after Duck Key. This double lot estate offers 138 feet of protected deepwater dockage, complete with a solid concrete seawall designed to accommodate a sportfishing yacht, multiple center consoles, and all of your waterfront lifestyle needs. A true boater's paradise, this property offers both privacy and exceptional access to the Atlantic Ocean. The fully remodeled residence is constructed of concrete with a new roof. Inside, seven spacious bedrooms and six bathrooms provide ample accommodations for family and guests. Coastal-inspired interiors feature wood-look tile flooring throughout, woven statement light fixtures, and soaring ceilings with exposed beams and pecky cypress accents. Expansive impact windows and doors frame sweeping ocean views, bringing natural light into nearly every room. The gourmet kitchen anchors the main living space as the heart of the home, with a striking 12' island that creates the perfect setting for gatherings. Outfitted with top-of-the-line appliances, this space is equally suited for everyday living with family or hosting unforgettable evenings of entertaining. Spa-like marble bathrooms further elevate the home, blending comfort with luxury. Designed for both style and function, the property also offers a rare 4+ car garage and abundant storage. Outdoors, a sparkling pool invites afternoons in the sun, while the expansive double lot offers unmatched opportunities for expansion. Whether envisioning a private guest house, a tennis or pickleball court, or exploring the option to build and sell, this rare property provides endless possibilities for both personal enjoyment and investment potential—an uncommon luxury in the Florida Keys. Balancing modern sophistication with coastal simplicity, this sanctuary captures the essence of waterfront living from sunrise over the Atlantic to evenings by the water, in one of the most desirable neighborhoods in the Florida Keys.

308 Sabal St, Duck Key
$1,074,000
1 Beds ⋅ 1 Baths ⋅ 615748 MLS
Fully furnished TRANSIENT LICENSED condos in Coconut Mallory Marina & Resort — listed separately but offered together as a rare investment package. Known as The Poolside Cottages (Units #412 & #411), these charming 1BR/1BA cottages sit steps from the pool with private patios, vaulted ceilings, updated interiors, and sleeping space for up to six guests per unit. Each comes turnkey and ready for immediate rental income, with dedicated laundry access and assigned parking included. Coconut Mallory offers two pools, a jacuzzi, lush tropical grounds, a private marina with boat access, and a laid-back Key West vibe guests love. Stroll to Smathers Beach or hop on your bike to Duval Street — the location is ideal for visitors wanting both peace and quick access to Old Town, the airport, and island attractions. HOA fee covers electric, water, sewer, garbage, Wi-Fi, cable, exterior insurance, and common area care. A rare chance to own two transient-licensed rentals in one of Key West's hidden gems.

1445 S Roosevelt Blvd Unit 412, Key West
$525,000
2 Beds ⋅ 2 Baths ⋅ 616828 MLS
Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean. Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private deck—an ideal spot for your morning coffee or evening entertaining. This tropical retreat sits on a large, lushly landscaped corner lot, offering both privacy and ample space. The home itself is in excellent condition and is move-in ready, featuring modern, high-end appliances and the peace of mind that comes with accordion hurricane shutters. The versatile layout includes significant bonus space underneath the house, perfect for storage, entertaining, working on projects or just relaxing in the shade in your hammock. This is not just a home; it's a prime investment. With nightly rentals allowed and plenty of opportunities for success on platforms like Airbnb and VRBO to help offset your costs. Don't miss your chance to own a piece of paradise. Schedule your private showing today!

701 Spanish Main Dr Unit 154, Cudjoe