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$2,240,000
3 Beds ⋅ 3 Baths ⋅ 618823 MLS
Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready, prepared for your immediate occupancy. With over 1500 sq. ft. of interior living on 2 floors, a bedroom/office and a full bath are on the ground level, with a full master suite and an additional bedroom and bath on the second. Generous off street parking is superb for the historic district location, with room for all full size vehicles and perhaps even 2 cars. From the charming covered front porch, through the open main living area, and on to the pool and deck, the delightful home offers a seamless, integrated living space that is welcoming and ideal to gather and entertain. Expertly crafted renovations with modern design features are highlighted by historic details to remind you of living in Old Town. If lucrative vacation rental income potential is of interest, the home has been rented for over $19,000 mo. A complete package containing a survey, elevation certificate, insurance declaration pages, and other helpful documents available on request.

413 Frances St, Key West
$999,000
2 Beds ⋅ 2 Baths ⋅ 618847 MLS
Beautiful Atlantic Ocean views surround this newer concrete home featuring an open-concept floor plan with 2 bedrooms and 2 bathrooms. Tastefully furnished with a coastal flair, the spacious living area flows into a kitchen appointed with custom wood cabinetry, quartz countertops, stainless steel appliances, and a high-end water filtration system. Impact windows and doors, plantation shutters, new A/C, and new gutters add to the home's quality. A true boater's dream, the property offers direct ocean access and convenient Florida Bay access via Snake Creek. Take in breathtaking sunrises and sunsets from your own slice of paradise. Whether you're seeking a full-time residence or the ultimate Florida Keys retreat, this home delivers the best of the Keys lifestyle. YOU OWN THE LAND!

84961 Old Hwy Unit 18, Islamorada
$320,000
615378 MLS

27935 Tarpon Ter, Little Torch
$3,705,000
4 Beds ⋅ 5 Baths ⋅ 618328 MLS
Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

46 E Playa Largo Blvd, Key Largo
$3,750,000
8 Beds ⋅ 8 Baths ⋅ 618438 MLS
Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of eight updated one-bedroom, one-bathroom units. 2 buildings situated on a 5,575 SqFt lot. It offers an exceptional opportunity for employers seeking staff housing, investors interested in a 1031 Exchange, or those considering a condo conversion. Please note that advanced notice is required to arrange showings, and not all units may be available for viewing as they are currently rented.

818 Elizabeth St, Key West
$614,000
2 Beds ⋅ 2 Baths ⋅ 618430 MLS
Hawks Cay Harbor Village Villas offer a luxurious and tranquil retreat in the stunning Florida Keys. Nestled within the renowned Hawks Cay Resort on Duck Key, these waterfront villas boast breathtaking views of the sparkling waters of the Gulf of Mexico and the resort's private marina. This property has a beautiful patio and spa dipping pool overlooking the canal. With their spacious floor plans, these villas feature contemporary coastal designs, providing guests with a real Keys experience. This particular villa is priced at a competitive price to sell quickly. You can enjoy this as your own private get a way to the Keys for your family vacation as well as these owners have rented it out and received a nice ROI. Walk to the restaurant, the spa, tennis courts, large family pool, etc.

7028 Harbor Village Dr, Duck Key
$459,000
2 Beds ⋅ 2 Baths ⋅ 618199 MLS
🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's most beloved restaurants, this location captures the very best of island living. This property is truly a must-see--and it's priced to sell. Seller will consider all reasonable offers.

79901 Overseas Highway Unit 204, Islamorada
$1,374,499
4 Beds ⋅ 3 Baths ⋅ 618156 MLS
Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

247 W Seaview Cir, Duck Key
$25,000,000
609597 MLS
Introducing Enchanted Island, an unparalleled private island located 1.5 miles from Key West accessible via its own private highway exit from US 1. This rare real estate jewel offers an exclusive escape like no other. Presently zoned for sub urban residential use, the island permits the construction of up to two homes. Elevated 15 feet to meet construction codes and with building permits already secured, Enchanted Island is posed for your development aspirations. Additionally, the seller has completed engineered architectural plans for a 7,437 SF home. For those with a vision grander in scale, the option of rezoning and securing permits for up to ten homes exists, providing endless possibilities for your imagination. Enchanted Island boasts all essential utilities, including a new 1000A 120/240V power service, underwater sewer and power lines, and AT&T fiber connectivity. With building permits in hand, your journey from blueprint to building can commence without delay. Spanning an impressive 4 acres, Enchanted Island offers both tranquility and unique features, such as a private ocean reef and partial dredging, ideal for potential boat dock installation. In addition to its private highway access, the island has a history with helicopter use, hinting at the potential for establishing a heliport to further enhance its exclusivity and convenience for the distinguished few who will call it home or their luxury getaway. Enchanted Island seamlessly combines isolation with connectivity, offering a lifestyle statement for the discerning few. This exotic haven envisioned for the elite seeking not just a residence but a statement of lifestyle, stands ready to fulfill visions of grandeur against the breathtaking backdrop of the Florida Keys. Seize the unparalleled opportunity to turn your dream of island living into your reality with Enchanted Island.

1 Seppala Way, Key Haven
$975,000
3 Beds ⋅ 3 Baths ⋅ 617836 MLS
Welcome to this solid concrete home in the Florida Keys, located in Tavernier and built for durability, comfort, and island living. Featuring all-concrete construction with a concrete roof, this property offers strength, low maintenance, and peace of mind—ideal for Keys conditions. The upstairs level includes a fully remodeled 2-bedroom, 2-bathroom living space with peek-a-boo ocean views from the porch and views overlooking the community park, creating a relaxing setting with open green space and ocean breezes. The downstairs level offers a remodeled 1-bedroom, 1-bathroom area, providing flexible options for guests or extended family. Situated on a rare double lot, this property offers additional space for outdoor living, parking, or future possibilities. A large covered carport provides convenient parking and storage for vehicles, boats, or recreational gear. Enjoy an unbeatable location overlooking the community park and just steps from the boat ramp, making this home ideal for boating, fishing, and outdoor enthusiasts. Whether you're searching for a primary residence, vacation home, or investment opportunity, this Tavernier property delivers location, versatility, and Florida Keys lifestyle appeal.

134 Dove Creek Dr, Tavernier
$14,550,000
50 Beds ⋅ 50 Baths ⋅ 615905 MLS
TURNKEY INN & HOSPITALITY INVESTMENT IN THE HEART OF KEY LARGO! This fully operational and income-producing inn is located in a prime Key Largo location and offers a rare combination of scale, flexibility, and future development potential. Highly visible location with 450 feet on US 1 with a total of 9 parcels included in sale. The property spans 49,500 sq. ft. of land with 23,092 sq. ft. of building space. The Key Largo Inn has 50 total guest rooms—including 38 standard rooms and 12 spacious two-room suites with king beds and sleeper sofas, ideal for families and extended stays. On-site amenities include a resort-style outdoor pool, and a restaurant and bar licensed with a 5COP full liquor license, allowing full-service alcohol sales. With 50 valuable transient licenses(nightly rentals)TDR's This property provides exceptional short-term rental income and flexibility. The licenses are transferable and can be sold off separately, offering additional monetization or redevelopment options. Whether you continue operating this thriving inn or reposition the site for alternative commercial or mixed-use purposes, this is a one-of-a-kind investment opportunity in one of the Florida Keys' most desirable and high-demand markets.

99202 Overseas Hwy, Key Largo
$849,000
1 Beds ⋅ 1 Baths ⋅ 618771 MLS
Charming Home in the Meadows, Old Town, Key West. This beautiful completely renovated one bedroom cottage on Pearl Street is move in ready, and is being sold furnished. Stepping into the home through the custom built Dutch-door, the interior is bright, the walls are shadow-gap wood, there is new flooring, and recessed LED lighting throughout. The Bedroom has a murphy bed, and built in bedroom drawers, with additional storage. The Kitchen has custom cabinets, granite countertops, and is steps away from the back deck with a Tiki and wet bar - and outside seating area. Mitsubishi mini split AC, Custom shades, All new impact windows and doors, and the front Dutch Door has hurricane panels. During the renovation, the whole house was insulated between the studs, 3/4 inch pressure treated plywood added, then 1' fire rock, and then lap siding- PT-kiln dried-dipped on both sides with primer. This property is completely fenced, has a sprinkler system, Outdoor shower, and the best part- is a wonderful front porch to relax and watch the world go by!

817 Pearl St, Key West
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 618500 MLS
Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock, direct ocean access via a 60-ft wide canal, and proximity to the neighborhood marina. Enter through a covered entry into an airy Great Room with soaring ceilings and newly installed marble-look tile, giving the space a crisp, clean feel. The spacious kitchen features warm wood cabinetry, generous counter space, and casual bar seating—ideal for entertaining. A primary suite retreat includes his-and-hers closets and a spa-like bath, plus an adjacent den that offers flexibility as a 4th bedroom, home office, or studio. The attached 2-car Garage allows plenty of space for all your toys. The tropically landscaped yard with shady palms and pretty brick drive boasts picturesque curb appeal. Cudjoe Gardens offers a full-service marina, fueling station, and a charming canal-side restaurant—all moments from your front door. Just 20 miles to Key West, this is an exceptional opportunity to enjoy world-class boating and tropical elegance without stairs or compromise.

51 Sawyer Dr, Cudjoe
$1,175,000
8 Beds ⋅ 4 Baths ⋅ 618043 MLS
Attention investors and business owners: This four-unit apartment building presents a compelling opportunity in the heart of the Florida Keys, offering immediate income with long-term strategic value. Each of the four units features a comfortable two-bedroom, one-bath layout, with long-term tenants currently in place, providing stable cash flow from day one. Each apartment is separately metered for electricity, allowing tenants to manage their own usage--an added benefit for ownership efficiency. The property also offers ample on-site parking, a valuable amenity in the Keys, along with a shared laundry facility located at the rear of the property, enhancing convenience for residents. The property is currently operating at an approximate 5.87% cap rate, with clear room for growth. Rents are presently below market, creating a realistic path for increased returns, with projections indicating the potential to achieve a 7.4%+ cap rate over time as adjustments are made in accordance with applicable guidelines. Long term, this deed-restricted affordable housing property may be particularly attractive for local employers seeking workforce housing solutions and investors focused on sustainable, community-oriented assets. Ownership may support employee retention while maintaining consistent demand in a high-need market. This offering represents a rare blend of steady income, upside potential, and long-term stability in one of the most sought-after areas of the Florida Keys.

500 22nd St Unit 1-4, Marathon
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 617844 MLS
1218 Mockingbird Rd, Key Largo, FL 33037 tropical luxury coastal living in the heart of Key Largo turn key on Oceanside Canal 700 feet to the open ocean four bedrooms, three baths 3065 feet living square feet lot is 7645 ft.² parking for four cars +2 in carport 70 feet of seawall with a boat cut in and a lift 16,000 pounds can accommodate a 30 foot boat also a lift for two jet skis home was remodeled in the year 2000 2011 2019 the master suite is on the entire third floor. It was made for a queen, absolutely beautiful, walk-in shower, jetted tub, private commode, area windows overlooking the water. Second floor, gourmet kitchen with new subzero refrigerator double door six burner gas stove. granite countertops throughout. large living room and dining area overlooking the water walk out onto the wraparound porch, which is beautiful. two bedrooms and a bath on the second floor. first floor walk in large family room, walk-in shower and bathroom storage area. overlooking the water. walk out onto the large covered patio with a hot tub and a bar when home was remodeled it was all done with hurricane sliding patio doors and windows throughout and a commercial metal roof. Home has never had any hurricane damage sits high and dry. Don't miss out on this great opportunity to own the tropical paradise.

1218 Mockingbird Rd, Key Largo
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 616523 MLS
Welcome to Your Florida Keys retreat or income-producing rental, with 7-day rentals approved! Maison Residences presents its final developer unit, #201, offering 4 bedrooms, 4.5 bathrooms and a spacious open layout designed for true oceanside living. Step off your private elevator into a grand room with soaring 10-foot ceilings and 9-foot stacked sliders that frame endless Ocean views. The open plan connects casual dining, island seating, and a gourmet kitchen outfitted with Sub-Zero and Wolf appliances, Caesar-stone counters, and abundant storage. Oversized covered terrace expand your living space outdoors, where multiple seating areas, TV, a fireplace, and an infrared/gas grill create the ultimate setting for entertaining against the ocean backdrop. The master suite features king-sized accommodations, terrace access, and a spa-inspired ensuite with a luxurious tub and glass shower. Three additional guest suites, 2 with king beds and private balconies, 1 with two twin beds and all with en-suite baths that provide comfort and privacy. This exclusive enclave sits between the Atlantic Ocean and Florida Bay on Islamorada's most vibrant island, Upper Matecumbe Key. Maison's private grounds include over 350 feet of natural sand beach, a 155-foot day pier, lavish 86-foot lagoon-style pool, heated jacuzzi, and space for every water activity. Details such as porcelain tile, U-Line beverage center, Lynx grill, Kohler fixtures, built-in closets, and energy-efficient construction reflect luxury and comfort at every turn. Owning at Maison Residences gives you the rare flexibility to enjoy your home while also generating income. With 7-day minimum rentals approved, you can use your residence as a private retreat and still take advantage of strong demand for luxury short-term stays in Islamorada. This makes Unit 201 not only a lifestyle purchase with world-class boating, fishing, diving, and snorkeling, but also a smart investment opportunity!

80639 Old Hwy Unit 201, Islamorada
$1,050,000
2 Beds ⋅ 2 Baths ⋅ 618229 MLS
A Turnkey Boater's Paradise with Direct Open Water Access! Nestled on a crystal-clear, 60-foot-wide canal, this exceptional waterfront property sits just 600 feet from open water, offering effortless access to the Atlantic and backcountry. A perfect weekender, it has everything you want, without extra maintenance or wasted space. Built like a fortress, the all-concrete home features a durable metal roof and solar-glazed, insulated impact windows and doors for ultimate peace of mind. The meticulously maintained 2-bedroom, 2-bathroom layout boasts 9-foot ceilings and 24-inch Travertine flooring throughout. A spacious chef's kitchen serves as the heart of the home, complete with solid wood cabinetry, premium granite countertops, a matching island, a double oven, and a massive 30-cubic-foot stainless steel Sub-Zero refrigerator. Stained-glass doors and custom fused-glass pendant lights add a touch of authentic tropical charm. Below, an expansive storage area accommodates your crew and all your gear, while the premier outdoor setup includes a private boat ramp, a fully equipped fish-cleaning station with water and power, two 4,500-lb. davits, a 60-amp/240-volt RV/EV hookup, and a 500-gallon cistern. It is the ultimate retreat for family gatherings, premier fishing, and coastal living.

1331 Hudgins Dr, Summerland
$175,000
616592 MLS
1 dry lot ''Transferable Development Right (TDR)'' for the Village of Islamorada. Receiver site must be scarified. No real property being exchanged.

1 Tdr, Not Provided
$799,000
1 Beds ⋅ 2 Baths ⋅ 618838 MLS
Welcome to 3841 North Roosevelt Blvd, Unit 121, the epitome of BEACHFRONT living at the Key West Beachside Resort and Residences. This stunning Gulf View, Waterfront corner suite invites you to live like you are on vacation every day. This is a rare to come on the market opportunity, as there are only three one-bedroom units on the entire property, and this beachfront location remains the most desired. Inside, designer-grade finishes and furnishings create an atmosphere of refined elegance. Travertine flooring flows throughout the spacious living areas, complemented by an open gourmet kitchen featuring granite countertops, stainless steel appliances, and custom cabinetry. The well-appointed bedroom and two bathrooms provide ample space and privacy, while a sleeper sofa offers additional sleeping accommodations for guests. An oversized balcony provides a private retreat to enjoy the tropical breeze and breathtaking Gulf sunsets. Beyond your door, the resort's world-class amenities await, including a restaurant, bar, pool, spa, and fitness center. The on-site parking garage includes one deeded parking space, and there is a property shuttle for added convenience. This superb property offers incredible flexibility: use it as your private getaway, generate income through the onsite professionally managed rental program with no maximum stay restriction for owners, or both. The property boasts a proven track record of strong rental performance throughout 2025, demonstrating its appeal as a high-performing investment. Don't miss this prime opportunity to own a piece of paradise with lock and leave potential that is perfect for part-time residency and robust passive income. Reach out to learn more about how to make this your 2026 lifestyle.

3841 N Roosevelt Blvd Unit 121, Key West
$949,000
3 Beds ⋅ 3 Baths ⋅ 618708 MLS
Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 3038 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

818 Elizabeth St Unit Front, Key West
$595,000
2 Beds ⋅ 2 Baths ⋅ 617594 MLS
Great opportunity in the Palm Beach Polo, Golf and Country Club. This updated condo with a fantastic water view comes furnished and ready to move in. Close to the private pool for the Pebblewood condos and all the amenities the Polo Club has to offer.

11830 Pebblewood Dr Unit 202C, Other
$405,000
617316 MLS
Rare opportunity to own an oversized half-acre (21,808 SF) dry lot in the highly desirable Coco Plum neighborhood of Marathon. Ideally located directly across from Coco Plum Beach, this oversized parcel offers beautiful ocean views and endless possibilities in one of the Florida Keys' most sought-after locations. Enjoy easy access to the beach, boating, fishing, dining, and all that Marathon has to offer. Large lots in this location are becoming increasingly difficult to find. Whether you're looking to secure a future investment or explore development opportunities, this property offers a unique chance to own a prime piece of the Florida Keys lifestyle. Wake up to breathtaking views, salty breezes, and quiet serenity. Don't miss this rare chance to build steps from the beach with panoramic water views. Buyer to verify all building and development requirements with the City of Marathon.

300 Coco Plum Dr, Marathon
$689,900
2 Beds ⋅ 2 Baths ⋅ 618638 MLS
Welcome to your private slice of paradise at Hawks Cay Resort. This beautifully updated two-bedroom, two-bath waterfront villa offers the rare opportunity to own an oceanfront-style residence in the heart of the Florida Keys. Thoughtfully renovated, the home features luxury ceramic tile flooring, stainless steel appliances and stylish furnishings throughout. New AC unit with Wi-Fi Thermostat installed in 2025, kitchen and additional interior updates were completed in 2018, while the primary bathroom was fully remodeled in 2024, adding a fresh, modern touch. Custom sliding barn doors on the bathrooms enhance both functionality and coastal charm. The property is already well on its way to meeting the requirements for the resort's rental program, providing excellent flexibility for personal use or income potential. Located in the highly desirable Sunset Village, this villa delivers breathtaking Keys sunsets right from your back porch. Enjoy effortless access to kayaking and paddleboarding from your backyard or simply relax and take in the tropical surroundings and ocean breezes. Daily rentals are permitted, an extremely rare and valuable feature in the Keys, making this an exceptional opportunity to maximize rental income. Whether you're seeking a personal retreat, an income-producing investment, or both, this is one of the finest villas currently available. Welcome home to island living at its best. Schedule your private showing today.

5006 Sunset Village Dr, Duck Key
$10,900,000
6 Beds ⋅ 5 Baths ⋅ 618449 MLS
A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over ½ acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels included in this sale, opening options in the future for the fortunate owner that resides here. Completely renovated in 2020, the home presents a clean, contemporary aesthetic with Viking appliances, bespoke finishes, and a subtle, neutral palette inspired by the flowing surrounding turquoise waters. A custom saltwater pool equipped with both heater and chiller provides year-round enjoyment for everyone. This Safety Harbor residence delivers both elegance and function for the discerning boater or sunset lover. Impeccably maintained and move-in ready, it offers a rare combination of low-maintenance living, thoughtful design, quiet living and enduring appeal in the Florida Keys. Private showings available by appointment.

186 & 165 Bayview Dr, Islamorada
$1,274,000
1 Baths ⋅ 618275 MLS
Prime Lower Keys Commercial Real Estate for sale. Excellent visibility and easy access from Overseas Hwy. Corner location at MM 21 and Blimp Rd. Total of 3 Parcels of Land. With the Submerged Baybottom parcels total over 3 Acres with Approx. 37,748 sf. or .87 Acres of useable uplands. Uplands portion is approx. 200' of highway frontage by 190' deep. Waterfront property with limited shallow water access for kayak and canoes. Existing 1,250 sf. CBS building on site may be enlarged or demo and entirely redevelope. Property has favorable SC- Suburban Commercial Zoning with many Commercial uses allowed and possible. Great location for a local contractor, retail convenience store, or marine/boat/trailer/ RV and Auto storage.

21423 Overseas Hwy, Cudjoe
$2,650,000
617895 MLS
One of the last two duplex zoned, canal front, lots. New seawall in 2022. Building permits are quick in Key Colony Beach. Have your building plans reviewed and approved by the City and you are good to go. Seller / Developer will consider building as per his plans with a Pre-Construction agreement for one side of the duplex building at $2,350,000. Plans for each half duplex to be approximately 2,400 sq.ft. 4 bedrooms, 4 baths and a roof top deck. Ask for details and a review of building plans.

790 10th St, Key Colony
$825,000
616719 MLS
This exceptional canal-front vacant lot on Lower Matecumbe Key represents a truly prime piece of cleared real estate. The permit for this property is in hand and ready for building. Seize this rare opportunity to build your dream home in a highly sought-after Keys location.

149 Iroquois Dr, Islamorada
$2,299,000
4 Beds ⋅ 4 Baths ⋅ 613691 MLS
INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

120 Pirates Cove Dr, Marathon
$735,000
2 Beds ⋅ 1 Baths ⋅ 618467 MLS
This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further. Upon entering the home, you are immediately struck by the inviting interior filled with natural light and coastal charm. The open layout seamlessly blends the living spaces, creating a perfect setting for both relaxation and entertaining. The kitchen is a chef's delight, equipped with modern appliances and stylish finishes. The home at 906 Truman Ave 1 also boasts a tranquil outdoor oasis, where you can unwind and enjoy the tropical breeze. Whether lounging on the deck or relaxing in the pool, this space offers a peaceful retreat from the hustle and bustle of everyday life. Overall, the home at 906 Truman Ave in Key West is a true gem that combines comfort, style, and the laid-back elegance of island living. It is a place where memories are made and dreams are realized. At this time an adjacent unit is also for sale that can be purchased to create a four bedroom three bath convertible if a door is added. Professional Vacation Rental Management is available for this property.

906 Truman Ave Unit APT 1, Key West
$1,898,000
3 Beds ⋅ 3 Baths ⋅ 618588 MLS
Experience the confidence of solid construction in this 3-bedroom, 2.5-bath canal-front residence. Built with poured, reinforced concrete, this home was designed for strength, longevity, and peace of mind—an invaluable asset in a coastal environment. From the moment you arrive, the quality is unmistakable, offering the substantial, well-built feel discerning buyers seek. The open, light-filled floor plan flows seamlessly for everyday living and entertaining, anchored by a well-appointed kitchen featuring granite countertops, custom finishes, and durable hickory cabinetry chosen to stand the test of time. Custom tilework throughout adds warmth and character, while an elevator provides effortless access between levels. Additional highlights include a cozy fireplace, dedicated upstairs office space, and a flexible layout suited to a variety of lifestyles. Boaters will appreciate the excellent dockage and quick access to open water, including a 16,000-lb boat lift accommodating vessels up to approximately 35 feet, multiple docking options, davits, and a large dock box for easy gear storage. Outdoor living is front and center, with generous space for entertaining and ample room to create a private tropical oasis—there is plenty of space to add a pool. The oversized four-car garage provides abundant storage for vehicles, boats, and water toys, while a 10,000-gallon cistern with pump adds an extra layer of water security. Downstairs, a versatile enclosed area offers endless possibilities as a tackle room, workshop, storage area, or relaxation space. Framed by concrete walls on both sides with gated rear access, the property offers privacy and security while still embracing the easygoing Florida Keys lifestyle. Whether you're seeking a full-time waterfront residence, seasonal retreat, serious boater's haven, or a weekly vacation rental opportunity, this exceptionally well-built home delivers durability, functionality, and island living at its finest.

9960 Aviation Blvd, Marathon