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1716 Laird St, Key West
$2,195,000
3 Beds ⋅ 2 Baths ⋅ 621461 MLS
Completed in 2025, this brand-new, elevated two-story home rises above the surrounding homes and is built above flood level. Excellent location close to the beach. Category 5 hurricane-rated construction, impact windows and doors, and Hardie board siding combine coastal style with storm protection. The home offers 3 bedrooms and 3 bathrooms, plus an office currently set up with bunk beds as a fourth sleeping space. Separate laundry room. The backyard is a gorgeous tropical retreat. A large heated pool and spa are surrounded by a gorgeous stone deck, lush landscaping and dramatic evening lighting. A huge poolside Tiki hut creates a spectacular setting for shaded dining, lounging and entertaining, while a putting green adds to the fun. Generous gathering areas and a completely fenced yard make this outdoor oasis perfect for sunny afternoons and unforgettable evenings beneath the palms. Inside, bright, open living and dining spaces flow into a beautiful kitchen with white cabinetry, stainless steel appliances, a blue tile backsplash and a generous island with seating. Balconies extend the living space outdoors. Beneath the home, a large covered area offers room to watch sports, relax and entertain, or serve as a carport. A permitted downstairs enclosure provides valuable storage and pool cabana. New construction, an elevated setting and an exceptional backyard come together in one remarkable property. Don't miss your opportunity to make this tropical escape your own!

1716 Laird St, Key West
125 Colson Dr, Cudjoe
$2,195,000
5 Beds ⋅ 3 Baths ⋅ 620325 MLS
TRANSIENT LICENSE * NIGHTLY RENTALS* PROVEN RENTAL INCOME* IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a strong history of performance. Historically generating over $200,000 annually, with recent projections ranging from $250,000 to $300,000, this is an outstanding opportunity for investors, vacation rental operators, or buyers seeking a premier 1031 Exchange replacement property. More than just a rental property, this is a proven income-producing asset with an established guest base, and delivering the authentic Florida Keys experience that visitors seek. Rather than starting from scratch, a new owner can step into a property with a successful operating history and demonstrated demand. The property features a 4-bedroom, 2-bath main residence, relaxing pool, expansive outdoor living areas, and a separate concrete guest structure complete with bedroom, bath, and kitchenette. Fully fenced with two private entrances, the grounds offer exceptional privacy, abundant tropical landscaping, fruit trees, palms, and ample space for RVs, boat trailers, and recreational equipment. Over 100 Palm trees Future upside may exist through additional development opportunities, expansion of the existing compound, or further enhancement of the guest experience, subject to buyer verification and applicable regulations. Properties offering a transient license, multiple lots, substantial acreage, proven income, and future potential are increasingly rare in today's Florida Keys market. Whether you're seeking a high-performing vacation rental, a strategic 1031 Exchange acquisition, or a private Florida Keys retreat, this property is positioned to deliver value and Solid ROI from day one.

125 Colson Dr, Cudjoe
704 Grouper Ln, Key Largo
$2,160,000
3 Beds ⋅ 3 Baths ⋅ 619503 MLS
Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized glass shower, and designer finishes. Guest rooms are thoughtfully furnished--including a bunk room--offering comfortable accommodations for family and friends. Offered fully furnished, down to the décor, this home is truly move-in ready--ideal as a primary residence, vacation escape, or high-end rental property. Experience the best of Keys waterfront living with style, comfort, and unbeatable ocean views

704 Grouper Ln, Key Largo
97501 Overseas Highway Unit 321, Key Largo
$2,150,000
4 Beds ⋅ 3 Baths ⋅ 621206 MLS
Waterfront living at Mariner's Club in Key Largo! One of only three residences in the entire community offering desirable views from both sides, this spacious 4BR/3BA residence enjoys open-water views on one side and marina views on the other--a rare distinction from most residences that face the parking area on one side. Offering 2,635 SF, the home features an expansive covered terrace ideal for indoor-outdoor living and entertaining. The generous floor plan includes a large living/dining area, stone flooring, abundant natural light, and a well-appointed kitchen with wood cabinetry, granite surfaces, stainless-steel appliances, double ovens, and breakfast area. The waterfront primary suite enjoys terrace access and beautiful views, while three additional bedrooms provide excellent space for family, guests, or office use. Located in a gated resort-style community with tropical grounds, pool amenities, marina surroundings, and easy access to the best of the Key Largo boating lifestyle. An exceptional combination of space, views, and location.

97501 Overseas Highway Unit 321, Key Largo
478 Bahia Ave, Key Largo
$2,150,000
4 Beds ⋅ 3 Baths ⋅ 620975 MLS
DIRECT OCEAN ACCESS IN PORT LARGO! Solid concrete 4-bedroom, 3-bath home featuring an open floor plan and 75 feet of dockage. Ideal for boating and fishing enthusiasts, with direct access to the Atlantic and easy access to offshore fishing, diving, snorkeling, sandbars, and cruising. Conveniently located in Key Largo near restaurants, marinas, dive shops, fishing charters, and waterfront attractions. Just minutes from Key Largo Community Park, one of the nicest recreational parks in the Upper Keys, offering tennis, recreation, green space, and the Jacobs Aquatic Center. Home also features a transfer switch at the electrical panel for generator operation. A great opportunity to enjoy the Florida Keys waterfront lifestyle with plenty of dockage and direct ocean access.

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

180 Ana Ct, Marathon
810 Carey Ln, Key West
$2,150,000
3 Beds ⋅ 2 Baths ⋅ 619599 MLS
Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. The home works beautifully as a two-primary suite layout, with the flexibility to convert one suite into a third bedroom or private study. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush landscaping. Located in the heart of Old Town, you're just moments from dining, shops, and the vibrant local scene, yet enjoy the peace and privacy of a hidden setting. Additional highlights include off-street parking--a rare and valuable convenience in this sought-after neighborhood. Whether you're seeking a full-time residence, vacation home, or investment property, this cottage captures the essence of Key West living. Possible Seller financing. .

810 Carey Ln, Key West
1724 Bahama Dr, Key West
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 618256 MLS
This fully renovated canal front home at 1724 Bahama Drive offers modern waterfront living in a highly convenient location in Key West. The property features four bedrooms and four bathrooms and includes a separate mother in law unit, making it well suited for guests, extended family, or flexible use. The home has been completely updated with a new kitchen featuring quartz countertops, custom cabinetry, and stainless steel Thermador appliances. New tile flooring, updated lighting, and fully renovated bathrooms with clean modern finishes create a bright and comfortable interior throughout. The home also includes a new central air conditioning system and discreet security cameras that blend seamlessly into the design. A new roof adds peace of mind and makes this a true move in ready property. Outside, the home offers 56 feet of concrete seawall along a calm canal, providing excellent dockage potential and easy access for boating and paddleboarding. The outdoor space includes a bar and grilling area that is ideal for entertaining, along with a fully fenced yard finished with low maintenance turf for privacy and ease of care. The location is one of the home's strongest features. It is close to schools and the local high school and is within five minutes of grocery stores, restaurants, and beaches. Downtown Key West is approximately ten minutes away, offering quick access to Old Town, shopping, dining, and entertainment. This is a rare opportunity to own a fully renovated canal front home with flexible living space, boat ready frontage, and a central Key West location. One of the owners is a Licensed Florida Realtor.

1724 Bahama Dr, Key West
30468 Oleander Blvd, Big Pine
$2,150,000
3 Beds ⋅ 3 Baths ⋅ 617619 MLS
Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.)

30468 Oleander Blvd, Big Pine
322 E Seaview Dr, Duck
$2,150,000
617274 MLS
This 7,500 sq ft residential lot on Duck Key Island offers 75 ft of canal frontage and 100 ft of deep-water canal depth on the ocean side with crystal-clear waters. This property is yacht accessible. The ROGO permit is already grandfathered in, so it's ready to build with no waiting in the ROGO line and you can start construction today. Fully approved dock plans are included. A three-story home will feature uninterrupted open-ocean views over the cul-de-sac. Owner financing is available. Enjoy the exclusive clubhouse with tennis courts and nearby Hawks Cay Resort, where you can swim with dolphins, dine at restaurants featuring Michelin-rated chefs, and access a full-service marina for boat storage. The lot is just minutes from the calm Grassy Key sandbar, with deep drops a few miles out for fishing a variety of species, close to reefs and Islamorada humps, and near bridges for easy bay-side access.

322 E Seaview Dr, Duck
969 Ocotillo Ln, Marathon
$2,149,000
3 Beds ⋅ 3 Baths ⋅ 620284 MLS
The Boater's Dream. Navigate the Marathon waters with ease right from your backyard. This property features a 55-foot, new composite dock situated on a deep canal, paired with a 20,000 lb boat lift. Embrace the sunshine in your private, fenced-in backyard. The grounds feature a heated in-ground pool, a screened patio, and a custom outdoor kitchen with a built-in outdoor kitchen--the perfect setup for hosting post-fishing dinners. The property is solid concrete construction and also boasts a brand-new metal roof for ultimate peace of mind. Massive storage, workshop, and garage. The stunning main living area is perched on the second floor, maximizing the beautiful canal views. The open-concept design seamlessly connects the living room to a gourmet kitchen outfitted with granite countertops, stainless steel appliances, a wine cooler, and custom cabinetry. The second floor also hosts two bedrooms and two bathrooms, including the spacious master suite. Fully furnished and fortified with impact-resistant doors and windows (plus accordion and Bahama shutters), this home is move-in ready. An interior staircase leads down to a highly desirable feature: a legal, above-flood ground-floor bedroom and full bathroom. An additional bonus room could easily be the fourth bedroom. The lower level is incredibly practical, offering a fully equipped garage, a dedicated storage room, and a workshop for all your maritime gear and tackle. This home is eligible for seven night rentals and would make a tremendous vacation rental investment.

969 Ocotillo Ln, Marathon
114 Spoonbill Rd, Tavernier
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 621120 MLS
Newly renovated 3-bedroom, 2-bath canal-front CBS home with direct bay access. The interior has been fully updated with tasteful coastal finishes, along with new impact windows and doors throughout. Enjoy 70 feet of concrete dockage with two boat lifts (24,000-lb and 15,000-lb) and a short idle to the bay, plus quick ocean access through Tavernier Creek. The wide lot offers ample space for trailer or RV parking. The ground level features covered parking and air-conditioned storage. Come experience why this neighborhood is so sought after, and see this quintessential Keys home for yourself.

114 Spoonbill Rd, Tavernier
499 Avenida Primiceria, Marathon
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 620036 MLS
Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while house generator. The lower level hosts a garage, workshop, covered entertaining area, and tons of additional storage space. The custom concrete pool is heated and chilled and the dock is 100' of concrete seawall with a 14k lb. boat lift. The grounds are covered with pea rock and mature tropical landscaping making for ease of maintenance and a lush private tropical setting. Call today for more information and schedule your private tour of this wonderful Florida Keys retreat.

499 Avenida Primiceria, Marathon
103 52nd St, Marathon
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619765 MLS
Welcome to Casa Sirena, a refined waterfront retreat in Marathon offering comfort, privacy, and strong investment appeal. Seller Financing available! This five bedroom, three bath home includes a convenient outdoor pool bath and is ideally positioned with water frontage on two sides. Boaters will appreciate 100 feet of durable composite dockage, a jet ski lift, and a private boat ramp shared with just one neighbor. The home enjoys close proximity to Boot Key Harbor, with easy access to waterfront dining by boat, as well as a straightforward route to the Gulf via Knight Key Channel and immediate Ocean access. The surrounding Vaca Key and Boot Key provide a natural buffer, offering added protection from the elements. Outdoor living is central to the property, with lush tropical landscaping, a saltwater pool, tiki hut, and expansive wraparound patios accessible from all rooms. Inside, the open floor plan connects the living, dining, and kitchen areas, creating a comfortable and functional space. The kitchen is equipped with high end appliances suited for everyday use or hosting. Additional features include a spacious two car garage with ample storage, an extra washer and dryer, refrigerator, freezer, and workbench. The home is offered fully furnished and turnkey, ready for personal use or as a vacation rental. Privacy fencing, a security system, and gated dock and ramp access complete the offering.

103 52nd St, Marathon
13a-14a 12th Ave, Stock Island
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 619752 MLS
80 Feet on One Of The Deepest Canals in the 33040 Zip Code. A13 and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 80 feet of canal frontage across two 4,800-square-foot parcels. A13 is an 1,820-square-foot CBS home that features four-bedrooms, three bathrooms home with a private dock on one of the deepest canals in the 33040 zip code. The layout offers flexibility for a primary residence, vacation retreat, or investment property. A14, the adjacent lot (currently land only and notably ROGO exempt) is a blank canvas. Most naturally positioned as an expansion of A13: a pool or a guest cottage, an enhanced outdoor living space, the world is your oyster. For those thinking bigger: this property is also available as part of a package offering 120 feet of canal frontage with a 6-foot draft. See listing for details. For those thinking even bigger; this property is also available as part of a package offering 120 feet of canal frontage. See listing #619753 for details.

13a-14a 12th Ave, Stock Island
189 Ocean Dr, Tavernier
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619737 MLS
Fantastic oceanside canal home offering peek-a-boo ocean views from both the front and backyard. Enjoy a straight shot to the Atlantic Ocean, perfect for world-class fishing and diving, along with quick access to the Bay/Gulf via Tavernier Creek. This spacious property features 3 bedrooms and 2 bathrooms upstairs, plus 2 bedrooms and 2 bathrooms downstairs--ideal for guests or extended family. Impact windows provide added peace of mind throughout. Downstairs, discover the ultimate outdoor entertaining space, complete with a bar overlooking the pool and canal. Boaters will appreciate 70 feet of concrete dock along a wide, deep-water canal, offering easy access and ample room for your vessel.

189 Ocean Dr, Tavernier
3513 Sunrise Dr, Key West
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 619190 MLS
Wake up in Key West and own your own piece of the island! Come enjoy a second-home outdoor living lifestyle on almost 1/4 acre private fenced-in landscaped tropical grounds corner lot with heated salt water pool, large porch and deck entertainment area and outdoor kitchen and BBQ area. The first floor is set to entertaining with French Saltillo (terracotta) floors throughout, a gourmet kitchen (with new appliances), dining room, open living room, bedroom and bath and a mother-in-law / guest bedroom/bath with private entrance. A dramatic flowing staircase leads to the second floor primary master ensuite bedroom with private balcony over-looking the large heated salt water swimming pool, private lush indigenous tropical exotic orchid gardens and gazebo. With private gated entrance, off-street parking, plenty of outside storage areas, and many on-site updates (automatic yard lights, timed irrigation system, Ring cameras throughout, Aquilink pool and fountain control, new roof and gutters, new A/C system, new water heater, new Kohler generator) to name a few. With close proximity to Old Town - Enjoy our local bars, restaurants, museums, art galleries and shops, beaches, and seaport activities (all within 10 minutes), then come home to a bit of peace and quiet. Comes furnished, this charming home available to purchase and close on at your earliest convenience

3513 Sunrise Dr, Key West
662 Blackbeard Rd, Little Torch
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619117 MLS
Pre-Construction Luxury Home | Jolly Roger Estates Introducing a rare pre-construction opportunity in the desirable waterfront community of Jolly Roger Estates. This CBS-built, fortress-like home is designed for durability, efficiency, and modern coastal living. The two-story floor plan offers 5 bedrooms, 4 bathrooms, and 2,886 square feet of living space, along with a spacious downstairs storage area--perfect for all your boating and outdoor gear. The property will feature a 10' x 23' swimming pool with an integrated jacuzzi, outdoor kitchen, and a TPO roof with a rooftop observation deck, ideal for taking in open water views, sunsets, and the surrounding Keys landscape. For boating enthusiasts, this home checks every box. The property will feature a 60' x 8' composite dock equipped with a 10,000-pound boat lift, set along deep, clear, flow-through canals with approximately 4 feet of draft-providing excellent accommodation for larger vessels and quick, easy ocean access with no bridges. Built with sustainability in mind, this Green Build Certified home includes features such as solar panels and a 1,000 gallon cistern, offering long-term value and reduced environmental impact. Conveniently located less than 5 minutes from restaurants, grocery stores, and shopping, and just 30 minutes from Key West, this property delivers the perfect balance of privacy, accessibility, and upscale waterfront living.

662 Blackbeard Rd, Little Torch
1501 Ocean Bay Dr Unit A 1, Key Largo
$2,099,000
3 Beds ⋅ 2 Baths ⋅ 620798 MLS
Hidden gem with 50 ft boat slip. Luxury Oceanfront End Unit in Exclusive Key Largo Yacht Club Discover one of Key Largo's best-kept secrets. Nestled within the private, gated Key Largo Yacht Club, this exceptional end-unit townhome offers breathtaking turquoise ocean views from nearly every room. Wake to spectacular sunrises, refreshing ocean breezes, and sparkling water that becomes the backdrop to everyday living. Offered furnished and move-in ready, this residence features solid hardwood floors, impact windows and doors, multiple balconies, and covered parking for two vehicles. The spacious third-floor owner's suite is a private retreat with panoramic ocean and marina views. Boaters will love the 50-foot deeded boat slip with a four-post lift, conveniently located just steps from the garage, offering direct ocean access and quick access to Florida Bay through Adams Cut. Enjoy resort-style amenities including a heated pool and spa, tennis, pickle-ball, basketball, mini golf, a private boat ramp, and clubhouse. Quiet, private, and just minutes from the heart of Key Largo, this rare waterfront gem offers the perfect blend of luxury, convenience, and the Florida Keys lifestyle.

1501 Ocean Bay Dr Unit A 1, Key Largo
1040 81st Street Ocean St, Marathon
$2,099,000
3 Beds ⋅ 2 Baths ⋅ 620226 MLS
Enjoy sweeping ocean views from this beautifully designed Coastal Modern waterfront home in the heart of Marathon. Built with both style and durability in mind, this 3 Bedroom, 2 Bath CBS residence features concrete walls, floors, and roof, along with impact windows and doors for added peace of mind. Inside, oversized tile flooring and a bright open-concept layout create a clean, contemporary feel filled with natural light. The main living area flows comfortably to outdoor spaces, making the home ideal for relaxed Keys living and effortless entertaining. Two spacious guest bedrooms and a well-appointed guest bath provide inviting accommodations, while the private top-floor primary suite offers a peaceful retreat with access to the rooftop deck. An additional bonus space on the main level adds valuable flexibility and could serve as a possible 4th bedroom, office, pool cabana/dressing room or convenient guest overflow area. The rooftop deck is a true highlight, showcasing panoramic views of the turquoise Atlantic waters. Whether enjoying sunrise coffee, afternoon breezes, or evening cocktails under the stars, this elevated outdoor space captures the best of coastal living. After a day on the water, return to your concrete dock and unwind beside the canal-front pool with jets, or gather with guests on the expansive pavered patio overlooking the water. With multiple outdoor living areas, dockage, pool, and ocean views, the property is perfectly suited for boating, entertaining, and enjoying the laid-back island lifestyle. Conveniently located just minutes from restaurants, shopping, and the Marathon Airport, this property offers an exceptional blend of modern construction, coastal style, and Florida Keys waterfront living. With a proven rental history, this property also presents an outstanding investment opportunity for those seeking personal enjoyment and income potential in one of the Keys' most desirable destinations.

1040 81st Street Ocean St, Marathon
112 Bruce Ct, Marathon
$2,095,000
5 Beds ⋅ 3 Baths ⋅ 619837 MLS
A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

112 Bruce Ct, Marathon
94 Sacarma Dr, Cudjoe
$2,060,000
5 Beds ⋅ 3 Baths ⋅ 620686 MLS
Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys, with SELLER FINANCING OFFERED! Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat. Featuring an adjacent oceanfront parcel with a private beach, kayaks, and a floating dock for fishing or docking boats up to 24 feet, this property provides everything needed for fun and relaxation. Outdoors, enjoy a sparkling swimming pool, soothing hot tub, tropical landscaping with coconut palms and banana trees, and a screened-in porch for al fresco dining. Inside, the open floor plan includes four king bedrooms and a fifth bedroom with a queen and single bed, smart TVs, and updated appliances. Centrally located at MM21.5, Fandango is just 20 minutes from Key West, 10 minutes from Big Pine Key, and 15 minutes from Bahia Honda State Park, with dining options nearby, including a 5-star restaurant within a mile. This property is offered fully furnished and equipped, including bookings into 2027 and 10-years' average income of $160+k. Professional property management is in place, ensuring both secure investment returns and worry-free family vacations. This low-maintenance, turn-key home offers the rare opportunity to own one of the few legally licensed short-term rentals in the Lower Keys. Owning a vacation rental property means you're not just paying for vacations--you're building equity and unlocking financial benefits, all while eliminating the scramble for accommodations every trip. Show up, relax, and let your investment work for you.

94 Sacarma Dr, Cudjoe
5331 5th Ave, Stock Island
$2,050,000
6 Beds ⋅ 6 Baths ⋅ 620462 MLS
Attention Developers and Investors! This is a unique opportunity to acquire four parcels totaling 30,000 square feet of prime land just minutes from Key West. Ideally situated at Mile Marker 5, this property boasts a central location near some of the area's most sought-after resorts, dining establishments, and marinas. Whether you're looking to develop a new residential community, a commercial venture, or a combination of both, this land offers incredible potential. Its proximity to key attractions and amenities ensures a steady flow of visitors and residents, making it an ideal investment for future growth and profitability. 7 Electric Meters. 7 Water Meters. MU- Mixed Use Zoning. ROGO exempt for 6 or 7 units may be possible.

5331 5th Ave, Stock Island
5331 5th Ave, Stock Island
$2,050,000
6 Beds ⋅ 6 Baths ⋅ 620444 MLS
Attention Developers and Investors! This is a unique opportunity to acquire four parcels totaling 30,000 square feet of prime land just minutes from Key West. Ideally situated at Mile Marker 5, this property boasts a central location near some of the area's most sought-after resorts, dining establishments, and marinas. Whether you're looking to develop a new residential community, a commercial venture, or a combination of both, this land offers incredible potential. Its proximity to key attractions and amenities ensures a steady flow of visitors and residents, making it an ideal investment for future growth and profitability. 7 Electric Meters. 7 Water Meters. MU- Mixed Use Zoning. ROGO exempt for 6 or 7 units may be possible.

5331 5th Ave, Stock Island
1 & 2 Aronovitz Ln, Key West
$2,033,000
2 Beds ⋅ 1 Baths ⋅ 618183 MLS
Rare opportunity on desirable Aronovitz Lane in the heart of Key West! This unique offering includes two properties being sold together, creating exceptional flexibility for investors, builders, or lifestyle buyers. The package includes a vacant lot with the ability to rebuild its original two-unit footprint, a true rarity in Key West, presenting an exceptional chance to develop new construction in a prime setting. Paired with this is an existing 2-bedroom, 1-bath home, ideal for island living, income production, or incorporation into a larger architectural vision. Whether you're a builder seeking scarce development rights, an investor looking to maximize returns, or a buyer with a long-term Key West strategy, this is a once-in-a-market opportunity with limitless potential. Quietly tucked away yet steps from Key West's most celebrated dining, galleries, and waterfront experiences. This is Old Town Key West at its absolute best.

1 & 2 Aronovitz Ln, Key West
155 Plantation Ave, Islamorada
$2,000,000
3 Beds ⋅ 3 Baths ⋅ 620970 MLS
Canal front living, right where you want it. Set along one of Islamorada's most popular canals, this turnkey 3-bedroom, 3-bath home offers a waterfront setup that makes living easy. With 50 feet of deepwater dockage, a 10,000-lb. boat lift, and direct access to the Florida Bay, this one is hard to beat. Inside, the main level is bright and open, with vaulted ceilings, 2 spacious bedrooms, 2 baths and a beautiful kitchen with top-of-the-line appliances. A large screened-in porch off the living room and primary suite extends the living space and takes full advantage of the canal views. The lower level offers a private 1-bedroom, 1-bath en-suite apartment, ideal for guests or family. Outside, the backyard blends tropical landscaping with a spacious pavered area, creating an easy-to-maintain and welcoming spot to relax. The double-sided garage provides flexible space for storage, parking or recreation. Open both garage doors to extend the backyard or easily bring fishing gear to and from the boat. The cargo lift, filet table, storage shed and generous parking make this home as practical as it is inviting. Add in solid construction with a concrete roof, a great Plantation Key location and easy access to everything you need (both on and off the water), and you've got a home built for enjoying everything the Keys are about.

155 Plantation Ave, Islamorada
225 Normandy Dr Unit N/A, Tavernier
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 619741 MLS
Tavernier Dream Home, Direct Ocean Access and views!! Live where every day feels like a vacation. Welcome to your slice of paradise in Tavernier -- a stunning waterfront home designed for boat lovers, ocean dreamers, and fishing enthusiasts. Property Highlights: - 2 story, 4 Bedrooms, 3 Bathrooms. - Direct Ocean Access. - 2 Private Balconies with breathtaking water views. - 25,000 pound Boat Lift - ready for your next adventure. - Dedicated Fishing Room, perfect for all your gear. - Spacious layout ideal for entertaining or relaxing. -Rental income-split level design rent one floor while you enjoy the other. Imagine waking up to ocean breezes, stepping onto your balcony with coffee in hand, and heading out on your boat within minutes. This is the Florida Keys lifestyle at its finest.

225 Normandy Dr Unit N/A, Tavernier
121 Lisbon Ct, Islamorada
$2,000,000
2 Beds ⋅ 2 Baths ⋅ 618666 MLS
What does everyone dream of? The smallest house in the best neighborhood -- and this one delivers. Welcome to easy, breezy living in Port Antigua, where charm, quality, and location come together beautifully. This thoughtfully updated home is being offered fully furnished -- from stylish pieces down to kitchen wares, dishes, and linens -- making your transition to the Keys seamless. Just bring your flip-flops. Impact windows and doors are installed throughout, including three skylights set into the concrete roof, so you can relax knowing your investment is well protected while natural light pours in from above. Upstairs, the open-concept living space feels airy and inviting, perfectly suited for gathering with friends and family. Triple sliding glass doors lead to a spacious second-floor terrace, creating that effortless indoor-outdoor flow we all love about coastal living. A separate laundry room just off the kitchen adds everyday convenience without sacrificing style. Both bedrooms feature their own sliding glass doors to the terrace, welcoming in sunshine and soft island breezes -- a gentle reminder that you're living somewhere special. Downstairs, you'll find abundant storage space and a 70-foot concrete dock complete with a fish-cleaning station and boat lift -- ready for offshore adventures or sunset cruises at a moment's notice. The yard is designed for low-maintenance enjoyment, with river rock and a clean concrete driveway in front, and artificial turf in the back for a lush look without the upkeep. This is the one you've been waiting for -- refined yet relaxed, polished yet playful. A perfectly sized slice of paradise in one of the Keys' most desirable neighborhoods.

121 Lisbon Ct, Islamorada
Overseas Hwy, Islamorada
$2,000,000
615938 MLS
Beautiful 100' wide oceanfront lot on Lower Matecumbe Key, Village of Islamorada. Includes bay bottom and TDR so you do not have to wait in line to start your dream home. Fantastic 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Note: One of the owners is a State of Florida Real Estate Licensee

Overseas Hwy, Islamorada
22732 Overseas Hwy, Cudjoe
$2,000,000
583921 MLS
Commercial or Mixed Use Development, 8 contiguous parcels with a total of 1.56 Acres with 240 feet of US1 frontage. One parcel includes a 786sf retail/service structure. Zoned SC which allows for 18 affordable units per acre, verify with the County for specifics.

22732 Overseas Hwy, Cudjoe