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$2,350,000
6 Beds ⋅ 6 Baths ⋅ 620852 MLS
Set within the exclusive enclave of The Sanctuary at Key West Golf Club, this rare offering presents two distinct residences united as one extraordinary parcel -- a configuration unlike anything currently available on the Key West market. Verandas and porches wrap the property, framing sweeping views of the lake and the emerald fairways of the 17th hole, while tiled floors flow throughout both residences, blurring the line between the two homes and the tropical air outside. At the heart of it all, a resort-caliber pool measuring an impressive 12 x 30 feet anchors a 1,500 square foot outdoor terrace, where long tables are set for twelve or more, indoors and out, beneath the Key West sky. With 6 bedrooms and 5.5 bathrooms spread across 2,840 square feet, this dual-residence estate is purpose-built for the multigenerational family, offering the rare gift of togetherness paired with independence -- separate structures for separate households, united by a single spectacular pool deck built for gathering. For the discerning second-home buyer or investor, the dual-dwelling design opens the door to flexible living arrangements or income-generating potential, a configuration increasingly coveted in today's Key West market. This is more than a home -- it is a once-in-a-lifetime opportunity to establish a family legacy on one of Key West's most coveted golf course settings. Here, generations will gather beneath the verandas, celebrate over long tables set for twelve, and watch the sun set over the 17th green. This is Key West living, reimagined for the modern family -- and passed down for generations to come.

287 & 289 Golf Club Dr, Key West
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 620442 MLS
Welcome to your slice of paradise in the village of Islamorada! This solid concrete waterfront home was completely updated in 2007 including seawall, all plumbing and electrical and new concrete roof engineered to add another floor. The home has 3 bedrooms, 3 bathrooms and 75 feet of deep water dockage in one of the most desirable boating locations in the Florida Keys. Built with impact windows and doors, this home provides peace of mind while embracing the relaxed island lifestyle. Situated just one house in from Florida Bay, you'll enjoy breathtaking sunset views nearly every evening. Located just moments from Tavernier Creek, you'll have quick and convenient access to the Atlantic Ocean, making it the perfect location for anglers, boaters, and water enthusiasts alike. Inside the home offers comfortable living with 2/2 upstairs with walk in closets, high ceilings and crown molding and a large screen porch to watch sunsets. A spiral staircase leads to a 1/1 downstairs with kitchen and open living area. Plenty of storage and work area downstairs and a garage. Convenience is unmatched with a prime location close to schools, grocery stores, movie theaters, restaurants, shopping, and all the amenities that make island living so enjoyable. Whether you're searching for a full-time residence, a vacation home, or an investment in one of the Keys' most sought-after communities, this waterfront gem offers the perfect combination of location, boating access, quality construction, and endless potential.

239 Plantation Ave, Tavernier
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 618104 MLS
Welcome to your private island retreat in the heart of Duck Key. Perfectly positioned just a few homes from the Seaview Channel, this exceptional waterfront residence offers instant access to both the Atlantic Ocean and the Gulf of Mexico—an ideal setting for boaters, entertainers, and families alike. This beautifully maintained home features three bedrooms and three baths, including downstairs living space, providing flexible options for guests, extended family, or a private suite. The remodeled kitchen and bathrooms showcase a European design, with wood cabinetry, granite countertops, and refined finishes throughout. Indoor-outdoor living is at the heart of this property. Step outside to a gorgeous pool and Jacuzzi, surrounded by a spacious pool deck with a built-in bar area, perfect for entertaining under the Florida sun. A large screened-in balcony captures beautiful water views in every direction, offering a serene space to relax and unwind. This space could easily be enclosed to add more living space. Additional highlights include a one-car garage, 75 feet of concrete dockage, and a fabulous canal setting just moments from open water. Easy to show and ready to enjoy, this Duck Key home delivers the very best of Keys living—luxury, lifestyle, and location.

272 W Seaview Dr, Duck Key
$2,345,000
4 Beds ⋅ 2 Baths ⋅ 617384 MLS
Ocean views, deepwater dockage, dock is being replaced with a lift 6/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully versatile, income-producing Keys property. Enjoy oceanfront living with two beautifully updated units, each featuring 2 bedrooms and 1 bathroom, separate entrances, and its own oceanfront porch. The property showcases panoramic blue-water views that are simply breathtaking, a rare find for both investors and those seeking a spectacular coastal retreat. Boating enthusiasts will appreciate the 100 feet of concrete dockage with immediate ocean access, along with the unique benefit of ownership of the ocean bottom, offering added value, flexibility, and long-term security. Zoning permits rentals with a minimum stay of just one night, giving you maximum income potential or the option to enjoy it as a private getaway. Whether you're looking to expand your investment portfolio or create your future oceanfront dream home, this home offers unmatched versatility and incredible potential in a beautiful setting. Plenty of parking and room for a pool, expansion or redevelopment! Call today for more details.

127 Seaside Ave, Key Largo
$2,320,000
5 Beds ⋅ 4 Baths ⋅ 619930 MLS
Prime Old Town Key West Location with 55 ft of Truman Avenue Frontage and Fantastic Off Street Parking. The property currently consists of four licensed rental apartments; one 2BR/1BA unit and three 1BR/1BA units. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with commercial use on the ground level and residential above. The property also offers the potential to be reimagined as a spacious single-family residence. (Buyer to verify) Property formerly configured for two business offices. Perfect for your business downstairs and reside upstairs. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. This is an extremely well-located property with multiple use possibilities. Buyer to verify any conversion from existing use.

1104 Truman Ave, Key West
$2,320,000
5 Beds ⋅ 4 Baths ⋅ 619927 MLS
FOUR UNIT Property in a Prime Old Town Key West Location with LOTS of OPTIONS! 1104 Truman Avenue is a legal four-unit property with multiple use possibilities. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. The property currently consists of one 2BR/1BA unit and three 1BR/1BA units, all licensed rentals.. Flexible layout supports a variety of uses including long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with possible commercial use on the ground level and residential above. The property also offers the potential to be reimagined as a spacious single-family residence. (Buyer to verify) This is an extremely well-located property with multiple use possibilities in a high-demand rental market.

1104 Truman Ave, Key West
$2,300,000
3 Beds ⋅ 3 Baths ⋅ 611841 MLS
Make all of your Florida Keys fantasies come true at Fantasy Harbor! We're willing to bet you never even knew this gated community on Islamorada's Lower Matecumbe existed. This concrete harborfront home is being offered for the very first time. Upstairs 2 bedroom 2 bathrooms suites with open and spacious harborview living areas plus downstairs bedroom and bathroom with a bonus party hut reminiscent of relaxing Bahamian nights after a day on the water. Quiet & private living situated just off the Florida Bay in a protected harbor with 99' concrete seawall on cap rock plus boat lift. This one is a winner!

76412 Overseas Hwy, Islamorada
$2,300,000
4 Beds ⋅ 3 Baths ⋅ 614697 MLS
Brand-New Waterfront Home - Completed and Move-In Ready. This elevated CBS single-level residence offers 4 bedrooms, 3 bathrooms, 10-foot ceilings, impact-rated windows and doors, durable metal roof, stainless steel appliances, quartz countertops, open-concept living areas, screened porch, private in-ground pool, and covered parking below. Built with modern coastal construction in mind, the CBS structure, impact openings, elevated design, and metal roof provide lasting durability, low-maintenance appeal, and insurance-friendly features for coastal living. The waterfront setting is enhanced by allocated dockage with an approximately 45' access walk leading to a 91' platform, creating a great setup for enjoying boating, kayaking, paddleboarding, and the surrounding water views. Situated on a generous 14,680-square-foot lot with approximately 75' of waterfront frontage, the property captures panoramic Bay/Gulf-front water views and beautiful sunrise exposure. Enjoy boating access via Bogie Channel, with easy access to the backcountry and fast open-water routes to both the Atlantic Ocean and the Gulf. Nearby Looe Key Reef is a favorite destination for snorkeling and scuba diving, with excellent fishing opportunities nearby. Located on the Big Pine Key side of the Bogie Channel Bridge to No Name Key, this setting offers peaceful water views and a unique sense of island privacy. The property can be used as an investment property for vacation rental use, adding flexibility and income appeal. Located near the iconic No Name Pub and surrounded by the natural beauty of Big Pine Key, where Key Deer are a beloved and frequent part of everyday island life. Unlike smaller, more remote keys, Big Pine Key serves as a convenient Lower Keys hub with everyday necessities nearby while still offering the quiet waterfront lifestyle people come to the Keys to enjoy. Construction is complete and ready for immediate occupancy.

30995 Watson Blvd, Big Pine
$2,300,000
4 Beds ⋅ 3 Baths ⋅ 617283 MLS
Welcome to 16 Azalea Drive, a completely reimagined home that embodies sophisticated coastal living, blending modern elegance with meticulous attention to detail at every turn. Thoughtfully redesigned from the ground up, this 4-bedroom, 3-bath property spans nearly 2,400 sq ft of refined living space. The open layout creates a seamless flow between the living, dining & kitchen areas, each curated to maximize light, function & aesthetic appeal. Impact-rated windows & sliding glass doors frame lush tropical views & invite in the natural beauty of the Florida Keys, while the soft coastal palette & high-end finishes create a serene, contemporary atmosphere. The custom kitchen is both striking & functional, featuring quartz countertops, shaker-style cabinetry, a farmhouse sink & top-of-the-line stainless steel appliances. Bathrooms are masterfully finished with designer vanities, custom glass shower enclosures & LED-lit mirrors, creating a spa-like retreat. Throughout the interior, new tile flooring laid in a herringbone pattern adds visual interest & luxury underfoot, complemented by modern black fixtures & ceiling fans that bring a clean architectural touch. This property underwent a comprehensive renovation, including full replacement of plumbing & electrical components, a seamless V-Crimp metal roof, exterior stucco, & interior/exterior painting. The landscape was redesigned with artificial turf, tropical palms & decorative shell features, creating a refined, low-maintenance aesthetic. Expansive deck & patio areas are ideal for outdoor living, with paver walkways leading to a pool & hot tub beside a private canal-front setting. Situated on a wide canal with excellent boating access, this residence offers the ultimate Keys lifestyle for those who appreciate fine craftsmanship, privacy & quick access to open water. A new wood privacy fence, polished detailing & smart LED lighting complete this exceptional home where craftsmanship, comfort & design excellence converge.

16 Azalea Dr, Key Haven
$2,299,999
3 Beds ⋅ 3 Baths ⋅ 619431 MLS
Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the water. The home's elevated design provides a generous covered area beneath, ideal for parking multiple vehicles, storing watercraft, or hosting outdoor gatherings. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen spaces, all oriented to capture natural light and water views. The primary suite is a serene retreat with a spa-inspired bath, while two additional bedrooms offer flexibility for guests or family. Located just minutes from Key West yet tucked away in the quiet beauty of Lower Sugarloaf, this lushly landscaped home is an exceptional opportunity to enjoy the Florida Keys lifestyle. *Adjacent Vacant Lot also available. **Seller is a licensed FL Realtor

17210 Angelfish Ln, Sugarloaf
$2,299,500
3 Beds ⋅ 4 Baths ⋅ 619404 MLS
On a quiet lane in Old Town, this classic Conch home offers a setting where life feels just a little slower and a lot more enjoyable. From the moment you step inside, the home draws you outward, where indoor living blends naturally with the surrounding outdoor spaces. The heart of the home is built around entertaining. The living area, kitchen, and dining space come together in a way that encourages gathering, while the outdoor covered patio is perfect for dining or lounging creating a natural extension for everything from slow mornings to late evenings. Step outside and the pace shifts. Sitting on a large L shaped lot, the pool becomes the centerpiece, surrounded by deck space, greenery, and just enough privacy to make it feel like your own little corner of the island. The inviting primary suite is a peaceful retreat, featuring vaulted ceilings and French doors that open directly to the pool. Upstairs, two additional bedrooms and a shared bath provide comfortable separation, while the detached poolside cottage, with its own bath and outdoor shower offers flexible space for guests, a workspace, or added privacy. A convenient powder room is also located just off the kitchen. Dade County pine walls, wood floors, and tall ceilings bring warmth and authenticity, giving the home a sense of history without ever feeling heavy. It is comfortable, inviting, and easy to live in, the kind of home that makes everyday moments feel just a little more special. Quiet, central, and layered with history, 1109 Stump Lane stands as one of Old Town's most compelling hidden opportunities, a rare chance to own a truly private retreat in the heart of Key West.

1109 Stump Ln, Key West
$2,299,000
2 Beds ⋅ 3 Baths ⋅ 620384 MLS
Enjoy endless ocean views from this charming Florida Keys waterfront retreat. Sitting on the edge of the Atlantic just one house in from open water, this stilted 2-bedroom, 2.5-bath CBS home also offers possible 3-bedroom flexibility and is a true boater's dream with 85 feet of waterfront frontage, concrete seawall, a 13,500 lb boat lift, deep-water dockage, and instant access to the Atlantic. The channel is slightly right as soon as you come out of the canal, placing you just minutes from Sombrero Light and some of the best boating, fishing, and diving the Keys have to offer. The home features a spacious, light-filled layout with a large living area, generous waterside windows, and sliding glass doors that frame the ocean views and open to east-facing covered porches on two levels. Inside, you'll find a comfortable eat-in kitchen with stainless steel appliances, abundant natural light, generous storage, walk-in closets, and impact windows and doors for added peace of mind. Outdoor living is the highlight, with a new waterfront pool and hot tub, expansive deck, large waterside porch, fenced yard, tropical landscaping, and multiple spaces to relax, dine, entertain, or simply take in the ocean breeze. Additional features include a garage, CBS construction, metal roof, travertine-paved driveway, inviting covered patio areas, and a large front yard offering flexibility for additional parking, boat/RV storage, or future use. The home is also available furnished, offering added convenience for those ready to start enjoying the Keys lifestyle right away. With open water just moments away, this Marathon property offers the perfect blend of boating, ocean views, poolside relaxation, and laid-back Keys living. This one is a must-see to truly appreciate.

1400 W 63rd St, Marathon
$2,299,000
3 Beds ⋅ 2 Baths ⋅ 620280 MLS
Welcome to modern coastal living in the gem of the Florida Keys, Key Colony Beach. This fully remodeled pool home has a clean, contemporary feel and an easy, open layout that appeals to buyers who want something truly move-in ready. Sitting on a rare 16,725 sq ft lot - about twice the size of the typical lot here - and on the sought-after west side of KCB, there's plenty of room for multiple cars, trailers, and even an RV. This solid CBS stilt home is wrapped in lush landscaping and fruit trees, giving it a private, tropical vibe. Inside, cathedral ceilings make the 1,775 sq ft, 3-bed, 2-bath floor plan feel even larger. Nesting sliders open to a big screened porch, a great outdoor kitchen, and several spots to lounge by the pool, so indoor and outdoor living flow together naturally. Sunset Beach Park is a short stroll away when you want postcard-worthy sunsets, and the 50' concrete dock with 50-amp power and water puts you minutes from the Vaca sandbar and to the Bay via Vaca Cut, making it easy to head out for fishing, diving, or snorkeling. With a pool you can heat or chill for year-round use and 7-day rentals allowed, this property works for a personal getaway as is also a high-demand vacation rental investment property. It's not just a Keys home--it's the turnkey lifestyle buyers are looking for in Key Colony Beach!

181 12th St, Key Colony
$2,299,000
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
$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
$2,255,000
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
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 620513 MLS
Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon
$2,250,000
5 Beds ⋅ 3 Baths ⋅ 620153 MLS
Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor plan features 2086 sq foot, 4 bedrooms plus a flexible office/living space that can easily serve as a 5th bedroom, along with a dedicated laundry room, mudroom, and 1-car garage. At the heart of the home is a spectacular gourmet kitchen and dining complete with premium Bosch & Bertazzoni appliances, quartz countertops, and custom cabinetry designed for both everyday living and entertaining. Custom built-in closets throughout the home add both style and functionality. Step outside to your private waterfront oasis featuring a heated and chilled custom saltwater pool surrounded by elegant limestone decking, creating the ultimate setting for relaxing or entertaining year-round. Boaters will appreciate the 10,000-pound boat lift accommodating up to a 25-foot boat, offering quick access to the beautiful waters of the Florida Keys. Additional upgrades include a whole-house Generac generator, irrigation system, and countless high-end improvements throughout. Furniture is negotiable, making this exceptional Key Haven property ready to enjoy immediately.

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

912 Pohalski St, Key West
$2,250,000
10 Beds ⋅ 6 Baths ⋅ 620101 MLS
Prime Multi Unit property in Old Town. Six legal apartments with 6 off street parking spaces is rarely available. There is a total of 10 bedrooms and 6 baths, divided into Three 1bd/1ba units, Two 2 bd/1ba units and one 3bd/1ba unit. Two story CBS & Frame building has total of 3,876 sf. Building sits on good size 3,598 sf. lot that runs from Pohalski St. to Havana Lane giving each tenant easy access to their apartment and off street parking spot. Each apartment has it's own separate Electric and Water meter. Lot sits in a BFE flood zone, former X flood zone, and is high and dry. Gross rents total $14,500 per month with limited expenses. Property has been in the family for generations and ready to pass on to a new owner. Perfect for a long term investor, 1031 Exchange Replacement Property or Employee Housing!

912 Pohalski St, Key West
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 619230 MLS
Imagine being just minutes from Sombrero Beach and only a 3-minute boat ride to the Atlantic--this is true Keys living. This thoughtfully designed 1,800 sq. ft. home offers 3 bedrooms and 2 bathrooms, perfectly balancing comfort and style. Step outside to enjoy the screened patio, relax under the tiki hut, or take a dip in the beach-entry pool, kept at the ideal temperature year-round with a heater/chiller system. Set on a generous 12,146 sq. ft. lot with 100 feet of canal frontage, the property provides a fenced yard, ample parking, a private boat ramp, and a 40-foot concrete seawall--everything you need for an active Keys lifestyle. Inside, the first-floor en suite bedroom offers convenient single-level living, while the second floor features two spacious bedrooms with a shared bath. Weekly rentals allowed and comes with great rental history. Don't miss the opportunity to make this waterfront gem your home in paradise.

66 Tingler Ln, Marathon
$2,250,000
618778 MLS
BPAS AWARD LETTER IN HAND. PERMIT READY FOR PICK UP! BUILD RIGHT AWAY. 150 FT CONCRETE DOCK AND SEAWALL. Welcome to Port Antigua, this highly coveted neighborhood is know for its beautiful sandy beach, wide crystal-clear canals, and deep-water dockage.129 Porto Vista Ct is located on a quiet cul-de-sac. This oversized 8,436 sq ft lot provides space, privacy, and exceptional dockage! Quick Ocean access via channel 5 bridge. This is truly a boater's dream, with direct access to world-class fishing and diving right from your backyard. Don't miss this opportunity to own a slice of paradise. BUILDING PERMIT APPLICATION # PRSFC2O2OO1254 BPAS AWARD LETTER IN HAND. Do not walk property without agent.

129 Porto Vista Ct, Islamorada
$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
$2,249,000
4 Beds ⋅ 3 Baths ⋅ 619793 MLS
Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

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

848 E Caribbean Dr, Summerland
$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
$2,220,000
3 Beds ⋅ 2 Baths ⋅ 619294 MLS
High quality concrete 3/2 in Summerland Cove. One of the best boating communities in the lower Keys for deep water, aqua blue canal water, and oceanside access with no bridges! Brand new 60' concrete dock has just been installed. Step inside to find the fresh, modern renovation done in 2024. Featuring 3 bedrooms 2 baths with the private 3rd floor primary suite. 24'' modern white tile throughout, impact windows and doors with custom window blinds with a filtered light or privacy mode. Expansive great room with vaulted ceiling, all new recessed lighting, coastal kitchen with quartz countertops and waterfall edge. The large covered back porch overlooks the canal. Rear stairs to the custom concrete pool and 60' concrete dock. Lower storage room and covered parking. Enjoy access to world class fishing and diving sites in just minutes. Situated on a 60x100 ft lot in one of the most desirable neighborhoods in the Lower Keys.

937 Gulf Dr, Summerland
$2,200,000
2 Beds ⋅ 2 Baths ⋅ 620940 MLS
Tucked away on Big Torch Key, this CBS-constructed waterfront home offers a quiet, private setting with beautiful open-water views and remarkable year-round sunsets. Surrounded by the natural beauty of the Lower Keys, Key deer are often seen nearby, while backcountry boating and flats fishing are just minutes away. Boaters will appreciate convenient access to both Gulf and Atlantic waters. Inside, the kitchen, dining and living areas open toward the water, with large glass doors framing the views and leading to the expansive wraparound porch. The kitchen offers ample cabinetry, counter space and bar seating, while the open layout keeps the water and sunsets in view throughout the main living space. The primary suite feels like its own private wing, set beyond a dedicated library with a walk-in closet, ensuite bath and direct porch access. The guest bedroom also opens to the porch, giving both bedrooms a connection to the outdoors. The waterfront is where the lifestyle truly comes together. A private dock extends into the water and opens to a spacious seating area with a built-in angler's table, ideal for fishing, cleaning the day's catch, launching kayaks or paddleboards, snorkeling or watching the sunset. Lobster and fish can be found around the dock, while nearby waters offer exceptional boating and flats fishing, along with access to Looe Key, a popular Florida Keys destination for snorkeling and scuba diving, known for its coral reef and abundant marine life. Waterfront restaurants are close by, along with a shopping center offering a grocery store, gym, library and additional shops. With 155 feet of waterfront, the property also offers the possibility of constructing an additional waterfront guest house.

3256 Catherine St, Big Torch
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 620784 MLS
Experience the best of Keys living from this open-water retreat, where wide water views, sparkling sunrises and sunsets, southerly breezes and direct boating access set the tone for everyday island life. This solidly built, 1512 sq. ft. CBS home is offered fully furnished and ready for relaxing in the pool, entertaining guests, or heading out for a day on the water. Whether you are looking for a full-time residence, vacation escape, or investment opportunity, the well-designed, 3-bedroom, 2-bath, split bedroom floor plan can easily accommodate. The 40 ft. dock is equipped with a boat lift, and the home provides convenient covered parking as well as a garage/storage. Schedule your private showing and see why every day can feel like a getaway in this peaceful, open water Breezeswept Beach Estates location.

27356 Dominica Ln, Ramrod
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 620145 MLS
Welcome to your waterfront retreat on Ramrod Key, where beautiful open water views, quick ocean access, and exceptional outdoor living create the ultimate Florida Keys lifestyle. Built by renowned Tom Ryan in 2007, this well-maintained 3-bedroom, 2-bath home is designed for both relaxation and adventure. Step inside to a bright, open-concept living area featuring a spacious kitchen with ample storage and seamless flow between the living, dining, and outdoor spaces. A split floor plan offers privacy for owners and guests alike, while the primary suite enjoys its own porch overlooking your private salt pool, creating the perfect place to greet the sunrise with a cup of coffee. Outside, the property truly shines. Boaters will appreciate the 40-foot dock with a 60-foot walkway and quick access to the Atlantic Ocean. Spend your days fishing, diving, or exploring the backcountry before returning home to unwind beneath the tiki hut or take a dip in the heated and chilled saltwater pool, recently recoated and tiled and offering up to 6 feet of depth. A small sandy beach adds to the island charm and provides a unique waterfront setting rarely found in the Keys. Additional features include impact windows and doors, metal roof, a dedicated laundry room and garage with ample storage for all your gear, making this property an ideal full-time residence, vacation home, or investment opportunity. Experience the best of waterfront living in the Lower Florida Keys.

27348 Dominica Ln, Ramrod