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Recently Sold Properties

Ladies and Gentlemen, start your engines! The rare opportunity to own Dale Earnhardt Jr's iconic residence is now possible. Winning multiple awards for historic preservation and built in the 1850's, 704 Eaton Street is ideally located in the heart of Old Town, Key West. The home is a tribute to the meticulous preservation by Dale Earnhardt Jr. and interior designer wife Amy, who also curated the furniture included with the sale - and as seen on DYI's TV series ''Renovation Realities: Dale Jr. & Amy.'' As Dale Jr. said, ''Renovation is an understatement!'' Throughout the home impressive details pay homage to its history. The antique newel post is showcased in the foyer while the historic beams are used as striking columns in the kitchen, and the original Baltimore bricks now cover the driveway, adorn the outdoor kitchen backsplash and accent the guest bathroom. From state-of-the-art security and AV systems, Emtek hardware, wide-plank oak floors, and shiplap accent walls to handmade Cuban tile and a sink built from a granite block found during the remodel, every inch of the property highlights the expert craftsmanship and attention to detail. The Chef's kitchen features copper light fixtures, designer tile backsplash, quartz countertops and induction range. Multiple LaCantina folding doors open seamlessly to the Ipe deck and tropical gardens. Designed for relaxation, the custom pool boasts multiple water features, a splash pad and spa. Expand your outdoor cooking into new realms while sipping perfectly iced drinks with a Blaze hibachi grill, Coyote warming drawers, Perlick refrigerator drawers, Viking pebble ice maker and a Haiku fan. Creative details include an outdoor shower integrating a surfboard painted by the artist who painted Dale Jr's race cars. Sonos audio, B-Hyve irrigation and Hayward pool automation makes life easy. Rare off-street parking for 2 plus cars, and just steps from the Key West Historic Seaport, and the island's best restaurants and beaches!

$3,800,000 Closed

704 Eaton Street KEY WEST, Florida

3 Beds 4 Baths 2,369 SqFt

Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the home itself, prepare to be captivated by the most breathtaking private garden in Key West, a botanical wonderland with meandering secret walkways, intimate lounging areas, and an array of exotic flora and towering palms, all nurtured by a full irrigation system. Inside, 2,177 square feet of impeccably designed living space awaits, featuring four spacious bedrooms, three full bathrooms, and two half bathrooms. The gourmet kitchen is a chef's paradise, boasting a BlueStar oven, Viking refrigerator, and custom cabinetry, while the expansive 27' x 12.5' loggia with soaring 15' ceilings and composite decking provides the ultimate shaded retreat. The backyard is a private oasis, complete with a Viking BBQ grill, Subzero ice maker, a stunning 30' x 15' saltwater heated pool, and elegant coral stone hardscaping. Thoughtfully designed for both luxury and convenience, this property features a full-house generator, a Lift Master electric carport with built-in storage, and zoned landscape lighting that transforms the grounds into a glowing paradise after sunset. Artful details abound, from copper exterior light fixtures to a Rick Worth-painted primary suite and a climate-controlled, 900-bottle wine room, while an outdoor shower adds the ultimate island-living touch. Sitting on an expansive 8,800-square-foot lot, this home offers an unparalleled level of privacy--a true world of its own in the heart of Key West. More than just a home, this is a once-in-a-lifetime opportunity to own a piece of Key West history, wrapped in the island's most awe-inspiring tropical garden.

$4,000,000 Closed

810 Eisenhower Drive KEY WEST, Florida

4 Beds 5 Baths 2,177 SqFt

Standing proudly at the corner of one of Old Town's most prestigious streets, 802 Southard is an architectural landmark that blends timeless charm with modern sophistication. Built in 1925, this grand island residence is a masterclass in refined design--where historic craftsmanship meets contemporary comfort. Striking rooflines, expansive porches, and extra-large verandas offer both curb appeal and an invitation to experience Key West at its most graceful. Inside, the home showcases rich Dade County pine walls and floors, original windows that bathe rooms in natural light, and a beautifully preserved staircase that adds historic character. The layout is ideal for both elevated living and effortless entertaining, with custom cabinetry, elegant finishes, and curated details throughout. Painstakingly restored from the foundation to the rooftop, the home preserves its architectural integrity while offering the ease of modern updates. The main residence features three spacious bedrooms, each with an en suite bath and private veranda. The ground-floor primary suite opens directly onto a serene pool courtyard, seamlessly connecting indoor and outdoor living. A beautifully appointed half bath adds convenience for guests. Just beyond the pool, a detached guest cottage offers complete privacy with its own kitchen, bath, and living area--perfect for hosting or extended stays. Located in the coveted X-500 flood zone and offering multiple off-street parking spaces plus an electric gate--rare features in this area--802 Southard delivers both luxury and peace of mind. Steps from the island's best dining, galleries, and landmarks, this exceptional home captures the essence of Key West living at its most refined.

$3,800,000 Closed

802 Southard Street KEY WEST, Florida

4 Beds 5 Baths 2,310 SqFt

Elevate your lifestyle with this Tropical Modern retreat at 1017 Margaret Street in Old Town, Key West! Set in the X-Flood Zone with over 7,100SF of land, this private estate boasts an impressive 40' saltwater swimming pool and spa paired with multiple water features, award winning Craig Reynolds Landscape Architecture throughout, a stunning Indonesian Lava Rock outdoor shower, plus a separate historic guest cottage. This impressive property is highlighted by an unparalleled indoor outdoor lifestyle, exotic native palms and plants, custom poured concrete outdoor kitchen and dining, and a variety of covered and uncovered outdoor lounging areas to entertain and unwind. The 2 bedroom and 2.5 bathroom main home was built in 2001 and renovated, with no expense spared, from the ground up in 2020 while the historic Dade County Pine writer's cottage was built in 1899 and is lovingly restored and maintained. Every detail of the interior has been carefully curated and every room will take your breath away. Floor-to-ceiling glass doors open to enjoy the garden views and island breezes while a large living room awaits for lounging and entertainment. Amenities include a fully updated kitchen with custom Bremtown cabinetry and a Miele appliance package, smart home integration, automated Hunter Douglas window treatments, 24 inch Porcelain tile, and en suite bathrooms and private terraces from every bedroom. A spacious carport with storage and electric car charging included and ample on street parking for guests. This is the perfect house to escape, relax, and entertain. Conveniently located a few blocks from World Famous Duval Street and the island's best beaches. Schedule your private viewing today!

$3,700,000 Closed

1017 Margaret Street KEY WEST, Florida

4 Beds 4 Baths 2,400 SqFt

The perfect blend of historic Key West and modern construction in the Meadows neighborhood. Step outside and discover your private oasis! The backyard showcases a beautiful 30 ft. rock waterfall which trickles into an extra large black bottom heated pool. An expansive IPE deck provides plenty of space to dine and entertain while the extensively landscaped garden adds serenity and privacy including a large outdoor shower. Inside you will be greeted by an inviting foyer that leads to an open concept living area. The spacious living room features 2 large accordion style doors which open to provide seamless indoor/outdoor living. The heart of the home is the gourmet kitchen which boasts custom cabinetry, Wolf and Sub Zero appliances, and a butler's pantry with laundry room. Retreat to the expansive primary bedroom with it's private balcony for unwinding after a long day. The bathroom has dual onyx sinks and glass enclosed shower. Additionally two walk-in closets and a dressing area offer ample space for all your wardrobe needs. With family and guests in mind, this home features 3 additional well appointed bedrooms each with a private bathroom. An additional den can be converted into a 5th bedroom if desired. This home offers a true garage, carport, a full driveway, impact doors and windows, and concrete block construction. New in 2022 - whole house generator, 2021 - 3 new AC units, whole home Sonos system, pool pump and filter. Freshly painted inside and out in 2020.

$3,650,000 Closed

1414 Newton Street KEY WEST, Florida

4 Beds 6 Baths 3,043 SqFt 0.17 Acres

$3,562,500 Closed

1233 Washington Street KEY WEST, Florida

4 Beds 5 Baths 2,585 SqFt

$3,600,000 Closed

24 Floral Avenue Key Haven, Florida

5 Beds 5 Baths 4,480 SqFt 0.14 Acres

Waterfront and in Key West -- the best of both worlds. This mid-century modern home is sited on a 9,794 square foot lot with 99' of water frontage and a 10k pound boat lift.As you enter the property through a unique pivoting gate, you will find tropical landscaping bordered by two gated driveways and a covered carport. The mid-century inspired entry gives a peek through custom built open boxed shelves into the living areas and beyond. The outside is visually brought inside through twelve feet of sliding glass impact doors. These doors can fully open, integrating the screened Florida room with the interior. With four bedrooms and three bathrooms, this home has ample space for your family and guests. The primary bedroom boasts an en suite bathroom, a walk-in closet, and has a great view of the water.The backdrop of mangroves along the Riviera Canal visually extends the rear yard beyond the large swimming pool, cabana and dock. From the dock you may spot a variety of wildlife including manatee, crabs, anemone, Cassiopeia, squid, and even lobster from time to time; your own 'Canal TV'. You and your guests will enjoy kayaking through the mangrove tunnels, fishing in the backcountry, and boating out to Boca Grande for a day on a deserted island's beach.This is Key West's finest waterfront living. Schedule your private showing today!

$3,000,000 Closed

3632 Sunrise Drive KEY WEST, Florida

4 Beds 3 Baths 2,448 SqFt

Welcome home to this award winning, Mid-Century modern designed by the master of tropical landscape architecture Raymond Jungles and locally renowned architect Rob Delaune. Designed for a family but could be the ultimate couple's house. One of the island's most exotic gardens was recreated in 2019 as the grand entrance to the New York Botanical Garden's largest botanical exhibition, ''Brazilian Modern: The Living Art of Roberto Burle Marx.'' Indulge in the epitome of the indoor-outdoor lifestyle at this world-class property that spans over 8,800sf and offers the utmost privacy with native and exotic flora from around the globe, a 55' heated swimming pool, outdoor shower, multiple water features, tropical atriums, a water garden with Koi Fish, and a modern floor plan with garden views from every room. Inside the residence, the home includes pocket doors, walls of glass in all directions, and numerous living spaces creating the perfect backdrop for your island lifestyle. The primary bedroom has garden views and an open feeling throughout. Natural light penetrates to the core of the rooms creating a seamless connection between indoor and outdoor spaces. 4 bedrooms and 4.5 bathrooms each have high ceilings, stone floors, and oversized glass windows enhancing the surreal tropical landscaping. Just a short walk or bike ride to the island's best beaches and galleries, and minutes from upper Duval Street. Properties like this rarely ever come up so don't wait to schedule your viewing now.

$3,275,000 Closed

1501 Georgia Street KEY WEST, Florida

4 Beds 5 Baths 2,810 SqFt

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Recently Sold Properties

Why Sell With Us?

Marketing Your Home

Sold Portfolio

What's Your Home Worth?

Escrow and Closing Costs

Moving Van

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Recently Sold Properties

Why Sell With Us?

Marketing Your Home

Sold Portfolio

What's Your Home Worth?

Escrow and Closing Costs

Moving Van

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