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Motivated Seller! Bring all offers. Charming little hide-away in the beautiful and sought-after Meadows neighborhood of Key West. Lovely french doors welcome you in from the shared second story deck. This cozy one bedroom unit has everything youll need including an updated kitchen with granite, stone and stainless steel. Gorgeous mosaic tile in the bathroom as well as a custom glass shower and lovely white vessel sink. Hardwood floors and high ceilings throughout. The large bedroom boasts a big custom closet and access to the front balcony, where you can enjoy the fabulous island weather in the evening overlooking the quiet street and gardens below. Just a stones throw to Bayview Park with its tennis courts, gazebo and large green space. This second-floor unit is one of only four in the condo community.
Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key Wests most desirable areas. The property is a blank slate for your imagination to design and transform. Envision two luxurious 2-bedroom, 2-bathroom residences, each tailored to your exact specifications. Whether your goal is a chic modern retreat, a classic Key West-style hideaway, or a profitable income property, the layout offers endless flexibility to bring your ideas to life. Nestled on a tranquil street in the highly sought-after Meadows, this property offers a peaceful escape while keeping you mere moments from Key Wests iconic attractions, vibrant nightlife, and renowned dining. Stroll down tree-lined streets, enjoy nearby waterfront views, and embrace the neighborhoods charming character--all while being close to the energy of Duval Street and the historic district. With renovation already started, this is your opportunity to take the reins and shape two high-end residences or craft the ultimate single-family sanctuary. Whether youre dreaming of a personal paradise, planning for vacation or long-term rentals, or developing a profitable multi-unit property, the potential for return on investment here is unparalleled. With its unbeatable location, untapped potential, and blank canvas, this property is ready to shine under your vision. Dont let this rare opportunity slip away.
This home offers a unique opportunity for flexible living or investment! Currently configured as a single-family residence, it has been approved by the City of Key West to be reverted back to a Multi-family, allowing for up to 4 units. Easily convert the home back to two studios with bath, 1 bedroom 1 bath and a 2 bedroom 1 bath. Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. The spacious layout and design make it easy to transition back to a mult-family configuration of a duplex, triplex or 4 units.. Each potential unit could offer comfortable living spaces, with the square footage allowing for a range of layouts to suit tenants needs.Based on comparable rentals in the area and the square footage of this property, each unit could command an estimated monthly rent of $3k to 6k monthly, each unit (seasonal variables) providing a lucrative investment opportunity. With the strong rental demand in Key West, this property is perfectly positioned to maximize its potential.Whether youre looking to generate income, create a multi-generational living space, or invest in the vibrant Key West market, this property is a rare find. Contact us for more details and to schedule a showing!
Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home that combines historical charm with modern amenities. Key Features, Historical Architecture, Enjoy high ceilings, beautiful Dade County Pine throughout, an open staircase, all signature elements of this classic Key West home. Spacious Layout, The home boasts 3 bedrooms one being a large master bedroom with a walk in closet, each with its own en suite bathroom, plus an additional half bath on the first floor. A bonus room on 2nd. floor which can be a 4th. bedroom, office, etc. Modern Kitchen, The kitchen, remodeled in 2019, features ample cabinetry, soapstone countertops, and two wine coolers. Bright and Open Living Spaces: A wall of floor-to-ceiling windows and French doors at the back of the house open onto a covered porch and a shaded yard. Upgrades, The property includes a brand new treated lumber fence on three sides, a whole-house generator, two separate central HVAC systems (4-ton for downstairs and 2-ton for upstairs), two on-demand electric water heaters, a RING home security system, and a CAT 5 network interface module station hardwired throughout. Location, Situated in the desirable Meadows neighborhood, the home is in the X flood zone and has a low portable flood insurance policy (buyer to verify). Its directly across from Bayview Park, offering recreational opportunities. Additional Benefits, Privacy and Security, The fully fenced lot ensures privacy, while the RING security system adds a layer of safety. Climate Control, With two separate HVAC systems, you can efficiently manage the climate on each floor. Neighborhood, The Meadows neighborhood is known for its charming streets and community feel. Being in the X flood zone provides peace of mind re: flood risks, and the proximity to Bayview Park means youll have access to green space, sports facilities, and community events. A short bike ride or walk to Duval St. to enjoy the many nuances that Key West offers.
Stunning and impeccably maintained, this 3 bed, 2 bath Conch home in the highly sought-after Meadows neighborhood seamlessly blends historic charm with modern luxury. The custom-designed kitchen is a chefs dream, featuring new quartz countertops, sleek backsplash, remodeled cabinetry, and stainless steel appliances. Rich Brazilian hardwood floors run throughout, and a powerful 17.5kW Generac generator ensures uninterrupted comfort. Inside, soaring ceilings and an open-concept living space are bathed in natural light from expansive windows. At the rear of the home, youll find a versatile bonus space perfect for a home office, reading nook, or creative studio. Sold fully furnished with all-new pieces from Royal Furniture, this home offers a true turnkey experience.Step outside onto the durable Trex deck, surrounded by lush, professionally landscaped gardens--your own private tropical retreat. Or relax on the welcoming front porch and soak in the charm of Key West living. The fully fenced yard offers added privacy and peace of mind.Dont miss your chance to own a slice of paradise--call today to schedule your private showing!
This quintessential Key West retreat is not a drive-by. In true Key West style, the modest facade conceals an oversized outdoor space and multiple private areas. Steeped in history, rich in character, and designed for comfort, this home invites you to enjoy lazy, shady afternoons and starlit evenings in your own tropical oasis. Nestled on a lot-and-a-half in the sought-after Meadows neighborhood, this beautifully maintained compound features a two-bedroom, two-bath main house, a charming carriage house converted into a private ensuite cabana, and a separate pool house with a sitting room and half bath and an additional bedroom and full bathroom. Thoughtfully updated, the property boasts new air conditioning throughout, a tankless hot water system, a high-efficiency washer and dryer, and luxury appliances from Miele, Sub-Zero and Bosch. The lush garden, a haven for butterflies, showcases prized lignum vitae trees and a vibrant collection of tropical foliage and flowering plants. Inside, the home is both stylish and inviting, seamlessly flowing onto the expansive outdoor deck. Here, youll find a heated pool, a separate hot tub, an outdoor shower, and plenty of space to relax or entertain. Theres even off-street parking for a small car or golf cart (though street parking is readily available). Just a block and a half from Garrison Bight and minutes by bike to Duval Street, the harbor, or Higgs Beach, this home offers both tranquility and accessibility. Whether youre looking for the perfect entertaining space or a private retreat, this distinctive property delivers in every way.
This is one of the very few waterfront homes in Old Town Key West that comes with a private boat slip and open water views. The house features a large living room and kitchen area and a gorgeous sunroom with floor to ceiling windows overlooking the water and leading out to a spacious deck. A private path from the deck gives access to a heated pool that is part of the HOA fees that also include use of the dock. The house comes fully furnished. The private boat slip features a custom floating boat lift and there is easy open water access from the Garrison Bight Marina for fun during the day. This Meadows house is also walking distance to Duval Street for night time dining and entertainment. Plus two private, dedicated parking spots.. A rare gem that will not last!
Behind the gates of this nearly 5,000 sq ft lot in The Meadows awaits a refined Key West retreat offering comfort, privacy, and seamless indoor-outdoor living. This charming residence features 3 bedrooms, 2.5 baths, and just over 2,000 sq ft of living space, surrounded by lush tropical landscaping.The main living area impresses with vaulted ceilings and three sets of French doors that open onto a covered outdoor dining area beside a 300 sq ft pool--ideal for entertaining or quiet relaxation. The kitchen is well-appointed with quartz countertops, custom cabinetry, a butlers pantry, and a full wet bar. Premium appliances include a Viking and Wolf stainless steel appliances.The spacious primary suite, located on the first floor, is filled with natural light and offers double French doors, crown molding, custom built-ins, a walk-in closet, and an adjoining office. Upstairs are two guest bedrooms, each with in-room vanity basins and a shared full bath.IPE decking wraps around the home, providing approximately 2,000 sq ft of outdoor space for lounging and gatherings. Located just blocks from Duval Street and the Historic Seaport, with convenient access to New Town, this property blends classic Key West character with modern livability.
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 Towns 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 chefs 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 islands most awe-inspiring tropical garden.
Ahoy! Dreamers and visionaries, step into the pages of Key West history with this captivating waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise.Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a bustling restaurant serving up fresh seafood and island vibes, a charming boutique hotel nestled amidst tropical gardens, or a tranquil marina where sailboats sway in the gentle breeze. The possibilities are as endless as the ocean views.This unique property boasts a legal five-unit multi-family configuration, including a historic main house and a separate cottage. The main house features four units with a total of 5 bedrooms and 4 bathrooms, perfect for accommodating guests or creating a vibrant community. Meanwhile, the charming cottage, with its 2 bedrooms and 1 bathroom, offers a private oasis for rest and relaxation.Nestled beside Garrison Bight, a stones throw from Bayview Park and Tennis Courts, and just a bike ride away from some of the islands most stunning beaches and attractions, this location is a true Key West treasure.Now, for the fine print: the property is currently tenant-occupied, so please allow 48 hours notice for viewings (and you might not be able to see all units in one go). Savvy investors should verify restoration and development rights to unlock the full potential of this historic gem.Ready to set sail on a new adventure? This once-in-a-lifetime Key West investment is calling your name. Dont miss out on the chance to turn your dreams into reality!
Sale Date | Address | Sale Price | $/SF | List Price | Sq. Ft. | Type | Bd/Ba | Days Listed |
03-31-2025 | 701 Florida | $2,075,000 | $1,383 | $2,395,000 | 1,500 | Single Family | 3/2 | 123 |
03-20-2025 | 719 Eisenhower 7 | $3,280,000 | $959 | $3,500,000 | 3,417 | Townhouse | 5/4 | 152 |
03-06-2025 | 1423 Petronia | $2,850,000 | $1,380 | $3,075,000 | 2,064 | Single Family | 3/2 | 165 |
01-28-2025 | 1413 Olivia | $1,290,000 | $1,010 | $1,375,000 | 1,276 | Single Family | 3/2 | 44 |
12-19-2024 | 1406 Pine | $1,900,000 | $1,059 | $1,995,000 | 1,794 | Single Family | 3/2 | 304 |
11-12-2024 | 815 Pearl 2 | $610,000 | $1,117 | $599,900 | 546 | Condo | 1/1 | 334 |
10-25-2024 | 1409 Olivia | $1,100,000 | $1,044 | $1,295,000 | 1,053 | Single Family | 2/2 | 204 |
10-18-2024 | 1415 Petronia | $1,557,500 | $1,280 | $1,625,000 | 1,216 | Single Family | 2/2 | 184 |
05-08-2024 | 1402 Olivia 4 | $629,000 | $571 | $639,000 | 1,100 | Condo | 1/1 | 70 |
04-18-2024 | 1400 Olivia | $1,825,000 | $1,202 | $1,850,000 | 1,518 | Single Family | 2/2 | 162 |
11-21-2023 | 1414 Newton | $3,650,000 | $1,199 | $3,850,000 | 3,043 | Single Family | 4/4 | 107 |
10-02-2023 | 1514 Petronia | $1,875,000 | $1,085 | $1,995,000 | 1,727 | Condo | 2/2 | 65 |
08-31-2023 | 1411 Truman 3 | $552,000 | $886 | $579,000 | 623 | Condo | 1/1 | 93 |
06-21-2023 | 1509 Pine | $1,990,000 | $1,265 | $2,050,000 | 1,573 | Condo | 3/3 | 156 |
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