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$1,750,000
Key West
Gwynn Subdivision   - MM: 1.00
2 Bed, 2 Baths, 1,042 SqFt Days Listed: 151
-2.78% ($50,000) 1 Price Change : Last Change 50 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This 2-bedroom, 2.5-bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln also features an additional 300 sq.ft. loft , perfect for an office, storage, & additional sleeping area. The front porch will invite you to relax and soak in the tranquil neighborhood ambiance. Then step inside to be greeted by spacious living areas. The living and dining room feature stunning floors and high ceilings, creating a warm and inviting atmosphere. The kitchen is equipped with modern stainless steel appliances, custom cabinetry, and a spacious pantry. The bedrooms are generously sized and offer comfort, charm and privacy. The bathrooms have been tastefully updated with contemporary fixtures and finishes, while maintaining the homes historic charm. The private backyard is your tropical oasis with lush plants, trees, and flowers surrounding you. The perfect area for entertaining friends or relaxing in the hot tub after a long day. An outdoor shower, rooftop deck , brick paved driveway, and cozy side porch are just a few more features you will love. This gorgeous home offers the charm of a historic property with all the modern upgrades you desire, in a prime location, where you can walk or bike to beautiful beaches, restaurants and nightlife! Bookings for 2025 Jan & Feb 13k per mo., Mar & Apr 11k per mo. Off street parking for 1 car and 1 golf cart !

$1,699,500
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,612 SqFt Days Listed: 8
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This beautifully updated historic home, originally built in the 1890s, combines vintage charm with modern conveniences. Featuring 3 bedrooms and 3 baths, it offers versatile living options, including the potential to function as a legal duplex with two electric meters.The open concept living room welcomes you with soaring cathedral ceilings, engineered wood floors, and impact glass windows throughout. The kitchen, equipped with quartz countertops and stainless-steel appliances, flows seamlessly into the living and dining areas--perfect for entertaining.Down the hall, two bedrooms and two baths lead to a spacious family room. The family room features an entertaining kitchen with a refrigerator, microwave, and dishwasher, and opens fully to the deck and pool area through retractable glass doors. A lofted third bedroom overlooks the wonderful family room.Outdoors, a private oasis awaits. The saltwater pool, heated and chilled for year-round enjoyment, is surrounded by lush landscaping and Cumaru wood decks. A retractable awning provides shade for the patio, while the Zen-inspired pool area features a tranquil waterfall and an outdoor shower--ideal for relaxing or hosting guests.Located in a peaceful neighborhood next to the historic Firehouse Museum, this property offers a perfect blend of history, charm, and modern amenities. Whether as a single-family home or a duplex, its a truly unique opportunity!

$1,699,000
Key West
Tropical Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,415 SqFt Days Listed: 35
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled in a peaceful neighborhood in the heart of Old Town Key West, this 3BD/2BA TURN-KEY home in the X Flood Zone is a true gem brimming with historical charm and modern updates. Step inside to discover a newly remodeled kitchen with state-of-the-art appliances, a beautifully renovated bathroom, and the added peace of mind of a new roof. The exterior has been freshly painted, complementing the meticulously restored interior. Soaring ceilings, abundant windows, and original Dade County Pine walls and floors infuse the home with timeless character and warmth.Every bedroom boasts its own private balcony, creating a serene retreat for guests or residents alike. The rear of the home features a cozy deck and hot tub, seamlessly blending indoor and outdoor living. With off-street parking for one vehicle and its location in the X Flood Zone, convenience is unmatched.Adding to its allure, this home carries a fascinating history, having been relocated from its original site off of Whitehead Street in the early 1900s to its current location on Virginia Street in 1933.Whether youre looking for an exquisite island home or a lucrative investment, this property offers the best of both worlds. Schedule your private showing today - this one-of-a-kind treasure in a desirable location wont last long!

$1,699,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,932 SqFt Days Listed: 90
-5.56% ($100,000) 1 Price Change : Last Change 48 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

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.

$1,695,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 2,020 SqFt Days Listed: 147
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

DEVELOPER ALERT !!!!!PERMIT IS READY TO BE PICKED UP**Historic Old Town Home Ready for Rehabilitation**This charming property is located in a highly desirable X flood zone and offers 5,470 sq ft of land. HARC has already approved the rehabilitation of this historic home, increasing the current square footage from 2,020 to 2,575. The finished product will include 4 bedrooms, 4.5 bathrooms, a pool, and plenty of off-street parking--a prime need in Old Town. This home also offers a large open attic that could add living space.Situated just steps from the world-famous Duval Street, youll enjoy the convenience of nearby attractions while being far enough to avoid the noise. This is a rare opportunity to own and restore a piece of Key West history.Manager of LLC is a License Florida Real Estate Agent.

$1,695,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,139 SqFt Days Listed: 47
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this state-of-the-art Smart Conch House at 904 Olivia Street, a property that blends cutting-edge technology and design while retaining the rich charm of Key Wests historic essence. Fully renovated from the ground up and finished in 2019, this home is meticulously maintained by the current owners. 904 Olivia is a 2-bedroom, 2-bathroom residence boasts timeless Dade County Pine feature-walls upcycled from Key Wests historic City Hall. Its unmatched craftsmanship is apparent from the moment you arrive, with a facade blending craftsman and contemporary styles, exposed structural hardware, and oversized Parallam beams for a stunning street presence and hurricane-rated durability. This remodel was done with one element that most dont, and that is love, once you see this for yourself you will see the love that was poured into this home. Attention to detail was also not missed in this home.The kitchen is a chefs dream, featuring a large walnut butcher block island ideal for preparation, dining, and entertaining, along with Silestone countertops, custom cherry cabinetry, and stainless steel smart appliances. Convenience and technology are at your fingertips with Amazon Alexa screens, this home does come with intelligence and could be said it is a smart home.Sustainability and resilience are central to this homes design, with impact-resistant windows and doors, Hardie board siding, a hurricane-rated roofing system, and full wind mitigation credits. A high-efficiency PEX water manifold system, Moen U Smart Shower, and on-demand tankless water heater add to the eco-friendly features, while LED lighting inside and out ensures energy savings.Move to the second floor with a beautiful backlit staircase, to your private primary bedroom, with walk in closet and en suite luxury bathroom. The second floor is your oasis from it all.Enjoy your private backyard with amazing outdoor shower, for your true getaway.Call today for your private showing!

$1,695,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 6
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

710 William Street is a charming 2 bedroom home with a private pool and off-street parking in Historic Old Town Key West Located in the heart of the iconic Old Town Key West, this 2 bedroom, 2.5 bathroom home offers the perfect blend of historic charm and modern comfort. Just steps away from renowned restaurants, boutique shops, art galleries, and the world-famous Duval Street, this home places you in the center of the islands vibrant culture.The bright and inviting living room features hardwood floors and high ceilings, creating an open, airy atmosphere. The open-concept dining area flows into the updated kitchen, which boasts ample cabinetry and modern appliances. Both bedrooms are generously sized, offering a peaceful retreat for rest and relaxation.Step outside into your own private oasis, featuring a lush backyard and a sparkling private pool--ideal for cooling off or unwinding after a day of island adventures. The home also offers a charming front porch, perfect for enjoying the tropical breeze or watching the world go by.For even more outdoor enjoyment, head up to the stunning rooftop deck, where you can take in panoramic views of the Key West skyline, enjoy sunbathing, or entertain guests under the stars.For added convenience, this property includes off-street parking, a rare and valuable feature in Old Town Key West.Embrace the unique lifestyle of Old Town Key West with this exceptional home, offering a combination of location, character, and modern amenities. Dont miss your chance to own a piece of paradise with a private pool and off-street parking in one of the most sought-after areas in the Keys!

$1,679,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
6 Bed, 6 Baths, 2,434 SqFt Days Listed: 12
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Rare Opportunity: Three Charming Homes on Adjacent Lots - Unlimited Potential!Discover the perfect investment opportunity with these three vintage 2-bedroom, 1-bathroom homes, nestled on separate adjoining lots and being sold together as a single package. Situated in a desirable location, this unique offering provides incredible flexibility for visionary buyers.Each home offers cozy layouts that are ripe for restoration or redevelopment. The true value lies in the combined potential of these properties--create a sprawling family estate, build a modern multi-home compound, or explore other construction options to maximize value.With their combined potential and prime location, these homes are a once-in-a-lifetime opportunity for developers, investors, or those looking to build their dream family retreat. Dont miss out--bring your imagination and start planning the possibilities today!Contact me to schedule a showing and envision the future of this incredible property package!

$1,650,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,040 SqFt Days Listed: 25
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

LOCATION CUBED! Located on one of Key Wests most charming, quiet and private lanes, this home is perfect for entertaining guests with 2 separate guest cottages, flanking a 12 x 18 pool. The cottages have their own entry door from the off-street parking space through a faux wall, allowing for privacy for hosts and guests alike. The vaulted ceilings in the main house and in the cottages create an airy sense of space. The verdant outdoors and the suns shifting light are brought inside through the large windows and French doors. Theres also a kitchen pass-through to the deck and pool area. Everyone loves an outdoor shower. Right in the heart of Old Town, and convenient for a leisurely stroll or a brief bike ride to all downtown and the seaport has to offer. Tranquil and welcoming--a must see!

$1,649,000
Key West
Key West Golf Club Dev   - MM: 4.00
4 Bed, 4 Baths, 1,600 SqFt Days Listed: 274
-13.16% ($250,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Motivated Seller, priced to sell. Come take a look at this beautiful home located in the Sanctuary at the coveted gate community of Key West Golf Club. This unique property with views of the 17th fairway boasts with an oversized lot with a private pool, with new equipment and has been recently resurfaced. The pool and side yard are surrounded by an enormous deck offering ample outdoor space for relaxing or entertaining complete with sunshades. Lush tropical landscaping makes you feel that you are in an oasis while offering plenty of privacy. Upon entering you will see this home is ready to move in complete with furnishings. The upgrades are plentiful, complete with new luxury vinyl flooring, quartz countertops, fresh painting complete, stainless steel appliances and more. Screened porches off the living room and master bedroom offer additional outdoor living space with views of the lake and the golf course. 3 bedrooms are located upstairs, and a bonus room/den or office on the first floor. Convenient half bath downstairs leads to a private outdoor shower. Off street parking for two vehicles, one covered, additional parking spot prefect for golf cart, moped, bicycles. The community offers 24 hour manned gate, additional gates at the entry to the Sanctuary, two community pools and gym for residents. Security system in place for your convenience. Come and take a look at this home you wont want to miss this one.

$1,645,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,421 SqFt Days Listed: 11
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled in a quiet lane in Old Town Key West, this charming 2-bedroom, 2-bathroom, low maintenance single-family Conch house is the perfect blend of historic charm and modern convenience. Located just a short stroll from the Historic Seaport, Duval Street, restaurants, and vibrant art galleries, this home offers an amazing combination of location and lifestyle. Relax on the cozy front porch, the perfect spot to watch the world go by while sipping a cocktail or just enjoying a quiet moment.Renovated to perfection in 2006, the house underwent a meticulous transformation adhering to FEMA and the Historic Architectural Review Commn. standards. This renovation earned the Historic Florida Keys Foundations highest preservation award for its seamless blend of timeless craftsmanship and modern reliability. It was restored to the same footprint it had in 1892.Inside, youll find warm Dade County Pine walls, vintage Bakelite doorknobs, and sleek Northstar appliances. Theres even a cozy dining nook, a sweet spot for sharing meals or sipping your morning coffee. The kitchen features custom cabinetry, stainless steel, marble countertops, and a design that balances function and style.Practical upgrades include a fully revamped foundation and substructure, elevation for added security (and lower Insurance), central air conditioning, new electrical and plumbing.Off-street parking is a rare perk in this sought-after neighborhood, making it easy to enjoy all that Key West has to offer. Whether youre seeking a full-time residence, a vacation getaway, or an investment opportunity, this home checks every box. Schedule your private showing today and own a piece of Key West history!

$1,625,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
3 Bed, 3 Baths, 1,170 SqFt Days Listed: 154
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your Rare 10,000+ Square Foot property - Nearly a quarter acre on the Island of Key West! Remodel the current existing home with a bonus detached garage or Build your Florida Island Dream compound. Developers this one is for you too! Excellent ultra private location. A Rare Opportunity, this exquisite property nestled in the prime location of Midtown East, spans over two lots and over 10,000 square feet of beautifully maintained and perfectly manicured grounds. Weather you envision building your dream house or renovating this iconic Arts and Crafts-style home currently existing, this property offers endless possibilities. The current home features an idyllic front porch, beautifully landscaped grounds, and mature landscaping that exudes charm and tranquility. A bonus structure on the property adds to its unique appeal, making this a rare and exceptional purchase. Dont miss this once-in-a-lifetime opportunity to own a piece of paradise in one of Key Wests most sought-after neighborhoods.

$1,600,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,324 SqFt Days Listed: 291
-2.44% ($40,000) 1 Price Change : Last Change 144 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 317 Virgina Street, located in the heart of Old Town Key West. A few short blocks from the world-famous Duval Street and the Southernmost Point. This two-story home was constructed in 2021 above flood elevation with elegance and grace. Every detail was carefully planned from the 2-car driveway to the concrete pool. Each of the 3 bedrooms are spacious and inviting with lots of natural lighting. The 3.5 bathrooms are gorgeous statically positioned for convenience. The half bath offers additional entry from the exterior ideal for when enjoying outdoors. Front and rear covered patios allow you to enjoy the outdoor living experience of Key West at its best. Living is made easy at this residence with impact doors/windows, new metal roof, low maintenance yard and composite decking. Property is equipped with parking for two full sized vehicles with an electric vehicle (EV) charging station. Solid wood Cabinets, Quartz counter tops and professional Viking kitchen appliances create a top-of-the-line kitchen. Each floor level of the home is controlled by their own AC units and on demand tankless hot water heaters. Top of the line washer and dryer are located on each floor. The 1,324 square feet of living space is of exceptional craftsmanship. This home is a must see, you will not be disappointed.

$1,600,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,378 SqFt Days Listed: 193
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this turn of the century conch house. This home has been in the same family since 1913 and is now available for a new owner who can appreciate its classic architectural style and expansive yard. The wrap around porch provides a wonderful place to relax in the shade and enjoy the Old Town neighborhood. There is a large living room, separate dining room and 3 bedrooms and 2 baths. The home has high ceilings and there is an attached carport for off street parking. This home is a rare find for a buyer looking to preserve the charm of our building heritage with such a sizeable yard.

$1,599,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 42
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

MOTIVATED SELLERS Turn-key home with a history of rentals. Beautifully maintained, fully furnished Golf Club home overlooking the 17th hole in the Sanctuary. This lot is one of the largest in the development and is approved by the HOA to build your dream pool! Upgrades include new flooring upstairs, a new cooktop stove, a new kitchen sink, new light fixtures, and freshly painted exterior within the past 3 years. The home features a private carport for two vehicles and a detached storage shed. It is currently being used as a vacation rental and will be sold fully equipped to continue rentals. The Key West Golf Club community features two gorgeous pools surrounded by lush tropical landscaping, a gym at the clubhouse, and on-site security and managers.

$1,599,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,344 SqFt Days Listed: 200
-5.89% ($100,000) 1 Price Change : Last Change 105 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Fantastic Old Town home located in the historic neighborhood of Bahama Village. Enjoy this downtown location in a worry free home built in 2019 boasting modern building codes, above flood & impact doors and windows. This home ticks many boxes with a heated pool, off Street parking for 2, 3 covered porches, luxurious finishes and furnishings included. The downstairs boasts an open concept floor plan overlooking a covered porch and an oasis of tropical vegetation surrounding the pool with waterfall. The upstairs is private to a sprawling primary suite with gorgeous vaulted ceilings, covered balcony, spa style bathroom and generous walk in closet. Come see this tropical sanctuary awaiting someone seeking a peaceful, worry and hassle free Key West retreat!

$1,595,000
Key West
Island City Subdivision   - MM: 2.00
3 Bed, 3 Baths, 1,428 SqFt Days Listed: 344
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Historic diamond in the rough. Bring your vision and offers! Great location in old town across from Bayview Park. Legal duplex but can easily be used as a single-family residence. 2/1 downstairs and 1/1 upstairs. Separate water and electric meters. Nice size yard with room for a pool. Off street parking and in the X flood zone too.

$1,595,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,377 SqFt Days Listed: 712
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This is a classic Conch cottage located on a quiet Old Town lane. Beautiful Dade County pine throughout from walls and ceilings to hardwood floors. Updated open kitchen with quartz countertops and stainless steel appliances. French doors open to the landscaped backyard with saltwater pool, deck, outdoor shower and privacy fence. This home is just a short walk or bike ride to all of Key Wests best restaurants, galleries & shops.

$1,595,000
Key West
Land Buyers Assn   - MM: 3.00
4 Bed, 4 Baths, 1,777 SqFt Days Listed: 42
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

This bright and welcoming 4-bedroom, 2-bath ranch-style home sits on a generous 7,040 sq ft lot in a sought-after neighborhood near Casa Marina. Sunlight pours through oversized windows, filling the home with natural light and creating a warm, inviting atmosphere. The open layout includes a spacious family room, dining room, and tile floors throughout. **Currently divided into a 3BD/1BA main residence and a 1BD/1BA accessory unit, the home offers flexibility: keep the setup for potential rental income or easily restore it to a single-family layout with a simple wall removal. **Outside, a charming white picket fence surrounds lush landscaping, with ample outdoor space perfect for entertaining or relaxing. Theres plenty of room to add a pool, making this home even more appealing for family and friends. Unique, versatile, and filled with character, this property is easy to love.

$1,595,000
Key West
Land Buyers Assn   - MM: 3.00
4 Bed, 4 Baths, 1,777 SqFt Days Listed: 42
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This bright and welcoming 4-bedroom, 2-bath ranch-style home sits on a generous 7,040 sq ft lot in a sought-after neighborhood near Casa Marina. Sunlight pours through oversized windows, filling the home with natural light and creating a warm, inviting atmosphere. The open layout includes a spacious family room, dining room, and tile floors throughout. **Currently divided into a main residence and an accessory unit, the home offers flexibility: keep the setup for potential rental income or easily restore it to a single-family layout with a simple wall removal. **Outside, a charming white picket fence surrounds lush landscaping, with ample outdoor space perfect for entertaining or relaxing. Theres plenty of room to add a pool, making this home even more appealing for family and friends. Unique, versatile, and filled with character, this property is easy to love.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 12-23-2024.
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