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Old Town ~ Unlisted Properties for Sale in Key West, FL

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Total Listings 58
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$253,100
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 593 SqFt Days Listed: 66
Condo - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Perfect 1/1 workforce housing unit. Buyer must qualify with The City of Key West to purchase. Very well maintained building, walking distance to downtown area. Comes with one assigned parking space. Very easy to show.

$570,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 365 SqFt Days Listed: 74
-4.84% ($29,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Ideal Island Retreat, this adorable, furnished 2nd floor condo has everything you need in order to fully enjoy Old Town KW living. A designated parking spot (golden asset!) on quiet Terry Lane, which is bordered by Whitehead, Thomas, Olivia Sts & Truman Ave, is steps away from famous Duval St, the Hemingway & Lighthouse, as well as iconic restaurants Blue Heaven & Moon Dog Cafe. The Community pool, park, & Ft.Zachary beach are also close by. There are 4 modern condos created from a historic Conch house, which has a secured privacy fence that opens into a common area w/BBQ grill & seating. Up the stairs is your porch balcony overlooking trees that has comfortable furniture outside your door next to your closet that has stack washer/dryer. Enter into your living room & open concept kitchen w/all stainless appliances (range,microwave, fridge, dishwasher), quartz countertops & an island that seats 4. The bedroom (queen Captains bed) has a walk-in closet next to the tiled bathroom. Each room is light-filled w/windows & doors impact resistant (or, if not, rated panels exist). Tastefully furnished, the couch opens for extra guests, the ductless AC keeps it comfortable. 2 small pets are allowed, condo fees are reasonable, & occupational licenses exist if you desire renting out your condo for 30 days or more. You can literally move in & drop off your suitcases, & go enjoy what this incredible Island Paradise has to offer.

$575,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 526 SqFt Days Listed: 137
-16.69% ($120,000) 4 Price Changes : Last Change 12 Days Ago
Condo - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Priced to sell with low condo fees, fully renovated Old Town luxury condo on Solares Hill, the citys highest point. Located on Galveston Lane, it provides serenity along with central location allowing you to walk to everything in Old Town. Bill Butler Park is a mere stroll away, complemented by the many Old Town restaurants and galleries at your doorstep. Boasting impact windows, off-street parking, and elegant porcelain tile floors, this turnkey upstairs unit offers negotiable furnishings. Whether youre envisioning it as your permanent Key West residence or an upscale vacation rental, this unit seamlessly combines style, comfort, and convenience!!

$735,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 643 SqFt Days Listed: 114
-5.16% ($40,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Close to the Historic Seaport, restaurants, art galleries, and more!. Recently renovated, this 2 bedroom, 1 bath condo has high impact windows and door, washer/ dryer, tankless hot water heater, new flooring, kitchen, mini splits, appliances, and is being sold furnished! Prime Old Town location, walk or bike to everything! This is easy island living- close to everything, and no need for a car.

$827,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 716 SqFt Days Listed: 65
-2.13% ($18,000) 1 Price Change : Last Change 38 Days Ago
Condo - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Beautifully Renovated Old Town Condo with Private Gated Entry. Discover the charm of Old Town living in this beautifully renovated condo, offering a perfect blend of modern comfort and historic Key West allure. With a private gated entry and bricked patio, this turnkey-furnished home is your oasis in one of the most desirable neighborhoods. Step inside to soaring high ceilings that flood the space with natural light. The spacious living area boasts a leather sectional, large flat-screen TV, and a pub-style dining table--perfect for entertaining or relaxing after a day at the beach, just a short distance away. The primary bedroom offers a luxurious retreat, complete with a quality king-size bed, wall-mounted TV, and a generously sized closet. The second bedroom, cleverly designed as a multipurpose space, features a double Murphy bed that converts into a desk, making it ideal for a home office or occasional guests. A highlight of the home is the new light and bright kitchen, complete with gas cooking, a wine bar, and a sliding impact window that opens directly to the patio--perfect for serving drinks or snacks while hosting outdoor gatherings. Double French doors lead to the private patio, a fully fenced space for lounging or dining al fresco, and its pet-friendly for your well-mannered companion. The luxuriously tiled bath offers a spa-like experience, while a sliding barn door reveals a hallway with additional storage, a new washer and dryer, and an ensuite option for privacy. Bonus features include a loft for extra storage and brand-new central air conditioning. Located just two blocks from Duval Street, this quiet neighborhood is moments from Key Wests best beaches, dining, and entertainment. The condo fee of $792 pays insurance, maintenance, reserves; +$75 for water, sewer, and propane, ensuring a hassle-free lifestyle. Seller is a Florida Licensed Real Estate Corp. Monthly Rentals allowed, making your Home away from home a great investment.

$865,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 712 SqFt Days Listed: 146
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience.Nestled in the heart of Key West, this condo boasts proximity to renowned attractions, vibrant restaurants, and the lively energy of Duval Street, ensuring endless entertainment options for residents and guests alike. Just a few blocks away lies Key Wests South Beach, where sun-soaked days and breathtaking sunrises await.The interior of this inviting condo features two spacious bedrooms, providing ample room for relaxation and rejuvenation after a day of exploring the island. The well-appointed bathrooms offer both style and functionality, catering to the needs of residents and visitors.Whether youre lounging on the private balcony, enjoying the tropical breeze, or venturing out to experience the vibrant culture of Key West, this condo offers the quintessential island lifestyle. Dont miss your chance to own a piece of paradise and capitalize on the flourishing vacation rental market in this coveted location.Seize this opportunity to invest in Key West living at its finest. Schedule your showing today and envision the endless possibilities that await in this delightful condo just steps from Duval Street!

$875,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 740 SqFt Days Listed: 130
-2.67% ($24,000) 1 Price Change : Last Change 63 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

MOTIVATED SELLERS A must see this desirable beautiful bright condo located in the heart of historic Old Town area. This charming 1 bedroom 1 bath home offers high ceilings, with open spacious floor plan. The perfect spot within walking distance of great restaurants and a few blocks to the Historic Seaport and the famous Duval Street. SORRY NO PETS ALLOWED!

$899,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 140
-30.79% ($400,000) 2 Price Changes : Last Change 12 Days Ago
Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This charming Old Town property offers the perfect blend of historic character and future potential just steps from world-famous Duval Street. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. The permitted main home features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full bathroom, and living and kitchen areas. A private courtyard leads to a non-conforming 2nd building which includes a kitchenette, living area, two additional bedrooms and 2 bathrooms which possibly could be converted to legal living quarters which would have to be applied for through the City of Key West and which additional fees would have to be paid. A covered carport provides shaded parking for one vehicle, with additional street parking available. Located just a short walk from iconic Duval Street, the Ernest Hemingway House, the historic Key West Lighthouse, Truman Waterfront Park, and the tranquil shores of Fort Zachary Taylor State Park, this Old Town retreat offers an unparalleled Key West lifestyle nestled in a prime location. Just a short stroll to world-renowned dining, vibrant nightlife, picturesque parks and the historic seaport with endless dining, entertainment, and cultural attractions nearby, this property is the perfect blend of convenience and charm.

$965,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 907 SqFt Days Listed: 216
-19.58% ($235,000) 3 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

NEW PRICE! Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa Maria amenities include stunning heated pool and grounds, bellman, 24 Hour full-service concierge, parking, & gym.

$995,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 191
-37.03% ($585,000) 3 Price Changes : Last Change 6 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Income producing opportunity on a quiet street that is close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home with a rental unit that is like no other, youve found it in this charming and eclectic, restored, Conch home The restoration brought out the best blend of history, island flavor, comfort and useful design. Move right in. Everything is up to current code with new impact-rated windows and doors, new metal roof, and re-built foundations. The 2 bedroom, 2 bath main house with extra rooms has new, wood flooring, closets in every bedroom, lofts for extra sleeping or storage and a large, eat-in kitchen with lots of cabinetry. The main house has a welcoming and covered front porch plus 2 more porches off either end of the kitchen. The detached 1 bedroom, 1 bath cottage in the rear of the property is also beautifully renovated and furnished. It is deed restricted for workforce housing. The third building is an historic structure that was once a beloved neighborhood variety store. It has also been restored and includes a half bath and studio/creative space with a beautiful cedar ceiling. Theres an outdoor shower attached to this building.Drive right in to your off-street parking spot that will double as a patio for a party. Youll find rain barrels at the downspouts of the new gutter system. Theres a mature mango tree, an egg fruit tree, a papaya plant, a hog plum tree and several banana palms. The landscaping evokes a beach feeling with rock and seashells, a hammock and of course tropical plants making it ideal for beautiful, garden gatherings.

$995,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 756 SqFt Days Listed: 151
-9.55% ($105,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Uncover the possibilities of this classic Old Town Key West conch cottage! Beneath the shade of a mature mango tree, the front porch welcomes you to a 2-bedroom, 1-bath renovation project providing the ideal canvas to make it your own. With coveted gated off-street parking and an expansive backyard with space for a pool and outdoor living, this property has room to create the ultimate island retreat.Located in the highly desirable X Flood Zone and Transient License Receivership Zone, this property is just a half block from Duval Street, offering easy access to all of the amenities of Old Town. HNC-1 zoning allows this property to become a transient license receiver property (it currently does not include a transient license).

$995,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 190
-37.03% ($585,000) 3 Price Changes : Last Change 6 Days Ago
Multi-Units - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Income producing opportunity on a quiet street that is close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home with a rental unit that is like no other, youve found it in this charming and eclectic, restored, Conch home The restoration brought out the best blend of history, island flavor, comfort and useful design. Move right in. Everything is up to current code with new impact-rated windows and doors, new metal roof, and re-built foundations. The 2 bedroom, 2 bath main house with extra rooms has new, wood flooring, closets in every bedroom, lofts for extra sleeping or storage and a large, eat-in kitchen with lots of cabinetry. The main house has a welcoming and covered front porch plus 2 more porches off either end of the kitchen. The detached 1 bedroom, 1 bath cottage in the rear of the property is also beautifully renovated and furnished. It is deed restricted for workforce housing. The third building is an historic structure that was once a beloved neighborhood variety store. It has also been restored and includes a half bath and studio/creative space with a beautiful cedar ceiling. Theres an outdoor shower attached to this building.Drive right in to your off-street parking spot that will double as a patio for a party. Youll find rain barrels at the downspouts of the new gutter system. Theres a mature mango tree, an egg fruit tree, a papaya plant, a hog plum tree and several banana palms. The landscaping evokes a beach feeling with rock and seashells, a hammock and of course tropical plants making it ideal for beautiful, garden gatherings.

$1,050,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,416 SqFt Days Listed: 76
-16.00% ($200,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Charming Historic Home in Old Town Key West = Renovators Dream Property!Step back in time with this 3-bedroom, 1.5-bathroom historic gem nestled in the heart of Old Town Key West. Conveniently located just minutes from the seaport and bustling downtown, this property offers the perfect combination of classic charm and prime location.Featuring traditional Key West architecture, this home is brimming with potential for restoration and customization. Original details such as hardwood floors, vintage windows, and a spacious front porch evoke the rich history of the island. While the property requires significant renovation, it provides a rare opportunity to create your dream home or a stunning vacation retreat.With three bedrooms and ample living space, this property offers the flexibility to design a layout that suits your lifestyle. The full bathroom downstairs and half bath upstairs add convenience, while the private backyard invites the creation of a tropical oasis.Whether youre an experienced renovator or a visionary ready to bring this historic home back to life, this is your chance to own a piece of Old Town Key West history.Dont miss the opportunity to restore this treasure and make it your own!Contact us today to explore the possibilities.

$1,075,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,700 SqFt Days Listed: 104
-31.75% ($500,000) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

OLD TOWN CONCH HOUSE on a lovely Lane tucked away but close to all of your favorite shops, cafes and Key West attractions! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the late 1800s. This is a classic Conch home with light filled rooms, Dade County Pine, and hard wood flooring is true Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is a main level bedroom and full bath. The second floor boasts an expansive home office, art studio, possible 3rd bedroom, or lounge space along with primary bedroom and full bath. There is ample storage space with custom built-in closets throughout the upper floor. Low maintenance yard with tropical landscape, deck area is perfect for dining el fresco or relaxing in paradise. The shed has a full size washer & dryer along with room for tools. Absolutely charming home that has been owner-occupied and never used as a rental. This lovely gem of a home hidden in Old Town near fine dining, shopping and just blocks to famous Duval Street. Dade county pine, ductless central AC, tall ceilings, and a classic front porch & yard with picket fence all make this home the perfect island residence. Desirable X Flood Zone and low assumable flood insurance $809/yr! (Tax record shows year built 1933, home is shown on older Sanborn maps Circa 1899)

$1,199,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,188 SqFt Days Listed: 184
-7.70% ($100,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Step into this bright and airy two-story single-family move in ready home nestled in the heart of Historic Old Town Key West. Boasting 3 inviting bedrooms, 2 baths, and an open floor plan with a spacious kitchen and dining or bonus room, this residence offers the perfect blend of comfort and entertainment space. With the added convenience of off-street parking for 2 vehicles and its prime location within walking distance to an array of restaurants, clubs, and the waterfront, this home presents a wealth of flexibility for your ideal living experience.

$1,349,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 218
-3.30% ($46,000) 2 Price Changes : Last Change 50 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Unique opportunity to renovate this historic Old Town eyebrow home on a quiet, one-way, block of Elizabeth Street. Situated on a 2623 Sq.ft. lot there is ample space for off-street parking, a pool and 5 bedrooms with a renovation. Please note that advanced notice is required to arrange showings.

$1,425,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,464 SqFt Days Listed: 149
-1.72% ($25,000) 1 Price Change : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

At the best location in the heart of old town you will find this great duplex on Julia street in between Duval street and Whitehead street, 86 FOOTSTEPS TO DUVAL STREET. The back is a two bedroom two bathroom with a nice back yard. And in the front is a recently renovated one bedroom with two bathrooms with high ceilings and a great loft. It has an outdoor shower. A new A/C was installed 01/24. When you are sitting on your front porch its hard to believe that you are in between the two busiest streets as Julia street is a really quiet and cute street! Dont miss out on this great opportunity!

$1,475,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,378 SqFt Days Listed: 291
-7.81% ($125,000) 1 Price Change : Last Change 2 Days Ago
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.

$1,475,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 1,660 SqFt Days Listed: 31
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, its perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features stunning Dade County Pine walls, adding warmth and historic charm. The layout includes a one-bedroom apartment with a private rear entrance, making it ideal for someone who wants to run a business in the front while living on-site or creating an additional rental opportunity. One interesting piece of history was that this building was previously owned by a well known attorney here in Key West by the name of Helio Gomez. He served as Judge from 1963 to 1977 and he was the attorney for the infamous John Bum Farto. Located just one block from Duval Street, two blocks from the Hemingway House, and steps from the courthouse, this property offers prime visibility and accessibility. Whether youre an entrepreneur looking for a turnkey business location, an investor seeking a valuable addition to your portfolio, or a homeowner ready to bring your vision to life, this space is full of possibilities. Dont miss this chance to own a piece of Key West history in an unbeatable location.

$1,495,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 104
-11.80% ($200,000) 1 Price Change : Last Change 9 Days Ago
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!

$1,545,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,377 SqFt Days Listed: 810
-3.13% ($50,000) 1 Price Change : Last Change 2 Days Ago
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.

$1,650,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,860 SqFt Days Listed: 88
Multi-Units - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Price Reduced, Owners motivated! This triplex is situated in a prime area of Old Town, just three blocks away from Duval Street. It presents an attractive investment opportunity with its three separate units, offering potential for rental income, extended family stays, or versatile usage. Constructed from concrete blocks in 1979, this propertys main unit is currently occupied by the owners, who benefit from consistent rental earnings from the other two units, frequented by repeat monthly guests. Unit A comprises two bedrooms and one bath, spanning 768 sq. ft., while Units B and C are one-bedroom, one-bath units with 528 and 564 sq. ft. each. Each unit features its own laundry facilities and a private outdoor patio area perfect for relaxation. Additional conveniences include on-site parking and storage. The propertys strategic location, mere minutes from Duval Street, restaurants, bars, beaches, historical landmarks and waterfront attractions, enhances its appeal as a multi-unit investment. Take the opportunity to explore this property today and envision its myriad possibilities!

$1,695,000
Key West
Old Town Unlisted - MM: 1.00
4 Bed, 4 Baths, 2,020 SqFt Days Listed: 245
Single Family - Contingent - 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.

$1,750,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 89
-2.72% ($49,000) 1 Price Change : Last Change 62 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to 205 Virginia Street, a meticulously crafted single-family home nestled in the heart of Old Town Key West. Built in 2019, this residence seamlessly blends the historic charm of the area with modern construction standards. As you step inside, youll be greeted by an open and inviting living space adorned with wood floors and bathed in natural light. The gourmet kitchen boasts quartz countertops and a high-end stainless steel appliance package, catering to both culinary enthusiasts and those who appreciate quality craftsmanship. The home offers three bedrooms and two and a half bathrooms. The large primary suite possesses an enormous covered deck and beautiful ensuite. The second bedroom features a private balcony and custom-built shelving, providing ample storage and display options. The third bedroom may also be configured as a formal dining room, perfect for entertaining guests. Venture outside to discover your private island oasis. The heated pool, complemented by a soothing waterfall, invites relaxation year round. Surrounded by lush tropical landscaping, brick walkways, a classic picket fence, and coveted parking spot, the outdoor space is designed for both tranquility and entertainment. Covered porches on both levels, front and back, offer serene spots to enjoy the balmy Key West evenings. Constructed with durability in mind, the home is built to withstand 180 mph hurricane winds and features impact windows and doors with concrete siding, providing peace of mind and low insurance rates. Location is paramount, and 205 Virginia Street does not disappoint. Situated just a few blocks from the vibrant Duval Street, youre within walking distance to an array of restaurants, entertainment venues, and the rich cultural experiences that Key West offers. Despite its proximity to the lively downtown, the property is tucked away in a peaceful neighborhood, offering the best of both worlds. Experience the perfect charm and modern luxury at 205 Virginia Street.

$1,799,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,392 SqFt Days Listed: 73
-5.27% ($100,000) 1 Price Change : Last Change 19 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this captivating historic Conch home, where the essence of Key West island luxury comes alive. This charming residence boasts a classic front porch that beckons you to sit back and enjoy the tropical breeze, making it an ideal space for leisurely mornings or cozy evenings. Upon entering, you are greeted by a sun-drenched interior adorned with exotic hardwood flooring and soaring high ceilings that create an inviting and spacious atmosphere, perfect for both relaxation and entertaining.The heart of this home lies in its kitchen, a culinary haven equipped with stainless steel appliances, ample pantry space, and a comfortable seating area. The open design allows for seamless flow from the kitchen to the back patio, making it effortless to host gatherings or enjoy quiet family meals. Step outside to discover a relaxing pool area, complete with an air-conditioned poolside guest cabana. This versatile space features a wet bar and a cozy seating area that easily transforms into a pull-out sofa bed, ideal for hosting friends and family or enjoying a peaceful afternoon by the pool. Ascend to the second floor to find a striking stained glass window that adds a touch of elegance to your arrival. Here, youll discover a generous master suite, boasting cathedral ceilings and an abundance of closet space, creating a serene retreat. Additionally, a bonus room is currently set up as a home office, providing flexibility for your lifestyle needs. A delightful guest bedroom completes this level, featuring access to a private rooftop terrace that overlooks the inviting pool, perfect for unwinding at sunset or enjoying morning coffee in solitude. This historic Conch home is not just a residence; it is a lifestyle, offering a harmonious blend of modern conveniences and timeless charm. With its ideal location, you are just moments away from all that Key West has to offer--vibrant nightlife, exquisite dining, and stunning beaches.

$1,895,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,622 SqFt Days Listed: 25
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled on a picturesque street in the heart of Old Town, this enchanting 2BD/3BA Historic residence offers the perfect blend of Old World charm and modern convenience. Currently operating as a successful monthly vacation rental, this exceptional home offers the perfect blend of personal retreat and prime investment opportunity. Situated in one of the most coveted areas of the historic seaport, this residence is rich in character, featuring timeless Dade County Pine walls throughout. The spacious and inviting layout is ideal for entertaining, with multiple living areas designed for gathering with family and friends. The well-appointed kitchen features granite countertops, stainless steel appliances, and stylish cabinetry, offering both functionality and a touch of modern convenience. One of the highlights of the home is the expansive primary suite featuring ample space, abundant natural light, and an en-suite bathroom. Step outside to a charming covered patio just off the dining room, with additional side space perfect for storing bikes, kayaks, or beach essentials. Designed for effortless living, the low-maintenance outdoor space ensures more time to enjoy the island lifestyle. Unwind on the delightful front porch, where you can relax in a rocking chair and savor the coastal breeze, or retreat to the upstairs balcony to greet the day with a breathtaking sunrise. This home is a rare opportunity to own a piece of Key West history while enjoying the comforts of modern living.

$1,925,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 165
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, youll find Dade County Pine walls, hardwood floors, and renovated kitchen and bathrooms. The second floor boasts two inviting bedrooms, while the first floor offers a charming bunk room. Step outside to discover a spacious 10x20 ft heated saltwater pool and a private tropical backyard oasis, perfect for outdoor relaxation. Additional features include a newer metal roof, an impact-rated sliding glass door leading to the rear deck, and efficient ductless AC units.This charming home is fully furnished and ready for you to move right in or to generate a reliable income as an investment property, allowing you to enjoy all that Key West living has to offer!

$1,975,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,128 SqFt Days Listed: 274
-17.54% ($420,000) 4 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large pool and guest cottage which features vaulted ceilings and tiled flooring. A spacious wood deck covered by a large tiki hut connects the main house and guest cottage, creating a seamless indoor-outdoor living experience.The private pool, surrounded by lush landscaping, offers a tranquil retreat characteristic of Key West living. Additional amenities include an outdoor shower and covered off-street parking.

$1,985,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 250
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Excellent opportunity whether looking for a private residence or an investment. This home will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a private residence. Assigned off street parking right in front of the unit. This property is being offered turnkey. Vacation Rental history available .This home has all hurricane impact windows and doors. making the unit noiseless. This condo is a freestanding building just like a single family home without the maintenance.

$1,995,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,845 SqFt Days Listed: 137
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor patio for dining with plenty of shade and privacy. Back inside, make your way up the gorgeous staircase to the second level to find an oversized master bedroom with walk in closet and ensuite bath. The second floor also includes the third bedroom and second full bathroom! 400 White St is a home you wont want to leave ! Call today to schedule your private tour.

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Most Recent Sales - (93) - Old Town - Unlisted as of 2025-03-31
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
03-28-2025 604 Truman 3 $739,000 $980 $739,000 754 Condo 1/1 78
03-26-2025 522 Elizabeth $5,800,000 $1,807 $5,850,000 3,209 Single Family 6/6 185
03-21-2025 827 Elizabeth $2,250,000 $1,558 $2,375,000 1,444 Single Family 3/2 122
03-17-2025 522 Simonton $5,700,000 $1,705 $6,150,000 3,342 Single Family 5/5 137
03-13-2025 524 Margaret 101 $557,000 $1,505 $585,000 370 Condo /1 65
02-14-2025 808 Fleming $1,800,000 $898 $1,850,000 2,003 Multi-Units 4/3 86
02-14-2025 619 Thomas $2,089,000 $1,421 $2,099,000 1,470 Single Family 4/3 16
02-06-2025 1022 Grinnell $1,635,000 $1,014 $1,699,500 1,612 Single Family 3/3 53
02-04-2025 905 Pohalski $518,000 $799 $689,000 648 Single Family 2/1 226
02-03-2025 510 Amelia $1,420,556 $1,335 $1,980,000 1,064 Single Family 1/1 70
01-31-2025 104 Geraldine $1,275,000 $919 $1,350,000 1,387 Single Family 3/2 93
01-30-2025 1017 Eaton $1,900,000 $1,271 $2,189,000 1,494 Single Family 4/3 213
01-17-2025 1100 Williams $1,700,000 $743 $1,899,000 2,286 Single Family 3/3 40
01-08-2025 1012 Whitehead $1,185,000 $729 $1,295,000 1,625 Single Family 2/2 132
01-02-2025 511 Frances $3,250,000 $1,707 $3,395,000 1,903 Single Family 4/3 24
01-02-2025 64 Front $4,400,000 $1,369 $4,599,000 3,213 Single Family 5/5 118
12-30-2024 306 Truman $750,000 $744 $799,000 1,007 Single Family 3/1 538
12-30-2024 721 Love $1,335,000 $1,220 $1,349,900 1,094 Single Family 2/2 263
12-17-2024 508 Virginia $4,750,000 $2,082 $4,999,000 2,281 Single Family 3/3 144
12-13-2024 712 Galveston 3 $685,000 $1,302 $695,000 526 Condo 1/1 299
12-03-2024 114 Olivia $831,000 $1,083 $849,000 767 Single Family 2/1 44
11-25-2024 524 Margaret 101 $550,000 $1,486 $499,000 370 Condo /1 42
11-21-2024 732 Windsor $1,450,000 $1,367 $1,495,000 1,060 Single Family 2/2 88
11-18-2024 1015 Angela $925,000 $1,374 $995,000 673 Single Family 2/1 214
11-13-2024 906 Packer $675,000 $897 $679,000 752 Single Family 1/1 127
11-08-2024 921 Eaton $1,470,000 $727 $1,600,000 2,020 Duplex 4/4 81
10-11-2024 823 Elizabeth $1,599,000 $1,621 $1,599,000 986 Single Family 3/2 18
10-10-2024 1114 Olivia $1,017,500 $1,112 $1,195,000 915 Single Family 2/1 158
10-03-2024 714 Passover $2,900,000 $1,212 $3,100,000 2,392 Single Family 5/4 109
09-30-2024 528 Grinnell $1,430,000 $627 $1,599,000 2,280 Single Family 3/2 116
09-25-2024 1016 Howe 11 $440,000 $3,826 $440,000 115 Condo 1/1 1
09-19-2024 409 Catherine $915,000 $1,063 $1,200,000 860 Single Family 2/2 49
08-30-2024 526 Grinnell $985,000 $977 $1,074,000 1,008 Single Family 2/1 99
08-30-2024 733 Love $3,000,000 $1,263 $3,199,000 2,375 Single Family 3/3 214
08-15-2024 814 Eaton $1,904,000 $1,101 $1,999,000 1,729 Single Family 3/2 41
08-08-2024 708 Windsor $1,268,500 $1,036 $1,295,000 1,224 Single Family 2/2 101
07-26-2024 903 Grinnell $1,600,000 $1,066 $1,699,999 1,500 Single Family 3/2 303
07-19-2024 710 Galveston $1,652,000 $1,088 $1,750,000 1,518 Single Family 3/2 131
06-06-2024 905 White 2 $806,000 $1,771 $820,000 455 Condo 1/1 156
05-24-2024 906 Emma $1,390,000 $1,194 $1,445,000 1,164 Single Family 2/2 235
05-18-2024 625 Eaton $1,820,000 $1,139 $1,999,000 1,597 Single Family 3/3 27
05-16-2024 808 Olivia $1,900,000 $1,063 $1,999,000 1,786 Single Family 3/3 80
05-07-2024 1025 Elgin $950,000 $855 $995,000 1,110 Single Family 2/2 38
04-30-2024 227 Julia $1,106,000 $1,342 $1,106,000 824 Single Family 1/2 158
04-23-2024 120 Angela 101 $950,000 $1,115 $989,000 852 Condo 2/2 44
04-19-2024 714 Olivia 3 $1,000,000 $1,904 $1,075,000 525 Condo 1/1 130
04-03-2024 708 Southard $1,800,000 $1,077 $1,925,000 1,671 Single Family 3/2 157
04-02-2024 906 Truman 3 $575,000 $771 $575,000 745 Condo 2/1 49
03-28-2024 510 Fleming $1,400,000 $1,728 $1,500,000 810 Condo /1 49
03-22-2024 526 Rose $2,575,000 $1,950 $2,499,000 1,320 Duplex 2/2 60
03-15-2024 1120 Stump $1,100,000 $1,155 $1,100,000 952 Single Family 2/2 64
03-05-2024 508 Margaret $3,700,000 $1,724 $3,999,000 2,146 Single Family 5/3 27
02-26-2024 727 Love $2,595,000 $1,630 $2,595,000 1,592 Single Family 3/2 54
02-23-2024 735 Poor House $1,200,000 $1,321 $1,375,000 908 Single Family 1/1 68
02-23-2024 721 South $2,000,000 $554 $2,200,000 3,605 Multi-Units 8/7 38
02-23-2024 719 South $2,600,000 $1,069 $2,895,000 2,430 Multi-Units 6/5 38
02-16-2024 909 Frances $1,200,000 $724 $1,200,000 1,656 Single Family 3/3 1
02-15-2024 216 Eanes $2,000,000 $1,497 $2,325,000 1,336 Single Family 4/3 56
02-06-2024 915 Cornish $1,575,000 $1,560 $1,675,000 1,009 Single Family 2/2 27
01-26-2024 927 Thomas 4 $836,000 $1,097 $850,000 762 Condo 2/1 11
01-16-2024 927 Thomas 2 $1,133,000 $940 $1,169,000 1,205 Condo 2/2 89
01-09-2024 721 Love $1,275,000 $1,165 $1,495,000 1,094 Single Family 2/2 233
01-03-2024 929 United $2,850,000 $1,572 $2,850,000 1,812 Single Family 3/2 1
12-29-2023 622 Grinnell $2,000,000 $877 $2,370,000 2,280 Multi-Units 6/4 106
12-13-2023 1017 Margaret $3,700,000 $1,541 $3,875,000 2,400 Single Family 4/3 34
12-01-2023 711 Elizabeth $1,400,000 $1,421 $1,500,000 985 Single Family 2/2 19
11-15-2023 1101 Truman $1,600,000 $583 $1,600,000 2,740 Misc Prop Rights /3 2
10-24-2023 712 Ashe $2,199,000 $1,669 $2,375,000 1,317 Single Family 3/2 85
10-19-2023 724 Simonton $1,225,000 $1,113 $1,295,000 1,100 Single Family 2/1 133
09-15-2023 1104 Grinnell $903,000 $786 $903,000 1,148 Multi-Units 4/3 1
08-22-2023 904 Terry 4 $520,000 $1,424 $529,000 365 Condo 1/1 48
08-18-2023 64 Front $4,025,000 $1,252 $4,500,000 3,213 Single Family 5/5 137
08-17-2023 1104 Petronia $2,875,000 $1,606 $2,995,000 1,790 Single Family 3/3 154
07-31-2023 416 Petronia 2 $560,000 $1,439 $599,000 389 Condo 1/1 79
07-31-2023 1113 Stump $1,100,000 $907 $1,325,000 1,212 Single Family 2/1 65
07-26-2023 700 Elizabeth $1,600,000 $618 $1,749,000 2,588 Duplex 5/2 17
06-29-2023 925 Fleming $3,500,000 $1,395 $3,750,000 2,508 Single Family 3/2 90
06-28-2023 422 Amelia L5 $1,000,000 $2,793 $1,050,000 358 Condo 1/1 126
06-05-2023 120 Angela 202 $950,000 $1,115 $997,000 852 Condo 2/2 60
05-30-2023 1011 Howe $777,000 $1,500 $810,000 518 Single Family 1/1 151
05-24-2023 526 Frances $2,200,000 $1,486 $2,240,000 1,480 Single Family 2/2 79
05-22-2023 709 Thomas $1,700,000 $1,124 $1,750,000 1,512 Single Family 2/2 234
05-19-2023 1017 Simonton 104 $1,100,000 $885 $1,200,000 1,242 Townhouse 2/2 59
05-12-2023 617 Ashe $3,750,000 $1,793 $3,950,000 2,091 Single Family 4/4 53
05-09-2023 720-726 Emma $1,500,000 $616 $1,500,000 2,432 Multi-Units 8/10 101
05-05-2023 1218 Grinnell $2,300,000 $570 $2,386,000 4,032 Single Family 4/4 54
05-04-2023 621 Catholic $1,750,000 $1,134 $1,850,000 1,542 Single Family 2/2 42
05-03-2023 321 Julia $749,000 $1,440 $749,000 520 Single Family 1/1 32
04-27-2023 724 Olivia $3,600,000 $1,264 $3,900,000 2,848 Single Family 5/2 115
04-10-2023 903 Southard $1,200,000 $2,020 $1,325,000 594 Single Family 2/1 150
04-06-2023 210 Olivia $2,300,000 $1,489 $2,385,000 1,544 Single Family 3/3 109
04-05-2023 1113 Fleming $2,200,000 $1,355 $2,295,000 1,623 Single Family 3/2 24
03-31-2023 1010&1012 Olivia $1,250,000 $907 $1,250,000 1,378 Multi-Units 4/2 82
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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 03-31-2025.
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