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

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Total Listings 54
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$525,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 365 SqFt Days Listed: 149
-12.35% ($74,000) 4 Price Changes : Last Change 34 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.

$735,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 643 SqFt Days Listed: 189
-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.

$799,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 518 SqFt Days Listed: 62
-5.89% ($50,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled in the vibrant heart of Old Town Key West, this delightful cottage offers the ultimate blend of island charm and modern comfort--just a short stroll to Duval Street, top-tier restaurants, local art galleries, Fort Zachary Taylor Beach, and the Truman Waterfront. Thoughtfully designed and meticulously maintained, this tropical retreat is rich in custom details, from Ipe wood cabinetry and hardwood floors to skylights that fill the space with natural light. The well-appointed kitchen features stainless steel appliances, a Wolf range, Viking hood, and an oversized stainless steel farmhouse sink.With one bedroom, a full bath, and a versatile loft space ideal for storage or creative use, this home balances cozy living with smart functionality. The inviting living area opens through French doors to a private, fully fenced, decked backyard - ideal for relaxing or entertaining. The front porch invites you to enjoy your morning coffee.Offered fully furnished and turnkey, this home is your perfect Key West getaway--ready for you to start enjoying island life right away!

$799,900
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,017 SqFt Days Listed: 72
-4.20% ($35,100) 1 Price Change : Last Change 9 Days Ago
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

This stunning two-bedroom, two-bath condominium has just hit the market and is ready to wow you with its luxurious features and unbeatable location in the heart of Key West.Step inside to discover a beautifully remodeled interior boasting designer-grade finishes throughout. The spacious layout offers two full baths for added convenience, ensuring comfort and privacy for you and your guests.Enjoy the convenience of in-unit laundry, making chores a breeze, and indulge in the epitome of coastal living with your very own small outdoor seating space. Perfect for savoring your morning coffee or unwinding with a cocktail as you soak in the tropical vibes.Located in a prime spot, this condo puts you just moments away from Key Wests vibrant attractions, world-class dining, and pristine beaches. Whether youre seeking a full-time residence or a vacation getaway, this condo checks all the boxes for luxury living in paradise.Dont miss out on the opportunity to make this Key West gem your own. Schedule a showing today and experience the epitome of island living!

$875,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 740 SqFt Days Listed: 205
-2.67% ($24,000) 1 Price Change : Last Change 124 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. OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.

$895,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 907 SqFt Days Listed: 291
-25.42% ($305,000) 4 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.

$899,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 215
-30.79% ($400,000) 2 Price Changes : Last Change 64 Days Ago
Duplex - Contingent - 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.

$998,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,700 SqFt Days Listed: 179
-36.63% ($577,000) 6 Price Changes : Last Change 13 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)

$1,100,000
Key West
Old Town Unlisted - MM: 1.00
4 Bed, 4 Baths, 1,226 SqFt Days Listed: 46
-7.95% ($95,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

NEW LISTING! Dont miss out on this incredible opportunity to own a historic Eyebrow home in Old Town Key West, available on the market for the first time since 1999! This charming two-story residence has been lovingly occupied by its owners but would also serve as an excellent rental property, second home, or primary residence in the vibrant heart of town. The main level features a spacious living/dining area with built-ins, kitchen with access to the patio and a first-floor bedroom with an en suite bath. The second level includes three bedrooms, two bathrooms. Second story offers a flexible floor plan that could accommodate an in-law suite with a private entrance or renovate and combine two rooms to make a generously sized primary suite. This home showcases the classic architecture of the Florida Keys, complete with Dade County Pine, custom wood shutters, and a beautiful stained glass transom window with property address. Property has a patio adorned with Baltimore bricks and space for a small pool or additional parking. Large front porch thats perfect for savoring your morning coffee on this delightful lane. Desired Off-street parking and a fenced private yard. There is an exterior workshop equipped with electricity & ideal for extra storage. Conveniently located near the Historic Seaport, favorite shops/dining options, and less than a mile from Duval Street. Built in 1920 per the property appraiser records but this home dates to Circa 1899 and recognized on the National Register of Historic Places. Seller financing possible.

$1,125,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,049 SqFt Days Listed: 68
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a beautifully updated, sunny studio in the rear offers a private, stylish retreat--ideal for guests or as a flexible space for your needs. Newly installed custom Murphy Bed, Full kitchen, Walk-in shower, Laundry and Built-in Storage. The sun-drenched rear deck is the ultimate spot to savor morning coffee or sunset cocktails, offering a picture-perfect setting for relaxation and entertaining guests.Framed by lush, swaying palms and vibrant foliage, this property is a serene, private oasis with the added convenience of a coveted off-street parking space for a compact car. X Flood Zone.Located in one of Key Wests most desirable neighborhoods, this home is steps away from the lively culture, iconic architecture, and world-renowned Duval Street music, dining and art scene. Stroll, and bike to all of your Key West favorites. With the unique ability to offset expenses by renting part of the property while still enjoying your own piece of paradise, this is an irresistible opportunity to create your dream island escape. Whether its a home away from home or a smart investment, this property is an exceptional find you wont want to let slip away! Location, location, location!

$1,299,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 952 SqFt Days Listed: 76
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This beautifully renovated home greets you with a charming front porch perfect for enjoying the serenity of lane living. Step inside and you will find gorgeous vaulted ceilings and an open floor plan with top of the line finishes throughout. Custom cabinetry, quartz counters and stainless appliance package finish the open concept kitchen with bar seating. New electric, plumbing, impact windows/doors, ductless a/c, dehumifiers and a new metal roof ensure peace of mind for many years. The main level has a bedroom and full bath and the 2nd level is private to the primary suite. The backyard is an open canvas for your own ideas and currently finished in composite decking and covered by a custom awning complete with electrical for overhead ceiling fans. If you are seeking a no hassle Key West retreat the house is also available turnkey furnished. Stump Lane runs from Frances to White Street and you can both drive and park on this lane.

$1,300,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,451 SqFt Days Listed: 68
-17.46% ($275,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the Hemingway House, and just a half-block from the Truman Annex. Positioned mid-block across from the courthouse, it offers unmatched convenience to everything Old Town has to offer. This is a complete renovation project -- a unique opportunity to create a custom vision in one of Key Wests most sought-after neighborhoods.

$1,349,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 293
-3.30% ($46,000) 2 Price Changes : Last Change 122 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. Seller financing possible. Please note that advanced notice is required to arrange showings.

$1,390,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,463 SqFt Days Listed: 26
-12.58% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Historic charm meets modern comfort in this beautifully preserved 1930 Conch cottage nestled in Key Wests sought-after Historic Seaport district. This two-story, 2-bedroom, 2-bath home (approximately 1,463 sq ft) boasts classic Key West architecture - wood siding and a metal roof - along with inviting outdoor spaces including an open front porch and a private backyard oasis. Inside, airy living spaces feature hardwood and tile floors, a modern kitchen with granite countertops and stainless-steel appliances, and a flexible layout with a bedroom suite on each level for optimal privacy. The tropical back patio is ideal for relaxing or entertaining, complete with a heated swimming pool (plus a cascading waterfall), an outdoor shower, and lush landscaping behind a privacy fence. Practical comforts include a whole-house generator and a spacious storage shed, plus the coveted benefit of off-street parking - a rarity in Old Town. From this prime Old Town location, you can stroll to the Historic Seaport marina, local restaurants, boutiques, and the vibrant Duval Street nightlife. Whether youre seeking a personal island retreat or a high-demand vacation rental, this unique property delivers an inviting blend of timeless island charm and excellent investment potential. Please note that pictures were taken before furniture and art were removed. Property is unfurnished.

$1,399,900
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,300 SqFt Days Listed: 32
-12.50% ($200,000) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step outside to your own slice of paradise - a private oasis that beckons you to unwind and rejuvenate. The sparkling pool, adorned with stunning blue mosaic tiles, creates a mesmerizing focal point, while the soothing sound of its waterfall feature transports you to a world of tranquility. Surrounding the pool, a spacious deck provides the perfect setting for sunbathing, alfresco dining, or simply savoring the tropical ambiance.Lush, verdant landscaping envelops the property, creating a sense of privacy and serenity. Towering palms, vibrant foliage, and colorful flora paint a picture of tropical bliss, making every day feel like a vacation. The covered patio area, complete with comfortable seating, offers a shaded retreat for enjoying your morning coffee or evening cocktails.This property at 1118 Eaton Street isnt just a home; its a lifestyle. Immerse yourself in the laid-back Key West atmosphere, where every day feels like an escape. Whether youre seeking a permanent residence or a dreamy vacation getaway, this charming oasis offers the perfect blend of comfort, style, and island living. Your Key West adventure starts here - seize this opportunity to make your tropical dreams a reality.

$1,425,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,464 SqFt Days Listed: 224
-1.72% ($25,000) 1 Price Change : Last Change 88 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!

$1,449,000
Key West
Old Town Unlisted - MM: 1.00
4 Bed, 4 Baths, 1,660 SqFt Days Listed: 106
-1.76% ($26,000) 1 Price Change : Last Change 16 Days Ago
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. Note: This property is currently configured as a commercial space with 1 bedroom but has the potential to expand to up to a total of four bedrooms, pending submission and approval of all applicable permits with the City. Any future development or expansion must comply with all relevant sections of the Land Development Regulations, including meeting the definition of a single-family home and avoiding any conflicts with the definitions or restrictions related to lockout units.

$1,450,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 2,080 SqFt Days Listed: 69
-12.12% ($200,000) 1 Price Change : Last Change 5 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

NEW LISTING! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area.

$1,600,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 2,671 SqFt Days Listed: 69
-11.11% ($200,000) 1 Price Change : Last Change 45 Days Ago
Multi-Units - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

TRIPLEX in Old Town Key West on large corner lot. Close to famous Duval Street. This historic Circa 1901 property offers almost 2700 sf ft of living space. Currently configured as three apartments but would make a grand conversion to a single-family home. Main floor offers two apartments, and the upper level has a spacious apartment with access to finished 3rd story attic space. Ideal location in the heart of Old Town near dining, shopping, and the Seaport. Unit 1: 1/1 could easily be used as a 2/1 1st floor apartment. Unit 2: 1/1 1st floor apartmentUnit 3: 2nd and 3rd floor 1/1 plus finished attic space which could be used as additional bedroom/ office space. (4 electric meters & 1 water meter) Off Street Parking! Basement Storage. Endless potential and prime location.

$1,650,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 792 SqFt Days Listed: 58
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Situated in the heart of the Historic Seaport area, 530 Grinnell St is a charming property that perfectly encapsulates the islands unique character and vibrant lifestyle. This beautifully maintained home features a blend of classic architecture and modern amenities, making it an ideal retreat for both residents and vacationers alike. As you enter, youre greeted by an inviting open floor plan that flows seamlessly throughout the living and dining areas, bathed in natural light from large windows. The updated kitchen is a chefs dream, complete with stainless steel appliances, ample counter space, and stylish cabinetry. The outdoor dining table and social area encourage you to enjoy the tropical island weather, perfect for relaxing or entertaining guests. Located just a short walk from the seaport, local dining, and the vibrant nightlife that Key West is known for, 530 Grinnell St presents an exceptional opportunity to experience island living at its finest. The entire home was restored in 2010 and has been meticulously maintained since to include a new roof in 2015, new HVAC in 2024 and the addition of Brazilian Walnut interior floors and exterior decking. Dont miss your chance to own a piece of paradise in this sought-after location! Call your agent today, short notice showings accommodated.

$1,650,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,860 SqFt Days Listed: 163
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!

$1,699,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,392 SqFt Days Listed: 148
-10.53% ($200,000) 2 Price Changes : Last Change 2 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 Dade County pine hardwood flooring and 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, 6 burner Viking stove top, 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 by the pool. 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.

$1,725,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 2
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Stunning Single Family Home located in the Heart of the Cultural Mecca of Key West.Built in 2019 with Elevation and Superior craftsmanship in mind featuring Hardie Board SIding, metal roof and Impact windows and doors, this home will provide you the modern & luxurious comforts you desire and safety and reassurance of your investment.An easy stroll to Duval St., Ft. Zach Beach and Amphitheatre will allow you to indulge in the Vibrant Art Scene and explore a plethora of Galleries, Restaurants and Eclectic Cafes that showcase the unique flavor of Old Town Key West.A perfect integration of indoor/outdoor living is achieved with its Modern Open Floor Plan, with kitchen and living room overlooking the stunning pool, its beauty accentuated by the cascading waterfall, sun filled patio and tropical landscaping. The combination of all the elements has resulted in a true Key West Masterpiece.Additional Features include, Impact Glass Windows and Patio Doors, Wide Plank Hardwood Floors, Stunning Custom Kitchen, Impeccably finished bathrooms, Covered Exterior Porches both front and back and on both levels, Off Street Parking, Above Flood Construction, and home is being offered furnished with a few exceptions for a seamless transition.

$1,750,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,700 SqFt Days Listed: 37
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Nestled on a sunny corner in Old Town Key West, this charming legal duplex blends timeless island style with modern updates. The beautifully updated downstairs unit offers 2 spacious bedrooms and 2 bathrooms, featuring bright, airy living spaces with the perfect mix of Dad County Pine and crisp finishes throughout. Upstairs, a cozy 1-bedroom, 1-bath apartment provides additional income potential or guest accommodations. Classic conch architecture shines with a pastel blue facade, metal roof, detailed trim work, and a welcoming wraparound porch - perfect for enjoying the tropical breezes. An added bonus is the private outdoor kitchen and dining area, shaded by a custom tiki hut, with plenty of room for a pool or off-street parking, creating the ultimate island retreat.

$1,795,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,055 SqFt Days Listed: 39
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Charming Old Town Key West Retreat on Solaris Hill.Experience island living in this beautifully maintained 2-bedroom, 2-bath home atop historic Solaris Hill--the highest point in Key West. With 1,055 square feet of light-filled living space, this home blends classic Key West character with modern updates. Enjoy an open layout, high ceilings, and a bright kitchen perfect for entertaining. Step outside to your private backyard oasis, complete with a sparkling pool and lush tropical landscaping--ideal for relaxing or hosting friends.Located just steps from Duval Street, galleries, and dining, this home offers the ultimate Old Town lifestyle--perfect as a full-time residence, vacation getaway, or investment.Great Vacation Rental History..

$1,895,900
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 74
-5.01% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into the charm of this beautifully designed two-story Conch home, originally built in 1923 and thoughtfully expanded to offer the perfect amount of space.The historic character shines through with rare Dade County pine walls, while the open floor plan, Birch hardwood floors, and soaring 10-foot ceilings create a bright and inviting space. The kitchen is a chefs dream, featuring stainless steel appliances and an oversized split farmhouse sink. This home offers three ensuite bedrooms, each providing comfort and privacy.Step outside to enjoy the stunning Ipe wood decking, perfect for relaxing or entertaining. The newer heated and chilled pool is ideal for year-round enjoyment, whether youre cooling off in the summer or warming up on cooler nights.And you cant beat the location! Just one block from world-famous Duval Street and a few blocks from the Southernmost Point, this home puts you right in the heart of Key West. Stroll to galleries, dine at amazing restaurants, and enjoy some of the best local music in town--all just a short walk from your front door.Not only is this home perfect for personal use, but its also in a fantastic area for an investment property. With its prime location and desirable features, it has great potential for rental income.This home blends history with modern comfort--dont miss the chance to make it yours!

$1,925,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 240
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!

$1,985,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 325
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: 212
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.

$2,150,000
Key West
Old Town Unlisted - MM: 1.00
4 Bed, 4 Baths, 2,016 SqFt Days Listed: 275
-10.38% ($249,000) 2 Price Changes : Last Change 37 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Over 100k price reduction!Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether youre looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings. Both units come fully furnished, and the upstairs unit has a long-term tenant in place, ensuring immediate rental income.Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!

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Most Recent Sales - (96) - Old Town - Unlisted as of 2025-06-14
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
06-10-2025 710 William $1,325,000 $1,183 $1,495,000 1,120 Single Family 2/2 175
06-04-2025 802 Southard $3,800,000 $1,645 $4,100,000 2,310 Single Family 4/4 51
05-30-2025 712 Galveston 2 $552,500 $1,050 $575,000 526 Condo 1/1 197
05-30-2025 730 Love $2,050,000 $1,443 $2,295,000 1,420 Single Family 3/2 197
05-22-2025 1118 Watson $1,250,000 $907 $1,375,000 1,378 Single Family 3/2 343
05-20-2025 205 Julia $900,000 $712 $995,000 1,264 Single Family 3/3 241
05-19-2025 927 Thomas 3 $775,000 $1,082 $827,000 716 Condo 2/1 114
05-15-2025 415 Amelia $1,950,000 $1,728 $1,975,000 1,128 Single Family 3/2 319
05-08-2025 522 Margaret $2,750,000 $1,943 $2,950,000 1,415 Single Family 3/2 170
05-01-2025 1328 Duncan $2,025,000 $1,252 $2,095,000 1,617 Single Family 2/2 77
04-28-2025 840 Olivia $1,110,000 $934 $1,199,000 1,188 Single Family 3/2 212
04-21-2025 324 Truman $1,500,000 $742 $1,695,000 2,020 Single Family 4/4 266
04-18-2025 621 Eaton $3,250,000 $1,327 $3,450,000 2,448 Single Family 5/5 38
04-15-2025 303 Grinnell B204 $253,100 $426 $253,100 593 Condo 1/1 81
04-09-2025 804 Ashe $1,250,000 $1,195 $1,350,000 1,046 Single Family 2/2 132
04-07-2025 925 Whitehead $3,700,000 $1,414 $3,700,000 2,616 Single Family 5/2 1
04-03-2025 306 Olivia $800,000 $1,436 $875,000 557 Single Family 2/1 37
04-01-2025 903 Southard $1,225,000 $2,062 $1,349,000 594 Single Family 2/1 105
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
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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 06-14-2025.
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