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

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Total Listings 52
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$689,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 648 SqFt Days Listed: 187
-8.01% ($60,000) 1 Price Change : Last Change 115 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover a rare opportunity to bring your vision to life with this single-family home nestled in the heart of Old Town Key West. Steeped in history, this typical Conch cottage offers a historical charm, making it an ideal canvas for creating your dream residence. Embrace the rich heritage of Key West with this exceptional home, a true testament to the islands storied past. Originally part of the Cigar Cottages build around the old Pohalski Cigar Factory, where the Chevron gas station currently sits.Youll enjoy convenient off-street parking for multiple vehicles, a rare find in Key West, and peace of mind knowing this home is located in the X Flood Zone. Tucked away on a quiet lane, the property offers a serene escape from the hustle and bustle of daily life, yet it is conveniently close to the lively Duval Street. This single-family home presents endless potential for customization and renovation, allowing you to craft a home that perfectly reflects your style and personality. Dont miss out on this extraordinary opportunity to own a piece of Key West history. Contact me today to schedule a showing and take the first step towards making this historic house your new home in Paradise.

$719,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 526 SqFt Days Listed: 43
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Fully renovated Old Town luxury condo on Solares Hill, the citys highest point. Nestled 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 finest Old Town restaurants and galleries at your doorstep. Boasting impact windows, off-street parking, and elegant porcelain tile floors, this turnkey upstairs unit is offered fully furnished. Whether youre envisioning it as your permanent Key West residence or an upscale vacation rental, this unit seamlessly combines style, comfort, and convenience with low Condo Fees!!

$775,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 643 SqFt Days Listed: 20
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
3 Bed, 3 Baths, 1,007 SqFt Days Listed: 535
-30.52% ($351,000) 5 Price Changes : Last Change 41 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Location, location, location! 306 Truman Avenue is nestled in the heart of Old Town Key West and offers a fantastic opportunity for a renovation project. This 3 bedroom/1 bath home has a nice sized rear yard with room for a pool. The roof was done in August of 2021. A fixer upper for re-sale or to hold for long term use.

$840,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,017 SqFt Days Listed: 265
-6.66% ($59,900) 5 Price Changes : Last Change 2 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!NEW IMPACT DOORS & WINDOWS COMING SOON! --will cut the monthly HOA roughly in half!

$865,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 712 SqFt Days Listed: 52
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: 0.00
2 Bed, 2 Baths, 557 SqFt Days Listed: 93
-7.80% ($74,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to your dream getaway! This enchanting conch cottage is just two blocks from Duval Street, featuring a delightful pool house that enhances its charm and a desirable off street parking space. A Slice of Paradise featuring High ceilings with exposed beams and trapezoid transom windows create an airy, open atmosphere. Modern Upgrades include a beautifully updated kitchen and baths, complete with stainless steel appliances, including a gas stove, composite counters, and stylish cabinetry.A cozy loft area serves as extra sleeping space for kids or guests and offers incredible climate-controlled storage.Outdoor Oasis**: The fabulous outdoor space under canvas extends your living area and is prepped for an outdoor TV, perfect for entertaining. Gorgeous Shared Pool with a stunning pool adorned with distinctive mosaic tiles that reflect the colors of the sand and sea. The pool house includes a full-size futon, half bath, and a private outdoor shower ideal for guests who appreciate their own space. A rear shed and brick pavers provide extra storage options alongside the house.Square footage does not include loft (Approx 120sf) and detached Pool House (Approx. 80sf) Low monthly HOA fees, an X-zone flood designation, and insurance mitigations like hurricane-rated storm shutters make this a smart choice for Old Town living. Located just steps from the iconic Hemingway House, Blue Heaven, and Truman Annex, this cottage offers the perfect blend of comfort and convenience. Dont miss out on this exceptional opportunity!

$899,000
Key West
Old Town Unlisted - MM: 1.00
1 Bed, 1 Baths, 740 SqFt Days Listed: 36
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.

$995,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 907 SqFt Days Listed: 122
-17.08% ($205,000) 2 Price Changes : Last Change 1 Day Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

NEW LISTING! 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.

$1,100,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 756 SqFt Days Listed: 57
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).

$1,250,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,188 SqFt Days Listed: 90
-3.77% ($49,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - 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.

$1,299,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,049 SqFt Days Listed: 20
Multi-Units - 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
4 Bed, 4 Baths, 1,460 SqFt Days Listed: 46
Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Multi-family 2 buildings nestled in one of the most sought-after locations in historic Key West just a block from world famous Duval Street, this charming Old Town property offers the perfect blend of historic character and future potential. Just a short stroll from world-renowned dining, vibrant nightlife, and picturesque parks, this two-unit property is a true island gem. Rich with the classic charm of Old Key West, this property is a blank canvas waiting for your personal touch. Whether youre looking for a primary residence with a detached guest wing, or a versatile income-producing property, this home offers endless possibilities. The first of two units features two spacious bedrooms, a bonus den that can easily function as an additional bedroom or office, a full bathroom, and separate living and kitchen areas. A private courtyard separates the first unit from the detached second unit, which includes a kitchenette, living area, two additional bedrooms and 1.5 bathrooms, ideal for guests or rental income. A covered carport provides shaded parking for one vehicle, with additional off-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. With endless dining, entertainment, and cultural attractions nearby, this property is the perfect blend of convenience and charm. Dont miss this rare opportunity to own a piece of Old Town Key West; properties like this dont last long!

$1,349,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 124
-3.30% ($46,000) 2 Price Changes : Last Change 2 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.

$1,349,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 594 SqFt Days Listed: 10
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to Limelight Cottage on Southard, a beautifully renovated historic Conch-style home that exudes charm and modern comfort. This inviting 2-bedroom, 1-bathroom residence sits on a desirable corner lot with a fully fenced yard for privacy. Inside, high ceilings create an open and airy feel, while the kitchens French doors lead to a large outdoor patio, complete with a heated 12 x 15 in-ground pool surrounded by lush tropical landscaping. The meticulously maintained yard features an irrigation system and landscape lighting, adding convenience and elegance to this outdoor oasis. A charming front porch with rocking chairs invites you to relax and enjoy the Key West lifestyle, perfect for morning coffee or evening people-watching.Located just four short blocks from the iconic Duval Street, youll have easy access to five-star dining, boutique shopping, and vibrant nightlife. The Historic Seaport is also just a few blocks away, offering waterfront entertainment and dining. Currently operating as a vacation rental, this home is being sold fully furnished and turn-key, making it an exceptional choice as a permanent residence, vacation retreat, or investment property. Discover the perfect blend of history, warmth, and modern luxury at Limelight Cottage--your slice of paradise in the heart of Key West. Schedule your private showing today!

$1,349,900
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,094 SqFt Days Listed: 260
-18.19% ($300,100) 4 Price Changes : Last Change 53 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Its Love at first sight! Experience all the extraordinary charm of historic Old Town Key West in your own super-private oasis. Just 3 blocks from Duval St ... but an entire world away, resides this breathtaking, gated, tropical treasure thats tucked away on a quiet, idyllic little lane. Love Lane. You will never want to leave! This home is timeless and stunning. A taste of the tropics coupled with modern comfort. Two very large split bedrooms offer exceptional guest privacy, and the elegant living room, with its sky-high exposed wood beam ceilings and gleaming wood floors, make for extremely comfortable living. Large kitchen ready for your gourmet touch with center cooking island, icemaker, and wine fridge. Enjoy year-round, alfresco dining on the back deck and relax in the wonderfully private lanai featuring a super refreshing dip pool. A major bonus is the attached one car garage! When youre ready, head out and enjoy all that Key West has to offer from the Duval Crawl with its bars and phenomenal live music to all the quaint charming streets and restaurants throughout Old Town. This Home is the perfect sanctuary to channel your inner Hemingway, Tennessee Williams, and Buffett. Relax, youre living on Key West time and youre on Love Lane. How perfect is that??

$1,350,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,387 SqFt Days Listed: 58
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome Home! Turnkey, Recently Remodeled and Ready to move in! This three (3) bedroom and two (2) bathroom property has been fully upgraded throughout. Including a brand new central A/C system, all new plumbing and updated electric system! The brand new kitchen is filled with natural light and welcomes you into the heart of the home, with new stainless steel appliances, a Farmhouse Sink, granite countertops and a walk-in pantry. Just beyond the kitchen island is a dining area and large sliding glass doors leading to the spacious backyard which comes complete with a brand new in-ground pool, with a new heater/chiller, outdoor backyard living and dining space, and a private outdoor shower. The Primary bedroom has its own brand new ensuite bathroom. The two additional bedrooms offer plenty of room for visiting houseguests or family members. Great Bahama Village location, close to Truman Waterfront, Coffee Butler Amphitheater, Ft Zachary Taylor State Park ( Locals favorite beach ) and walking distance to Duval Street! Completely furnished with modern furniture and furnishings included in sale and strong rental numbers on this excellent vacation rental property. Call today for your private showing! *Rented February 2025 $19k

$1,395,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 97
-11.71% ($185,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Income producing opportunity close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home or multi-family 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 and has 2 porches. It is a legal rental allowing minimum 28-day rental periods. 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. An herb garden is located outside of the kitchen next to the barbecue patio. The landscaping evokes a beach feeling with rock and seashells, a hammock and of course tropical plants making it ideal for beautiful, garden gatherings.

$1,395,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 96
-11.71% ($185,000) 1 Price Change : Last Change 2 Days Ago
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Income producing opportunity close to Duval Street, Truman Waterfront Park, Hemingway Home and the Southernmost Point! If you are looking for a single family home or multi-family 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 and has 2 porches. It is a legal rental allowing minimum 28-day rental periods. 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. An herb garden is located outside of the kitchen next to the barbecue patio. The landscaping evokes a beach feeling with rock and seashells, a hammock and of course tropical plants making it ideal for beautiful, garden gatherings.

$1,450,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,464 SqFt Days Listed: 55
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!

$1,495,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,046 SqFt Days Listed: 29
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Imagine owning a home where history whispers through the walls and legendary figures once found inspiration. 804 Ashe street is a lovingly preserved Conch Cottage, located on one of the most sought-after streets in the vibrant Historic District. Built prior to 1912, this home has hosted notable literary icons like Tennessee Williams, Leonard Bernstein, Tom McGuane, and John Hersey, adding a layer of cultural allure to its storied past. The cottage blends historic character with modern convenience, showcasing rich Dade County Pine details, 14-foot cathedral ceilings in the living spaces, and a wall of French doors that invite you to a mature tropical garden. A highlight is the stunning salvaged window from St. Marys Convent--one of Floridas oldest Catholic parishes--gracing the indoor-outdoor connection and filling the space with timeless beauty.Situated in the X-flood zone, this home offers peace of mind along with practicality, including an off-street carport. Explore Key West like a local: this ideal location puts you within walking or biking distance to iconic restaurants, beaches, and the islands best attractions.

$1,575,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,700 SqFt Days Listed: 10
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

NEW LISTING! 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 classic Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is 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)

$1,595,000
Key West
Old Town Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,377 SqFt Days Listed: 716
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.

$1,600,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,378 SqFt Days Listed: 197
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.

$1,650,000
Key West
Old Town Unlisted - MM: 1.00
4 Bed, 4 Baths, 1,860 SqFt Days Listed: 222
-10.81% ($200,000) 2 Price Changes : Last Change 38 Days Ago
Multi-Units - Active - 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: 151
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 Unlisted - MM: 1.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 10
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!

$1,699,500
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 1,612 SqFt Days Listed: 12
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!

$1,850,000
Key West
Old Town Unlisted - MM: 1.00
4 Bed, 4 Baths, 2,003 SqFt Days Listed: 37
Multi-Units - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This charming three-unit property at 808 Fleming Street represents an exceptional investment in one of Key Wests most desirable neighborhoods. Located in the historic Old Town district, this versatile building offers multiple revenue streams and tremendous potential for savvy investors.This property is ideal for investors or multi-family living. With separate electric and water meters for each unit, management is effortless and efficient.Property Features:Downstairs Unit: A spacious 984 sq. ft. living area, perfect for an owners residence or premium rental unit. Its open layout offers flexibility and comfort.Upstairs Units: Two additional units occupy 1,019 sq. ft. of living space, providing privacy, comfort, and excellent rental potential.Outdoor Living:Island living comes alive with this propertys inviting front porch and expansive front balcony, perfect for enjoying the tropical breezes. The private backyard includes a 22 x 18 wooden deck and an additional 22 x 23-yard area, offering endless possibilities for entertaining, relaxation, or further enhancements. An unused 11 x 6 cistern adds a touch of Key West history and utility to this unique property.Prime Location:Centrally located, this property provides easy access to Key Wests vibrant dining, shopping, and world-famous nightlife. Tenants and residents will enjoy the best of island life, with the perfect balance of convenience and tranquility in a sought-after neighborhood.Endless Potential:This multi-unit property offers endless possibilities--generate strong rental income, create a multi-generational living arrangement, or craft your dream Key West retreat. With its combination of private utilities, multiple spaces, and outdoor amenities, this property is ready to fulfill your vision.Call today

$1,899,000
Key West
Old Town Unlisted - MM: 1.00
3 Bed, 3 Baths, 2,286 SqFt Days Listed: 19
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Built in 2006, 1100 Williams Lane is a large spacious 3BD/4BA single family home that is priced to sell. At $830.00 per sq ft, this home is one of the best priced homes in the historic district that the Key West market has to offer. Featuring spacious rooms, impact windows, and patio doors, Hardie board siding, metal roof, excellent lighting, modern kitchen with large granite countertops and custom cabinets, separate laundry room, Tiled and wood floors in excellent condition, large spacious bathrooms with additional half bath on ground floor. Two Bedrooms ensuite with large closets on second floor and great room with oversized bathroom on third floor. Large tree has been removed from the rear garden and now the yard is filled with light and sun so you can enjoy the tropical weather all year round. In-ground pool and patio with some updated landscaping in the rear. One off street parking spot and all for the unbeatable price of $1,899,000.A must see for the buyer looking for space, comfort and excellent Value in historic Old Town Key West.

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Most Recent Sales - (82) - Old Town - Unlisted as of 2024-12-27
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
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
03-17-2023 615 1/2 Duval 1 $1,562,900 $2,419 $1,596,300 646 Condo 2/1 85
02-22-2023 1025 Whitehead B $425,000 $1,029 $385,000 413 Condo 1/1 70
02-21-2023 409 Grinnell $2,325,000 $1,428 $2,400,000 1,628 Single Family 4/2 21
02-13-2023 327 William $2,190,000 $1,306 $2,550,000 1,676 Single Family 3/3 210
02-10-2023 922 Thomas $3,350,000 $1,364 $3,295,000 2,456 Single Family 5/6 117
01-17-2023 1017 Simonton 103 $1,100,000 $885 $1,199,000 1,242 Townhouse 2/2 125
01-04-2023 717 Fleming $2,400,000 $1,531 $2,425,000 1,567 Single Family 4/3 58
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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 12-27-2024.
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