Old Town Homes

• 

  

  

  /67

  Est $3,888,728 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,042 Sq Ft

  408 United St, Key West, FL 33040

  408 United St, Key West, FL 33040
• 

  

  

  /37

  $4,775,000

  • 4 Beds
  • 5 Baths
  • 2,716 Sq Ft

  709 Eaton St, Key West, FL 33040

  Step into the enchanting world of Key West history at 709 Eaton Street, a meticulously preserved gem built circa 1847 in the iconic Seaport neighborhood. Historic charm and modern comfort, this home delivers 4 bedrooms, 4.5 baths, with 3 bedrooms, 3.5 baths conveniently located on the first level. The upstairs consists of the primary bedroom suite with an additional private study as well as a

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  709 Eaton St, Key West, FL 33040
• 

  

  

  /38

  $4,750,000 Sold Dec 17, 2024

  • 2,281 Sq Ft
  • $2082/SF
  • 105 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1945

  508 Virginia St, Key West, FL 33040

  This magnificent TRANSIENT rental property with two homes and a heated pool blends privacy with convenience. Nestled in historic Old Town and just steps from Duval Street, this 3 bedroom/3.5 bath complex has a strong rental history. Once home to iconic fashion designers, this gated haven will astonish you. To your right is the main single-story building which includes a king bedroom and large,

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  508 Virginia St, Key West, FL 33040
• 

  

  /2

  Est $2,183,357 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,108 Sq Ft

  719 Chapman Ln, Key West, FL 33040

  719 Chapman Ln, Key West, FL 33040
• 

  

  

  /50

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 1,391 Sq Ft

  410 Catherine St, Key West, FL 33040

  Dona Calabash - Located just a half a block from the upper end of Duval Street this charming Old Town beauty has it all! Three bedrooms including a luxurious master suite with spa bath, two guest bedrooms and two full baths. The gourmet kitchen features commercial grade stainless appliances, granite countertops and plenty of storage. Rear French doors open to a covered deck and the refreshing

  The Behmke Group Keller Williams Key West Compass Realty

  410 Catherine St, Key West, FL 33040
• 

  

  /13

  $685,000 Sold Dec 13, 2024

  • 526 Sq Ft
  • $1302/SF
  • 269 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1981

  712 Galveston Ln Unit 3, Key West, FL 33040

  Fully renovated Old Town CBS luxury condo on Solares Hill, the city's 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. This first floor unit is complete with impact windows, off-street

  Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

  712 Galveston Ln Unit 3, Key West, FL 33040
• 

  

  /6

  Est $1,327,245 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 969 Sq Ft

  1122 Virginia St, Key West, FL 33040

  1122 Virginia St, Key West, FL 33040
• 

  

  /25

  $1,147,500 Open Fri 4PM - 6PM

  • 4 Beds
  • 3 Baths
  • 1,045 Sq Ft

  718 Chapman Ln, Key West, FL 33040

  Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just

  Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

  718 Chapman Ln, Key West, FL 33040
• 

  

  /12

  $513,000 Sold Dec 10, 2024

  • 241 Sq Ft
  • $2129/SF
  • 126 Days On Market

  • 1 Bath
  • Built 1908

  1012 Varela St Unit 2, Key West, FL 33040

  Just the perfect little Key West Cottage that packs a big punch!Great outdoor indoor living is alive and well in this cottage, with two very private outdoor sitting areas, also an above ground pool! This cottage has extreme flow from one side of the property to the end, you never feel as if you are inside or outside, just on a little resort.Open floor plan will greet you inside, all stainless

  Bobby Coe RE/MAX Keys Connection (KW)

  1012 Varela St Unit 2, Key West, FL 33040
• 

  /2

  Est $4,080,053 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,400 Sq Ft

  1002 Fleming St, Key West, FL 33040

  1002 Fleming St, Key West, FL 33040
• 

  

  /26

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,592 Sq Ft

  1105 Watson St, Key West, FL 33040

  Located in Key West's Historic District, this two-story, 2-bedroom, 2-bathroom home sits on a manageable lot, offering a unique renovation opportunity. Large primary bedroom, bathroom and sitting area located upstairs. Second bedroom and bathroom on the main floor along with the living, dining and kitchen.Located in the X Flood zone, centrally located on the island, close to downtown and midtown.

  Francesca Santiago Keller Williams Realty Professionals (KW)

  1105 Watson St, Key West, FL 33040
• 

  

  /22

  $1,310,000 Sold Dec 06, 2024

  • 1,550 Sq Ft
  • $845/SF
  • 53 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1910

  800 Fleming St Unit C1, Key West, FL 33040

  Step into this spacious condo in one of Key West's most important restored historic buildings, the William Fleming House, and envision it with your personal style. Located in an X-flood zone across the street from Williams Hall, the building was constructed in the 1890's and originally housed Peacon's General Store. Units in this luxury condo are rarely available. This first-floor apartment

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  800 Fleming St Unit C1, Key West, FL 33040
• 

  

  /14

  Est $2,240,105 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 917 Sq Ft

  210 Olivia St, Key West, FL 33040

  210 Olivia St, Key West, FL 33040
• 

  

  /98

  $3,595,000

  • 5 Beds
  • 5 Baths
  • 2,721 Sq Ft

  1114 Packer St, Key West, FL 33040

  X FLOOD ZONE! Luxurious Old Town Key West Oasis with separate Guest House! Nestled in the heart of Key West's historic district, this impeccably remodeled property redefines island elegance. Situated in the coveted X Flood Zone, this home boasts an unparalleled location just steps from iconic Duval Street, world-class dining, vibrant galleries, and pristine beaches. Step inside to discover a

  Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

  1114 Packer St, Key West, FL 33040
• 

  

  /34

  $1,950,000 Sold Dec 06, 2024

  • 1,200 Sq Ft
  • $1625/SF
  • 31 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2018

  512 Amelia St, Key West, FL 33040

  Welcome to a piece of Key West's rich history, elegantly reimagined in this newly constructed 2-bedroom, 2.5-bathroom home only half a block off Duval Street. Designed as a modernized tribute to Cuban homes from the early 20th century, this single-story elevated property seamlessly incorporates countless elements from the the turn of the century. Boasting a metal roof and impact windows and doors

  Richard Haskins Buy The Keys

  512 Amelia St, Key West, FL 33040
• 

  /2

  Est $1,283,121 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft

  622 Canfield Ln, Key West, FL 33040

  622 Canfield Ln, Key West, FL 33040
• 

  

  /46

  $2,999,999

  • 2 Beds
  • 4 Baths
  • 1,596 Sq Ft

  405 Petronia St, Key West, FL 33040

  Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

  Bobby Coe RE/MAX Keys Connection (KW)

  405 Petronia St, Key West, FL 33040
• 

  

  /17

  $831,000 Sold Dec 03, 2024

  • 767 Sq Ft
  • $1083/SF
  • 33 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1923

  114 Olivia St, Key West, FL 33040

  114 Olivia Street is a beautifully renovated historic conch cottage, built before 1892, offering newly updated modern comforts while maintaining its original charm. Situated on a 1,908 square foot lot at the corner of Olivia Street and Williams Alley in Bahama Village, Old Town Key West, this 2 bedroom 1 bath home features an open layout and includes a separate guest cottage. It's within walking

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  114 Olivia St, Key West, FL 33040
• 

  /2

  Est $1,807,372 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  611 Grinnell St Unit 1, Key West, FL 33040

  611 Grinnell St Unit 1, Key West, FL 33040
• 

  

  /16

  $1,600,000

  • 8 Beds
  • 5 Baths
  • 1,830 Sq Ft

  928 Truman Ave Unit 101, Key West, FL 33040

  Old Town Multi-Use PropertyLocated on Truman Avenue, this distinctive property features five legal long-term rental apartments, making it ideal for steady income or employee housing.Unit 101, a CBS building, offers the potential for commercial conversion (buyer to verify), provided the residential units remain onsite, creating valuable flexibility.Highlights include:8 bedrooms and 5

  Allison Findlay Preferred Properties (KW)

  928 Truman Ave Unit 101, Key West, FL 33040
• 

  

  /46

  $1,189,000 Sold Nov 27, 2024

  • 1,200 Sq Ft
  • $991/SF
  • 39 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  918 Southard St Unit 204, Key West, FL 33040

  Amidst the quaint lanes and the best restaurants on the island you will find this beautiful, elegant 1,200 square foot, two bedroom and two bathroom condominium at Southard Square. In arguably the best location in Old Town between Grinnell and Margaret Streets you are close enough to walk or bike to everywhere you want to go yet tucked away beyond the secure gate in the treetops and in your own

  Karen Lane Berkshire Hathaway HomeServices Knight & Gardner Realty

  918 Southard St Unit 204, Key West, FL 33040
• 

  

  /15

  Est $1,501,027 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  217 Truman Ave, Key West, FL 33040

  217 Truman Ave, Key West, FL 33040
• 

  

  /47

  $2,195,000

  • 3 Beds
  • 4 Baths
  • 1,522 Sq Ft

  816 Ashe St, Key West, FL 33040

  This beautifully renovated conch home is a proud recipient of the 2024 Historic Florida Keys Foundation Preservation Award. Originally built in 1906, it has been meticulously restored from the ground up, essentially making it a brand-new property. The home features off-street parking, a heated/chilled pool, and comes fully furnished, offering a turnkey experience. Situated within walking distance

  Bascom Grooms Bascom Grooms Real Estate (KW)

  816 Ashe St, Key West, FL 33040
• 

  

  /28

  $1,450,000 Sold Nov 21, 2024

  • 1,060 Sq Ft
  • $1368/SF
  • 64 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1933

  732 Windsor Ln, Key West, FL 33040

  Discover island living at 732 Windsor Lane. This beautifully restored 2 bedroom, 2 bath home is where laid-back Key West charm meets modern luxury. Perfectly nestled in the heart of Old Town on Solares Hill- the highest point on the island--this tropical oasis offers a rare opportunity to experience both tranquility and convenience.Start your day on the breezy front porch, surrounded by lush and

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  732 Windsor Ln, Key West, FL 33040
• 

  

  /25

  Est $3,624,450 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  1017 Margaret St, Key West, FL 33040

  1017 Margaret St, Key West, FL 33040
• 

  

  /20

  $3,295,000

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft

  728 Love Ln, Key West, FL 33040

  Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. You're welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living

  Key West Luxury Finders Preferred Properties (KW)

  728 Love Ln, Key West, FL 33040
• 

  

  /26

  $1,675,000 Sold Nov 20, 2024

  • 1,714 Sq Ft
  • $977/SF
  • 161 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1933

  718 Bakers Ln, Key West, FL 33040

  Step into 718 Bakers Lane, where historic charm seamlessly blends with modern luxury in the heart of Old Town. This beautiful historic home, affectionately known as 'The Johnny Cake House' holds a rich legacy dating back to the early 1920s where locals frequented for fresh baked goods.Situated at the end of a quiet lane at the highest elevation on the island (x flood zone) , 718 Bakers Lane

  Paige Bethel Island Home Realty Inc.

  718 Bakers Ln, Key West, FL 33040
• 

  /2

  Est $2,409,545 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,023 Sq Ft

  1114 Fleming St, Key West, FL 33040

  1114 Fleming St, Key West, FL 33040
• 

  

  /17

  $2,175,000

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  1115 Fleming St, Key West, FL 33040

  This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone else's overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890

  Derek Epperly Keys Atlantic Realty

  1115 Fleming St, Key West, FL 33040
• 

  

  /28

  $1,325,000 Sold Nov 19, 2024

  • 1,440 Sq Ft
  • $920/SF
  • 21 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2015

  1019 Simonton St Unit 102, Key West, FL 33040

  Welcome to the Southernmost Cabana, a tropical oasis nestled in the heart of Old Town Key West. This charming 2 bedroom, 3 bath townhome is one of only 21 exclusive residences in this coveted pet-friendly community. With a light-filled open floor plan, this home is move-in ready, boasts freshly painted interiors and exteriors, and includes its coastal-inspired furnishings and decor. Enjoy the

  Sabrina Acevedo Internet Realty of the Florida Keys Inc

  1019 Simonton St Unit 102, Key West, FL 33040
• 

  

  /21

  Est $803,830 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 537 Sq Ft

  1126 Olivia St Unit 421, Key West, FL 33040

  1126 Olivia St Unit 421, Key West, FL 33040
• 

  

  /23

  $990,000

  • 3 Beds
  • 3 Baths
  • 1,296 Sq Ft

  308 Peacon Ln, Key West, FL 33040

  Yes - not too good to be true or a misprint! Priced to sell for just $990,000 with this $400,000 price reduction. Rare 2 unit property in Old Town! Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was

  Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  308 Peacon Ln, Key West, FL 33040
• 

  

  /42

  $925,000 Sold Nov 18, 2024

  • 673 Sq Ft
  • $1374/SF
  • 206 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1923

  1015 Angela St, Key West, FL 33040

  Searching for Peace & Quiet, this is it ! Rustic Old Town 1920's Cottage. Upgraded over the years & extremely comfortable - ready for a new owner's vision & improvements. Corner of Catholic Lane & Angela Street being a narrow, one way pedestrian, golf cart & bicycle connect running along the KW Cemetery. An extremely quiet neighborhood with just occasional car traffic. Also a short walk to

  Raymond Capas Berkshire Hathaway HomeServices Knight & Gardner Realty

  1015 Angela St, Key West, FL 33040
• 

  /2

  Est $782,085 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 622 Sq Ft

  811 United St Unit 1, Key West, FL 33040

  811 United St Unit 1, Key West, FL 33040
• 

  

  /26

  $1,599,900

  • 5 Beds
  • 3 Baths
  • 2,007 Sq Ft

  1415 United St, Key West, FL 33040

  INVESTOR ALERT! Great opportunity to own a 3 unit building centrally located in Key West with off Street parking and plenty of room for a pool. The downstairs front unit is a 2BD/1BA, has an open floor plan with lots of windows allowing for plenty of natural light and a cute front porch. The upstairs unit is a 1BD/1BA and the rear third unit is another 2BD/1BA. The multi unit building sits on a

  Team Spottswood/Vazquez Truman & Co. (KW)

  1415 United St, Key West, FL 33040
• 

  

  /19

  $675,000 Sold Nov 13, 2024

  • 752 Sq Ft
  • $898/SF
  • 50 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1920

  906 Packer St, Key West, FL 33040

  Step back in time to the charming historic district of Key West, where this hidden gem awaits your personal touch. This enchanting property, rich in character and potential, is a true diamond in the rough, yearning to be restored to its former glory. With its unique blend of old-world charm and Key West flair, this rare find is the perfect opportunity for a visionary buyer to bring out its

  lee Sanders KeyIsle Realty

  906 Packer St, Key West, FL 33040
• 

  

  /26

  Est $1,632,697 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft

  1300 Virginia St, Key West, FL 33040

  1300 Virginia St, Key West, FL 33040
• 

  

  /24

  $5,900,000

  • 8 Beds
  • 11 Baths
  • 8,472 Sq Ft

  314 Simonton St, Key West, FL 33040

  Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  314 Simonton St, Key West, FL 33040
• 

  

  /24

  $1,160,000 Sold Nov 12, 2024

  • 1,326 Sq Ft
  • $875/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1913

  1120 Virginia St, Key West, FL 33040

  Extraordinary Real Estate Opportunity - Priced Below Market! Discover a rare gem in the heart of Old Town - a once-in-a-lifetime chance to own a classic Key West home on the (((largest lot in the area))). With soaring ceilings, a fresh water well, rare Dade county pine floors, walls, and a high and dry elevation, this property is a tropical oasis that's been held in the same family for three

  Gregg Powers Keller Williams Key West Compass Realty

  1120 Virginia St, Key West, FL 33040
• 

  

  /22

  Est $1,178,732 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  529 Margaret St, Key West, FL 33040

  529 Margaret St, Key West, FL 33040

Showing Results 281 - 320, Page 8 of 18