Old Town Homes

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  /39

  $1,895,900

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  1121 Whitehead St, Key West, FL 33040

  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 chef's dream, featuring stainless

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  1121 Whitehead St, Key West, FL 33040
• 

  

  

  /4

  $800,000 Sold May 19, 2025

  • 2,050 Sq Ft
  • $390/SF
  • 401 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1939

  1304 Elizabeth St, Key West, FL 33040

  SELLER FINANCING NOW AVAILABLE!Attention developers and investors:Located just 2 blocks from the beach on a quiet one-way street, 1304 Elizabeth Street presents a rare opportunity for those looking to build in Key West's beloved Casa Marina District. This is currently a legal three-unit property in the X flood zone. Additionally, the neighboring property is also available for

  Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

  1304 Elizabeth St, Key West, FL 33040
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  /2

  Est $694,927 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  712 Galveston Ln Unit 4, Key West, FL 33040

  712 Galveston Ln Unit 4, Key West, FL 33040
• 

  

  

  /21

  $899,000

  • 3 Beds
  • 3 Baths
  • 1,216 Sq Ft

  1207 William St Unit 3, Key West, FL 33040

  Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access! There is a door in the hallway that can be closed to separate the front and back of the house

  Sarah Bixby eXp Realty LLC

  1207 William St Unit 3, Key West, FL 33040
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  /24

  $1,950,000 Sold May 15, 2025

  • 1,128 Sq Ft
  • $1729/SF
  • 274 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  415 Amelia St, Key West, FL 33040

  This charming two-story Old Town cottage in Key West is ideally located just a half block off of Duval Street. The interior was beautifully renovated throughout with new floors, updated kitchen and impact windows & doors. The first floor includes a master bedroom with French doors leading out to an in-ground swimming pool. Upstairs, a loft provides a spacious guest bedroom. Overlooking the large

  Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

  415 Amelia St, Key West, FL 33040
• 

  

  /19

  Est $1,468,844 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 646 Sq Ft

  615 Duval St Unit 1, Key West, FL 33040

  615 Duval St Unit 1, Key West, FL 33040
• 

  

  /44

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 1,284 Sq Ft

  1211 Knowles Ln, Key West, FL 33040

  Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax

  Emily Lombard Ocean Sotheby's International Realty

  1211 Knowles Ln, Key West, FL 33040
• 

  

  /22

  $555,000 Sold May 14, 2025

  • 340 Sq Ft
  • $1632/SF
  • 32 Days On Market

  • 1 Bath
  • Built 1992

  1126 Olivia St Unit 412, Key West, FL 33040

  Tucked away in the lush, gated grounds of Lionsgate Condominium, this charming studio offers a private escape designed for effortless living. Winding brick pathways lead you through the beautifully landscaped property to a secluded oasis at the rear--just steps from the large, heated pool and tranquil outdoor spaces. An awning extends off your back door, providing the perfect space to relax and

  Paige Bethel Island Home Realty Inc.

  1126 Olivia St Unit 412, Key West, FL 33040
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  /12

  Est $2,383,469 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,360 Sq Ft

  10 Lowe Ln, Key West, FL 33040

  10 Lowe Ln, Key West, FL 33040
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  /33

  $1,799,900

  • 3 Beds
  • 4 Baths
  • 1,572 Sq Ft

  908 Catherine St, Key West, FL 33040

  Essentially a Brand-New Home at an Unbeatable Price Per Square Foot!Nestled in the coveted X flood zone, this historic Key West gem has been completely reimagined from the inside out. With all-new plumbing, electrical, roof, and impact-resistant windows, this property offers the charm of the past with the peace of mind of modern construction.Step beyond the charming Caribbean gate and into a

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  908 Catherine St, Key West, FL 33040
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  /15

  $570,000 Sold May 08, 2025

  • 380 Sq Ft
  • $1500/SF
  • 64 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1935

  1118 Curry Ln Unit 101, Key West, FL 33040

  Move in ready! This quaint, well maintained, Key West cottage on secluded Curry Lane in Old Town has an ideal location: just a stroll away from fine restaurants, the historic marina, popular attractions and bike lanes to and from Duval Street and Zachary Taylor State Park. The interior includes a bedroom, living room and updated kitchen and bathroom. Outside a new rear deck leads to a lush

  Holly Burger RE/MAX Keys Connection (KW)

  1118 Curry Ln Unit 101, Key West, FL 33040
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  /52

  Est $3,423,840 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,763 Sq Ft

  405 South St, Key West, FL 33040

  405 South St, Key West, FL 33040
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  /28

  $1,650,000

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  819 Elizabeth St, Key West, FL 33040

  Welcome to Casa Bella Petite le Bleu., an architectural gem in the heart of Old Town Key West, honored with a prestigious Ceramic Star for historic preservation. Nestled in the desirable X-Flood Zone, this home blends timeless charm with contemporary upgrades, off street parking and a private pool making it the perfect tropical retreat. From the moment you arrive, the classic front porch invites

  Paige Bethel Island Home Realty Inc.

  819 Elizabeth St, Key West, FL 33040
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  /36

  $2,750,000 Sold May 08, 2025

  • 1,415 Sq Ft
  • $1943/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1870

  522 Margaret St, Key West, FL 33040

  Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood.Upon entering, you're greeted by a bright and inviting family room bathed in natural light--an ideal space for intimate

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  522 Margaret St, Key West, FL 33040
• 

  

  /57

  Est $3,915,530 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  1303 Whitehead St, Key West, FL 33040

  1303 Whitehead St, Key West, FL 33040
• 

  

  /45

  $1,699,000

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  626 Margaret St, Key West, FL 33040

  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

  Shad Knapp Beach Club Brokers (KW)

  626 Margaret St, Key West, FL 33040
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  /5

  $1,400,000 Sold May 08, 2025

  • 1,139 Sq Ft
  • $1229/SF
  • 161 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  904 Olivia St, Key West, FL 33040

  ***NOW PRICED BELOW APPRAISAL VALUE****Welcome to this Turn Key, Smart Conch House at 904 Olivia Street, property that blends cutting-edge technology and design while retaining the rich charm of Key West's historic essence. Fully renovated from the ground up and finished in 2019, this home is meticulously maintained by the current owners. 904 Olivia is a 2-bedroom, 2-bathroom residence boasts

  Bobby Coe RE/MAX Keys Connection (KW)

  904 Olivia St, Key West, FL 33040
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  /30

  Est $1,450,040 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,748 Sq Ft

  1212 Pearl St, Key West, FL 33040

  1212 Pearl St, Key West, FL 33040
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  /60

  $1,800,000

  • 4 Beds
  • 3 Baths
  • 1,943 Sq Ft

  408 William St, Key West, FL 33040

  Freshly renovated throughout and nestled on one of Old Town's most coveted streets, you'll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in

  Terri Spottswood Truman & Co. (KW)

  408 William St, Key West, FL 33040
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  /34

  $2,025,000 Sold May 01, 2025

  • 1,617 Sq Ft
  • $1252/SF
  • 67 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  1328 Duncan St, Key West, FL 33040

  A true Historic Gem, meticulously restored to its former glory with a complete, ground-up revitalization. Every detail has been thoughtfully preserved and reimagined, blending timeless character with modern craftsmanship to create a stunning masterpiece that honors the past while embracing the future.Experience the ease and elegance of one-level living in this Island Inspired Retreat. This

  Suzanne Moore Suzanne Moore Real Estate

  1328 Duncan St, Key West, FL 33040
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  /41

  Est $1,761,739 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft

  1215 Duncan St, Key West, FL 33040

  1215 Duncan St, Key West, FL 33040
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  /32

  $1,680,000

  • 3 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1211 Catherine St, Key West, FL 33040

  This charming historic home is located just steps off vibrant White St and close to the beach, tennis courts, pickle ball and a short walk to famous Duval St. It's close to the action but in a tranquil area of the White St District.This property has many great features such as 10ft high ceilings through out the entire home, abundance of large windows, open floor plan with spacious living area,

  Haydee Stewart Bascom Grooms Real Estate (KW)

  1211 Catherine St, Key West, FL 33040
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  /61

  $2,995,000 Sold May 01, 2025

  • 2,446 Sq Ft
  • $1224/SF
  • 44 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1924

  322 Elizabeth St, Key West, FL 33040

  Historic Classic Revival Home in the Heart of Old Town Key WestNestled in the charming heart of Old Town, this stunning Classic Revival home, built in 1890 by the esteemed ship captain Benjamin Saunders, has been beautifully restored in the past two years, blending historic elegance with modern comforts. Situated just two blocks from the vibrant Duval Street and within close proximity to the

  Daniel Skahen Preferred Properties (KW)

  322 Elizabeth St, Key West, FL 33040
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  /26

  Est $1,307,352 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  1314 Virginia St, Key West, FL 33040

  1314 Virginia St, Key West, FL 33040
• 

  

  /39

  $1,600,000

  • 3 Beds
  • 3 Baths
  • 1,897 Sq Ft

  1033 Catherine St, Key West, FL 33040

  RECENTLY REDUCED - PRICED TO SELL!!! Step into Key West history at the Kali Zoi House, a well-maintained gem nestled in lush tropical surroundings in Old Town. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything- Duval Street, beaches, shopping, & entertainment, this home offers unbeatable

  Madeleine Lowe Expert Realty LLC (HQ)

  1033 Catherine St, Key West, FL 33040
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  /72

  $900,000 Sold Apr 30, 2025

  • 1,323 Sq Ft
  • $680/SF
  • 95 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1938

  618 Ashe St, Key West, FL 33040

  This unique property is a rare multi unit in the heart of historic Old Town Key West. The charming front area has a wide porch nestled behind tropical foliage on a quiet street. An outside staircase on the left leads up to a cozy space on the second floor, with a treetop view of a mango tree. A walkway on the right leads to the secluded rear space, with three doors opening to a wrap-around deck

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  618 Ashe St, Key West, FL 33040
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  /2

  Est $2,223,317 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,150 Sq Ft

  1209 Packer St, Key West, FL 33040

  1209 Packer St, Key West, FL 33040
• 

  

  /23

  $699,000

  • 2 Beds
  • 1 Bath
  • 643 Sq Ft

  409 Margaret St Unit 202 / B, Key West, FL 33040

  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.

  Elaine Coyle Keller Williams Key West Compass Realty

  409 Margaret St Unit 202 / B, Key West, FL 33040
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  /39

  $1,250,000 Sold Apr 30, 2025

  • 1,185 Sq Ft
  • $1055/SF
  • 114 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1933

  526 William St Unit 1, Key West, FL 33040

  TIME TO MAKE AN OFFER! Motivated seller must part with this beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features you'd expect from a pedigreed Key West house -- Dade County Pine, crown molding, high ceilings,

  Heather Carruthers Berkshire Hathaway HomeServices Knight & Gardner Realty

  526 William St Unit 1, Key West, FL 33040
• 

  /2

  Est $1,169,924 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,148 Sq Ft

  1104 Grinnell St, Key West, FL 33040

  1104 Grinnell St, Key West, FL 33040
• 

  

  /28

  $850,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  817 Eaton St Unit 1, Key West, FL 33040

  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.

  Letisia Powell Robert Slack LLC

  817 Eaton St Unit 1, Key West, FL 33040
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  /29

  $3,000,000 Sold Apr 29, 2025

  • 2,139 Sq Ft
  • $1403/SF
  • 0 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1940

  618 Grinnell St, Key West, FL 33040

  Introducing this beautifully renovated Eyebrow home, Winner of the Ceramic Star Award from the Historic FL Keys Foundation. An Old Town treasure that carries an inviting ambiance, instantly making you feel at ease. Lush landscaping and exterior lighting enhance the home's charming exterior. Step inside the foyer, where you'll find the library on your right - A private and adaptable space with

  Key West Luxury Finders Preferred Properties (KW)

  618 Grinnell St, Key West, FL 33040
• 

  

  /24

  Est $986,115 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  1015 Packer St, Key West, FL 33040

  1015 Packer St, Key West, FL 33040
• 

  

  /45

  $1,925,000

  • 3 Beds
  • 3 Baths
  • 1,845 Sq Ft

  400 White St, Key West, FL 33040

  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

  Emily Lombard Ocean Sotheby's International Realty

  400 White St, Key West, FL 33040
• 

  

  /23

  $1,125,000 Sold Apr 28, 2025

  • 1,374 Sq Ft
  • $819/SF
  • 128 Days On Market

  • Built 1923

  827 Baptist Ln, Key West, FL 33040

  Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the

  Sean Farrer Coldwell Banker Schmitt Real E

  827 Baptist Ln, Key West, FL 33040
• 

  

  /41

  Est $3,681,915 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 3,360 Sq Ft

  1009 Windsor Ln, Key West, FL 33040

  1009 Windsor Ln, Key West, FL 33040
• 

  

  /42

  $1,700,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  923 Eaton St, Key West, FL 33040

  Price just reduced--arguably the best value in Old Town. Welcome to 923 Eaton Street, where Old Town charm meets laid-back island living. Just steps from the Historic Seaport and a short stroll to Duval, this beautifully updated home blends classic Key West architecture with modern comfort--and you can walk everywhere. Inside, original Dade County Pine, hardwood floors, and a renovated kitchen

  Kelli Johannesen American Caribbean Real Estate, Christie's International Real Estate

  923 Eaton St, Key West, FL 33040
• 

  

  /26

  $1,125,000 Sold Apr 28, 2025

  • 1,374 Sq Ft
  • $819/SF
  • 117 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1923

  827 Baptist Ln Unit 1 and 2, Key West, FL 33040

  Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the

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

  827 Baptist Ln Unit 1 and 2, Key West, FL 33040
• 

  

  /23

  Est $1,534,415 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 1,736 Sq Ft

  800 Catherine St, Key West, FL 33040

  800 Catherine St, Key West, FL 33040
• 

  

  /8

  $699,000

  • 2 Beds
  • 2 Baths
  • 896 Sq Ft

  808 Virginia St Unit 5, Key West, FL 33040

  Here's a 2 bedroom/1.5 bath townhouse in historic old town Key West. Convenient to everything Key West has to offer. Only 6 units in the compound. Brand new shared pool on site in progress. Located in the X flood zone. Many recent upgrades including new central A/C in 2022. Renovated kitchen with cabinets and all appliances including washer & dryer..Deeded parking space # 5 and 1/6 interest in

  Michelle Kirby RE/MAX Keys Connection (KW)

  808 Virginia St Unit 5, Key West, FL 33040

Showing Results 81 - 120, Page 3 of 18