Mid Town Homes

• 

  

  

  /37

  $915,000 Sold Jun 20, 2025

  • 1,224 Sq Ft
  • $748/SF
  • 54 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  2513 Staples Ave, Key West, FL 33040

  TWO MORE DAYS ON THE MARKET UNTIL IT IS TAKEN OFF COMPLETELY! Get this high income producing, 100k per year with low expenses, fully renovated duplex in Midtown Key West. This property offers flexibility for use as a vacation home, primary residence, or investment opportunity with a HIGH ROI. This duplex is a proven income generator, with detailed financial records available. The property

  Everett Watkins Keller Williams Key West Compass Realty

  2513 Staples Ave, Key West, FL 33040
• 

  

  /2

  Est $1,399,507 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,146 Sq Ft

  1224 Flagler Ave, Key West, FL 33040

  1224 Flagler Ave, Key West, FL 33040
• 

  

  

  /5

  $1,079,000

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
• 

  

  

  /43

  $2,750,000 Sold Jun 19, 2025

  • 2,663 Sq Ft
  • $1,033/SF
  • 19 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1943

  1421 White St, Key West, FL 33040

  A Rare Key West Legacy ResidenceSteeped in the rich tapestry of Key West history, this Magnificent Eyebrow-Style Home - Originally built in the late 1800's stands as a timeless tribute to the Islands Architectural heritage.Perfectly poised on a large 9300 Sq Ft. corner lot, just 4 blocks from the sun-drenched sands of the Atlantic and steps from the Vibrant White St. Gallery District, this

  Suzanne Moore Suzanne Moore Real Estate

  1421 White St, Key West, FL 33040
• 

  

  /2

  Est $1,273,375 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,646 Sq Ft

  1416 Patricia St, Key West, FL 33040

  1416 Patricia St, Key West, FL 33040
• 

  

  /10

  $1,844,900

  • 9 Beds
  • 7 Baths
  • 3,687 Sq Ft

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
• 

  

  /21

  $680,000 Sold Jun 16, 2025

  • 1,196 Sq Ft
  • $569/SF
  • 23 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  2017 Fogarty Ave, Key West, FL 33040

  New Listing! Key West home on 50x100 lot in Midtown East. This home offers 2 bedrooms, 1 full bath with room to expand. Living room with hardwood floors opens the kitchen and flows to the spacious family room. Family room offers built-ins, storage, and doors to the private backyard. Primary bedroom is spacious and features a large closet. Workshop/shed for extra storage space. Central AC.

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2017 Fogarty Ave, Key West, FL 33040
• 

  /2

  Est $1,225,594 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,538 Sq Ft

  2310 Patterson Ave, Key West, FL 33040

  2310 Patterson Ave, Key West, FL 33040
• 

  

  /29

  $640,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040

  Discover resort-style living at Key West By The Sea! This ground-floor 1BR/1BA condo features a bright living space that opens to your private patio with pool views. The gated 8-acre community offers unbeatable amenities including two swimming pools (one heated), tennis courts, shuffleboard, a clubhouse, and tropical landscaped grounds. Perfectly located directly across from Smathers Beach, enjoy

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

  2601 S Roosevelt Blvd Unit 107 B, Key West, FL 33040
• 

  

  /4

  $675,000 Sold Jun 14, 2025

  • 960 Sq Ft
  • $703/SF
  • 0 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1984

  1901 S Roosevelt Blvd Unit 202, Key West, FL 33040

  for statistical purposes only

  Justyn Ewald Expert Realty LLC (HQ)

  1901 S Roosevelt Blvd Unit 202, Key West, FL 33040
• 

  

  /34

  Est $983,046 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft

  1915 Fogarty Ave, Key West, FL 33040

  1915 Fogarty Ave, Key West, FL 33040
• 

  

  /15

  $879,000

  • Land

  1920 Patterson Ave, Key West, FL 33040

  Primed and Cleared Vacant lot ready for a New build - Excellent Midtown Location with easy access to downtown, excellent schools and New Town Shopping and Restaurants.Property used to have a structure so this has been approved by the city to build a single family and the Build Back letter is available upon request.Concrete wall surrounds entire property.Utility City Easement to the rear.Container

  Suzanne Moore Suzanne Moore Real Estate

  1920 Patterson Ave, Key West, FL 33040
• 

  

  /29

  $265,000 Sold Jun 13, 2025

  • Land
  • 0 Acre

  • 75 Days On Market

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040

  RARE 20' WIDE LIVEABOARD SLIP IN THE HEART OF KEY WEST. LEASEHOLD SOLD TOGETHER WITH A RECENTLY INSPECTED WELL BUILT CUSTOM 18' X 34' 2 STORY FLOATING HOME WITH TWO WATER VIEW DECKS. FEATURES A SPACIOUS SECOND LEVEL BEDROOM SUITE AND A DOWNSTAIRS GUEST BEDROOM EN-SUITE AND A SPACIOUS FULLY EQUIPPED KITCHEN AND OPEN LIVING ROOM. LOW SLIP FEE OF ONLY $ 974 PER MONTH INCLUDES FREE PUMP OUT, 2

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040
• 

  

  /19

  Est $1,081,262 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 2,095 Sq Ft

  2523 Seidenberg Ave, Key West, FL 33040

  2523 Seidenberg Ave, Key West, FL 33040
• 

  

  /28

  $920,000

  • 3 Beds
  • 3 Baths
  • 1,446 Sq Ft

  2217 Harris Ave, Key West, FL 33040

  Located in the heart of Key West and only 2 miles from Duval Street, this home is move in ready! The property was previously owner-occupied, meticulously maintained, and recently updated. The kitchen boasts stainless steel appliances, a granite island with a breakfast bar, a wine fridge, double oven, and ample cabinet and preparation space. The spacious living room features crown molding. The

  Britannie Wesley Bascom Grooms Real Estate (KW)

  2217 Harris Ave, Key West, FL 33040
• 

  

  /22

  $782,320 Sold Jun 12, 2025

  • 1,129 Sq Ft
  • $693/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  2107 Staples Ave, Key West, FL 33040

  Centrally located in Midtown, this solid concrete block 3-bedroom home offers an inviting, spacious feel with high ceilings and classic terrazzo floors. Impact windows and doors. The open-concept living and dining area extends from the moment you enter the front door to the tropical backyard--a perfect setting to add a pool and create your own private Key West oasis!

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

  2107 Staples Ave, Key West, FL 33040
• 

  /2

  Est $1,231,744 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,751 Sq Ft

  2515 Staples Ave, Key West, FL 33040

  2515 Staples Ave, Key West, FL 33040
• 

  

  /22

  $625,000

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040

  New Listing! Key West By The Sea offers the quintessential beach condominium lifestyle. This gated community offers a diverse array of amenities, including swimming pools, shuffleboard, tennis courts, and meticulously landscaped tropical grounds. This move-in-ready TOP FLOOR unit has been meticulously upgraded and renovated, featuring: A contemporary kitchen with ample cabinetry, Stainless steel

  Bascom Grooms Bascom Grooms Real Estate (KW)

  2601 S Roosevelt Blvd Unit 319C, Key West, FL 33040
• 

  

  /31

  $800,250 Sold Jun 12, 2025

  • 1,386 Sq Ft
  • $577/SF
  • 138 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040

  This spacious 3-bedroom, 2-bath condo at La Brisa offers breathtaking views of the serene salt ponds, providing a tranquil retreat while still offering convenient access to both Old Town and New Town Key West.Step into resort-style living with amenities that cater to relaxation and recreation. Take a dip in the sparkling pool, unwind in the spa and sauna, or enjoy a friendly match on the tennis

  Justyn Ewald Expert Realty LLC (HQ)

  1901 S Roosevelt Blvd Unit 308N, Key West, FL 33040
• 

  

  /29

  Est $1,285,810 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,481 Sq Ft

  2318 Staples Ave, Key West, FL 33040

  2318 Staples Ave, Key West, FL 33040
• 

  

  /19

  $1,275,000

  • 6 Beds
  • 5 Baths
  • 2,102 Sq Ft

  2007 Flagler Ave, Key West, FL 33040

  Discover a smart investment opportunity and a relaxed lifestyle right in Key West's Midtown. This actively leased duplex is ideally located, just steps from Key West High School and close to beaches, restaurants and postcard-worthy sunsets. With two spacious units, the property generates a robust monthly income of $9000, totaling approximately $108,000 annually.Whether you're an investor looking

  Stephanie Wise Keller Williams Key West Compass Realty

  2007 Flagler Ave, Key West, FL 33040
• 

  

  /25

  $685,000 Sold Jun 10, 2025

  • 754 Sq Ft
  • $908/SF
  • 25 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040

  Experience the ultimate island lifestyle in this beautifully renovated, top-floor oceanfront condo at the sought-after Key West by the Sea. This unit directly faces the ocean, offering breathtaking views--perfect for relaxing on the balcony and watching the sunrise over the Atlantic.Every detail of this unit has been thoughtfully updated, blending modern comfort with coastal elegance. The

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

  2601 S Roosevelt Blvd Unit 603 A, Key West, FL 33040
• 

  

  /24

  Est $937,083 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,225 Sq Ft

  2210 Staples Ave, Key West, FL 33040

  2210 Staples Ave, Key West, FL 33040
• 

  

  /4

  $1,595,000

  • Land

  1220-1222 Seminary St, Key West, FL 33040

  Prime Cleared Lot in X Flood Zone, one of Key West Higher Elevations and surrounded by Multi Million dollar homes.Price includes Plans and Permits for a three Bedroom, three and half bath, single level home with lap pool and off street parking. Located in one of Key West's most coveted neighborhoods, with easy access to Old Town, Sandy Beaches, Casa Marina District and a wide selection of

  Suzanne Moore Suzanne Moore Real Estate

  1220-1222 Seminary St, Key West, FL 33040
• 

  

  /32

  $1,000,000 Sold Jun 09, 2025

  • 1,216 Sq Ft
  • $822/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  1606 United St, Key West, FL 33040

  ''La Petite Palma'' as it is so lovingly referred to by its owners. With it's Tropical European Vibe, this gorgeous 3/1.5 Single Family is hitting the market at incredible value of $995,000. Just over 1220 interior Sq Ft. on 5100 Sq Ft. lot, Located in the Mid-town Key West Neighborhood with excellent access to Beaches, White St. Gallery District, Bayview Park & a Short Bike Ride to Duval St.

  Suzanne Moore Suzanne Moore Real Estate

  1606 United St, Key West, FL 33040
• 

  /2

  Est $1,690,101 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,282 Sq Ft

  1700 Seminary St, Key West, FL 33040

  1700 Seminary St, Key West, FL 33040
• 

  

  /41

  $1,075,000 Open Sun 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1606 Flagler Ave, Key West, FL 33040

  Step into effortless living with this thoughtfully renovated, single-story gem just moments from the beach. This 2-bedroom, 2-bathroom home is a showcase of smart design, quality materials, and stylish finishes throughout.The sleek, contemporary kitchen features top-tier appliances, a mobile island for flexible entertaining, and a built-in beverage bar -- perfect for entertaining. Natural light

  Dustan Carpenter Berkshire Hathaway HomeServices Knight & Gardner Realty

  1606 Flagler Ave, Key West, FL 33040
• 

  

  /47

  $840,000 Sold May 23, 2025

  • 1,424 Sq Ft
  • $590/SF
  • 71 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  1800 Atlantic Blvd Unit 220C, Key West, FL 33040

  MOTIVATED SELLER! Seller willing to rent back from buyer 6k month! Experience the best of Key West living in this beautiful 2-bedroom, 2-bath condo located in the coveted 1800 Atlantic complex with private beach!! Wonderful location on 2nd floor with views of the ocean and lush gardens. Boasting a spacious unit with open floor plan. This unit is in great condition and features soaring high

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  1800 Atlantic Blvd Unit 220C, Key West, FL 33040
• 

  /2

  Est $3,762,147 Not Listed For Sale

  • 7 Beds
  • 6 Baths
  • 4,404 Sq Ft

  20 Hilton Haven Rd, Key West, FL 33040

  20 Hilton Haven Rd, Key West, FL 33040
• 

  

  /39

  $769,000

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  2429 Linda Ave, Key West, FL 33040

  Quaint single-family home on nice sized lot (over 7,300 sq ft), situated on quiet street in Midtown Key West. Has some mature palms & other trees that were transplanted to the lot. Three bedrooms, two full baths, den & kitchen under barrel tiled roof with some vaulted ceilings. CBS construction boosts airport project doors & windows (with panel shutters). Has attached, CBS laundry / utility room

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2429 Linda Ave, Key West, FL 33040
• 

  

  /86

  $2,685,000 Sold May 16, 2025

  • 4,037 Sq Ft
  • $665/SF
  • 69 Days On Market

  • 9 Beds
  • 9 Baths
  • Built 1958

  1519 Florida St, Key West, FL 33040

  PRICED TO SELL - This is a rare and exceptional opportunity!Land is at premium in Key West, and this expansive nearly 12,000 sq. ft. lot with not one but essentially 3 houses and room to grow, is an extraordinary find. Discover a balanced blend of Key West character, mid-century charm, and modern updates with this one-of-a-kind multi family compound. This property could not be more well designed

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  1519 Florida St, Key West, FL 33040
• 

  

  /10

  Est $645,545 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 507A, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 507A, Key West, FL 33040
• 

  

  /10

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft

  2433 Linda Ave, Key West, FL 33040

  Unique opportunity to acquire a larger than normal (over 9,900 sq ft), corner lot on quiet street in New Town KW. Most lots in this area are not this big. No open or expired building permits & no code violations. Being sold As-Is with no repair & no clean up. House not livable in current condition & probably should be demo'd. Do not ask to enter house. Looking for cash buyer, probably not

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  2433 Linda Ave, Key West, FL 33040
• 

  

  /28

  $812,000 Sold May 12, 2025

  • 1,028 Sq Ft
  • $790/SF
  • 16 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  2021 Harris Ave, Key West, FL 33040

  Welcome to 2021 Harries Avenue - your slice of paradise in the heart of Key West! This beautifully maintained home offers the perfect blend of island charm and modern comfort. From the moment you arrive, you'll notice the lush tropical landscaping and inviting curb appeal, but that's just the beginning.Step inside and be greeted by an open, airy living space filled with natural light. The layout

  Jimmy Lane Island Life Realty Experts

  2021 Harris Ave, Key West, FL 33040
• 

  

  /39

  Est $661,213 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 754 Sq Ft

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 407A, Key West, FL 33040
• 

  

  /10

  $4,300,000

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

  1314 Johnson St, Key West, FL 33040

  Step into sophisticated, maintenance-free living with this pristine newly-constructed home, where luxury, comfort, and design converge in perfect harmony. Spanning 3,400 square feet of interior living space and 2,892 square feet of outdoor decking, this gated residence offers an exceptional indoor-outdoor lifestyle. This thoughtfully designed turnkey home features four spacious bedrooms, each

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  1314 Johnson St, Key West, FL 33040
• 

  

  /36

  $900,000 Sold May 12, 2025

  • 1,222 Sq Ft
  • $736/SF
  • 87 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  2100 Patterson Ave, Key West, FL 33040

  PRICE IMPROVEMENT on this lovely 3bed/2 bath Key West home!Gorgeous, lushly landscaped corner lot in Midtown. 1 mile to historic district. 1 mile to beaches. Spacious front, back and side lawns and a stained, wood fence surround this strong, concrete home. Room for a pool! Off-street parking is ideally located in the rear of the property with a carport and there's abundant street parking at

  Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

  2100 Patterson Ave, Key West, FL 33040
• 

  

  /20

  Est $998,256 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  2601 S Roosevelt Blvd Unit 401, Key West, FL 33040

  2601 S Roosevelt Blvd Unit 401, Key West, FL 33040
• 

  

  /29

  $1,057,500

  • 3 Beds
  • 3 Baths
  • 1,596 Sq Ft

  1708 Duncan St, Key West, FL 33040

  Discover the epitome of island living in this fully renovated 3-bedroom, 3-bathroom home, ideally located in Midtown--the vibrant center of Key West. This stylish residence blends timeless charm with sleek, modern design, offering comfort, efficiency, and stunning outdoor amenities.Step inside to an open floor plan enhanced by impact doors and windows, a new metal roof, and abundant natural

  Melva Borley Sunshine State Realty Services

  1708 Duncan St, Key West, FL 33040
• 

  

  /29

  $1,390,000 Sold May 05, 2025

  • 1,099 Sq Ft
  • $1,265/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1995

  1901 S Roosevelt Blvd Unit 303S, Key West, FL 33040

  Oceanfront Elegance - Fully Renovated 2 Bed | 2 Bath Condo: Welcome to La Brisa South, where modern luxury meets coastal charm! This direct oceanfront view 3rd-floor condo has been fully renovated, with high-end finishes and premium upgrades, creating the ultimate seaside retreat.From the moment you step inside, breathtaking ocean views greet you, setting the stage for a light-filled open floor

  Elizabeth Chamberlain Truman & Co. (KW)

  1901 S Roosevelt Blvd Unit 303S, Key West, FL 33040

Showing Results 81 - 120, Page 3 of 18