4,457

Old Town Homes

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  • /6

    $500,000 Sold Sep 20, 2024

    • 726 Sq Ft
    • $689/SF
    • 35 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1938

    612 Petronia St Unit Rear, Key West, FL 33040

    Best priced single family home for sale in Old Town! Enjoy Key West living in the heart of the historic district and just 1.5 blocks from all the excitement of Duval St for only $594k. A new survey, floor plan of the existing home with measurements, and accessibility easement have been prepared to give you the all resources to start reimagining your pied-a-terre in the Southermost City. This

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

    612 Petronia St Unit Rear, Key West, FL 33040
    • /2

      Est $1,105,872 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,032 Sq Ft

      727 Windsor Ln, Key West, FL 33040

      727 Windsor Ln, Key West, FL 33040
  • /38

    $1,100,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,370 Sq Ft

    909 United St, Key West, FL 33040

    Reduced!! Tons of Space for the money! Under $465/foot. Great price per square foot! Main house has 2 bedrooms, 2.5 baths. Large rooms and great storage. Walk-in pantry in Kitchen. This is not a drive by and is very deceiving from the Street. Living, Dining and Kitchen have views of the pool and deck area. Guest house is a fully equip smaller home. Full Kitchen with normal size

    Stephen Hammond LoKation Real Estate

    909 United St, Key West, FL 33040
  • /43

    $915,000 Sold Sep 19, 2024

    • 860 Sq Ft
    • $1064/SF
    • 47 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1938

    409 Catherine St, Key West, FL 33040

    Steps away from Duval Street, perfectly located between Bahama Village and Old Town, this two bedroom two bath Gato Village cottage was completely rebuilt and tastefully remodeled in 2011. Hidden behind the thick tropical gardens and beautiful white lattice is a gracious entry and enclosed front porch. The living and dining room features 10 foot ceilings, lots of windows and a natural flow to the

    Mike Caron Keller Williams Key West Compass Realty

    409 Catherine St, Key West, FL 33040
    • /2

      Est $978,230 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 689 Sq Ft

      740 Amelia St, Key West, FL 33040

      740 Amelia St, Key West, FL 33040
  • /38

    $1,100,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,370 Sq Ft

    909 United St Unit 101, Key West, FL 33040

    Great price per square foot! Main house has 2 bedrooms and 2.5 baths. Large rooms with great storage. Walk-in Panty in Kitchen. This is not a drive by and very deceiving from the street.Living, Dining and Kitchen have views of the pool and deck area. Guest house is wonderful with soaring ceilings and a full kitchen,bath and laundry.Off street parking. Easy to see!

    Stephen Hammond LoKation Real Estate

    909 United St Unit 101, Key West, FL 33040
  • /22

    $1,485,000 Sold Sep 18, 2024

    • 796 Sq Ft
    • $1866/SF
    • 63 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1938

    628 Margaret St, Key West, FL 33040

    Welcome to 628 Margaret St. Stunning Key West Cottage Featuring the Winning Trifecta Combination of Ideal Old Town Location, Pool and off-street Parking. Scoring a Full 10 on the walkability score, this residence is the perfect Winter Getaway/Vacation rental with no Honey Do's, just relax and unwind.A Rare find of Concrete Construction, the owners lovingly restored the home with a complete

    Suzanne Moore Suzanne Moore Real Estate

    628 Margaret St, Key West, FL 33040
    • /2

      Est $516,972 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 413 Sq Ft

      1025 Whitehead St Unit B, Key West, FL 33040

      1025 Whitehead St Unit B, Key West, FL 33040
  • /41

    $879,100 Under Contract

    • 2 Beds
    • 1 Bath
    • 610 Sq Ft

    611 Grinnell St Unit 6, Key West, FL 33040

    Old Town Key West, welcome to this adorable 2 Bedroom, 1 Bath historic cottage Tucked away in one of the most enchanting neighborhoods, 611 Grinnell Street,Home #6, is full of warmth, charm, and island character. A true hidden gem, this 610 sq ft home is part of a small, peaceful compound just a short stroll to Duval Street and the Historic Seaport. Close to wonderful restaurants, live music,

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    611 Grinnell St Unit 6, Key West, FL 33040
  • /31

    $985,000 Sold Aug 30, 2024

    • 1,008 Sq Ft
    • $977/SF
    • 62 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1938

    526 Grinnell St, Key West, FL 33040

    Located on one of THE most desirable blocks in Old Town Key West. Experience the charm of Old Town Key West at it's finest. Located on Grinnell between Southard & Fleming Street, this classic conch cottage home is conveniently located to everything downtown. Walk to the nearby shops & restaurants, ride your bike to the Historic Seaport or the famed Mallory Square, and bask in the island vibe

    Sarah Bixby eXp Realty LLC

    526 Grinnell St, Key West, FL 33040
    • /12

      Est $612,218 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 849 Sq Ft

      1016 Watson Ln, Key West, FL 33040

      1016 Watson Ln, Key West, FL 33040
  • /23

    $799,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft

    1011 Howe St, Key West, FL 33040

    Nestled in the vibrant heart of Old Town Key West, this delightful cottage offers the ultimate blend of island charm and modern comfort--just a short stroll to Duval Street, top-tier restaurants, local art galleries, Fort Zachary Taylor Beach, and the Truman Waterfront. Thoughtfully designed and meticulously maintained, this tropical retreat is rich in custom details, from Ipe wood cabinetry and

    Keys Team Bryant and Kat Expert Realty LLC (HQ)

    1011 Howe St, Key West, FL 33040
  • /42

    $3,000,000 Sold Aug 30, 2024

    • 2,375 Sq Ft
    • $1263/SF
    • 214 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1933

    733 Love Ln, Key West, FL 33040

    Lots to Love on ' Love Lane' A True Historic Jewel Located in One of Key West's Beloved Lanes. Enjoy the peacefulness of Lane Living in one of the most sought After locations on the Island. Whether you are an avid Galley Lover, a Fine Dining Enthusiast or a devoted Music Fan, you will be a short stroll to it all! Scoring a Full 10 on the Walkability Scale, 733 Love Lane is one of those rare

    Suzanne Moore Suzanne Moore Real Estate

    733 Love Ln, Key West, FL 33040
    • /31

      Est $1,743,167 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,009 Sq Ft

      915 Cornish Ln, Key West, FL 33040

      915 Cornish Ln, Key West, FL 33040
  • /33

    $929,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1115 Varela St, Key West, FL 33040

    Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot

    Terry Garcia Keller Williams Key West Compass Realty

    1115 Varela St, Key West, FL 33040
  • /18

    $825,000 Sold Aug 30, 2024

    • 756 Sq Ft
    • $1091/SF
    • 377 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1918

    917 Center St, Key West, FL 33040

    X Flood Zone - Off Street parking - Back yard deep enough for pool - Only a half block from World Famous Duval St. - Need I say more? Quintessential conch cottage with cozy porch & mango tree in the front. Already has double gate in the white picket fence & concrete pad in front yard for off street parking. Deep back yard (over 65 Ft) affords room for outside living so you can enjoy the mild KW

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    917 Center St, Key West, FL 33040
    • /13

      Est $1,278,762 Not Listed For Sale

      • 1 Bed
      • 1.5 Baths
      • 790 Sq Ft

      821 Frances St, Key West, FL 33040

      821 Frances St, Key West, FL 33040
  • /47

    $1,450,000 Under Contract

    • 3 Beds
    • 4 Baths
    • 1,324 Sq Ft

    317 Virginia St, Key West, FL 33040

    Modern Elegance in the Heart of Old Town Key West - Fully Furnished & Move-In ReadyWelcome to 317 Virginia Street, a stunning two-story residence built in 2021, perfectly situated in the heart of Old Town Key West. Just a few blocks from iconic Duval Street and the Southernmost Point, this home offers the ultimate blend of luxury, comfort, and island living.Elevated above flood level and

    Monique Thiel Sunshine State Realty Services

    317 Virginia St, Key West, FL 33040
  • /6

    $799,000 Sold Aug 27, 2024

    • 775 Sq Ft
    • $1031/SF
    • 112 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1928

    1116 Truman Ave, Key West, FL 33040

    For the first time ever, step into the reimagined 1116 Truman Avenue condominiums! Located in the historic neighborhood of Old Town, this newly renovated building is well-sited in the X-Flood. Unit 1, located on the second floor of the front building, features 2 bedrooms and 1 bathroom, 775sf, with soaring vaulted ceilings, an open floor plan, kitchen, and its own private 2nd floor porch. With

    Team Kaufelt Truman & Co. (KW)

    1116 Truman Ave, Key West, FL 33040
    • /26

      Est $904,411 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 614 Sq Ft

      617 Fleming St Unit 2, Key West, FL 33040

      617 Fleming St Unit 2, Key West, FL 33040
  • /43

    $3,150,000 Under Contract

    • 3 Beds
    • 4 Baths
    • 2,697 Sq Ft

    149 Simonton St, Key West, FL 33040

    Old Town Villas at Key West is a luxurious gated development just 1 block off of Duval Street. This townhome has 3 bedrooms, 3.5 baths on 4 floors. A private elevator in each unit takes you from the 2 car garage to the rooftop terrace. Just under 2,700 SF of solid concrete construction accompanied with high end appliances, a large community pool & cabana area.

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    149 Simonton St, Key West, FL 33040
  • /11

    $785,000 Sold Aug 19, 2024

    • Land
    • 58 Days On Market

    951 Caroline St Unit 5, Key West, FL 33040

    This Conch Harbor boat slip is 45' long and accommodates a 50' vessel length overall. The slip also has a 19.5 beam with two finger piers, one on each side, for easy docking and loading. Commercial use is also an option, and the Bay bottom is deeded to the unit owner. Conch Harbor is the ideal choice when seeking Florida Keys marinas in Key West. Located in the historic seaport, the surroundings

    Tommy Mack Coastal Collection Real Estate Inc.

    951 Caroline St Unit 5, Key West, FL 33040
    • /23

      Est $993,970 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 852 Sq Ft

      120 Angela St Unit 101, Key West, FL 33040

      120 Angela St Unit 101, Key West, FL 33040
  • /21

    $1,350,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 2,019 Sq Ft

    1327 Duncan St, Key West, FL 33040

    Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house or build two new houses after your plans have gone through permitting process or possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3

    Barbara Crespo Keller Williams Key West Compass Realty

    1327 Duncan St, Key West, FL 33040
  • /20

    $710,000 Sold Aug 18, 2024

    • 817 Sq Ft
    • $869/SF
    • 77 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1969

    1334 Duncan St, Key West, FL 33040

    Welcome to your slice of paradise, nestled in the heart of Key West! This charming property offers the quintessential island lifestyle with its lush tropical surroundings and convenient location! Enjoy a low maintenance 2 bedroom home that exudes the coastal charm you are looking for.Step inside to discover a bright and airy living space, highlighted by the open living area and spacious kitchen

    Randal Longo Keys Realty Redefined LLC

    1334 Duncan St, Key West, FL 33040
    • /45

      Est $3,680,919 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,298 Sq Ft

      925 Fleming St, Key West, FL 33040

      925 Fleming St, Key West, FL 33040
  • /53

    $3,799,000 Under Contract

    • 6 Beds
    • 5 Baths
    • 3,171 Sq Ft

    407-415 Olivia St, Key West, FL 33040

    Situated directly across from the iconic Ernest Hemingway House, this exceptional family compound combines the rich history of Old Town Key West with modern luxury and island charm. From the famous six-toed cats that roam next door to the vibrant energy of Duval Street just steps away, this location is as legendary as it is convenient. Spanning two addresses at 407 and 415 Olivia Street, this

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    407-415 Olivia St, Key West, FL 33040
  • /28

    $1,904,000 Sold Aug 15, 2024

    • 1,729 Sq Ft
    • $1101/SF
    • 12 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    814 Eaton St, Key West, FL 33040

    Delightful home situated in the heart of Old Town with 2 off street parking spots. Super floor plan totaling 3bd/2ba with the primary bedroom private to the 2nd story. The spacious primary suite enjoys several storage options plus a bonus room currently set up as a small office or could easily convert to a walk in closet. Many upgrades throughout to include a new kitchen 2022, new impact doors

    Wendy Zintsmaster Truman & Co. (KW)

    814 Eaton St, Key West, FL 33040
    • /23

      Est $2,575,890 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,688 Sq Ft

      409 Grinnell St, Key West, FL 33040

      409 Grinnell St, Key West, FL 33040
  • /30

    $998,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,700 Sq Ft

    608 Roberts Ln, Key West, FL 33040

    OLD TOWN CONCH HOUSE on a lovely Lane tucked away but close to all of your favorite shops, cafes and Key West attractions! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the

    Bascom Grooms Bascom Grooms Real Estate (KW)

    608 Roberts Ln, Key West, FL 33040
  • /25

    $1,268,500 Sold Aug 08, 2024

    • 1,224 Sq Ft
    • $1036/SF
    • 70 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1933

    708 Windsor Ln, Key West, FL 33040

    OLD TOWN KEY WEST! Wonderful home on Windsor Lane! This pristine home has been owner occupied & updated. Classic Conch architecture in the heart of Old Town nestled in the desired Solares Hill area. A most inviting home offers a perfect front porch for your morning coffee, outdoor space on the rear deck for relaxing or entertaining. The main level features hardwood flooring, a spacious

    Bascom Grooms Bascom Grooms Real Estate (KW)

    708 Windsor Ln, Key West, FL 33040
    • /5

      Est $2,075,508 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,064 Sq Ft

      216 Eanes Ln, Key West, FL 33040

      216 Eanes Ln, Key West, FL 33040
  • /57

    $2,000,000 Under Contract

    • 4 Beds
    • 5 Baths
    • 2,080 Sq Ft

    704 Caroline St, Key West, FL 33040

    Triplex investment property! Prime location only 1 block from the historic Key West seaport and 2 blocks from Duval St. The downstairs offers 2 units which include a 1/1 with kitchenette and a 1/1 with full kitchen. Enjoy the front porch facing Caroline St. or spend a lazy afternoon lounging by the dip pool in the backyard. Ascend the gorgeous wooden staircase to the upstairs unit which

    LaReta Morrison eXp Realty LLC

    704 Caroline St, Key West, FL 33040
  • /46

    $1,915,000 Sold Aug 05, 2024

    • 1,676 Sq Ft
    • $1143/SF
    • 349 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1933

    624 Louisa St, Key West, FL 33040

    Exquisite Old Town Conch Cottage in an Exceptional Location! Situated within the highly desirable X-Flood Zone, boasting ultimate walkable lifestyle just steps away from Duval Street, Southernmost beach, galleries, shops & fine restaurants . As you enter through the picket fence, you'll be greeted by a lush tropical garden and a brick driveway. Relax on the covered entry porch and soak in the

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    624 Louisa St, Key West, FL 33040
    • /23

      Est $1,555,999 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,383 Sq Ft

      805 Virginia St, Key West, FL 33040

      805 Virginia St, Key West, FL 33040
  • /10

    $749,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    304 Amelia St, Key West, FL 33040

    Location! Location! in the Bahama Village district of Old Town Key West this property offers a wonderful opportunity to be renovated. This 3 bed 1 bath home sits on a 1996 square foot lot near shops, restaurants and the community pool. This is an historic contributing property allowing you to bring it back to life while maintaining its rich history and adding your touches. Whether you are

    Marilyn Wilbarger Berkshire Hathaway HomeServices Knight & Gardner Realty

    304 Amelia St, Key West, FL 33040
  • /32

    $4,900,000 Sold Aug 01, 2024

    • 3,361 Sq Ft
    • $1458/SF
    • 482 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 2003

    210 Elizabeth St, Key West, FL 33040

    This magnificent Historic Seaport Harbor compound is located just across the street from the waterfront boardwalk. Totaling 6 bedrooms and 6 1/2 bathrooms throughout two wonderful structures, this property is laid out with attention to every detail. The large 8,370 Sq. Ft. lot is spread from Elizabeth Street around to Dey Street. The many porches and decks, rooftop patios, balconies and

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    210 Elizabeth St, Key West, FL 33040
    • /25

      Est $1,363,000 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,105 Sq Ft

      311 Amelia St, Key West, FL 33040

      311 Amelia St, Key West, FL 33040
  • /24

    $935,000 Sold Jul 31, 2024

    • 1,040 Sq Ft
    • $899/SF
    • 21 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1964

    824 Baptist Ln, Key West, FL 33040

    Old Town Key West lane living with off street parking and room for a pool. Tucked away at the end of Baptist Lane, this 3 bedroom CBS home has been lovingly maintained and is ready to make your own. This is one of the most coveted locations in Old Town, just two blocks to the Truman Waterfront and Fort Zachary Taylor Beach and 3 blocks to Duval St. There is already room for a second bathroom as

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

    824 Baptist Ln, Key West, FL 33040
    • /3

      Est $1,369,941 Not Listed For Sale

      • 1 Bed

      419 Grinnell St, Key West, FL 33040

      419 Grinnell St, Key West, FL 33040

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