4,457

Old Town Homes

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  • /24

    $980,000 Sold Feb 03, 2025

    • 975 Sq Ft
    • $1005/SF
    • 169 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    918 Southard St Unit 202, Key West, FL 33040

    Discover the charm of this immaculate condo in the coveted Southard Square, located in the heart of Old Town, Key West. This bright and airy unit features two bedrooms, two bathrooms, and is offered fully furnished. The open-concept living area features abundant natural light, new appliances, and continues to the private porch surrounded by foliage offering privacy with local views.Rest easy

    Michelle Blades Realty Executives Florida Keys Old Town

    918 Southard St Unit 202, Key West, FL 33040
    • /10

      Est $568,946 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 193 Sq Ft

      1016 Howe St Unit 1, Key West, FL 33040

      1016 Howe St Unit 1, Key West, FL 33040
  • /48

    $3,675,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 4 Baths
    • 2,438 Sq Ft

    1020 Southard St, Key West, FL 33040

    This stunning Gingerbread-style home seamlessly blends historic charm with modern luxury right in the heart of Old Town . A covered wraparound porch welcomes you into a bright, window-lined foyer, leading to an elegant living and dining area. Throughout, gorgeous pine floors and walls highlight the home's timeless character.The open gourmet kitchen, featuring high-end appliances, flows into the

    Terri Spottswood Truman & Co. (KW)

    1020 Southard St, Key West, FL 33040
  • /33

    $1,275,000 Sold Jan 31, 2025

    • 1,387 Sq Ft
    • $919/SF
    • 60 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1933

    104 Geraldine St, Key West, FL 33040

    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

    Terrance Sullivan Ocean Sotheby's International Realty

    104 Geraldine St, Key West, FL 33040
    • /24

      Est $772,282 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 642 Sq Ft

      313 Catherine St Unit 4, Key West, FL 33040

      313 Catherine St Unit 4, Key West, FL 33040
  • /88

    $7,495,000

    • 5 Beds
    • 7 Baths
    • 4,000 Sq Ft

    616 Eaton St, Key West, FL 33040

    Nestled in the heart of Key West's historic district, 616 Eaton Street is a testament to quality, timeless beauty, and refined living. This single-family residence was constructed in 1911 and painstakingly renovated and reimagined over the last few years culminating in 2024 with the spectacular like new home. Most hidden from the Street, it exudes classic Key West architecture blended with modern

    Terri Spottswood Truman & Co. (KW)

    616 Eaton St, Key West, FL 33040
  • /24

    $1,700,000 Sold Jan 17, 2025

    • 2,286 Sq Ft
    • $744/SF
    • 27 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2006

    1100 Williams Ln, Key West, FL 33040

    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

    Suzanne Moore Suzanne Moore Real Estate

    1100 Williams Ln, Key West, FL 33040
    • /2

      Est $772,105 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 625 Sq Ft

      1126 Olivia St Unit 625, Key West, FL 33040

      1126 Olivia St Unit 625, Key West, FL 33040
  • /43

    $2,900,000

    • 3 Beds
    • 3 Baths
    • 1,519 Sq Ft

    610 Griffin Ln, Key West, FL 33040

    Tucked away on a quiet lane in the heart of Old Town Key West, this one-of-a-kind compound blends island charm and character. Offering three distinct dwellings wrapped around a serene brick courtyard and heated cocktail pool, this property is a rare gem providing ultimate privacy while just steps from world-class dining, shopping, and entertainment.The main house is a light-filled updated

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    610 Griffin Ln, Key West, FL 33040
  • /17

    $467,500 Sold Jan 15, 2025

    • 412 Sq Ft
    • $1135/SF
    • 41 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1928

    416 Petronia St Unit 4, Key West, FL 33040

    Located on one of the most popular streets in Key West. This unit is all about the location! Walk to everything Key West. Located steps from the famous Blue Heaven and a 1/2 block from Duval Street. Updated interior, located in the back of the building, this unit is quiet and built like a bunker. Only 6 units in the building. Well kept and ready for it's new owner. New AC & tankless water heater.

    Michelle Howerton Brenda Donnelly Real Estate LLC

    416 Petronia St Unit 4, Key West, FL 33040
    • /23

      Est $1,148,387 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,039 Sq Ft

      1124 Olivia St Unit 311, Key West, FL 33040

      1124 Olivia St Unit 311, Key West, FL 33040
  • /43

    $2,800,000

    • 3 Beds
    • 3 Baths
    • 2,049 Sq Ft

    508 Grinnell St, Key West, FL 33040

    Traditional key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

    Marc Ulanowski Equestrian Sotheby's International Realty

    508 Grinnell St, Key West, FL 33040
  • /49

    $1,185,000 Sold Jan 08, 2025

    • 1,625 Sq Ft
    • $729/SF
    • 102 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1938

    1012 Whitehead St, Key West, FL 33040

    This residence is a beautifully appointed 2-bedroom, 2-bath exuding timeless charm & modern elegance in one of the most sought-after neighborhoods on the island. From the moment you enter through the private entrance, you'll be enchanted by the serene patio, a perfect spot for sipping your morning coffee or evening cocktail. This outdoor oasis provides is an ideal setting for intimate gatherings

    Jenna Blackwell Berkshire Hathaway HomeServices Knight & Gardner Realty

    1012 Whitehead St, Key West, FL 33040
    • /18

      Est $986,740 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 837 Sq Ft

      906 Frances St Unit B, Key West, FL 33040

      906 Frances St Unit B, Key West, FL 33040
  • /26

    $1,449,000

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    627 Whitehead St, Key West, FL 33040

    Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, it's perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features

    Kate Green Old Town Realty

    627 Whitehead St, Key West, FL 33040
  • /27

    $1,525,000 Sold Jan 07, 2025

    • 1,344 Sq Ft
    • $1135/SF
    • 170 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2019

    207 Virginia St, Key West, FL 33040

    Fantastic Old Town home located in the historic neighborhood of Bahama Village. Enjoy this downtown location in a worry free home built in 2019 boasting modern building codes, above flood & impact doors and windows. This home ticks many boxes with a heated pool, off Street parking for 2, 3 covered porches, luxurious finishes and furnishings included. The downstairs boasts an open concept floor

    Wendy Zintsmaster Truman & Co. (KW)

    207 Virginia St, Key West, FL 33040
    • /14

      Est $692,133 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 601 Sq Ft

      714 Elizabeth St Unit A, Key West, FL 33040

      714 Elizabeth St Unit A, Key West, FL 33040
  • /28

    $1,295,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 805 Sq Ft

    612 Mickens Ln, Key West, FL 33040

    Come check out the Magic on Mickens Lane!Nestled in the heart of Old Town Key West, 612 Mickens Lane offers a unique blend of historic charm and modern potential. This single-family home, built in 1901, encompasses 805 square feet of living space, featuring 2 bedrooms and 1.5 bathrooms, with a great outdoor entertaining area. The property is situated in the X-Flood Zone on a 2,250 square foot

    Bobby Coe RE/MAX Keys Connection (KW)

    612 Mickens Ln, Key West, FL 33040
  • /28

    $1,075,000 Sold Jan 03, 2025

    • 1,127 Sq Ft
    • $954/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    1022 Thomas St, Key West, FL 33040

    Discover a charming three-bedroom beach retreat in Key West, where laid-back island vibes meets modern convenience. Built with low-maintenance CBS construction, this home offers a blend of privacy and easy access to Key West's top spots. Step inside to find an open layout creating a comfortable space for lounging or hosting. Outside, a covered deck, complete with an outdoor shower, serves as the

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

    1022 Thomas St, Key West, FL 33040
    • /2

      Est $603,727 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 285 Sq Ft

      910 Simonton St Unit 3, Key West, FL 33040

      910 Simonton St Unit 3, Key West, FL 33040
  • /25

    $1,149,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    1210 Virginia St, Key West, FL 33040

    Currently this is a two-story duplex in the popular Bayview Park neighborhood in Old Town. It could be converted back to the original single-family home. There are a total of three bedrooms and 2.5 baths. As currently configured, the first floor has 2 bedrooms,1.5 baths and features 9.5-foot ceilings, doors with transom windows, and hardwood floors. French doors open to the rear yard and porch.

    The Behmke Group Keller Williams Key West Compass Realty

    1210 Virginia St, Key West, FL 33040
  • /18

    $950,000 Sold Jan 03, 2025

    • 654 Sq Ft
    • $1453/SF
    • 75 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1913

    903 Frances St, Key West, FL 33040

    Welcome to 903 Frances in the heart of Old Town, where the possibilities for enhancing and customizing this Key West retreat are virtually limitless. The owner's dedication shines through in the lush canopy of trees planted over the years. The trees provide complete privacy for the home, enveloping it in a serene sanctuary shielded from the outside world. The towering palms create several

    Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

    903 Frances St, Key West, FL 33040
    • /7

      Est $668,054 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 289 Sq Ft

      910 Simonton St Unit 2, Key West, FL 33040

      910 Simonton St Unit 2, Key West, FL 33040
  • /23

    $1,249,000

    • 3 Beds
    • 2 Baths
    • 1,109 Sq Ft

    709 Chapman Ln, Key West, FL 33040

    Located in the heart of historic Key West in the X Flood Zone (no flood insurance required), this beautifully renovated conch cottage offers a perfect blend of classic charm and modern comfort. Just three blocks from Duval Street and half a block from the Truman Annex, it sits in a quiet yet walkable neighborhood close to top attractions. This flexible two- or three-bedroom home features tall

    Terri Spottswood Truman & Co. (KW)

    709 Chapman Ln, Key West, FL 33040
  • /34

    $3,250,000 Sold Jan 02, 2025

    • 1,903 Sq Ft
    • $1708/SF
    • 14 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1983

    511 Frances St, Key West, FL 33040

    Welcome to 511 Frances St. offered at $3,395,000, this exquisite residence includes four bedrooms and three bathrooms with additional powder room in fourth bedroom adjacent to the outdoor shower.Located within the heart of Old Town, scoring a full 10 on the walkability scale, this single-story home offers a harmonious blend of layered and textured materials, complimented by sleek modern lines

    Suzanne Moore Suzanne Moore Real Estate

    511 Frances St, Key West, FL 33040
    • /20

      Est $1,041,639 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 970 Sq Ft

      818 Whitehead St Unit 6, Key West, FL 33040

      818 Whitehead St Unit 6, Key West, FL 33040
  • /45

    $2,250,000

    • 4 Beds
    • 8 Baths
    • 4,013 Sq Ft

    1028 Truman Ave, Key West, FL 33040

    Prime Mixed-Use Investment Opportunity in Key West!Built in 2021 to current building codes, this exceptional four-unit commercial and residential compound is a rare find in the heart of Key West. A perfect 1031 Exchange candidate, this versatile property includes two licensed townhouse residences and two licensed commercial units, offering excellent income potential and flexibility.The commercial

    Team Spottswood/Vazquez Truman & Co. (KW)

    1028 Truman Ave, Key West, FL 33040
  • /34

    $3,600,000 Sold Dec 31, 2024

    • 2,294 Sq Ft
    • $1569/SF
    • 234 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 1892

    329 William St, Key West, FL 33040

    Welcome to the Seaport Inn, where timeless island charm meets modern comfort in the heart of Old Town Key West. With six luxurious bedrooms, each boasting en suite bathrooms and kitchen facilities, this historic gem offers unparalleled convenience and privacy. Whether you seek a tranquil retreat or an investment opportunity, the Seaport Inn beckons with its unique features. Prime Location:

    Greg Gordon Island Home Realty Inc.

    329 William St, Key West, FL 33040
    • /21

      Est $983,141 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 852 Sq Ft

      120 Angela St Unit 202, Key West, FL 33040

      120 Angela St Unit 202, Key West, FL 33040
  • /21

    $1,100,000

    • 1 Bed
    • 1 Bath
    • 420 Sq Ft

    817 Terry Ln, Key West, FL 33040

    This idyllic Old Town Key West home offers an extraordinary location and super-coveted parking. Light, Bright and in move-in condition, this furnished, turn-key oasis works well as an exceptional rental property and/or second home. Your own Key West pied a terre. Outstanding features include vaulted wood ceilings, loft, wood floors, oak cabinets, and a private deck perfect for al fresco dining

    Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

    817 Terry Ln, Key West, FL 33040
  • /46

    $2,895,000 Sold Dec 30, 2024

    • 2,475 Sq Ft
    • $1170/SF
    • 186 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2005

    408 Grinnell St, Key West, FL 33040

    Perfectly situated in Old Town, this home is a true gem! Built in 2005 it's just two blocks from the Key West Seaport and all the vibrant shops, galleries, and dining spots. This 3 or 4 bedroom, 4 bath residence features handsome reclaimed pine floors and walls throughout, tall, coffered living room ceilings, cathedral ceilings with large wooden beams upstairs, 10-inch baseboards with corner

    Terri Spottswood Truman & Co. (KW)

    408 Grinnell St, Key West, FL 33040
    • /14

      Est $631,600 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 416 Sq Ft

      709 Emma St Unit 4, Key West, FL 33040

      709 Emma St Unit 4, Key West, FL 33040
  • /27

    $799,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    900 Thomas St, Key West, FL 33040

    Nestled in the ''X'' flood zone of Old Town Key West, this charming one level, two bedroom and one bathroom home offers the perfect blend of historic character and modern convenience. Featuring classic island architecture, the property boasts a spacious open floor plan, high ceilings, and beautiful hardwood floors throughout. Located mere steps from Key West's vibrant downtown, renowned

    Jimmy Lane Island Life Realty Experts

    900 Thomas St, Key West, FL 33040
  • /32

    $1,335,000 Sold Dec 30, 2024

    • 1,094 Sq Ft
    • $1220/SF
    • 214 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1938

    721 Love Ln, Key West, FL 33040

    It's 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 that's 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

    Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

    721 Love Ln, Key West, FL 33040
    • /11

      Est $642,606 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 416 Sq Ft

      709 Emma St Unit 3, Key West, FL 33040

      709 Emma St Unit 3, Key West, FL 33040
  • /57

    $2,600,000

    • 5 Beds
    • 3 Baths
    • 2,303 Sq Ft

    710 Ashe St Unit Front and Back, Key West, FL 33040

    Welcome to 710 Ashe Street, a masterfully restored 1889 Eyebrow home, where historic charm and contemporary comfort converge in one of Key West's most sought-after locations. This exceptional property, complete with a detached guest house, offers a versatile and elegant living experience--perfect for families, in-laws, or lucrative rental opportunities (rental figures available upon request). The

    Team Kaufelt Truman & Co. (KW)

    710 Ashe St Unit Front and Back, Key West, FL 33040
  • /9

    $750,000 Sold Dec 30, 2024

    • 1,007 Sq Ft
    • $745/SF
    • 362 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1928

    306 Truman Ave, Key West, FL 33040

    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.

    Ralph Sanchez Century 21 All Keys Inc (KW)

    306 Truman Ave, Key West, FL 33040
    • /2

      Est $950,937 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 751 Sq Ft

      918 Southard St Unit 104, Key West, FL 33040

      918 Southard St Unit 104, Key West, FL 33040
  • /26

    $999,000

    • 2 Beds
    • 1 Bath
    • 1,021 Sq Ft

    710 Ashe St Unit Rear, Key West, FL 33040

    Tucked away on one of the best streets in Old Town Key West, 710 Ashe Street Rear is a beautifully remodeled 2 bedroom, 1 bath residence offering the perfect balance of family living and an optional vacation rental opportunity. Upon entering, an expansive open floor plan invites you in, with the living, dining, and kitchen areas flow effortlessly into one another. Framed by four sets of French

    Team Kaufelt Truman & Co. (KW)

    710 Ashe St Unit Rear, Key West, FL 33040
  • /3

    $1,225,000 Sold Dec 19, 2024

    • 1,062 Sq Ft
    • $1153/SF
    • 382 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1892

    908 Windsor Ln, Key West, FL 33040

    Circa 1892, this charming Old Town Key West Hideaway checks the boxes! Two bedrooms and two baths, built in the X-Flood Zone, and with coveted off-street Parking! After a day on the water, It's a mere three-block stroll to the fanfare of Duval with its Fine Dining, Theatre, Live Music, Vibrant Nightlife, Galleries, Museums, and so very much more which, let's face it, made you fall in love with

    Roger Cousineau Keller Williams Key West Compass Realty

    908 Windsor Ln, Key West, FL 33040

Showing Results 241 - 280, Page 7 of 18

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