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Old Town Condos for Sale

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  • /32

    $1,650,000

    • 2 Beds
    • 3 Baths
    • 1,360 Sq Ft

    1209 Grinnell St Unit G, Key West, FL 33040

    Escape to your own tropical haven at 1209 Grinnell Street. Nestled in an exclusive, gated community this updated and meticulously maintained rare end unit townhouse is set in the coveted X-flood zone and boasts impact windows and doors, turn-key furnishings, and access to a newly resurfaced and tiled serene heated community pool. Recently enhanced with fresh paint inside and out, lush new

    Agent Photo

    Brenda Donnelly

    Brenda Donnelly Real Estate LLC

    (844) 471-3871

    1209 Grinnell St Unit G, Key West, FL 33040
  • /29

    $835,000

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    1014 Truman Ave Unit 3, Key West, FL 33040

    This stunning two-bedroom, two-bath condominium has just hit the market and is ready to wow you with its luxurious features and unbeatable location in the heart of Key West.Step inside to discover a beautifully remodeled interior boasting designer-grade finishes throughout. The spacious layout offers two full baths for added convenience, ensuring comfort and privacy for you and your guests.Enjoy

    Matthew Carlson Realty ONE Group Destination

    1014 Truman Ave Unit 3, Key West, FL 33040
  • /34

    $779,000

    • 1 Bed
    • 1 Bath
    • 622 Sq Ft

    811 United St Unit 3, Key West, FL 33040

    This is the perfect Key West pied-a-terre! This upstairs unit with vaulted ceilings and two balconies (1-covered; 1-private), catches the cool breezes and has marvelous evening and morning views from the upper balconies. Located just blocks from the southern beaches and the fine dining of upper Duval St, this 1/1 features vaulted ceilings, hardwood floors, assigned off-street parking, and 25% use

    Jeffrey Dunaway Key West Realty, LLC (KW)

    811 United St Unit 3, 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
  • /27

    $1,425,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 16, Key West, FL 33040

    Luxury Condo with Transient Nightly Rental in Key West now at exceptional Value. With a projection of $200,000 plus in revenue in 2025, this Investment offers an excellent return. In additional, the new owner will receive a $51,000 refurbishment bonus that will transfer at closing. Buyer can choose their own management company or choose to negotiate with the existing on-site company. All current

    Suzanne Moore Suzanne Moore Real Estate

    1401 Simonton St Unit 16, Key West, FL 33040
  • /28

    $875,000

    • 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. SORRY NO PETS ALLOWED!

    Letisia Powell Robert Slack LLC

    817 Eaton St Unit 1, Key West, FL 33040
  • /23

    $865,000

    • 2 Beds
    • 2 Baths
    • 712 Sq Ft

    508 Louisa St Unit 3, Key West, FL 33040

    Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience.Nestled in the heart of Key West, this condo boasts proximity to renowned attractions, vibrant restaurants, and the

    Paul Brooks Compass Florida, LLC

    508 Louisa St Unit 3, Key West, FL 33040
  • /33

    $2,000,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 14, Key West, FL 33040

    This second-floor luxury condo is ideally situated just one block from the beach and the iconic Southernmost Point, offering the perfect balance of vacation living and income potential. As a high-demand rental property with an impressive occupancy rate, it presents an excellent opportunity for a 1031 exchange, especially with on-site management ensuring seamless service for guests.The property's

    Graciela Lozano KeysLifestyle Real Estate (KW)

    1401 Simonton St Unit 14, Key West, FL 33040
  • /32

    $965,000

    • 2 Beds
    • 3 Baths
    • 907 Sq Ft

    1401 Simonton St Unit 20, Key West, FL 33040

    NEW PRICE! Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa Maria

    Bascom Grooms Bascom Grooms Real Estate (KW)

    1401 Simonton St Unit 20, Key West, FL 33040
  • /33

    $1,985,000

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    1011 Simonton St Unit 1, Key West, FL 33040

    Excellent opportunity whether looking for a private residence or an investment. This condo will not disappoint. Artfully renovated very spacious three story . Plenty of outside area including private courtyard with a heated pool. Walk out the front door and just steps away from Duval st. and everything Key West has to offer. This is maintenance free living while it gives the feeling of a

    Marc Ulanowski Equestrian Sotheby's International Realty Inc.

    1011 Simonton St Unit 1, Key West, FL 33040
  • /17

    $1,600,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 11, Key West, FL 33040

    Great opportunity to own a single level luxury two bedroom/two bath condo at the exclusive Santa Maria Resort in Old Town Key West. Just steps from Key West's vibrant downtown scene, this Santa Maria condo also has beach access PLUS a transient rental license with tons of income producing possibilities. This is resort living at its best with beautiful pool and grounds, off street parking and

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1401 Simonton St Unit 11, Key West, FL 33040
  • /15

    $575,000

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    712 Galveston Ln Unit 1, Key West, FL 33040

    Priced to sell with low condo fees, fully renovated Old Town luxury condo on Solares Hill, the city's highest point. Located 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 many Old Town restaurants and galleries at your doorstep. Boasting impact windows, off-street

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

    712 Galveston Ln Unit 1, Key West, FL 33040
  • /15

    $399,000

    • 1 Bed
    • 1 Bath
    • 308 Sq Ft

    1014 Varela St Unit 3, Key West, FL 33040

    Discover a unique opportunity to own a cozy 1-bedroom, 1-bath condominium ideally situated near vibrant downtown Key West, offering the perfect canvas for those with a vision to rejuvenate. While the property may need some TLC, its prime location allows for easy access to local shops, restaurants, and stunning beaches, making it an appealing option for both personal retreats and investment

    Letisia Powell Robert Slack LLC

    1014 Varela St Unit 3, Key West, FL 33040
  • /11

    $549,900

    • 1 Bed
    • 1 Bath
    • 368 Sq Ft

    1318 Duncan St Unit 3, Key West, FL 33040

    Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bedroom condo cottage overlooking the large communal pool is just one block to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart

    Rob Severin Rob Severin Real Estate Co

    1318 Duncan St Unit 3, Key West, FL 33040
  • /26

    $549,000

    • 1 Bed
    • 1 Bath
    • 365 Sq Ft

    904 Terry Ln Unit 4, Key West, FL 33040

    Ideal Island Retreat, this adorable, furnished 2nd floor condo has everything you need in order to fully enjoy Old Town KW living. A designated parking spot (golden asset!) on quiet Terry Lane, which is bordered by Whitehead, Thomas, Olivia Sts & Truman Ave, is steps away from famous Duval St, the Hemingway & Lighthouse, as well as iconic restaurants Blue Heaven & Moon Dog Cafe. The Community

    Andrea Weitz Island Life Realty Experts

    904 Terry Ln Unit 4, Key West, FL 33040
  • /19

    $763,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    617 Fleming St Unit 6, Key West, FL 33040

    You can't beat this location, it's superb! This delightful 1/1 condo in the coveted Campbell Courtyard has a well-documented rental history as a monthly vacation rental. Secure and private, the Campbell Courtyard is a long-established small association of only 9 units. The front porch looks out to the pool. Offered fully furnished, this is a must see!

    Tyler Caudell Key West Realty, LLC (KW)

    617 Fleming St Unit 6, Key West, FL 33040
  • /23

    $735,000

    • 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
  • /23

    $699,000

    • 1 Bed
    • 1 Bath
    • 599 Sq Ft

    651 William St Unit 1, Key West, FL 33040

    Ground floor 1b/1b condo features a 599sf interior that includes a loft, which basically makes this a two bedroom unit; which basically makes this the best priced condominium in Old Town Key West. Open floor plan is bright and airy. High ceilings. Renovated kitchen. French doors open to private courtyard to enjoy the indoor-outdoor living for which Key West is known. The great room opens to

    Barbara Bowers Preferred Properties (KW)

    651 William St Unit 1, Key West, FL 33040
  • /19

    $60,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    617 Front St Unit A54/Week 49, Key West, FL 33040

    UNIT AVAILABLE TO SEE DEC. 7TH-14TH. THIS IS A ONE WEEK TIMESHARE PROPERTY DEEDED FOR LIFE - Enjoy the Best Sunset Views from the Rooftop of This Building. Relax on the Large Balcony Facing the Water Where You Can Watch the Boats Coming and Going From Beautiful Key West. Unit Includes Everything You Could Ever Need to Enjoy One of the Best Vacation Destinations! Tastefully Furnished, Spacious

    Angela Cichorz-Epstein EXIT Realty of Naples

    617 Front St Unit A54/Week 49, Key West, FL 33040

About Old Town

Old Town in Key West is a historic neighborhood known for its distinctive conch-style homes, characterized by cozy front porches, wooden shutters, and intricate trim. Many of these homes, particularly in Bahama Village, date back to the 1800s and are built on raised platforms to improve air circulation and reduce mold and water damage. The area is in the X-flood zone, making it less flood-prone than other parts of Key West, though flood insurance and hurricane preparedness are recommended. Homeowners must maintain the original exterior of their properties, with renovations reviewed by the Historic Architectural Review Commission. Interiors, however, are often modernized with open floor plans and updated kitchens. The neighborhood is rich in cultural and culinary attractions, with numerous restaurants offering local specialties like conch fritters and Key lime pie. Notable dining spots include Old Town Tavern & Beer Garden, Blue Heaven, and Santiago’s Bodega. For things to do, residents can explore the Red Barn Theatre, Key West Theater, and Tropic Cinema, or visit the Key West Museum of Art & History. Fort Zachary Taylor Historic State Park and Truman Waterfront Park provide outdoor recreation options, including snorkeling, picnicking, and a weekly farmers market. Key West High School, which has a high rating, serves the area, and there are several private school options as well. The crime rate in Old Town is lower than the national average, contributing to its appeal for residents.

Home Trends in Old Town, FL

Home Trends

Median Price (12 Mo)
$1,317,500
Median Single Family Price
$1,695,000
Median Townhouse Price
$1,587,500
Median 2 Bedroom Price
$995,000
Median 1 Bedroom Price
$620,000
Average Price Per Sq Ft
$1,299
Number of Homes for Sale
119
Last 12 months Home Sales
238
Months of Supply
6.00
Median List Price
$1,600,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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