21

Key West, FL Condos for Sale under $1,000,000

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  • /52

    $889,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft

    2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040

    Now offered at $889,000, this 2-bedroom, 2-bath Key West beachfront condo sits ground-floor at Key West by the Sea, directly across from Smathers Beach, a rare setup that lets you walk to the sand without stairs, elevators, or commuting. At 1,221 square feet, the 3BR deeded layout lives comfortably open, with room to actually use the space rather than just pass through it. Dual-zone split A/C

    Agent Photo

    Natallie Liz

    Expert Realty LLC (HQ)

    2601 S Roosevelt Blvd Unit 103C, Key West, FL 33040
  • /12

    $735,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 745 Sq Ft

    906 Truman Ave Unit 1, Key West, FL 33040

    This performing vacation rental sold as shown is a beautiful property which exudes a sense of warmth and character from the moment you set eyes on it. As you approach the home, you are greeted by a picturesque facade that captures the essence of Key West architecture. The vibrant colors and tropical landscaping create a welcoming atmosphere that invites you to step inside and explore further.

    Agent Photo

    Darrin Smith

    Key West Luxury Real Estate Inc (KW)

    906 Truman Ave Unit 1, Key West, FL 33040
  • /29

    $950,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft

    1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040

    Improved $40,000 Lower Price for an Amazing Full Ocean View, Top Floor Unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panoramic view of the Atlantic Ocean and all the activity and fun of Smather's Beach. Ready for your improvements, the condo has a modern open floor plan, spacious master suite with a large walk in closet, and a private balcony to

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

    1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040
  • /26

    $868,000

    • 2 Beds
    • 2 Baths
    • 798 Sq Ft

    3625 Seaside Dr Unit 25410, Key West, FL 33040

    Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular

    Richard Haskins Buy The Keys

    3625 Seaside Dr Unit 25410, Key West, FL 33040
  • /27

    $865,000

    • 2 Beds
    • 1 Bath
    • 646 Sq Ft

    204 Southard St Unit 5, Key West, FL 33040

    Freshly relaunched and ready for its next chapter, this beautifully maintained 2-bedroom, 1-bath condo in Shipyard offers the Key West lifestyle everyone is looking for: easy living, a sought-after location, and true indoor-outdoor charm. Set on the second floor, the condo features two private balconies, one in front and one in back, perfect for enjoying tropical breezes, morning coffee, or a

    Stacy Stahl Realty ONE Group Destination

    204 Southard St Unit 5, Key West, FL 33040
  • /11

    $799,900

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

    1014 Truman Ave Unit 202, Key West, FL 33040

    1014 Truman Avenue - Modern Island Elegance in the Heart of Key West Welcome to a Key West retreat where modern design meets the island's laid-back charm. This immaculate two-bedroom, two-bath condominium has been masterfully remodeled with designer finishes, offering a home that's as stylish as it is functional. Step inside to a sunlit, open-concept living space where clean lines and bamboo

    Dominic Paolillo Jr. Truman & Co. (KW)

    1014 Truman Ave Unit 202, Key West, FL 33040
  • /21

    $859,000

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft

    927 Thomas St Unit 4, Key West, FL 33040

    Located in one of Key West's newer developments at The Captains House in Bahama Village, this second floor, single level condo blends crisp renovation with classic island style. Completed in 2023, the interiors pair hardwood and Spanish style tile flooring for an easy, low maintenance flow from living space to kitchen and bath. The kitchen is finished with quartz countertops, stainless steel

    Lori Langton Berkshire Hathaway HomeServices Knight & Gardner Realty

    927 Thomas St Unit 4, Key West, FL 33040
  • /24

    $939,000

    • 2 Beds
    • 1 Bath
    • 680 Sq Ft

    620 Thomas St Unit 186, Key West, FL 33040

    Located in the desirable Truman Annex Shipyard community, this beautifully updated first-floor condominium offers 2 bedrooms, 1 bath.The newly renovated kitchen features stainless steel appliances, granite countertops, and modern finishes, while the updated bath includes a stylish walk-in shower. A redesigned laundry area includes a new washer and dryer for added convenience.Step outside

    Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

    620 Thomas St Unit 186, Key West, FL 33040
  • /36

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,469 Sq Ft

    1800 Atlantic Blvd Unit 218B, Key West, FL 33040

    Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along

    Donna Pezzi Keller Williams Key West Compass Realty

    1800 Atlantic Blvd Unit 218B, Key West, FL 33040
  • /32

    $999,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    3841 N Roosevelt Blvd Unit 222, Key West, FL 33040

    Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 222, Key West, FL 33040
  • /36

    $819,000

    $92K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 415, Key West, FL 33040

    Experience the pinnacle of island sophistication with these beautifully appointed courtyard residences at the sought-after Beachside Condominiums in Key West. With two TRANSIENT RENTAL LICENSES, this turnkey property offers exceptional flexibility as a personal retreat, full-time residence, or lucrative vacation rental. WITH 50% SELLER FINANCING OFFERED = AN EXCEPTIONAL OPPORTUNITY! Thoughtfully

    Michelle Blades Realty Executives Florida Keys Old Town

    3841 N Roosevelt Blvd Unit 415, Key West, FL 33040
  • /36

    $899,000

    • 2 Beds
    • 2.5 Baths
    • 1,357 Sq Ft

    3841 N Roosevelt Blvd Unit 213, Key West, FL 33040

    Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 213, Key West, FL 33040
  • /33

    $760,000

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft

    1800 Atlantic Blvd Unit C223, Key West, FL 33040

    Substantial price improvement. Motivated seller. This well-maintained 2-bedroom condo has just hit the market and is truly priced to sell. Offered turnkey and newly furnished in 2017, the unit features a bright, inviting living space with a tiled main living area and two generously sized bedrooms. The primary suite includes its own ensuite bath for added comfort and privacy. A standout feature is

    Julia Besson Century 21 All Keys Inc (KW)

    1800 Atlantic Blvd Unit C223, Key West, FL 33040
  • /23

    $775,000

    $64K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 712 Sq Ft

    508 Louisa St Unit 3, Key West, FL 33040

    TRANSIENT LICENCE RECEIVERSHIP ZONE! 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

    Paul Brooks Compass Florida, LLC

    508 Louisa St Unit 3, Key West, FL 33040
  • /25

    $799,000

    • 1 Bed
    • 2 Baths
    • 814 Sq Ft

    3841 N Roosevelt Blvd Unit 121, Key West, FL 33040

    Welcome to 3841 North Roosevelt Blvd, Unit 121, the epitome of BEACHFRONT living at the Key West Beachside Resort and Residences. This stunning Gulf View, Waterfront corner suite invites you to live like you are on vacation every day. This is a rare to come on the market opportunity, as there are only three one-bedroom units on the entire property, and this beachfront location remains the most

    Karen Verri Ocean Sotheby's International Realty

    3841 N Roosevelt Blvd Unit 121, Key West, FL 33040
  • /33

    $839,000

    • 2 Beds
    • 2 Baths
    • 944 Sq Ft

    1124 Olivia St Unit 321, Key West, FL 33040

    *** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, lush tropical landscaping, and neighbors who actually know each other.Unit 321 sits on the second floor with vaulted ceilings, exposed beams, and an open layout that lives significantly larger than 944 sq ft. The kitchen and

    Juan Benitez Benitez Keller Williams Key West Compass Realty

    1124 Olivia St Unit 321, Key West, FL 33040
  • /33

    $800,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 648 Sq Ft

    906 Truman Ave Unit 2, Key West, FL 33040

    Old Town First floor 2 Bedroom, 2 Bath condo, pool side!. Great Old Town location, close to Restaurants, '' Walk on White' , Grocery store, and a short walk or bicycle ride to Duval street. This wonderful 2 bedroom, 2 bath condo is one of 4 units and is located steps from the shared pool. Unique to this condo is an outside covered area with a Grill, wet-bar, and seating, exclusively for use with

    Elaine Coyle Keller Williams Key West Compass Realty

    906 Truman Ave Unit 2, Key West, FL 33040
  • /17

    $725,000

    • 1 Bed
    • 1 Bath
    • 420 Sq Ft

    308 Margaret St Unit 3, Key West, FL 33040

    ''Seaport Sanctuary'' Located within the Land's End compound steps away from the Historic Key West Seaport and Harbor Walk. This 1 bedroom 1 bath conch cottage features an open floor plan with a storage loft, cathedral ceilings and hardwood floors. Nestled down a brick pathway across from the residents only heated pool. Professionally maintained landscaping surrounds this 6 freestanding conch

    Wendy Zintsmaster Truman & Co. (KW)

    308 Margaret St Unit 3, Key West, FL 33040
  • /37

    $995,000

    $204K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,261 Sq Ft

    1209 Truman Ave Unit 5, Key West, FL 33040

    This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den/office that could be an extra bedroom, in The Heart of Old Town Key West, with off-street parking. This amazing location comes with a a covered lanai, that will greet you each and every time you come home. Several sets of French Doors will lead you from your outdoor Oasis, that is a perfect Key West garden,

    Bobby Coe RE/MAX Keys Connection (KW)

    1209 Truman Ave Unit 5, Key West, FL 33040
  • /24

    $950,000

    $161K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 980 Sq Ft

    2601 S Roosevelt Blvd Unit 406, Key West, FL 33040

    Spectacular sunrise ocean views from this beautifully renovated Key West By The Sea condo on Smathers Beach. This 2-bedroom, 1.5-bath residence feels like new construction, featuring a fully remodeled kitchen with new appliances, updated bathrooms, new flooring throughout, dimmable lighting, new fans, and more. The Mitsubishi mini-split AC and heating system, upgraded electrical panel, water

    Moe Smyth Island Life Realty Experts

    2601 S Roosevelt Blvd Unit 406, Key West, FL 33040
  • /21

    $799,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft

    2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

    Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities

    Andrea Otava Last Key Realty, Inc (KW)

    2601 S Roosevelt Blvd Unit 304C, Key West, FL 33040

Condo Price Trends

Median Condo Price
$799,900
Median 1-Bedroom Condo Price
$562,500
Median 2-Bedroom Condo Price
$840,000
Median 3-Bedroom Condo Price
$942,000
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