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Condos for Sale in Key West, FL with 2-Bedrooms

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  • /62

    $37,500

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit B-24 Week 45, Key West, FL 33040

    Experience deeded ownership of the same week each year (Week 45) at the highly desirable Galleon Resort. This timeshare offers a fantastic location and some of the most spectacular sunsets in Key West.Filled with light, the unit features a private balcony overlooking the resort pool and waterfront. Enjoy views of passing sails and evening cruises, along with warm Gulf breezes and live

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit B-24 Week 45, Key West, FL 33040
  • /59

    $26,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await you from this desirable PENTHOUSE, top-floor end-unit deeded Timeshare week 37! Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café.Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /12

    $729,000

    • 2 Beds
    • 1 Bath
    • 745 Sq Ft

    906 Truman Ave Unit 1, Key West, FL 33040

    This performing vacation rental sold as shown is an excellent 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
  • /41

    $849,900

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    1901 S Roosevelt Blvd Unit 104, Key West, FL 33040

    Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and

    Agent Photo

    Terrance Sullivan

    Saltwater Real Estate Florida Keys, Inc

    1901 S Roosevelt Blvd Unit 104, Key West, FL 33040
  • /29

    $890,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft

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

    Major price improvement for an amazing full ocean view penthouse 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 enjoy the

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

    1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040
  • /27

    $26,900

    $3K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit D42/42 Swing Float, Key West, FL 33040

    Own one week in Key West Every Year! DEEDED ANNUAL TIMESHARE! Similar to fractional ownership, here is your chance to own ONE WEEK PER YEAR in Key West for life! Enjoy 7 nights PER YEAR in a large 2bd, 2ba condo at the Galleon Resort in Key West! Sleeps up to 6 adults. This SWING FLOAT week is deeded as D42/42 but it excludes Fantasy Fest or Boat race weeks. This unit typically Floats to the 2nd

    Mary Bradford LIST FOR LESS, LLC

    617 Front St Unit D42/42 Swing Float, Key West, FL 33040
  • /35

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    32 Hilton Haven Rd Unit 5, Key West, FL 33040

    Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating

    Jenna Stauffer Ocean Sotheby's International Realty

    32 Hilton Haven Rd Unit 5, Key West, FL 33040
  • /25

    $575,000

    • 2 Beds
    • 1 Bath
    • 501 Sq Ft

    1332 Seminary St Unit 103, Key West, FL 33040

    Charming Key West living in a fantastic central location! This inviting end-unit condo offers an easy, low-maintenance opportunity to own a piece of the island, whether you're looking for a full-time residence, Key West getaway, or investment property. The bright interior features tile floors, granite countertops, central A/C and a functional kitchen, while the fenced outdoor space adds a rare

    Jenna Stauffer Ocean Sotheby's International Realty

    1332 Seminary St Unit 103, Key West, FL 33040
  • /17

    $499,000

    • 2 Beds
    • 2 Baths
    • 806 Sq Ft

    3930 S Roosevelt Blvd Unit W314, Key West, FL 33040

    This bright, private 2BR/2BA corner unit sits at the end of the west wing, with an extra window that fills the space with light and only one shared wall for real quiet. This unit comes with covered parking. The kitchen is outfitted with stainless steel appliances, and a full-size washer and dryer means laundry day never means leaving home. A covered parking space (#122) comes with the

    Juan Benitez Benitez Keller Williams Key West Compass Realty

    3930 S Roosevelt Blvd Unit W314, Key West, FL 33040
  • /38

    $1,175,000

    Open Sat 10AM - 12PM $224K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    617 Fleming St Unit 4, Key West, FL 33040

    Elegant, peaceful and turn-key, this light-filled, Old Town condo is just one block to Duval Street! This home shines with 23 windows on two levels and relaxes with its easy, breezy, tropical vibe, landscaped grounds and pool. Turn-key, renovated and furnished, this condo resides in the historic Campbell Building on Fleming Street, one of Old Town's most coveted. Enjoy a gorgeous interior with

    Dawn Gonet Berkshire Hathaway HomeServices Knight & Gardner Realty

    617 Fleming St Unit 4, 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,

    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
  • /15

    $365,000

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    3312 Northside Dr Unit 504, Key West, FL 33040

    NEW LISTING! The Santa Clara condominium in Key West offers gated access, pool, tennis court, and parking. This fifth-floor unit has been recently renovated, featuring new flooring and an updated kitchen with beautiful countertops and stainless-steel appliances. Both bedrooms are generously sized, with the primary bedroom featuring a spacious walk-in closet. You can enjoy sunset views from your

    Bascom Grooms Bascom Grooms Real Estate (KW)

    3312 Northside Dr Unit 504, Key West, FL 33040
  • /17

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    1401 Simonton St Unit 11, Key West, FL 33040

    This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1401 Simonton St Unit 11, Key West, FL 33040
  • /35

    $1,949,000

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

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040

    Experience ultimate elegance at Key West's Beachside Resort & Residences! This third-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 332, Key West, FL 33040
  • /33

    $1,949,000

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

    3841 N Roosevelt Blvd Unit 315, Key West, FL 33040

    Experience ultimate elegance at Key West's Beachside Resort & Residences! This first-floor Condominium offers the perfect blend of luxury, flexibility, and investment potential. Featuring two transient licenses and a lockout configuration, this property includes both a Signature King Room and a Resort View Suite, which can be used together or separately for optimal rental income.The Signature

    The Spottswood Team Truman & Co. (KW)

    3841 N Roosevelt Blvd Unit 315, Key West, FL 33040
  • /43

    $995,000

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

    1800 Atlantic Blvd Unit 325C, Key West, FL 33040

    Exquisite, turnkey resort living awaits in this fully furnished 2-bedroom, 2-bathroom oceanfront condominium, offering an effortless transition into Key West luxury just steps from world-famous Smathers Beach. Tucked away in a quiet oceanfront enclave, you are just minutes from Old Town, world-class dining, marinas, and the airport.Inside, high-end interior upgrades feature rich

    Bobby Baker Brightwild Real Estate

    1800 Atlantic Blvd Unit 325C, 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
  • /31

    $1,700,000

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft

    1800 Atlantic Blvd Unit 327C, Key West, FL 33040

    Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

    Tommy Mack Coastal Collection Real Estate Inc.

    1800 Atlantic Blvd Unit 327C, Key West, FL 33040
  • /34

    $2,445,000

    $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    800 Fleming St Unit C1, Key West, FL 33040

    Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely

    Elizabeth Chamberlain Truman & Co. (KW)

    800 Fleming St Unit C1, Key West, FL 33040
  • /22

    $429,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 792 Sq Ft

    3312 Northside Dr Unit 202, Key West, FL 33040

    Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West!Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate

    DANICA WATKINS Keller Williams Key West Compass Realty

    3312 Northside Dr Unit 202, Key West, FL 33040
  • /33

    $779,000

    Open Sat 11AM - 1PM $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 648 Sq Ft

    906 Truman Ave Unit 2, Key West, FL 33040

    Turnkey Old Town Key West condo! 2 Bedrooms/2 Full Baths/ Fully Furnished/Pool-side/Rentals through March 2027!Welcome to your turnkey piece of Old Town Key West. This first-floor, poolside 2 Bedroom.2 Bath condo is fully furnished, ready to enjoy now, and comes with future rentals already booked through March 2027. Whether you're looking for a Key West getaway or an established vacation

    Elaine Coyle Keller Williams Key West Compass Realty

    906 Truman Ave Unit 2, 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
  • /76

    $475,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 803 Sq Ft

    3930 S Roosevelt Blvd Unit N108, Key West, FL 33040

    NEW PRICE.....Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooking the sparkling community pool, this inviting residence features a tastefully remodeled kitchen with modern finishes, newer flooring throughout, and a bright, open living space designed for easy living and

    Barbara Crespo Keller Williams Key West Compass Realty

    3930 S Roosevelt Blvd Unit N108, Key West, FL 33040
  • /23

    $750,000

    $89K 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

    Paul Brooks Compass Florida, LLC

    508 Louisa St Unit 3, Key West, FL 33040
  • /34

    $1,025,000

    • 2 Beds
    • 2 Baths
    • 1,311 Sq Ft

    1800 Atlantic Blvd Unit 427C, Key West, FL 33040

    This spacious two-bedroom, two-bath penthouse condo boasts a stunning balcony with ocean views, making it the perfect place to relax and enjoy the breathtaking scenery. The beautifully designed kitchen features a breakfast bar, granite countertops, and stainless steel appliances, making it a chef's dream come true. The stunning living room and dining room are flooded with natural light, creating

    Tommy Mack Coastal Collection Real Estate Inc.

    1800 Atlantic Blvd Unit 427C, Key West, FL 33040
  • /18

    $3,450

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    Unlisted Address

    Fully furnished La Brisa condo available through September 30, 2026. Electric, water and wi-fi included up to $200 per month. Washer and dryer in the unit. Covered carport, storage unit, central a/c, salt ponds view. Secured entry and building. La Brisa has an EV charging station, car wash area, tennis/pickleball court, barbecues, heated pool and hot tub and saunas No smoking, no pets, background

    Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

    Unlisted Address
  • /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
  • /16

    $392,000

    $178K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,100 Sq Ft

    3314 Northside Dr Unit 46, Key West, FL 33040

    This is a SHORT SALE and is subject to lender approval.Opportunity for you to have an island of Key West lifestyle! Whether a primary home or investment, this condo should be on your list -- great location, multi-level living, and covered deeded parking. Located near the center of the island conveniently located close to shopping plazas, movie theater, schools and dining as well as being just

    Gwendolyn Esbensen Berkshire Hathaway HomeServices Knight & Gardner Realty

    3314 Northside Dr Unit 46, Key West, FL 33040
  • /33

    $669,000

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    123 Golf Club Dr, Key West, FL 33040

    Step inside this lovely townhome nestled in the secluded Key West Golf Club community!This 2 beds, 1.5 baths home is offered turnkey, it has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and

    Robert Donahue Key West Luxury Real Estate Inc (KW)

    123 Golf Club Dr, Key West, FL 33040
  • /38

    $995,000

    Open Sun 11AM - 1PM $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 953 Sq Ft

    1116 Truman Ave Unit A, Key West, FL 33040

    Completely remodeled to the studs in 2024, this exceptional Key West condo is truly turn-key and move in ready. The home has been meticulously maintained and shows beautifully in every detail. Everything in the unit is new, from the finishes and fixtures to the systems. Central air conditioning and a security alarm are already in place for immediate comfort and peace of mind. This 953 sq. ft.unit

    Elaine Coyle Keller Williams Key West Compass Realty

    1116 Truman Ave Unit A, Key West, FL 33040
  • /24

    $940,000

    $171K 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 Century 21 Circle - Key West

    2601 S Roosevelt Blvd Unit 406, Key West, FL 33040
  • /30

    $450,000

    • 2 Beds
    • 2 Baths
    • 696 Sq Ft

    3312 Northside Dr Unit 607, Key West, FL 33040

    2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

    Bigya Niroula (Rihanna) eXp Realty LLC KW Branch

    3312 Northside Dr Unit 607, Key West, FL 33040

Home Price Trends

Median Sale Price
$1,100,000
Median Single Family Sale Price
$1,254,750
Median Townhouse Sale Price
$700,000
Median 2 Bedroom Sale Price
$890,000
Median 1 Bedroom Sale Price
$612,500
Average Price Per Sq Ft
$986
Number of Homes for Sale
227
Last 12 months Home Sales
407
Months of Supply
6.70
Median List Price
$1,299,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
0%
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