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Key West, FL Homes for Sale under $500,000

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  • /16

    $235,000

    $15K PRICE DROP
    • Land
    • 871 Sq Ft
    • $11,750,000 per Acre

    1801 N Roosevelt M-28 Blvd, Key West, FL 33040

    LIVE IN PARADISE AFFORDABLE LIVEABOARD 1 BEDROOM AND 1 BATHROOM HOUSEBOAT & SLIP PACKAGE! It's a TRUE KEY WEST LIFESTYLE... POF CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. 2018 Aqua Lodge Catamaran Houseboat 12'X42 2' Draft Molded Pontoon, FRP Hull No Motors, No batteries 50-amp shore service connection with pump out included with

    Agent Photo

    Annie Rivera

    Berkshire Hathaway Florida Realty

    1801 N Roosevelt M-28 Blvd, Key West, FL 33040
  • /7

    $399,000

    • Land
    • 6,722 Sq Ft
    • $2,585,605 per Acre

    2 Dolphin Rd, Key West, FL 33040

    ROGO Exempt lot just 10 minutes from Key West! This spacious lot is ideal for a family home or an investor looking to capitalize on strong rental potential due to its prime location.Enjoy close proximity to Geiger Key Marina & Restaurant, Geiger Key Beach, and convenient access to Big Coppitt Boat Ramp--less than a mile away! From there, it's a straight shot to local favorites like Snipes Key and

    Agent Photo

    Austin Kimbler

    Expert Realty LLC (HQ)

    2 Dolphin Rd, Key West, FL 33040
  • /17

    $325,000

    5950 Peninsular Ave Unit 708, Key West, FL 33040

    A beautiful 45' liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5950 Peninsular Ave Unit 708, Key West, FL 33040
  • /13

    $325,000

    5950 Peninsular Ave Unit 613, Key West, FL 33040

    40 ft liveaboard slip at Oceanside Marina in Oceans Edge Resort offers direct deep-water access to the Atlantic Ocean, making it the perfect Key West retreat for passionate boaters. Whether you're seeking a vacation escape, a full-time waterfront lifestyle, or an ideal home base for a charter business, this slip delivers exceptional versatility. Owners enjoy full access to the resort's premium

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5950 Peninsular Ave Unit 613, Key West, FL 33040
  • /44

    $259,900

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 681 Sq Ft

    55 Boca Chica Rd Unit 68, Key West, FL 33040

    Charming unit, bright, cheery and spacious. Corner lot with large concrete patio and space for parking. One Bedroom and One Bath and a side addition that serves as a Florida Room/Living room.9x10 feet workshop/shed that looks like a little house, high ceilings and very neat. This community is very special, it is close to Key West and residents are jovial and friendly. There is a library and

    Agent Photo

    Margarita Villoch

    Island Group Realty (KW)

    55 Boca Chica Rd Unit 68, Key West, FL 33040
  • /8

    $259,000

    • 2 Beds
    • 1 Bath
    • 504 Sq Ft

    60 Ed Swift Rd, Key West, FL 33040

    Prime redevelopment opportunity just minutes from Key West! This 1959 single-wide mobile home sits on a desirable lot and is ready for its next chapter. The property is vacant and offered as-is, with no repairs or improvements to be made by the seller. There are no HOA or association fees, adding flexibility for future use or redevelopment. Due to the age of the structure, this is a cash-only

    Agent Photo

    Terry Garcia

    Keller Williams Key West Compass Realty

    60 Ed Swift Rd, Key West, FL 33040
  • /11

    $212,000

    5555 College Rd Unit KF7, Key West, FL 33040

    Here is your chance to own a dock slip in the well-protected Sunset Marina! This live-aboard slip can accommodate vessels up to 35 feet in length. Because you own the bay bottom, the slip is financeable--an uncommon advantage for a boat slip. The slip has water, electric, and cable, while the marina offers a pump-out station, fuel dock, ship's store, laundry facilities, and ample parking. Whether

    Agent Photo

    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    5555 College Rd Unit KF7, Key West, FL 33040
  • /15

    $299,000

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft

    201 Coppitt Rd Unit 104, Key West, FL 33040

    Discover the perfect blend of island living and everyday convenience at this waterfront 1-bedroom, 1-bath ground-floor condo on Big Coppitt Key. Ideally located just minutes from downtown Key West, you'll enjoy quick access to world-class dining, shopping, entertainment, historic attractions, and sunsets, while returning home to a quieter waterfront setting. The condo is move-in ready with newer

    Natalie Bevis Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    201 Coppitt Rd Unit 104, 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
  • /14

    $245,000

    5555 College Rd Unit 9, Key West, FL 33040

    OWNER FINANCING AND QUICK CLOSE AVAILABLE. Lowest cost liveaboard 45'X 16' slip in Key West. Live in Paradise for only $245,000 with HOA fee and property tax of less than $600 per month (plus utilities). This 120 slip marina is deeded real property where you own the bay bottom, desired floating concrete design, located in well-protected area and on leeward side of the island. Pool and fitness

    Jim Spreitzer RE/MAX Keys Connection (KW)

    5555 College Rd Unit 9, Key West, FL 33040
  • /51

    $485,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    55 Boca Chica Rd Unit 132, Key West, FL 33040

    WATERFRONT & SUNSHINE!A rare opportunity with 50 feet of dockage--this waterfront mobile home is your perfect entry into the laid-back Keys lifestyle. Whether you're dreaming of a full-time coastal escape or a tropical vacation retreat, this charming home offers the ideal blend of comfort, convenience, and coastal charm. Located in a gated condominium community known for its relaxed

    Donna Pezzi Keller Williams Key West Compass Realty

    55 Boca Chica Rd Unit 132, Key West, FL 33040
  • /10

    $345,000

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    3312 Northside Dr Unit 712, Key West, FL 33040

    Experience Key West sunsets and ocean breezes from this TOP-FLOOR unit! This one-bedroom, one-bathroom residence boasts a spacious and practical floor plan with private balcony. Recent enhancements include a NEW HVAC system, NEW electricalpanel, NEW impact-resistant windows and doors and kitchen appliances. Situated near shopping centers, cinema, schools & dining, this unit makes an ideal

    Haydee Stewart Bascom Grooms Real Estate (KW)

    3312 Northside Dr Unit 712, Key West, FL 33040
  • /25

    $330,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    3312 Northside Dr Unit 205, Key West, FL 33040

    Charming second-floor 1 bedroom, 1 bath condominium featuring a functional layout with a kitchen that offers modern appeal and a comfortable living space enhanced by tile flooring throughout. Large sliding doors open to a private balcony overlooking the tennis courts. The bathroom has been thoughtfully maintained with updated finishes. Located within the gated community of Santa Clara

    The Spottswood Team Truman & Co. (KW)

    3312 Northside Dr Unit 205, Key West, FL 33040
  • /18

    $420,000

    • 2 Beds
    • 2 Baths
    • 1,310 Sq Ft

    256 Mars Ln, Key West, FL 33040

    Unlock the potential of this waterfront property just half a mile from the iconic Geiger Key Marina and Restaurant. Nestled on a generous 5,190 sq ft lot, this 1,310 sq ft mobile home offers direct canal access with a sturdy concrete seawall--ideal for swimming, fishing, kayaking, or simply soaking in the coastal lifestyle.The home is ready for renovations and personal touches. Whether you're

    Monique Thiel Sunshine State Realty Services

    256 Mars Ln, 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
  • /2

    $225,000

    • Land
    • 2.39 Acres
    • $94,142 per Acre

    6810 Front St, Key West, FL 33040

    Great opportunity to own a deep water slip minutes from Key West.

    Marc Ulanowski Equestrian Sotheby's Internati

    6810 Front St, Key West, FL 33040
  • /10

    $450,000

    $125K PRICE DROP
    • Land
    • 3,484 Sq Ft
    • $5,625,000 per Acre

    906 Williams Aly, Key West, FL 33040

    Ready to Build! Create your ideal home in Old Town Key West! This lot comes with a beneficial use designation and has received HARC approval for a new single-family residence complete with a pool. This is a rare chance to build and customize your dream home in the heart of historic Key West. Prime Location! This fantastic property is close to the Amphitheater, beach, shopping, exceptional dining

    Bascom Grooms Bascom Grooms Real Estate (KW)

    906 Williams Aly, Key West, FL 33040
  • /34

    $295,000

    $23K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 748 Sq Ft

    55 Boca Chica Rd Unit 32, Key West, FL 33040

    A HIDDEN GEM. Welcome to easy island living in the gated waterfront community of Seaside Resort on Big Coppitt Key. This 1-bedroom, 1-bath home is an excellent opportunity for retirees, military personnel, or second-home buyers looking for an AFFORDABLE place to enjoy the Florida Keys lifestyle without the upkeep of a large property. Designed for comfortable, low-maintenance living, the home

    Donna Pezzi Keller Williams Key West Compass Realty

    55 Boca Chica Rd Unit 32, Key West, FL 33040
  • /4

    $299,000

    5555 College Rd Unit 4, Key West, FL 33040

    55' X 18' floating boating boat slip at Sunset Marina in Key West. Quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile newly constructed private waterfront boardwalk for viewing marine life, taking a stroll or walking your dog. The pool and hot tub are at your disposal along with

    Jim Spreitzer RE/MAX Keys Connection (KW)

    5555 College Rd Unit 4, Key West, FL 33040
  • /12

    $499,000

    5950 Peninsular Ave Unit 643, Key West, FL 33040

    Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    5950 Peninsular Ave Unit 643, 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
  • /10

    $285,000

    5555 College Rd Unit 9, Key West, FL 33040

    OWNER FINANCING AVAILABLE!! Dock in a safe place for you vessel or liveaboard this boat slip with an overall length of 45' and width of 16' 1'. This floating concrete deep water boat slip has a 6' draft and is located in Sunset Marina in Key West, a locals favorite for 2 decades. Immediate access to gulf and easy access to Atlantic. Showers, laundry, dog walk, bike racks, convenience store, fuel

    Jim Spreitzer RE/MAX Keys Connection (KW)

    5555 College Rd Unit 9, Key West, FL 33040
  • /39

    $450,000

    • 2 Beds
    • 2 Baths
    • 873 Sq Ft

    4 Coral Dr, Key West, FL 33040

    Affordable Living in the Florida Keys Has Arrived! Welcome to this charming 2-bedroom, 2-bathroom home offering comfortable living space, an open-concept layout, and inviting outdoor areas perfect for dining, entertaining, or simply enjoying our beautiful Florida Keys lifestyle. Step inside to a bright and open living room and kitchen just off the front entry. Both bedrooms are privately situated

    Bobby Coe RE/MAX Keys Connection (KW)

    4 Coral Dr, Key West, FL 33040
  • /25

    $343,500

    $40K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 528 Sq Ft

    3312 Northside Dr Unit 405, Key West, FL 33040

    IMPORTANT UPDATE TO NOTE: SELLER WILL PROVIDE A $5,000 CREDIT THAT CAN BE USED FOR CLOSING COSTS OR CONDO FEES!!Excellent as an investment, primary residence, second home, or rental property. This condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West with secure entry. You have ample parking, storage, pool,

    Karen Angle Coldwell Banker Schmitt Real Estate Co.

    3312 Northside Dr Unit 405, Key West, FL 33040
  • /19

    $410,000

    $49K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 728 Sq Ft

    264 Mars Ln, Key West, FL 33040

    Used as a weekend get away from the mainland, the seller has regularly maintained the mobile home for her use. The canal allows for kayaking, & swimming all 10 minutes from Key West. Decking, porch, hurricane panels, central AC easy care yard as well as furnishing which are negotiable minus personal items. No HOA fee. Restaurant, gas stations, convenience stores in near vicinity.Property has

    Darlene Thomas Beach Club Brokers (KW)

    264 Mars Ln, Key West, FL 33040
  • /12

    $299,000

    • Land
    • 2,178 Sq Ft
    • $5,980,000 per Acre

    2001 Flagler Ave, Key West, FL 33040

    2,244 square foot commercial zoned lot would be ideal for one or more food vendor trucks, with excellent visibility and heavy traffic. Make an offer today!

    Everett Watkins Keller Williams Key West Compass Realty

    2001 Flagler Ave, Key West, FL 33040
  • /7

    $399,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    32C 10th Ave, Key West, FL 33040

    Endless Potential on Stock Island! Fantastic opportunity to own a 3,570 sq. ft. lot featuring an existing 1980 2-bed, 2-bath mobile home. Ideal for handymen, investors, or builders seeking a prime Keys project. Keep and renovate the current home for affordable living/rental income, or capitalize on the lot to explore building new. No HOA fees and located just minutes from Key West's premier

    Letisia Powell Robert Slack LLC

    32C 10th Ave, 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
  • /7

    $269,900

    $29K PRICE DROP
    • Land
    • 0 Sq Ft

    1801 N Roosevelt Blvd, Key West, FL 33040

    Very well maintained 2017 Trident 45' Houseboat being conveyed with a leasehold slip at City's Garrison Bight Marina , in the middle of Key West ! One of the few seaworthy vessels in the Marina . Low slip fee of $ 908 per month includes free pump out , 2 parking passes , 2 very clean laundry and shower facilities , patrolled security

    Randy Moss Coldwell Banker Schmitt RE Co

    1801 N Roosevelt Blvd, Key West, FL 33040
  • /22

    $250,000

    5555 College Rd Unit 8, Key West, FL 33040

    Lowes cost liveaboard slip for 45' x 15' boat in Key West. Live in Paradise for only $250,000 and circa $602/month (HOA fee/property taxes) + utilities.Well-protected 120 slip marina on leeward side of the island, with state of the art Bellingham floating concrete docks.Deeded dockominium (you own bay bottom rights). Easy access to Gulf of Mexico, Atlantic Ocean and The Caribbean.Has

    Jerry Hughes Beach Club Brokers (KW)

    5555 College Rd Unit 8, Key West, FL 33040
  • /2

    $339,000

    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    5031 5th Ave, Key West, FL 33040

    A BOATER’S DREAM & KAYAKER’S PARADISE—JUST MINUTES FROM KEY WEST!Experience the ultimate Florida Keys lifestyle in the beautiful Sunset Harbor Waterfront Community, where it’s more than just a home—it’s a lifestyle! Boaters will love the convenience of community boat slips with Cow Key Channel just a 2-minute ride away, providing quick access to both the Atlantic Ocean and Gulf. Kayakers can

    Benton Langley Langley Knight Gardner Islamorada

    5031 5th Ave, Key West, FL 33040
  • /20

    $239,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 420 Sq Ft

    55 Boca Chica Rd Unit 57, Key West, FL 33040

    Opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting, 1 bedroom, 1 bath. Located in the gated Seaside Resort on Big Coppitt Key, this well-maintained community is one of the Keys' best-kept secrets. Residents enjoy access to resort-style amenities, including two swimming pools, gym equipment, a clubhouse, a library/game room, and a marina. You can't beat the

    Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    55 Boca Chica Rd Unit 57, Key West, FL 33040
  • /13

    $225,000

    5555 College Rd Unit Dolphin 7, Key West, FL 33040

    Best wet slip deal in Key West for up to 35' x 15' boat. Gated secure marina community with Bellingham floating docks, plenty of parking, a clubhouse and pool.This slip keeps your boat out of the water and includes a $30,000 HARBOR HOIST BOAT LIFT.Immediately across marina is fuel dock and ship's store.Drive in and park your car, start up your boat and immediately enjoy ingress /

    Jerry Hughes Beach Club Brokers (KW)

    5555 College Rd Unit Dolphin 7, Key West, FL 33040
  • /3

    $300,000

    6000 Peninsular Ave, Key West, FL 33040

    Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for

    Rebecca Cobo Berkshire Hathaway HomeServices Knight & Gardner Realty

    6000 Peninsular Ave, Key West, FL 33040
  • /2

    $449,000

    1 Transient Licence, Key West, FL 33040

    Rare opportunity to acquire a transferable Key West transient license. This license to be transferred to another property located within a City of Key West-approved short-term rental zoning district. Seller has a written determination from the Key West Planning Department confirming that this transient license is eligible for transfer. Documentation is available upon request. Don't miss this

    Steven Sears Platinum Real Estate

    1 Transient Licence, 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
  • /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
$1,287,500
Median Townhouse Sale Price
$700,000
Median 2 Bedroom Sale Price
$899,000
Median 1 Bedroom Sale Price
$615,000
Average Price Per Sq Ft
$992
Number of Homes for Sale
228
Last 12 months Home Sales
409
Months of Supply
6.70
Median List Price
$1,300,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
1%
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