27

Key West Nas, FL Homes for Sale under $100,000

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  • /70

    $49,900

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

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. 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--everything you need for a

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /58

    $32,500

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

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040

    Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit B51 Week 36 Penthous, Key West, FL 33040
  • /68

    $65,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040

    Experience elevated waterfront ownership with this deeded timeshare in the highly desirable Building C at the Galleon Resort. This penthouse end-corner unit boasts one of the most sought-after spots in the resort, showcasing unobstructed, head-on views of the Gulf of Mexico.The residence features vaulted ceilings, extra windows for enhanced natural light, and multiple balconies designed to

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit C54 Penthouse Week 3, Key West, FL 33040
  • /58

    $49,900

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

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. 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

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit E43-Ab Lockout Week, Key West, FL 33040
  • /66

    $32,500

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

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040

    Top floor unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit B-51 Penthouse Week, Key West, FL 33040
  • /68

    $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 with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West.Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit B-24 Week 45, Key West, FL 33040
  • /44

    $65,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C54 Penthaus Wk36, Key West, FL 33040

    Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit C54 Penthaus Wk36, Key West, FL 33040
  • /66

    $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

    Penthouse, top floor, end unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit delivers a truly unforgettable Key West sunset experience, among the finest views in Key West. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /57

    $59,000

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

    617 Front St Unit A52 wk32, Key West, FL 33040

    PentHouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy this deeded week 32 and celebrate Lobster Week and the Rum Festival yearly with the rest of Key West. The Penthouse boasts expansive, straight-on views of the Gulf of Mexico, Pool and hot tub, the private beach, and the Tiki Bar, where a local guitarist performs nearly every day or night. There

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit A52 wk32, Key West, FL 33040
  • /41

    $42,000

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

    617 Front St Unit B41 Week 1, Key West, FL 33040

    Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit B41 Week 1, Key West, FL 33040
  • /57

    $59,900

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit C41 Week 50, Key West, FL 33040

    Own a deeded 4th-floor Gulf and waterfront corner end unit at the highly desirable Galleon Resort in the heart of Old Town Key West! This beautifully maintained 2-bedroom, 2-bath condo sleeps six and features new 2026 furnishings, a king bed, two twins (convertible to a queen), sleeper sofa, two full baths, and a private balcony with marina, gulf, live-music, and sunset views. Everything you love

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit C41 Week 50, Key West, FL 33040
  • /41

    $59,000

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

    617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040

    PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit A52 Penthaus Week 32, Key West, FL 33040
  • /41

    $62,000

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

    617 Front St Unit A-52 Penthaus Week 5, Key West, FL 33040

    Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events.

    Agent Photo

    Stephanie Herrmann

    Truman & Co. Real Estate

    617 Front St Unit A-52 Penthaus Week 5, Key West, FL 33040
  • /53

    $62,000

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

    617 Front St Unit A52 Penthouse WK 52, Key West, FL 33040

    PentHouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year (Week 52)--one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Eve celebrations, including live music, fireworks, and iconic Duval Street

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit A52 Penthouse WK 52, Key West, FL 33040
  • /11

    $3,350

    • 2 Beds
    • 1 Bath

    1614 Dennis St Unit B, Key West, FL 33040

    Newtown annual rental is now available to RENT! 2 bed 1 bath large deck! Convenient location near Key West Highs and just a short ride to down town. Can be rented ASAP, comes with washer and dryer fro your unit! First Month and security deposit to get started. Tenant pays utilities.

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1614 Dennis St Unit B, Key West, FL 33040
  • /27

    $28,900

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

    617 Front St Unit B54/42, Key West, FL 33040

    DEEDED ANNUAL TIMESHARE! Enjoy 7 nights PER YEAR in a large 2bd, 2ba PENTHOUSE condo at the Galleon Resort in Key West! Sleeps up to 6 adults. This Penthouse SWING FLOAT week is deeded as B54/42. Choose from the following 18 Swing Floating weeks every year: 18-23, 36-50. (excludes Fantasy Fest (usually week 42 and Boat Race weeks) A Penthouse 5th Top floor unit also GUARENTEED each year! Make

    Mary Bradford LIST FOR LESS, LLC

    617 Front St Unit B54/42, Key West, FL 33040
  • /15

    $5,500

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    218 Whitehead St Unit Apartment, Key West, FL 33040

    Rare opportunity to lease a spacious 1,407-square-foot second-floor apartment in the heart of Old Town Key West. This 3-bedroom, 2-bath residence features an expansive open-concept floor plan, generous living and dining areas, and two private balconies overlooking one of the city's most iconic intersections. Filled with natural light and offering ample space for comfortable living, the apartment

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    218 Whitehead St Unit Apartment, Key West, FL 33040
  • /2

    $15,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    323 Whitehead St Unit 702 wks 12, Key West, FL 33040

    Own Week 12 at The Banyan Resort and enjoy one of the most sought-after times of year in Key West. Nestled in the heart of Old Town, this charming one-bedroom loft suite offers the perfect island getaway just steps from the energy of Duval Street. Unit 702 comfortably accommodates up to four guests and features a unique loft-style design with a spiral staircase leading to a semi-private bedroom

    Monika Rydzak eXp Realty LLC KW Branch

    323 Whitehead St Unit 702 wks 12, Key West, FL 33040
  • /19

    $5,900

    • 2 Beds
    • 2.5 Baths
    • 728 Sq Ft

    1002 Thomas St, Key West, FL 33040

    Located in the heart of Old Town Key West! Walk, bike or drive your golf cart to famous restaurants, bars, tourist attractions and beaches. This 2 bedroom 2.5 bath home is being rented annually, fully furnished and includes two of street parking spaces, a rare find in Old Town! OWNER PAYS water, electric and trash. One small dog is allowed upon approval by the owner and for a non-refundable pet

    Jessica Prescott Coastal Collection Real Estate Inc.

    1002 Thomas St, Key West, FL 33040
  • /28

    $5,000

    • 2 Beds
    • 2.5 Baths
    • 1,288 Sq Ft

    1124 Eaton St, Key West, FL 33040

    Welcome to your Key West paradise at 1124 Eaton Street! Located in the heart of Old Town, this charming 2-bedroom, 2.5-bath home offers the perfect launchpad for your Key West adventure. Enjoy the luxury of a private off-street patio ideal for entertaining or a quiet retreat. Forget the hassle of parking with your own private parking space. Just a short walk to the Seaport, you'll have easy

    Lisa Karp Cashel Properties

    1124 Eaton St, Key West, FL 33040
  • /9

    $20,000

    $5K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    3675 S Roosevelt Blvd Unit week 42, Key West, FL 33040

    Selling weeks 42 and 43. High Tourist season. Fantasy Fest and Halloween. 2 Bedroom Villa, Ocean view sunrise view, Princess balcony

    Jenny Murphy Keller Williams Key West Compass Realty

    3675 S Roosevelt Blvd Unit week 42, 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
  • /9

    $20,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040

    Selling week 42 and 43. High Tourist season. Fantasy Fest and Halloween. These weeks can be sold as deeded weeks or as points to add to an existing portfolio. Across from Smathers beach. There is an ocean view and amazing Sunrise views. Princess Balcony. 2 Bedroom Villa.

    Jenny Murphy Keller Williams Key West Compass Realty

    3675 S Roosevelt Blvd Unit week 43, Key West, FL 33040
  • /5

    $3,500

    • 2 Beds
    • 1 Bath

    1110 White St Unit 2, Key West, FL 33040

    2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities. Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

    Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

    1110 White St Unit 2, Key West, FL 33040
  • /19

    $3,975

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

    Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

    Douglas Miller Amerirealty Corp (KW)

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
  • /26

    $8,500

    • 3 Beds
    • 1 Bath
    • 930 Sq Ft

    1315 William St, Key West, FL 33040

    BRAND NEW CONSTRUCTION! PLUS - Location, Location, Location! This 4-bedroom, 2-bathroom home is just two blocks from Old Town's vibrant center, Duval Street, the Southernmost Point and the beaches. Plenty of off-street parking with room for FIVE cars PLUS an oversized pool. With these amenities, location and BRAND NEW construction, this house should not be missed!

    Danny Sanchez Century 21 All Keys Inc (KW)

    1315 William St, Key West, FL 33040
  • /21

    $5,900

    • 3 Beds
    • 2 Baths
    • 2,018 Sq Ft

    3817 Duck Ave, Key West, FL 33040

    Furnished 3-bedroom, 2-bath single-level home available for a one-year lease after June 10th. First, last, and security deposit required. Small pets may be considered with an additional deposit. The property features a beautiful tropical garden and a two-car carport for convenient parking.

    Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

    3817 Duck Ave, Key West, FL 33040
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