Key West, FL Homes for Sale under $300,000

• 

  

  

  /17

  $175,000

  $60K PRICE DROP

  5555 College Rd Unit 5, Key West, FL 33040

  Well-positioned 30' wet slip located at Sunset Marina on the gated side of the property. This floating concrete dock can accommodate a vessel up to 35' in length and offers deep water access with a 6' control depth -- perfect for easy navigation to both the Gulf and Atlantic waters.Sunset Marina is a full-service marina with on-site fuel, bait, and marina store. Owners of slips on the

  Jimmy Lane Island Life Realty Experts

  5555 College Rd Unit 5, Key West, FL 33040
• 

  

  

  /5

  $2,800

  • 2 Beds
  • 1 Bath

  6630 Maloney Ave Unit 7D, Key West, FL 33040

  Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

  6630 Maloney Ave Unit 7D, Key West, FL 33040
• 

  

  

  /7

  $274,900

  $24K 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
• 

  

  

  /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
• 

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 396 Sq Ft

  55 Boca Chica Rd Unit 451, Key West, FL 33040

  Affordability and proximity - just 10 miles from downtown Key West! This Seaside Resort home is clean and compact; ready for a new owner to move in and add their personal touch. The large, covered deck maximizes indoor-outdoor living with a relaxed space to take in the views. Added storage space can be found in the shed off the deck. Not only is it close to Key West, the 1 bedroom, 1 bath unit

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  55 Boca Chica Rd Unit 451, Key West, FL 33040
• 

  /2

  $2,500

  5950 Peninsular Ave Unit 640, Key West, FL 33040

  Prestigious boat slip for rent at Ocean's Edge Marina, suitable for boats up to 50FT located on the North pier with ample water access boasting a 6ft control depth. Features include a nearby fuel station and access to the hotel pool for tenants. Ideal for water enthusiasts seeking a premium marina experience. Daily, monthly or long term rentals available. Air bnb's or houseboats are not allowed.

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  5950 Peninsular Ave Unit 640, 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 $40,000 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
• 

  

  /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
• 

  

  /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
• 

  

  /20

  $159,900

  $9K PRICE DROP

  • Land
  • 0 Sq Ft

  1801 N Roosevelt Blvd, Key West, FL 33040

  The ultimate waterfront living in the middle of Key West with this 34' 1987 Corker Holiday Mansion Houseboat on a state of the art floating dock at the City's Garrison Bight Marina. Fully furnished and new air conditioning. Low slip fee of $ 680 per month includes 2 parking passes, 2 clean laundry and shower facilities, free pump out and patrolled security. Very favorable Lease terms and

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
• 

  

  /13

  $2,000

  • 1 Bed
  • 1 Bath
  • 396 Sq Ft

  55 Boca Chica Rd Unit 451, Key West, FL 33040

  Just 10 miles from downtown Key West! This Seaside resort mobile home has a covered deck that maximizes indoor-outdoor living with a relaxed space to take in the views. Added storage space can be found in the shed off the deck. Not only is it close to Key West, the 1 bedroom, 1 bath unit has a fantastic location inside the community, situated on Fantasy Island, just a short walk from the Seaside

  Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  55 Boca Chica Rd Unit 451, Key West, FL 33040
• 

  

  /13

  $3,100

  • 2 Beds
  • 1 Bath

  1421 2nd St Unit 1425, Key West, FL 33040

  Ready for immediate occupancy, grab this 2/1 unfurnished apartment while it's still available. New kitchen, new flooring, central air, impact windows for safety. Washer/dryer hookups. Potential for a nice garden courtyard in front. No pets, please.

  Everett Watkins Keller Williams Key West Compass Realty

  1421 2nd St Unit 1425, Key West, FL 33040
• 

  

  /17

  $4,200

  • 3 Beds
  • 2 Baths
  • 642 Sq Ft

  1120 Elgin Ln Unit A, Key West, FL 33040

  Experience Old Town Key West living in this charming home tucked away on a quiet lane just steps from restaurants, shops, and attractions. Enjoy the convenience of off-street parking, a private outdoor sitting area, and plenty of space to relax and enjoy the island lifestyle. Located in one of Key West's most desirable neighborhoods, this property offers privacy, character, and an unbeatable

  Justyn Ewald Expert Realty LLC

  1120 Elgin Ln Unit A, 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
• 

  

  /17

  $3,995

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  81 Golf Club Dr, Key West, FL 33040

  For Rent - Key West Golf Club Community Beautifully updated 2 bedroom, 1.5 bath townhome located in the highly desirable gated Key West Golf Club community on Stock Island. This 780 sq ft home offers a perfect blend of comfort, style and island living. This home features beautifully renovated kitchen and bathrooms, along with an open and inviting living space. Step outside to a spacious, private

  Nicole Gruenauer Key West Luxury Real Estate Inc (KW)

  81 Golf Club Dr, 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
• 

  

  /15

  $2,675

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  1318 Duncan St Unit 3, Key West, FL 33040

  AVAILABLE NOW... Lease at $2675 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close 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 of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with

  Rob Severin Rob Severin Real Estate Co

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

  

  /9

  $2,050

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft

  1120 Washington St Unit SU, Key West, FL 33040

  Studio available at the lower end of Washington Street, for one person. No pets permitted. Water is included. First month, last month, and security deposit required upfront. Please note, there is no washer or dryer on site.

  Hana Tomita Berkshire Hathaway HomeServices Knight & Gardner Realty

  1120 Washington St Unit SU, Key West, FL 33040
• 

  

  /38

  $4,990

  • 3 Beds
  • 2 Baths
  • 1,135 Sq Ft

  26D 11th Ave, Key West, FL 33040

  This is a great rental, perfect location. Sits perfectly on a corner lot with ample outdoor space & private driveway parking, welcome to D26 11th Avenue in Stock Island. This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home

  Bobby Coe RE/MAX Keys Connection (KW)

  26D 11th Ave, Key West, FL 33040
• 

  

  /16

  $3,400

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft

  96 Golf Club Dr, Key West, FL 33040

  Poolside townhome is available now. The home has just been re-freshed with an interior top to bottom paint job, exterior touch up, and new engineered vinyl plank floors have been installed on the main level. First floor is an open floor plan with half bath, kitchen, dining area and living area that opens to a covered porch. The second floor has two bedrooms and a full bath. The Key West Golf Club

  Behmke The Compass Realty (KW)

  96 Golf Club Dr, 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

Showing Results 41 - 65, Page 2 of 2