Monroe County FL Homes under $300,000

• 

  

  

  /16

  $250,000

  • Land
  • 0.02 Acre
  • $12,500,000 per Acre

  1801 N Roosevelt Blvd, Key West, FL 33040

  LIVE IN PARADISE AFFORDABLE LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. 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.

  

  Annie Rivera

  Berkshire Hathaway Florida Realty

  (645) 220-0406

  1801 N Roosevelt Blvd, Key West, FL 33040
• 

  

  

  /15

  $299,000

  • Land

  5555 College Rd Unit 4, Key West, FL 33040

  Discover your perfect docking solution with this 60 foot boat slip (65 foot LOA) located at the sheltered and protected Sunset Marina in Key West. Positioned on the Gulf side of Key West, this slip provides deep water access, ideal for both large and small vessels. At the entrance to the property owners will find an electric gate providing increased security. Owners will enjoy the exclusive

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (786) 840-1384

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

  

  

  /4

  $285,000

  • Land

  Unlisted Address

  Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (786) 876-6382

  Unlisted Address
• 

  

  

  /19

  $215,000

  • Land

  701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

  Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the

  

  Ian Calderwood

  Bluescape Real Estate

  (786) 761-5180

  701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
• 

  

  

  /28

  $260,000

  • Land

  94825 Overseas Hwy Unit 68, Key Largo, FL 33037

  BUILD YOUR DREAM HOME! Exclusive New Community! Plans included for a 3 story all concrete home with roof top deck and space for an elevator. 3-bedroom, 2.5 bath with open parking and storage below.Key Largo Ocean Resort offers an exceptional blend of luxury, convenience, and island living, all with remarkably low HOA fees. This exclusive, 22-acre gated community boasts top-tier amenities,

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 550-0130

  94825 Overseas Hwy Unit 68, Key Largo, FL 33037
• 

  /2

  $300,000

  • Land

  94825 Overseas Hwy Unit 157, Key Largo, FL 33037

  ROGO EXEMPT VACANT CORNER LOT!!! EXCLUSIVE GATED COMMUNITY FEATURING A STATE OF THE ART CLUB HOUSE, MARINA, PLAYGROUND, SPORTS COURTS, BOAT RAMP. GREAT WEEKEND OR YEAR ROUND HOME. BUILD A BEAUTIFUL 3 STORY HOME. MOTIVATED SELLER, ALL OFFERS WILL BE CONSIDERED.

  

  Joseph Suarez

  Trustpoint Realty, LLC

  (786) 947-5992

  94825 Overseas Hwy Unit 157, Key Largo, FL 33037
• 

  

  /8

  $215,000

  • Land

  57529 Bailey St, Marathon, FL 33050

  Calling all locals! Build your dream home from the ground up! This cleared vacant lot offers a rare opportunity with approved building plans and an active permit, which the seller has fully paid for, making it ready for your vision to come to life. Those looking to create a full-time homestead much of the legwork and planning has already been done. Home plans are for a 4 bedroom, 2 bathroom open

  

  Michelle Vanhoose

  Coldwell Banker Schmitt Real Estate Co.

  (645) 230-0056

  57529 Bailey St, Marathon, FL 33050
• 

  

  /6

  $240,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  28177 Julia Ave, Little Torch Key, FL 33042

  Opportunity to purchase for land value in Little Torch Key. Large lot with existing mobile home on site that is not habitable. Property is being marketed as land only. Lot is zoned IS (Improved Subdivision District), which typically allows for single-family residential construction subject to Monroe County Land Development Code and applicable ROGO requirements. Conveniently located less than 5

  Maria Acosta Keller Williams Capital Realty

  28177 Julia Ave, Little Torch Key, FL 33042
• 

  

  /8

  $250,000

  • Land

  94825 Overseas Hwy Unit 67, Key Largo, FL 33037

  Ready to build on an excellent location! No ROGO, All gated community with security guards 24/7 for your peace of mind. Ocean front Resort with breezes and spectacular sunrises every morning from the Marina. Lush landscaping greets you as you pull into the Resort and leads you to the many different amenities offered. It's like entering in another state of mind, a completely stress-free

  Maria Barroso Coldwell Banker Schmitt Key Largo

  94825 Overseas Hwy Unit 67, Key Largo, FL 33037
• 

  

  /58

  $295,000

  • 1 Bed
  • 1 Bath
  • 316 Sq Ft

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042

  INCOME PRODUCING POWERHOUSE! Welcome to 'Conch Hideaway' #423, a proven tropical retreat and turnkey business in the premier Venture Out community. This charming 1BD/1BA home is a high-performing vacation rental that grossed $30,705 in 2025! INVESTMENT HIGHLIGHTS: Already live with rentals for 2026, this property has 27 days currently booked with $2,085.05 in gross revenue transferring to the

  Kate Baldwin Bluescape Real Estate

  701 Spanish Main Dr Unit LOT 423, Cudjoe Key, FL 33042
• 

  /2

  $275,000

  • Land

  0 Disturbed Pine Rd Unit 619097, Cudjoe Key, FL 33042

  Builders and Developers take a look at this 24 point lot that has a letter from Monroe County to be used toward building in the ROGO system. Contact Monroe County Building Department and/or the Monroe County Planning Department to verify use of this point lot. A great deal for anyone needing points to be competitive in the ROGO system.

  Pamela Stangler Expert Realty LLC

  0 Disturbed Pine Rd Unit 619097, Cudjoe Key, FL 33042
• 

  

  /14

  $258,000

  • Land

  701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042

  Venture Out RV Lot - Prime Location Near the StoreOpportunity to own a spacious RV lot in the highly desirable Venture Out community in Cudjoe Key. This pie-shaped lot measures approximately 65' x 67' x 63', offering generous space for your RV, outdoor living area, and parking.Conveniently located just a short distance from the community store and amenities, this lot provides easy access to

  Lisa Carter Florida Keys Realty, Inc.

  701 Spanish Main Dr Unit LOT 317, Cudjoe Key, FL 33042
• 

  

  /20

  $255,000

  • Land

  94825 Overseas Hwy Unit 219, Key Largo, FL 33037

  Big priced reduction to $299,000. Vacant land ready to be built with permit granted. *Your Waterfront Dream Awaits* **Exclusive Private Resort with Top Security** *Discover the Perfect Location to build Your Dream Home* Nestled in the heart of a prestigious waterfront community, Key Largo Ocean Resort offers an unparalleled opportunity to build your dream home. With direct access to the ocean,

  isabel linowitz Coldwell Banker Schmitt Key Largo

  94825 Overseas Hwy Unit 219, Key Largo, FL 33037
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  /9

  $299,000

  • Land

  50 Oleander Dr, Key Largo, FL 33037

  Looking to Buy and Build in the Florida Keys TODAY?! Don't miss this 50' X 65' residential vacant lot in the heart of Key Largo! Partially cleared lot and located in a desirable X flood zone (meaning NO Flood insurance). Plans for a 3 BD | 2 BA ground level home offers a great opportunity to purchase and build in this quaint Florida style neighborhood that is conveniently located to shopping,

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  50 Oleander Dr, Key Largo, FL 33037
• 

  

  /28

  $260,000

  • 1 Bath
  • 398 Sq Ft

  88500 Overseas Hwy Unit 205, Tavernier, FL 33070

  Great opportunity to own a piece of paradise. Updated studio unit in Summer Sea Condo (MM88), turnkey unit is ready for occupancy. Building grounds are incredible, featuring dock space (First come first serve), boat ramp, oversized pool area/deck, gym, kids community room, adult billiards room, large party/event room, beach area, barbeque areas, fish cleaning stations, area to store paddle boards

  Nerida Deza Keller Williams Capital Realty - Coral Gables

  88500 Overseas Hwy Unit 205, Tavernier, FL 33070
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  /8

  $265,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  190 Garden St, Tavernier, FL 33070

  Welcome to this mobile home in Tavernier! This cozy 2-bedroom, 1-bathroom mobile home offers the perfect blend of affordability and location. Nestled in a prime spot close to the beach, boat ramps, picnic areas, and ball fields. Tavernier is known for its picturesque surroundings, friendly community, and easy access to local amenities, shops, and dining options.

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  190 Garden St, Tavernier, FL 33070
• 

  

  /21

  $250,000

  • Land

  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 $592/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 mailboxes

  Jerry Hughes Old Town Realty

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

  

  /12

  $215,000

  5555 College Rd Unit 6 (starfish), Key West, FL 33040

  Sunset Marina offers a range of amenities and attractions that make it a desirable destination for live aboard boaters and visitors alike. Starfish # 6 is a 30 ft boat slip that accommodates a max of 35 ft overall boat length. The marina features a variety of boat slips that can accommodate different sizes of vessels, providing easy access to the water. A convenient fuel dock is available for

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  5555 College Rd Unit 6 (starfish), Key West, FL 33040
• 

  

  /24

  $239,000

  • 1 Bed
  • 1 Bath
  • 895 Sq Ft

  40 High Point Rd Unit F206, Tavernier, FL 33070

  Nice and quiet 1/1 located in the desirable Plantation Villas on Plantation Key. This is a upper corner unit with Tile throughout. Impact Cat 5 hurricane windows and newer AC. Tub shower combination in bath. Large walk-in closet in bedroom with lots of storage and ceiling fans throughout. Beautiful Yard area for outdoor enjoyment. This development has a pool, clubhouse and picnic area. Located

  Sharon Kelly-Brown Sharon J. Kelly Realty, Inc.

  40 High Point Rd Unit F206, Tavernier, FL 33070
• 

  

  /6

  $289,000 Open Thu 5PM - 7PM

  • Land

  319 Tuskegee St, Marathon, FL 33050

  Seller Financing Available -- Prime Corner Lot with water views, in MarathonThis vacant, cleared corner lot sits in one of Marathon's most convenient and high-visibility locations. Directly across from Racetrac, the public library, Marathon High School, Fishermen's Hospital, Starbucks, mini golf, City Marina, the boat ramp, and the events park, this property offers unbeatable access to the best

  Tracey Petrusha Venture Realty Group

  319 Tuskegee St, Marathon, FL 33050
• 

  /2

  $299,000

  • Land

  28168 Julia Ave, Little Torch Key, FL 33042

  ROGO EXEMPT LOT! Build Now, No Waiting, Water Meter On Site, 6000 SF, Boat Ramp Within Walking Distance, Live The Dream. Single family home next door going on the market soon, buy both!

  Doug Addeo Regional Trust Corporation

  28168 Julia Ave, Little Torch Key, FL 33042
• 

  

  /13

  $275,000

  • Land

  338 Sound Dr, Key Largo, FL 33037

  Looking to build in a prime location? This cleared Tier 3 lot backs up to a Florida State owned land. South Creek Village subdivision offers a unique homeowners park with 72 hour dockage and a boat ramp for a very low annual fee! A rare find! In ROGO with 38 points. Building plans for a 3 story masonry home complete with a cargo lift, solar panels and views of the ocean from the 3rd floor.

  Jaclyn Kelley, Broker Better Homes and Gardens Real Estate Destinations

  338 Sound Dr, Key Largo, FL 33037
• 

  

  /21

  $295,000

  • 1 Bed
  • 1 Bath
  • 756 Sq Ft

  55 Boca Chica Rd Unit 93, Key West, FL 33040

  Welcome to Unit #93 in peaceful Seaside Resort. This home offers plenty of natural light, one bedroom and one bath, a living room, kitchen/dining area and is located just 10 miles from downtown Key West. Seaside Resort Condominium is a charming, gated community, is meticulously maintained and loaded with the following amenities 2 Pools Clubhouse, Library, Gym & Mail Room Shuffleboard & Bocce Ball

  Steve Bostrom Fiduciary Real Estate Services LLC

  55 Boca Chica Rd Unit 93, Key West, FL 33040
• 

  

  /13

  $265,000

  • Land
  • 0.34 Acre
  • $779,412 per Acre

  Overseas Highway Over Hwy, Marathon, FL 33050

  Huge Oceanfront Lot on Overseas Highway. Buildable per City of Marathon and Biologist. Drawings ready to submit to DEP and ACOE. Zone MU allows for multiple uses. Owner/Agent willing to owner finance with short term balloon mortgage and large down payment. GREAT LONG TERM INVESTMENT!

  Carmen David Xcellence Realty

  Overseas Highway Over Hwy, Marathon, FL 33050
• 

  

  /7

  $299,000

  • Land
  • 0 Acre

  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.

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd, Key West, FL 33040
• 

  

  /23

  $240,000

  100 Morris Ln Unit D-9, Key Largo, FL 33037

  Rare opportunity to own a spacious 43' x 15' boat slip with adjoining 43' x 25' upland with new TIKI in a gated waterfront community. Enjoy premium amenities including a private beach, sparkling pool, bath house, and convenient on-site laundry facility. Ideal for boaters seeking comfort, security, and resort-style waterfront access. Perfect for weekend escapes or full-time boating enthusiasts.

  Barbara Perez Equitable Company Realtors

  100 Morris Ln Unit D-9, Key Largo, FL 33037
• 

  

  /10

  $285,000

  • Land

  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

  James Spreitzer LoKation Real Estate

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

  

  /34

  $300,000

  • Land

  101551 Overseas Hwy Unit 22, Key Largo, FL 33037

  Longest Pull through Vacant lot 28.5' wide by 59' Long available in Key Largo Kampground & Marina, a premier RV/campground and marina community in the Florida Keys, ready to plug in and enjoy or begin renting immediately. This lot is currently enrolled in the campground's rental program, earning approximately $125-$150 per night. The community sits on 40 scenic oceanside acres inside of John

  Kelly Randin RE/MAX All Keys Real Estate

  101551 Overseas Hwy Unit 22, Key Largo, FL 33037
• 

  

  /3

  $300,000

  • Land

  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
• 

  

  /49

  $275,000

  • 1 Bed
  • 1 Bath
  • 690 Sq Ft

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042

  Welcome to your slice of Paradise in the florida Keys! This cozy one bed/one bath mobile home is located in the highly desirable Venture Out gated community on Cudjoe Key. Thoughtfully designed and fully furnished, this home comfortably sleeps four and is in move-in ready. Enjoy the bright and inviting Florida room featuring durable Hardie board siding, along with a covered tile patio outback,

  Kim Babenzien Expert Realty LLC (HQ)

  701 Spanish Main Dr Unit 21, Cudjoe Key, FL 33042
• 

  

  /7

  $250,000

  • Land

  190 Dove Creek Dr, Tavernier, FL 33070

  Vacant Lot available in Harry Harris Park. This neighborhood has a community oceanfront park with BOAT RAMP, playground, picnic - beach area and ball fields. Tavernier Creek is close by giving boaters access to the Florida Bay. Adjacent Lot-mls#618066 with active permit is also available and can be purchased together.Contact Monroe County Building and Planning to inquire on building opportunities

  Marcia McCormick Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  190 Dove Creek Dr, Tavernier, FL 33070
• 

  

  /78

  $299,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  104000 Overseas Hwy Unit 1-7, Key Largo, FL 33037

  Discover the benefits of fractional ownership at Fisherman's Cove, where you can enjoy a luxury waterfront lifestyle without the full-time responsibility. Each of the six fully furnished 3-bedroom, 3-bathroom residences offers approximately 2,300 sq ft of living space and spacious 450 sq ft balconies with views of Blackwater Sound and the resort-style pool. Owners have flexible use throughout the

  Kelly Randin RE/MAX All Keys Real Estate

  104000 Overseas Hwy Unit 1-7, Key Largo, FL 33037
• 

  

  /21

  $225,000

  12399 Overseas Hwy Unit 41, Marathon, FL 33050

  Looking for the perfect home for your boat? This 40' side-tie slip at the Boat House Marina provides a stress-free docking experience. Up to 40' LOA and the slip is 13.42' wide. You can stay on board 5 consecutive nights and up to 10 nights per month. Electric is metered and water is included in the association fees, making this a convenient and cost-effective choice for any owner. Please note

  Amy Puto Coldwell Banker Schmitt Real Estate Co.

  12399 Overseas Hwy Unit 41, Marathon, FL 33050
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  /29

  $279,000

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  300 Ocean Dr Unit 23, Key Largo, FL 33037

  Affordable Key Largo living! This townhome offers a rare opportunity as the lowest-priced residential 2-bedroom currently available in the MLS. With a little cosmetic updating, such as fresh paint and new decor, this property has great potential to become the perfect weekend retreat or continue as a solid investment opportunity.The second floor features two bedrooms with generous closet space and

  Dani Hall American Caribbean Real Estate, Christie's International Real Estate

  300 Ocean Dr Unit 23, Key Largo, FL 33037
• 

  

  /20

  $259,000

  • 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
• 

  

  /17

  $255,000

  • Land

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042

  Welcome to island living at its best! This 35'x 69' RV lot is ready for your rig with full hookups and all the perks of Venture Out--golf cart streets, 24-hour security, pool, tennis, pickleball, and a marina. Located minutes from local favorites Morning Joint, Square Grouper, and 420 Lounge, plus only 19 miles to Key West. Whether you're here for fishing, boating, or simply soaking in the Keys

  Bea Evelyn Citron Compass Florida, LLC

  701 Spanish Main Dr Unit 643, Cudjoe Key, FL 33042
• 

  

  /18

  $255,000

  • Land

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042

  Welcome to RV Lot 642, located in the gated, waterfront community of Venture Out on Cudjoe Key. This well-positioned lot offers the perfect setup for your Florida Keys getaway, seasonal stay, or investment opportunity.Enjoy all the perks of a golf-cart-friendly community with resort-style amenities, including a large saltwater pool, marina with boat ramp, pickleball and tennis courts, bocce,

  Bea Evelyn Citron Compass Florida, LLC

  701 Spanish Main Dr Unit 642, Cudjoe Key, FL 33042
• 

  

  /4

  $275,000

  • Land

  27426 Martinique Ln, Summerland Key, FL 33042

  Vacant 6,000 SF lot in desirable Ramrod Key, ideally positioned near the world-class Looe Key Reef and just a five-minute boat ride to Picnic Island. This property offers an exceptional opportunity to build in one of the Lower Keys' most sought-after lifestyle locations. Walking distance to local favorites including The Tiki Bar and Boondocks Grille & Draft House. Buyer to obtain building permit

  Kasey Fey Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  27426 Martinique Ln, Summerland Key, FL 33042
• 

  

  /33

  $255,000

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042

  Welcome to Unit 533 in the Venture Out community on Cudjoe Key, featuring a spacious addition that provides extra living space and flexibility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space, suitable for guests, a home office, or hobby area.The home is clean and well cared for, offering a functional layout appropriate for full-time

  Bea Evelyn Citron Compass Florida, LLC

  701 Spanish Main Dr Unit 533, Cudjoe Key, FL 33042
• 

  

  /3

  $229,000

  • Land
  • 0.11 Acre
  • $2,081,818 per Acre

  728 Largo Rd, Key Largo, FL 33037

  *ROGO Exemption letter in hand* This property offers the flexibility to build your dream home in paradise. Nestled next to a single-level home at the same elevation, the lot provides a consistent and appealing streetscape. Located within walking distance to Florida Keys College, you'll enjoy easy access to local amenities, education, and the vibrant Key Largo lifestyle. Priced to sell, this is

  David Lazcos Real Estate Sales Force

  728 Largo Rd, Key Largo, FL 33037

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