Monroe County FL Homes under $500,000

• 

  

  

  /23

  $498,000

  • 1 Bed
  • 1 Bath
  • 506 Sq Ft

  140 Tavern Dr, Tavernier, FL 33070

  Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the most historic homes in the Old Tavernier Showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal.The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors.

  Leslie Leopold Ocean Sotheby's International Realty

  140 Tavern Dr, Tavernier, FL 33070
• 

  

  

  /44

  $419,000

  • 2 Beds
  • 2 Baths
  • 778 Sq Ft

  98422 Windward Ave, Key Largo, FL 33037

  Welcome home to your island retreat - a beautifully appointed 2-bedroom, 2-bath condo at Landings of Largo. Curated with modern coastal decor and ideal as a second home or a weekend escape from the city.This light-filled residence features a split floor plan offering privacy and comfort, with stylish touches throughout. The open kitchen boasts butcher block countertops, a tile backsplash, and a

  Michelle Rusch LoKation Real Estate - Pompano Beach

  98422 Windward Ave, Key Largo, FL 33037
• 

  

  

  /13

  $499,999

  • Land

  106281 Overseas Hwy Unit LOT 18, Key Largo, FL 33037

  Three (Commercial) adjacent lots available for sale together (1,500,000 dollars) Ideally located on the famous US1 (Overseas Hwy) in Key Largo. Zoning is being changed to Commercial as previously zoned in the 90's, offering endless possibilities for your business. The property already has water and sewer in place, making it ready for immediate development. With exceptional exposure along this

  Jennifer Gomez LPT Realty, LLC

  106281 Overseas Hwy Unit LOT 18, Key Largo, FL 33037
• 

  

  

  /41

  $500,000

  • 1 Bed
  • 1 Bath
  • 577 Sq Ft

  500 Burton Dr Unit 4204, Tavernier, FL 33070

  Rare Opportunity in Ocean Pointe! Experience the ultimate in Florida Keys luxury living with this modern, oceanfront 1-bedroom, 1-bath condo—a rare find in the highly sought-after Ocean Pointe community. Located in Building 4 on the 2nd floor, this beautifully appointed unit features a private balcony with serene ocean and mangrove views, offering the perfect spot to unwind. With a strong rental

  Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

  500 Burton Dr Unit 4204, Tavernier, FL 33070
• 

  

  

  /16

  $424,000

  • Land

  Lot 24 Gardenia St, Islamorada, FL 33070

  WATERFRONT DEEP WATER LOT!! Fantastic and RARE Opportunity to build with 50' OF WATERFRONT 6250 SQ FT Plantation Key Islamorada LOT...building rights available to apply to this great lot!! T-Dock possibility on the trimmed mangrove lot. DEEP WATER at shoreline. The house and lot next door are sold separately... purchase both together and use as your getaway while you build on the other lot, or

  Peter Schwarz-Top Producer LoKation Real Estate - Pompano Beach

  Lot 24 Gardenia St, Islamorada, FL 33070
• 

  

  /14

  $459,000

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  915 S 915 Emerald Dr, Key Largo, FL 33037

  Welcome to your tropical retreat in paradise! This newly renovated 2-bedroom, 2-bath home is located in the sought-after 55+ Silver Shores community in Key Largo, offering the perfect blend of comfort, style, and amenities.Step inside and enjoy the fresh updates throughout - including new LVP flooring, fresh drywall and paint, kitchen cabinets and counter-tops, and stylish bathrooms with updated

  Ronda Thompson Coldwell Banker Schmitt Key Largo

  915 S 915 Emerald Dr, Key Largo, FL 33037
• 

  

  /41

  $487,000

  • 2 Beds
  • 2 Baths
  • 778 Sq Ft

  98222 Windward Ave, Key Largo, FL 33037

  Set sail for island living with this beautifully refreshed 2-bedroom, 2-bath garden condo tucked away on the second floor, mere steps from the shimmering pool. Walk inside and feel the salty breeze blend with the laid-back coastal charm that's woven throughout this slice of Keys paradise. Kick back on your screened balcony and soak in the salty air. Anchored right on the bayside at Mile Marker

  Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

  98222 Windward Ave, Key Largo, FL 33037
• 

  

  /20

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft

  87465 Old Hwy Unit 218, Islamorada, FL 33036

  Condo for Sale - Islamorada, Plantation by The Sea 2 Bedrooms | 1.5 Bathrooms | Furnished | Two-Story Townhouse StyleExperience the unique lifestyle of the Florida Keys in this spectacular furnished condo at Plantation by The Sea!Located in prestigious and convenient Islamorada, this exclusive two-story townhouse-style condo is the perfect retreat for those seeking comfort and authentic coastal

  Florentina Antigua EXP Realty LLC

  87465 Old Hwy Unit 218, Islamorada, FL 33036
• 

  

  /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
• 

  

  /13

  $499,999

  • Land

  106281 Overseas Hwy Unit Lot 19, Key Largo, FL 33037

  Three (Commercial) adjacent lots available for sale together (1,500,000 dollars) Ideally located on the famous US1 (Overseas Hwy) in Key Largo. Zoning is being changed to Commercial as previously zoned in the 90's, offering endless possibilities for your business. The property already has water and sewer in place, making it ready for immediate development. With exceptional exposure along this

  Jennifer Gomez LPT Realty, LLC

  106281 Overseas Hwy Unit Lot 19, Key Largo, FL 33037
• 

  

  /13

  $499,999

  • Land

  106261 Overseas Hwy Unit LOT 20, Key Largo, FL 33037

  Three (Commercial) adjacent lots available for sale together (1,500,000 Dollars) Ideally located on the famous US1 (Overseas Hwy) in Key Largo. Zoning is being changed to Commercial as previously zoned in the 90's, offering endless possibilities for your business. The property already has water and sewer in place, making it ready for immediate development. With exceptional exposure along this

  Jennifer Gomez LPT Realty, LLC

  106261 Overseas Hwy Unit LOT 20, Key Largo, FL 33037
• 

  

  /21

  $460,000

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft

  325 Calusa St Unit 499, Key Largo, FL 33037

  Completed recently remodeled manufactured home in the desired area of Calusa Campground. Manny amenities in the community, boat ramp, community pool , overnight docking, playground, basketball court and many more . Short rents allowed with Airbnb and Vrbo. Already registered with those apps getting generous monthly income. New Carport, outside shower. Washer and Dryer.That it can come fully

  Efren Lezcano Professional Realty of Miami, Inc.

  325 Calusa St Unit 499, Key Largo, FL 33037
• 

  

  /21

  $495,000

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft

  325 Calusa St, Key Largo, FL 33037

  Completed recently remodeled manufactured home in the desired area of Calusa Campground. Manny amenities in the community, boat ramp, community pool , overnight docking, playground, basketball court and many more . Short rents allowed with Airbnb and Vrbo. Already registered with those apps getting generous monthly income. New Carport, outside shower. Washer and Dryer. That it can come fully

  Efren Lezcano Professional Realty of Miami Inc.

  325 Calusa St, Key Largo, FL 33037
• 

  

  /29

  $449,500

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  87455 Old Hwy Unit 248, Islamorada, FL 33036

  THIS OCEAN FRONT BEAUTY IS. PRICED TO SELL! RARE 2 BEDROOM CONDO WITH OCEAN VIEWS FOR LESS THAN $470,000! THIS SPACIOUS CONDO OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE. FEATURING AN OPEN CONCEPT LIVING AREA, A WELL-APPOINTED UPDATED OPEN CONCEPT KITCHEN WITH WOOD CABINETRY, RECESSED LIGHTING, AND AMPLE STORAGE. NEW HOT WATER HEATER, 1/2 BATH DOWNSTAIRS, SPLIT BEDROOM LAYOUT UPSTAIRS FOR

  Nancy Garcia The Keyes Company

  87455 Old Hwy Unit 248, Islamorada, FL 33036
• 

  

  /82

  $447,000

  • 2 Beds
  • 2 Baths
  • 708 Sq Ft

  65821 Overseas Hwy Unit 35, Long Key, FL 33001

  Renovated Waterfront Home - Marina Resort Living! Motivated Seller!Own one of the largest lots in this exclusive 35-acre marina resort! Recently remodeled 2 bedroom 2 bath home with stunning water views from the kitchen and rear yard. There is also your private backyard golf area. There is space for a 25ft boat in the driveway plus your vehicle and a Golf cart. This is a golf cart community.

  Thomas Carden Keys to the Coast Real Estate LLC

  65821 Overseas Hwy Unit 35, Long Key, FL 33001
• 

  

  /26

  $450,000

  • Land

  0 Lakeview and Poinciana Dr, Key Largo, FL 33037

  Seller is Motivated - Bring Your Best Offer! Don't miss this rare chance to own four contiguous lots in the sought-after Key Largo Park subdivision. Located on Lakeview Drive and Poinciana Drive, these prime parcels total 10,000 sq. ft. (100' x 100') and stretch from street to street. Each lot is 2,500 sq. ft. (50' x 50'), offering flexibility and endless potential. The seller will consider

  Aryl and Pati Robison RE/MAX All Keys Real Estate

  0 Lakeview and Poinciana Dr, Key Largo, FL 33037
• 

  

  /9

  $424,500

  • Land

  123 Bimini Dr, Duck Key, FL 33050

  This oversized vacant parcel on Duck Key has approved architectural plans in place and should receive building right within 2026. Approved plans bring an exquisite and modern 1,900 sqft home to life with all interior and exterior finishes (or plan modifications) designed by discerning new owners. Development rights are available now for purchase in order to begin construction immediately.

  Elizabeth Jolin Coldwell Banker Schmitt Islamorada

  123 Bimini Dr, Duck Key, FL 33050
• 

  

  /3

  $449,000

  • Land

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042

  Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet ready for you to enter into the ROGO system. This sale comes with a ROGO Point Letter from Monroe County for 0 Disturbed Pine worth 24 points, giving you 44 points to enter into the ROGO system to build your dream home. Seller has done the Letter of Current Site Conditions with the County as well as engineering for a house, just

  Pamela Stangler Expert Realty LLC

  Lot 16 Date Palm Dr, Sugarloaf Key, FL 33042
• 

  

  /34

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,412 Sq Ft

  811 S Emerald Dr, Key Largo, FL 33037

  THIS UPDATED 2/2 MANUFACTURED HOME IS IN MOVE IN CONDITION. LOCATED IN SILVER SHORES A FULLY GATED ''OVER 55'' COMMUNITY. THE SPECIAL ASSESSMENT HAS BEEN PAID IN FULL BY THE SELLER. ONCE SILVER SHORES CONVERTS TO A CONDOMINIUM ASSOCIATION A ''FEE SIMPLE DEED'' WILL BE PROVIDED FOR THE LOT. THE OVERSIZED COVERED CARPORT IS PERFECT FOR ALL YOUR WATER TOYS, AND OR GUESTS PARKING. THE FRONT FRENCH

  Alicia Lozano Lokation Real Estate - Tavernier North

  811 S Emerald Dr, Key Largo, FL 33037
• 

  

  /22

  $449,000

  • 1 Bed
  • 1.5 Baths
  • 742 Sq Ft

  2000 Coco Plum Dr Unit 603, Marathon, FL 33050

  RETREAT TO THE BALCONY OF THIS SUSTAINABLE GETAWAY AND BE MESMERIZED BY STUNNING SUNSETS AND TRANQUIL WATERS! Here at Prestigious Bonefish Towers this home provides all the elements for relaxing, comfortable and easy care living. Fantastic open floor plan with a half bath and floor to ceiling sliding glass doors out to a covered balcony. A consistent flow of boat traffic can be seen from your

  Lynn Thompson Key Colony Beach Realty

  2000 Coco Plum Dr Unit 603, Marathon, FL 33050
• 

  

  /8

  $410,000

  • Land

  48 Shoreland Dr, Key Largo, FL 33037

  .Exceptional corner lot available in Key Largo on the corner of Shoreland and Transylvania Avenues in Largo Sound Park. This highly desirable location at MM103 ocean side is a stones throw from the Hideaway, marina and dive facilities. Neighborhood owners park and ramp is just a few yards down the street in view for easy access to Largo Sound, Pennecamp Park, the reef and open ocean access. A

  Keith Allen Coastal Realty of the Florida Keys

  48 Shoreland Dr, Key Largo, FL 33037
• 

  

  /44

  $410,000

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft

  65821 Overseas Hwy Unit 314, Long Key, FL 33001

  Fisherman's Paradise Fully Remodeled 1 bedroom 1 bathroom, sleeps up to 6. Furnished manufactured home with a modern kitchen, upgraded bathroom and full-size washer and dryer. Luxury water proof Laminate floors throughout offering the beach calm feeling. While the private backyard and paved driveway provide outdoor relaxation and convenience. Parking Space for boat, Golf cart and two cars. It is

  Yohana Fernandez LANDMARKS INTERNATIONAL REALTY, INC.

  65821 Overseas Hwy Unit 314, Long Key, FL 33001
• 

  

  /22

  $410,500

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

  111 Stirrup Key Woods Rd Unit 2-B2, Marathon, FL 33050

  Welcome to Stirrup Key Woods. This spacious home represents truly affordable and comfortable living in the Florida Keys with wide open concept living areas, updated and expanded kitchen, spacious bedrooms, one full bathroom updated with stone tile, a half bath, covered parking for two vehicles, impact resistant windows and doors, metal roof, New HVAC system, and great location offering privacy

  Lynn Lucas Berkshire Hathaway HomeServices Keys Real Estate

  111 Stirrup Key Woods Rd Unit 2-B2, Marathon, FL 33050
• 

  

  /16

  $499,000

  • Land

  Vacant Lot Canal St, Big Pine Key, FL 33043

  Prime Commercial Fishing Property in the Florida Keys!Discover a rare opportunity to own and operate a commercial fishing business in the coveted Commercial Fishing Special District of Big Pine, FL. This unique zoning allows unparalleled access to open water, making it a fisherman's paradise. Here are the highlights:- Buildable Property: Your vision can come to life with ease on this buildable

  Sam Williams Coldwell Banker Schmitt Real Estate Co.

  Vacant Lot Canal St, Big Pine Key, FL 33043
• 

  

  /5

  $450,000

  • Land

  195 Indies Dr S, Duck Key, FL 33050

  Preliminary landscaping and land clearing has been done to improve the property (Privacy Hedges on both sides)- Currently has 40pts in ROGO (2 more points to be issued in August 2025)- Property has been surveyed and in ROGO with building plans. Pool plans have already been approved for permitting.- Water & Sewer service connection has been completed.

  Raul Pineyro Cacophony Group LLC

  195 Indies Dr S, Duck Key, FL 33050
• 

  

  /13

  $475,000

  • Land

  1147 Basque Ln, Cudjoe Key, FL 33042

  BUILDING & DOCK PERMITS IN HAND for this Buildable Vacant Lot! This proposed engineered house is a large 2,132 Sq Ft 2 story plus 1,066 w/ potential parking & storage below at ground level. Current design and engineering calls for 4 Bedrooms 3.5 Baths with 4 Exterior Balcony/Decks providing approximately 450 Sq Ft of additional space for Open Water Views plus the house will also have Open Water

  Brad Baker Key to the Keys Real Estate, Inc

  1147 Basque Ln, Cudjoe Key, FL 33042
• 

  

  /30

  $430,000

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042

  Welcome to your tropical paradise at Venture Out, a gated community on Cudjoe Key, located at Mile Marker 23 in the stunning Florida Keys! This charming, fully furnished 1-bedroom, 1-bath retreat is perfect for enjoying the sun-drenched lifestyle you've been dreaming of. Step into your cozy getaway, featuring a spacious 35' concrete seawall that invites you to explore the waters. Unwind on the

  Lanny Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 342, Cudjoe Key, FL 33042
• 

  

  /9

  $495,000

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft

  98703 Overseas Hwy, Key Largo, FL 33037

  Fantastic Opportunity to get yourself a chic loft in Key Largo. Newly acquired vacation rental license allows for short-term rentals from this loft! Modern, open, and renovated, absolutely ready for you. A cool vibe for a weekend getaway or a rental opportunity. (SR zoning) Shown by appointment.

  Joy Martin American Caribbean Real Estate

  98703 Overseas Hwy, Key Largo, FL 33037
• 

  

  /17

  $465,000

  • Land
  • 0.5 Acre
  • $926,849 per Acre

  300 Coco Plum Dr, Marathon, FL 33050

  Rare opportunity to own a 21,808 sq ft oceanside lot directly overlooking the pristine shores of Coco Plum Beach in beautiful Marathon, Florida. This expansive parcel offers breathtaking unobstructed views and an unbeatable location for your dream coastal retreat. Wake up to breathtaking ocean views, salty breezes, and quiet serenity. The seller currently holds the right to build two units, with

  Nicole Black Cutler Realty, Inc.

  300 Coco Plum Dr, Marathon, FL 33050
• 

  

  /7

  $400,000

  • Land

  495 91st St, Marathon, FL 33050

  1 buildable right. Seller Financing Available! Previously a 3-bedroom, and 2 bath home. This is a Recently cleared lot. TBR in Document file. On site utilities. This lot is zoned as both mobile and residential. Disclosure. Selling agent has personal interest. **The title certificate work was done by Clear to Sell and paid by the owner and received on 3/6/2023. Certificate in Documents

  Jenny Murphy Keller Williams Key West Compass Realty

  495 91st St, Marathon, FL 33050
• 

  

  /46

  $487,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042

  Seller is motivated!Coastal Charm Meets Modern Comfort -Welcome to your ideal island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located in the welcoming gated residential community of Venture Out on Cudjoe Key--a neighborhood that embraces coastal living and a strong sense of community for all ages.Inside, you'll find a bright and airy

  Lanny Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
• 

  

  /10

  $499,000

  • 2 Beds
  • 1 Bath
  • 644 Sq Ft

  6800 Maloney Ave Unit 20, Stock Island, FL 33040

  This 2-bedroom one bath manufacture home, is located in Harbour Shores a well run condominium association park with very reasonable fees of $200 a month. This home sits on one of the bigger lots with provides off street parking with its own private driveway. The park also offers boat docking at very good rates for owners with easy ocean access. The home has a newer roof and central air

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  6800 Maloney Ave Unit 20, Stock Island, FL 33040
• 

  

  /39

  $489,999

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft

  389 Anglers Dr N Unit 206, Marathon, FL 33050

  Welcome to Coral Club, located in the desirable waterfront neighborhood of Sombrero Beach. This 2-bedroom, 2-bathroom condominium features an open floor plan and offers the tranquility and lifestyle only the Florida Keys can provide.Enjoy your morning coffee on the private balcony overlooking the canal, where you can watch a variety of marine life swim by. The condo also includes a bonus room,

  Leanys Carlson Ocean Sotheby's International Realty

  389 Anglers Dr N Unit 206, Marathon, FL 33050
• 

  

  /27

  $499,000 New Construction

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft

  116 Garden St, Key Largo, FL 33037

  Welcome to effortless Florida Keys living in the heart of Tavernier. This beautifully built 1-bedroom, 1-bathroom home was completed in 2023 and offers modern construction, durability, and low-maintenance coastal comfort. This stilted home features impact windows and doors and a sleek metal roof, providing peace of mind and long-term resilience. Inside, you'll find a bright and efficient layout

  Emily Strain Coldwell Banker Schmitt Key Largo

  116 Garden St, Key Largo, FL 33037
• 

  

  /27

  $435,000 Open House 4/24

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  101 11th St Unit 19, Key Colony Beach, FL 33051

  Ocean Breeze makes island living easy in this Florida Keys waterfront enclave. This fully furnished, newly constructed manufactured home is outfitted with tasteful coastal decor across the sunny 2 bed, 2 bath space. The upstairs private balcony overlooks the ocean for morning coffee. All modern appliances including washer and dryer and dishwasher complete the package. Enjoy full amenities in this

  Elizabeth Jolin Coldwell Banker Schmitt RE Co

  101 11th St Unit 19, Key Colony Beach, FL 33051
• 

  

  /6

  $459,300

  • 2 Beds
  • 3 Baths
  • 850 Sq Ft

  2600 Overseas Hwy Unit 28, Marathon, FL 33050

  Bids now being accepted, please reach out to find out details on the bidding process.Time to invest in the vacation rental business in the Florida Keys. This complex does allow nightly rentals. Please reach out for details.

  Bobby Coe RE/MAX Keys Connection (KW)

  2600 Overseas Hwy Unit 28, Marathon, FL 33050

Showing Results 81 - 116, Page 3 of 3