Monroe County FL Homes under $500,000

/36
$465,000

$34K PRICE DROP
- 2 Beds
- 2 Baths
- 550 Sq Ft
101620 Overseas Hwy Unit 13N, Key Largo, FL 33037

2/2 charming mobile home, located in the private, gated community of Coastal Waterway, where you own your lot, and located on Tarpon Basin, giving quick access to both Gulf and Atlantic waters. Property is steps from the water and marina, has room for a boat with access to the community ramp, and transient boat slips on first come basis. The private marina features 4 Tikis, hammock, ice machine,

Carlos Rivero Xcellence

101620 Overseas Hwy Unit 13N, Key Largo, FL 33037
/19
$337,500
- 2 Beds
- 1 Bath
- 756 Sq Ft
27965 Tarpon Terrace, Little Torch Key, FL 33042

Great investment opportunity in Little Torch Key! This well-maintained home sits on a clean, clear swimming canal with direct access for paddle boarding, kayaking, and fishing right from your backyard. A boat ramp is less than a mile away, making it perfect for boating and fishing enthusiasts. The property features a large fenced lot with plenty of parking, trailer storage, and a storage shed.

Deni Heintzelman KeyIsle Realty

27965 Tarpon Terrace, Little Torch Key, FL 33042
/9
$304,000

$25K PRICE DROP
- 1 Bed
- 1 Bath
- 536 Sq Ft
201 Coppitt Rd Unit 103, Key West, FL 33040

This Waterfront low maintanence condo has everything you'd want for either your primary residence, a second home or a rental for income. This location is prime within minutes from Old Town, Key West NAS, an 18 Hole Golf course, the College, Hospital, shopping, great restaurants and the Airport! Amenities include assigned parking right out your door. Sunsets cannot be beat from this location with

Camille Toler Key West Real Estate Sales, Inc. (KW)

201 Coppitt Rd Unit 103, Key West, FL 33040
/27
$475,000

$40K PRICE DROP
- 2 Beds
- 1 Bath
- 792 Sq Ft
417 95th St, Marathon, FL 33050

Step into your own private tropical oasis in the heart of Marathon. This charming two-bedroom, one-bathroom home perfectly captures the essence of Florida Keys living with an ideal blend of classic character and modern convenience.The property has been significantly refreshed for 2026, including a fresh coat of paint inside, along with new exterior doors to enhance its coastal curb appeal. The

Aryl and Pati Robison RE/MAX All Keys Real Estate

417 95th St, Marathon, FL 33050
/18
$439,000

$26K PRICE DROP
- Land
- 21,780 Sq Ft
- $878,000 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. Whether you're planning a luxury duplex, vacation escape, or

Nicole Black Cutler Realty

300 Coco Plum Dr, Marathon, FL 33050
/10
$499,000
- Land
- 4,791 Sq Ft
- $4,536,364 per Acre
77 S Conch Ave, Duck Key, FL 33050

Presenting 77 S Conch Key, a 4500 SF parcel in the heart of the Florida Keys with two transferable ROGO allocations, each valued at approximately $149,000. This property offers exceptional development potential with ROGO plans approved to build up to four units, providing an ideal foundation for a custom retreat or investment opportunity. While the lot does not offer water access, its location

Bram Scolnick Alterra Realty Group Inc

77 S Conch Ave, Duck Key, FL 33050
/6
$410,000

$15K PRICE DROP
100 Avenue I Unit 35 & 36, Marathon, FL 33050

Two adjacent slips for sale in this Live-A-Board marina directly across from Coco Plum Beach in Marathon. Laundry, bathhouse & mail on site. Minimal rental period 180 days. Quick access to the Atlantic Ocean. Taxes & HOA shown are for both slips together. Additional Quarterly fees for reserves $46 & wastewater $174. Slips are not available separately. Website: cpbyc.com. Listing agent is co-owner.

Judy Cinque Key Colony Beach Realty

100 Avenue I Unit 35 & 36, Marathon, FL 33050
/13
$499,999
- Land
- 11,290 Sq Ft
- $1,929,137 per Acre
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
/60
$350,000
- 3 Beds
- 3 Baths
- 2,352 Sq Ft
104000 Overseas Hwy Unit 5, Key Largo, FL 33037

Elevate your lifestyle with this Fractional Ownership at Fisherman's Cove, the Florida Keys' most exclusive private residence club. Located along Blackwater Sound in Key Largo, this luxurious retreat offers 2,300 square feet of beautifully designed living space, including three generously sized bedrooms along with three full sized bathrooms. The newly renovated interior offers a

Haley Weisberg Ocean Sotheby's International Realty

104000 Overseas Hwy Unit 5, Key Largo, FL 33037
/20
$485,000
- 3 Beds
- 2 Baths
- 1,431 Sq Ft
31037 Avenue D, Big Pine Key, FL 33043

This is a large MANUFACTORED HOME on Big Pine Key that is permanently affixed to concrete pilings and is elevated above the 8' flood plain-which helps keep flood insurance cheaper-under $2,000. It is located in a tranquil setting with land that is owned by Monroe County on two sides and a spacious interior and inviting layout with ample natural light. The home has a well-appointed kitchen, area

Steven Koleno Beycome of Florida, LLC

31037 Avenue D, Big Pine Key, FL 33043
/24
$335,000

$35K PRICE DROP
- Land
- 1,568 Sq Ft
- $9,305,556 per Acre
333 Calusa St, Key Largo, FL 33037

RV Paradise in Key Largo. Welcome to your slice of the Florida Keys—where laid-back luxury meets outdoor adventure. Nestled in a welcoming, family-oriented community, this private lot is RV-ready and features a shaded patio with awning for breezy island living. Just minutes from restaurants, shops, bait stores, and beaches—and a quick 45-minute drive to the mainland's airports, ports and malls.

Jose Vigo RE/MAX All Keys Real Estate

333 Calusa St, Key Largo, FL 33037
/52
$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 ComfortWelcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located within the gated waterfront community of Venture Out on Cudjoe Key.Inside, you'll find a bright, open-concept layout featuring a spacious living area that flows seamlessly into a thoughtfully designed

Kelly Gardner Bluescape Real Estate

701 Spanish Main Dr Unit 659, Cudjoe Key, FL 33042
/37
$475,000

$10K PRICE DROP
- 2 Beds
- 2 Baths
- 962 Sq Ft
15 Sombrero Blvd Unit 212W, Marathon, FL 33050

Discover your perfect coastal getaway at 15 Sombrero Blvd, Unit 212 in Marathon, Florida. This beautifully updated and fully furnished 2-bedroom, 2-bath condo in Marathon Country Club Condominium offers comfort, convenience, and a prime location just blocks from Sombrero Beach with easy bike and walking access. Enjoy the rare perk of dockage for boats up to 25 feet with no waiting list, plus

Alyson Bainbridge Coldwell Banker Schmitt Real Estate Co.

15 Sombrero Blvd Unit 212W, Marathon, FL 33050
/10
$295,000
- 2 Beds
- 1 Bath
- 783 Sq Ft
250 66th St, Marathon, FL 33050

Investment Opportunity in the Heart of Marathon. This Half Duplex has Two Bedrooms and One Bathroom. Ample parking in the front yard. Long time Tenants in place. Other Half Duplex in the back is also offered for Sale. MLS #619861

Susan Ashmore American Caribbean Real Estate, Christie's International Real Estate

250 66th St, Marathon, FL 33050
/3
$369,000
- Land
- 6,969 Sq Ft
- $2,306,250 per Acre
207 Venus Ln, Big Coppitt Key, FL 33040

*****ROGO EXEMPT LOT ***** Corner Lot on Swimming Canal - ROGO Exempt Build your dream home on this 6,800+ sq ft corner lot on swimming canal . Located just 10 minutes from Key West, this ROGO-exempt lot allows you to start building immediately with letter in hand.

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

207 Venus Ln, Big Coppitt Key, FL 33040
/2
$235,000
- Land
- 1,742 Sq Ft
- $5,875,000 per Acre
94825 Overseas Hwy, Key Largo, FL 33037

Discover the beauty of Key Largo with this stunning property located at 94825 Overseas Hwy Lot 198. Everything is new in the development, build your dream home.

Steven Koleno Beycome of Florida LLC

94825 Overseas Hwy, Key Largo, FL 33037
/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
/38
$479,000

Open House 6/12 $20K PRICE DROP
- 1 Bed
- 1 Bath
- 656 Sq Ft
133 Coco Plum Dr Unit 35, Marathon, FL 33050

Discover paradise at 133 Coco Plum Drive, #35. This beautifully renovated vacation rental features a south-facing porch that overlooks the stunning turquoise waters of the Atlantic. Enjoy direct access to Coco Plum Beach, perfect for sunbathing, swimming, and long walks along the shore. A jogging and bike path is conveniently located just across the street, enhancing your outdoor experience. This

Sam Williams Coldwell Banker Schmitt Real Estate Co.

133 Coco Plum Dr Unit 35, Marathon, FL 33050
/28
$350,000
- 2 Beds
- 1 Bath
- 315 Sq Ft
101551 Overseas Hwy Unit 154, Key Largo, FL 33037

2022 Coleman Lantern 263BH RV located in the quiet and secluded Key Largo Kampground. Deeded lot conveys with the sale (you own the land). Lot alone can be negotiable without RV transfer. 2 Bedroom/1Bath RV sits on a double entry lot that can park one boat trailer and one car or two cars and has a grandfathered shed which is no longer allowed by the county on RV Lots....perfect for vacation

Melanie Horowitz Better Homes and Gardens Real Estate Destinations

101551 Overseas Hwy Unit 154, Key Largo, FL 33037
/44
$369,000

$60K PRICE DROP
- 2 Beds
- 2 Baths
- 736 Sq Ft
818 S Emerald Dr, Key Largo, FL 33037

SELLERS WILL PAY AN ADDITIONAL $30,000 TOWARDS THE SPECIAL ASSESSMENT AT CLOSING WITH A CLOSE TO ASKING PRICE OFFER!!!! SUPER CUTE AND COZY IS THE BEST WAY TO DESCRIBE THIS UPDATED 2/2 HOME LOCATED IN SILVER SHORES AN ''OVER 55'' FULLY GATED COMMUNITY. ALL THE FLOORS HAVE BEEN REDONE WITH WATERPROOF FLOORING (NOT INCLUDING THE BATHROOMS AND KITCHEN THAT ARE TILED) THE HOME HAS VAULTED CEILING IN

Alicia Lozano Lokation Real Estate - Tavernier North

818 S Emerald Dr, Key Largo, FL 33037
/22
$410,500

$7K PRICE DROP
- 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
/6
$225,000

$25K PRICE DROP
- Land
- 6,098 Sq Ft
- $1,607,143 per Acre
124 Cutthroat Dr, Cudjoe Key, FL 33042

Canal front lot in beautiful Cutthroat Harbor Estates. Excellent opportunity to be on the water in a great location. Property currently has concrete columns and slab in place. Possible short sale.

Jimmy Lane Island Life Realty Experts

124 Cutthroat Dr, Cudjoe Key, FL 33042
/50
$435,000
- 2 Beds
- 2 Baths
- 778 Sq Ft
98282 Windward Ave Unit 2, Key Largo, FL 33037

Fully furnished 2BR/2BA condo in the gated community of Landings of Largo. This second-floor unit features a desirable split floor plan, granite countertops, in-unit laundry, and a private balcony with relaxing pool views. Located just steps from the pool, it offers both comfort and convenience within a lush, tropical setting. Includes two assigned parking spaces. Enjoy resort-style amenities

Lina Pinzon Inmobiliata, LLC

98282 Windward Ave Unit 2, Key Largo, FL 33037
/38
$399,000
- 2 Beds
- 1.5 Baths
- 1,330 Sq Ft
325 Calusa St Unit 478, Key Largo, FL 33037

Beautiful RV 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 are allowed with Airbnb and Vrbo. Already registered with those apps getting generous monthly income. .This is an corner lot with space where to park a boat.

Efren Lezcano Professional Realty of Miami, Inc.

325 Calusa St Unit 478, Key Largo, FL 33037
/5
$450,000

$52K PRICE INCREASE
- Land
- 8,244 Sq Ft
- $2,377,441 per Acre
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
/26
$429,000

$30K PRICE DROP
- 2 Beds
- 1 Bath
- 925 Sq Ft
105 Avenue D Unit 110, Marathon, FL 33050

An exceptional opportunity to own this charming 2-bedroom, second-floor condominium, in Cocoplum Terraces, ideally situated on a 200-foot-wide canal with direct ocean access and no bridges. Weekly rentals are possible. Located just one-half mile from beautiful Cocoplum Beach and park, this waterfront community offers the true Florida Keys boating lifestyle. Amenities include assignable boat

Sally Stribling Coldwell Banker Schmitt Key Largo

105 Avenue D Unit 110, Marathon, FL 33050
/78
$299,000

$1K PRICE DROP
- 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
/33
$410,000
- 1 Bed
- 1 Bath
- 756 Sq Ft
200 Wrenn St Unit 502, Tavernier, FL 33070

Beautiful 1 bedroom, 1 bath condo at Seagulls Condominium in Islamorada with stunning ocean views. Fully furnished and ready to move in or rent. Enjoy resort- style living with oceanfront heated pool, clubhouse and game room. Convenient location close to local dining, shops, and all the beauty the Florida Keys have to offer. Perfect for vacation getaways, living or rental investment.

Marietta Gutierrez Phantom Real Estate

200 Wrenn St Unit 502, Tavernier, FL 33070
/7
$250,000
- Land
- 6,534 Sq Ft
- $1,666,667 per Acre
1032 Snapper Ln, Key Largo, FL 33037

This is your chance to own a buildable lot in key largo ocean side This lot must be purchased along with an adjacent 'back to back' lot BothThe other lot address is 933 lobster ln Creating an amazing opportunity to build your dream home in one of the most sought after neighborhoods in key largo Possible Owner financing available

Ernie Echauri RE/MAX All Keys Real Estate

1032 Snapper Ln, Key Largo, FL 33037
/41
$499,000

$100K PRICE DROP
- 2 Beds
- 2 Baths
- 1,234 Sq Ft
601 W Ocean Dr Unit 203A, Key Colony Beach, FL 33051

Nestled right between Key Largo and Key West, you'll discover a lovely condo in Key Colony Beach with a gorgeous beach and inviting turquoise waters--perfect for your getaway, vacation or primary residence. This charming ground-level condo features two cozy bedrooms and two bathrooms, offering a wonderful spot that's close enough to the fun of Key West and Key Largo while still being a peaceful

Jeannine Cook Rook Realty

601 W Ocean Dr Unit 203A, Key Colony Beach, FL 33051
/27
$375,000
- 2 Beds
- 1 Bath
- 726 Sq Ft
701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042

Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white

Monika Rydzak EXP Realty LLC

701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
/2
$235,000
- Land
- 1,658 Sq Ft
- $6,174,065 per Acre
94825 Overseas Hwy Unit 198, Key Largo, FL 33037

Discover the beauty of Key Largo with this stunning property located at 94825 Overseas Hwy Lot 198. Everything is new in the development, build your dream home.

Steven Koleno Beycome of Florida, LLC

94825 Overseas Hwy Unit 198, Key Largo, FL 33037
/23
$355,000
- Land
- 1,742 Sq Ft
- $8,875,000 per Acre
325 Calusa St, Key Largo, FL 33037

Calusa RV campground is your ideal destination! This versatile getaway delivers the full package: • Prime Water Access: Set just steps from the pool and offering effortless access to some of the best fishing waters in the region. • Room for All Your Toys: Plenty of space to store your boat, jet skis, kayaks, and other aquatic gear — plus ample parking for your RV. • Vacation-Ready &

Jose Vigo RE/MAX All Keys Real Estate

325 Calusa St, Key Largo, FL 33037
/8
$250,000
- Land
- 1,658 Sq Ft
- $6,568,154 per Acre
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
/5
$299,000
- 1 Bed
- 1 Bath
- 736 Sq Ft
6099 Overseas Hwy Unit 12W, Marathon, FL 33050

This 1 bedroom, 1 bath home offers an open living and kitchen area with a separate sitting area that would be perfect for an office space or a 2nd bedroom. Community amenities include a boat ramp, boat slips available for rent, laundry & bath house. The clubhouse is also part of the amenity package available to owners for the low association fee. The clubhouse features a full kitchen, restrooms

Casey Elliott Key Colony Beach Realty

6099 Overseas Hwy Unit 12W, Marathon, FL 33050
/13
$339,000
- Land
- 1,658 Sq Ft
- $8,906,417 per Acre
94825 Overseas Hwy, Key Largo, FL 33037

**Prime Opportunity in Key Largo Ocean Resort** The best new Luxury Community in Key Largo for single family homes. Build the water view home of your dreams in this wonderful community. The land is already approved by Monroe County for a residential home up to 3 levels, including a roof terrace that will offer spectacular day and evening views. The community provides exceptional amenities

Maria Elena Arias The Keyes Company

94825 Overseas Hwy, Key Largo, FL 33037
/20
$417,000
- 1 Bed
- 1 Bath
325 Calusa St, Key Largo, FL 33037

Own Your Own Piece of Paradise in Key Largo! Welcome to your slice of the Florida Keys, located in a desirable private, gated community in beautiful Key Largo. This amenity-rich neighborhood offers everything you need for both relaxation and recreation, including 24-hour security, a private boat ramp, children’s park, basketball courts, tennis courts, racquetball and pickleball courts, laundry

Janet Quijano Florida Capital Realty

325 Calusa St, Key Largo, FL 33037
/32
$410,000
- 1 Bed
- 1 Bath
- 624 Sq Ft
65821 Overseas Hwy, Long Key, FL 33001

Welcome to paradise in the heart of the Florida Keys. This Beautifully remodeled 1 bedroom 1 bathroom home located in Outdoor Resorts at Long Key offers the perfect blend of comfort, style, and coastal living. Featuring a brand new kitchen, and bathroom, custom cabinetry throughout, and the convenience of an in unit washer & Dryer, every detail has been thoughtfully updated for modern island

Yohana Fernandez Floridism Real Estate, LLC.

65821 Overseas Hwy, Long Key, FL 33001
/16
$320,000

$5K PRICE DROP
- Land
- 4,356 Sq Ft
- $3,200,000 per Acre
27935 Tarpon Terrace, Summerland Key, FL 33042

Heather Mason Coastal Collection Real Estate Inc.

27935 Tarpon Terrace, Summerland Key, FL 33042
/13
$499,999
- Land
- 6,000 Sq Ft
- $3,629,993 per Acre
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

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