Monroe County, FL Homes

/34
$670,000
- 2 Beds
- 2.5 Baths
- 1,063 Sq Ft
200 Harborview Dr Unit 101, Tavernier, FL 33070

Pack your toothbrush, grab your boat, and get ready to live the ultimate Keys lifestyle! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for a stress-free retreat or a permanent piece of paradise.Step inside to a light and bright interior filled with upgrades and thoughtful finishing touches. Two screened lanais provide the perfect spot to relax, unwind, and soak in the

Krissy Carnahan

Realty ONE Group Destination (ISL)

(786) 841-2361

200 Harborview Dr Unit 101, Tavernier, FL 33070
/11
$25,000 per month
- 5 Beds
- 3 Baths
- House for Rent
7760 Aviation Blvd, Marathon, FL 33050

Welcome to Paradise!!!! Immerse yourself in Luxury!!!! This 5 Bedroom/3 Bathroom sleeps 12. Modern kitchen with open living room waterfront view floor plan. Huge Pool including Jacuzzi - Margarita machine, Barbecue, wine cooler, washer, dryer, dishwasher. Flat-screen TV with CABLE TV in all rooms with High-speed internet.Jet Skiing - Boating -Fishing on the dock, a Basketball hoop, bean bag

Tracey Petrusha Venture Realty Group

7760 Aviation Blvd, Marathon, FL 33050
/15
$720,000 Sold Aug 21, 2025
- Land
- 187 Days On Market
58734 Overseas Hwy, Marathon, FL 33050

Customize your island dream home on this massive 20,000 sq. ft. lot with stunning Ocean Views! Situated on the Oceanside of Grassy Key with approximately 62' of water front, this sought-after location is packed with potential for creating the ultimate Oceanfront getaway in the Florida Keys! The existing home on property is in need of redevelopment, and offers a unique advantage as the present

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

58734 Overseas Hwy, Marathon, FL 33050

/14
Not Listed For Sale
- 2 Beds
- 2 Baths
- 756 Sq Ft
234 Camelot Dr, Tavernier, FL 33070

234 Camelot Dr, Tavernier, FL 33070

/13
$340,000
- Land
94825 Overseas Hwy Unit 157, Key Largo, FL 33037

ROGO EXEMPT VACANT 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) 615-1782

94825 Overseas Hwy Unit 157, Key Largo, FL 33037
/14
$2,575 per month
- 2 Beds
- 1 Bath
- 936 Sq Ft
- Townhouse for Rent
13 Bass Ave, Key Largo, FL 33037

Adorable cottage style home available right away for rent in the Largo Sound neighborhood. This neighborhood has a wonderful HOA park with a pavilion, beach and boat ramp! This house is 2 bedrooms 1 bath. Comes furnished with everything pictured. Covered parking and lush landscaping. Rent includes water, electric, garbage, yard service and internet! 1 Small pet okay with landlords approval.

Kelly Randin RE/MAX All Keys Real Estate

13 Bass Ave, Key Largo, FL 33037
/38
$570,000 Sold Aug 21, 2025
- 1,277 Sq Ft
- $446/SF
- 326 Days On Market
- 3 Beds
- 2 Baths
- Built 1956
7932 Tuna Dr, Marathon, FL 33050

Charming single family home located in a popular Marathon neighborhood. Just a short distance to the boat ramp on Dodge Lake for launching your boat. This home has 3 bedrooms, 2 bath, a spacious kitchen, and a full laundry room. Plenty of parking for all your toys as well as a large fenced yard for your pets. Perfect for a pool and other outdoor entertainment. Dining, shopping and marinas

Lisa Joseph Key Colony Beach Realty

7932 Tuna Dr, Marathon, FL 33050

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 670 Sq Ft
201 Humpty Dumpty Dr, Key Largo, FL 33037

201 Humpty Dumpty Dr, Key Largo, FL 33037

/29
$1,399,000 Open Sat 10AM - 12PM
- 3 Beds
- 2 Baths
- 2,068 Sq Ft
1541 Sunrise Dr, Big Pine Key, FL 33043

Enjoy absolutely stunning open water views and spectacular sunrises every morning from this gorgeous open waterfront property in Tropical Bay Estates. This spacious 3-bedroom, 2-bath home was completely remodeled in 2020 with beautiful finishes throughout. Enjoy a chef's kitchen, with top of the line appliances, and an abundance of cabinets and counter space, ideal for entertaining. Flooded

Anneliese Dietrick

Coldwell Banker Schmitt Lower Keys (KW)

(888) 890-8953

1541 Sunrise Dr, Big Pine Key, FL 33043
/13
$3,300 per month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- House for Rent
11456 5th Avenue Ocean, Marathon, FL 33050

Welcome to Paradise in the Florida Keys!This fully furnished Little Venice gem will be available starting October 7, 2025. The home features a spacious king-size bedroom with TV, along with a living room sectional that converts into a comfortable full-size bed and a second TV. Showcasing the charm of the original Keys Conch Cottage design, it boasts stunning Dade Pine wood beam ceilings,

Paulette Thompson PA Ocean Sotheby's International

11456 5th Avenue Ocean, Marathon, FL 33050
/61
$1,660,000 Sold Aug 20, 2025
- 2,898 Sq Ft
- $573/SF
- 9 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1992
290 Woods Ave, Tavernier, FL 33070

Tucked away in the heart of Islamorada, this elegant canal-front retreat captures the best of Florida Keys living. Solidly built with concrete construction, this 5-bedroom, 3.5-bath home offers 50 feet of concrete dockage, direct bay access, and quick ocean access via nearby channels--a true boater's paradise.Upstairs, a bright and open layout features high ceilings, two comfortable living areas,

Jocelyn Tiedemann Ocean Sotheby's International Realty

290 Woods Ave, Tavernier, FL 33070

/12
Not Listed For Sale
- 2 Beds
- 2 Baths
- 826 Sq Ft
500 Burton Dr Unit 2410, Other City - Keys/Islands/caribbean, FL 33037

500 Burton Dr Unit 2410, Other City - Keys/Islands/caribbean, FL 33037

/48
$2,250,000
- 3 Beds
- 2 Baths
- 2,127 Sq Ft
1501 Ocean Bay Dr Unit A1 & 50' Boat Slip, Key Largo, FL 33037

Stunning Ocean Front with 50 ft deeded slip with 14,000 lb boat lift. Indulge in the vibrant ocean colors of turquoise blues and greens from every room. Awaken to awe-inspiring sunrises accompanied by refreshing ocean breezes. This hidden gem has the best views in the exclusive Key Largo Yacht Club with the boat slip just steps away. Convenience, peace and quiet are yours in this private

Terry Canto

American Caribbean Real Estate, Christie's International Real Estate

(305) 614-8966

1501 Ocean Bay Dr Unit A1 & 50' Boat Slip, Key Largo, FL 33037
/21
$4,500 per month
- 3 Beds
- 2.5 Baths
- 1,910 Sq Ft
- House for Rent
809 Miramar Dr, Key Largo, FL 33037

Welcome to your new home in the desirable Twin Lakes neighborhood. Built in 2021, this spacious two-story residence offers 3 bedrooms, 2.5 bathrooms, and a rare attached garage, a unique feature in the Keys that provides both storage and convenience. Nestled among a natural hammock of trees, the property offers privacy and a peaceful setting while still being close to everything you need.Inside,

Kimberly Hamilton Better Homes and Gardens Real Estate Destinations

809 Miramar Dr, Key Largo, FL 33037
/23
$710,000 Sold Aug 20, 2025
- 1,188 Sq Ft
- $598/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 2014
19603 Seminole St, Summerland Key, FL 33042

Discover your dream retreat on Upper Sugarloaf Key in the exclusive Indian Mounds subdivision. This impeccably maintained 3-bed, 2-bath home spans 1,188 sq ft with 9' ceilings, 5'' crown molding, and a spacious living-dining-kitchen area. Enjoy granite counters, stainless appliances, ample cabinets, two extra freezers, and a Samsung washer/dryer. Home is situated on a 5000 sq ft landscaped lot

Steven Koleno Beycome of Florida, LLC

19603 Seminole St, Summerland Key, FL 33042

/8
Est $799,759 Not Listed For Sale
- 1 Bed
951 Caroline St Unit 1, Key West, FL 33040

951 Caroline St Unit 1, Key West, FL 33040

/43
$849,000
- 2 Beds
- 3 Baths
- 1,352 Sq Ft
12690 Overseas Hwy Unit 310, Marathon, FL 33050

Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 981-1192

12690 Overseas Hwy Unit 310, Marathon, FL 33050
/39
$6,000 per month
- 2 Beds
- 2 Baths
- 1,152 Sq Ft
- Property for Rent
927 Tropical Ln, Key Largo, FL 33037

Paradise on main canal with spectacular sunset views. Great location to discover the Florida Keys. Minutes from John Pennekamp Coral Reef State Park, convenient shopping centers, and many restaurants. This charming 2 bed, 2 bath fully furnished home has upgraded living spaces, offering modern comfort and style. Enjoy views from screened terrace and huge patio. Watch the boats drive by from the

Nora Morales Cespedes Realty LLC

927 Tropical Ln, Key Largo, FL 33037
/69
$965,000 Sold Aug 20, 2025
- 1,454 Sq Ft
- $664/SF
- 142 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1972
96000 Overseas Hwy Unit T1, Key Largo, FL 33037

Waterfront corner GEM meticulously maintained in beautiful Buttonwood Bay Condo. Offers privacy and convenience with a 36' boat slip right behind your unit, a true boaters paradise. Turn-Key and ready to move in. Looking for the resort life? Experience unparalleled waterfront living in this beautifully updated 2-bedroom, 2.5-bath corner unit located in an exclusive gated community with resort

Maria Canto American Caribbean Real Estate

96000 Overseas Hwy Unit T1, Key Largo, FL 33037

/36
Est $1,193,413 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,445 Sq Ft
118 Pippin Dr, Islamorada, FL 33036

118 Pippin Dr, Islamorada, FL 33036

/73
$4,699,000
- 3 Beds
- 5 Baths
- 4,000 Sq Ft
58213 Morton St, Marathon, FL 33050

Nestled on a secluded 2-acre lot in Grassy Key, Marathon, this gated waterfront estate boasts 5,220 sq. ft. and is highlighted with a ton of amenities including two docks, 4 post boat lift, private sandy beach and an infinity-edge elevated pool blending seamlessly with the gulf and featuring a built-in table and chairs for relaxing or entertaining. Expansive covered areas by the pool offer

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 751-7833

58213 Morton St, Marathon, FL 33050
/46
$5,500 per month
- 4 Beds
- 4 Baths
- 1,618 Sq Ft
- House for Rent
903 Tropical Ln, Key Largo, FL 33037

Welcome to your Key Largo escape! This beautifully updated 4 bedroom, 4 bathroom two story home offers the perfect balance of comfort and coastal lifestyle with 1618 sq ft of living space. Nestled on the Bayside with direct canal access, the property features a 40 foot wood dock-ideal for boating, fishing, or simply enjoying the water. Whether you're bringing your boat or just soaking the

Robert Valenzuela Century 21 Circle- Islamorada

903 Tropical Ln, Key Largo, FL 33037
/68
$4,000,000 Sold Aug 20, 2025
- 2,177 Sq Ft
- $1,837/SF
- 98 Days On Market
- 4 Beds
- 5 Baths
- Built 1912
810 Eisenhower Dr, Key West, FL 33040

Hidden behind a lush, tropical paradise on a coveted corner lot, 810 Eisenhower Drive is an extraordinary Victorian Estate built prior to 1912, seamlessly blending Old Town's rich history with modern luxury. This meticulously restored home showcases timeless Dade County Pine, original windows, a grand front door, and a striking newel post that echo the craftsmanship of a bygone era. Beyond the

Team Kaufelt Truman & Co. (KW)

810 Eisenhower Dr, Key West, FL 33040

/33
Est $682,283 Not Listed For Sale
- 2 Beds
- 2 Baths
- 916 Sq Ft
500 Burton Dr Unit 4201, Tavernier, FL 33070

500 Burton Dr Unit 4201, Tavernier, FL 33070

/48
$799,000
- 3 Beds
- 2 Baths
- 1,193 Sq Ft
30246 Watson Blvd, Big Pine Key, FL 33043

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam.

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(877) 679-8817

30246 Watson Blvd, Big Pine Key, FL 33043
/72
$6,000 per month
- 3 Beds
- 2 Baths
- 2,074 Sq Ft
- House for Rent
1301 Grouper Dr Unit A, Marathon, FL 33050

Florida Keys Paradise Awaits You in Marathon! Ground level, Step into luxury and comfort. Fully furnished for an extra fee , w/ 3 full bedrooms, 2 bathrooms. Pet friendly, Offering a perfect blend of style, & coastal living. Features Deep-water access, making a dream come true for all type of boaters with breathtaking canal views. Only 5 minute ride to open water. The Modern Shaker Chef’s

Zahira Galvez The Keyes Company

1301 Grouper Dr Unit A, Marathon, FL 33050
/53
$965,000 Sold Aug 20, 2025
- 1,483 Sq Ft
- $651/SF
- 131 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1972
96000 Overseas Hwy Unit T1 & 36' Boat Slip, Key Largo, FL 33037

Waterfront Corner Townhome with Private Boat Slip in Key Largo - Buttonwood Bay Paradise!Live your Florida Keys dream in this meticulously maintained 2-bedroom, 2.5-bath waterfront corner unit in the prestigious Buttonwood Bay community. Boaters rejoice--your private 36' boat slip is conveniently located just steps from your back door, providing unmatched ease for spontaneous adventures on the

Terry Canto American Caribbean Real Estate, Christie's International Real Estate

96000 Overseas Hwy Unit T1 & 36' Boat Slip, Key Largo, FL 33037

/2
Est $33,896 Not Listed For Sale
- 1 Bed
12411 Overseas Hwy Unit 61 B&C, Marathon, FL 33050

12411 Overseas Hwy Unit 61 B&C, Marathon, FL 33050

/26
$850,000
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
31463 Avenue G, Big Pine Key, FL 33043

Welcome to this coastal escape on Big Pine Key, in the Lower Florida Keys. This newly built 2022 home combines modern design with the rugged durability required for island living. This 2-bedroom, 2-bathroom residence offers 1,260 sq ft of stylish, open-concept living space designed to showcase the natural beauty of the surroundings. For those seeking life on the water, this property is a

Sandra Tuttle

Island Welcome Real Estate

(877) 716-2796

31463 Avenue G, Big Pine Key, FL 33043
/30
$6,000 per month
- 3 Beds
- 2 Baths
- House for Rent
120 Venetian Dr, Islamorada, FL 33036

BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE HAS A PRIVATE BAY FRONT WHITE MARLIN BEACH HOME OWNER PARK DOWN THE STREET. HIGH END APPLIANCES WITH VAULTED CEILINGS, IMPACT DOORS/WINDOWS AND METAL ROOF. THE HOME FEATURES A BEAUTIFUL DOCK THROUGH THE MANGROVES WHICH CAN ACCOMMODATE A 22 FT BOAT WITH DIRECT ACESS TO THE BAY. PLEASE CONTACT LISTING AGENT FOR

Hanler Portal Florida Realty of Miami

120 Venetian Dr, Islamorada, FL 33036
/29
$690,000 Sold Aug 20, 2025
- 1,080 Sq Ft
- $639/SF
- 135 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
460 11th St, Marathon, FL 33050

FULL Duplex also available. Opportunity Knocks for you to create your Island Home on 11th St in Key Colony Beach. Both half and full duplex now available, 460 & 470, rent one live in the other! Wide open living, dining and kitchen. Big primary bedroom with updated bath. Private guest bedroom and hall bath plus, lots of storage. Screened porch and 37.5 ft canal front with step down dock. Plenty

Karen Raspe, PA Ocean Sotheby's International

460 11th St, Marathon, FL 33050

/29
Not Listed For Sale
- 2 Beds
- 1 Bath
- 672 Sq Ft
6 Eagle Dr, Key Largo, FL 33037

6 Eagle Dr, Key Largo, FL 33037

/20
$1,199,000
- 4 Beds
- 3 Baths
- 1,504 Sq Ft
806 Pearl St, Key West, FL 33040

Unleash your vision and step into endless possibilities with this two-story duplex, a blank canvas located in the prestigious Meadows neighborhood of Key West. Packed with potential, this diamond in the rough is perfect for investors, developers, or dreamers looking to craft their masterpiece in one of Key West's most desirable areas. The property is a blank slate for your imagination to design

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(888) 707-7124

806 Pearl St, Key West, FL 33040
/12
$5,900 per month
- 2 Beds
- 1 Bath
- 884 Sq Ft
- House for Rent
27346 Martinique Ln, Summerland Key, FL 33042

Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 4-bedroom, 2-bathroom waterfront home is a true island escape — where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine under the stars, and feel the

Alicia Rufino Island Living Realty, LLC

27346 Martinique Ln, Summerland Key, FL 33042
/49
$650,000 Sold Aug 20, 2025
- 1,029 Sq Ft
- $632/SF
- 262 Days On Market
- 2 Beds
- 1.5 Baths
- Built 2012
27317 Cayman Ln, Summerland Key, FL 33042

Welcome to Breezeswept Beach Estates, located on Ramrod Key MM 27. This home is situated on a large corner waterfront lot with an expansive outdoor entertainment area under this home. Enjoy beautiful Sunset Views from your living room and open porch area. The location includes excellent boating and fishing from this home with quick access to offshore fishing and diving sites. This home has a

Diana Fiddes Coldwell Banker Schmitt Key Largo

27317 Cayman Ln, Summerland Key, FL 33042

/2
Est $826,717 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,499 Sq Ft
331 Avenue E, Key West, FL 33040

331 Avenue E, Key West, FL 33040

/63
$2,670,000
- 3 Beds
- 3 Baths
- 2,486 Sq Ft
30468 Oleander Blvd, Big Pine Key, FL 33043

THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(855) 705-6242

30468 Oleander Blvd, Big Pine Key, FL 33043
/10
$2,999 per month
- 2 Beds
- 2 Baths
- 1,296 Sq Ft
- House for Rent
5 Blue Runner St, Key Largo, FL 33037

Charming and fully remodeled home in the heat of the Florida Keys!! Step inside to find an inviting open kitchen concept with updated stainless-steel appliances, wood cabinetry, quarts countertops, plenty of natural light, laminated wood flooring throughout the beautiful home and washer and dryer included. The home is located on an excellent street in a neighborhood with great homeowner's park

Carlos Saldarriaga Mari Real Estate & Management Group, Inc

5 Blue Runner St, Key Largo, FL 33037
/45
$365,000 Sold Aug 20, 2025
- 990 Sq Ft
- $369/SF
- 250 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
1101 W Ocean Dr Unit 19, Key Colony Beach, FL 33051

ALL STATE REQUIRED INSPECTIONS HAVE BEEN COMPLETED AND PASSED WITH FLYING COLORS! Key Colony Beach is a special place. It's even more special in this 2 bed/2 bath roomy unit in the OCEANFRONT complex of Sea Isle Condominium. Choose between relaxing on the Sandy beach just steps from your door, right on the Atlantic Ocean, or take a dip in the pool! Grill out ever night under the tiki Bar or

Joshua Mothner Coldwell Banker Schmitt Real Estate Co.

1101 W Ocean Dr Unit 19, Key Colony Beach, FL 33051

/42
Est $1,056,564 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,577 Sq Ft
276 89th St, Marathon, FL 33050

276 89th St, Marathon, FL 33050

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