Luxury homes for sale & real estate in Monroe County, FL

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ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Very Nicely renovated FULL Duplex with exterior patios and seating. Updated kitchens and baths, and bedrooms connected to the living area with a hallway. Each unit has its own Laundry. There is a lot of parking space for vehicles, and the units are well cared for. Concrete Seawall is 75 ft. Wood dock is about 70 ft.

$1,850,000

4 beds4 baths1,920 sq ft

281 & 291 10th St, Key Colony Beach, FL 33051

Concrete seawall • Updated baths • Exterior patios

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Turnkey - perfect keysy home if your trying to get away from the busy city life at an affordable price. This all concrete home sits on 50 ft of deep canal frontage, offering 2 bedrooms and 1 shared bath upstairs. Separate 1 bedroom 1 bath downstairs with private garden area with outdoor shower. All windows are impact, concrete roof has just been resurfaced with added gutters. Home has a whimsical- fun appeal. PIctures do not do this property justice!

$1,225,000

3 beds2 baths1,785 sq ft

105 Long Key Lake Dr, Long Key, FL 33001

Private garden area • Added gutters • 50 ft of dockage

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Welcome to your fully renovated coastal retreat in the heart of Marathon, Florida! This stunning 4 bedroom, 3 bathroom home offers two Master suites, breathtaking open water views and is just minutes from the Marathon Airport—perfect for aviation lovers. Step inside to find a modern, newly updated interior featuring a spacious floor plan, brand new roof, and high-end finishes throughout. The home includes a private lock-out suite ideal for guests or extended family. Whether you're relaxing on the porch watching the sunrise over the water or arriving by plane for a weekend getaway, this home offers the ultimate in Florida Keys living. Don't miss your chance to own a slice of paradise i

$1,200,000

4 beds3 baths2,392 sq ft

930 80th Street Ocean, Marathon, FL 33050

Brand new roof • Two master suites • High-end finishes

(305) 743-5181

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Experience Florida Keys living at its finest in this beautifully remodeled and redesigned home, the Manatee Bungalow. Sold turn-key this property offers a proven rental history with bookings in place, making it the perfect option for a vacation rental or retirement home in paradise. This spacious and modern home features tile throughout, a custom kitchen with a large center island, a dining area, and a cozy living room. With three bedrooms, including two ensuite bathrooms, this home is perfect for families or groups of friends. The home is fully updated with impact-resistant windows and doors, plumbing, electrical, central AC system, as well as Mitsubishi mini splits in each bedroom for ult

$1,589,000

3 beds3 baths1,605 sq ft

50 7Th Ave, Key Colony, FL 33051

Custom kitchen • Open-water views • Deep-water access

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
'Discover the ultimate Florida Keys lifestyle with this rare opportunity to own your own piece of paradise. This stunning two-story home features 3 bedrooms, 3 full bathrooms, breathtaking water views, and coveted direct ocean access — perfect for boating, fishing, and endless days on the water. Just minutes from Sombrero Beach and surrounded by dining, shopping, and local attractions, the location offers both tranquility and convenience. Whether you're looking for a private retreat, a family getaway, or a high-performing investment property, this Keys gem delivers it all. ' * Owner financing available

$1,599,000

3 beds3.5 baths2,354 sq ft

34 Coco Plum Dr, Marathon, FL 33050

Water views • Surrounded by dining • Direct ocean access

Property at 945 98Th St, Marathon, FL 33050, 3 beds, 3.5 baths

$1,650,000

3 beds3.5 baths1,590 sq ft

945 98Th St, Marathon, FL 33050

Property at 278 Gardenia St, Tavernier, FL 33070, 3 beds, 2 baths

$870,000

3 beds2 baths1,553 sq ft

278 Gardenia St, Tavernier, FL 33070

Property at 22892 Jolly Roger Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$2,000,000

3 beds2 baths1,767 sq ft

22892 Jolly Roger Dr, Summerland Key, FL 33042

Property at 3831 Sunset Dr, Big Pine Key, FL 33043, 3 beds, 2 baths

$1,180,000

3 beds2 baths1,674 sq ft

3831 Sunset Dr, Big Pine Key, FL 33043

(305) 743-5181

Property at 1151 Ocean Dr, Summerland Key, FL 33042, 5 beds, 5 baths

$6,995,000

5 beds5 baths3,952 sq ft

1151 Ocean Dr, Summerland Key, FL 33042

Property at 105 Caloosa St, Tavernier, FL 33070, 2 beds, 1 bath

$1,549,000

2 beds1 bath1,120 sq ft

105 Caloosa St, Tavernier, FL 33070

Property at 20838 W 5th Ave, Summerland Key, FL 33042, 3 beds, 2 baths

$1,599,000

3 beds2 baths1,944 sq ft

20838 W 5th Ave, Summerland Key, FL 33042

Property at 189 Carroll St, Islamorada, FL 33036, 3 beds, 3 baths

$1,250,000

3 beds3 baths1,525 sq ft

189 Carroll St, Islamorada, FL 33036

Property at 619 Front St #7, Key West, FL 33040

$1,170,000

— beds— baths— sq ft

619 Front St #7, Key West, FL 33040

Property at 1112 Grand St Unit and Half Lot, Key Largo, FL 33037, 3 beds, 2 baths

$1,649,000

3 beds2 baths1,404 sq ft

1112 Grand St Unit and Half Lot, Key Largo, FL 33037

Property at 418 Olivia St, Key West, FL 33040, 3 beds, 1 bath

$1,200,000

3 beds1 bath920 sq ft

418 Olivia St, Key West, FL 33040

Property at 59720 Overseas Hwy #11, Marathon, FL 33050, 5 beds, 4.5 baths

$3,200,000

5 beds4.5 baths3,013 sq ft

59720 Overseas Hwy #11, Marathon, FL 33050

Property at 947 Gulf Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$1,600,000

3 beds2 baths1,400 sq ft

947 Gulf Dr, Summerland Key, FL 33042

Property at 139 Marina Ave, Key Largo, FL 33037, 6 beds, 7.5 baths

$2,695,000

6 beds7.5 baths2,485 sq ft

139 Marina Ave, Key Largo, FL 33037

(305) 451-4078

Property at 850 W 63rd Street Ocean, Marathon, FL 33050, 2 beds, 2 baths

$1,499,999

2 beds2 baths1,287 sq ft

850 W 63rd Street Ocean, Marathon, FL 33050

Property at 95 Coco Plum Dr Unit 4C, Marathon, FL 33050, 3 beds, 3 baths

$925,000

3 beds3 baths1,857 sq ft

95 Coco Plum Dr Unit 4C, Marathon, FL 33050

Property at 191 Carroll St, Islamorada, FL 33036, 3 beds, 3 baths

$1,250,000

3 beds3 baths1,550 sq ft

191 Carroll St, Islamorada, FL 33036

Property at 641 12Th St, Key Colony Beach, FL 33051, 3 beds, 3 baths

$2,390,000

3 beds3 baths2,001 sq ft

641 12Th St, Key Colony Beach, FL 33051

Property at 314 Windley Rd, Key Largo, FL 33037, 2 beds, 1 bath

$975,000

2 beds1 bath648 sq ft

314 Windley Rd, Key Largo, FL 33037

Property at 251 S Ocean Shores Dr, Key Largo, FL 33037, 5 beds, 6.5 baths

$5,495,000

5 beds6.5 baths5,281 sq ft

251 S Ocean Shores Dr, Key Largo, FL 33037

Property at 141 Aregood Ln Unit C1, Islamorada, FL 33036, 2 beds, 2.5 baths

$1,300,000

2 beds2.5 baths1,248 sq ft

141 Aregood Ln Unit C1, Islamorada, FL 33036

Property at 83201 Old Hwy #409, Islamorada, FL 33036, 2 beds, 2 baths

$999,000

2 beds2 baths1,275 sq ft

83201 Old Hwy #409, Islamorada, FL 33036

Property at 2311 Patterson Ave, Key West, FL 33040, 3 beds, 2 baths

$959,000

3 beds2 baths1,356 sq ft

2311 Patterson Ave, Key West, FL 33040

Property at 451 Sombrero Beach Rd, Marathon, FL 33050, 5 beds, 5.5 baths

$2,250,000

5 beds5.5 baths2,688 sq ft

451 Sombrero Beach Rd, Marathon, FL 33050

Property at 701 Spanish Main Dr #221, Cudjoe Key, FL 33042, 2 beds, 2 baths

$995,000

2 beds2 baths864 sq ft

701 Spanish Main Dr #221, Cudjoe Key, FL 33042

Property at 1616 Atlantic Blvd #5, Key West, FL 33040, 2 beds, 2.5 baths

$1,489,000

2 beds2.5 baths2,292 sq ft

1616 Atlantic Blvd #5, Key West, FL 33040

Property at Undisclosed address, Key Largo, FL 33037, 3 beds, 2 baths

$1,049,000

3 beds2 baths1,448 sq ft

Undisclosed address, Key Largo, FL 33037

(305) 451-0060

Property at 87851 Old Hwy Unit K21 & 35 ft. Boat Slip, Islamorada, FL 33036, 3 beds, 2 baths

$1,500,000

3 beds2 baths1,813 sq ft

87851 Old Hwy Unit K21 & 35 ft. Boat Slip, Islamorada, FL 33036

Property at 809 Washington St #102, Key West, FL 33040, 3 beds, 3.5 baths

$1,799,000

3 beds3.5 baths1,796 sq ft

809 Washington St #102, Key West, FL 33040

Property at 76434 Overseas Hwy, Islamorada, FL 33036, 2 beds, 2 baths

$2,800,000

2 beds2 baths1,509 sq ft

76434 Overseas Hwy, Islamorada, FL 33036

Property at 27433 Antigua Ln, Summerland Key, FL 33042, 4 beds, 3 baths

$1,490,000

4 beds3 baths2,120 sq ft

27433 Antigua Ln, Summerland Key, FL 33042

Property at 97 Coral Dr, Key Colony Beach, FL 33051, 2 beds, 2 baths

$945,000

2 beds2 baths1,290 sq ft

97 Coral Dr, Key Colony Beach, FL 33051

Property at 115 Azalea St, Tavernier, FL 33070, 5 beds, 3 baths

$2,350,000

5 beds3 baths2,450 sq ft

115 Azalea St, Tavernier, FL 33070

Property at 223 Treasure Harbor Dr, Islamorada, FL 33036, 3 beds, 2 baths

$975,000

3 beds2 baths1,842 sq ft

223 Treasure Harbor Dr, Islamorada, FL 33036

Property at 75840 Overseas Hwy, Islamorada, FL 33036, 7 beds, 6 baths

$15,750,000

7 beds6 baths5,900 sq ft

75840 Overseas Hwy, Islamorada, FL 33036

Property at 201 W Seaview Dr, Marathon, FL 33050, 3 beds, 4 baths

$14,500,000

3 beds4 baths4,065 sq ft

201 W Seaview Dr, Marathon, FL 33050

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Luxury Homes for Sale in Monroe County

There are currently 1075 luxury homes for sale in Monroe County at a median listing price of $1.2M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Monroe County stay on the market for 151 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 135 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 255 condos, 145 townhouses, and 57 multi-family units for sale in Monroe County last month. Find your dream home in Monroe County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Monroe County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Monroe County. If you're looking to sell your home in the Monroe County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Monroe County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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