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:
Dockage Galore! Approximately 155' of dockage on a deep water canal and a short ride to Boot Key Harbor and the Open Ocean. Beautifully updated 3/2 Pool Home that is being sold turn key, so this can be your perfect vacation rental home or private coastal retreat. New pool installed in 2024 plus a 17K Boat Lift that was installed in 2021. Multiple Large Boats? This is the perfect spot to keep them, and with the larger parking area there is plenty of room to store your trailer and park multiple vehicles. The interior has Granite Counters, Tile Floors, Stainless Steel Appliances, and TONS of storage. 2 sets of Washers and Dryers which help with any rental turnovers. Multiple Restaurants and Ga

$1,300,000

3 beds2 baths1,189 sq ft

799 28Th Street Ocean, Marathon, FL 33050

Boat lift • New pool • Deep water canal

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
This beautifully cared-for 2-bed, 2-bath home sits on a crystal-clear canal just minutes from Key West. Its open layout features a spacious, updated kitchen with wood cabinets, stainless steel appliances, granite counters, and a large island that provides abundant storage. The bright living area flows onto a private porch overlooking the water, with generous docking space along the 80' concrete seawall. A fully permitted, furnished enclosed cabana adds even more usable space. Built with durable CBS construction, the home includes impact-rated windows and doors, a storage shed, and attractive landscaping. The 8,400 sq. ft. lot offers ample room to park all your toys. After a day out on the w

$989,000

2 beds2 baths1,158 sq ft

24 Cactus Dr, Key West, FL 33040

Private porch • Concrete seawall • Updated kitchen

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
BEAUTIFUL BOOT HARBOR WATERFRONT 3BR-2BA-1CG in Harbor Isle. Spectacular Open Water Vistas of Boot Harbor, enjoy the daily ''Boat Show. '' Excellent opportunity to either generate Rental Income or Build your Waterfront Dream Home. Rental interval is every 7 Days-excellent income opportunity. Ready to build your Waterfront Dream Home, recent Survey 3-18-25 and Geotechnical Report 8-18-25 are available. Excellent location with both Ocean and Bay access in minutes. Gulfstream and Patch Reefs-World Class Fishing and Diving. Close to Publix, Home Depot, and excellent Restaurants. Marathon is only a 1 hour drive to both Key West and Key Largo. Harbor Isle-Paradise Awaits.

$999,000

3 beds2 baths1,152 sq ft

1254 James Ave, Marathon, FL 33050

Open water vistas • Ocean and bay access • Excellent location

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Experience stunning open-water views from this exceptional 4-bedroom, 3-bath home situated on a desirable bayside corner lot. This property offers extensive dockage with a step down, custom-built steel bumpers, accommodating multiple vessels with ease. With approximately 190 feet of waterfront, you can unwind by the beautiful swimming pool and hot tub while enjoying serene lagoon views. The home is offered fully furnished and features an updated kitchen with stainless steel appliances and quartz counters, newer A/C, impact windows, and an interior laundry room with custom cabinetry. Weekly rentals are permitted, adding excellent investment potential. Enjoy outstanding views from the living

$3,200,000

4 beds3 baths2,297 sq ft

123 W Bruce Ct, Marathon, FL 33050

Bayside corner lot • Extensive dockage • Hot tub

ABOUT THIS HOME
Luxury Home for sale in Monroe County, FL:
Dolphinus del Sol is a Waterfront Estate Masterpiece! Enjoy this custom, ultra-modern smart home! This new construction, solid precast concrete home, offers unparalleled luxury, with vaulted ceilings, sleek contemporary lines, and expansive windows and doors showcasing breathtaking panoramic water views. Experience mesmerizing sun and moon rises over the water, views of distant islands, bridges, boats cruising by, sea life, etc. This tropical paradise features a boating canal and private dock, with vessel access to both the Gulf and the Atlantic Ocean. Bridge clearance is 11 ft. Entertain in style with the upper level, grand, open living room and kitchen area, which features soaring ceiling

$5,800,000

5 beds4 baths3,500 sq ft

31449 Avenue I, Big Pine Key, FL 33043

Boating canal • Waterfront estate • Open living room

Property at 524 Southard St, Key West, FL 33040, 3 beds, 3 baths

$3,300,000

3 beds3 baths2,262 sq ft

524 Southard St, Key West, FL 33040

Property at 207 E Bruce Ct, Marathon, FL 33050, 4 beds, 4 baths

$2,900,000

4 beds4 baths2,080 sq ft

207 E Bruce Ct, Marathon, FL 33050

Property at 1481 Sugarloaf Blvd, Summerland Key, FL 33042, 4 beds, 2 baths

$1,799,000

4 beds2 baths2,605 sq ft

1481 Sugarloaf Blvd, Summerland Key, FL 33042

Property at 520 Palm Dr, Key West, FL 33040, 4 beds, 3 baths

$899,000

4 beds3 baths2,124 sq ft

520 Palm Dr, Key West, FL 33040

Property at 1701 Atlantic Blvd, Key West, FL 33040, 5 beds, 4 baths

$2,599,000

5 beds4 baths2,703 sq ft

1701 Atlantic Blvd, Key West, FL 33040

Property at 1719 Washington St, Key West, FL 33040, 3 beds, 2 baths

$1,400,000

3 beds2 baths1,312 sq ft

1719 Washington St, Key West, FL 33040

Property at 117 Leoni Dr, Islamorada, FL 33036, 5 beds, 6 baths

$4,950,000

5 beds6 baths4,100 sq ft

117 Leoni Dr, Islamorada, FL 33036

Property at 3667 South Seas St, Big Pine Key, FL 33043, 2 beds, 2 baths

$918,000

2 beds2 baths1,124 sq ft

3667 South Seas St, Big Pine Key, FL 33043

Property at 101 Villa Bella Dr, Islamorada, FL 33036, 2 beds, 2 baths

$2,750,000

2 beds2 baths1,560 sq ft

101 Villa Bella Dr, Islamorada, FL 33036

Property at 29523 Enterprise Ave, Big Pine Key, FL 33043, 3 beds, 2 baths

$1,080,000

3 beds2 baths1,539 sq ft

29523 Enterprise Ave, Big Pine Key, FL 33043

Property at 1022 Packer St, Key West, FL 33040, 5 beds, 5.5 baths

$3,795,000

5 beds5.5 baths3,006 sq ft

1022 Packer St, Key West, FL 33040

Property at 113 Court Contessa, Islamorada, FL 33036, 5 beds, 6.5 baths

$4,997,000

5 beds6.5 baths3,597 sq ft

113 Court Contessa, Islamorada, FL 33036

Property at 27385 Saint Lucie Ln, Summerland Key, FL 33042, 4 beds, 2.5 baths

$1,900,000

4 beds2.5 baths1,994 sq ft

27385 Saint Lucie Ln, Summerland Key, FL 33042

Property at 421 United St, Key West, FL 33040, 3 beds, 2.5 baths

$2,100,000

3 beds2.5 baths2,205 sq ft

421 United St, Key West, FL 33040

Property at 16750 Old State Road 4A, Summerland Key, FL 33042, 6 beds, 4.5 baths

$9,950,000

6 beds4.5 baths5,208 sq ft

16750 Old State Road 4A, Summerland Key, FL 33042

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 94825 Overseas Hwy #187, Key Largo, FL 33037, 3 beds, 2.5 baths

$950,000

3 beds2.5 baths1,650 sq ft

94825 Overseas Hwy #187, Key Largo, FL 33037

(786) 605-5550

Property at 3720 Flagler Ave, Key West, FL 33040, 4 beds, 2 baths

$3,150,000

4 beds2 baths2,426 sq ft

3720 Flagler Ave, Key West, FL 33040

Property at 1800 Atlantic Blvd Unit 337C, Key West, FL 33040, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,311 sq ft

1800 Atlantic Blvd Unit 337C, Key West, FL 33040

Property at 167 Long Key Rd, Key Largo, FL 33037, 3 beds, 3.5 baths

$1,980,000

3 beds3.5 baths1,825 sq ft

167 Long Key Rd, Key Largo, FL 33037

(786) 953-5870

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 254 Lower Matecumbe Rd, Key Largo, FL 33037, 5 beds, 4 baths

$2,500,000

5 beds4 baths2,778 sq ft

254 Lower Matecumbe Rd, Key Largo, FL 33037

Property at 6101 Gulf Of Mexico Blvd #101, Marathon, FL 33050, 2 beds, 2.5 baths

$1,079,000

2 beds2.5 baths1,602 sq ft

6101 Gulf Of Mexico Blvd #101, Marathon, FL 33050

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

$6,950,000

3 beds3 baths— sq ft

Undisclosed address, Key Largo, FL 33037

(305) 451-4078

Property at 105 Long Key Lake Dr, Long Key, FL 33001, 3 beds, 2 baths

$1,225,000

3 beds2 baths1,785 sq ft

105 Long Key Lake Dr, Long Key, FL 33001

Property at 95480 & 90 Overseas Hwy, Key Largo, FL 33037, 10 beds, 9 baths

$7,900,000

10 beds9 baths5,392 sq ft

95480 & 90 Overseas Hwy, Key Largo, FL 33037

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 409 Grinnell St, Key West, FL 33040, 4 beds, 2 baths

$2,499,000

4 beds2 baths1,628 sq ft

409 Grinnell St, Key West, FL 33040

Property at 375 S Coconut Palm Blvd, Tavernier, FL 33070, 4 beds, 3 baths

$1,750,000

4 beds3 baths2,151 sq ft

375 S Coconut Palm Blvd, Tavernier, FL 33070

Property at 29039 Cedar Dr, Big Pine Key, FL 33043, 2 beds, 1 bath

$1,089,000

2 beds1 bath1,056 sq ft

29039 Cedar Dr, Big Pine Key, FL 33043

(305) 743-5181

Property at 1213 Washington St, Key West, FL 33040, 3 beds, 2 baths

$2,099,000

3 beds2 baths1,530 sq ft

1213 Washington St, Key West, FL 33040

Property at 94825 Overseas Hwy #237, Key Largo, FL 33037, 3 beds, 2.5 baths

$990,000

3 beds2.5 baths1,804 sq ft

94825 Overseas Hwy #237, Key Largo, FL 33037

(305) 378-0292

Property at 114 Calle Ensueno, Marathon, FL 33050, 4 beds, 4 baths

$5,995,000

4 beds4 baths4,948 sq ft

114 Calle Ensueno, Marathon, FL 33050

Property at 853 Indies Rd, Summerland Key, FL 33042, 3 beds, 2 baths

$875,000

3 beds2 baths1,248 sq ft

853 Indies Rd, Summerland Key, FL 33042

Property at 463 Lesrohde Dr, Summerland Key, FL 33042, 3 beds, 2 baths

$899,000

3 beds2 baths1,500 sq ft

463 Lesrohde Dr, Summerland Key, FL 33042

Property at 258 W Seaview Cir, Marathon, FL 33050, 4 beds, 3.5 baths

$4,400,000

4 beds3.5 baths2,854 sq ft

258 W Seaview Cir, 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 1076 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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