Homes with Pools for Sale in Monroe County, FL

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ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
NEW LOWER PRICE!! This beautiful 2-bedroom, 2.5-bathroom condo offers everything you need for an stress-free retreat or your full-time 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 stunning views of the lush tropical landscaping, sparkling pool, BBQ tiki hut, and the breathtaking Florida Bay sunsets. This condo comes with assigned parking, dockage and ground-level storage, ideal for keeping your fishing and diving gear just steps from your boat, making your water adventures effortless. Located in a prime spot, it's an easy commute to Miami for

$640,000

2 beds2.5 baths1,063 sq ft

200 Harborview Dr #101, Tavernier, FL 33070

Screened lanais • Dockage • Florida bay sunsets

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Welcome to paradise at 117 Leoni Drive in the exclusive Venetian Shores neighborhood! This stunning 4,100 sq. ft. , canal-front home offers bay and ocean access via snake creek, 70 feet of dockage, and luxurious living with 5 bedrooms and 6 bathrooms. Built with precision and modern style, this brand-new custom CBS residence boasts lush landscaping, a sparkling pool, and high-end finishes throughout. Step upstairs to find a tranquil master suite with an expansive walk-in closet, a beverage center, a large shower, and dual vanities. Three additional guest suites with private bathrooms, a spacious living area, a large laundry room, and a versatile bonus room complete the upper level, providin

$4,600,000

5 beds6 baths4,100 sq ft

117 Leoni Dr, Islamorada, FL 33036

Canal front home • Gourmet kitchen • Bay and ocean access

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
WATERFRONT BEAUTIFULLY RENOVATED DUPLEX 330-340, 2BR 2BA Upper Level, 1BR 1.5BA Lower Level, both with Full Kitchens, in Key Colony Beach, a NO HOA Municipality, on Marathon Island MM53. New 15K lbs. Boat Lift 2022, 60 Ft Deep Water Dock, Extra Wide Canal, Multiple Electrical Outlets, 3 Fresh Water Spigots. House is equipped with Surge Protection, and a Transfer Switch for a portable generator. Exterior Motion Lights equipped with Security Cameras. EXCELLENT RENTAL INCOME OPPORTUNITY, 7 Day Rentals allowed. Rent the Upper and Lower units to separate parties at the same time, and or live in one and rent the other unit. Beautiful New Pool Heated-Chilled 2022, with a Saltwater system that uses

$1,849,000

3 beds3.5 baths2,540 sq ft

330-340 4th St, Key Colony, FL 33051

Metal roof • New boat lift • New pool

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Experience the ultimate Florida Keys lifestyle in this bright and spacious townhouse-style condo located in sought-after Executive Bay Club in Islamorada. Ideally situated next to Founders Park, this gated bayfront community offers an unbeatable combination of location, lifestyle, and investment potential. One of the standout features of this residence is the rare open kitchen layout, creating a more spacious and inviting main living area ideal for everyday living or entertaining. EBC is highly desirable for boaters and investors alike, with first-come, first-served dockage available for boats, immediate bay access, and quick ocean access via Snake Creek and Tavernier Creek. Residents and g

$609,900

2 beds2 baths1,337 sq ft

87200 Overseas Hwy Unit A7, Islamorada, FL 33036

Immediate bay access • Renovated pool • Quick ocean access

(305) 851-2820

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Beach life simplicity perfectly describes this pristine 3 bedroom, 2 bath oceanfront home with pool, covered patio, and gated for privacy. Stunning beach and ocean views are enjoyed from upper porch, lower level covered patio, living room and 2 of the 3 bedrooms. Fully remodeled in 2021, this charming get-away has been entirely refreshed with new everything. .. including impact windows and doors, metal roof, flooring, new appliances, central air, pool equipment and electric gate. Furnishings and finishes reflect the coastal cottage style creating the epitome of relaxation and embodying the Florida Keys lifestyle.

$2,790,000

3 beds2 baths1,400 sq ft

75055 Overseas Hwy, Islamorada, FL 33036

Gated for privacy • Fully remodeled • Oceanfront home

Property at 88500 Overseas Hwy #320, Tavernier, FL 33070, 1 bed, 1 bath

$500,000

1 bed1 bath574 sq ft

88500 Overseas Hwy #320, Tavernier, FL 33070

Property at 701 Spanish Main Dr #28, Cudjoe Key, FL 33042, 2 beds, 1 bath

$339,000

2 beds1 bath728 sq ft

701 Spanish Main Dr #28, Cudjoe Key, FL 33042

Property at 202 Golf Club Dr, Key West, FL 33040, 2 beds, 2.5 baths

$799,000

2 beds2.5 baths1,120 sq ft

202 Golf Club Dr, Key West, FL 33040

Property at 81906 Overseas Hwy #2, Islamorada, FL 33036, 3 beds, 3.5 baths

$2,495,000

3 beds3.5 baths1,829 sq ft

81906 Overseas Hwy #2, Islamorada, FL 33036

Property at 112 Bimini Dr, Duck Key, FL 33050, 3 beds, 2.5 baths

$4,385,000

3 beds2.5 baths3,643 sq ft

112 Bimini Dr, Duck Key, FL 33050

Property at 325 Calusa St #81, Key Largo, FL 33037, 2 beds, 2 baths

$430,000

2 beds2 baths500 sq ft

325 Calusa St #81, Key Largo, FL 33037

Property at 55 Boca Chica Rd #132, Key West, FL 33040, 2 beds, 1 bath

$485,000

2 beds1 bath800 sq ft

55 Boca Chica Rd #132, Key West, FL 33040

Property at 205 Stirrup Key Blvd, Marathon, FL 33050, 4 beds, 3 baths

$2,249,000

4 beds3 baths3,414 sq ft

205 Stirrup Key Blvd, Marathon, FL 33050

Property at 231 E Shore Dr #6, Summerland Key, FL 33042, 5 beds, 5.5 baths

$4,400,000

5 beds5.5 baths3,119 sq ft

231 E Shore Dr #6, Summerland Key, FL 33042

Property at 118 Cortez Dr Unit B2, Islamorada, FL 33036, 2 beds, 2 baths

$659,000

2 beds2 baths1,079 sq ft

118 Cortez Dr Unit B2, Islamorada, FL 33036

Property at 5555 College Rd #5, Key West, FL 33040

$175,000

— beds— baths— sq ft

5555 College Rd #5, Key West, FL 33040

Property at 110 Gulfview Dr, Islamorada, FL 33036, 7 beds, 4 baths

$3,524,000

7 beds4 baths3,524 sq ft

110 Gulfview Dr, Islamorada, FL 33036

Property at 325 Calusa St Lot 345, Key Largo, FL 33037, 1 bed, 1 bath

$417,000

1 bed1 bath— sq ft

325 Calusa St Lot 345, Key Largo, FL 33037

(786) 953-5870

Property at 98422 Windward Ave, Key Largo, FL 33037, 2 beds, 2 baths

$419,000

2 beds2 baths778 sq ft

98422 Windward Ave, Key Largo, FL 33037

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

$1,710,000

4 beds2 baths2,605 sq ft

1481 Sugarloaf Blvd, Sugarloaf Key, FL 33042

Property at 30468 Oleander Blvd, Big Pine Key, FL 33043, 3 beds, 3 baths

$2,150,000

3 beds3 baths2,486 sq ft

30468 Oleander Blvd, Big Pine Key, FL 33043

Property at 97501 Overseas Hwy #334, Key Largo, FL 33037, 2 beds, 2.5 baths

$1,600,000

2 beds2.5 baths1,876 sq ft

97501 Overseas Hwy #334, Key Largo, FL 33037

Property at 82779 Old Hwy #7, Islamorada, FL 33036, 4 beds, 4.5 baths

$4,000,000

4 beds4.5 baths2,574 sq ft

82779 Old Hwy #7, Islamorada, FL 33036

Property at 16 Azalea Dr, Key West, FL 33040, 4 beds, 3 baths

$2,300,000

4 beds3 baths2,321 sq ft

16 Azalea Dr, Key West, FL 33040

Property at 662 Blackbeard Rd, Little Torch Key, FL 33042, 5 beds, 4 baths

$2,100,000

5 beds4 baths2,886 sq ft

662 Blackbeard Rd, Little Torch Key, FL 33042

Property at 701 Spanish Main Dr #154, Cudjoe Key, FL 33042, 2 beds, 2 baths

$525,000

2 beds2 baths836 sq ft

701 Spanish Main Dr #154, Cudjoe Key, FL 33042

Property at 927 Thomas St #4, Key West, FL 33040, 2 beds, 1 bath

$859,000

2 beds1 bath762 sq ft

927 Thomas St #4, Key West, FL 33040

Property at 87465 Old Hwy 215 Hwy #215, Islamorada, FL 33036, 2 beds, 1.5 baths

$443,000

2 beds1.5 baths981 sq ft

87465 Old Hwy 215 Hwy #215, Islamorada, FL 33036

(305) 247-7221

Property at 105 Palo De Oro Dr, Islamorada, FL 33036, 5 beds, 3 baths

$3,995,000

5 beds3 baths2,640 sq ft

105 Palo De Oro Dr, Islamorada, FL 33036

Property at 1553 Sunrise Dr, Big Pine Key, FL 33043, 4 beds, 3 baths

$2,700,000

4 beds3 baths2,100 sq ft

1553 Sunrise Dr, Big Pine Key, FL 33043

(305) 853-5982

Property at 293 96Th Street Ocean, Marathon, FL 33050, 3 beds, 2 baths

$699,000

3 beds2 baths1,158 sq ft

293 96Th Street Ocean, Marathon, FL 33050

Property at 104350 Overseas Hwy Unit B403 & Boat slip 11, Key Largo, FL 33037, 2 beds, 1.5 baths

$799,000

2 beds1.5 baths930 sq ft

104350 Overseas Hwy Unit B403 & Boat slip 11, Key Largo, FL 33037

Property at 814 Ashe St, Key West, FL 33040, 3 beds, 3.5 baths

$2,859,000

3 beds3.5 baths2,286 sq ft

814 Ashe St, Key West, FL 33040

Property at 88540 Overseas Hwy #101, Tavernier, FL 33070, 3 beds, 2 baths

$895,000

3 beds2 baths1,262 sq ft

88540 Overseas Hwy #101, Tavernier, FL 33070

Property at 11285 6Th Avenue Gulf, Marathon, FL 33050, 3 beds, 2 baths

$1,349,000

3 beds2 baths1,242 sq ft

11285 6Th Avenue Gulf, Marathon, FL 33050

Property at 19 W Playa Largo Blvd, Key Largo, FL 33037, 3 beds, 2.5 baths

$2,780,000

3 beds2.5 baths2,502 sq ft

19 W Playa Largo Blvd, Key Largo, FL 33037

Property at 62 Merganser Ln, Key West, FL 33040, 2 beds, 1.5 baths

$669,000

2 beds1.5 baths780 sq ft

62 Merganser Ln, Key West, FL 33040

Property at 118 Avenue E, Marathon, FL 33050, 3 beds, 3 baths

$3,690,000

3 beds3 baths2,509 sq ft

118 Avenue E, Marathon, FL 33050

Property at 325 Calusa St #55, Key Largo, FL 33037, 2 beds, 1.5 baths

$510,000

2 beds1.5 baths1,000 sq ft

325 Calusa St #55, Key Largo, FL 33037

Property at 410 10th St, Key Colony, FL 33051, 2 beds, 2 baths

$899,995

2 beds2 baths990 sq ft

410 10th St, Key Colony, FL 33051

(305) 809-7650

Property at 8188 Aviation Blvd, Marathon, FL 33050, 2 beds, 2 baths

$1,349,000

2 beds2 baths1,134 sq ft

8188 Aviation Blvd, Marathon, FL 33050

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Based on information submitted to the MLS GRID as of Thu Aug 27 2026. 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.

Homes with Pools for Sale in Monroe County

There are currently 789 homes with pools for sale in Monroe County at a median listing price of $1.12M. 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 147 days. This map is refreshed with the newest listings in Monroe County every 15 minutes.

In the past month, 158 homes have been sold in Monroe County. In addition to houses in Monroe County, there were also 238 condos, 150 townhouses, and 64 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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