Homes with Pools for Sale in Monroe County, FL

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NEW CONSTRUCTIONFLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Discover elevated waterfront living in this newly constructed custom two-story concrete residence, offering 4 spacious bedrooms, each with its own private en-suite bath. Thoughtfully designed for both comfort and entertaining, the home features a seamless open-concept layout that effortlessly connects indoor and outdoor spaces. At the heart of the home is a designer chef's kitchen appointed with premium stainless steel appliances, including double convection ovens, a smart refrigerator, dishwasher, vented range hood, and wine cooler. A large center island with prep sink, quartz countertops, custom cabinetry, and elegant LED pendant lighting complete the space. Throughout the home, porcelain

$3,100,000

4 beds4 baths2,472 sq ft

837 Copa D Oro, Marathon, FL 33050

Large center island • Floating staircase • 8,199 sq ft lot

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
A New Standard of Paradise - Live with views of the Atlantic Ocean everyday. This home has been updated and beautified from top to bottom. Marble flooring throughout living areas. Eat in kitchen offers large island, snack counter and full size wine cooler. Dishwasher installed 12/25. There is also a hot water dispenser. Dining area and living area open to enclosed patio with private spiral staircase leading to resort styled amenities. Impact glass on all windows. Primary bedroom offers more spectacular views, built in furnishings and is 14x14. Modification in primary bathroom leads to large walk in closet. Washer replaced 2025, dryer 2024, AC 2021. Building inspections complete with no pend

$1,300,000

2 beds2 baths1,732 sq ft

87851 Old Hwy Apt M5, Islamorada, FL 33036

Marble flooring • Large island • $1,764 HOA

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while

$2,100,000

3 beds2 baths1,372 sq ft

499 Avenida Primiceria, Marathon, FL 33050

Custom kitchen • Boat lift • Open floor plan

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolsi

$1,299,900

2 beds2 baths1,312 sq ft

3746 Park Ave, Big Pine Key, FL 33043

Boat lift • Concrete dock • Jet ski lift

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it! Completely reimagined from top to bottom in 2025, this beautifully renovated Midtown East home feels fresh, welcoming, and ready for its next chapter. Set on a fully fenced corner lot with all new landscaping, the property offers both privacy and convenience, just minutes from schools, restaurants, shopping, and everything that makes Key West so special. Inside, sunlight fills the home through impact windows and doors, filling the home with a bright and airy feel. At the center of it all is a beautifully designed kitchen, wh

$1,799,000

3 beds2.5 baths1,456 sq ft

2101 Harris Ave, Key West, FL 33040

5,000 sq ft lot • Pool • Built 1949

Property at 193 Galleon Ln, Cudjoe Key, FL 33042, 4 beds, 4 baths

$1,775,000

4 beds4 baths1,671 sq ft

193 Galleon Ln, Cudjoe Key, FL 33042

(305) 303-1844

Property at 2600 Overseas Hwy #5, Marathon, FL 33050, 3 beds, 2.5 baths

$1,199,000

3 beds2.5 baths1,350 sq ft

2600 Overseas Hwy #5, Marathon, FL 33050

Property at 30995 Watson Blvd, Big Pine Key, FL 33043, 4 beds, 3 baths

$2,300,000

4 beds3 baths2,400 sq ft

30995 Watson Blvd, Big Pine Key, FL 33043

(305) 743-5181

Property at 81801 Overseas Hwy #715, Islamorada, FL 33036, 1 bed, 1 bath

$549,500

1 bed1 bath358 sq ft

81801 Overseas Hwy #715, Islamorada, FL 33036

Property at 329 25th Street Ocean, Marathon, FL 33050, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,488 sq ft

329 25th Street Ocean, Marathon, FL 33050

Property at 1800 Atlantic Blvd Unit 218B, Key West, FL 33040, 2 beds, 2 baths

$950,000

2 beds2 baths1,469 sq ft

1800 Atlantic Blvd Unit 218B, Key West, FL 33040

Property at 88540 Overseas Hwy #304, Tavernier, FL 33070, 2 beds, 2 baths

$619,995

2 beds2 baths853 sq ft

88540 Overseas Hwy #304, Tavernier, FL 33070

Property at 21470 Overseas Hwy, Cudjoe Key, FL 33042, 13 beds, 7 baths

$5,995,000

13 beds7 baths5,022 sq ft

21470 Overseas Hwy, Cudjoe Key, FL 33042

Property at 8401 Gulf Of Mexico Blvd #401, Marathon, FL 33050, 2 beds, 2.5 baths

$1,450,000

2 beds2.5 baths2,004 sq ft

8401 Gulf Of Mexico Blvd #401, Marathon, FL 33050

Property at 12555 Overseas Hwy Unit F, Marathon, FL 33050, 4 beds, 3 baths

$1,245,000

4 beds3 baths1,740 sq ft

12555 Overseas Hwy Unit F, Marathon, FL 33050

Property at 611 Grinnell St #4, Key West, FL 33040, 3 beds, 2 baths

$1,300,000

3 beds2 baths784 sq ft

611 Grinnell St #4, Key West, FL 33040

Property at 8 Sadowski, Key Col Bch, FL 33051, 3 beds, 3 baths

$1,475,000

3 beds3 baths1,440 sq ft

8 Sadowski, Key Col Bch, FL 33051

Property at 20833 W 4Th Ave, Cudjoe Key, FL 33042, 4 beds, 2.5 baths

$2,699,999

4 beds2.5 baths2,452 sq ft

20833 W 4Th Ave, Cudjoe Key, FL 33042

Property at 95 Coco Plum Drive 4B & Slip B-34, Marathon, FL 33050, 3 beds, 3 baths

$899,000

3 beds3 baths1,769 sq ft

95 Coco Plum Drive 4B & Slip B-34, Marathon, FL 33050

Property at 87455 Old Hwy #244, Islamorada, FL 33036, 2 beds, 1.5 baths

$369,000

2 beds1.5 baths989 sq ft

87455 Old Hwy #244, Islamorada, FL 33036

Property at 36 N Bounty Ln, Key Largo, FL 33037, 4 beds, 3.5 baths

$1,695,000

4 beds3.5 baths2,000 sq ft

36 N Bounty Ln, Key Largo, FL 33037

Property at 500 Burton Dr #4208, Tavernier, FL 33070, 2 beds, 2 baths

$665,000

2 beds2 baths841 sq ft

500 Burton Dr #4208, Tavernier, FL 33070

Property at 44 W Plaza Del Lago, Islamorada, FL 33036, 4 beds, 4.5 baths

$4,750,000

4 beds4.5 baths4,464 sq ft

44 W Plaza Del Lago, Islamorada, FL 33036

(786) 556-3434

Property at 21007 4Th Ave, Cudjoe Key, FL 33042, 3 beds, 3 baths

$1,499,000

3 beds3 baths1,596 sq ft

21007 4Th Ave, Cudjoe Key, FL 33042

Property at 2601 S Roosevelt Blvd Apt 103C, Key West, FL 33040, 3 beds, 2 baths

$889,000

3 beds2 baths1,221 sq ft

2601 S Roosevelt Blvd Apt 103C, Key West, FL 33040

Property at 42 Coral Way, Stock Island, FL 33040, 3 beds, 3 baths

$1,229,000

3 beds3 baths1,422 sq ft

42 Coral Way, Stock Island, FL 33040

Property at 925 83rd Street Ocean, Marathon, FL 33050, 2 beds, 1 bath

$799,000

2 beds1 bath600 sq ft

925 83rd Street Ocean, Marathon, FL 33050

(305) 228-4007

Property at 25 Seaside South Ct, Key West, FL 33040, 2 beds, 3.5 baths

$1,249,000

2 beds3.5 baths1,824 sq ft

25 Seaside South Ct, Key West, FL 33040

Property at 233 Aberdeen Ct, Tavernier, FL 33070, 5 beds, 4 baths

$5,850,000

5 beds4 baths2,688 sq ft

233 Aberdeen Ct, Tavernier, FL 33070

(954) 389-3459

Property at 917 Red Bird Rd, Key Largo, FL 33037, 3 beds, 3 baths

$975,000

3 beds3 baths2,254 sq ft

917 Red Bird Rd, Key Largo, FL 33037

Property at 17387 Dolphin St E, Sugarloaf Key, FL 33042, 4 beds, 3.5 baths

$3,750,000

4 beds3.5 baths2,409 sq ft

17387 Dolphin St E, Sugarloaf Key, FL 33042

Property at 55 Boca Chica Rd #32, Key West, FL 33040, 1 bed, 1 bath

$295,000

1 bed1 bath748 sq ft

55 Boca Chica Rd #32, Key West, FL 33040

Property at 1040 81st Street Ocean St, Marathon, FL 33050, 3 beds, 2 baths

$2,199,000

3 beds2 baths1,945 sq ft

1040 81st Street Ocean St, Marathon, FL 33050

Property at 1500 Ocean Bay Dr Apt E5, Key Largo, FL 33037, 2 beds, 2 baths

$795,000

2 beds2 baths766 sq ft

1500 Ocean Bay Dr Apt E5, Key Largo, FL 33037

Property at 701 Spanish Main Dr #424, Cudjoe Key, FL 33042, 2 beds, 2 baths

$549,000

2 beds2 baths816 sq ft

701 Spanish Main Dr #424, Cudjoe Key, FL 33042

Property at 8070 Gulfstream Blvd, Marathon, FL 33050, 3 beds, 2 baths

$4,500,000

3 beds2 baths1,764 sq ft

8070 Gulfstream Blvd, Marathon, FL 33050

Property at 104500 Overseas Hwy Unit B102, Key Largo, FL 33037, 2 beds, 2 baths

$739,000

2 beds2 baths1,282 sq ft

104500 Overseas Hwy Unit B102, Key Largo, FL 33037

Property at 969 Ocotillo Ln, Marathon, FL 33050, 3 beds, 3 baths

$2,149,000

3 beds3 baths2,311 sq ft

969 Ocotillo Ln, Marathon, FL 33050

Property at 1800 Atlantic Blvd Unit 315B, Key West, FL 33040, 2 beds, 2 baths

$1,849,000

2 beds2 baths1,469 sq ft

1800 Atlantic Blvd Unit 315B, Key West, FL 33040

Property at 87851 Old Hwy Unit P3, Islamorada, FL 33036, 4 beds, 3 baths

$1,950,000

4 beds3 baths2,668 sq ft

87851 Old Hwy Unit P3, Islamorada, FL 33036

Property at 88540 Overseas Hwy Unit 101 & Boat Slip 22, Tavernier, FL 33070, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,262 sq ft

88540 Overseas Hwy Unit 101 & Boat Slip 22, Tavernier, FL 33070

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Homes with Pools for Sale in Monroe County

There are currently 791 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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