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:
Futura Yacht Club Rare 3 Bed/2 Bath Condo with 39 ft. Deeded Boat Slip AND 24,000 lb. Boat Lift in desirable Futura Yacht Club! Located in the heart of Plantation Key in Islamorada, this is one of the most coveted boating locations in the Florida Keys with crystal clear water, spectacular nightly sunsets and easy boating access to both the bay and the ocean! This spacious condo is nicely updated inside and offers a private balcony overlooking the sports courts, grounds and gardens. Owners and renters alike enjoy the abundant community amenities, including an easy boat ramp, onsite boat/trailer storage, a huge pool with poolside club area, kayak storage, tennis and basketball courts and spac

$1,100,000

3 beds2 baths1,262 sq ft

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

Boat lift • Private balcony • Community amenities

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Oceanfront Luxury at Ocean Isles Fishing Village! Private Marina and Boat Ramp. Welcome to Unit 111--a masterclass in elevated condo island living. Built brand-new in 2022, this stunning 1-bedroom, 2-full bathroom, 850 sq ft oceanfront condo delivers the ultimate Florida Keys lifestyle. With the gated complex prime due-south orientation, you'll wake up to expansive, views of the Atlantic Ocean right from your downstairs balcony, and private master suite balcony. Step inside this two-story sanctuary to find a meticulously crafted open-concept living space. The first floor features a fully equipped kitchen with granite countertops, elegant coastal flooring, and a pristine full bath. Upstairs,

$645,000

1 bed2 baths850 sq ft

10877 Overseas Hwy #111, Marathon, FL 33050

Gated complex • Private marina • Master suite balcony

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
& #127796; & #128166; BIG NEWS FOR THE FLORIDA KEYS! & #128166; & #127796; The largest waterpark in the Florida Keys is coming to Hawks Cay Resort in 2026! & #127881; Now is the perfect time to own this gorgeous villa in the highly sought-after Hawks Cay Resort. This tropical retreat offers a rare private hot tub upgrade (most units feature only a plunge pool), making it the perfect place to relax after a day of island adventures. & #10024; Features You'll Love: & #128293; Private Hot Tub - a rare and desirable upgrade! & #127969; Beautiful island-inspired interior & #127869; & #65039; Granite countertops & stainless-steel appliances &

$650,000

2 beds1.5 baths900 sq ft

7024 Harbor Village Dr, Duck Key, FL 33050

$615 HOA • Pool • Built 2000

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
TRANSIENT LICENSE * NIGHTLY RENTALS * PROVEN RENTAL INCOME * IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a strong history of performance. Historically generating over $200,000 annually, with recent projections ranging from $250,000 to $300,000, this is an outstanding opportunity for investors, vacation rental operators, or buyers seeking a premier 1031 Exchange replacement property. More than just a re

$2,195,000

5 beds3 baths1,903 sq ft

125 Colson Dr, Cudjoe Key, FL 33042

Proven rental income • Nightly rentals • Relaxing pool

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
An Exquisite Tropical keys living experience awaits. A natural setting with sunset views in the warmth of a coastal home located along this beautiful bayside waterfront corner lot. This home is surrounded by 155 feet of seawall & a fabulous 35+ foot dock equipped with a 13,000 lb boat lift with Quick easy access to the Gulf. Ease in navigating the bay waters for docking & terrific for even the ''monster'' boats! Multiple docking configurations possible! This stilted home provides tranquil privacy & easy living. A concrete pad below provides lots of covered out door living space along with an enclosed a flex space area plus a double car garage that can handle a full size t

$2,950,000

3 beds2 baths1,760 sq ft

217 Bruce Ct, Marathon, FL 33050

155 feet of seawall • 35 foot dock • 13000 lb boat lift

Property at 2600 Overseas Hwy #22, Marathon, FL 33050, 3 beds, 2 baths

$849,000

3 beds2 baths1,320 sq ft

2600 Overseas Hwy #22, Marathon, FL 33050

Property at 1017 Washington St, Key West, FL 33040, 4 beds, 2.5 baths

$3,650,000

4 beds2.5 baths2,604 sq ft

1017 Washington St, Key West, FL 33040

Property at 500 Burton Dr #5308, Tavernier, FL 33070, 2 beds, 2 baths

$715,999

2 beds2 baths841 sq ft

500 Burton Dr #5308, Tavernier, FL 33070

Property at 81801 Overseas Hwy #716, Islamorada, FL 33036, 1 bed, 1 bath

$549,500

1 bed1 bath358 sq ft

81801 Overseas Hwy #716, Islamorada, FL 33036

Property at 1001 W Ocean Dr Unit 1-202, Key Colony Beach, FL 33051, 3 beds, 2 baths

$995,000

3 beds2 baths1,352 sq ft

1001 W Ocean Dr Unit 1-202, Key Colony Beach, FL 33051

Property at 128 Sunrise Dr, Marathon, FL 33050, 4 beds, 4.5 baths

$7,750,000

4 beds4.5 baths— sq ft

128 Sunrise Dr, Marathon, FL 33050

(305) 664-4444

Property at 13 Old State Rd, Key Largo, FL 33037, 2 beds, 1 bath

$407,000

2 beds1 bath784 sq ft

13 Old State Rd, Key Largo, FL 33037

(305) 853-5982

Property at 12690 Overseas Hwy Apt 310, Marathon, FL 33050, 2 beds, 2 baths

$799,000

2 beds2 baths1,352 sq ft

12690 Overseas Hwy Apt 310, Marathon, FL 33050

Property at 181 12th St, Key Colony Beach, FL 33051, 3 beds, 2 baths

$2,299,000

3 beds2 baths1,775 sq ft

181 12th St, Key Colony Beach, FL 33051

(954) 545-5583

Property at 848 E Caribbean Dr, Summerland Key, FL 33042, 3 beds, 1.5 baths

$2,246,000

3 beds1.5 baths2,016 sq ft

848 E Caribbean Dr, Summerland Key, FL 33042

Property at 601 W Ocean Dr Unit 316-D, Key Colony Beach, FL 33051, 2 beds, 2.5 baths

$635,000

2 beds2.5 baths1,343 sq ft

601 W Ocean Dr Unit 316-D, Key Colony Beach, FL 33051

Property at 109 Giardino Dr, Islamorada, FL 33036, 4 beds, 3 baths

$3,875,000

4 beds3 baths3,088 sq ft

109 Giardino Dr, Islamorada, FL 33036

Property at 4800 Overseas Hwy #54, Marathon, FL 33050, 4 beds, 3.5 baths

$6,500,000

4 beds3.5 baths3,714 sq ft

4800 Overseas Hwy #54, Marathon, FL 33050

Property at 15 Coral Way, Stock Island, FL 33040, 3 beds, 3 baths

$1,195,000

3 beds3 baths1,392 sq ft

15 Coral Way, Stock Island, FL 33040

Property at 243 Golf Club Dr, Key West, FL 33040, 3 beds, 2.5 baths

$1,245,000

3 beds2.5 baths1,600 sq ft

243 Golf Club Dr, Key West, FL 33040

Property at 96000 Overseas Hwy Unit W2 +Boat Slip, Key Largo, FL 33037, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,278 sq ft

96000 Overseas Hwy Unit W2 +Boat Slip, Key Largo, FL 33037

Property at 16 Fishermans Trl, Key Largo, FL 33037, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,872 sq ft

16 Fishermans Trl, Key Largo, FL 33037

(305) 951-4867

Property at 2000 Coco Plum Dr #106, Marathon, FL 33050, 2 beds, 2 baths

$599,999

2 beds2 baths1,214 sq ft

2000 Coco Plum Dr #106, Marathon, FL 33050

Property at 397 Laguna Ave, Key Largo, FL 33037, 7 beds, 4.5 baths

$3,339,000

7 beds4.5 baths2,992 sq ft

397 Laguna Ave, Key Largo, FL 33037

Property at 1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040, 2 beds, 2 baths

$950,000

2 beds2 baths1,099 sq ft

1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040

Property at 325 Calusa St #122, Key Largo, FL 33037, 2 beds, 1 bath

$370,000

2 beds1 bath— sq ft

325 Calusa St #122, Key Largo, FL 33037

(305) 791-4291

Property at 500 Burton Dr #4206, Tavernier, FL 33070, 2 beds, 2 baths

$739,000

2 beds2 baths841 sq ft

500 Burton Dr #4206, Tavernier, FL 33070

Property at 194 Buttonwood Ln, Islamorada, FL 33036, 6 beds, 7 baths

$6,150,000

6 beds7 baths5,100 sq ft

194 Buttonwood Ln, Islamorada, FL 33036

Property at 500 Burton Dr #1402, Tavernier, FL 33070, 2 beds, 2 baths

$555,000

2 beds2 baths816 sq ft

500 Burton Dr #1402, Tavernier, FL 33070

Property at 116 Spanish Main Dr, Cudjoe Key, FL 33042, 2 beds, 2 baths

$1,269,000

2 beds2 baths1,100 sq ft

116 Spanish Main Dr, Cudjoe Key, FL 33042

Property at 96000 Overseas Hwy Apt D2, Key Largo, FL 33037, 2 beds, 1.5 baths

$1,145,000

2 beds1.5 baths1,266 sq ft

96000 Overseas Hwy Apt D2, Key Largo, FL 33037

Property at 9 McCoy Cir #9, Key West, FL 33040, 2 beds, 1.5 baths

$1,425,000

2 beds1.5 baths1,387 sq ft

9 McCoy Cir #9, Key West, FL 33040

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

$659,000

2 beds2 baths1,079 sq ft

118 Cortez Dr Unit B, Islamorada, FL 33036

(305) 448-5241

Property at 1000 W Ocean Dr, Key Colony Beach, FL 33051, 4 beds, 3.5 baths

$4,500,000

4 beds3.5 baths4,596 sq ft

1000 W Ocean Dr, Key Colony Beach, FL 33051

Property at 500 Burton Dr #2304, Tavernier, FL 33070, 1 bed, 1 bath

$459,000

1 bed1 bath577 sq ft

500 Burton Dr #2304, Tavernier, FL 33070

Property at 581 10th St, Key Colony Beach, FL 33051, 6 beds, 4 baths

$2,499,000

6 beds4 baths3,248 sq ft

581 10th St, Key Colony Beach, FL 33051

Property at 1409 Whalton St, Key West, FL 33040, 8 beds, 4 baths

$2,500,000

8 beds4 baths1,504 sq ft

1409 Whalton St, Key West, FL 33040

Property at 5950 Peninsular Ave #643, Key West, FL 33040

$499,000

— beds— baths— sq ft

5950 Peninsular Ave #643, Key West, FL 33040

Property at 88500 Overseas Hwy Apt 424, Tavernier, FL 33070, 2 beds, 2 baths

$695,000

2 beds2 baths1,148 sq ft

88500 Overseas Hwy Apt 424, Tavernier, FL 33070

Property at 101 Ocean Shores Dr, Key Largo, FL 33037, 4 beds, 3.5 baths

$2,850,000

4 beds3.5 baths3,957 sq ft

101 Ocean Shores Dr, Key Largo, FL 33037

Property at 127 & 121 Monroe Dr Unit 1-3, Tavernier, FL 33070, 4 beds, 4 baths

$2,899,000

4 beds4 baths2,409 sq ft

127 & 121 Monroe Dr Unit 1-3, Tavernier, FL 33070

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Homes with Pools for Sale in Monroe County

There are currently 792 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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