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:
Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclable and desirable streets in Midtown. Recently completed renovations offer the opportunity to be the first to live in this thoughtfully rethought home, where modern upgrades meet relaxed island living. Spanning approximately 2,100 sq ft, the property features 4 bedrooms and 3.5 bathrooms, with a layout designed for both comfort and functionality. The primary suite serves as a private retreat, complete with direct access to the backyard, a spacious walk-in closet, and a beautifully appointed ensuite bathroom. Outdoor living i

$1,678,000

4 beds3.5 baths2,082 sq ft

2519 Staples Ave, Key West, FL 33040

Modern upgrades • Private retreat • 0.23 acre lot

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Priced to sell! Half Duplex in the beautiful community of Key Colony Beach. Short walk to the Cabana Club. Plenty of parking. 30 feet of dockage. Remodeled with top quality finishes. Entry doors are Anderson impact, windows are Dbl. Pane PGT, sliding glass doors are Low-E Anderson. All stainless appliances, granite counters, 7'' insulation in ceiling throughout, tile flooring, Key Colony Beach offers convenience to its own post office, restaurants, marina, shopping, par 3 golf course, pickleball and tennis courts, basketball, bocce ball, horseshoes. Marathon Airport is only 10 minutes away, Key West International Airport is a 1-hour drive.

$789,000

2 beds2 baths900 sq ft

341 3rd St, Key Colony, FL 33051

Stainless appliances • Tile flooring • Dbl pane pgt windows

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
SELLER MOTIVATED Gulf Views with lots of living indoors and out! Looking for a spacious home with 5 bedrooms and 3 baths, a very large pool, easy boating access and 112' of concrete dockage. House is U shaped and takes advantage of pool views from practically every room. Located in the exclusive Roosevelt Point subdivision on a quiet Gulf side street. Situated on two lots that can be separated. This property is already licensed for vacation rentals and has future rentals in place. Loads of parking for your RV, Boats and Toys.

$3,150,000

5 beds3 baths3,434 sq ft

555 70th Street Gulf, Marathon, FL 33050

Two lots • Large pool • Easy boating access

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market. Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale, privacy, and waterfront presence that is nearly impossible to replicate. The 5,378sf residence blends timeless architecture with expansive indoor and outdoor living. The main level features gracious living spaces with heart pine floors, French doors, and light-filled rooms opening to wide terraces and tranq

$7,500,000

5 beds4.5 baths5,378 sq ft

3750 Sunrise Ln, Key West, FL 33040

Covered balcony • 28 • French doors

OPEN THU, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Monroe County, FL:
Welcome to your private oceanfront retreat, ideally situated on a quiet cul-de-sac in the heart of Tavernier. Set on an expansive 28,705-square-foot lot, this beautifully renovated estate in 2024 offers breathtaking Atlantic Ocean views and seamless indoor-outdoor living. The open-concept floor plan is designed to showcase the spectacular water views from nearly every room, elevated ABOVE FLOOD for added peace of mind. The property features a 2-bedroom, 2.5-bath main residence and a private 1-bedroom guest suite above the garage, thoughtfully redesigned with interiors curated by acclaimed designer Kevin Gray. Top of the line finishes throughout. Outside, enjoy a stunning resort-style pool a

$6,800,000

3 beds3.5 baths2,803 sq ft

197 Lowe St, Tavernier, FL 33070

Quiet cul-de-sac • Tropical landscaping • 0.66 acre lot

Property at 273 W Seaview Dr, Duck Key, FL 33050, 3 beds, 2 baths

$2,200,000

3 beds2 baths2,129 sq ft

273 W Seaview Dr, Duck Key, FL 33050

Property at 107 Avenue D Apt 208, Marathon, FL 33050, 2 beds, 2 baths

$599,000

2 beds2 baths925 sq ft

107 Avenue D Apt 208, Marathon, FL 33050

Property at 750 W Indies Dr, Ramrod Key, FL 33042, 3 beds, 2 baths

$980,000

3 beds2 baths1,782 sq ft

750 W Indies Dr, Ramrod Key, FL 33042

Property at 1400 W 63rd Street Ocean, Marathon, FL 33050, 2 beds, 2.5 baths

$2,299,000

2 beds2.5 baths2,111 sq ft

1400 W 63rd Street Ocean, Marathon, FL 33050

Property at 322 3rd Rd, Key Largo, FL 33037, 4 beds, 4 baths

$799,000

4 beds4 baths1,495 sq ft

322 3rd Rd, Key Largo, FL 33037

Property at 186 Atlantic Blvd, Key Largo, FL 33037, 4 beds, 3 baths

$3,799,000

4 beds3 baths2,300 sq ft

186 Atlantic Blvd, Key Largo, FL 33037

Property at 1005 Watson St #1, Key West, FL 33040, 3 beds, 2 baths

$1,575,000

3 beds2 baths1,070 sq ft

1005 Watson St #1, Key West, FL 33040

Property at 1009 Whitehead St, Key West, FL 33040, 2 beds, 2 baths

$2,800,000

2 beds2 baths809 sq ft

1009 Whitehead St, Key West, FL 33040

Property at 30463 Hawk Ln, Big Pine Key, FL 33043, 3 beds, 2 baths

$1,695,000

3 beds2 baths1,882 sq ft

30463 Hawk Ln, Big Pine Key, FL 33043

Property at 89505 Old Hwy, Tavernier, FL 33070, 7 beds, 8 baths

$26,400,000

7 beds8 baths8,988 sq ft

89505 Old Hwy, Tavernier, FL 33070

Property at 27 Blue Runner St, Key Largo, FL 33037, 3 beds, 2 baths

$950,000

3 beds2 baths1,840 sq ft

27 Blue Runner St, Key Largo, FL 33037

(305) 794-2494

Property at 704 Grouper Ln, Key Largo, FL 33037, 3 beds, 3 baths

$2,160,000

3 beds3 baths1,716 sq ft

704 Grouper Ln, Key Largo, FL 33037

Property at 55 Boca Chica Rd #68, Key West, FL 33040, 1 bed, 1 bath

$259,900

1 bed1 bath681 sq ft

55 Boca Chica Rd #68, Key West, FL 33040

Property at 87200 Overseas Hwy Unit K5, Islamorada, FL 33036, 3 beds, 2 baths

$685,000

3 beds2 baths1,352 sq ft

87200 Overseas Hwy Unit K5, Islamorada, FL 33036

(786) 250-4270

Property at 82768 Overseas Hwy, Islamorada, FL 33036, 7 beds, 10 baths

$25,000,000

7 beds10 baths8,288 sq ft

82768 Overseas Hwy, Islamorada, FL 33036

(305) 712-8888

Property at 31 Sea Lore Ln, Key West, FL 33040, 6 beds, 6.5 baths

$12,500,000

6 beds6.5 baths5,930 sq ft

31 Sea Lore Ln, Key West, FL 33040

Property at 900 101St Street Ocean St, Marathon, FL 33050, 6 beds, 6 baths

$2,799,999

6 beds6 baths2,243 sq ft

900 101St Street Ocean St, Marathon, FL 33050

Property at 701 Spanish Main Dr #246, Cudjoe Key, FL 33042, 1 bed, 1 bath

$449,999

1 bed1 bath408 sq ft

701 Spanish Main Dr #246, Cudjoe Key, FL 33042

Property at 97501 Overseas Hwy Unit 802, Key Largo, FL 33037, 4 beds, 3 baths

$979,000

4 beds3 baths2,518 sq ft

97501 Overseas Hwy Unit 802, Key Largo, FL 33037

Property at 58773 Overseas Hwy, Grassy Key, FL 33050, 3 beds, 2 baths

$1,675,000

3 beds2 baths1,280 sq ft

58773 Overseas Hwy, Grassy Key, FL 33050

Property at 606 Grinnell St, Key West, FL 33040, 5 beds, 2.5 baths

$1,675,000

5 beds2.5 baths1,870 sq ft

606 Grinnell St, Key West, FL 33040

Property at 30525 Winifred St, Big Pine Key, FL 33043, 3 beds, 3 baths

$1,174,000

3 beds3 baths1,774 sq ft

30525 Winifred St, Big Pine Key, FL 33043

Property at 96 Avenue C #3, Marathon, FL 33050, 2 beds, 2.5 baths

$1,175,000

2 beds2.5 baths1,464 sq ft

96 Avenue C #3, Marathon, FL 33050

Property at 1311 Grinnell St, Key West, FL 33040, 5 beds, 6 baths

$4,195,000

5 beds6 baths2,681 sq ft

1311 Grinnell St, Key West, FL 33040

Property at 309 W Calzada De Bougainvillea, Marathon, FL 33050, 4 beds, 2 baths

$2,100,000

4 beds2 baths1,542 sq ft

309 W Calzada De Bougainvillea, Marathon, FL 33050

Property at 27348 Dominica Ln, Ramrod Key, FL 33042, 3 beds, 2 baths

$2,200,000

3 beds2 baths1,512 sq ft

27348 Dominica Ln, Ramrod Key, FL 33042

Property at 3200 Harriet Ave, Key West, FL 33040, 2 beds, 1.5 baths

$665,000

2 beds1.5 baths1,332 sq ft

3200 Harriet Ave, Key West, FL 33040

Property at 195 Ojibway Ave, Tavernier, FL 33070, 4 beds, 4 baths

$5,950,000

4 beds4 baths3,358 sq ft

195 Ojibway Ave, Tavernier, FL 33070

Property at 139 Marina Ave, Key Largo, FL 33037, 4 beds, 5 baths

$2,750,000

4 beds5 baths2,485 sq ft

139 Marina Ave, Key Largo, FL 33037

Property at 3930 S Roosevelt Blvd Unit W314, Key West, FL 33040, 2 beds, 2 baths

$499,000

2 beds2 baths806 sq ft

3930 S Roosevelt Blvd Unit W314, Key West, FL 33040

Property at 111 Spoonbill Rd, Tavernier, FL 33070, 3 beds, 3.5 baths

$2,999,000

3 beds3.5 baths3,817 sq ft

111 Spoonbill Rd, Tavernier, FL 33070

Property at 104 Coastal Dr, Key Largo, FL 33037, 5 beds, 7 baths

$7,995,000

5 beds7 baths6,083 sq ft

104 Coastal Dr, Key Largo, FL 33037

(305) 451-4078

Property at 201 E Ocean Dr Unit 1-211, Key Colony Beach, FL 33051, 2 beds, 2 baths

$499,000

2 beds2 baths994 sq ft

201 E Ocean Dr Unit 1-211, Key Colony Beach, FL 33051

Property at 617 Front St Unit B-24 Week 45, Key West, FL 33040, 2 beds, 2 baths

$37,500

2 beds2 baths1,120 sq ft

617 Front St Unit B-24 Week 45, Key West, FL 33040

Property at 204 Southard St #5, Key West, FL 33040, 2 beds, 1 bath

$865,000

2 beds1 bath646 sq ft

204 Southard St #5, Key West, FL 33040

Property at 64 Tingler Ln, Marathon, FL 33050, 3 beds, 2 baths

$2,250,000

3 beds2 baths1,774 sq ft

64 Tingler Ln, Marathon, FL 33050

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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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