Homes with Pools for Sale in Monroe County, FL

Home with a Pool for sale in Monroe County, FL:

Morning coffee overlooking the water. A bike ride to Sombrero Beach. Afternoons spent boating, fishing, or relaxing by the pool. This is the Florida Keys lifestyle, and at Coral Club, it's ready to enjoy from day one. Located in a peaceful Marathon neighborhood just one mile from Sombrero Beach, this beautifully updated and furnished 2-bedroom, 2-bath canal-front condo combines waterfront living, comfort, and convenience. This first-floor residence features a bright, open layout, tasteful coastal finishes, and an enclosed patio overlooking the canal. Watch boats cruise by, enjoy your morning coffee, or unwind with an evening cocktail as the waterfront setting makes every day feel like a get

Home with a Pool for sale in Monroe County, FL:

OCEANFRONT INVESTMENT OPPORTUNITY | NIGHTLY RENTALS ALLOWED! Welcome to Oceanview Serenity, a completely renovated 2-bedroom, 2-bath waterfront retreat in the gated Venture Out community on Cudjoe Key at Mile Marker 23. Offering unobstructed open-water views, deep-water access and an established rental history, this turnkey property presents a rare opportunity to combine Florida Keys ownership with income-producing potential. Offered fully furnished and beautifully appointed, the property is move-in and rental ready. With over $105k in gross rental income ytd for 2026 and more than $33k in future bookings! An attractive option for investors seeking a property in the Florida Keys that allow

Home with a Pool for sale in Monroe County, FL:

Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy. Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring by paddleboard or kayak, or heading out on your boat to world-class fishing and diving, this location makes it effortless. The backyard is designed for relaxation and connection, featuring a pool, spa, and multiple outdoor patio areas, all surrounded by lush, mature tropical landscaping. Inside, t

Home with a Pool for sale in Monroe County, FL:

Located on a quiet lane in the heart of Islamorada, 154 Carroll Street offers privacy, modern construction, and easy access to some of the area's best restaurants, shops, private clubs, and resorts. Completed in 2018, the home combines clean coastal design with comfortable and abundant indoor-outdoor living. Mature tropical landscaping creates a private setting around the pool and spa. The handcrafted tiki pavilion is designed for outdoor cooking and entertaining, complete with a mosquito misting system, refrigerator, ice maker, grill, cooktop, and bar--an ideal gathering spot for casual afternoons by the pool, evening entertaining or even star gazing in the hot tub. Inside, the bright, ope