Monroe County Homes with Pool(s) Hoa fee includes

Monroe County Homes with Pool(s) Hoa fee includes

Welcome to Monroe County, a tropical paradise nestled in the heart of the Florida Keys! Known for its stunning natural beauty, Monroe County boasts an array of breathtaking landscapes, from pristine beaches to lush mangroves. Key Largo, the largest island in the county, is often referred to as the "Diving Capital of the World," making it a haven for water enthusiasts and nature lovers alike. With its vibrant coral reefs and crystal-clear waters, residents and visitors can indulge in snorkeling, scuba diving, and fishing adventures year-round.

In Key Largo, you'll find an impressive selection of homes with pools, perfect for those warm Florida days. Many of these residences are part of well-maintained communities that offer a variety of amenities. The Homeowners Association (HOA) fees typically cover essential services, including pool maintenance, landscaping, and access to community facilities, ensuring a serene and enjoyable living experience. Imagine lounging by your private pool, soaking up the sun, and enjoying the tranquil surroundings that Monroe County has to offer.

Whether you’re seeking a vacation retreat or a permanent residence, Key Largo's real estate market has something for everyone. From charming waterfront cottages to luxurious estates, each home is a gateway to the Florida lifestyle you’ve always dreamed of. Embrace the warm, welcoming community and the laid-back atmosphere that makes Monroe County a truly special place to call home. Discover your perfect oasis in Key Largo today, where every day feels like a vacation!

Newest Monroe County Homes with Pool(s) Hoa fee includes

96000 Overseas Highway Unit W22, Key Largo
$1,095,000
2 Beds ⋅ 2 Baths ⋅ A12103361 MLS
Welcome to resort-style living in the prestigious Buttonwood community of Key Largo. This beautifully situated 2-bedroom, 2-bath residence offers a spacious living area, in-unit washer and dryer, and a private balcony overlooking the water—perfect for relaxing and taking in the serene Keys lifestyle. A standout feature is the unit’s own deeded 36-foot boat dock with immediate bay access, making boating and waterfront living effortless.Enjoy an exceptional collection of community amenities, including resort-style pools, tennis courts, a private beach, fitness center, and clubhouse. Spend your days boating, kayaking, paddleboarding, lounging by the water, or watching unforgettable sunsets from the private beach. Whether you are searching for a year-round residence or the perfect getaway in the Florida Keys, this condo offers the ideal blend of comfort, recreation, and waterfront lifestyle.

96000 Overseas Highway Unit W22, Key Largo
80902 OLD Highway, Islamorada
$2,950,000
4 Beds ⋅ 3 Baths ⋅ B26081372 MLS
RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning tropical plantation-style home in one of Islamorada's most private gated communities. Set on an oversized double lot, this beautifully updated 4-bedroom, 3-bath home offers 3,550 sq. ft. of living space plus 1,200 sq. ft. of covered outdoor living. A spectacular wraparound porch, soaring windows, and abundant natural light capture the relaxed elegance of Keys living. The private top-floor primary suite features a walk-in closet, Jacuzzi tub, and adjoining office. Recent upgrades include impact windows and doors, four new A/C units, approximately 5,000 sq. ft. of new marble pavers, 7,500 sq. ft. of new turf, and lush tropical landscaping with mature orchids and privacy hedging. RARE OPPORTUNITY IN CORAL COVE! Welcome to Island Hopper, an award-winning tropical plantation-style home in one of Islamorada's most private gated communities. Set on an oversized double lot, this beautifully updated 4-bedroom, 3-bath home offers 3,550 sq. ft. of living space plus 1,200 sq. ft. of covered outdoor living. A spectacular wraparound porch, soaring windows, and abundant natural light capture the relaxed elegance of Keys living. The private top-floor primary suite features a walk-in closet, Jacuzzi tub, and adjoining office. Recent upgrades include impact windows and doors, four new A/C units, approximately 5,000 sq. ft. of new marble pavers, 7,500 sq. ft. of new turf, and lush tropical landscaping with mature orchids and privacy hedging. Enjoy the privacy of a dry-lot home with the benefits of waterfront living. Coral Cove's amenities include community boat dockage with water and power, fish-cleaning station, oceanfront pool, and tiki huts. Four covered parking spaces plus dedicated golf-cart parking complete the property. Ideally located in the heart of Islamorada, within walking distance of restaurants, shopping, and entertainment. With only 9 homes in Coral Cove, opportunities to own in this special community are exceptionally rare.

80902 OLD Highway, Islamorada
98321 Windward Avenue Unit 98321, Key Largo
$449,500
2 Beds ⋅ 2 Baths ⋅ A12087927 MLS
Ground-floor condo with pool views and the community pool just steps from the screened patio. This updated, fully furnished 2-bedroom, 2-bath residence offers 778 square feet with an open living and dining area, modern kitchen, stainless-steel appliances and low-maintenance finishes. Landings of Largo is a gated bayfront community offering two pools, a marina, community boat ramp, fish-cleaning stations, kayak storage, dry boat-trailer parking, sunset pier, clubhouse, fitness room, tennis, pickleball and bocce courts. The monthly condominium fee helps cover roof and building-exterior maintenance, master building insurance, cable, pest control, security, common-area maintenance and community amenities. Offered furnished for use as a primary residence, Keys getaway or monthly rental, subject to association rules and approval. Conveniently located near Key Largo boating, fishing, diving, shopping and dining.

98321 Windward Avenue Unit 98321, Key Largo
104000 Overseas Highway Unit 6-6, Key Largo
$279,000
3 Beds ⋅ 3 Baths ⋅ B26062495 MLS ⋅ Fisherman's Cove BLDG.
Welcome to the Residence Club at Fisherman's Cove! Enjoy any of the 6 fully furnished designer-decorated 3 bedroom/3 bathroom, 2,300 +/- square foot residences throughout the year on a weekly basis. Large 450 sq ft balconies wrap each unit, allowing you to enjoy views of Blackwater Sound and the resort-style pool. Owners can play at the pool, relax in tiki style cabanas or enjoy privacy on the owner's deck while watching the famous Florida Keys sunsets. Each unit equipped with Smart TVs and WIFI. Kitchens are fully stocked. 2 boats available for use - 26' Sea Fox and 24' Contender. Most owners use the residences 5-7 weeks per year. Our property includes 6 private residences sitting above Jimmy Johnson's Big Chill. Vacation Home Fractional Ownership in a luxury setting in Key Largo, FL!

104000 Overseas Highway Unit 6-6, Key Largo
2601 S Roosevelt Boulevard Unit 103C, Key West
$889,000
3 Beds ⋅ 2 Baths ⋅ A12064540 MLS ⋅ C BLDG.
This ground-floor unit was thoughtfully converted from three bedrooms into a spacious two-bedroom, two-bath residence -- each with its own ensuite -- plus an open dining room and wet bar built for Keys-style living: relaxed, social, and always ready for company. Kitchen and bathrooms are fully renovated. Marble floors throughout. Soundproof impact doors and windows. Dual-zone split A/C systems mean cool bedrooms and comfortable common areas -- no compromises in the tropics.Hurricane-rated glass doors frame a lush garden view and open directly to the resort-style pool -- engineered for outward visibility with true privacy from outside. An elevated private patio puts the pool, tennis courts, and tropical grounds steps away.HOA includes cable, security, building insurance, exterior maintenance, and exterminating -- predictable carrying costs, no surprise weekends managing a property.In 50 years since 1974, Key West by the Sea has never flooded through a single named storm. The City and State recently completed a raised stormwater system and elevated South Roosevelt -- infrastructure built for the next 50 years.Old Town, Duval Street, the Historic Seaport, Mallory Square -- all a short bike ride away. You're connected to everything Key West is, and then you come home to a quiet, gated community that feels a world apart.Full-time residence, mainland escape, or the life you've been working toward, #103C is ready. Key West isn't accidental. You choose it. Choose this.

2601 S Roosevelt Boulevard Unit 103C, Key West
500 Burton Drive Unit 1305, Key Largo
$555,000
2 Beds ⋅ 2 Baths ⋅ A12054742 MLS
Spectacular ocean view 2BD/2BA apartment at Ocean Pointe Condo. Enjoy as a vacation home, rental, or full-time residence. Ocean Pointe is a gated, resort-style community with 24/7 security and top-tier amenities: heated pool/spa, poolside cafe, oceanfront restaurant, marina with dockage, sandy beach, tennis/pickleball courts, trailer storage, playground, and more.

500 Burton Drive Unit 1305, Key Largo
81801 Old Highway Unit 754, Islamorada
$649,000
1 Beds ⋅ 1 Baths ⋅ A12056036 MLS
Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of beach frontage and a 525' fishing pier. This beautiful one-bedroom King suite, with additional sleeper sofa in the living room and private screened balcony, overlooks the garden and waterfall. This is a luxury, income-producing property. Nightly rentals are allowed, with onsite management, an owner's closet, and owner's use of up to 28 days. The resort offers a 24-hour shuttle, valet parking, concierge service, 5-star fine dining, ballroom, conference room, a spa, fitness center, beach, pools, dock, tiki bars, 9-hole par 3 golf course, Pickle Ball courts, lighted tennis courts, lush gardens, bike path, fishing, diving, snorkeling, water sports and Camp Cheeca for children.

81801 Old Highway Unit 754, Islamorada
9812 Windward Avenue, Key Largo
$988,999
3 Beds ⋅ 3 Baths ⋅ A11846640 MLS
Beautiful Townhome with Deeded Boat Slip in The Landings of Largo! Welcome to the waterfront lifestyle you've been dreaming of—complete with Deeded Boat Slip #3 and an 8,000 lb boat lift just steps from the community boat ramp. This spacious 3-bedroom, 2-bath upstairs townhome also features an enclosed lower-level recreation area approximately 1000 sf., with a full bath, ideal for guests, hobbies, or flexible living. Inside, you'll find vaulted ceilings, beautiful wood-look tile flooring throughout, custom wood cabinetry, and impact windows and doors (excluding the rear balcony) The front balconies have been enclosed, creating additional air-conditioned living space, while the L-shaped screened balcony offers a relaxing view of the main pool. Other highlights include covered parking directly beneath your unit. A concrete structure with metal roof and no assessments with a healthy budget. Located on the bayside at Mile Marker 98, Landings of Largo is a well-maintained, gated community offering resort-style amenities: two heated pools, a new marina, boat ramp, clubhouse, fitness room, Sunset Pier, trailer parking, and a fish cleaning station. It's also pet-friendly and perfect for those seeking peace and quiet, with a 28-day minimum rental policy. Whether you're looking for a full-time residence or a relaxing retreat, this home offers it all—convenience, comfort, and a true boater's paradise.

9812 Windward Avenue, Key Largo
104500 Overseas Highway Unit A302, Key Largo
$819,000
2 Beds ⋅ 2 Baths ⋅ A11945344 MLS ⋅ A 302 BLDG.
Two deluxe suites at this unique gated community. Boat dockage available for up to a 34' boat. Two heated swimming pools and a boat ramp on the property. Greatest Bayfront sunsets at this location. A chef's gourmet kitchen here with abundant space to create great memories around the tile counters top bar area. Luxurious marble floors guide you thru this spectacular location at this fully furnished one floor unit. Abundance of storage with a laundry area also. Two pets allowed. Insurance is 10,423 and paid in three payments separately

104500 Overseas Highway Unit A302, Key Largo
701 Spanish Main Drive Unit 536, Summerland Key
$350,000
2 Beds ⋅ 1 Baths ⋅ A11979130 MLS
Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white kitchen pops with marble countertops and a stunning blue tile backsplash, bringing those breezy ocean vibes right into your home. It's light, cheerful, and perfect for entertaining friends and family after a day on the water. And here's the best part — even though this property sits on a dry lot, you still enjoy beautiful open water views. Venture Out is one of the most sought-after gated communities in the Lower Keys, known for its active lifestyle and incredible amenities: Heated community pool, Marina & boat ramp with direct ocean and Gulf access, Tennis & pickleball courts, Basketball courts, Private convenience store, Children's playground & pool, Recreation hall, 24-hour gated security. Bring your boat, your golf cart, and your flip-flops — this neighborhood was made for enjoying the water. Located just 20 miles from Key West, you're close enough for dining, nightlife, and the airport — but far enough away to enjoy peaceful island living. If you've been dreaming of a cozy, beach-inspired Keys escape with income potential and resort-style amenities... this is the one.

701 Spanish Main Drive Unit 536, Summerland Key
87200 Overseas Highway Unit N2, Plantation Key
$630,000
2 Beds ⋅ 2 Baths ⋅ A11936246 MLS
Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your guests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along with a nice, landscaped community for your pleasure. 28-day rentals permitted. Garden setting from you extended living room to enjoy the outdoors at your back yard.

87200 Overseas Highway Unit N2, Plantation Key
87200 Overseas Highway Unit A7, Plantation Key
$609,900
2 Beds ⋅ 2 Baths ⋅ A12006598 MLS ⋅ A BLDG.
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 guests enjoy a private sandy beach with beautiful sunset views, plus community amenities that include a renovated pool and clubhouse, tennis courts, pickleball courts, BBQ area, kayak launch, kayak storage, trailer parking, and secure gated entry. Short-term rentals are allowed with a 28-day minimum, making this an excellent opportunity for full-time living, a vacation getaway, or an income-producing property. Located in the heart of Islamorada and within walking distance to Founders Park events, recreation, and nearby dining, this property offers the ideal blend of waterfront enjoyment, boating convenience, and rental flexibility in one of the Florida Keys’ most desirable communities.

87200 Overseas Highway Unit A7, Plantation Key
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