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94825 Overseas Highway Unit 28, Key Largo
$3,617,000
6 Beds ⋅ 7 Baths ⋅ B26095159 MLS ⋅ Key Largo Ocean Resorts BLDG.
Amazing views awaits you at this new and exquisite oceanfront property overlooking stunning watercolor views from every angle. This hidden gem location on an oversized end lot in prestigious Key Largo Ocean Resorts, this 6 bedroom, 6.5 bathroom beauty with a spacious den offers large living with 1800 square feet of living on each of the two main floors and another 1000 square feet on the fourth floor currently used as a primary suite with unsurpassable oceanfront views from a spacious terrace. An elevator is available for easy access to this palatial home. Observation pier permit with Army Corp approval. Community clubhouse, pool, tennis courts, Dog run, offered as part of the association. Beautiful summer kitchen, Private fenced backyard. Appraisal done 10/24/26 at $4.3 million. Amazing Oceanfront home.

94825 Overseas Highway Unit 28, Key Largo

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

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

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 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

88500 Overseas Highway Unit 208, Tavernier
$499,900
2 Beds ⋅ 2 Baths ⋅ A12039069 MLS
Welcome to Summer Seas Condominium in beautiful Tavernier! This well-maintained 2-bedroom, 1.5-bath residence offers the perfect opportunity to enjoy the Florida Keys lifestyle. Featuring a bright and functional floor plan, the unit provides comfortable living spaces, abundant natural light, and a relaxed coastal atmosphere. Located in a gated waterfront community on the bay side of the Keys, Summer Seas offers an impressive array of amenities, including a heated swimming pool, clubhouse, marina, boat dockage (subject to availability), kayak and paddleboard storage, picnic areas, and stunning sunset views. Residents enjoy easy access to world-class fishing, boating, diving, and local dining. Whether you're seeking a primary residence, vacation retreat, or investment opportunity, this condo places you in the heart of Tavernier, just minutes from shopping, restaurants, parks, and all the attractions the Florida Keys have to offer. Don't miss your chance to own a piece of paradise in one of Tavernier's most desirable waterfront Call Listing Agent

88500 Overseas Highway Unit 208, Tavernier

87455 Old Hwy 229 Highway Unit 229, Plantation Key
$549,000
2 Beds ⋅ 2 Baths ⋅ A11928539 MLS
Beautifully maintained 2-bedroom, 2 bath townhouse condo located oceanside in the heart of Islamorada. This turn-key residence offers effortless island living with no updates needed—simply move in and enjoy. The home features a new A/C system installed in 2022, new appliances added in 2024, and fully replaced air ducts completed in 2024 for improved comfort and efficiency. Impact windows throughout provide security and storm protection, while electric blackout blinds add convenience and privacy.The interior is bright, clean, and exceptionally well cared for, making it ideal as a primary residence, vacation home, or weekend retreat. Situated in one of the most desirable areas of the Florida Keys, this property offers the perfect blend of comfort, style, and coastal living.Don’t miss the opportunity to own a truly turn-key condo in beautiful Islamorada. Schedule your showing today.

87455 Old Hwy 229 Highway Unit 229, Plantation Key

98282 Windward Avenue Unit 2, Key Largo
$398,500
2 Beds ⋅ 2 Baths ⋅ A12005408 MLS
Fully furnished 2BR/2BA condo in the gated community of Landings of Largo. This second-floor unit features a desirable split floor plan, granite countertops, in-unit laundry, and a private balcony with relaxing pool views. Located just steps from the pool, it offers both comfort and convenience within a lush, tropical setting. Includes two assigned parking spaces.Enjoy resort-style amenities including a private marina, boat ramp, fishing pier, fish cleaning station, and convenient 72-hour trailer parking—perfect for boaters and outdoor enthusiasts. The community also features two heated pools, tennis, pickleball, basketball, bocce courts, fitness center, clubhouse, and outdoor grilling areas. Unwind at the bayfront sunset dock with stunning water views.Ideally located in the heart of Key Largo at Mile Marker 98, offering direct access to Florida Bay and just minutes from waterfront dining, shopping, and world-class boating, fishing, and diving, including John Pennekamp Coral Reef State Park. Approximately one hour from Miami and conveniently near Baptist Health Mariners Hospital, providing the perfect balance of island living and accessibility.

98282 Windward Avenue Unit 2, Key Largo

104000 Overseas Highway, Key Largo
$289,000
3 Beds ⋅ 3 Baths ⋅ B26042516 MLS ⋅ Fisherman's Cove BLDG.
Vacation Home Fractional Ownership in a luxury setting in Key Largo, FL! 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.

104000 Overseas Highway, Key Largo

81801 Overseas Highway Highway Unit 714, Islamorada
$699,000
1 Beds ⋅ 1 Baths ⋅ B26036550 MLS
Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Great vacation and income producing condotel in the Sport Fishing Capital of the World. This 27-acre oceanfront Islamorada resort set in a lush tropical landscape has everything from fine dining restaurants, spa and wellness, fitness center, three resort style pools, two tiki bars, par 3 golf course, four lighted tennis courts, pickleball, basketball, bicycles, huge pier for fishing, kayaking, paddleboarding, and more. This top floor corner unit is a beautifully appointed one king bedroom with expansive master bath, kitchen and private screened in balcony. Accomplished on-site professional management has delivered high occupancy and rental rates far above many other lodging properties in the Keys!

81801 Overseas Highway Highway Unit 714, Islamorada

1133 W Ocean Drive Unit 17, Key Colony Beach
$1,150,000
2 Beds ⋅ 3 Baths ⋅ R11156123 MLS ⋅ Key Colony Point BLDG.
Exquisite high-end INCOME PRODUCING corner residence offering breathtaking, unobstructed views of the Atlantic Ocean and the pristine beaches of Key Colony Beach. This 2 bedroom, 2 ½ bath luxury condo is bathed in natural light, featuring expansive windows that showcase endless ocean vistas and spectacular sunrises. Thoughtfully designed with an open, airy layout, the residence blends refined elegance with coastal sophistication. Enjoy seamless indoor-outdoor living from your private corner vantage point, where the sights and sounds of the ocean create a truly serene retreat. Located in the heart of Key Colony Beach, this exceptional property offers the perfect balance of privacy, comfort, and premier island living. ACTIVE VACATION RENTAL

1133 W Ocean Drive Unit 17, Key Colony Beach

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