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200 Wrenn St Unit PH 701, Islamorada
$958,000
3 Beds ⋅ 2 Baths ⋅ 621110 MLS
OCEANFRONT PENTHOUSE -- STRONG RENTAL INCOME. Welcome to PH701 at Sea Gulls, a rare and incredibly unique 3-bed, 2-bath oceanfront penthouse. With over 2,100 sq ft of living space and two expansive private balconies, this top-floor residence offers panoramic ocean views from every room. Offered FULLY FURNISHED and turnkey, this property has excellent rental income potential and is a high-performing investment. The open layout is light, breezy, and perfect for entertaining, complete with in-unit laundry. As one of just two penthouses in the building, PH701 provides exceptional privacy and prestige. Sea Gulls offers resort-style amenities including an oceanfront gym, heated seaside pool, kayak launch/storage, clubhouse, and secure access. Located in the heart of Tavernier near dining, shops, and schools, this penthouse combines luxury, income potential, and lifestyle flexibility. Don't miss your chance--schedule a private tour today!

200 Wrenn St Unit PH 701, Islamorada
143 Aregood Ln Unit D1, Islamorada
$950,000
2 Beds ⋅ 3 Baths ⋅ 616461 MLS
Direct Oceanfront Townhome with Private Boat Slip & Rooftop Deck in the Heart of the Keys! Experience panoramic ocean views, direct boating access, and the ultimate coastal lifestyle from this beautifully updated 2-bedroom, 2.5-bath townhouse in Plantation Key. Perched directly on the oceanfront, this residence includes a private boat slip and a rooftop deck offering unobstructed sunrise-to-moonrise vistas. Inside, an open-concept layout welcomes you with abundant natural light and stunning water views from both the main living areas and the primary suite. The kitchen and living room flow effortlessly to a private terrace perfect for morning coffee, al fresco dining, or evening cocktails by the sea. Upstairs, the spacious bedrooms offer comfortable retreats with generous storage, while the rooftop deck serves as your personal oasis in the sky ideal for sunbathing, entertaining, or simply soaking in the views. This property is eligible for a weekly vacation rental license, giving you the option to generate income when you're not enjoying it yourself. Located at MM 88 just off the Old Highway in Islamorada, you're minutes from world-class fishing, diving, dining, and boutique shopping yet tucked away in your own peaceful waterfront retreat. Whether you're searching for a full-time residence, weekend getaway, or investment property, this home delivers the best of the Florida Keys lifestyle. Seller carries wind/flood and hazard insurances.

143 Aregood Ln Unit D1, Islamorada
87851 Old Hwy Unit M32, Islamorada
$940,000
2 Beds ⋅ 2 Baths ⋅ 616998 MLS
Welcome to Ocean Harbour Condominiums, one of Islamorada's most sought-after addresses where tropical luxury meets Keys serenity. Built in 1989 and meticulously maintained, this gated oceanfront community is a true hidden gem boasting lush, resort-style grounds with hundreds of swaying palms and panoramic views that stretch endlessly across the caribbean blue Atlantic ocean. This 2-bedroom, 2-bath condominium offers an immaculate, light-filled interior — the perfect clean slate for your own personal design vision. Featuring upgraded hurricane-impact windows and doors, the residence invites gentle sea breezes and showcases tranquil ocean views from sunrise through sunset. Enjoy world-class amenities including a stunning free-form oceanfront pool and jacuzzi, tennis and pickleball courts, a spacious clubhouse with full gym, social area, and TV lounge, plus two TIKI huts with community BBQ areas ideal for gatherings under the stars. The property also offers a boat ramp, assigned covered parking for each unit, trailer storage, and available boat slips for daily or long-term use. Whether you're seeking a permanent island retreat, a vacation getaway, or an income-producing property with a proven rental clientele, Ocean Harbour delivers the ultimate in Florida Keys living — beauty, convenience, and that peaceful ''toes-in-the-sand'' lifestyle you've been dreaming of.

87851 Old Hwy Unit M32, Islamorada
141 Aregood Ln Unit # 3B (C1), Islamorada
$900,000
2 Beds ⋅ 3 Baths ⋅ 620172 MLS
Wake up to sparkling Atlantic Ocean views and embrace the relaxed elegance of Islamorada living. This fully remodeled 2-bedroom, 2.5-bath townhome at the highly sought-after Port of Call community offers an exceptional blend of luxury, comfort, and investment potential. Designed for effortless coastal living, the residence features an ocean-view primary suite with a private balcony, an expansive rooftop deck, a beautifully updated kitchen, sunlit dining space, open-concept living area, and a screened terrace perfect for enjoying the island breeze. One of the property's most valuable and increasingly rare features is its ability to accommodate weekly vacation rentals. Port of Call is a boutique 10-residence community that offers the rare advantage of weekly vacation rentals, making this property an exceptional opportunity for both personal enjoyment and investment income. Whether you're seeking a personal island retreat, a high-performing vacation rental, or the ideal combination of both, this flexibility creates tremendous value and income potential. Residents and guests enjoy an oceanfront swimming pool, sandy beach, boat slip, covered parking, private storage, and the convenience of an in-unit laundry room and pantry. With luxury updates, ocean views, boating access, resort-style amenities, and highly desirable weekly rental capability, this turnkey Islamorada property represents a rare opportunity in one of the Florida Keys' most sought-after waterfront communities.

141 Aregood Ln Unit # 3B (C1), Islamorada
109 Costa Bravo Dr, Islamorada
$900,000
2 Beds ⋅ 2 Baths ⋅ 618264 MLS
Rare offering at Sandy Point Condo in Port Antigua! Enjoy the best of both worlds - beachfront living & protected dockage for your boat. Enter through the ground level & up the stairs to the main living area, where you'll find water views from your living space, an expansive galley kitchen with upgraded Fisher Paykel appliances & dining room, and a convenient half bathroom. The second set of stairs leads to the primary bedroom, guest bedroom & full bathroom. Interior highlights to note - impact windows upgraded in 2022, new AC unit, beach facing windows expanded by 18 inches to improve water views & remodeled kitchen. The ground level offers covered parking for your vehicle, enclosed laundry room, storage, and a patio space to relax in your backyard. Other features include protected concrete dockage up to 30FT & fish cleaning table, access to private bay-front beach & boat ramp. Enjoy sunset views from the living room & primary bedroom! Easy bay & ocean access through Channel Two & Five bridges. Use as your full time residence, weekend getaway or income producing rental!

109 Costa Bravo Dr, Islamorada
223 Treasure Harbor Dr, Islamorada
$900,000
3 Beds ⋅ 2 Baths ⋅ 617056 MLS
3-bedroom, 2-bath pool home brings vacation vibes! Custom built with thoughtful details, this home features updated vinyl flooring (2023), open eat-in kitchen (new appliances in 2021), and updated bathrooms that feel fresh, bright, and modern. The vaulted ceilings and natural light create a breezy, island-style atmosphere throughout. A pool with a new pump installed in 2024, a screened-in porch perfect for barbecues and morning coffee, and a fully fenced yard on a spacious 7,700 sq ft lot. The community boat ramp just down the street makes getting on the water a breeze, whether you're heading to the reef or cruising the bay. Located in the desirable Treasure Harbor neighborhood of Plantation Key, you're close to everything you love about the Keys — fishing, boating, restaurants, and A-rated schools!

223 Treasure Harbor Dr, Islamorada
84961 Old Hwy Unit 21, Islamorada
$850,000
2 Beds ⋅ 2 Baths ⋅ 616013 MLS
Stunning Ocean Views in Islamorada - the Fishing Capital of the World! Enjoy panoramic views of the Atlantic Ocean and iconic Alligator Lighthouse from this beautifully new and upgraded modular home in desirable Windley Key. Surrounded by water views from every window, this newer construction offers hardy board siding built to withstand 180mph winds, impact windows and doors, and an elevator lift for convenience. Step inside to find a bright and open floor plan featuring an attractive kitchen with quartz countertops, stainless steel appliances, a center island, and stylish window treatments, comfortable living area with 2 bedrooms and 2 bathrooms. Composite decking and exterior staircases lead to a spacious covered area perfect for relaxing or entertaining while enjoying the ocean breeze. Additional highlights include a large storage room/workshop, covered parking, and possible dockage and boat trailer parking privileges. Whether you're searching for a primary residence or the perfect Keys retreat, this oceanfront gem is an exceptional opportunity to own a piece of paradise. DOCKAGE may be available for rent. YOU OWN THE LAND.

84961 Old Hwy Unit 21, Islamorada
113 Key Heights, Islamorada
$850,000
2 Beds ⋅ 2 Baths ⋅ 617715 MLS
This classic Florida bungalow is located on a rare DOUBLE Lot on Plantation Key in Islamorada. The Dade County Pine ceilings and classic Saltillo tile floors are paired with modern updates to the kitchen with new appliances, including an induction range and oven, quartz counter tops and tile backsplash. The primary bedroom includes an en suite bathroom and walk in closet. Off the kitchen you will find an entertaining space and bar area which leads to your backyard paradise, complete with a lush turf lawn and 100 sqf Tiki hut perfect for entertaining complete with ambient lighting and fans. The entire property is surrounded by professional, mature landscaping which offers both privacy and a tropical oasis. Additional features include a versatile storage outbuilding for all your outdoor gear, extra flex space or guest suite. The lot has plenty of room for parking your boat, vehicle, toys or transforming into your own personal retreat with a pool or addition. The neighborhood incudes an optional $100/yr. HOA park just a block away with a boat ramp or kayak access, dock, fish cleaning station or enjoy the breathtaking sunsets over the bay. This home is in a quiet residential neighborhood on Plantation Key and only a mile and half from Founders Park where you can enjoy pickleball, tennis, swimming, dog park and marina or many of Islamorada's local events. Don't miss this unique opportunity to own a slice of paradise.

113 Key Heights, Islamorada
219 Preston St, Islamorada
$834,000
4 Beds ⋅ 2 Baths ⋅ 617660 MLS
Back on market with Huge Price Improvement! Rare Downtown Islamorada Opportunity... Just steps to the ocean, sunrises and sunsets. Walk to everything you love in Islamorada! Located just off the Old Hwy, oceanside, in the sought-after Matecumbe Beach neighborhood on Upper Matecumbe Key. This versatile property features two charming cottages on one property, just steps from festivals, the Arts District, Library Beach, Cheeca Lodge, Historical Hurricane Monument and some of the island's finest dining. The front cottage offers 2 bedrooms and 1 bath with +/-866 sq. ft., while the back cottage includes 2 bedrooms and 1 bath with +/-900 sq. ft. Enjoy the option to live in one and rent the other, or maximize income by renting both. An exceptional investment in a prime location, right in the heart of Islamorada's most vibrant and walkable district. Important Note: This property is also listed separately in the MLS under 2 different classifications intentionally: Single Family Home and Duplex/multifamily as it can be used for both.

219 Preston St, Islamorada
83201 Old Hwy Unit 301, Islamorada
$825,000
2 Beds ⋅ 2 Baths ⋅ 617666 MLS
Beacon Reef is calling your name! This beautifully designed 2-bedroom, 2-bath residence spans approximately 1,275 square feet of light-filled living space. Enjoy the charming balcony with a steady breeze and lovely ocean views from the primary and balcony. With a spacious primary suite complete with an en-suite bath and charming sitting area and an oversized guest suite offering flexibility and comfort, this unit offers generous space for all! The open-concept living area seamlessly connects to a well-appointed kitchen featuring ample cabinetry and an abundance of counter space and a breakfast bar, perfect for entertaining. Additional highlights include impact windows, designated laundry space, a new air conditioner and refrigerator in 2025, a new stackable washer/dryer, and a large balcony designed for indoor-outdoor living. This unit is also ADA accessible and includes a larger parking space with ADA parking to accomodate a van. Residents of Beacon Reef enjoy gated, resort-style amenities including an oceanfront lovely pool, fitness center with water views, and first come/first serve boat slips accommodating vessels up to 35 feet. The property also offers a fishing pier, tiki hut, BBQ area, and lush tropical landscaping. Just minutes from world-class fishing, diving, dining, and art galleries and within walking distance to Publix and several restaurants, Unit 301 offers the perfect balance of tranquility and access to the best of the Florida Keys. Whether as a primary residence, weekend escape, or seasonal retreat, this exceptional residence is your invitation to live the true Islamorada lifestyle!

83201 Old Hwy Unit 301, Islamorada
82207 Old Hwy, Islamorada
$775,000
2 Beds ⋅ 2 Baths ⋅ 618074 MLS
Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beautifully completely remodeled 2-bedroom, 2-bath home offers comfort and an unbeatable location. This FULLY FURNISHED tastefully updated interior includes porcelain tile throughout the home including showers, quartz countertops and brand new LG appliances and offers an open living area and flows seamlessly to a large screened porch--perfect for relaxing or entertaining while overlooking the expansive backyard and enjoy the attached spacious storage room. Weekly Rentals Allowed once the property meets the required assessed value. Zoned Village Center (VC), the property provides exceptional potential with a wide range of mixed-use and commercial options, making it ideal as a primary residence, investment, or live/work opportunity. Enjoy a superior central location with walking distance to neighborhood beach access, local breweries, shopping, and some of Islamorada's best dining. A rare opportunity to own a versatile property in one of the Keys' most desirable areas.

82207 Old Hwy, Islamorada
124 S Hammock Rd, Islamorada
$744,000
3 Beds ⋅ 2 Baths ⋅ 619261 MLS
Nestled in the heart of Islamorada, this ground-level residence captures the essence of timeless Old Florida charm with refined modern updates. Offering 3 bedrooms and 2 bathrooms with 1,300sf of living space, the home has been updated with impact windows and doors, metal roof, renovated kitchen and updated bathrooms, and a newer A/C and water heater. The outdoor spaces are equally inviting. A redesigned side yard with pavers and artificial turf sets the stage for outdoor living and entertaining, while the backyard offers room to create your dream pool and private retreat. A generously sized storage shed adds convenience for all your island lifestyle needs. Ideally positioned in the heart of Islamorada, you are just moments from boutique shopping, renowned waterfront dining, full-service marinas, grocery stores, and pickleball courts. From sunset dinners to days on the water, this location offers a lifestyle where everything you need is right here on this island.

124 S Hammock Rd, Islamorada
88181 Old Hwy Unit F24, Islamorada
$715,000
2 Beds ⋅ 2 Baths ⋅ 618895 MLS
The first thing you notice as you walk up to this home is the view, bright blue ocean over green treetops. Step inside and it opens up even more: ocean, sky, and a wide lagoon with a sandy beach below. Sunset here is stunning. This very spacious 2 bedroom, 2 bath end-unit condo offers 1,330 square feet of single-level living with windows on three sides! Located on the second floor, above covered parking, it's that just-right height that makes all the difference. High enough for the views and breezes, without feeling disconnected. Access is easy by elevator or stairs. The oversized screened porch takes full advantage of the ocean and lagoon views and truly extends your living space. Inside, the home has been thoughtfully upgraded for both style and peace of mind. Gorgeous wood-plank tile flows seamlessly throughout the entire condo, including the expansive screened porch, creating a clean coastal look with easy maintenance. The bright kitchen features quartz countertops and stainless appliances - fresh, modern, and functional. Bathrooms have been tastefully updated, the electrical system has been upgraded, and hurricane impact windows and doors provide security and efficiency. Patio surrounded by smoothly operating accordion shutters. A tankless hot water heater adds to the home's smart improvements. You'll also appreciate the recently expanded storage closets and pantry space - something you don't always find in condo living. The community is shady, green, and peaceful. Amenities include a full-service marina (yes, even fuel) with long-term dockage available, waterfront pool, clubhouse, tennis and pickleball courts - soon to be lit for night play. Pets are welcome here. Coral Harbour Club is just five minutes from Founders Park, with its bay front beach, sports programs, dog park, and year-round community events. An updated, move-in ready condo with real ocean views, boating access, and one of the best locations in the Upper Keys. This one is worth seeing in person!

88181 Old Hwy Unit F24, Islamorada
75710 Overseas Highway Unit 1, Islamorada
$675,000
2 Beds ⋅ 2 Baths ⋅ 619594 MLS
Fully furnished turn key townhome in Islamorada at Las Maravillas is available, one of only 10 private residences on the bayside on Lower Matecumbe in the Village. Dockage, covered parking, trailer storage, beautiful pool, gated and fenced grounds highway to bay right on Lower Matecumbe Bight. 2 bedrooms with Jack and Jill bathroom on the top floor could be converted to two bathrooms. Half bath, kitchen, dining and living area on main level. Storage room and drive thru parking underneath suitable for medium size boat on trailer or two cars. Tropical vegetation and fruit trees and nice landscaping. Kitchen and baths are modern. updated stainless appliances. Carpet and tile throughout. This is the opportunity to get into the keys at a modest price and enjoys the keys life. Owner occupied so notice is appreciated. Easy to show. Call ahead for appointment.

75710 Overseas Highway Unit 1, Islamorada
79901 Overseas Highway Unit 511, Islamorada
$670,000
2 Beds ⋅ 2 Baths ⋅ 620084 MLS
Spectacular Top-Floor Views and Expansive Covered Porch! Experience the ultimate Florida Keys backdrop from this 5th-floor condo at The Palms of Islamorada. Being on the top floor means you get the absolute best vantage point--boasting a huge covered porch designed for true outdoor living, with breathtaking, unobstructed ocean views and a direct line of sight to Alligator Lighthouse. Offered completely furnished and in excellent condition, the highly desirable split floor plan ensures maximum privacy. The generous primary suite is a true highlight, offering great space and its own beautiful ocean views. Guests will also love the comfortable second bedroom featuring its own private ensuite bath. The bright interior includes a sleek, modern European-style kitchen and the ultimate convenience of an in-unit washer and dryer. The Palms is a secure, gated complex in downtown Islamorada offering fantastic amenities: a resort-style pool, a large oceanfront tiki hut (plus 6 smaller satellite tikis), a community room, separate men's and women's gyms, and assigned covered parking. Best of all, you are within easy walking distance to premier local dining favorites like Lazy Days and Papa Joe's. This is one you definitely don't want to miss out on--call today to schedule your private showing!

79901 Overseas Highway Unit 511, Islamorada
87200 Overseas Hwy Unit O8, Islamorada
$650,000
2 Beds ⋅ 3 Baths ⋅ 618206 MLS
Welcome to Islamorada living at its finest in one of the most sought-after bayfront communities. This beautifully appointed townhome features 2 bedrooms plus a large loft, 2.5 baths and offers an effortless blend of comfort, style, and coastal charm. Thoughtfully designed to comfortably sleep seven or more, the versatile layout is ideal for hosting family and friends or maximizing rental potential. Inside, the remodeled kitchen shines with quartz countertops, stainless appliances and generous workspaces. Updated tile flooring flows throughout the living areas, while a custom wood-and-steel staircase adds architectural interest and easy access to the second floor bedrooms. Upstairs, you'll find a serene primary suite with private bath, along with a comfortable guest bedroom and full guest bath. The loft, accessed from the hallway, has been thoughtfully finished to provide added privacy from the primary bedroom, making it an ideal bonus sleeping area, home office, or peaceful retreat. Natural light fills the home, creating a bright, welcoming atmosphere that reflects the relaxed Keys lifestyle and impact-rated windows and doors throughout offer peace of mind. Step outside to the expansive patio surrounded by lush garden views--perfect for grilling and chilling, morning coffee, evening cocktails, or simply unwinding after a day on the water. Tucked within a quiet, central location of the community, this residence offers a peaceful retreat while remaining just steps from world-class amenities. Executive Bay Club is renowned for its resort-style living, featuring a bayfront beach area perfect for watching unforgettable sunsets, dockage for boating enthusiasts, a new heated pool, tennis and pickleball courts, clubhouse, tiki huts, kayak storage and 24/7 staffed gated entry. Whether you're seeking a full-time home, a vacation escape, or an investment, this townhome delivers the best of Islamorada, where every day feels like a getaway. A true Florida Keys gem!

87200 Overseas Hwy Unit O8, Islamorada
88181 Old Hwy Unit G21, Islamorada
$645,000
3 Beds ⋅ 2 Baths ⋅ 618498 MLS
Enjoy resort-style living in this spacious, fully furnished 3-bedroom, 2-bath condominium located in the exclusive Coral Harbour Club. This residence features an open and airy floor plan where the kitchen, dining, and living areas blend seamlessly, creating an inviting space ideal for both relaxing and entertaining. The primary suite offers privacy and comfort with a modern en-suite bathroom featuring a large walk-in shower, along with a generous-sized walk-in closet. On the opposite side of the living area is a guest suite with two separate guest bedrooms, a full bathroom conveniently located between them, and ample storage throughout the unit. A standout feature of this home is the expansive screened wrap-around balcony, accessible through multiple large glass sliding doors from the living room, primary bedroom, and one guest bedroom. This outdoor space extends the living area beautifully and is perfect for al fresco dining or relaxing while enjoying the tranquil surroundings. Lush, mature landscaping provides exceptional privacy and a serene atmosphere for this second-floor residence. The kitchen is appointed with warm wood cabinetry and granite countertops, offering both style and functionality. Additional highlights include a laundry closet next to the kitchen, a designated covered parking space, nearby guest parking, and a private storage unit conveniently located on the same floor. Coral Harbour Club is a gated community with on-site management, ensuring privacy, security, and convenience. The amenities include a private sandy beach with a chickee hut overlooking the ocean, an oceanfront full-service marina, boat ramp, large community pool, saltwater lake, tennis courts, and a spacious clubhouse that hosts weekly social events and is available for private gatherings. All amenities are surrounded by beautifully maintained, mature tropical landscaping. Experience the lifestyle you've been dreaming of—island living at its finest in the Florida Keys.

88181 Old Hwy Unit G21, Islamorada
118 Cortez Dr Unit A, Islamorada
$630,000
2 Beds ⋅ 2 Baths ⋅ 617693 MLS
Charming, light-filled townhouse-style condo featuring 2 bedrooms and 2 baths, tucked away on a quiet cul-de-sac on Lower Matecumbe Key. Enjoy resort-style amenities and excellent boating and fishing access to both the Ocean and the Bay. The open-concept living and dining area flows seamlessly into a well-designed kitchen. Each bedroom and bathroom occupies its own level, providing exceptional privacy for you, your family, and your guests. Vaulted ceilings throughout enhance the bright, modern aesthetic. Two spacious screened balconies capture the ocean breeze, with the upper balcony offering a peek of the water. An oversized garage accommodates your car, bikes, fishing and outdoor gear, plus laundry appliances and a bait freezer. Recent upgrades include all new hurricane-impact windows and doors, new porcelain flooring, and newly installed wooden interior stairs. Resort-level amenities elevate everyday living: a large pool surrounded by lush tropical landscaping, dockage for boats up to 25 feet, multiple shaded fish-cleaning stations, boat and trailer storage, a boat ramp, pickleball and tennis courts, a shuffleboard area, and a clubhouse with restroom facilities and mail/package storage. Perfect as a primary residence, weekend retreat, vacation home, or investment property, this Keys gem offers an exceptional opportunity to enjoy the best of island living.

118 Cortez Dr Unit A, Islamorada
87200 Overseas Hwy Unit M4, Islamorada
$610,000
2 Beds ⋅ 2 Baths ⋅ 619524 MLS
Welcome to Executive Bay Club in beautiful Islamorada, Florida Keys! Located at Mile Marker 87 bayside, just north of Founders Park, this highly sought-after, pet-friendly waterfront community offers the perfect blend of convenience and Florida Keys living. This completely remodeled 2-bedroom, 2-bath condo is move-in ready and thoughtfully upgraded throughout. Unlike many units, this property features two full bathrooms (one upstairs and one downstairs) and no spiral staircase, offering improved functionality and ease of living. The interior boasts a brand-new kitchen with new appliances, new cabinetry, updated flooring, and fresh paint throughout, creating a clean, modern coastal feel. An indoor laundry room with stackable washer and dryer adds everyday convenience. The bright, open floor plan flows seamlessly to a private patio through sliding glass doors, providing a shaded outdoor space with added privacy--perfect for relaxing after a day on the water. Executive Bay Club is a gated, amenity-rich community featuring a pool, tennis courts, sandy bayfront beach, lush tropical landscaping, and a manned entrance. Boating enthusiasts will appreciate 31 boat slips for vessels up to 28 feet (first come, first serve), 6 mooring pilings, fishing areas, fish cleaning stations, and a kayak launch. Ideally located within the community, this unit is just steps from the pool, tennis courts, and community center. If you're searching for a waterfront condo in Islamorada or a Florida Keys retreat, this property offers an exceptional opportunity to enjoy island living at its best.

87200 Overseas Hwy Unit M4, Islamorada
130 N Hammock Rd, Islamorada
$600,000
3 Beds ⋅ 2 Baths ⋅ 615921 MLS
Island Life in the Heart of Islamorada, a ground-level, 3 bed, 2 bath home with all the charm and comfort you need to enjoy life in the Keys. Solid CBS construction with Bahama shutters, central air, and an updated kitchen ready for entertaining. The yard is fully fenced plus there's a large bonus shed out back. Walking distance to Publix, restaurants, and all the best local spots. Easy, laid-back living in one of the best neighborhoods in Islamorada. Brand new Roof.

130 N Hammock Rd, Islamorada
87200 Overseas Hwy Unit M2, Islamorada
$580,000
4 Beds ⋅ 2 Baths ⋅ 618000 MLS
ANCHOR IN PARADISE- 4 BEDROOM, 2 BATH IN ISLAMORADA- EXECUTIVE BAY CLUB, THIS IMMACULATE CONDO WILL CONVEY FULLY FURNISHED ALL COMPLETELY RENOVATED & UPDATED W/HURRICANE IMPACT WINDOWS, SLIDING GLASS DOORS, WASHER/DRYER DOWNSTAIRS. PERFECT RETREAT W/SANDY BEACH, POOL, TENNIS COURTS, CLUBHOUSE FOR GATHERINGS, DOCKAGE AVAILABLE, BRAND NEW ONSITE MARINA, WALKING DISTANCE TO 'FOUNDER'S PARK' & FINE DINING!

87200 Overseas Hwy Unit M2, Islamorada
87200 Overseas Hwy Unit S3, Islamorada
$573,000
3 Beds ⋅ 3 Baths ⋅ 619364 MLS
Welcome to effortless coastal living in the desirable Executive Bay Club community--where comfort, style, and resort-style amenities come together in a relaxed Keys setting. This nicely updated 3-bedroom plus loft townhouse offers a spacious and versatile layout designed for easy everyday living and entertaining. Upstairs, you'll find three inviting bedrooms, two full baths, and a charming loft--perfect for additional guests, a home office, or a cozy retreat. Downstairs, thoughtful updates create a seamless flow, with a level floor plan that connects the living and dining areas--no step-down interruptions--enhancing both function and openness. The expanded kitchen is a standout feature, showcasing stainless steel appliances, generous counter space, and a peninsula with double-sided storage, ideal for both cooking and gathering with friends and family. A full bath on the main level adds convenience for guests. Beyond your front door, Executive Bay Club offers an array of amenities to complement the coastal lifestyle. Enjoy two tennis and pickleball courts, newly expanded first-come, first-serve dockage for your boating adventures, and a beautifully renovated pool area complete with updated pool deck and bath facilities. The refreshed clubhouse provides an inviting space to relax and connect with neighbors. Whether you're seeking a full-time residence or a weekend escape, this welcoming townhouse delivers the perfect blend of elegance, comfort, and laid-back island living.

87200 Overseas Hwy Unit S3, Islamorada
88540 Overseas Hwy Unit APT 304, Islamorada
$565,000
2 Beds ⋅ 2 Baths ⋅ 620555 MLS
Welcome to Futura Yacht Club! Your island getaway awaits in this highly desirable Plantation Key community. Unit 304 is a 2 bed, 2 bath, beautifully maintained condo. Florida Bay views make this third floor perch heavenly. A hideaway murphy bed is an additional feature adding to the desirability of this coastal condo as an ideal second home or rental. Owners and renters benefit from extensive community amenities, including a boat ramp, on-site boat and trailer storage, a large pool with adjacent club area, kayak storage, paddleball and basketball courts, and well-maintained grounds with shaded picnic spots. The on-site management team maintains the serenity of this community. This immaculate condo is being sold fully furnished. Futura is the place to be for boating, with short run times to the Ocean and Florida Bay. Easy boating and spectacular Florida Bay sunsets make for a beautiful investment in island living.

88540 Overseas Hwy Unit APT 304, Islamorada
87200 Overseas Hwy Unit APT B 6, Islamorada
$500,000
2 Beds ⋅ 2 Baths ⋅ 620524 MLS
This is the exceptional deal you've been waiting for! Opportunity knocks on this 2 story townhouse in Islamorada's gated bayfront community, Executive Bay Club. These spacious units are highly desired for their well laid out floor plan, perfect for full time residence, a vacation home or as a seasonal rental (30 day minimum) Amenities include a Bayfront sandy beach, newly renovated marina with first come first serve dockage, a newly renovated pool lined with cabana chickee huts and a gorgeous clubhouse. Tennis and pickleball courts, a 24 hour gated security guard and 2 pets are allowed per townhouse. This unit is mostly original inside. Perfect for those looking to transform a unit to their desired style and preference. Townhouse B6 is in a great location within the community with a tastefully done back patio, it is ready for back yard summer time BBQ's! The sale is subject to Monroe County Probate court approval. Don't hesitate to call for a showing. This is priced to sell and won't last long. Easy to show. Must have an appointment to get into the community. All information to be verified by buyers.

87200 Overseas Hwy Unit APT B 6, Islamorada
79901 Overseas Highway Unit 204, Islamorada
$430,000
2 Beds ⋅ 2 Baths ⋅ 618199 MLS
🌊 Spectacular Direct Ocean Views! ✨ Islamorada's Best-Kept Secret! This beautifully appointed 2-bedroom, 2-bath residence offers breathtaking, unobstructed ocean views from your private waterfront balcony. Step outside and enjoy a refreshing swim in the oceanfront pool or take a dip directly in the crystal-clear Atlantic. Perfectly situated near Bud & Mary's Marina and just minutes from Islamorada's most beloved restaurants, this location captures the very best of island living. This property is truly a must-see--and it's priced to sell. Seller will consider all reasonable offers.

79901 Overseas Highway Unit 204, Islamorada
87455 Old Hwy Unit 248, Islamorada
$420,000
2 Beds ⋅ 2 Baths ⋅ 620997 MLS
BEAUTIFUL CONDO WITH OCEAN VIEWS FOR LESS THAN $430,000! LIVE THE DREAM IN THIS OCEANFRONT RESORT STYLE PROPERTY IN THE HIGHLY DESIRABLE PLANTATION BY THE SEA ON THE OCEAN IN THE BEAUTIFUL FLORIDA KEYS! LOCATED ON HIGHLY SOUGHT AFTER MILLIONAIRES ROW! UPON ENTERING THIS GATED COMMUNITY, THE OCEAN GREETS YOU AS YOU PARK IN YOUR DESIGNATED COVERED PARKING SPACE. UPON ENTERING YOUR CONDO, THIS PARTIALLY UPDATED CONDO WITH OPEN CONCEPT KITCHEN, WELCOMES YOUR HOME TO A CHEF'S DREAM KITCHEN WITH PLENTY OF CABINET SPACE. NEW WATER HEATER, SCREENED IN PATIO ON THE FIRST FLOOR AND GORGEOUS OCEAN VIEWS FROM THE SECOND FLOOR. CLUBHOUSE/COMMUNITY ROOM, FITNESS ROOM, SAUNA, KAYAK STORAGE, LONG AND WIDE FISHING PIER/DOCK ALLOWS YOU TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING WALK TO WORLD CLASS RESTAURANTS, SHOPPING, AND FOUNDER'S PARK. ALL ARE CLOSE! TAKE ADVANTAGE OF THIS AMAZING OPPORTUNITY TO LIVE FULL TIME WHERE OTHERS VACATION, OR START A VACATION RENTAL BUSINESS HERE IN THE BEAUTIFUL FLORIDA KEYS!

87455 Old Hwy Unit 248, Islamorada
87465 Old Hwy Unit 102, Islamorada
$405,000
2 Beds ⋅ 2 Baths ⋅ 618126 MLS
LIVE THE DREAM IN THIS OCEANFRONT BUILDING ON MILLIONAIRES' ROW IN THE BEAUTIFUL FLORIDA KEYS! LARGER THAN OTHER UNITS UNDER AIR AT 1100 SQ FT. TURN KEY STUNNING AND PARTIALLY REMODELED, FRESHLY PAINTED, FURNISHED SINGLE STORY 2 BEDROOM 2 FULL BATH CONDO, MOVE IN READY! OR START MAKING MONEY AS A VACATION RENTAL RIGHT AWAY! $10,000.00 WORTH OF VACATION RENTAL BOOKINGS AND CONSULTING ARE INCLUDED WITH THIS CONDO SALE! CHEF'S KITCHEN, HUGE PANTRY, BOSCH WASHER/DRYER INCLUDED WHICH IS NOT FOUND IN MOST OTHER UNITS. SPLIT BEDROOM PLAN, WOOD CABINETS IN KITCHEN AS WELL AS NEW REFRIGERATOR AND DISHWASHER. NEW WATER HEATER AND MAIN BEDROOM HAS LARGE WALK IN CLOSET. ADDITIONAL STORAGE UNIT ON MAIN FLOOR. 1 DESIGNATED COVERED PARKING SPACE & PLENTY OF GUEST PARKING, HEATED POOL, 400 FOOT DOCK/FISHING PIER ALLOWS YOU TO TIE UP YOUR BOAT FOR LOADING AND UNLOADING FOR A WONDERFUL DAY ON THE WATER, COMMUNITY ROOM AVAILABLE WITH KITCHEN TO GATHER WITH THE RESIDENTS FOR A PARTY OR RENT OUT THE SPACE FOR YOUR OWN PRIVATE EVENT, FITNESS AREA, SAUNA, AND SO MUCH MORE! WALK TO RESTAURANTS, SHOPPING, AND FOUNDER'S PARK CLOSE BY AS WELL AS THEATRE OF THE SEA.

87465 Old Hwy Unit 102, Islamorada
104 S Hammock Rd, Islamorada
$400,000
619916 MLS
This 10,000 sq ft, double sized, vacant residential parcel offers a fantastic opportunity to build your Florida Keys dream home with the convenience of being within walking distance to Publix, local restaurants, and everyday essentials. Ideally suited for enjoying the laid-back Islamorada lifestyle, the property is just moments from blue-green waters, boating, dining, and outdoor recreation, offering a rare blend of accessibility and island living. Call list agent for details on development rights.

104 S Hammock Rd, Islamorada
134 Nautilus Dr, Islamorada
$396,000
5 Beds ⋅ 4 Baths ⋅ 617023 MLS
New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. Framed by swaying palms and a gracious front entry, the 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance. The open-concept main level is bathed in natural light, with soaring ceilings, oversized windows, and glass doors that connect the living area to the private pool and tranquil canal beyond. A bright, gourmet kitchen anchors the space with JennAir appliances, dual sinks, and generous cabinetry—ideal for effortless entertaining. A bay window in the dining area frames serene views of the pool. The main-floor primary suite features a custom walk-in closet and direct access to the patio and pool. Upstairs, a second spacious bedroom offers a large closet and a Jack-and-Jill bath shared with an adjoining guest room. Two additional bedrooms provide ample accommodations for family and guests. The home comes fully furnished and professionally decorated.

134 Nautilus Dr, Islamorada
79901 Overseas Highway Unit 320, Islamorada
$395,000
1 Beds ⋅ 2 Baths ⋅ 619718 MLS
The Palms of Islamorada is one of Islamorada's true sweet spots! Enjoy the oceanfront pool with nearby steps leading directly into the water where you can take a refreshing dip while soaking in panoramic open ocean views. This spacious one-bedroom residence features a large primary bedroom and bathroom with a dressing area, plus an additional half bath for guests. Recent updates include newer appliances, water heater, and A/C for added comfort and peace of mind. Fresh interior paint and motorized blinds throughout plus impact doors and windows as well. Ideally located near Bud N' Mary's Marina and some of Islamorada's most celebrated restaurants, this property offers the perfect blend of relaxation, convenience, and the Florida Keys lifestyle.

79901 Overseas Highway Unit 320, Islamorada

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