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$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

$495,000
1 Beds 1 Baths A12031574 MLS
Enjoy breathtaking sunsets over the Bay! This turn-key one bedroom/one bath penthouse at Summer Sea Condo in the heart of Islamorada, offers amazing views from every window. Tastefully furnished and beautifully updated with marble floors throughout, granite countertops, freshly painted white cabinets and stainless-steel appliances including a double oven. Everything is included (fully furnished) and ready to start the fun! Available for a long-term rental or seasonal. Enjoy all the amenities offered including a gym, pool, game room, kayak/paddle board launch area, boat ramp, clubhouse and private beach area. Great location at MM 88.5 on the bayside, Walk to great restaurants and more. Laundry facilities onsite.

88500 Overseas Hwy 504 Unit 504, Plantation Key

$634,000
2 Beds 2 Baths A12054415 MLS
Turnkey and beautifully updated townhouse in the prestigious Executive Bay Club in Islamorada! This spacious 2-bedroom, 2-bath residence and a loft with room for two additional beds,offers 1,344 sq. ft. of living space. Ideally located in one of the community’s best locations, with no parking directly in front for added privacy. Enjoy newly renovated resort-style amenities, a new community roof, giving peace of mind. Adjacent to Founders Park and nestled in a bay-to-ocean community, this property is perfect as a vacation retreat, primary residence, or income-producing investment. Start creating unforgettable family memories—and generate rental income when not in use.Paradise is here. Schedule your private showing today and experience the Florida Keys lifestyle for yourself.Welcome HOME -Island Living at it's best! + unforgettable sunsets

87200 Overseas Hwy E4 Unit E4, Plantation Key

$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 Hwy 754 Unit 754, Islamorada

$749,000
2 Beds 2 Baths A12049453 MLS
Rarely does a nearly new oceanfront residence with weekly rental eligibility become available in the heart of the Middle Keys. Welcome to Key Colony Beach Club, one of the area's premier waterfront communities.Built in 2023, this beautifully appointed 2-bedroom, 2-bath residence offers impact-rated glass, 9-foot ceilings, abundant natural light, and an expansive private balcony with breathtaking Atlantic Ocean views from both the living area and primary suite. Offered fully furnished and currently operating as a successful vacation rental, it's ready for immediate enjoyment or investment.Residents enjoy a heated oceanfront pool, private sandy beach, tiki huts, elevator access, a new fishing pier, private storage, and covered parking for two vehicles. The quarterly HOA includes building insurance, water, cable, and high-speed internet. Ideally located within walking distance to golf, pickleball, marinas, waterfront dining, and all that Key Colony Beach has to offer.

501 E Ocean Drive Unit 28, Key Colony Beach

$850,000
1 Beds 1 Baths A11315383 MLS
****VACATION RENTAL PROPERTY FOR LEASE*****NEWLY RENOVATED, KEY LARGO HOME, BOAT SLIP, GREAT FISHING, TENNIS & KAYAKS BOAT SLIP AVAILABLE AT ADDITIONAL COST, POOL, MARINA, LAGOON, KIDS KAYAKS.LICENSED VACATION RENTAL. This is an upscale Key Largo apartment, you would not expect to find in the Florida Keys. With a tropical feeling, this Bedroom unit is located just minutes away from John Penne Kamp State Park, known worldwide for its underwater scuba and snorkeling. Great restaurants are within walking distance. FREE VERY FAST Wi-Fi. The unit has been professionally decorated and completely remodeled in August 2020. The design reflects a vintage look and captures the tranquil elegance of the sea with an artful mix of chic and rustic elements.The property offers a 400-foot jetty where you will take in spectacular sunsets. The unit overlooks the tennis courts and the gardens from its large balcony and is steps away from 1 heated pool, tennis courts, and a marina. Adults can watch the kids swim in the lagoon or jump off the platforms while relaxing under the pool cabanas. The unit comes loaded with all new amenities. High-speed Wi-Fi and 1 large smart TVs (and a medium one in the room).The living area and master bedroom have an array of large windows overlooking beautiful gardens, bringing in natural light. The living room seating includes a sectional to comfortably seat the entire family. The unit includes new ceramic floors and a modern kitchen with seating for five on the counter and formal dining for six. The master bedroom has a king bed and a 55” Smart TV with Internet connection. The living space comfortably sleeps three. It has one full bathroom, a washer and dryer, and free WiFi.Apartment amenities include an on-site marina (with boat ramp), oceanfront access, 24-hour security, boat trailer parking, fresh saltwater lagoon, heated pools, a kids' playground, and tennis courts. These amenities make Kawama Yacht Club a very desirable vacation. You can go boating, snorkel, kayak, paddle-board, and fish or just catch a tan. Access to the marina ramp is free. If you need a boat slip let us know and we can special arrangements.Everything you could ever imagine to make your Florida Keys vacation complete can be found here.Pets are not allowed. This is a non-smoking home. The security Deposit will not be refunded if there is any evidence (smell) of smoking in or near the unit. *** Holiday Rates/ Spring Break rates differ from the rates quoted. Contact the Listing Agent directly for rates.

Key Largo

$1,095,000
3 Beds 3 Baths A11974801 MLS
**Stunning Marathon Florida Waterfront Home Allowing Weekly Rentals With IMMEDIATE Income ** Welcome to your dream coastal escape! This exceptional 3-bedroom, 3-bath, FURNISHED townhome offers breathtaking rooftop views of the sparkling Gulf of Mexico and Vaca Cut, providing the perfect backdrop for a relaxed lifestyle by the sea. Experience luxurious living with two hot tubs -- one thoughtfully located on the ground floor for easy access, and the other perched atop the rooftop, ideal for soaking under the stars or admiring spectacular sunsets and boats cruising through the seas. This three-story townhome is located just a stone's throw away from the beautiful Key Colony Beach, so you can enjoy sun-soaked days on the shoreline and enjoy dining on the Ocean or shopping in the eclectic nearby stores. Take a Kayak Ride right from the community dock or soak in the waterside pool. Don't miss the opportunity to own this slice of paradise, where coastal charm meets modern comfort. Whether you're looking for a primary residence, a vacation getaway, or an investment property, this home is sure to exceed your expectations! See it in person and start imagining your life in this Turnkey waterfront oasis.

Marathon

$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

$414,000
1 Beds 1 Baths A11975802 MLS
This beautifully updated waterfront condominium captures the essence of the Florida Keys lifestyle along a serene 200-ft-wide deep-water canal with 6+ ft control depth and no bridge clearance restrictions—The residence includes an assigned boat slip accommodating vessels up to approximately 43 ft, providing effortless access to open water. Hurricane-panel-protected sliding glass doors fill the home with natural light and open to a private waterfront balcony, creating seamless indoor-outdoor living for morning coffee or evening relaxation. Inside, modern finishes and a clean coastal design, a turnkey presentation. The property offers flexibility as a primary residence, second home, or income-producing vacation rental. Short-term rentals are permitted with a 7-night minimum. Community amenities include a heated pool, waterfront tiki huts with grilling areas, boat trailer parking, and maintained dockage—perfect for owners and guests. Ideally located in the Middle Keys, the property is minutes from Marathon Airport and about 40 miles from both Key West and Miami via US-1, offering convenient access while preserving a peaceful island setting. Coco Plum Beach is less than a mile away for kayaking, shoreline walks, and unforgettable sunsets. Boat slip fee is $500 annually and has been paid for 2026. Showings accommodated around current bookings; please provide notice when possible. Offered furnished and equipped; a short exclusion list of personal items is available upon request.

105 Avenue D Unit 113, Marathon

$790,000
2 Beds 2 Baths A11991691 MLS
Ready to go rental unit! Nightly rentals are permitted. New furniture, newer appliances, ready for your renters. Step into the kitchen, a culinary haven boasting modern appliances, sleek granite countertops, and a comprehensive array of essentials, ensuring every meal is a delight. The inviting living room offers a comfortable sofa, which effortlessly transforms into additional sleeping space, accommodating even more guests. This unit has everything you need to be a successful investment property. 3 covered patios, open upper deck to watch the sunset. This unit is located on the swimming lagoon with a beach. Enjoy the community pools, tennis courts, playground and a marina with a boat ramp. There is also room for boat trailer storage. This is a gated community with 24-hour security. You can reach several local restaurants by golf cart with never driving on US1. Key Largo Park is also an easy golf cart ride away, play pickle ball, tennis or enjoy the kid's area. This unit has everything you need to use for your own enjoyment and generate an income when you are not using it.

1500 Ocean Bay Drive Unit F5, Key Largo

$390,000
2 Beds 1 Baths A11980651 MLS
Boater's paradise in the heart of Marathon ! Beautifully furnished 2 bed 1 bath waterfront condo featuring stunning canal views and the perfect Florida Keys lifestyle with a private screened terrace ideal for enjoying breezes and unforgettable sunset views.The community offers deep-water dockage accommodating vessels up to 28 ft.Residents also enjoy the heated pool,BBQ area and relaxing outdoor spaces.Located just minutes from beaches, restaurants ,shops and local attractions , this property offers excellent appeal as a vacation gataway or income producing investment as a vacation rental in one of the key's most sought after boating destinations. Seller financing may be available for qualified buyers creating an opportunity for investors or second home buyer.

5301 Ocean Terrace Unit 7, Marathon

$525,000
2 Beds 2 Baths A12029048 MLS
autifully Updated Bayfront Condo in Summer Sea 108 – Tavernier, FLEnjoy relaxed Florida Keys living in this beautifully remodeled 2-bedroom, 1.5-bath first-floor corner unit located in the sought-after Summer Sea Condominium community in Tavernier. Just steps from the marina and Florida Bay, this private-entry residence offers a peaceful setting with a blend of coastal charm and modern updates.The thoughtfully designed interior features porcelain wood-look tile flooring, granite countertops, stainless steel appliances, and a unique custom driftwood breakfast bar. The open living and dining area is warm and inviting, complemented by tasteful furnishings and natural light throughout. Both bedrooms offer water views, and the spacious layout comfortably accommodates family and guests alike.The community has successfully completed its milestone inspection and continues to show pride of ownership with numerous recent improvements, including two new elevators, a new composite dock, newly remodeled poolside bathrooms, and storm rated windows — all completed with no special assessmentsSummer Sea is a gated bayfront community known for its resort-style amenities, including a heated and cooled waterfront pool, children’s pool, rooftop sunset deck, marina, fitness room, game room, and sandy shoreline perfect for enjoying the beautiful Florida Keys sunsets.Conveniently located near restaurants, shopping, fishing, diving, boating, and all the outdoor activities we are famous for.

88500 Overseas Hwy 108 Unit 108, Tavernier

$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 Hwy A7 Unit A7, Plantation Key

$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 Hwy 208 Unit 208, Tavernier

$515,000
1 Beds 2 Baths A12039090 MLS Ocean Isles Fishing BLDG.
Beautiful Ocean Isles Fishing Village is a seven-acre gated oceanfront GATED complex. New construction with modern amenities in the heart of the Florida Keys. Conveniently located near local restaurants, shopping, attractions, airport. Great for boating enthusiasts, Easy water access with private boat ramp, newly updated marina, fish cleaning stations, assigned boat slips for owners, new seawall, bulkhead, docks, Olympic-sized waterfront pool, air-conditioned clubhouse, ice machine, tiki huts, outdoor grilling area, laundry facilities, stunning views! This unit is a CORNER UNIT immaculate and comes fully furnished. It has its own washer/dryer on the main level, has dishwasher, microwave, range, dishwasher and refrigerator. This sale INCLUDES a one-year home warranty. 2 full bathrooms and includes all furniture. Unit has pull outs for additional sleeping. Ground level covered parking. Own your very own piece of paradise! Rentals allowed. Pets with restrictions

10877 Overseas Hwy 37 Unit 37, Marathon

$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 Hwy 229 Unit 229, Plantation Key

$443,000
2 Beds 2 Baths A11916787 MLS
WELCOME TO PARADISE BY THE SEA! THIS SPACIOUS CONDO LOCATED ON MILLIONAIRE'S ROW IN AN OCEANFRONT BUILDING OFFERS THE PERFECT BLEND OF COMFORT & CONVENIENCE, THIS BEAUTY FEATURES AN OPEN CONCEPT LIVING AREA, WELL APPOINTED KITCHEN WITH WOOD CABINETS, & A 1/2 BATH DOWNSTAIRS. WALK UPSTAIRS TO A COZY SPLIT BEDROOM FLOOR PLAN FOR PRIVACY. PRIMARY SUITE INCLUDES A WALK-IN CLOSET. OUTSIDE OFFERS COVERED PARKING, PLENTY OF GUEST PARKING, STORAGE UNIT, NEW ROOFS ON BOTH BUILDINGS, LOW MONTHLY MAINTENANCE FEE INCLUDES WATER, HEATED POOL, COMMUNITY ROOM WITH KITCHEN, DOCK/FISHING PIER, , GYM, & SAUNA. WHETHER YOU’RE LOOKING FOR YOUR NEW HOME, A WEEKEND VACATION GETAWAY, OR INVESTMENT PROPERTY, THIS CONDO IS MOVE-IN READY & PERFECTLY LOCATED WITHIN WALKING DISTANCE TO RESTAURANTS AND SHOPPING!

87465 Old Hwy 215 Hwy 215 Unit 215, Plantation Key

$995,000
3 Beds 2 Baths A12033219 MLS 6403 BLDG.
Welcome to your Marathon lifestyle package, a fully remodeled 3-bedroom, 2-bath Penthouse offering 1,902 SQFT of luxury coastal living.Rare opportunity includes a 24' boat with marina access w/lifts permitted, combining a move-in-ready residence w/boating lifestyle buyers dream of in the Florida Keys.Designed for comfort and entertaining, this top-floor residence features Versace & marble tile finishes, quartz countertops, New Kitchen & Stainless Steel appliances, New impact windows, 9-ft ceilings, wet bar, private parking, open-concept layout, and wraparound balcony, perfect for tropical breezes, morning coffee, and sunset cocktails.Spacious Primary suite offers balcony access, dual closets & spa-inspired bath w/soaking tub, glass-enclosed shower, makeup station & designer finishes.Enjoy direct marina access & your included 24' boat for fishing, cruising, island hopping & waterfront dining in the Keys.Amenities include covered warehouse storage for your water toys, Lagoon-style pool, jacuzzi, tennis & basketball courts, fitness center, and gated tropical grounds.All located in the heart of Marathon, minutes from Sombrero Beach, Coco Plum Beach, Marathon Airport, Turtle Hospital, Old Seven Mile Bridge & Best waterfront restaurants!World-class boating, fishing, snorkeling & breathtaking sunsets are right outside your door.More than just a Penthouse, this is your private escape, boating base, weekend retreat, future vacation home, and private piece of paradise!

6403 Gulf Of Mexico Boulevard Unit 403, Marathon