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$27,500,000
9 Beds ⋅ 10 Baths ⋅ A12067078 MLS
One of the Florida Keys' most significant newly completed trophy estates, now making its market debut fully completed and never occupied. This one-of-a-kind waterfront residence offers 18,736 SF of interior living space and more than 29,000 SF under roof on approximately 1.72 acres with 200 feet of ocean frontage. A property of this scale, quality and waterfront presence has become exceptionally difficult to replicate under today's development environment, making it as irreplaceable as it is exceptional. Designed for the most discerning owners, the estate features 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, 9-car garage, and an extraordinary indoor-outdoor living experience highlighted by a newly completed 100-foot infinity-edge pool, separate beach-entry pool, and expansive waterfront terraces, unveiling an outdoor environment never before presented to the market. Included in the offering is a deeded 60-foot boat slip at a nearby marina, located approximately two minutes from the residence, providing immediate access to world-class boating and fishing. Marathon International Airport is approximately five minutes away, allowing seamless arrival by private aircraft. Contemporary architecture, exceptional craftsmanship, absolute privacy, and one of the most exclusive waterfront settings in the Florida Keys define this truly irreplaceable trophy estate. One of the Florida Keys' most significant newly completed trophy estates, presented fully completed and never occupied. Situated on approximately 1.72 acres with 200 feet of ocean frontage, this extraordinary residence represents a level of scale, quality and waterfront presence that has become exceptionally difficult to replicate under today's development environment in the Florida Keys.Offering approximately 18,736 square feet of interior living space and more than 29,000 square feet under roof, the residence has been thoughtfully designed to deliver an exceptional indoor-outdoor lifestyle while maintaining the highest standards of privacy, craftsmanship and contemporary architecture.Highlights include 9 bedrooms, 9.5 bathrooms, a detached guest residence, private elevator, garage with nine doors, a spectacular 100-foot infinity-edge pool, beach-entry pool and expansive waterfront terraces designed for entertaining and enjoying the Florida Keys lifestyle.The property also includes a boat slip at nearby Marina, located approximately two minutes from the residence, while Marathon International Airport is approximately five minutes away, offering exceptional convenience for owners and guests arriving by private aircraft.Property Highlights• Newly completed and never occupied• Approximately 18,736 SF interior living area• More than 29,000 SF under roof• Approximately 1.72-acre waterfront estate• Approximately 200 feet of ocean frontage• Detached guest residence• Private elevator• Garage with nine doors• 100-foot infinity-edge pool• Beach-entry pool• Boat slip included• Marathon International Airport approximately five minutes away• Contemporary architecture• Exceptional craftsmanship• Designed for privacy, entertaining and the Florida Keys lifestyleAvailable Upon Request• Floor Plans• Survey• Property Presentation• Professional Photography• Cinematic Video• Drone Footage• Additional Property DocumentationPlease contact the Listing Agent for additional information, property presentation, supplemental documentation and private showing arrangements.This is not simply a luxury residence—it is a trophy asset in a market where opportunities to create comparable waterfront estates have become exceptionally limited

2405 Coco Plum Drive, Marathon
$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
$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 Hwy A302 Unit A302, Key Largo
$750,000
3 Beds ⋅ 2 Baths ⋅ A11958850 MLS
Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized double lot with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Additional highlights include an on-demand hot water heater, a seawall, and ample storage for all your island and boating gear. With plenty of room to expand or customize, the expansive property offers endless possibilities. Ideally located just minutes from Big Pine Community Park, this home provides easy access to nature trails, recreation, and local amenities. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, this canal-front property with quick access to open water is a rare find in the Lower Keys.

31033 Hibiscus Drive, Big Pine Key
$595,000
2 Beds ⋅ 2 Baths ⋅ A11966173 MLS
Waterfront villa located at Hawk's Cay Resort, positioned on wide open blue-green waters with unobstructed sunset views. This townhome sleeps six and offers both personal use and income potential.Recent updates include a full exterior refresh and new flooring throughout the unit. Additional improvements include 4K Samsung HDTVs, an updated refrigerator, and A/C replacement (2018). Interior features granite countertops, stainless steel appliances, beach-style décor, and serviced roll-down/accordion shutters. All bedrooms are located on the second floor, each with access to one of four private balconies. Located near the marina and Angler & Ale Restaurant. Owners may participate in the Hawk’s Cay Resort Preferred Rental Program to access resort amenities, including multiple pools, spa, fitness center, tennis, saltwater lagoon, restaurants, and children’s activities.

5036 Sunset Village Drive, Duck Key
$1,399,000
2 Beds ⋅ 1 Baths ⋅ A11995603 MLS
Waterfront living at its best! 7,500 sq ft lot with 60 ft of canal frontage and direct ocean access—perfect for boating and fishing enthusiasts. Enjoy open ocean views, a charming tiki hut for entertaining, and a 20,000 lb boat lift ready to use. Ideal as a vacation home, investment, or future dream build in a highly desirable Florida Keys location just minutes from dining and shopping.

1126 Grand Street, 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
$1,100,000
3 Beds ⋅ 2 Baths ⋅ A12018522 MLS
Welcome to your slice of paradise! Down in Big Torch Key, you'll feel a sense of solitude, satisfaction and serenity. Minimal, if any, noise or light pollution on this Key; look up at night and you will see stars you've never seen before! Quick and easy access to the Atlantic and Gulf of America, plenty of fishing spots and places to relax on the water without those big upper Key crowds. The adjacent vacant lot for sale is owned by the same person - a perfect opportunity to purchase two lots and transform into one! With this dock size already at 65', imagine how many more boats you could dock with both lots!Vacant land MLS#A12018646**Water photos at the end are for reference to show what the water looks like at the end of the canal. This home does not directly have this view**

4276 Dorn Road, Summerland Key
$340,000
1 Beds ⋅ 1 Baths ⋅ A12037163 MLS
Turnkey island getaway in the heart of Marathon! This charming 1-bedroom, 1-bath home at 5301 Ocean Terrace comes fully furnished and ready for immediate enjoyment. HOA redid all the piping throughout the building, HOA includes pool usage and Boat slips of 28ft. Come see this unit today!

5301 Ocean Terrace Unit 1, Marathon
$348,000
2 Beds ⋅ 2 Baths ⋅ A12028575 MLS
Move-in ready townhouse located in the heart of Islamorada! This 2-bedroom, 1.5-bath home has been well maintained and features impact windows and doors, fresh interior paint, a metal roof in 2024, newer AC, upgraded electrical throughout and a washer and dryer in the unit. The galley kitchen provides ample cabinet space, induction stove top, dishwasher and pantry. Enjoy convenient access to the community pool right from your backdoor, and a designated parking spot directly in front of the unit. Plantation Villas is an ideal entry point into the Islamorada market--perfect as a primary residence or vacation getaway. Centrally located near schools, restaurants, shops, and grocery stores. Just a couple of miles south, Founders Park offers a wide range of amenities including an Olympic-size pool, tennis, pickleball, basketball courts, ball fields, a boat ramp, beach, and regular community events.

40 High Point Road Unit 402, Islamorada
$725,000
2 Beds ⋅ 1 Baths ⋅ A12028161 MLS
Welcome to this charming 3/2 stilt home in the highly sought-after Bay Haven neighborhood, where there's something for everyone. Upstairs, you'll find an open-concept kitchen and living area, two comfortable bedrooms, and an updated bathroom. Step out onto the screened porch and relax with the evening breeze while surrounded by mature tropical landscaping.Downstairs offers a versatile flex space complete with a kitchen and bar area, creating the perfect setup for entertaining guests. There's also plenty of room to store all your boats, trailers, golf carts, and outdoor toys.What truly sets this property apart is access to Bay Haven's private waterfront homeowners park. Residents enjoy exclusive amenities including a secure parking area, boat ramp, sandy beach, and a sunset pier. Imagine hopping on your golf cart, launching your boat for a day on the water, relaxing at the beach, and ending the evening with breathtaking sunset views from the pier—all without paying waterfront home prices. Best of all, there are no monthly HOA fees, just a minimal annual fee for these incredible amenities.Conveniently located near shopping, dining, parks, medical facilities, and just a short drive to Miami, this home offers the perfect combination of Keys lifestyle, convenience, and value.

411 Mahogany Avenue, Key Largo
$685,000
3 Beds ⋅ 2 Baths ⋅ A12034985 MLS
Discover the Florida Keys lifestyle at Executive Bay Club Unit K5, one of Islamorada’s hidden gems and an ideal retreat for boaters, vacation-home buyers, investors, and anyone seeking the perfect island escape. Located just about one hour from Miami, this residence offers the best of Keys living with easy access to world-class fishing, boating, dining, beaches, and waterfront recreation.Perfectly positioned steps from the community pool, Unit K5 also allows you to enjoy beautiful bay views right from your backyard, creating the ideal setting for morning coffee, sunset relaxation, and effortless island living.Executive Bay Club is a gated bayfront community offering resort-style amenities, including a private beach, renovated clubhouse, sparkling pool, tennis courts, basketball, pickleball, and beautifully maintained common areas. Boaters will appreciate the first-come, first-served dockage and convenient access to both Tavernier Creek and Snake Creek, making ocean and bay adventures easily accessible.Perfect as a primary residence, weekend getaway, vacation home, or income-producing property, Unit K5 offers excellent short-term rental and Airbnb potential, subject to community and local rental guidelines. Close to Founders Park, local marinas, restaurants, shops, and everything that makes Islamorada one of the most desirable destinations in the Florida Keys.

87200 Overseas Highway Unit K5, Islamorada
$490,000
2 Beds ⋅ 2 Baths ⋅ A12037212 MLS
PRICE REDUCTION ! Excellent investment opportunity in the Florida Keys! This updated condo features a 2024 aluminum roof, fresh interior and exterior paint, updated bathrooms, new bedroom carpeting, and two ocean-view balconies. Enjoy private beach access, multiple dock slips, and a prime bayside location near popular restaurants, bars, and local attractions. The special assessment has been paid by the seller. Whether you're looking for a vacation home, rental property, or both, this is your chance to own a piece of paradise in the Fishing Capital of the World.

92550 Overseas Hwy 214 Unit 214, Tavernier
$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
$424,999
2 Beds ⋅ 2 Baths ⋅ A11948112 MLS
The Keys are calling! Welcome to this beautifully appointed 2-bedroom, 2-bath residence offering the island lifestyle you’ve been dreaming of—without the steep price tag. This light-filled home features a stylish granite and stainless-steel kitchen, central air conditioning, and convenient interior laundry, making everyday living both comfortable and effortless.Step outside to the third-floor balcony, where open water and ocean views create the perfect backdrop for morning coffee or evening sunsets.Located within a true oceanfront community, residents enjoy an impressive array of amenities, including a resort-style pool, covered parking, kayak launch area, and a waterfront community lounge complete with a sun deck, fire pits, and an outdoor kitchen with stainless-steel grill—ideal for relaxing or entertaining.Perfectly situated in the heart of Marathon, just 2.5 hours from Miami and approximately one hour from Key West, this property delivers the best of the Florida Keys lifestyle with convenience and accessibility.With no HOA fees, property taxes included, and a full-time property management company maintaining the common areas, ownership here is truly low maintenance—just arrive and enjoy island living. This is the most affordable new-construction opportunity in the Keys, offering unmatched amenities for the price.Please note: the property is subject to monthly lot rent

101 11th Street Ocean, Unit 17, Marathon
$840,000
2 Beds ⋅ 2 Baths ⋅ A12045192 MLS
Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof and a brand-new AC installed in 2024. Rentals are permitted, making it a great investment opportunity. For a full-price offer, the home comes fully furnished, including all pool tables. Don't miss out on this dream home in the Keys! SELLER MOTIVATED!!Show: 24 Hour Notice; Alarm System; Call List Agent

3635 Trade Winds Street, Big Pine Key
$1,649,000
3 Beds ⋅ 4 Baths ⋅ B26047696 MLS
DUCK KEY Showpiece. 2023 CBS home with high-end finishes features 3 bedrooms, 4 baths, large pool overlooking tropical island foliage in a private setting. Open floor plan, gourmet kitchen equipped with quartz countertops, custom cabinetry, and a distinctive full-wall ceramic backsplash. An additional 750+/- sqft of lower-level living includes a full bath that is perfect for a 4th bedroom, guest suite or game room. Designer touches and premium builder finishes throughout. Fenced outdoor living space, balconies, dedicated BBQ w/outdoor kitchen area, shed, privacy & more. Built for peace of mind, the property features a metal roof, full impact windows & doors ensuring low insurance costs. The current $1,288.94+/- flood policy is fully assumable. Ample parking and extensive storage are available inside and out. Custom furnishings included with some exclusions. Experience the relaxed island lifestyle that Duck Key has to offer. Easy access to world-class amenities at the Hawk's Cay Resort, nearby boat ramps, dining options, and a variety of activities. Membership to the exclusive Club Duck Key is available to further enhancing the island experience. Don't miss your chance to own a piece of paradise--schedule your showing today! This home is a must see. B&BATVAI

239 W Seaview Drive, Duck 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
$2,890,000
5 Beds ⋅ 4 Baths ⋅ A12006854 MLS
Huge Direct Oceanfront Compound — One-of-a-Kind with 276-Foot Concrete DockAdjacent to World-Famous John Pennekamp, Coral Reef State Park & Molasses Reef.Discover a truly exceptional and private oceanfront compound designed for boating enthusiasts, investors, or multi-generational living. Spread across three expansive lots, this rare property includes two distinct homes and direct water access — a combination that’s nearly impossible to find in today’s market. Seller will consider all reasonable offers.The primary residence features 3 bedrooms and 2 full baths, offering bright, comfortable living spaces and sweeping ocean views. The second home, complete with 2 bedrooms and 2 baths on a separate meter, is ideal for guests, extended family, or short-term rental opportunities.Step outside to unparalleled oceanfront living with a 276-foot concrete dock, perfect for accommodating large vessels, fishing, and launching watercraft. The grounds offer generous room for entertaining, expansion, or simply enjoying the peaceful surroundings of this secluded coastal haven.Highlights:3 lots with two homes and a 276-ft dockDirect ocean access — idea for boating on the Ocean or Bay.Steps from John Pennekamp Coral Reef State ParkPerfect for entertaining, investing, or creating a family retreatUnmatched privacy and coastal lifestyle potential.

34 Atlantic Drive, Marathon
$1,375,000
3 Beds ⋅ 3 Baths ⋅ B26014069 MLS
Key Largo Waterfront. 14000 LB BOAT LIFT.1 hour from Miami Airport. Ocean side canal front home that blends strength, style, and charm. This 3-bedroom, 3-bath concrete bunker with a concrete roof offers peace of mind and lasting quality, along with impact windows and doors. *Upstairs 2 bedroom / 2 bath & Downstairs Newly updated 1 bedroom / 1 bath with large living space. This home is all about function, durability, and waterfront living. The large kitchen boasts stainless steel appliances, ideal for preparing fresh catch or hosting friends. The living area features beautiful pecky cypress walls, wood beam ceilings and a cozy fireplace that creates warmth and character, while custom blinds throughout the home add a touch of sophistication. The spacious primary suite features cedar-lined a cozy fireplace that creates warmth and character, while custom blinds throughout the home add a touch of sophistication. The spacious primary suite features cedar-lined closets and an updated bath, offering comfort and privacy with a split-bedroom layout that separates it from the guest rooms. Step outside to your waterside screened balcony to enjoy the views, have your morning coffee or evening cocktails. Downstairs, you'll find a spacious storage and workshop area -- ideal for all your gear, tools, and hobbies --New laundry room-- along with plenty of parking for family, guests, and your boat trailer. The large backyard offers endless potential, with room for a pool, a cozy fire pit for stargazing nights, and a covered porch perfect for outdoor gatherings. Your new home is situated on a wide clean ocean side canal with a 7000 LB boat lift to enjoy the Keys waters. Outside showered... Located in a peaceful, sought-after neighborhood, this home is just minutes from shopping, dining, and world-class fishing and diving. Plans for a new Kitchen, seller with work with you on it if you wish. ... $25,000 NEW KITCHEN TO BE INSTALLED -OR- $25,000 OFF THE PURCHSE PRICE. **The seller has a installer ready to do it drawing on site.

180 La Paloma Road, Key Largo
$4,375,000
5 Beds ⋅ 6 Baths ⋅ R11113482 MLS ⋅ The Seven Palms - A Key West Oasis BLDG.
Welcome home to an exceptional new-construction residence in a private, gated community offering resort-style amenities, a boat slip and nightly rental opportunities. Conveniently located next to Summerland Key Airport, this fully upgraded home features a private elevator, a stunning infinity pool overlooking the water and an expansive rooftop deck perfect for enjoying breathtaking Florida Keys sunsets. Only have two homes remaining.

231 E Shore Drive Unit Unit 6, Key West
$4,250,000
5 Beds ⋅ 6 Baths ⋅ R11113452 MLS ⋅ The Seven Palms - A Key West Oasis BLDG.
Welcome home to an exceptional new-construction residence in a private, gated community offering resort-style amenities, a boat slip and nightly rental opportunities. Conveniently located next to Summerland Key Airport, this fully upgraded home features a private elevator, a stunning infinity pool overlooking the water and an expansive rooftop deck perfect for enjoying breathtaking Florida Keys sunsets. Only have two homes remaining.

231 E Shore Drive Unit Unit 2, Summerland Key