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$6,500,000
10 Beds 9 Baths 620838 MLS
Embrace the essence of coastal living at this extraordinary bayfront estate, where privacy, comfort, and natural beauty come together on two sun-drenched acres along Florida Bay. Graced with year-round sunsets and endless opportunities for waterfront adventures, this property offers a rare sanctuary for extended families or groups of friends seeking their own slice of paradise. Three charming dwellings rest on two separate parcels--complete with deeded baybottom--creating a truly unparalleled retreat. Beyond the gated entrance, a winding drive leads first to the Coral House, a spacious 4-bedroom, 3-bath residence currently enjoyed as a licensed vacation rental. Continue toward the shoreline and you'll find the Cottage and the Florida Bay House tucked amid mature tropical landscaping, each offering its own unique character and comfort. The Florida Bay House, originally built in 1961 and thoughtfully expanded in the early 1970s, features 3 bedrooms and 3 baths, including an upstairs primary suite with sweeping views. The Cottage, built in 1956, provides a quaint and welcoming guest retreat. The Coral House, constructed in 1992 and situated in the desirable X flood zone, adds yet another layer of versatility to this exceptional estate. Step outside to where Florida Bay stretches before you--complete with a private jetty ideal for sunning, stargazing, or simply soaking in the peaceful coastal atmosphere. A convenient boat ramp beside the jetty makes it easy to launch kayaks and paddleboards for hours of exploration on the shimmering bay. This is a rare opportunity to own a remarkable coastal haven unlike any other. Contact us today to schedule your private tour and experience the magic of this timeless bayfront escape.

95480 & 90 Overseas Hwy, Key Largo

$2,950,000
4 Beds 4 Baths 620729 MLS
Welcome to 8 Poisonwood Road, a masterfully renovated waterfront residence that redefines modern luxury in the heart of Key Largo. This exceptional 4-bedroom, 4-bathroom CBS home features a metal roof, impact-rated windows and doors, and over 3,900 square feet of beautifully designed living space. Ideally situated on a private, direct ocean-access canal, you'll enjoy immediate access to world-class fishing, diving, snorkeling, sandbars, and the crystal-clear waters of the Florida Keys. The open-concept second level is the heart of the home, offering panoramic canal views across the entire width of the residence. A chef-inspired kitchen flows seamlessly into the spacious living and dining areas and features granite countertops, full-height granite backsplashes, a custom wet bar, contemporary glass railings, warm LED lighting, and sleek roller shades throughout. The private third-floor primary suite offers a peaceful retreat with a spacious walk-in closet, spa-inspired bathroom featuring custom dual vanities and a frameless glass shower, plus a private balcony with peek-a-boo ocean views. The first floor includes three additional bedrooms, two full bathrooms, a large entertainment area, and a dedicated poolside bath providing convenient access to the outdoor living spaces. Designed for effortless entertaining, the property boasts over 700 square feet of covered outdoor living space overlooking a stunning designer swimming pool completed in 2026. Professionally landscaped with decorative stone, premium artificial turf, and mature tropical landscaping, the grounds offer exceptional beauty with minimal maintenance. Boaters will appreciate the 60-foot concrete dock, concrete water-entry steps, and three canal aerators that help maintain crystal-clear water for swimming, paddleboarding, and waterfront enjoyment.

8 Poisonwood Rd, Key Largo

$650,000
3 Beds 2 Baths 620711 MLS
This solid concrete 3-bedroom, 2-bath home blends comfort, style, and the relaxed Florida Keys lifestyle. Recent upgrades include a new metal roof, impact windows and doors, and a beautifully remodeled kitchen, while the spacious backyard offers multiple areas designed for entertaining and unwinding. The fully landscaped outdoor space features an inviting pool deck, fire pit, children's play area, outdoor shower, and several peaceful seating areas. Custom decking surrounds the above-ground pool, creating the perfect setting for gatherings with family and friends. Inside, the open floor plan is filled with natural light from large front windows and flows seamlessly into the updated kitchen. Features include a double oven, farmhouse sink, pull-out cabinetry, stainless steel appliances, pantry space, additional storage, and beautiful granite countertops. The oversized island offers cabinetry on both sides and comfortably seats six. Waterproof vinyl flooring runs throughout the home for easy maintenance. The primary suite features a wood-beam ceiling, a spacious walk-in closet, a second closet, and French doors leading directly to the deck. Plantation shutters and impact windows and doors add both charm and peace of mind. The property is located in an X Flood Zone, one of the highest elevation areas available in the Florida Keys. Additional features include a large storage shed and plenty of room to enjoy indoor-outdoor living. Conveniently located near Key Largo School, John Pennekamp Coral Reef State Park, where launching a boat is a breeze, amazing local food trucks, and everyday amenities nearby, this home offers an ideal balance of comfort and convenience. A community boat ramp is just two streets away with no annual fee, providing easy access to boating and water activities. Twin Lakes also features multiple walking and biking paths, making this home more than just a place to live. It is a true Florida Keys lifestyle.

573 Boyd Dr, Key Largo

$549,000
2 Beds 2 Baths 620571 MLS
Experience the laid-back Florida Keys lifestyle in this beautifully maintained waterfront mobile home located at Mile Marker 103 bayside in one of Key Largo's most desirable neighborhoods. Offering a functional split-bedroom floor plan with 2 bedrooms and 1.5 bathrooms, this move-in ready property combines comfort, convenience, and limited boating access. Relax on the spacious screened porch overlooking the peaceful canal, the perfect spot to enjoy your morning coffee or unwind after a day on the water. The 40-foot concrete dock provides limited access to Blackwater Sound, Florida Bay, and the Atlantic Ocean via Adams Cut, making this an ideal home for outdoor enthusiasts. Inside, you'll find an updated kitchen featuring granite countertops, modern finishes, and an inviting living space designed for everyday living. Additional improvements include updated bathroom fixtures, a new split air conditioning system, and a recently recoated roof. The stucco exterior, accordion hurricane shutters, full fencing with a rolling front gate, designated laundry area, and ample storage provide both peace of mind and practicality. Located just minutes from John Pennekamp Coral Reef State Park, shopping, dining, and all that Key Largo has to offer, this property is also less than an hour from Miami, making it the perfect full-time residence, weekend retreat, or investment opportunity to enjoy the best of the Florida Keys lifestyle. Call TODAY!

464 Bowie Ln, Key Largo

$320,000
2 Beds 1 Baths 620035 MLS
This one is livable today and loaded with potential for tomorrow. What you're really buying here is a generously sized lot in the Florida Keys, priced to reflect the property's current condition, in a neighborhood that is actively transforming. Look around. Your future neighbors are tearing down and building dream homes. The area is having a moment -- and this lot puts you squarely in the middle of it. The existing mobile home offers two bedrooms -- one that's comfortable and functional, one that's currently serving as a storage-meets-everything-else situation (we'll call it 'a project'). The living room has its own distinct personality -- quirky in layout, but with some creativity, it works. The full bath is solid; the half bath adds convenience. The kitchen features unfinished drywall that's practically begging for your custom cabinet choices. A mini-split A/C keeps things cool while you plan your next move. There's also a bonus storage room and laundry area and the exterior landscaping could generously be described as 'natural.' The Opportunity- This lot is the real story. There's ample space for a pool -- a true Keys luxury -- and the footprint supports a substantial build when you're ready. Hold it, renovate it, or scrape it and build the Keys escape you've always envisioned. Fee simple land in the Keys at this price point doesn't come around often, and the trajectory of this neighborhood speaks for itself. Priced for the lot. The home is a bonus -- or a blank slate. Serious buyers, investors, and dreamers welcome.

813 Narragansett Ln, Key Largo

$599,000
2 Beds 1 Baths 619795 MLS
Charming Key Largo Retreat Near the Water... Taking in the Bay Breeze. Just under an hour from Miami, discover this picture-perfect 'dollhouse' nestled on sought-after Ocean View Blvd. Surrounded by magnificent waterfront estates and located just moments from world-famous Snappers, this home offers the perfect blend of charm, location, lifestyle, and investment potential. Situated on a 5,780 SF lot, Zone Flood X this impeccably maintained home features beautiful terrazzo floors, newer A/C, newer washer and dryer, newer refrigerator, and hurricane-impact windows and doors, providing comfort and peace of mind. The spacious yard offers room for a boat, RV, or future expansion, with covered parking already in place. Whether you envision adding a pool, expanding the home, or enjoying it exactly as it is, the possibilities are endless. Previously enjoyed as a seasonal residence, the property may also appeal to buyers exploring vacation rental opportunities. Its classic Florida Keys cottage style, manageable size, and proximity to boating, diving, fishing, dining, and local attractions make it well suited for seasonal visitors. Buyers are encouraged to independently verify vacation rental regulations, licensing requirements, and projected rental income during their due diligence. Whether you're seeking a full-time residence, weekend escape, or potential income-producing investment, this Key Largo gem is ready to welcome its next owner. Your slice of the Keys lifestyle awaits! Owner financing may be considered for qualified purchasers acquiring the property as a non-homestead/non-owner-occupied residence with a minimum $400,000 down payment. Illustrative terms include a loan at 9% interest, amortized over 30 years with a 5-year balloon, with principal and interest payments only. All owner financing terms are subject to seller approval.

8 Ocean View Blvd, Key Largo

$719,900
3 Beds 3 Baths 619552 MLS
Welcome to this charming Key Largo residence located at 229 2nd Rd. This delightful home is nestled amongst a tranquil hammock setting with beautiful views and a refreshing breezes suited for a family or a split shared living space. Made of durable construction, this home comes equipped with a metal and concrete roof. Each room has a private bathroom and ample living space. The property features spacious living areas, high ceilings, unique island accents, modern finishes, and abundant natural light throughout. Enjoy the a spacious yard filled with natives and shading trees, great for privacy and keeping cool in the summer. with a back yard that is spacious enough for entertaining and peaceful enough for some relaxation, you'll be sure to find some island time. The front bedroom can be converted into a convenient mother -in-law suite with private entrance on the side of the main house. With several convenient entryways into the house, you'll fall in love with the possibilities. The backyard boast several planting boxes in the sunniest areas, a gardeners dream! Close to elementary schools, bus stops, and a community boat ramp with attached dog/community park complete with trailer parking for residents. Conveniently located near local amenities as well as mainland Florida for easy access to Miami nightlife or shopping and convenient travel from Miami airport. This home provides a superb blend of south Florida and keys coastal living. Don't miss the opportunity to experience this wonderful property.

229 2nd Rd, Key Largo

$2,998,000
3 Beds 4 Baths 619468 MLS
Prestigious Island Drive address with incredible open water views over Largo Sound. This solid concrete home, including the concrete roof, offers exceptional strength and peace of mind, enhanced by all-impact windows and doors. Thoughtfully reimagined into a modern masterpiece, this 3 bedroom, 3.5 bath residence blends luxury finishes with ideal Keys living. Upstairs features 2 bedrooms, 2.5 baths, and an open-concept living area designed to capture endless water views. The chef's kitchen includes a Bosch gas range, Bosch microwave, and four-door stainless refrigerator. The primary suite offers a spa-inspired bath with Duravit vanity, walk-in shower, and refined finishes. The guest bedroom also enjoys an en-suite bath. There is also an additional half bath off the entertaining space. Downstairs offers a spacious third bedroom large enough for two queen beds, plus a full bath with curbless shower and double vanity. Entertain in style with a wet bar and summer kitchen featuring wine cooler, ice machine, and folding glass doors opening to the waterfront decks. A commercial-grade air curtain system allows open-air enjoyment while helping maintain interior comfort. Boaters will appreciate 60' of waterfrontage, a cut-in slip for a vessel with approx. 10.5' beam, and excellent access to both ocean and bay waters. New dock permits and boat lift have been approved by the United States Army Corps of Engineers and are transferable to Buyer. Additional features include garage, separate laundry room, on-demand gas hot water, extra Sub-Zero refrigerator, new 200-amp electrical service, recessed LED lighting, automatic shades, blackout bedroom shades, and a 4-panel impact-glass garage door. Outside enjoy the island life under the Tiki hut! Shore power with 50 Amp Service, water and Boat whip mooring system. Automatic gated property entry offers privacy and security. Just one hour to Miami International Airport, yet a tropical world away.

626 Island Dr, Key Largo

$7,750,000
7 Beds 7 Baths 618417 MLS
Welcome to the iconic Key Largo Lighthouse, a one-of-a-kind oceanfront landmark set on 1.6 acres of lushly landscaped tropical paradise in Key Largo. With over 300 feet of seawalled waterfront, this private compound delivers an unmatched resort-style lifestyle in the Florida Keys. Surrounded by mature palms, the property offers an extraordinary array of amenities, including a private boat basin, pickleball court, working lighthouse, and a spectacular water-park-style infinity pool complete with a lazy river, grotto, hot tub, waterslide, and multiple cascading waterfalls. Designed for grand-scale entertaining or quality family time, the estate features three main buildings with accommodations for up to 20 guests. The main residence showcases a stunning great-room layout anchored by a chef's kitchen with a Wolf gas range, Sub-Zero refrigerator and six under-counter refrigerated drawers, full-size wine fridge, expansive pantry, and an oversized island ideal for gatherings. Additional living spaces include two separate units, each with full kitchens and bedrooms, along with three detached guest bedrooms with cabana baths, offering exceptional privacy and flexibility. Throughout the grounds, Old Chicago brick walkways, seven tiki huts, and thoughtfully designed lounging areas invite relaxation at every turn. Enjoy breathtaking ocean sunrises from the point and entertain under the cabana bar overlooking Pennekamp National Park, the Atlantic Ocean, and your private, secure boat basin—equipped with a boat lift, floating jet-ski lift, and kayak/paddleboard launch. The property is fully outfitted with impact windows and doors, a metal roof, and a standby generator capable of powering the entire estate, providing peace of mind year-round. This rare and irreplaceable oceanfront compound is the ultimate setting for unforgettable entertaining and luxurious island living. Simply too many impeccable details to capture—come see it in person and schedule your private showing toda

101 Oleander Circle Ky, Key Largo

$445,000
1 Beds 1 Baths 617396 MLS
Rare Redevelopment Opportunity in Key Largo! Situated on two oversized corner lots totaling 10,500 square feet, this unique property offers exceptional flexibility for investors, builders, or anyone looking to create their dream Florida Keys retreat. Included is a ROGO-Exempt Letter, allowing you to bypass the lengthy ROGO allocation process and immediately replace the existing home with a new residence. Build your custom island home utilizing both lots for an expansive estate, or develop on one lot while preserving the second for additional outdoor living, future possibilities, or potential future development (buyer to verify with Monroe County). Tier III with 34 points and sewer vent installed. While planning your vision, enjoy the existing fully furnished vintage cottage filled with Keys character. This charming 1-bedroom, 1-bath bungalow features an indoor tiki bar, open kitchen with granite countertops and oak cabinetry, custom oak flooring in the bedroom, porcelain tile throughout the living areas, and seamless indoor-outdoor living. Outside, you'll find a private pea-rock courtyard shaded by mature tropical trees, an outdoor shower, storage shed, two separate driveway entrances, and ample parking for boats, trailers, RVs, and guests. Located less than one mile from John Pennekamp Coral Reef State Park, you'll have easy access to world-class diving, snorkeling, fishing, boating, beaches, and the best of the Upper Keys lifestyle. Enjoy nearby waterfront dining, shopping, Harry Harris Park, and an easy one-hour drive to Miami. Whether you're searching for an immediate weekend getaway, a rental investment, or one of the few opportunities to build without waiting through the ROGO process, this property offers outstanding value with endless potential.

140 Gumbo Limbo Dr, Key Largo

$2,345,000
4 Beds 2 Baths 617384 MLS
Ocean views, deepwater dockage, dock is being replaced with a lift 6/26, and the rare ability to legally operate nightly rentals - it doesn't get any better! The seller has approval for a 20,000lb boat lift and improvement of the dock. There is also approval for an observation deck into the open ocean. This exceptional oceanfront estate offers a standout turnkey investment opportunity, combining the perfect trifecta for your portfolio: panoramic ocean views, deepwater dockage, and approved nightly rental capability. An ideal family compound and a rare chance to own a fully versatile, income-producing Keys property. Enjoy oceanfront living with two beautifully updated units, each featuring 2 bedrooms and 1 bathroom, separate entrances, and its own oceanfront porch. The property showcases panoramic blue-water views that are simply breathtaking, a rare find for both investors and those seeking a spectacular coastal retreat. Boating enthusiasts will appreciate the 100 feet of concrete dockage with immediate ocean access, along with the unique benefit of ownership of the ocean bottom, offering added value, flexibility, and long-term security. Zoning permits rentals with a minimum stay of just one night, giving you maximum income potential or the option to enjoy it as a private getaway. Whether you're looking to expand your investment portfolio or create your future oceanfront dream home, this home offers unmatched versatility and incredible potential in a beautiful setting. Plenty of parking and room for a pool, expansion or redevelopment! Call today for more details.

127 Seaside Ave, Key Largo

$2,888,000
4 Beds 5 Baths 613026 MLS
A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

98701 Overseas Hwy, Key Largo

$689,000
1 Beds 2 Baths 618777 MLS
Home Sweet Home. Tucked beneath a canopy of tropical trees in the quiet Key Largo community of Pirates Cove, this charming island cottage is a place to slow down, create, and reconnect with nature. Set on an expansive 15,890-square-foot property, the home feels like a private botanical garden, where winding pathways, native plantings, and secluded outdoor spaces invite peaceful mornings and unhurried afternoons. Less than 500 feet from the salt waters of Florida Bay, the private community beach offers a place to swim, launch a kayak or paddleboard, and end the day with breathtaking Florida Keys sunsets. It is a neighborhood where life naturally unfolds outdoors. Inside, vaulted ceiling, impact windows and doors. The inviting island-inspired interior and bedroom that opens to its own garden patio create a comfortable and intimate living space. The screened porch, open courtyard, fire pit, and multiple outdoor gathering areas offer endless places to read, paint, write, entertain friends, or simply listen to the breeze through the palms. The oversized property provides room to dream, with space for a pool, artist's studio, guest cottage, garage, boat storage, or future expansion. Brick paver walkways, an outdoor shower, storage, and a dedicated laundry room add convenience while preserving the home's relaxed character. Pirates Cove is one of Key Largo's hidden gems, offering a voluntary neighborhood boat ramp and easy access to Florida Bay for boating, fishing, and exploring the backcountry waters, all while being just minutes from local restaurants, shops, and everyday conveniences. Whether you are an artist seeking inspiration, a nature lover searching for tranquility, or simply someone who appreciates the charm of a smaller home with an extraordinary sense of place, 13 Pirates Drive offers a rare opportunity to embrace the authentic, laid-back spirit of the Florida Keys.

13 Pirates Dr, Key Largo

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Key Largo Historical Real Estate

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