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$4,799,000
4 Beds ⋅ 4 Baths ⋅ 619137 MLS
Introducing a remarkable modern bayfront residence in Key Largo, where minimalist architecture meets the natural beauty of the Florida Keys just 45 minutes from Miami. Designed by internationally acclaimed firm Resolution: 4 Architecture whose work has been featured in Dwell, The Wall Street Journal, Architectural Record, and exhibited at the MOMA. This architecturally significant waterfront home reflects a thoughtful balance of simplicity, light, and connection to nature. Constructed with ICF block and reinforced steel, offering exceptional structural integrity and storm resilience while maintaining a sleek, low-profile modern form that complements its bayfront surroundings. Inside, the home embraces a refined minimalist aesthetic where clean lines, open volumes, and natural materials allow the landscape and water views to take center stage. Walls of glass frame sweeping Key Largo bayfront vistas, filling the interiors with natural light and blurring the boundary between indoor living and the tropical environment beyond. A curated palette of natural woods in rich walnut tones paired with Porcelanosa concrete-effect tile creates a warm yet contemporary interior that reflects the textures and tones of the Florida Keys. Thoughtful design prioritizes both form and function, with extensive built-in storage and floating wardrobe systems that maintain the home's sleek architectural lines while providing exceptional everyday usability. An expansive open-concept floor plan centers around a chef's kitchen that flows seamlessly into the living and dining areas, creating a sophisticated space for gathering while maintaining uninterrupted views of the bayfront setting. Bayfront dockage with approximately six feet of controlling water depth extending to the seawall provides excellent boating access to Florida Bay and the Atlantic Ocean. Two boat lifts and generous deepwater dockage accommodate multiple vessels, making this property ideal for avid waterfront enthusiasts.

21 Stillwright Way, Key Largo
$355,000
2 Beds ⋅ 2 Baths ⋅ 619126 MLS
Water access, short term rental income potential, and close proximity to Miami make this a compelling investment property in Key Largo. Located at the front of the Florida Keys, the property is an easy drive from Miami and attractive for vacation rental use, with demand driven by drive-in traffic from the Miami market and year-round tourism to the Florida Keys. This is a true real property purchase where you own the land. True one-day rentals are allowed, which is rare in the Florida Keys and creates a clear advantage for maximizing short term rental income and occupancy. The 2019 park model is set up for personal use and vacation rental performance, offering a two-bedroom, one and a half bath layout with a loft for additional sleeping or living space. Two separate entrances create flexibility and privacy, allowing the property to accommodate multiple guests comfortably. The home sits on a well-cured concrete slab, providing added stability and durability. Inside, the home is clean and well maintained, with vaulted ceilings, natural light, a full-size kitchen, and an in-unit washer and dryer. A new air conditioning system includes a five-year warranty, reducing maintenance expenses.The community also offers on-site laundry facilities. Outdoor space includes a covered seating area, gazebo, and storage for fishing gear. Two parking spaces allow room for a boat or trailer, adding value for owners and renters. Key Largo Kampground is a gated community with a pool, clubhouse, boat ramp, waterfront areas, and two private beach areas for kayaking and paddleboarding, along with bocce, shuffleboard, volleyball, basketball, an on-site store, and a boat wash area. With deeded land ownership and true one-day rental capability, this property offers a flexible, income-producing opportunity in the Florida Keys. Opportunities with this level of flexibility and rental potential are limited in Key Largo, particularly with deeded land and true one-day rental capab

101551 Overseas Highway 159 Unit 159, Key Largo
$745,000
4 Beds ⋅ 2 Baths ⋅ 619125 MLS
This 2 story corner lot, cbs, one owner home, in the heart of coveted South Creek Village, may be a perfect fit. This home is adorned with two 8x31ft porches; one on the north east side, perfect for morning breakfast and the other on the south side for afternoon warmth and the accompanying summer breezes. These two fanned and lit screened in porches present lots of added living space and invites more privacy. Two impact resistant double glass sliders on the second floor equips this fortress with lots of natural light. A pitched concrete roof adds extra comfort during stormy weather. You will love the quality of these custom built, solid oak cabinets, coupled with a large, tiled countertop between the kitchen and the dining area giving this well built solid house lots of charm. The pitched roof living room is adorned with a wall of built in bookshelves. The primary bedroom has impact resistant double glass sliders between the bedroom and the south facing porch. Central a/c and heat will keep you comfortable upstairs winter and summer, while a separate a/c/heat unit is used downstairs The first floor is split between a large screened latticed storage area running the width of the house replete with a 220 electric service, ( perfect for an RV, a kiln, or other machinery ), and the the rear part of the first floor has two rooms with closets, a full bathroom and a laundry room. South Creek Village is one of the few home owner parks that lets you leave your boat on the dock for up to 72 hrs, excluding holidays. There is an added swim ladder for easy access, a boat ramp, a fish cleaning station, a barbecue and a seating area. To top it off the picturesque landscaping is lush with a mature, sweeping, Schefflera hedge that adds to the privacy in the front of the house; a colourful bougainvillea, an exquisite native cactus, an aloe garden, a silver palm and a buccaneer palm are just a few of nature's wonders that adorn the property. This is a must see.

544 Plante St, Key Largo
$2,950,000
5 Beds ⋅ 5 Baths ⋅ 619118 MLS
Stunning new waterfront residence offering 5 bedrooms, 5 bathrooms, and 3,458 square feet under air (5,204 total square feet), designed for luxury living and effortless entertaining. A spacious covered terrace with summer kitchen overlooks the private pool and tranquil canal, creating an ideal indoor-outdoor lifestyle. Boaters will appreciate 50+ feet of dockage, accommodating multiple vessels or personal watercraft. The ground level features a bedroom, full bathroom, family room, and laundry closet--perfect for guests or flexible living space. The second level showcases an expansive open-concept great room with kitchen, dining, and living areas, complemented by a built-in cocktail bar and separate coffee bar. This level also includes a bedroom with en-suite bath, an additional guest bathroom, and a covered private terrace with canal views. The top floor is highlighted by a spacious primary suite with walk-in closet, luxurious en-suite bath, and private terrace. Two additional bedrooms share a well-designed bathroom with separate sink and shower areas. A second full laundry room with mop sink and linen closet adds everyday convenience. Constructed with CBS construction, impact-resistant windows and doors, and a metal roof for durability and peace of mind. Dual-zone A/C systems allow for efficient climate control by level. Interior finishes include stone flooring on the ground level, wood flooring throughout the stairs and upper levels, porcelain tile in all bathrooms, and custom kitchen cabinetry and vanities with quartz countertops. Exterior features include stucco siding designed to replicate the look of wood with long-term durability, along with professionally designed landscaping for added privacy and curb appeal.

111 Ave D, Unit 2, Marathon
$489,000
2 Beds ⋅ 2 Baths ⋅ 619116 MLS
Price reduced and owner ready for an offer! Updated and charming mobile home located close to homeowners park in Key Largo. Being offered fully furnished, this wonderful turn key property offers amenities that include fenced yard, undercover parking for boat or car, wonderful outdoor cooking and entertainment area, remodeled home including two bedroom, 1.5 baths, laundry facilities, and more. This is an excellent vacation home at an affordable price. Enjoy the homeowners beach and access for boating right at your fingertips. Centrally located. Come see today! Owner financing available.

72 Ave C, Key Largo
$694,000
4 Beds ⋅ 2 Baths ⋅ 619113 MLS
Motivated Seller! Discover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath home in the heart of Marathon. Built in 2008, this elevated residence offers both comfort and functionality, perfect for full-time living or a relaxing coastal retreat. The spacious layout provides ample room for entertaining, while large windows invite in natural light and island breezes. The home also features generous storage and a two-car garage, offering plenty of space for vehicles, gear, and more.

477 W 105th St, Marathon
$1,490,000
3 Beds ⋅ 2 Baths ⋅ 619109 MLS
Welcome to your slice of paradise in Key Largo's Cross Key Waterways! This newer 3-bedroom, 2-bath home blends comfort and coastal charm with easy-care wood-look tile floors and bright white shaker cabinets throughout. Boaters will love the concrete dock right out back and the quick access to the ocean through Adams Cut. The spacious carport keeps your car and boat protected, while the wide-open canal views set the stage for relaxing mornings and unforgettable sunsets. PLUS!!! Sellers are currently going through the permitting process for a boat lift.

1119 Calder Rd, Key Largo
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 619099 MLS
Welcome to a stunning, fully remodeled coastal retreat in the highly sought-after Ocean Isle Estates. This exceptional 4-bedroom, 4-bathroom residence offers over 3,000 square feet of living space and showcases breathtaking open water views from multiple vantage points. Designed for both relaxation and entertaining, the home features two spacious master suites, a beautifully updated interior, and a separate lower-level 1-bedroom/1-bath suite complete with a recreation area--perfect for guests or extended family. Step outside to your private waterfront oasis, where a pool sits right at the water's edge, complemented by a 17,000 lb boat lift--ideal for boating enthusiasts looking for direct ocean access. The property also boasts a rare two-car garage along with ample additional parking, a durable metal roof, and impact windows and doors for peace of mind. Situated on an 8,400 sq ft lot in one of Key Largo's premier neighborhoods, this home combines modern upgrades with the laid-back luxury of the Florida Keys lifestyle.

48 S Andros Rd, Key Largo
$2,750,000
3 Beds ⋅ 2 Baths ⋅ 619095 MLS
Don't let the address fool you, this home has easy bay access! Welcome to relaxed waterfront living in the Village of Islamorada, where open water views and nightly sunsets set the tone for an effortless Keys lifestyle. This inviting three-story home is designed to capture light, breezes, and the beauty of its surroundings. Inside, vaulted tongue-and-groove ceilings and an airy open floor plan create a warm coastal ambiance, while expansive impact windows and doors frame sweeping water views. The main living spaces flow seamlessly together, making it easy to entertain or simply unwind after a day on the water. Three comfortable bedrooms and two baths provide plenty of room for family and guests. Step outside to enjoy open terraces on both levels--perfect for morning coffee, sunset cocktails, or watching boats glide by on their way to Florida Bay just minutes away. Boaters will appreciate the concrete dock and quick access to some of the Keys' most spectacular waters. Thoughtfully equipped with impact windows and doors and a whole-house generator for peace of mind, this waterfront retreat blends comfort, practicality, and the timeless charm of Islamorada living--where every evening ends with a sunset over the bay.

149 Lake Rd, Tavernier
$4,445,000
8 Beds ⋅ 4 Baths ⋅ 619083 MLS
Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique and valuable than others, we offer 100 linear feet of dockage. There is a 30,000 pound lift for your large boats and a 10,000 lift for your smaller boats. And there is still room for another vessel or personal water crafts. This home offers three levels, the main level has three bedrooms a full bath a kitchenette and living area with great views of the water. The second level, large living area with soaring ceilings, a massive kitchen, 2 bedrooms and a full bath. The third level offers 3 bedrooms and 2 full baths. There is an abundant pool and bar area for entertaining family and friends. Looking for a home to accommodate the large extended family, this is it or put it out in the Airbnb world, it would make a great income property.

136 San Remo Dr, Islamorada
$1,595,000
4 Beds ⋅ 3 Baths ⋅ 619082 MLS
Welcome to your private slice of the Florida Keys lifestyle, where boating days, poolside afternoons, and sunset dinners by the water become part of everyday life. Ideally positioned on a deep-water canal in the heart of Marathon, this beautifully maintained 4 bedroom, 3 bathroom waterfront home blends relaxed island living with comfort, space, and functionality. Inside, the spacious layout is filled with natural light and designed for gathering and entertaining. The open living areas flow effortlessly into the dining space and kitchen, creating a warm and inviting atmosphere for family and guests. Just off the dining area, a dedicated bar area provides the perfect space for serving drinks and entertaining after a day on the water. The large primary suite serves as a peaceful retreat, featuring a generous bedroom and private en-suite bath, while the additional guest bedrooms are thoughtfully arranged to provide comfort and privacy. Well-appointed bathrooms throughout complement the home's relaxed coastal aesthetic. Step outside and the Keys lifestyle truly unfolds. The backyard is designed for relaxation and entertaining, highlighted by a private pool, a tiki hut for shaded outdoor dining, and a waterfront setting that invites you to slow down and enjoy island living. The full concrete dock is equipped with a 16,000 lb boat lift and sits on deep draft water with quick boating access to both the Atlantic and Gulf. An established vacation rental, the property offers flexibility for buyers seeking a strong investment opportunity, a 2nd home getaway, or a full-time residence. The attached garage provides valuable storage for all your toys and offers potential for conversion into a 5th bedroom or laundry room if additional space is desired. Located in the heart of Marathon, the home is just minutes from Marathon Airport, making travel to and from the Keys a breeze, while placing restaurants, bars, beaches, shopping, and nearby state parks all within easy reach.

11295 3rd Ave, Marathon
$599,900
3 Beds ⋅ 2 Baths ⋅ 619081 MLS
NEW INCENTIVE! Seller is offering assistance with buyers closing costs! Bring Your Boats, RV! This Gorgeous, Fully Remodeled, Single Family Concrete Block Home Features a Stunning Open Floor Plan and is Perfect For Entertaining. 3 Spacious Bedrooms (Split bedroom plan for privacy) and 2 Full Bathrooms! Impact Windows and Roof is only 6 years old. Continuous Porcelain Tile Throughout, Large Back Yard with room for a pool has storage shed/workshop and a Kayak/paddle board stand. No HOA, No association restrictions regarding boat or RV parking. Centrally Located With An Easy Walk To US 1 and Restaurants! Easy To Show! This listing is currently tenant-occupied, offering an excellent opportunity for investors or buyers seeking rental income. Please do not disturb tenants—showings by appointment only.

11 Judy Pl, Key Largo
$2,100,000
4 Beds ⋅ 2 Baths ⋅ 619079 MLS
Located just off the ocean off Tavernier Creek, this premier location rarely comes available. Gorgeous views and breezes! Concrete home with concrete roof, inground pool, 70 foot concrete dock, 20,000 lb boat lift, and plenty of room for parking cars, boats, etc. Nicely updated home offering interior staircase and providing for 4 bedrooms and two baths, open living, central air, large open porch bringing in the oceanviews. Outdoor living at its best with large chiki hut, pool, fenced, outdoor shed. 28 day vacation rental with excellent repeat clients if interested. This is a dream vacation home ready for a new family!

200 Plantation Dr, Tavernier
$3,999,999
2 Beds ⋅ 2 Baths ⋅ 619064 MLS
Estate Opportunity Spanning 34,409 SF, this exceptional parcel offers a scale uncommon in Islamorada, providing the foundation for a spectacular Florida Keys residential estate. The exceptional lot size allows a discerning buyer to imagine the best. The site easily accommodates the vision of an estate property with pool, tennis or pickleball court, expansive outdoor living, caretaker's cottage, and generous waterfront dockage--all while maintaining privacy rarely achieved in the Keys. Positioned on a deep basin, the property provides protected dockage while being only seconds from Florida Bay and minutes under the bridge to the Atlantic Ocean, placing world-class backcountry and offshore fishing within immediate reach. An existing legal nonconforming home with a waterfront swimming pool currently sits on the property and may be used as a residence or rental while architectural plans and permits are finalized, offering flexibility during the planning process. For buyers who understand the value of land in the Florida Keys, this offering represents something increasingly difficult to find: the opportunity to create a custom waterfront estate tailored entirely to your vision, rather than inheriting someone else's. A remarkable parcel for a remarkable build.

77340 Overseas Hwy, Islamorada
$649,900
2 Beds ⋅ 2 Baths ⋅ 619061 MLS
Agent is also the owner. $48,000 net income from Jan-April 2026. Professionally remodeled and fully furnished, this stunning unit is completely brand new--no detail overlooked. Located in one of the most desirable developments in the Florida Keys, it generates an impressive average of $100,000 per year in rental income. Ask about special financing options available that are not based solely on your personal income approval may be based on the unit's strong rental income potential. Excellent short term rental opportunity with documented 2026 income of approximately $48,000 net in just the first 4 months of the year. Strong seasonal performance with established Airbnb/VRBO history makes this a fantastic investment or vacation property with immediate income potential. (See Attachments) January 2026 Net Payment: $10,404.00 February 2026 Net Payment: $13,269.00 March 2026 Net Payment: $13,884.00 April 2026 Net Payment: $10,674.78

500 Burton Dr Unit # 2212, Tavernier
$605,000
2 Beds ⋅ 2 Baths ⋅ 619057 MLS
Tropical Paradise with Artistic Flair! VA Assumable loan at 2.75%! This beautiful tropical home reflects impeccable taste, artistry, and attention to detail. The residence features an amazing neighborhood park with ramp, dockage and beach! BONUS: Voluntary Bayfront Property Owner's Association Park, featuring 3 day and 2 day overnight docking for your boat and easy access to the water near Adams Cut Waterway. Spend evenings watching spectacular sunsets from the this park. This Boating Association is Voluntary and has an annual fee of $250+/-, call for details. Inside, you'll find a chef's kitchen, European-inspired bathrooms, mahogany wood floors, and cathedral ceilings. The second bedroom offers a loft which can be used as a child sleeping loft or storage. The chef's kitchen is perfect for cooking and entertaining, complete with extended granite countertop section, featuring barstools to provide an area where guests can interact with the cook without interrupting the workspace. Designed for entertaining and relaxed island living, this home also includes impact windows and doors for peace of mind. Step outside into your lush tropical oasis, beautifully landscaped with a mix of native and tropical plants and Chicago brick paver walkways. This is the perfect setting to enjoy privacy or entertain guests with ease. Double gates for added convenience for your boat and trailer. Whether you seek a full-time residence, a vacation retreat, or an income-producing investment, this home delivers the ultimate Florida Keys lifestyle: world class boating, snorkeling, diving, fishing--or simply relaxing on ''Island Time.'' Conveniently located just about one hour from Miami. Assumable loan at 2.75%

14 Bonita Ave, Key Largo
$4,490,000
5 Beds ⋅ 5 Baths ⋅ 619048 MLS
Stunning Gulfside Waterfront Residence with Panoramic Water Views. Experience exceptional waterfront living in this 2022 built home featuring 5 bedrooms and 4.5 bathrooms, perfectly positioned on the Gulf side with breathtaking water views from nearly every room. The main level offers a bright and open layout designed for both comfort and entertainment. A spacious modern kitchen showcases elegant cabinetry, quartz countertops with a striking waterfall edge, and premium stainless-steel appliances. The kitchen flows seamlessly into the large dining and living areas, complete with a stylish wet bar, creating the perfect space for hosting and relaxing. This level also includes a convenient half bath and a utility room with laundry. Upstairs, the second-floor features five generously sized bedrooms and four full bathrooms. The expansive primary suite offers ample space, a beautifully designed modern bathroom, and a private porch where you can enjoy breathtaking sunset views over the water. Two additional bedrooms share a Jack-and-Jill bathroom and provide access to a balcony overlooking the pool and waterfront. A fourth bedroom, currently used as a home office, is located near another full hallway bathroom. The fifth bedroom is a private suite with its own ensuite bathroom. Outdoor living is just as impressive, featuring a large patio area ideal for entertaining, a spacious pool, and a 55-foot dock, making this property perfect for boating enthusiasts and waterfront relaxation. Additional highlights include a large two-car plus garage with ample storage space. This exceptional property combines modern design, generous living space, and stunning Gulfside views, creating a truly remarkable coastal home offering excellent convenience for boat owners. Boat Lift plans have already been approved and permits granted and available.

865 50th St, Marathon
$625,000
2 Beds ⋅ 2 Baths ⋅ 619043 MLS
Turnkey Florida Keys Condo with Weekly Rentals Allowed - Fully Furnished in Moon Bay This fully furnished 2BR / 1.5BA condo plus den (3rd sleeping area) in Moon Bay offers 947 sq ft of bright, comfortable living space and is ready for immediate enjoyment or rental income. The unit features stainless steel appliances, impact windows and doors, spacious bedrooms, a private balcony, in-unit washer & dryer and designated covered parking space. This unit does not include a boat slip, keeping the HOA fees among the lowest in Moon Bay at $959/month, while slips are often available for rent from other owners. Moon Bay is a waterfront community with resort-style amenities including a marina, fishing docks, secluded beach area, pool, clubhouse, sauna, tennis, pickleball, basketball courts, tiki hut, BBQ grills, and complimentary kayaks and paddleboards. Major community improvements have been completed, and the 40-year structural recertification has passed. Conveniently located just a short drive to Miami and walking distance to popular bayfront restaurants and nightlife. Ideal as a vacation home, full-time residence, or investment property. Seller financing possible. Schedule your private showing today!

104350 Overseas Hwy Unit APT A204, Key Largo
$595,000
3 Beds ⋅ 2 Baths ⋅ 619040 MLS
If you're looking for a property with potential in a highly desirable area of Islamorada and are prepared to put in the work, this is an opportunity worth considering. Sellers are motivated and will entertain offers. This 3-bedroom home offers a chance to purchase in one of Islamorada's most desirable areas and update the property to fit your needs, investment goals, or long-term plans. The home sits on an oversized lot and features a functional floor plan with generously sized rooms and a kitchen that opens to the living and dining areas. The concrete construction and larger homesite provide a solid starting point for renovation and improvement. Located directly across from Founder's Park, the property offers convenient access to a bayfront beach, community pool, public boat ramp, baseball fields, playgrounds, dog park, and community events throughout the year. The oversized lot also provides additional outdoor space compared to many nearby properties.

110 E Ridge Rd, Islamorada
$5,199,000
4 Beds ⋅ 4 Baths ⋅ 619013 MLS
Architectural Polynesian-Inspired Waterfront Retreat in Key Largo A rare architectural waterfront retreat in Key Largo, this 4 bedroom, 3.5 bath pool home blends Polynesian influence, tropical elegance, and one of the most peaceful settings on Largo Sound. Inspired by the design philosophy of Frank Lloyd Wright, the home was thoughtfully created around the four natural elements: stone, water, fire and wood. Dramatic lines, soaring ceilings, solid oak flooring, handcrafted wood banisters, custom tile work, travertine, hardwood and natural stone imported from Bali give the home a warm, one of a kind character. The kitchen features Jenn-Air appliances, custom granite countertops, and natural finishes that complement the home's island-inspired design. Upstairs, the primary suite offers a private retreat with a freestanding soaking tub and a unique outdoor shower, creating the perfect indoor-outdoor Keys lifestyle experience. Additional bedrooms and a junior suite provide comfortable accommodations for family and guests. The outdoor living space is designed to impress, with a two-level pool area surrounded by lush tropical landscaping, natural stone, water features, and fire elements that create a beautiful evening atmosphere. The setting feels private, peaceful, and connected to nature. Overlooking a protected boat basin and the open waters of Largo Sound, the property enjoys expansive water views framed by mangrove islands. Boaters will appreciate the private deep-water dockage, a rare feature as this is one of only three homes in the community with its own dock. Located within the natural surroundings of John Pennekamp Coral Reef State Park, the home benefits from preserved views, privacy and limited future development. Select furnishings may be negotiable. A truly distinctive waterfront home for buyers seeking privacy, boating, architectural character and the best of the Florida Keys lifestyle.

352 Sound Dr, Key Largo
$619,990
3 Beds ⋅ 2 Baths ⋅ 619008 MLS
Located in the heart of Marathon, this property offers an excellent opportunity to enjoy the Florida Keys lifestyle. Situated just a short 2-minute walk from the nearby public boat ramp, providing quick and convenient water access for boating, fishing, and exploring the beautiful surrounding waters. The property is centrally located near local restaurants, shopping, and attractions while still offering the relaxed atmosphere that makes the Keys so desirable. Whether you are looking for a primary residence, vacation retreat, or investment opportunity, this location offers both convenience and coastal charm.

1262 Marlin Dr, Marathon
$2,780,000
3 Beds ⋅ 3 Baths ⋅ 619005 MLS
Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

19 W Playa Largo Blvd, Key Largo
$4,400,000
3 Beds ⋅ 4 Baths ⋅ 619002 MLS
Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

111 Windy Point Cir Unit & Lot 78, Marathon
$689,000
2 Beds ⋅ 2 Baths ⋅ 618998 MLS
2/2 Condo with the Owners Suite having a beautiful Ocean View. The living and kitchen room having Beautiful ocean views as well. Upgraded condo with Impact windows and sliders, great rental potential. Marina has direct Ocean Access. Jr. Olympic heated pool and 14 person Spa and a Pool bar. Oceanfront Cafe & Lounge overlooking the Marina and the sandy beach with Tiki huts. Lighted Pickle ball & tennis courts. This resort complex has it all !!

500 Burton Dr Unit 3309, Tavernier
$799,000
3 Beds ⋅ 2 Baths ⋅ 618993 MLS
Welcome to 312 Ryan Avenue, a meticulously maintained 3-bedroom, 2-bathroom CBS home offering privacy, functionality, and the relaxed coastal lifestyle the Florida Keys are known for. Situated on a 6,000 sq. ft. fully fenced lot, this property is offered furnished and turn-key, making it ideal as a full-time residence, seasonal getaway, or investment property. This home features a comfortable interior layout and an exceptional outdoor entertaining space. A spacious tiki hut creates the perfect setting for gatherings, outdoor dining, or simply enjoying the island breeze, while the exterior storage shed provides convenient space for tools, gear, or recreational equipment. With no neighbors directly behind the property, the backyard offers a sense of privacy. Enjoy access to the neighborhood's homeowners park offering a boat ramp, and easy access to the ocean! This beautiful home also demonstrates strong rental potential, previously generating between $4,500 and $5,000 per month, making it an appealing opportunity for buyers seeking both lifestyle and income.

312 Ryan Ave, Key Largo
$2,400,000
3 Baths ⋅ 618987 MLS
Commercial opportunity for investors and owner-operators! 1,957 sq. ft. solid concrete professionally designed and built commercial building with impact windows and doors on an oversized 12,000 sq. ft. lot. Exceptional visibility from U.S. 1, access from Old Highway with ample parking, and prominent signage. 1st Floor: Spacious reception and work areas with custom-built-ins, one full and one-half bath, kitchenette, attic, sizable storage room, workshop/garage, and fenced parking area. Sale includes office seating and filing cabinets. 2nd Floor: Open layout with breakroom featuring kitchenette, washer/dryer, full bath, and interior design showroom (featuring two luxury sample closets and custom product display shelves). One of the most desirable areas of the Florida Keys located in the Village of Islamorada! Don't miss out on this investment with many zoning opportunities for businesses!

88701 Overseas Hwy, Tavernier
$769,000
4 Beds ⋅ 3 Baths ⋅ 618983 MLS
Watch fireworks from your rooftop deck, relax by your heated and chilled pool, and keep your boat trailered in your own backyard ready to launch at the marina down the street! Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly sought-after Port Largo neighborhood of Key Largo. Offering 1,666 sq ft of bright living space, soaring ceilings, skylights, and a private one-bedroom guest apartment above flood level, this home is designed for both comfort and flexibility. The tropical backyard oasis features a year-round heated and chilled pool, spacious outdoor living areas, and plenty of room to entertain. With covered parking, boat storage, and multiple storage sheds, there's space for all your Keys adventures. Enjoy island breezes from the screened front porch, or head up to the rooftop deck for sunset views and holiday fireworks. Just down the street you'll find the Port Largo homeowners park with boat ramp, and nearby Key Largo Community Park and the Jacobs Aquatic Center offer recreation for all ages.

87 Marina Ave, Key Largo
$479,000
2 Beds ⋅ 1 Baths ⋅ 618964 MLS
What a gem! This elevated two-bedroom half-duplex offers tons of natural light and peaceful peek-a-boo open ocean views from the living areas and from the porch and fabulous 240sf (!!) covered deck. Situated second in from the ocean on a quiet dead-end street, here's a rare opportunity to buy in a sought-after Middle Keys location at this price, with a lot of bang for the buck! Light, bright and neat, this home features a very private low-maintenance yard with room for a pool and your Keys toys, a metal roof, an open floorplan, and no HOA. An opportunity for superb location, price, and peek-a-boo ocean views seldom presents itself, so don't wait! Live here and relish in the sunny Keys lifestyle or rent it out and generate income. Seven-day-minimum rentals are permitted. Favorite location near beaches, boat ramps, shopping and activities. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS!

1297 73rd St, Marathon
$1,090,000
2 Beds ⋅ 2 Baths ⋅ 618962 MLS
Charming 2-bedroom, 2-bath ground-level canal-front home located in a highly desirable Florida Keys neighborhood. The home features a split floor plan with a one-bedroom, one-bath layout on one side and a separate efficiency with its own bathroom and private entrance on the other--ideal for guests, extended family, or rental income. This property offers great potential to update and transform into a cozy Keys retreat. Enjoy the convenience of being within walking distance to the local middle school and high school while living in a peaceful waterfront setting. 50' of concrete dock with immediate access to the bay, the best backcountry fishing and direct access to the Ocean through Tavernier Creek. Perfect as a primary residence, vacation getaway, or investment opportunity, this canal-front home offers the chance to create your own slice of the Florida Keys lifestyle.

319 Woods Ave, Tavernier
$2,790,000
4 Beds ⋅ 4 Baths ⋅ 618953 MLS
SERIOUS BOATERS--THIS IS THE ONE TO SEE. Exceptional waterfront opportunity in Marathon offering 110 feet of concrete dockage with dual 40-foot finger piers on an approximately 200-foot-wide canal with direct Atlantic access. Bring the boats, jet skis and kayaks--this property was designed for enjoying life on the water. This private waterfront retreat offers over 3,200 square feet with four bedrooms and three-and-a-half baths, a dramatic two-story great room, expansive windows and generous spaces for gathering and entertaining. Outside is where this property truly separates itself: extensive dockage for multiple vessels, floating jet ski and kayak docks, davits, fish-cleaning station and ice machine, plus a heated pool and spa surrounded by tropical landscaping. Weekly rentals are allowed, offering an attractive opportunity for buyers seeking a Florida Keys second home with the potential to generate additional rental income when not in personal use. Morning boat rides. Afternoons by the pool. Evenings overlooking the water. This is the Florida Keys lifestyle buyers come here to find.

14 Ave F, Marathon