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$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
$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
$550,000
3 Beds ⋅ 2 Baths ⋅ 619072 MLS
''Lakefront Living'' Located in the Sunny City of Sebring Florida, sits this, one-of-a kind, Lakefront Bungalow, on nearly a Half an Acre, to water's edge, located on the Sandy Ridge 3200+ Acre clear, fresh water ''Lake Jackson'', great boating, jet skiing, kayaking, Suning, Swimming and fishing. The Boat Ramp is less than 1/10 of a mile from this Location at Veterans Park and Beach! This home is totally Remodeled, modern in décor, 3 Bedroom, Bonus Room, 2 Bath Home which is Move-in Ready, Master Bedroom is an Ensuite Spa Like Bathroom/Shower. All Tiled, fresh and light, Stainless Steel Appliances & Soft Close Cabinetry, Eat-up Breakfast Bar, & Separate Dining Area. A covered, private rear yard Patio with Fire pit, The amazing views of Lake Jackson, a spring fed/clear Lake, are seen from most Rooms, with our Florida's Sunny, Superior weather, enjoy Cool Breezes and unbelievable Sunrises, always feel like you are on vacation here! NO HOA, Zoned R1A, Security Cameras! Walking distance to Restaurants and Shopping, a Ten Mile Bike Ride around Beautiful Lake Jackson, Highlands County is Located, in Central Florida, the Heartland of Florida, Home of 100 Lakes for great boating and fishing and Affordable Championship Golf Courses, Citrus Golf Trail, Nature Abounds All Around in our Beautiful County. Home to Highlands Hammock State Park, Beautiful Oak Hammock Bike Trails, Catwalks through Old Florida Cypress, Horse Trail Riding Nearby, Live in the Highest Elevation of Florida in The Highlands Nestled Amongst the Beauty of Mother Nature! New 2023 Metal Roof & Well Maintained, with Pride of Ownership, This would be a Fantastic Forever Home, Seasonal Rental, Races Week Rental, currently a Turn Key, AirBNB-Super Hosted! Great Investment Opportunity.

4480 Lakeview Dr, Other
$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
$619,000
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
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 619055 MLS
**OPEN HOUSE Friday July 31, and Saturday Aug. 1 from 11:00AM - 2:00 PM** Stop by this weekend and ask about my Buyer Appreciation Offer. Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures. Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will appreciate the dock and 14,000-lb boat lift, providing easy access for larger vessels. Whether you're seeking a full-time residence or a luxury island retreat, this home delivers the perfect blend of comfort, boating, and relaxed Keys living.

845 Pirates Rd, Little Torch
$190,000
619051 MLS
Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. Great location near Sugarloaf school. Easy commute to Key West, only 25 minutes. Nearby boat ramps.

Lot 15 bk2 Bk2 Bad George Rd, Sugarloaf
$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
$415,000
1 Baths ⋅ 619046 MLS
Established Florida Keys watersports business offered for sale. Your waterfront office awaits! The offering includes the Pier 68 business, name, goodwill, operating equipment, inventory of boats and trailers, and digital assets. Sale is for the business and equipment only; real estate is not included. The purchaser will enter into a long-term lease for the office space, dock, and seawall area with property owners at the time of sale. Excellent opportunity for an owner-operator seeking to live the dream in the Florida Keys.

68200 Overseas Hwy, Layton
$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
$3,550,000
3 Beds ⋅ 3 Baths ⋅ 619042 MLS
Motivated Seller...Welcome to your dream coastal retreat on Duck Key, where BREATHTAKING COASTLINE VIEWS and refined island living exist in perfect harmony. This beautifully curated DESIGNER RESIDENCE is a three-bedroom, three-bath oceanfront concrete home by D'Asign Source, blending timeless elegance with modern comfort through soft earth tones, quality finishes, and sweeping panoramic views of the turquoise waters beyond. Inside, a spacious chef's kitchen anchors the home--ideal for entertaining--while a thoughtfully designed split floor plan offers privacy and flow. Two guest bedrooms enjoy direct ocean views, and the expansive primary suite is a serene sanctuary featuring a luxurious en-suite bath with designer tile, dual vanities, custom cabinetry, and a built-in makeup station. Step outside into your private waterfront oasis. A custom oceanfront pool deck and generous covered patio create the perfect setting for relaxation after a day on the water. A 25,000 POUND BOAT LIFT and seawall provide effortless access to the open ocean with no fixed bridges, making this an exceptional location for boating, paddleboarding, and kayaking directly from your dock. Additional features include a screened-in balcony with electric shutters, two large storage rooms, an L-shaped two-car garage, ample outdoor parking, and a wide driveway. Located on a golf cart-friendly island, Duck Key offers convenient access to restaurants, bars, shops, and social clubs. Whether you enjoy fishing, boating, or simply soaking in spectacular sunsets, Duck Key delivers an unparalleled waterfront lifestyle. Surrounded by crystal-clear waters and shallow sandbars teeming with marine life, this home is not just a residence--it's a destination. Schedule your private showing today and experience the very best of Duck Key living.

250 W Seaview Cir, Duck Key
$630,000
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
$2,899,000
2 Beds ⋅ 3 Baths ⋅ 619033 MLS
Life on the water begins the moment you arrive at this beautifully positioned open water home on prestigious Harbour Drive in Duck Key. Surrounded by swaying palms and tropical landscaping, this classic 2 Bedroom 3 Bathroom Florida Keys coastal cottage sits on an oversized 11,250 sq. ft. lot highlighted by a bright open-concept layout with panoramic views of Toms Harbor. Built with CBS construction, impact windows, and a metal roof, the property provides both durability and low-maintenance island living. For boaters, the property features 75 feet of concrete seawall and a dock with quick access to both the Atlantic Ocean and Gulf for world-class fishing, diving, and boating. The tropical backyard is designed for true Keys living, featuring a waterside tiki hut, shaded seating areas, and plenty of room for a future pool with a permitted convenience bathroom downstairs. An outdoor elevator, garage, and beautifully landscaped yard add comfort and curb appeal. Residents of Duck Key enjoy optional membership at Club Duck Key with access to a heated and chilled pool, pickleball and tennis courts, bocce ball, basketball, and a vibrant social calendar. Located just minutes from Marathon Jet Center, marinas, restaurants, and shopping, this Duck Key home offers the perfect balance of privacy, boating convenience, and island lifestyle.

425 Harbour Dr, Duck Key
$434,999
2 Beds ⋅ 2 Baths ⋅ 619027 MLS
Enjoy the largest floor plan in the Santa Clara building with this spacious 2-bedroom, 2-bath condo in the heart of New Town Key West! Welcome to easy island living in tropical Key West, FL! This spacious 2-bedroom, 2-bath condo features the largest floor plan in the building and is conveniently located on the second floor with elevator access. The residence offers tile and laminate flooring, hurricane-resistant windows and doors, and a comfortable layout. Embrace a true resort-style lifestyle as residents enjoy outstanding amenities, including a large sparkling pool, tennis court, secure entry, on-site laundry facilities, and maintained common areas. The building has recently undergone extensive renovations with continued improvements, making this a wonderful opportunity to own in one of New Town's desirable communities. On top of that, this home is ideally located just minutes from some of Key West's finest dining, shopping, stunning beaches, downtown attractions, the airport, and medical facilities, ensuring that this property truly places the best of island living at your doorstep. Whether you're seeking a full-time residence, a smart investment, or the perfect vacation getaway, this condo delivers exceptional island lifestyle, comfort, and location. Don't miss your chance to own this slice of paradise. Schedule your private showing today and experience island living at its finest.

3312 Northside Dr Unit 202, Key West
$739,000
3 Beds ⋅ 1 Baths ⋅ 619023 MLS
**Seller financing available ** Discover this inviting 3-bedroom, 1-bath home on a spacious 8,000 sqft corner. With ample room to add a pool, this property offers endless possibilities for creating your own tropical retreat. Inside, the open living and dining area is perfect for entertaining, while terrazzo floors throughout add classic keys charm. A bright sunroom provides the perfect flex space ideal for a home office, playroom, or relaxation area. Enjoy the convenience of being just down the street from the neighborhood park and boat ramp, making it easy to launch your kayak/boat and enjoy a day on the water. Plus, you're within walking distance of the beloved Bobalu's restaurant, known for its delicious local flavors and live music. Schedule your private showing today.

201 4th St, Big Coppitt
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 619022 MLS
This two-bedroom, two-bathroom condominium residence at Santa Maria Suites Resort offers both personal use and strong rental income potential. One of the resort's limited single-level units, the property produces nearly $200,000 in annual gross rental income and allows for transient nightly rentals. The floor plan features a generous living and dining area, full kitchen, and two private bedroom suites. Located just steps from iconic Duval Street, the property provides convenient access to Old Town restaurants, shops, and nightlife while maintaining a quiet resort setting. Resort amenities include swimming pool, fitness center, and off-street parking. Planned improvements to the residences, pool, and fitness areas are scheduled for completion in 2027. The current owner has paid the majority of the special assessment associated with these upgrades. Owners may choose their own rental management company or participate in the on-site program. Suitable for buyers seeking an income-producing investment, second home, or a combination of both.

1401 Simonton St Unit # 11, Key West
$1,550,000
5 Beds ⋅ 3 Baths ⋅ 619018 MLS
Investors! Full Duplex! Own both sides! This is rare opportunity to own a legal duplex being sold in the heart of Key Colony Beach in the beautiful Florida Keys. Located just one street off the Atlantic Ocean, 340-350 E Ocean Drive offers exceptional space, boating access, and an amazing investment opportunity with flexibility at a competitive price designed to sell. With 5 bedrooms, 3 bathrooms, and over 2,900 sq ft of living space, this property provides the rare opportunity to own a large waterfront home while still benefiting from the layout of a legal duplex. Sold together as a single property, it offers incredible versatility for full-time living, vacation use, or income-producing investment. Boaters will appreciate 50 feet of dockage with dual docks, allowing space for multiple vessels and providing a quick, easy ride to the open Atlantic for world-class fishing and boating. The 340 E Ocean Drive side features towering ceilings and dramatic floor-to-ceiling windows, filling the home with natural light while showcasing beautiful canal views from multiple areas. This side includes 3 bedrooms, 2 bathrooms, and a private balcony to enjoy the coastal breeze. The 350 E Ocean Drive side offers 2 bedrooms and 1 bathroom, along with its own private balcony overlooking the canal, the perfect spot to enjoy a morning coffee or evening sunset. Head over to the Cabana Club which is just steps away, for some fun in the sun! Enjoy both ocean and canal views from this prime location just steps from the Atlantic. With a proven rental history, this property offers outstanding flexibility. Owners have the flexibility to live in one side and rent the other or rent both for maximum income potential. Updates include; •Impact windows and doors (2021) •5V Metal Crimp Roof (2021) •AC ( 2021 & 2023) •New Dock Posts (2024) Competitively priced and offering size, dockage, and location, this is a standout opportunity to own a versatile waterfront property in Key

340-350 E Ocean Dr, Key Colony
$2,499,999
6 Beds ⋅ 5 Baths ⋅ 619017 MLS
Price Improvement, Family looking to relocate due to medical reasons, all offers welcome. Own a haven in the Keys. This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/C Key Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The main unit features a secure electric gate and parking directly at your front door for ultimate convenience. Downstairs units have separate gravel parking area with additional gated access. Incredible Flexibility: Live in the spacious upstairs unit and use the downstairs units for family, guests, or as rental income. Each unit is fully self-contained. Main Upstairs Unit: Size: 3 Bedrooms / 3.5 Bathrooms The expansive living room is perfect for entertaining guests and opens up to a private deck overlooking the canal--ideal for relaxing or hosting family and friends. Kitchen: Large, open, and fully equipped with loads of storage space, a central island, and both a pre-sink and a main sink for added convenience. Private Suite: Each of the 3 bedrooms has its own private bathroom, plus there's a half bath located near the living room for guests. Upgrades: A brand new 5-ton A/C unit and duct-work were installed in 2024, ensuring the large living area stays comfortable year-round. Downstairs Unit: Size: 2 Bedrooms / 1 Bathroom Spacious living area with its own laundry room and a kitchen that's fully equipped with a large island and plenty of prep space. New A/C: A 3-ton split A/C system was recently installed in 2025. Bonus Suite: This self-contained suite includes its own living room, kitchen, laundry, and bathroom. This Suite also has two Bonus rooms. New A/C: A 2-ton A/C

6 Egret Ln, Geiger
$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
$85,000
618997 MLS
Tier 2 parcel with potential eligibility for ROGO points toward future building permits in Monroe County. Buyer to verify ROGO point availability and requirements with Monroe County. Adjacent lot is for sale MLS#618995

Vacant Vacant Central Avenue, Big Pine
$85,000
618995 MLS
Tier 2 parcel with potential eligibility for ROGO points toward future building permits in Monroe County. Buyer to verify ROGO point availability and requirements with Monroe County. Adjacent lot is for sale MLS#618997

Vacant Vacant Central Avenue, Big Pine
$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
$775,000
2 Beds ⋅ 2 Baths ⋅ 618992 MLS
Must be sold after Jan 1, 2027. Canal front home with quick exit out of the canal to Pine Channel for Atlantic or Gulf access. 7200 sq.ft. lot. Back yard big enough for a pool. Pack your toothbrush and your ready for your salt life to begin. Being sold mostly furnished 2bd/2bth 1162 sq.ft. Home, plus, southerly facing screen porch, which has accordian shutters,porch faces back yard and canal. Room for a pool. Nice & Neat. Ready to rent or to come and enjoy. Front yard big enough for RV parking, 50 Amp service. '2018' 5V Metal Crimp roof with underlayment & Central A/C, which has heat. Range, Dishwasher, Fridge, Stackable washer/dryer, next to hall bath. Both bathrooms have tubs. Accordian shutters upstairs. Concrete slab under house. Connected to central sewer by grinder pump system and electric. No open or expired permits. No open code violations. 1997 Survey and elevation certificate. AE 8 flood zone, tier 3. Privacy fence on 2 sides, allowed to put fence around front too. Improved subdivision zoning. 20 ft wood dock plus an extra piling you can park up to a 30 ft. Boat ramp on SR 4A. 10 miles to State Park Bahia Honda. 3 miles to Grocery (Shopping Center), 28 miles to Key West, 21 miles to marathon 2.5 hrs. to Miami International airport. Easy to show. Full price offers only.

28452 Yucatan Ln, Little Torch
$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
$774,000
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