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$899,000
3 Beds 3 Baths 619891 MLS
Priced to sell! Welcome to your private slice of paradise in the heart of Key Largo! Designed for the buyer seeking relaxed and effortless island living, this beautiful home offers tons of space to play with: turn the second living room space into a bedroom and immediately get a 4/3 and make it's sundeck your favorite hangout area to watch the most stunning sunsets. You will love the indoor/outdoor feel with FOUR private balconies throughout the home for you to enjoy the coastal breeze and partial views of the bay. This home feels like a waterfront without the price tag! Inside, bright and open living spaces provide an inviting atmosphere for entertaining or unwinding after a day on the water. Outside, the low-maintenance yard allows you to spend less time on upkeep and more time enjoying the Florida Keys lifestyle, while still offering ample room and potential for a future pool to create your own private backyard retreat. Perfectly located a street away from Buttonwood Sound Club (Private homeowners club, membership required, $350 Annually), which offers a sandy beach and boat ramp and just one hour from Miami, this home is ideal as a full-time residence, vacation getaway, or investment property. Whether enjoying sunset views from your balcony or relaxing in the privacy of your tropical surroundings, this property embodies the easy elegance and laid-back luxury of the Upper Keys.

19 Park Dr, Key Largo

$660,000
3 Beds 2 Baths 619890 MLS
Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully updated with bright white tile and feature glass shower doors for a modern, clean look. An above-ground pool was an excellent addition to the backyard, offering a refreshing escape during the warm summer months. Outdoor aluminum pergola. For boating enthusiasts, the property includes 20 feet of dockage on a deepwater canal with direct ocean access.

212 Buttonwood Ln, Key Largo

$1,290,000
3 Beds 2 Baths 619889 MLS
You Deserve this East Facing, Updated 3 Bedroom Island Home! Here you will discover how coastal comfort meets effortless Keys living in the heart of the fabulous Florida Keys. Step into the bright, open-concept living, dining, and kitchen areas designed for both entertaining, relaxing and making tropical memories. The natural light pours in the wide open space and flows seamlessly through double sliding doors and continues onto a spacious deck and private dock with 10k lb lift. All with serene views of a deep, wide canal. This is the perfect, private space for morning coffee, an adult beverage and taking your time to simple unwind under the palms. A definite retreat for the boating enthusiasts and anglers this home can be your dream come true. Just five minutes from both the open ocean and the open Gulf. This is also ideal for divers, and snorkelers with the reef only a few miles off shore, and numerous excellent underwater treasures, like Sombrero Light and Coffins Patch. Paddle boarders, kayakers, and jet skiers will enjoy exploring the abundant marine life, birds, and natural beauty that make the blue waters of the Keys so special. Perfectly situated in the Middle Keys, you're conveniently located halfway between Key Largo and Key West. Travel is easy with Marathon International Airport just 3 miles away, Key West International Airport 54 miles away, Miami Int'l Airport 108 miles away and 137 miles to the Ft Lauderdale Airport. Welcome to the charming and highly sought-after Key Colony Beach - known as the ''Gem of the Florida Keys'' walk or bike the entire city offering a unique island lifestyle. Plus access to the marina, pickleball, golf, tennis, bocce ball, cornhole, playgrounds, and 3 restaurants. Don't miss Sunset Park, where you can take in breathtaking sunsets, live concerts, and many community events year-round. This is more than a home, it is your gateway to island living in paradise. What's Your Hurry, Your Here!

440 9th St, Key Colony

$7,500,000
5 Beds 5 Baths 619886 MLS
At the end of prestigious Sunrise Lane, where land meets open water on 3 sides, 3750 Sunrise Lane stands as one of the most extraordinary waterfront offerings in Key West. Properties of this scale and setting rarely exist, and almost never come to market. Originally built in the 1950s and extensively rebuilt in 1999, this legacy estate sits on a 28,500sf peninsula, offering a rare scale, privacy, and waterfront presence that is nearly impossible to replicate. The 5,378sf residence blends timeless architecture with expansive indoor and outdoor living. The main level features gracious living spaces with heart pine floors, French doors, and light-filled rooms opening to wide terraces and tranquil water views. The home offers 5 bedrooms and 4.5 baths, including 3 first-floor bedrooms and a spacious primary suite designed for comfort and privacy. Upstairs, 2 guest bedrooms open to a covered balcony and rare widow's walk with panoramic views of the Atlantic, Gulf, and surrounding protected lands. At the heart of the home is an expansive family-style kitchen with a large breakfast room, bar seating, desk area, and rich wood cabinetry. A handsome den with a built-in wet bar creates a warm gathering space, while a studio/flex room offers versatility as an office, art studio, fitness room, or guest overflow. The grounds are equally remarkable, featuring mature tropical landscaping, a large swimming pool, and over 3,200sf of brick patios. Nearly 500 linear feet of seawall provide exceptional dockage with a concrete dock and 2 boat lifts offering immediate deep-water access to both the Atlantic and Gulf. An oversized finished 828sf garage with 4 garage doors adds rare flexibility and functionality. This legacy estate awaits restoration and the vision of its next owner. Its setting, structure, and scale create a once-in-a-generation opportunity to reimagine one of Key West's most significant waterfront properties.

3750 Sunrise Ln, Key West

$1,675,000
3 Beds 2 Baths 619885 MLS
Welcome to Key Lime Kottage, a charming waterfront retreat in Grassy Key where life slows down, the water calls, and every day feels like a Florida Keys escape. Currently in a vacation rental program, this turn-key 3-bedroom, 2-bath home offers buyers and investors the rare combination of personal enjoyment, rental potential, privacy, and resort-style living. Kindly provide at least 24 hours' notice for showings. Preferred showing times are Saturdays during check-in/check-out windows, when access is most convenient. Tucked behind lush tropical landscaping, Key Lime Kottage welcomes you with soft yellow cottage charm, a metal roof, white picket appeal, and a peaceful waterfront setting that immediately invites you to relax. From the moment guests arrive, they can imagine themselves slowing down, breathing deeper, and enjoying the Keys lifestyle. A beautiful composite dock leads through the mangroves toward open Gulf views, creating the perfect place for morning coffee, kayaking, paddleboarding, sunset conversations, or quiet moments by the water. The outdoor living area is the heart of the property. With a screened-in pool, spa, covered lounging space, and natural privacy, it feels like a private resort designed for relaxation, connection, and unforgettable memories. Inside, the open living, dining, and kitchen layout feels warm, easy, and welcoming. The home is ready for immediate enjoyment, whether as a personal retreat, a vacation rental investment, or both. For investors, Key Lime Kottage offers strong guest appeal with waterfront living, Gulf views, pool and spa amenities, and proximity to the Dolphin Research Center, The Wreck Restaurant, downtown Marathon, grocery shopping, marinas, entertainment, and MillionAir. Buyers are not just purchasing a property here. They are stepping into peaceful mornings, golden sunsets, waterfront memories, and a Florida Keys lifestyle guests will want to return to again and again.

58773 Overseas Hwy, Marathon

$2,399,000
4 Beds 5 Baths 619881 MLS
Looking for the best of both worlds? Enjoy your vacation home and let it pay for its self when your not. Since January 2024, 229 Pescayo has hosted 113 stays across 860 guest nights and generated $512,831 in accommodation revenue. An incredible 88% occupancy rate 4.96 / 5.0 guest rating Fully furnished, income-generating from day one -- zero ramp-up period This isn't a fixer-upper with 'potential.' It's a proven, cash-flowing short-term rental with the reviews, occupancy, and forward bookings to prove it -- built in 2023 and already established as one of the area's busiest vacation rentals. Why It Performs: Every finish was chosen to drive nightly rate and occupancy, not just curb appeal. Boaters and premium-amenity guests are the target market, and the property is built to convert them into repeat bookings: 72' of deep-water dockage, water & electric at dock, outdoor lighting Less than 10 minutes to open water & Vaca Cut for Gulf access Heated pool with paver decking Covered entertaining area + large covered upper terrace for shaded, salt-air living 240V EV charger 800 sq ft storage enclosure Aluminum gated vehicle access + security cameras The Property: Double doors open into an open-concept kitchen and living space -- quartz countertops, tile backsplash, built-in wine cooler, and tile flooring throughout. Four master suites, each with a private bath, plus an additional half bath for guests. Sold fully furnished -- dishes, linens, smart TVs, all of it. Bottom Line: No lease-up, no renovation, no guesswork on rates. Bring your boat -- the income is already running.

229 Pescayo Ave, Marathon

$645,000
2 Beds 2 Baths 619878 MLS
Welcome to Summer Sea Condominium Apt 424, a beautifully remodeled and fully furnished bayfront residence in the heart of Islamorada. This turnkey, 2-bedroom, 2-full bath condominium offers 1,148 square feet of light-filled living space with open water bay views from an oversized double-width balcony perched among the treetops on the top floor. Designed for both comfort and entertaining, the open-concept floor plan features a spacious living area, modern kitchen, generous storage throughout, and a custom wet bar with a second refrigerator -- ideal for boating and fishing enthusiasts. Both bedrooms are well-appointed and offer comfortable accommodations for owners and guests alike. Summer Sea is a gated waterfront community known for its beautifully maintained grounds, welcoming residential atmosphere, and outstanding amenities. Residents enjoy two swimming pools including a large heated pool, sandy beach area, fitness center, game rooms, community gathering spaces, elevator access, and breathtaking sunset views over Florida Bay. This community has successfully completed its milestone inspection and continues to reflect exceptional pride of ownership with numerous recent improvements, including 2 new elevators, composite dock, remodeled poolside bathrooms, and storm-rated windows and more-- all completed with no special assessments. Whether you are seeking a full-time residence, weekend retreat, or investment opportunity, this exceptional bayfront condominium captures the very best of the Islamorada lifestyle.

88500 Overseas Hwy Unit APT 424, Tavernier

$980,000
3 Beds 2 Baths 619877 MLS
This three bedroom , two bathroom home sits on an expansive 12,200 square foot piece of property in the highly sought after Breezeswept Beach Estates neighborhood on Ramrod Key. Upstairs there are two bedrooms and one bath, and a large kitchen and living room. Downstairs is a one bedroom, one bathroom bungalow with a complete kitchen! The exterior of the property has several updates, including storage sheds, 90 feet of brand new docks with water, electric and a brand new built in fish cleaning table. A new roof was installed in 2023. Plenty of room to stretch out on this property, lots of parking, room for boat trailers, and totally fenced in for your pets. Excellent location for open water access, short canal ride and a couple minutes to picnic island for a relaxing afternoon and sunset!

750 W Indies Dr, Ramrod

$950,000
3 Beds 2 Baths 619875 MLS
On a quiet dead-end street in the highly sought-after Sugarloaf Shores community, sits this fully renovated tropical retreat thats reminiscent of something straight out of a secret garden. Set on an oversized, gated and partially fenced parcel spanning over a quarter acre, this rare non-waterfront property offers the kind of lush green space that's nearly impossible to find in the Florida Keys. Towering old-growth foliage, vibrant established plantings, fresh new landscaping, and newly laid sod create a private, enchanted oasis where every corner invites you to slow down and stay awhile. Built in 1981 of solid concrete block construction and elevated on slab, this beautifully reimagined 3-bedroom, 2-bathroom home offers 1,548 square feet of airy, light-filled living space with bright neutral finishes and thoughtful details throughout. Every inch has been meticulously renovated, blending modern comfort with effortless island charm. Designed to embrace indoor-outdoor living, the property features multiple lanais and entertaining spaces perfect for morning coffee beneath the palms, sunset dinners with friends, or quiet afternoons surrounded by tropical serenity. The expansive lot offers endless opportunity for future enhancements -- envision a resort-style pool and tiki hut, a greenhouse, outdoor kitchen, play space for the kids, or all of the above. There's room here to truly create your dream Keys compound. Downstairs, nearly 400 additional square feet of enclosed storage and utility space adds incredible flexibility, while the paved 3-car carport with lighting and built-in workspace could easily be transformed into the ultimate outdoor entertaining kitchen or hobby space. Beloved Sugarloaf Shores provides peaceful island living with a scenic miles-long paved path, a laid-back Lower Keys atmosphere, and sought-after school district -- all just 15 minutes from exciting Key West. Rare Keys privacy, greenery, and possibility you may never want to leave.

123 Venetian Way, Sugarloaf

$2,390,000
619872 MLS
Fast track your way to receiving a building permit for the home of your dreams. A stunning opportunity to build exactly what you envision for this beautiful ocean front lot, completely cleared and filled to grade. Preexisting home has been removed, thus allowing for a super fast permitting process. once your architectural plans have been submitted you could be breaking ground in two to three months. This 1/2 acre + lot is located in the heart of Marathon, walking distance to the popular Sombrero Beach and Park. There is a bike path/walking path that winds through the golf course, past Publix Shopping Center, the best beach in the Keys and lovely quiet neighborhoods. In five minutes you can be at the Marathon International Airport, Fishermans Hospital or Home Depot. Marathon is a friendly fishing and diving village with many restaurants and shops. The boating access from this lot will accommodate a boat with up to a 4' draft and the channel is clearly marked. Dock Permit readily obtainable.

88 A Tingler Ln, Marathon

$4,599,000
619871 MLS
Seize Your Dream with Fast-Tracked Building Permits!** Unlock the potential to construct your ideal oceanfront retreat on this exceptional estate-sized lot. This stunning 1.5-acre parcel is completely cleared and filled to grade, allowing for an expedited permitting process. With the preexisting home already removed, you can start building in just two to three months after submitting your architectural plans. (ROGO exempt) This property has been divided into two parcels, offering the flexibility to create one or two homes, depending on your vision. It's perfectly situated in the heart of Marathon, just a short stroll away from the renowned Sombrero Beach and Park. Enjoy access to a scenic bike and walking path that meanders through the nearby golf course and connects to the Publix Shopping Center, the best beach in the Keys, and charming neighborhoods. You'll find Marathon International Airport, Fisherman's Hospital, and Home Depot within a quick five-minute drive. Marathon is known for its friendly fishing and diving community, boasting an array of restaurants and shops. The boating access from this lot can accommodate vessels with a draft of up to 4 feet, and a dock permit is already applied for and readily obtainable. Don't miss this rare opportunity to make your seaside dream a reality!

88 Tingler Ln, Marathon

$3,199,000
3 Beds 2 Baths 619869 MLS
Beautifully renovated oceanfront home in Islamorada offering 100 feet of direct ocean frontage, a sandy beach, breathtaking open water views, and mature tropical landscaping. This exceptional concrete stilt home has undergone a spectacular extensive coastal renovation, blending modern luxury with the relaxed elegance of the Florida Keys lifestyle. The residence features 3 bedrooms and 3 bathrooms with a bright, open-concept floor plan designed to maximize natural light and panoramic ocean views. The upstairs living quarters include a stunning new chef's kitchen with custom cabinetry, premium countertops, and high-end appliances, along with beautifully renovated bathrooms and spacious living and dining areas that flow seamlessly onto the elevated oceanfront porch. Recent upgrades include a brand new roof, all new impact windows and doors, renovated bathrooms, a fully redesigned kitchen, updated finishes throughout, and extensive coastal improvements designed for both style and durability. Also included is a New Tiki Hut and an enclosed 480 sqft bonus room/storage. The gated and fenced property also features a gorgeous oceanfront swimming pool with updated pool equipment, outdoor shower, covered parking for multiple vehicles and boats, and abundant storage space. Outdoor enthusiasts will appreciate the impressive 90-foot oceanfront fishing pier with concrete pilings and low-maintenance composite decking, creating the perfect setting to fish, relax, entertain, or take in the spectacular sunrise views over the Atlantic Ocean. This is a rare opportunity to own a fully renovated luxury oceanfront retreat in Islamorada, known as the ''Fishing Capital of the World.''

75071 Overseas Hwy, Islamorada

$1,250,000
4 Beds 4 Baths 619866 MLS
Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features TWO spacious homes, 2BD/2BA on each side, each unit offers approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2020, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power and fresh water hookups. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly next door to Oceanfront Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering pickleball courts, a dog park, kayak launch, open green space, waterfront walking trails, playgrounds, exercise equipment and community events. Conveniently located 4 miles from Sombrero Beach, and 1.5 miles from Coco Plum Beach. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged

574 & 576 99th St, Marathon

$1,399,000
2 Beds 2 Baths 619865 MLS
Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a private island atmosphere while the standing seam galvanized roof and concrete construction provide lasting durability and peace of mind. Inside, the home radiates warmth and coastal character. Vaulted wood tongue-and-groove ceilings draw your eyes upward and create an airy, open feel throughout the living spaces. The thoughtfully designed floor plan flows seamlessly between the kitchen, dining, and living areas, making the home ideal for entertaining family and friends after a day on the water. The kitchen is both stylish and functional with updated stainless appliances, generous cabinetry, pantry and a large dining bar for casual dining. Picturesque pool and water views are enjoyed from the living areas and primary suite. Outside is where this property truly shines. The new waterfront pool creates a resort-style centerpiece from the living area and is surrounded by multiple lounging and entertaining spaces. Relax beneath the tiki hut with a morning coffee, gather around the waterfront firepit at sunset, or enjoy evenings under the stars with the gentle breeze coming off the canal. For boating enthusiasts the deep-draft canal accommodates larger boats with a new 17K boat lift and quick ocean access. The nearby full-service marina offers fuel, bait, refreshments and boat ramp access while the neighborhood waterfront restaurant adds another layer of convenience and charm. Plenty of room for of your gear and toys in the 2-car attached garage. Located 20 minutes from Key West offering the perfect balance between peaceful island living and access to world-class dining and culture.

21012 6th Ave, Cudjoe

$499,000
3 Beds 3 Baths 619863 MLS
This beautifully updated 3 bedroom, 3 bath home in Harbor Shores offers 1,222 square feet with vaulted ceilings, granite countertops and central AC, plus generous closet space in every bedroom. An open living concept connects the kitchen, dining and living areas, easily seating 6 at the table and another 6 in the living room, ideal for entertaining or multigenerational living. This property includes deeded land ownership. You own the lot, not just the home, adding long term value and stability hard to find at this price point. Beyond the home, Harbor Shores is a community built around the water, giving residents access to a private boat ramp and dock rentals just steps away from your front door. HOA is just $230 a month and covers cable, sewer and common area maintenance.

6800 Maloney Ave Unit 13, Stock Island

$849,900
3 Beds 2 Baths 619859 MLS
Welcome to island living in the highly sought-after Key West Golf Club community! This beautifully maintained home at 34 Golf Club Drive offers the perfect blend of comfort, upgrades, and convenience in a gated neighborhood just minutes from Old Town Key West. This light-filled home features an open-concept living area with soaring ceilings, luxury vinyl plank flooring, and sliding glass doors that bring the outdoors in. The updated kitchen offers quartz countertops, white cabinetry, stainless steel appliances, and a functional layout ideal for entertaining or everyday living. Thoughtful upgrades include impact windows on the front and back of the home, hurricane shutters for major entrances and side windows, spray foam insulation in the crawl space, and a newer air handler installed approximately five years ago. A new rear fence and gate provide direct access to the golf course, while peaceful views of the 5th and 6th holes and lagoon create a relaxing island atmosphere. The upstairs bedrooms feature beautiful vaulted ceilings, adding charm and an airy feel throughout the upper level. Outdoor spaces are surrounded by mature tropical landscaping, perfect for relaxing or entertaining. Additional highlights include a termite guarantee already in place for added peace of mind and an assumable VA loan with an exceptionally low 1.99% interest rate. Non-military buyers may also qualify to assume the loan if the property will be used as their primary residence, subject to lender approval and VA guidelines. Residents of the Key West Golf Club community enjoy access to resort-style amenities including two pools, a fitness center, gated security, and beautifully maintained grounds. Whether you're searching for a primary residence, second home, or investment opportunity, this property captures the essence of easy Key West living.

34 Golf Club Dr, Key West

$799,000
619855 MLS
Oceanside Elegance Awaits - Your Ultimate Waterfront Retreat Discover an unparalleled waterfront escape with this brand-new Luxury Canal-front Platinum RV Lot 2, thoughtfully designed to accommodate RVs of all sizes. This premium lot boasts an expansive Tiki Hut, adorned with custom handcrafted wooden cabinets and modern Trex decking, creating an inviting outdoor sanctuary. Indulge in top-tier amenities, including a full-size refrigerator, oversized flat-screen TV, ceiling fans, ample lighting, and multiple outlets--all designed for effortless comfort. The brand-new aluminum outdoor decking features cutting-edge cooling technology, ensuring a refreshingly cool surface even on the sunniest days. Relax in style on the newly appointed wicker furniture, complete with chaise lounges and an elegant dining set, perfect for alfresco gatherings. Your private retreat extends to a dedicated dock, enhanced with ambient lighting, a convenient spraying station, and a hose, making it ideal for securing your boat or jet skis before setting off on a day of aquatic adventures.Encircled by lush tropical landscaping, this lot offers a serene, private oasis where you can unwind in the gentle ocean breeze and witness breathtaking sunsets that create lasting memories. With high rental demand, this property is not just a dream getaway but also a lucrative investment opportunity. Your coastal sanctuary awaits-embrace the luxury lifestyle you deserve!

2950 Overseas Hwy Unit # 2, Saddle Bunch

$2,200,000
619852 MLS
High visibility fully equipped restaurant and market available for sale. Includes Real Estate, all furnishings, fixtures, and equipment (FF&E.) Property provides ample parking for 135 seat restaurant currently with an SFS Liquor License. Well established location known by locals and visitors alike. Multi-faceted operation with 2,762 sq ft containing high quality dining, fresh seafood market, and tiki bar. Business added the 700 sq ft of open deck for extra seating and liquor license in 2022. Business is not operating currently but property is turnkey and ready to start serving immediately for the right Buyer. . Real Estate consists of 3 +/- acres, 11,761 sq ft of which is a corner lot including improvement and 60 +/- linear feet on US 1, with Signage and centrally located in Marathon's main commerce bubble. The remaining 2.73 acres is deemed environmentally sensitive.

6950 Overseas Hwy, Marathon

$1,199,000
3 Beds 3 Baths 619848 MLS
Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs. Step into an open-concept main living area with numerous windows to let in the natural light. Easy to clean tile throughout. The heart of the home is a modern kitchen featuring a large island, custom cabinetry, and premium finishes--perfect for entertaining and everyday living. The spacious side and backyard provide ample space for trailers, boats, or a future pool, making it perfect for outdoor enthusiasts. Speaking of pool, there is a current, valid pool permit that has been issued for the property and can be transferred to the next owner. This home is located just minutes from the ocean, marinas, shopping, and dining. It is zoned for highly rated Coral Shores High School. This home offers the rare opportunity to own an almost new, move-in-ready property in the Upper Keys. Don't wait--schedule your private showing today and make this modern island retreat your forever home!

143 N Hammock Rd, Islamorada

$545,000
3 Beds 3 Baths 619843 MLS
Welcome to island life! Exceptional value and easy island living in the heart of Marathon! This tri-level 3 bedroom 3 bath detached home offers the privacy of a gated community with an in-ground pool, electric security gate, and quick access to all of Marathon's restaurants, marinas, shops, and adventures. Location location location! Only an hour away from vibrant Key West, an hour away from beautiful Islamorada, and just minutes to the water in every direction. You can't get better than this! Downstairs features a fantastic storage space for all your fishing, diving, and boating gear, plus bonus space perfect for a gym or hangout area. When you step into the main level, you get model home vibes! It is bright and welcoming with plenty of natural light, an eat-in kitchen, open living area, half bath, laundry area, and a covered balcony perfect for relaxing after a day on the water, or just to enjoy those magical Florida Keys sunsets. Upstairs you'll find three bedrooms, including a spacious primary suite with double closets and a private bath. Whether you're looking for a full-time home or a Keys getaway, this one checks ALL the boxes for comfortable Florida Keys living. This home is truly a STUNNER! *Super low insurances of only $4,539 annually* **THIS IS NOT A LAND LEASE. YOU OWN THE LAND***

325 25th St, Marathon

$3,750,000
4 Beds 4 Baths 619842 MLS
Morning Glory - The Dolphin House is one of those rare oceanfront sanctuaries where time softens, stress fades, and every sunrise feels like it was created just for you. Welcome to Morning Glory - The Dolphin House. There are homes you visit... and there are homes you feel the moment you arrive. Perfectly positioned on an oversized direct oceanfront lot, this extraordinary 4-bedroom, 3.5-bathroom residence with 2,478 square feet invites you into a lifestyle many dream about--but few ever experience. As you step inside, you are greeted by tasteful coastal elegance, natural light, and sweeping blue-water views that instantly quiet the mind. Every room feels intentional, warm, and beautifully curated. The décor blends sophistication with comfort, creating a space where luxury feels effortless. Imagine waking each morning in your private suite as the first golden light rises over the Atlantic. Open your eyes to endless turquoise water, soft breezes, and the promise of another perfect day. Walk onto the expansive veranda with your morning coffee, where the sunrise slowly paints the sky. In the evening, the moonrise becomes your private show--silver light dancing across the water while the world grows still. Outside, the experience becomes unforgettable. Spend afternoons floating in the pool beneath swaying palms. Gather friends and family for waterfront dining as laughter mixes with the ocean breeze. Slip into the hammock with soft music and your favorite book. End the night beside the fire pit with a warm drink, toasted marshmallows, and stories under a sky full of stars. This is more than a beautiful home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and now wants to truly live well, Morning Glory - The Dolphin House is not just a property. This is more than a beautiful oceanfront home. It is where memories are created. Where families reconnect. Where success is celebrated. Where peace returns. For the buyer who has worked hard and is ready to live well, truly, Morning Glory - The Dolphin House is not just a property. It is a reward. It is a retreat. It is a lifestyle. It is your chance to own a piece of oceanfront paradise.

17387 E Dolphin St, Sugarloaf

$864,000
2 Beds 2 Baths 619841 MLS
Set in the peaceful, natural surroundings of Port Pine Heights, this thoughtfully updated home offers the relaxed, unhurried lifestyle that makes this Lower Keys community so desirable. Over $100,000 has been invested in updates and improvements, allowing the next owner to enjoy a beautifully refreshed home without the time, expense, and uncertainty that often come with renovating. Recent updates include a reimagined kitchen layout with new cabinetry and quartz countertops, beautifully renovated bathrooms with tiled showers and new vanities, new composite decking with sleek aluminum railings. The screened porch has been upgraded with micro-mesh screening, while fresh interior and exterior paint, updated fixtures, and thoughtful finishing touches complete the improvements throughout. Boaters will appreciate the quick, convenient access to Pine Channel and Contents Key, making days on the water easy to enjoy. This home also offers an impressive 702 sq. ft. of fully air-conditioned storage space below, providing exceptional flexibility for storage, hobbies, gear, or additional workspace. Move-in ready, thoughtfully updated, and wonderfully connected to the laid-back beauty of island living.

3674 S Seas St, Big Pine

$2,150,000
5 Beds 3 Baths 619837 MLS
A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

112 Bruce Ct, Marathon

$450,000
2 Beds 2 Baths 619836 MLS
Affordable Living in the Florida Keys Has Arrived! Welcome to this charming 2-bedroom, 2-bathroom home offering comfortable living space, an open-concept layout, and inviting outdoor areas perfect for dining, entertaining, or simply enjoying our beautiful Florida Keys lifestyle. Step inside to a bright and open living room and kitchen just off the front entry. Both bedrooms are privately situated toward the back of the home. The Primary bedroom includes direct access to the backyard area, an ensuite bathroom with walk-in shower, and plenty of closet/storage space. Qualified buyers may have the opportunity to assume the current mortgage, VA and FHA buyers this home is a must see. Additional highlights include ample parking, a great neighborhood, and a convenient location just minutes from Bay View Park, Baby's Coffee, the famous Sugar Shark Market, and NAS Key West on Boca Chica. Come see this home now, at this price, this one will not last long!!

4 Coral Dr, Saddle Bunch

$1,399,000
3 Beds 2 Baths 619835 MLS
Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

22939 Gasparilla Ln, Cudjoe