Refine Search
Map
Sort by
243 Golf Club Dr, Key West
$1,245,000
3 Beds ⋅ 3 Baths ⋅ 620031 MLS
MOTIVATED SELLER! Turn Key Golf Club home overlooking the 17th hole in the Sanctuary. This home is located on one of the largest lots in the development and is approved by the HOA to build your dream pool (buyer to verify). The home features a rare private oversized carport for two vehicles and a detached storage unit. The Key West Golf Club community features two gorgeous pools surrounded by lush tropical landscaping, a gym at the clubhouse, on-site security and managers. Property is currently being leased.

243 Golf Club Dr, Key West
59 Ed Swift Rd, Big Coppitt
$675,000
2 Beds ⋅ 3 Baths ⋅ 620025 MLS
Located just 10 miles from Key West, this 2 story elevated home is the perfect space for full time living or a second home get away. This beautifully maintained 2 bedroom, 2.5 bath modular home offers the perfect blend of comfort, durability, and low-maintenance Florida Keys living. Situated on a fully fenced lot with artificial turf for year-round curb appeal and easy upkeep, the property is ideal as a full-time residence, vacation retreat, or second home investment. Built for peace of mind, the home features a metal roof along with all impact-rated windows and doors, helping keep insurance costs lower while providing excellent storm protection. The elevated design offers covered parking and storage space below, plus an exterior shed for all your tools, bikes, fishing gear, and island toys. Inside, you'll find a bright and inviting layout with spacious bedrooms, open living areas, and a functional floor plan designed for relaxed Keys living. Enjoy the convenience of being just minutes from Key West while still having the privacy and laid-back atmosphere of the Lower Keys. Whether you're looking for a low-maintenance primary home or the perfect island getaway, this property checks all the boxes.

59 Ed Swift Rd, Big Coppitt
414 E Caribbean Dr, Summerland
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 620024 MLS
OCEANFRONT, CBS, POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful newly painted exterior, this elevated 4 bed 3.5 bath home offers 2,766 sq. ft. of beautifully designed living space where soaring ceilings and walls of glass frame endless turquoise water views. Rare 3 bedroom suites with ensuite bathrooms, and a 4th bedroom or office with ensuite half bath. The expansive open-concept living and entertaining areas create a seamless indoor-outdoor flow perfect for relaxing or hosting guests after a day on the water. Separate laundry room is a bonus. A rare concrete dock with a protected cut-in boat slip provides quick deep-water access to the Atlantic with no long canal commute--placing you minutes from world-class offshore fishing, reef diving, sandbars, and endless boating adventures. Step outside to your private oceanfront oasis featuring a sparkling pool and spa, expansive lounging decks, and a poolside kitchen designed for sunset entertaining and waterfront gatherings. Panoramic open-water views and ocean breezes create the perfect Keys atmosphere. Upstairs, the spacious primary suite offers stunning ocean views, a private balcony, and a peaceful retreat overlooking the Atlantic. Additional features include impact windows and doors, a metal roof, a chef's kitchen with granite countertops and stainless steel appliances, plus convenient access to the nearby Summerland Key Cove Airport for easy fly-in/fly-out travel in light aircraft. This rare offering combines luxury living, protected deep-water dockage, immediate ocean access, and unforgettable open-water views in one of the Florida Keys' most sought-after waterfront communities

414 E Caribbean Dr, Summerland
89505 Old Hwy, Tavernier
$26,400,000
7 Beds ⋅ 10 Baths ⋅ 620022 MLS
Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

89505 Old Hwy, Tavernier
30525 Winifred St, Big Pine
$1,125,000
3 Beds ⋅ 3 Baths ⋅ 620017 MLS
Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an oversized 21,438 fenced in corner lot with a private gated entrance, the property provides exceptional privacy and a peaceful setting surrounded by tropical beauty. Plenty of space for your RV, Boat Trailer and more. It's a boaters dream. Access the Atlantic or Gulf in minutes. 15,000 lb. Boat lift added in 2024. Inside, the home features 1,774 square feet of thoughtfully designed living space with 3 bedrooms and 3 bathrooms. The third bedroom has a private entrance and could be used as guest quarters or an in-law suite. The updated kitchen showcases modern finishes and functionality, while the beautifully renovated bathrooms reflect today's contemporary style and comfort. Spacious living areas and an inviting layout create an ideal environment for both relaxing and entertaining. Impact Windows and Doors. New AC year 2026. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this canal-front property offers the privacy, upgrades, and Florida Keys lifestyle buyers are searching for. Call to schedule your private tour. Sellers are motivated.

30525 Winifred St, Big Pine
7070 Overseas Hwy, Marathon
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 620015 MLS
7070 Overseas Highway in the heart of Marathon presents an incredible mixed-use investment opportunity in a prime Overseas Highway location with outstanding visibility and endless potential. Formerly operating as a flower shop, Marathon florist, this versatile commercial property offers flexibility for a wide range of business ventures, income-producing opportunities, or redevelopment concepts. The property features approximately 4,168 finished square feet and is zoned for mixed use, making it appealing for a variety of uses! The high-traffic location provides exceptional exposure along one of the Florida Keys' busiest corridors. Looking to expand income potential? The second floor includes three residential rental units, creating immediate revenue opportunities: • One spacious 2-bedroom unit • Two 1-bedroom units Whether you are an investor seeking multiple income streams, an entrepreneur ready to launch a business in the Keys, or someone searching for a live/work opportunity, this property offers exceptional flexibility and long-term value. With mixed-use zoning, strong visibility, rental income potential, and a sought-after Marathon location, 7070 Overseas Highway is truly a rare opportunity for business investments, ventures, and future growth.

7070 Overseas Hwy, Marathon
2116 Fogarty Ave, Key West
$1,249,000
3 Beds ⋅ 2 Baths ⋅ 620013 MLS
Welcome to this beautifully renovated 3-bedroom, 2-bathroom home that perfectly blends modern finishes with warm, inviting living spaces. From the moment you arrive, you'll love the charming curb appeal, spacious covered front porch, and bright, airy interior filled with natural light. The heart of the home is the stunning chef's kitchen featuring an oversized quartz island, custom white shaker cabinetry, stainless steel appliances, abundant storage, and sleek designer finishes throughout. The open-concept layout flows seamlessly into the living and dining areas, making it ideal for entertaining and everyday living. The bedrooms offer comfort and flexibility, and both bathrooms have been thoughtfully updated with clean, modern touches. Located in a desirable neighborhood close to schools, shopping, dining, and local amenities, this move-in-ready home offers the perfect combination of style, comfort, and functionality.

2116 Fogarty Ave, Key West
220 W Indies Rd, Tavernier
$714,900
4 Beds ⋅ 2 Baths ⋅ 620008 MLS
FANTASTIC INVESTMENT OPPORTUNITY Newly renovated FULL DUPLEX! 2/1 on each side. Tenants in place in both units.Stainless appliances, laminate flooring and solid surface countertops round out this functional & welcoming space! Nice yard space on both units! Great location within walking distance to Harry Harris Park, where you'll find a boat ramp, playground and more for days filled with fun for the whole family! Tenants in place in both units. PROOF OF FUNDS REQUIRED TO SHOW PROPERTY. ALLOW 72 HOURS TO ARRANGE SHOWINGS.

220 W Indies Rd, Tavernier
24285 W Caribbean Dr, Summerland
$390,000
620006 MLS
Purchase this deep draft canal front LOT in Summerland Key in the Florida Keys. The building permit is in-process for a 3 bedroom/ 2 bath stilted single family residence (cost of the home is additional). The plans shown are for a 1320 sq ft' 3/2 elevated Affinity home with features that include impact doors and windows and built to 180 mph which is great for your insurance rates. This canal has incredibly easy access to the Atlantic and Gulf with deep draft. Buy the land now and when your permit comes in, you can start building or you can change the plans. Price does not include the home and will increase as construction progresses. Limited lots are available in this upscale neighborhood. DOCK permit update from Army Corp.

24285 W Caribbean Dr, Summerland
35 Atlantic Dr, Key Largo
$750,000
4 Beds ⋅ 2 Baths ⋅ 620003 MLS
Experience the charm of Florida Keys living in this beautifully maintained home situated on an expansive 8,775 s/f lot. Offering 4 bedrooms and 2 bathrooms within 1,664 s/f of living space, this property combines comfort, durability, and modern convenience. Designed for peace of mind, the home features impact windows and doors, a durable metal roof, and an elevated A/C unit approximately 3-4 years old. Inside, you'll find easy-to-maintain tile flooring throughout, creating a bright and functional living environment. The property is also equipped with preparation for RV installation and an electric vehicle charging station, making it ideal for today's lifestyle needs. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this Florida Keys property offers space, upgrades, and island living in a prime setting.

35 Atlantic Dr, Key Largo
701 Spanish Main Dr Unit 639, Cudjoe
$425,000
2 Beds ⋅ 1 Baths ⋅ 619998 MLS
Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining from the kitchen, dining room, and living room area. Features a large master bedroom, full size bathroom with new vanity and new stackable washer/dryer, well stocked kitchen with a full line of appliances, metal roof, and tile floor throughout. Enjoy the tropical landscaped backyard while grilling dinner or relaxing on your private deck. Indulged in the community's amenities, including an oceanfront heated saltwater pool and jacuzzi for ultimate relaxation. A marina with a fuel dock, convenient store and boat launch for the boater enthusiasts. Stay active and engaged with pickleball and tennis courts! And for Kids' there's a playground where the little ones can have fun. Venture Out is an individual owned residential condominium community with 24 hour gated security, located only 19 miles from the vibrant city of Key West! Parking for one vehicle, no age restrictions, two pets allowed, and transient (1 day) rentals are permitted. Possible Seller Finance

701 Spanish Main Dr Unit 639, Cudjoe
140 S Bay Harbor Dr, Key Largo
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 619995 MLS
Your Dream Beach Home Awaits! 🌴Majestic Single Family Home for SaleLocation: Nestled in a quiet residential area, this stunning home sits on a spacious corner lot (50 x 100 ft) surrounded by beautiful gumbo limbo trees and vibrant tropical foliage.Key Features:Spacious Living: Approx. 1800 sq. ft. of living space 2 stories of comfort and style Ground Level: Welcoming entrance with a glass door leading to a small foyer 2 Large Bedrooms with ample natural light 1 Full New Bath featuring a high glass shower Each bedroom includes a new AC split One bedroom offers a glass door opening to a private back patio--perfect for relaxation! Upper Level: Expansive Living Room and Dining Room with an open layout Modern Kitchen with granite countertops Huge Master Bedroom with a private bath and an abundance of windows, creating a bright and inviting atmosphere High ceilings enhance the sense of space and light Separate entrance for added convenience Exterior Highlights:Unique lush setting with a wall surrounding the propertyMain gate entrance on Main StreetHuge Front Patio--ideal for entertaining or enjoying the outdoorsRoom for a pool to create your personal oasisAdditional Information:Fully furnished (included in the sale)Lease option available for a minimum of 6 months- The best to offer is the magnificent HOA park with private beach . Face time video available .Easy to show--vacant and ready for you!

140 S Bay Harbor Dr, Key Largo
3610 S Seas St, Big Pine
$850,000
5 Beds ⋅ 3 Baths ⋅ 619979 MLS
Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2 bedrooms and 1 bathroom and is currently rented month-to-month for $4,000, with the tenant also utilizing the upstairs portion of the home. This property is loaded with upgrades and features for convenience, security, and outdoor enjoyment, including a shingle roof approximately 8 years old, impact windows throughout, and two elevated A/C units that are less than 4 years old. Boating and recreational enthusiasts will appreciate the 50-foot dock, along with existing preparation for water and electricity service for boats on the canal. Additional highlights include a 16-camera security system, RV preparation, and readiness for an electric vehicle charging station. Perfectly located just a 5-minute walk from the coast, this exceptional property combines waterfront lifestyle, flexibility, and modern upgrades in one incredible Florida Keys opportunity.

3610 S Seas St, Big Pine
1409 Whalton St, Key West
$2,500,000
8 Beds ⋅ 4 Baths ⋅ 619978 MLS
Discover an exceptional investment opportunity in the heart of the Florida Keys! Situated on a spacious lot just 3 minutes from the beach and world-famous Duval Street, this unique multi-unit property offers versatility, comfort, and island-style living at its finest. The main residence features 5 bedrooms and 3 bathrooms across 2,432 total s/f, designed for both relaxation and entertaining. Enjoy a private pool with pool heater, along with the convenience of two elevated A/C units, both less than 4 years old. The second unit offers 3 bedrooms and 1 bathroom with 1,504 total s/f of living space, plus a 2-car garage and its own elevated A/C unit, also less than 4 years old. Built for peace of mind and modern living, the property includes a durable metal roof, impact windows throughout, camera security system, preparation for an electric vehicle charger, and separate electric and water meters for each unit. Whether you're seeking a primary residence, vacation retreat, or income-producing property, this rare Florida Keys gem combines location, flexibility, and outstanding features in one incredible package.

1409 Whalton St, Key West
87 Cannon Royal Dr, Shark Key
$9,999,000
5 Beds ⋅ 5 Baths ⋅ 619975 MLS
Introducing an extraordinary and completely custom Polynesian-inspired estate designed by the owner with finishes imported from all over the world. Perfectly positioned on the most premier lot within the exclusive gated enclave of Shark Key, offering an exceptional blend of privacy and waterfront luxury. Set on a sprawling 1.56-acre lot with an impressive 850 feet of water frontage, this custom residence spans approximately 4,622 sq. ft. and captures breathtaking open water views and unforgettable sunset skies. A long private driveway sets a dramatic tone on arrival, winding through lush grounds and passing the tennis court before revealing the home in complete privacy and anticipation. Inside, a grand entry leads into the Chef's Kitchen and Great Room boasting 180 degree water views. Soaring cathedral ceilings, rich mahogany woodwork, and exposed beams create a warm yet striking architectural statement. Walls of glass doors frame open water views and open seamlessly to the expansive wraparound deck, perfect for entertaining or enjoying iconic Keys sunsets. The thoughtfully designed layout separates the North and South wings, connected by a striking mahogany-wrapped hallway that enhances flow and elegance. The main wing is home to all Living Areas and the Primary Suite featuring soaring ceilings, his & her dressing areas and bath featuring imported tile and water views. The South wing offers exceptional flexibility with a second living area and 4 Bedrooms creating a private retreat for family and visitors. A winding staircase leads to a second-floor guest suite with elevated open water views and serene privacy. Intricate coastal tilework throughout and the custom emerald tile roof reinforces the island aesthetic, while impact windows provide durability and peace of mind. Outdoor living is truly exceptional, featuring a wraparound deck, resort-style pool, multiple tiki huts, and a waterfront lounging area ideal for entertaining or relaxing.

87 Cannon Royal Dr, Shark Key
57783 Morton St, Marathon
$25,000,000
10 Beds ⋅ 13 Baths ⋅ 619972 MLS
Newly Built Gulf-front Sanctuary with Panoramic Views, Guest and Pool Houses, Luxe Outdoor Living, and a Deepwater Navigable Dock. Set on 3 secluded acres+/- along one of the most protected stretches of the Gulf of America, 57783 Morton Street is a newly completed estate of rare scale, privacy, and modern coastal design. Surrounded by water, sandscape, and tidal ponds alive with marine life, the property offers more than 200'+/- of direct water frontage and uninterrupted views across the open Gulf. Completed in 2025 by builder and developer Alderuccio Corporation, this resilient, elevated retreat is constructed entirely of concrete and impact glass and is designed for effortless indoor-outdoor living. With three distinct finished living spaces totaling approximately 10,000 SF+/-, the estate functions as a private resort offering privacy, recreation, and exceptional access to the best of the Florida Keys. Though private and serene, the estate remains close to everything that defines Keys living. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport lies 4 miles+/- from the property for seamless private aviation access. Deepwater routes, snorkeling coves, and renowned fishing grounds are just moments from the protected 100' dock. The architecture emphasizes clarity, durability, and immersion in water and light. Walls of impact glass capture views of the Gulf, the bay, and the property's own tidal ponds, allowing natural light to animate the interiors throughout the day. Generous room proportions, ceiling heights of 10' to 12', and open circulation reinforce a sense of airiness and connection. Every finish, from porcelain flooring to quartzite counters and exterior of shell-stone, was selected for both resilience and refined coastal style. Smart home systems, solar power with battery backup, and integrated storm protection underscore a commitment to performance and longevity.

57783 Morton St, Marathon
31128 Ave G, Big Pine
$799,000
3 Beds ⋅ 2 Baths ⋅ 619969 MLS
Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2 bathrooms, porcelain tile floors throughout, a beautiful open kitchen for entertaining and a large patio in the front of the house with a sliding door that let in a wonderful breeze in the evenings. The extra space that the double lot provides gives this property incredible potential for endless possibilities such as a pool, or tiki and whatever else your heart desires to create your very own tropical oasis. Fencing is in place on the sides and rear and partially fenced in at the front. Located just a few blocks from Big Pine Key Park that offers a playground, bike path, skate park, shuffleboard, basketball courts and pickleball courts. There is plenty of parking underneath the house on a concrete slab with a newly constructed enclosure with an 8 foot wide powered garage door with battery back-up. This enclosed space provides plenty of storage space for all your outdoor, fishing and boating equipment. The boat ramps are conveniently located minutes away and are free. The state road 4A ramp on Little Torch is also a great option and is only a 7-minute drive. Property is for sale unfurnished however the washer, dryer, and upstairs appliances are being sold with the home. Just a short drive to Marathon and Key West.

31128 Ave G, Big Pine
55 Boca Chica Rd Unit 32, Big Coppitt
$255,000
1 Beds ⋅ 1 Baths ⋅ 619966 MLS
A HIDDEN GEM. Welcome to easy island living in the gated waterfront community of Seaside Resort on Big Coppitt Key. This 1-bedroom, 1-bath home is an excellent opportunity for retirees, military personnel, or second-home buyers looking for an AFFORDABLE place to enjoy the Florida Keys lifestyle without the upkeep of a large property. Designed for comfortable, low-maintenance living, the home features an office space along with a covered carport perfect for shaded parking, outdoor seating, or storing your Keys gear in the storage unit. Whether you're looking for a peaceful full-time residence, a seasonal retreat, or a lock-and-leave vacation property, this home checks all the boxes. An added benefit is that the roof was replaced in 2019. Seaside Resort is a quiet, friendly condominium community offering two community (salt) pools, laundry facilities, marina access, and the added peace of mind of gated security while you're away. Residents enjoy a relaxed atmosphere with convenient access to boating, fishing, restaurants, and nearby amenities. Located just a short drive from Key West (10 miles), you can enjoy all the dining, entertainment, and island charm of Key West while coming home to the quieter pace of Big Coppitt Key. An added bonus: you own the land! Please note this is a no-pet community.

55 Boca Chica Rd Unit 32, Big Coppitt
91865 Overseas Hwy, Tavernier
$5,999,000
619962 MLS
Exceptional mixed-use investment opportunity in the heart of Tavernier at 91865 Overseas Highway. This fully renovated income-producing property features a strong tenant mix consisting of 10 residential apartments and 5 established commercial tenants, including a popular pizzeria, boutique doctor's office, hair and nail salon, coffee shop, and additional long-term businesses serving the Upper Keys community. The property has undergone extensive interior and exterior renovations with quality craftsmanship and attention to detail throughout, including high-impact windows and doors, updated plumbing and electrical systems, 2023 Metal/Shingle Roofs, new A/C units, paver walkways, exterior lighting, fresh stucco and paint, tile flooring throughout, zebra shades, and fully furnished all inclusive residential units. Positioned along the highly trafficked Overseas Highway corridor, this landmark property in the south end of Key Largo offers stable cash flow, strong rental demand, and substantial annual revenue with market-rate leases already in place. Under the current Profit & Loss Statement, the property is producing approximately a 7% return based on the asking price. Seller financing available with up to $3,000,000 owner financing offered at 4% interest-only payments for up to 3 years. A rare turnkey commercial asset in one of the Florida Keys' most desirable and supply-constrained markets.

91865 Overseas Hwy, Tavernier
141 Simonton St, Key West
$3,400,000
3 Beds ⋅ 3 Baths ⋅ 619959 MLS
Located within the quiet, gated security of Old Town Villas, this 3-bedroom, 3-bathroom townhome offers a sophisticated, low-maintenance island retreat just one block off of Duval St. Built in 2017, with solid concrete construction, this exceptional residence blends contemporary elegance with a thoughtfully designed layout that maximizes privacy, comfort, and functionality. Stepping inside, the interior is highlighted by beautiful tile flooring that runs seamlessly throughout. The main level features an open-concept layout with a spacious living room and chef's kitchen complete with stainless steel appliances and granite peninsula offering abundant prep space and casual seating. Just off the kitchen, a flexible-use room can serve as a dining area or private bedroom suite, complete with its own ensuite bathroom. A hallmark of this property is the extensive amount of premium, custom-built cabinetry and shelving installed throughout by the California Closets, offering unparalleled storage and organization. For effortless luxury, a private elevator services all four levels, transporting you from the two-car garage all the way to the rooftop terrace. The third floor hosts two spacious ensuite bedrooms, each featuring private balconies and large walk-in closets complete with custom organizational systems. The top floor is dedicated to an open living room and office area--a flexible bonus space filled with natural light. Step out from this upper lounge onto the spectacular rooftop terrace, equipped with custom awnings for comfortable shade, designed to capture both sunrise serenity and vibrant sunset views. For total peace of mind, the home features impact-rated windows and doors throughout. Beyond your front door, enjoy the exclusive community amenities, including a large pool and cabana. Conveniently situated near the very best dining and boutiques Key West has to offer, this home delivers the ultimate blend of privacy, location and the coveted Key West lifestyle.

141 Simonton St, Key West
323 Bay View Ave, Key Largo
$725,000
3 Beds ⋅ 2 Baths ⋅ 619954 MLS
Without Leaving South Florida: Private Key Largo Home With Boat Ramp & Bay Access This legal 3-bedroom Key Largo home that is increasingly difficult to find: privacy, parking, low HOA fees and easy Florida Bay access without waterfront pricing. Walk approximately 800 feet to the private homeowners' beach, dock and boat ramp. Bring the boat, RV and weekend bags. With only one neighboring property, abundant parking and flexible indoor space, this can work equally well as a weekend escape, seasonal home or full-time Keys residence, without waterfront pricing. KEY LARGO ESCAPE | $725,000 3BR • 2BA • Approx. 1,800 SF ✓ Private homeowners' beach ✓ Boat ramp + dock access ✓ Approx. 800 feet from Florida Bay ✓ Only one neighboring property ✓ Boat & RV parking ✓ Legal 3-bedroom configuration ✓ Accordion shutters ✓ Flex/work-from-home space

323 Bay View Ave, Key Largo
31 Sea Lore Ln, Shark Key
$12,500,000
6 Beds ⋅ 7 Baths ⋅ 619953 MLS
This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of the Florida Keys' most exclusive gated communities. Positioned on Sea Lore Lane, this 18,750 sq ft waterfront lot offers more than 90 feet of pristine shoreline and uninterrupted open water views. Designed by Artibus Design, the residence is currently under construction and envisioned as a nearly 6,000 sq ft modern coastal showpiece with 6 bedrooms and 6.5 bathrooms. Every inch of this home is being thoughtfully built for modern waterfront living, combining bold architecture, expansive walls of glass, elevated finishes, and seamless indoor outdoor flow throughout. This is the appeal of brand new construction in the Keys. Fresh design. Modern materials. Current building standards. A home created for the way buyers want to live today. Inside, expansive open living spaces, gallery style proportions, striking focal points, an indoor gym, and a large entertainment room create a setting that feels both sophisticated and inviting. Outside, a resort style waterfront environment takes center stage with a pool, expansive covered outdoor living spaces, and a large three car garage beneath the home, all designed to maximize the incredible setting and open water views. For a limited time, a buyer has the rare opportunity to step in and customize finishes and details, helping shape the final vision while avoiding the years of planning, approvals, and uncertainty that can come with building in the Florida Keys. With construction already in progress, this is an opportunity to secure one of the most exciting new builds coming to Shark Key before completion. This is more than new construction. It's the opportunity to own one of the island's most exciting new waterfront homes and create something truly exceptional in the Florida Keys.

31 Sea Lore Ln, Shark Key
Not Provided
$347,500
619950 MLS
1 Wet TDR - for Village of Islamorada ONLY transferable building right to use as market rate residential construction. Buyer to verify that their lot will be approved by the Village of Islamorada. Buyer to pay all costs associated with applying for the transfer to the Buyer's lot and all costs associated with the closing of transaction. OWNER FINANCING Available. This sale does not include any real property Seller is License Real Estate Broke in State of Florida

Not Provided
142 Guilford Ct, Tavernier
$5,499,000
5 Beds ⋅ 5 Baths ⋅ 619946 MLS
Welcome to 142 Guilford Court, a stunning bayfront home located in the highly desirable and sought out neighborhood of Hammer Point. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront home was designed for effortless Florida Keys living with panoramic bay views from both the the living spaces and primary bedroom, exceptional outdoor spaces, and high-end finishes throughout. Offered completely turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom residence features approximately 3,500 square feet of interior living space spread across three levels with elevator access to all floors. Every bedroom offers its own private en-suite bathroom, creating the perfect layout for hosting family and guests in comfort and privacy. The open-concept main living area is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef's kitchen includes premium appliances, quartz countertops, a large butler's closet/pantry, warming drawer, and generous entertaining space that flows seamlessly into indoor and outdoor living areas. Outside, enjoy a resort-style bayfront setting with a concrete dock, sparkling in-ground pool, multiple balconies and patios, fenced yard, covered parking, and breathtaking sunset views over the water. Whether you are looking for a full-time residence, luxury vacation home, or premier Florida Keys waterfront retreat, this property delivers the best of island living. Located in the Tavernier, minutes from Tavernier Creek and many dining venues, 142 Guilford Court is a rare opportunity to own a newer construction bayfront home in the Florida Keys with direct water access and timeless coastal design.

142 Guilford Ct, Tavernier
13 Old State Road Ky, Key Largo
$407,000
2 Beds ⋅ 1 Baths ⋅ 619936 MLS
Move right into this well-kept property. Open style with kitchen and living area combined creating an atmosphere of a gathering for an event full of memories. Kitchen counter located for serving a full-size number of gourmet creations with this gas stove. Two bedrooms with laundry inside for your pleasure. Huge carport which could easily be converted to another living area in the future. Carport for covered parking along with a utility shed for storge. Great Community at the Harborage offering a heated pool, club house, and great views and breezes from the open Ocean. Boat ramp presently out of order. Beautiful kept grounds and immaculate property.

13 Old State Road Ky, Key Largo
1104 Truman Ave, Key West
$2,247,000
5 Beds ⋅ 4 Baths ⋅ 619930 MLS
Prime Old Town Key West Location with Off Street Parking and 55 ft of Truman Avenue Frontage. The property currently consists of four licensed rental apartments; one 2BR/1BA unit and three 1BR/1BA units. Property formerly configured for two business offices. Perfect for your business downstairs and reside upstairs. Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Lots of Options: long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with commercial use on the ground level and residential above. The flexible interior layout also offers the potential to be a duplex. Or reimagine as a spacious single-family residence. Conversion to four condos offers the highest investment return. This is an extremely well-located property with multiple use possibilities. Buyer to verify any conversion from existing use. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value.

1104 Truman Ave, Key West
617 Front Unit B-24 Week 45, Not Provided
$37,500
2 Beds ⋅ 2 Baths ⋅ 619929 MLS
Experience deeded ownership of the same week, each year (Week 45) at the highly desirable Galleon Resort with this premier timeshare opportunity. This unit showcases a wonderful location and some of the most spectacular sunsets in all of Key West. Filled with natural light, the residence also features a private balcony perfectly positioned to capture the stunning waterfront scenery above the resort pool. Relax with views passing sails and night cruising just beyond your doorstep. In the evenings, open the balcony doors to enjoy the warm Gulf breezes and the calming sounds of the water and the acoustic live music from the resort's tiki bar. Owners have the option to place the unit into the on-site Galleon Concierge Management rental program. Comparable 2-bedroom, 2-bath units during this week typically rent for approximately $3,885 to $5,775 per week. Annual dues are $1,585 (2025), with property taxes around $262 per year. Enjoy personal use of this exceptional resort property or choose to rent it out. Week 45 (September 1st-8th) is an ideal time to visit, with beautiful weather, lighter crowds, and the laid-back island vibe that makes Key West so special. This is a rare chance to own a prime week in one of the Galleon Resort's sought-after residences. Situated in the heart of Old Town, the timeshare deeded condo is only two blocks from Duval Street and adjacent to the Historic Seaport Marina. Take the elevator or walk downstairs to enjoy the Galleon's exceptional amenities, including an on-site tiki bar with live music, the Pirates Cove restaurant, a private beach, heated pool and hot tub, fitness center, and built-in BBQ area. Owners also enjoy resort perks such as daily poolside bingo and exclusive raffles. On-site jet ski and bike rentals are also available, and the week includes one unassigned parking space. An outstanding opportunity to own a deeded timeshare week at one of Key West's highly-rated waterfront resorts.

617 Front Unit B-24 Week 45, Not Provided
1104 Truman Ave, Key West
$2,247,000
5 Beds ⋅ 4 Baths ⋅ 619927 MLS
LOTS OF OPTIONS! Prime Old Town Key West Location with Off Street Parking. A variety of uses; long-term rentals, monthly vacation rentals, employee housing, or mixed-use potential with possible commercial use on the ground level and residential above. The flexible interior layout offers the potential to be a duplex or reimagined as a spacious single-family residence. Conversion to four condos offers the highest investment return. (Buyer to verify) Generous off-street parking; a rare and valuable feature in Old Town, enhances desirability for business and/or residential occupants. Classic Conch-style construction with covered porches adds to the property's island appeal and long-term value. The property currently consists of four apartments; one 2BR/1BA unit and three 1BR/1BA units, all licensed rentals.. This is an extremely well-located property with multiple use possibilities in a high-demand market.

1104 Truman Ave, Key West
2601 S Roosevelt Blvd Unit APT 103C, Key West
$888,000
3 Beds ⋅ 2 Baths ⋅ 619926 MLS
Renovated ground-floor condo directly across from Smathers Beach! Enjoy convenient coastal living at Key West by the Sea, where the sand and Atlantic shoreline are just across South Roosevelt Boulevard. No stairs or elevators needed to reach this spacious 1,221-square-foot residence, currently configured as 2 bedrooms and 2 baths with a deeded 3-bedroom layout offering flexibility for future needs. Inside, an open layout creates comfortable living and dining spaces, complemented by luxurious porcelain flooring throughout. The renovated kitchen features soft-close cabinetry and granite countertops, while updated bathrooms showcase detailed tile work. Dual-zone split A/C provides personalized comfort, and sound proof hurricane-impact windows and doors help reduce outside noise while enhancing energy efficiency and storm protection. Step onto your private garden terrace for morning coffee, tropical breezes and pool views. This inviting outdoor space extends the living area and places you close to the community's resort-style amenities. Professionally managed grounds, pools and common areas simplify ownership, giving you more time to enjoy the Florida Keys lifestyle. Ideal as a full-time residence or island retreat, this renovated condo combines generous interior space with the convenience of ground-floor access. The building has never flooded. Located near Key West International Airport and minutes from Duval Street, the Historic Seaport and Higgs Beach, the community offers easy access to dining, shopping and island attractions. Walk across to Smathers Beach, explore by bicycle or spend the afternoon relaxing beside the pool. From beach walks to evenings in Old Town, this location brings the best of Key West within easy reach. Discover a spacious, renovated Key West condo with beach access across the street, a private terrace and low-maintenance community living. Schedule your private showing and experience your next chapter in the Florida Keys.

2601 S Roosevelt Blvd Unit APT 103C, Key West
500 Burton Dr Unit 5308, Tavernier
$685,999
2 Beds ⋅ 2 Baths ⋅ 619924 MLS
Fully Furnished Waterfront Condo in OceanPointe. Oceanpointe is one of the few resorts that allows Short Term Rentals in the Florida Keys. Each building in the Resort is undergoing building and common area renovations as depicted in the VIRTUAL pictures of the planned Common Area and building 5 Renovation Project. Some of the buidlings have already undergone Renovations. The planned renovations to unit 5308 in building 5 are pending board approval. Your ultimate rest and relaxation vacation awaits at unit 5308. this pristine and upgraded 2 bedroom, 2 bath condo is in sought after BUILDING 5 at OCEAN POINTE SUITES & MARINA! BUILDING 5 is the closest to the POOL, MARINA and BEACH. Enjoy SWEEPING OCEAN AND MARINA views from one of the two balconies while sipping your morning coffee or tea, and your evening cocktail or mocktail. Nature lover? There is an Osprey nest just a few of hundred yards away from the balcony off the Living Room. FULLY FURNISHED Very desirable UPDATED 'D' MODEL unit in BLDG 5 at OceanPointe. Bldg 5 is centrally located near both the pool and marina. The 'D' model features the primary bedroom facing the waterfront and has a private balcony. Professionally updated with high end finishes, including brand new furniture, stainless steel appliances, quartz counter tops, new luxury vinyl plank floors, IMPACT Doors and Windows. OceanPointe is directly on the Atlantic side of the Keys, and features a Private Marina, Private Boat Ramp, Onsite Boat & Trailer Parking, Private Beach, Private Fishing Pier, a huge Pool and Spa, Lighted Tennis and Pickle Ball Courts. OceanPointe is tucked away off US1 and is 1 mile away from Harry Harris Beach Park.

500 Burton Dr Unit 5308, Tavernier

How much is your home worth?

Get instant property value now!