Refine Search
Sort by
$499,000
2 Beds ⋅ 2 Baths ⋅ 620689 MLS
This bright, private 2BR/2BA corner unit sits at the end of the west wing, with an extra window that fills the space with light and only one shared wall for real quiet. This unit comes with covered parking. The kitchen is outfitted with stainless steel appliances, and a full-size washer and dryer means laundry day never means leaving home. A covered parking space (#122) comes with the sale. Las Salinas Condominiums is one of the best-kept communities in Key West, and it shows. The pool is sun-drenched and inviting, and the fitness center may be the best on the island, with private access to cardio and strength rooms that are always spotless and always stocked with quality equipment. Monthly fees of $535 cover building insurance, exterior maintenance, and full on-site management, so ownership here is refreshingly hands-off. Step outside and you're close to a grocery store, a day spa, and a bus stop for easy island transportation. Just past the entrance, the two-mile Smathers Beach promenade is calling, whether that's a sunrise walk, a bike ride, or a spot to watch the sky change color every evening. Add in open-lot parking for a second vehicle, plus storage and bicycle rooms, and this is a home built for the way you actually want to live in Key West. Call today to schedule a private showing.

3930 S Roosevelt Blvd Unit W314, Key West

$499,000
2 Beds ⋅ 2 Baths ⋅ 620688 MLS
Welcome to Casa Clara, one of Key Colony Beach's most sought-after oceanfront communities, where relaxed island living meets resort-style amenities. This inviting 2-bedroom, 2-bath condo offers an exceptional opportunity to enjoy the Florida Keys as a full-time residence, vacation getaway, or income-producing rental. Enjoy ocean views and refreshing sea breezes from both side patios, creating a seamless indoor-outdoor lifestyle. The condo is being sold furnished, including housewares, making it move-in or rental ready from day one. Casa Clara is a well-established oceanfront community of 83 residences that has been recently and completely renovated, offering over 500 feet of private white-sand beach that is cleaned daily. Resort-style amenities include an oceanfront swimming pool, tennis and pickleball courts, shuffleboard, a fishing pier with cleaning station, elevator access, on-site management, and beautifully landscaped courtyards, all overlooking the Caribbean-blue waters of the Atlantic. The walkable Key Colony Beach lifestyle is second to none--enjoy peaceful beach days, sunset strolls, and easy access to restaurants, shops, parks, marinas, charter boats, and a par-3 golf course. 14-day rentals are permitted, providing excellent flexibility and strong rental demand. The community also offers ample parking, nearby boat trailer storage, and allows one pet (per association policy)--a valuable feature in an oceanfront condo. Whether you're lounging by the pool, walking the beach at sunset, or welcoming guests seeking an authentic Florida Keys experience, this Casa Clara condo delivers comfort, lifestyle, and long-term value.

201 E Ocean Dr Unit 1-211, Key Colony

$499,000
2 Beds ⋅ 2 Baths ⋅ 620582 MLS
Curated for those seeking the ideal waterfront retreat with the opportunity to make it their own, Spanish Galleon awaits. Waterfront two bedroom, two bathroom ground level condo with just over 1,000 square feet and no stairs to climb. Assignable dockage for a maximum 30-foot LOA vessel, for only $300 per year on a first come, first serve basis. This first-floor location provides effortless access for all ages and is conveniently situated just steps from the community pool and boat slips. Upon entry, you'll be welcomed by peaceful views of Boot Key Harbor from the living area and screened porch, creating the perfect backdrop for everyday living. This residence presents an exceptional opportunity to personalize the flooring to match your own style while adding instant value. Relax by the waterfront community pool or take advantage of the unbeatable Sombrero Boulevard location, just minutes from golf at the Florida Keys Country Club, grocery stores, restaurants, and everyday conveniences. Both the state and city required Building Recertification and Structural Integrity Reserve Study were completed, and the association maintains fully funded reserves, reflecting proactive management and long-term financial stability. Whether you're searching for a full-time residence, seasonal getaway, or investment in one of Marathon's most desirable waterfront communities, this Spanish Galleon condo offers exceptional potential in an outstanding location. Minimum rental period is 28 days, permitted once every six months if advertised online. One pet allowed per unit.

1115 Sombrero Blvd Unit 102B, Marathon

$499,000
3 Beds ⋅ 3 Baths ⋅ 620207 MLS
Fabulous opportunity to live in the heart of the Keys in Marathon, Florida. This 3-bedroom, 2.5-bath townhome is located in the desirable gated community of Sisters Creek and offers one of the best locations in the neighborhood, situated right next to the resort-style pool. Enjoy open-concept living with an eat-in kitchen, pantry, all-wood cabinetry with pull-out drawers, stainless steel appliances, and a conveniently located half bath on the main living level. An additional den/office area provides flexible space for work, guests, or relaxation. Multiple exterior decks overlook the pool area and manicured tropical grounds, creating the perfect setting to enjoy the Keys lifestyle. A welcoming foyer entry leads to an interior staircase and the main living areas above. On the first level, you will find a substantial 12' x 16' enclosed storage room, providing exceptional space for bicycles, fishing gear, paddleboards, tools, holiday decorations, and all of your Keys lifestyle essentials. This detached townhome also features understory parking for two vehicles, gated entry with an electric security gate, and excellent access to Marathon's marinas, shops, restaurants, and nearby amenities. With a low HOA fee of just $302 per month, this home checks off so many boxes. Centrally located approximately one hour from Key West and one hour from Key Largo, you can enjoy the very best of the Florida Keys from this convenient Marathon location.

329 25th St, Marathon

$499,000
620184 MLS
Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful resort amenities offered. Oceans Edge has 6 swimming pools, state of the art fitness center, full restaurant and bar, Starbucks, dog park, full bath house and laundry, fuel dock, pump out service, and plenty of parking. Also available is a convenient shuttle to downtown Key West to enjoy the nightlife and shopping. Slip includes dock box storage and separate water and power meters. With this slip you own the Bay bottom as well. Slip is financeable. Call today to live on the water or just park your Yacht!

5950 Peninsular Ave Unit 643, Stock Island

$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

$499,000
2 Beds ⋅ 1 Baths ⋅ 618788 MLS
Seller is ready to make a deal -- submit your offer. Searching for the perfect weekend retreat or a sweet first home to call your own? This low-maintenance 2/1 concrete cottage delivers comfort, peace of mind, and that unmistakable Key Largo ease. Sitting proudly on an X-zone lot with a 2018 metal roof, this home offers the kind of security every buyer hopes for--no flood worries, no stress, just simple island living. Step inside to a bright, cozy interior featuring vinyl plank flooring and a beautifully updated kitchen. Everything feels fresh, inviting, and truly move-in ready. French doors lead you to a spacious private patio wrapped in privacy fencing and topped with a charming pergola-style setup. It's the perfect spot for slow mornings with coffee, sunset grilling, or unwinding under the soft glow of the Keys sky. As an added bonus, buyers can apply to join the exclusive Buttonwood Sound Club, just a minute away. Enjoy access to a private beach, boat ramp, and community dockage--all for approximately $360 per year (buyer to verify requirements). It's the kind of perk that makes everyday life feel like a vacation. A sweet slice of Key Largo living--easy, breezy, and full of heart. This one is simple to show. Call us today and come fall in love.

37 Orange Dr, Key Largo

$499,000
1 Beds ⋅ 2 Baths ⋅ 614101 MLS
Price Improvement! This townhouse is enjoying a strong rental season and is attractively priced for an investor or owner-user. Call for details. Breathtaking townhouse with 7 DAY RENTALS ALLOWED, 1 BR 2 Bath on 7-acre waterfront complex located oceanside in Marathon, Fl. This retreat is designed to accommodate 4 people and is steps away from open ocean views, where you can fish off the docks, lounge under one of the many Tiki huts, or cool off in the swimming pool that overlooks the Atlantic. The clubhouse is equipped with a ice machine along with convenient grilling stations to cook your fresh catch. The vacation rental market in Marathon provides flexibility for those interested in generating additional income and allows for seven day rentals. This unit is set up for rentals with the City of Marathon and has a fantastic rental history available for review. Ocean Isles has easy access to the water with a private boat ramp for owners, allowing you to conveniently take your vessel in and out of the water. With protected boating access for owners at the Marina, featuring a new seawall, bulkhead, and docks, you'll have smooth sailing for all your water excursions. The central location of Ocean Isles in Marathon makes it the perfect home base for exploring all the Florida Keys. This townhouse has a Washer and Dryer hookup ready to go or there is a laundry facility available on the property.

10877 Overseas Highway Unit 7, Marathon

$498,000
1 Beds ⋅ 1 Baths ⋅ 616958 MLS
Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the most historic homes in the Old Tavernier Showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal. The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors. Inside, warm wood finishes and classic design details speak to the home's storied past. Located in the heart of Tavernier, this property offers easy access to neighborhood beaches and a local boat ramp, as well as restaurants, coffee shops, grocery stores, the hospital, and a movie theater, all just moments away. The quiet streets of Old Tavernier invite leisurely strolls or bike rides through this beloved, character-rich community. A rare opportunity to own a piece of Keys history and enjoy the authentic island lifestyle that never goes out of style.

140 Tavern Dr, Tavernier

$495,000
3 Beds ⋅ 2 Baths ⋅ 620068 MLS
Welcome to this Key Largo property--ideal as a primary residence, vacation getaway, or short-term rental (28-day minimum). This double-wide manufactured home features a spacious floor plan with three bedrooms, two bathrooms, ample closet and storage space throughout, and a utility room for the washer and dryer. The property includes stainless steel appliances, a front-loading washer and dryer, a newer metal roof, a newer central air conditioner, and a newer water heater. Set on a fenced, 6,000 sq. ft. lot, it easily accommodates a large boat, an RV, or both. Joining the Homeowners' Association is optional. If opted in, this is a $125.00-per-year fee that includes access to the boat ramp. Just one block away, residents have exclusive access to a private boat ramp--making it effortless to enjoy endless adventures on the water.

268 King Ave, Key Largo

$495,000
2 Beds ⋅ 2 Baths ⋅ 619818 MLS
Double Lot Property with plenty of room to roam. Charming, quaint and inviting best describes this 2-bedroom, 2-bath home offering two spacious lots, 10,000 sf offering endless possibilities for island living and future potential. Designed with a desirable split-bedroom floor plan, the home provides comfort and privacy while embracing the relaxed Keys lifestyle. Move-in ready. Enjoy your morning coffee or evening cocktails from the shaded front porch overlooking the expansive grassy yard filled with lush tropical and native landscaping, creating a peaceful setting to enjoy the beauty of nature year-round. The oversized property offers plenty of parking for cars, boats, RVs, and all your recreational toys. Conveniently located near the entrance of Key Largo, this home provides an easy commute to the mainland and nearby airports while still allowing you to enjoy the laid-back island atmosphere. Whether you are searching for your Florida Keys starter home, weekend getaway, investment opportunity, or envision future development possibilities on one or both lots, this unique property offers incredible flexibility and potential.

917 Plantation Rd, Key Largo

$495,000
2 Beds ⋅ 1 Baths ⋅ 619582 MLS
Updated, elevated, and centrally located, this 2-bedroom, 1-bath half duplex offers an appealing combination of durable construction, modern finishes, and flexible Keys living. Located in the heart of Marathon and surrounded by mature native landscaping, the residence features CBS construction, an elevated design, a concrete roof, impact-resistant windows, and a newer HVAC system. Inside, the thoughtfully remodeled interior offers an open, comfortable layout with updated flooring, granite countertops, stainless steel appliances, and clean coastal finishes. Two covered parking bays beneath the home provide convenient space for vehicles, a boat, trailer, bicycles, fishing equipment, paddleboards, and the recreational gear that comes with Florida Keys living. Additional open parking and RV or trailer parking add to the property's everyday functionality. With seven-day minimum rentals permitted, the residence offers versatility as a primary home, seasonal retreat, employee-housing solution, or investment property, subject to applicable regulations. Separate electric and water meters provide additional convenience. Ideally positioned near shopping, dining, marinas, beaches, the community boat ramp, and daily conveniences, this move-in-ready property places the best of Marathon within easy reach. The adjoining half duplex is also available for purchase, creating a rare opportunity to acquire the entire property for expanded housing, multigenerational living, or investment potential.

1306 51st St, Marathon

$494,900
1 Beds ⋅ 1 Baths ⋅ 620797 MLS
Adorable and Affordable! Turn-Key Conch House! A newly remodeled kitchen with granite counter-tops, newer appliances and easy-slide cabinets. 1B/1B with bonus room perfect for overnight guests or office. Solidly built bungalow located in the x-flood zone (highest elevation in the Keys). Impact windows, 2020 roof, 2023 A/C unit and brand-new tankless water heater. Also includes an amazing hot tub. Furniture is negotiable. Ample on-site parking and storage shed. Includes a 2022 Wildwood camper or a boat parking area behind private gates. Best sunset views in walking distance of Key Largo Bay. Voluntary Homeowners Park with private boat ramp, sandy beach and picnic pavilion for $360+/- per year. Welcome to island living! Just bring your toothbrush and bathing suit and let your Keys lifestyle begin!

30 Orange Dr, Key Largo

$493,000
2 Beds ⋅ 2 Baths ⋅ 618828 MLS
PRICE DROPPED AGAIN below 500k! MOTIVATED SELLER! This is THE lowest 2BR/BA priced home in Venture Out on Cudjoe Key! Turn-key 2BR/2BA waterfront fully furnished home with 35' concrete dock and patio furniture included, Front door paver patio, impact slider doors and windows, gas stove, and ample storage including outdoor dock box. Enjoy direct, deep-water access to the Ocean & Gulf, perfect for boating, fishing, and breathtaking sunrises & sunsets. Located in Venture Out, a gated, golf cart-friendly community with 24-hour security, oceanfront heated pool & hot tub, ocean swimming area, marina, boat ramp, pickleball & tennis courts, kids' pool, and playground. Join in daily community activities at rec hall or pavilion. Move-in/rent-out ready, with nightly rentals allowed -- your Keys paradise awaits! Boat and Golf cart also available. Please inquire with Realtor

701 Spanish Main Dr Unit 417, Cudjoe

$489,000
620752 MLS
One of Marathon's most iconic restaurants is now available for sale -- a rare chance to own and operate what many consider the best restaurant in the Florida Keys. Frank's Grill has operated at its current location since 2006, when the owner/chef relocated from what was previously regarded as one of Marathon's premier dining destinations. Today, Frank's Grill serves as the anchor tenant of Towne Square Mall, one of Marathon's busiest shopping plazas -- home to a steady flow of daily foot traffic and anchored further by a U.S. Post Office. This sale includes all FF&E (furniture, fixtures & equipment), current inventory, and proprietary recipes/assets. Walk in and start operating day one. Property & Licensing: • Seating: 47 inside / 10 outside (57 total) • 2COP Beer & Wine license currently in place Lease Terms: • New 5-year lease signed May 1, 2026 • Tenant option to renew after year 3 (subject to Assignment approval) With nearly two decades of brand recognition, a loyal local following, and an unbeatable high-traffic location, the goodwill alone in this business justifies the asking price. Opportunities to acquire an institution like Frank's Grill rarely come to market.

11400 Overseas Highway Unit 116, Marathon

$489,000
1 Beds ⋅ 1 Baths ⋅ 619227 MLS
Welcome to effortless Florida Keys living in the heart of Tavernier. This beautifully built 1-bedroom, 1-bathroom home was completed in 2023 and offers modern construction, durability, and low-maintenance coastal comfort. This stilted home features impact windows and doors and a sleek metal roof, providing peace of mind and long-term resilience. Inside, you'll find a bright and efficient layout perfect for easy living or a weekend retreat. The exterior living area is just as inviting, with an easy-maintenance yard and a comfortable open-air, entertainment space, ideal for relaxing in the shade, entertaining guests, or enjoying the Keys lifestyle year-round. A dedicated enclosed storage area downstairs offers plenty of room for tools, gear, and all your water toys. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this newer construction home delivers simplicity, style, and the laid-back charm. Walking distance to Harry Harris Park and Old Settlers Park. Boating access available inside Harry Harris Park. Conveniently located near schools, shopping, and dining, with Miami just about an hour away. Call for a private showing today!

116 Garden St, Tavernier

$487,500
2 Beds ⋅ 2 Baths ⋅ 621201 MLS
Welcome to your Florida Keys retreat at Summer Sea! Enjoy bay views from your private open deck area. This 2-bedroom, 1.5-bath condo offers updates throughout and coastal living in the highly sought-after, gated Summer Sea community. Bright, stylish, and filled with natural light, this home is your key to island paradise. Unwind while soaking in breathtaking sunsets from the private beach or the rooftop observation deck with panoramic views of the Florida Keys. Community resort-style amenities include a heated/chilled swimming pool, fully equipped fitness center, on-site storage, and a shared freezer/ice machine. Boaters take note: first-come, first-served dockage accommodates vessels up to 26 ft (tip-to-tip) with quick, easy access to the backcountry and open ocean. Spend your days fishing, kayaking, paddleboarding, or diving in crystal-clear waters. Located just minutes from dining, shops, and local favorites.

88500 Overseas Highway Unit 407, Tavernier

$487,000
2 Beds ⋅ 2 Baths ⋅ 620156 MLS
Seller is Motivated! Coastal Charm Meets Modern Comfort Welcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath stilt home is located within the gated waterfront community of Venture Out on Cudjoe Key. Inside, you'll find a bright, open-concept layout featuring a spacious living area that flows seamlessly into a thoughtfully designed kitchen. Recent updates include a brand-new refrigerator, ample cabinetry, and a modern island bar with additional seating, perfect for entertaining family and friends. Built with both comfort and durability in mind, the home features a reliable metal roof and a large ground-level storage enclosure for all your island essentials. Step outside to your private backyard retreat, complete with low-maintenance artificial turf and a cozy seating area, ideal for enjoying the Florida Keys sunshine. This property is a proven income-producing vacation rental with strong rental history and future bookings already in place. In 2025, the home generated $43,257.28 in rental revenue. As of June 2, 2026, it has already produced $18,472.78 year-to-date, with 8 future reservations estimated to generate an additional $13,092.57 in rental income that will transfer to the buyer. Conveniently located near the front gate of the community, this home offers easy access for pet owners, with a quick path for walking dogs just outside the neighborhood. You're also within walking distance of Venture Out's outstanding amenities, including a heated saltwater waterfront pool, swimming lagoon, private boat ramp, tennis courts, pickleball courts, bocce courts, basketball courts, marina store, community center, and more. Whether you're seeking a personal island retreat, a seasonal getaway, or an investment property with immediate income potential, this home offers the perfect combination of comfort, convenience, and Florida Keys charm.

701 Spanish Main Dr Unit 659, Cudjoe

$485,000
1 Beds ⋅ 1 Baths ⋅ 613336 MLS
Oceanfront Paradise Awaits! Unit 182 in Venture Out Experience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community. This beautifully maintained home boasts: * Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall. * Community Boat Ramp and boat washdown station. * Spacious Florida Room: Expand your living space with a delightful air-conditioned Florida room, perfect for relaxing and soaking in the coastal breeze. * Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area and more! * Well-Maintained: This home has been meticulously cared for and is ready for you to move in and enjoy. * Gated Community: Cruise around the property in your golf cart to the community store or to join in on the numerous community activities. Live with peace of mind in a secure and exclusive gated community. Don't miss this rare opportunity to own a piece of paradise! * Exclusivity: The gated community adds a sense of security and prestige. * Nightly Rentals Allowed! Plenty of potential for rental income.

701 Spanish Main Dr Unit 182, Cudjoe

$485,000
2 Beds ⋅ 1 Baths ⋅ 617562 MLS
WATERFRONT & SUNSHINE! A rare opportunity with 50 feet of dockage--this waterfront mobile home is your perfect entry into the laid-back Keys lifestyle. Whether you're dreaming of a full-time coastal escape or a tropical vacation retreat, this charming home offers the ideal blend of comfort, convenience, and coastal charm. Located in a gated condominium community known for its relaxed atmosphere, residents enjoy two pools, laundry facilities, and a marina, making it an excellent lock-and-leave option for part-time or seasonal living. Inside, the home is nicely maintained with white kitchen cabinetry and a step-down family room that frames lovely views of the canal and marina. From the kitchen and family room, you can watch boats launching from the ramp across the water--an ever-changing backdrop of classic Keys boating activity. Sliding doors open to the outdoors where you'll savor those famous island breezes. A covered carport and a shaded outdoor sitting area make everyday living effortless--and ideal for unwinding during Happy Hour. Seaside Resort is known for its friendly vibe and resort-style amenities, all while being just a short drive to Key West. Here, you get the best of both worlds: island energy when you want it, and peaceful privacy when you don't. You own the land--a valuable advantage in the Keys. Please note: This is a no-pet community.

55 Boca Chica Rd Unit 132, Big Coppitt