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601 W Ocean Dr Unit 311D, Key Colony
$529,900
2 Beds ⋅ 3 Baths ⋅ 621940 MLS
Your Florida Keys Escape Awaits at The Cay in Key Colony Beach! Discover the charm of coastal living in The Cay, a sought-after oceanfront condominium community in the heart of Key Colony Beach. This spacious 2-bedroom, 2.5-bath townhome-style residence offers an incredible opportunity to embrace the Florida Keys lifestyle, surrounded by lush tropical landscaping, resort-style amenities, and a beautiful private beach just steps away. The inviting two-story floor plan features comfortable living and dining spaces, a convenient main-level half bath, and two generously sized upstairs bedrooms with two full bathrooms. Two private balconies overlook the tropical courtyard and sparkling swimming pool, providing peaceful settings to enjoy your morning coffee, unwind with a good book, or simply soak in the island breezes. Offering the opportunity to add your own personal touches, this residence is the perfect canvas to create your ideal coastal retreat. Step outside and experience what makes The Cay so special! Enjoy a private white-sand beach, heated swimming pool, oceanfront clubhouse, and beautifully maintained tropical grounds. Whether you're relaxing poolside, enjoying the ocean breeze along the shoreline, or gathering with friends, every day feels like a vacation. Beyond the community, discover the best of Key Colony Beach, with waterfront restaurants, a par-3 golf course, tennis and pickleball courts, and the breathtaking sunsets of Sunset Park all nearby. With 14-day minimum rentals permitted and HOA fees that include building insurance and water, this property offers the flexibility to enjoy your own island getaway while exploring vacation rental income potential. Your opportunity to own a piece of paradise in one of the Florida Keys' most desirable beachfront communities awaits!

601 W Ocean Dr Unit 311D, Key Colony

200 Wrenn St Unit APT 206, Tavernier
$529,000
2 Beds ⋅ 2 Baths ⋅ 621923 MLS
KEYS LIFE! Enjoy beautiful ocean views from your balcony. Fully remodeled plus all new furniture!! Very spacious 2 bedroom/2 bath perfect as a full-time home, vacation home or investment opportunity! This private complex on the ocean is very well maintained and offers an amazing oceanfront heated pool, sandy beach area, new fully equipped gym and newly remodeled clubhouse. Spend your afternoons by the updated heated pool and sundeck or launch your kayak or paddleboard right from the beach on property. Enjoy grilling your fresh 'catch of the day' on the beach under a or dine at any one of the fantastic local restaurants nearby. Shopping and attractions are a short distance away. Property manager onsite is very helpful. Washer/Dryer on every floor. Pets welcome, 50 lb. max for 1 or 2 dogs combined.

200 Wrenn St Unit APT 206, Tavernier

10877 Overseas Highway Unit 31, Marathon
$529,000
1 Beds ⋅ 2 Baths ⋅ 621411 MLS
A rare two-full-bath layout gives Townhome #31 an edge, adding extra comfort and flexibility for owners, guests, or short-term renters. Located in Ocean Isles Fishing Village, a gated seven-acre oceanfront community in Marathon, this brand-new concrete block townhome offers modern construction, resort-style amenities, and seven-day rental capability. Townhome #31 is a desirable end unit positioned just two rows from the gated entrance, with distant Atlantic views. The two-story residence offers approximately 800 square feet of well-planned living space. The main level includes a bright living area, a sleek kitchen with stainless steel appliances, and a full bath. Upstairs, the private primary suite features its own second full bath, creating a layout that is especially convenient for both everyday living and guests. Impact windows and doors add peace of mind, while the community itself is designed around the Florida Keys lifestyle. Residents enjoy an oversized oceanfront pool, clubhouse, tiki huts, fish-cleaning stations, a private boat ramp, and reserved dockage for owner use. The updated marina is protected by Jack Tar Flats and features a seawall, bulkhead, and docks, offering convenient access to some of the area's best fishing, diving, and boating waters. Ocean Isles is also just minutes from Marathon Airport, making it especially convenient for owners traveling by private or smaller aircraft and adding to the appeal as a lock-and-leave Keys retreat. With an ideal Marathon location, easy access north toward Islamorada and south toward Key West, and close proximity to dining, shopping, and local attractions, Townhome #31 offers a versatile opportunity for a personal getaway, full-time residence, or income-producing vacation rental. Its rare two-full-bath layout, boating access, end-unit position, and resort-style amenities make it a standout within the community.

10877 Overseas Highway Unit 31, Marathon

500 N Emerald Dr, Key Largo
$525,000
2 Beds ⋅ 2 Baths ⋅ 621822 MLS
Paradise found!! Located in Silver Shores waterfront resort community, this home is 2 bedroom 2 bathrooms with a large screened room for entertaining. The home has an open floor plan with newer stainless appliances, Mitsubishi mini-split system and instant water heater. The bathrooms and kitchen are updated and the home has newer insulated windows and doors. The home also has a metal roof installed 2018. Enjoy morning coffee with the sunrise from the screen room or open porch with a partial Atlantic ocean view. A carport provides plenty of covered parking and the large corner lot has lush tropical landscape and fruit trees. Silver Shores subdivision has exceptional amenities, including a heated/chilled pool, marina, boat ramp, clubhouse, tennis, pickleball, bocce, and shuffleboard, waterfront tiki hut, boat/RV storage and large clubhouse with plenty of activities.

500 N Emerald Dr, Key Largo

108 Atlantic Ave, Tavernier
$525,000
4 Beds ⋅ 2 Baths ⋅ 621418 MLS
Welcome to classic Florida Keys living in the heart of Tavernier. This spacious 4-bedroom, 2-bath concrete home offers over 2,100 square feet of living space, filled with character and warmth. Inside are Dade County Pine ceilings, striking coral rock accent walls, and two cozy fireplaces that create an inviting old Keys vibe. The flexible layout includes an upstairs 1-bedroom, 1-bath suite with a wet bar and its own private entrance from the backyard, ideal for guests, extended family, or added flexibility. Just about a block from Harry Harris Park, you'll enjoy easy access to an oceanfront beach, boat ramp, playgrounds, sports courts, and ball fields. Conveniently close to the hospital, grocery stores, and daily conveniences, with Miami just about an hour away. This home blends space, character, and location in one exceptional Keys package.

108 Atlantic Ave, Tavernier

354 96th Street Ocean St, Marathon
$525,000
2 Beds ⋅ 1 Baths ⋅ 620966 MLS
Discover the charm of this updated 2-bedroom, 1-bath home, ideally located in the heart of Marathon. Built in 1957, this classic Keys home offers character, comfort, and plenty of outdoor space. The open-concept living area creates an inviting flow for everyday living and entertaining, while the original terrazzo floors add timeless Florida charm. Situated on a large, beautifully shaded lot, the backyard possibilities are endless. There is plenty of space to create your own private outdoor oasis, including room for a pool, entertaining area, garden, or additional outdoor living space. A screened-in back porch provides the perfect spot to relax and enjoy the island breeze. The spacious storage shed offers abundant room for tools, bikes, fishing gear, or could easily become your own private man cave or hobby space. With its convenient location in the heart of Marathon, generous lot, mature shade trees, updated interior, and classic terrazzo flooring, this property offers a wonderful opportunity to enjoy the laid-back Florida Keys lifestyle with plenty of room to make it your own.

354 96th Street Ocean St, Marathon

802 Largo Rd, Key Largo
$525,000
2 Beds ⋅ 2 Baths ⋅ 619219 MLS
Charming Starter Home or Investment Property! Conveniently located on a large corner lot with mature landscaping, this home has a lovely paved driveway and is fully fenced with a large storage shed. This charming mobile home offers exceptional value and comfortable Keys living. Featuring a large open porch perfect for relaxing outdoors while enjoying the gentle island breeze. Step inside to an open kitchen and living area, ideal for everyday living or entertaining. With two bedrooms and two bathrooms there's room for guests or a home office. The home is equipped with central air and heat providing year round comfort. Easy access to shopping, dining and boat launches makes this a great Keys investment opportunity and getaway!

802 Largo Rd, Key Largo

31171 Ave H, Big Pine
$525,000
3 Beds ⋅ 2 Baths ⋅ 615054 MLS
Big Pine Key Here's your opportunity to get into a 3 Bedroom. 2 Bath stilt home in the Keys. Metal Roof. Brand New Central A/C & Heat. Sliding door from dining area to Covered Porch. Laundry closet. Garage and Storage. Concrete covered patio or parking. Back yard has concrete slab for a storage shed. Sewer has been connected and paid for in full. Fenced. Easement behind fence line between this home and back neighbor. For utility co. AE 8 Flood zone but house is at 12.1 Rented need notice to show. Buyer to assume current tenants until the end of their lease term (9/30/27). Nice community waterfront park nearby. 2 other Parks on Island. Bike paths on Big Pine. Grocery, Restaurants, Church, Library. Key West 45 min. Marathon 20 min. Miami 2.5 hours.

31171 Ave H, Big Pine

389 N Anglers Dr Unit 107, Marathon
$524,995
2 Beds ⋅ 2 Baths ⋅ 621573 MLS
Morning coffee overlooking the water. A bike ride to Sombrero Beach. Afternoons spent boating, fishing, or relaxing by the pool. This is the Florida Keys lifestyle, and at Coral Club, it's ready to enjoy from day one. Located in a peaceful Marathon neighborhood just one mile from Sombrero Beach, this beautifully updated and furnished 2-bedroom, 2-bath canal-front condo combines waterfront living, comfort, and convenience. This first-floor residence features a bright, open layout, tasteful coastal finishes, and an enclosed patio overlooking the canal. Watch boats cruise by, enjoy your morning coffee, or unwind with an evening cocktail as the waterfront setting makes every day feel like a getaway. Inside, thoughtful updates, stainless steel appliances, an in-unit washer and dryer, and impact-resistant windows and doors offer style and peace of mind. Furnished and move-in ready, all that's left to do is arrive and enjoy. Coral Club amenities include boat slips (subject to availability), a heated and chilled pool, waterfront tiki hut, and clubhouse with a full kitchen and bathroom. Anglers will appreciate the community ice machine, fish freezers, and private storage for fishing gear, kayaks, and beach essentials. Just one mile away, Sombrero Beach offers sandy shores, swimming, volleyball, playgrounds, and picnic areas. Grocery stores, shopping, and waterfront restaurants are conveniently nearby. Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey Coral Club condo offers the location, amenities, and coastal lifestyle that make the Florida Keys special. Bring your flip-flops, grab your fishing rods, and start living the Keys lifestyle!

389 N Anglers Dr Unit 107, Marathon

3228 Eagle Ave, Key West
$520,000
2 Beds ⋅ 2 Baths ⋅ 621140 MLS
Here is your opportunity to own a piece of paradise in Key West! This inviting home offers a great opportunity to start living in one of the most unique destinations in the Florida Keys. Inside, you'll find wood flooring throughout and comfortable living spaces filled with plenty of natural light. The recently remodeled kitchen is well positioned as the heart of the home and connects to the surrounding living area for everyday living and entertaining. Upstairs are two spacious bedrooms, each with large sliding glass doors that open to an inviting second-floor balcony--a great spot to enjoy your morning coffee or relax at the end of the day. Outside, the fully fenced property provides privacy and a great space for pets, entertaining, or simply spending time outdoors. Come see the possibilities and discover your own place in Key West!

3228 Eagle Ave, Key West

333 Stokes Creek Dr, Other
$519,900
5 Beds ⋅ 3 Baths ⋅ 617955 MLS
Welcome to prestigious Palencia...This 5 bedroom /3 Bath home plus a dedicated office is located across the street from nice park in a wooded & gated neighborhood featuring fantastic amenities...A modern gym & exercise classes, lap pool, family & adult pools, tennis & pickleball courts, sidewalks, scenic boardwalks, fishing pier, playgrounds, top Elementary School and more...Home features a great floor plan, formal dining area, comfortable living space, plantation shutters, gas fireplace, granite countertops, crown moldings and other upgrades. 2 ensuites, covered back patio and a private back yard for family fun. 2 car garage & ample storage. Quick commute to the beautiful beaches, Historic Downtown St. Augustine, airports, restaurants, shopping and all other conveniences and necessities. Palencia Downtown Market Street has lots of fun family events & boutique stores. Golf membership /Social Membership available at additional cost. CDD fee applies.***

333 Stokes Creek Dr, Other

500 Burton Dr Unit 2202, Tavernier
$519,000
2 Beds ⋅ 2 Baths ⋅ 620717 MLS
OCEAN POINTE! RENTAL INCOME! BOATING! Own your piece of the Florida Keys in one of the area's premier vacation rental communities! This beautifully updated and fully furnished 2-bedroom, 2-bath condominium offers the perfect combination of personal enjoyment and investment potential. With a proven short-term rental history and documented income available for 2024, 2025, and the first half of 2026, it's an excellent opportunity for a vacation home, 1031 Exchange replacement property, or income-producing investment. Best of all, the updates have already been done! Impact-resistant windows and sliding glass doors, renovated bathrooms, updated kitchen cabinetry, granite countertops, stainless steel appliances, tile flooring, washer and dryer, fresh paint, and high-speed gigabit internet. Enjoy tropical breezes from your private terrace. Boaters will particularly appreciate Ocean Pointe's protected marina with direct ocean access. There's also a boat ramp and dry storage. This gated waterfront community permits legal nightly rentals and offers a beautiful sandy beach with tiki huts, heated Junior Olympic-size pool, 14-person spa, pool bar, observation pier, lighted pickleball and tennis courts, and 24-hour security. Ideally located in Tavernier between Key Largo and Islamorada, with world-class fishing, diving, snorkeling, boating, and dining right at your doorstep! Close to the Mainland, but an entire World away.

500 Burton Dr Unit 2202, Tavernier

1500 Seminary St Unit APT 2D, Key West
$515,000
1 Beds ⋅ 1 Baths ⋅ 621586 MLS
Close to Duval Street but away from the hubbub, this immaculately presented one bedroom condo is just a few blocks from Smathers Beach and vibrant White Street with its restaurants, cafes, gourmet food store, galleries and fitness studios and just a walkable, rideable, half mile from the Atlantic and a mile from the Historic Seaport District and Gulf.......The condo is part of a very well run and maintained six-unit association in a highly desirable location that is peaceful and quiet. Adorable ''Sandbar Cottage'' is one of four condos located in the beautiful old 1928 yellow house part of the compound on the corner of Seminary St and Leon St.......The large windows, glass impact front door and high ceilings make this condo feel bright and spacious, giving it an abundance of natural light. The historical charm of the kitchen, main living area and bedroom are balanced by a beautifully remodeled bathroom featuring built-in cabinetry with Louisville tile in the walk-in shower and floor. All four rooms have ceiling fans.......Enjoy solitude inside or join the vibrant island life on your own 9'x 12' newly added deck built around a mature frangipani tree. The six units also share a garden area with a variety of native specimens.......The monthly condo dues cover the flood, windstorm and general liability insurances as well as yard maintenance, exterior painting and repairs.

1500 Seminary St Unit APT 2D, Key West

701 Spanish Main Dr Unit LOT 266, Cudjoe
$514,900
620843 MLS
Premier Waterfront RV Lot in Venture Out | 35' Seawall, Ocean Views & Proven Rental Income! Whether you are looking for your own personal Florida Keys getaway or a high-performing investment property, this lot offers the perfect blend of luxury, location, and lucrative returns. Boasting a consistent rental history, this turn-key property is a proven income producer with established guest demand. • Prime Waterfront & Ocean Views: Enjoy breezes and water views right from your patio. • 35-Foot Concrete Seawall: Perfect for boaters and anglers! Equipped with dock posts, cleats, swim ladder and quick, direct access to both the Atlantic Ocean (for offshore fishing/diving) and the Gulf backcountry (for calm-water cruising). • Spacious Pad & Full Hookups: Accommodates large RVs with plenty of room for outdoor lounging and dining. Equipped with 30/50 amp electric, water, and sewer connections. • Proven Cash-Flow Investment: Strong year-round and seasonal rental track record with repeat visitors. Located at Mile Marker 23, Venture Out is one of the Lower Keys' premier resort communities. Ownership includes full access to a wealth of luxury resort features: • 🏊 Heated Saltwater Swimming Pool & Hot Tub • 🚤 Private Marina, On-Site Fuel Station, Boat Ramp & Wash Station • 🎾 Tennis, Pickleball, Bocce Ball, and Basketball Courts • 🛒 On-Site Convenience Store, Fish Cleaning Stations, & Bathhouses • 🔒 24/7 Gated Security Patrol for complete peace of mind

701 Spanish Main Dr Unit LOT 266, Cudjoe

31179 Ave H, Big Pine
$510,000
3 Beds ⋅ 2 Baths ⋅ 620410 MLS
Welcome to your piece of paradise in beautiful Big Pine Key! This elevated, stilted home features 3 bedrooms and 2 bathrooms and is centrally located, making a perfect opportunity to stop renting and start owning. Step inside to an open-concept living space and kitchen that overlook the inviting screened-in front porch, creating a bright and open space for everyday living and entertaining. The hallway leads to all three bedrooms, including two comfortable guest rooms and a spacious primary suite with its own bathroom. A second full bathroom is conveniently located near the guest bedrooms. The washer and dryer are located just outside on the front porch for added convenience. This property offers plenty of parking for boats/trailers along with generous storage space on the ground level. The neighboring lots are county-owned, providing extra privacy and preserving the open, spacious feel with no future development immediately next door. Enjoy a short walk to the waterfront or to nearby Big Pine Key Park. Location, Location, Location. Come to Avenue H to see what we are all taking about. Call today!

31179 Ave H, Big Pine

325 Calusa St Unit # 55, Key Largo
$510,000
2 Beds ⋅ 2 Baths ⋅ 619240 MLS
Turn Key AirBnB Investment property with rentals from 1 to 365 days or your own personal getaway in beautiful Key Largo. Park your boat in your own paved and tiled driveway and launch it in the community boat ramp. Enjoy spending time under the aluminum pergola with drop down shades for added comfort and privacy, while you process and BBQ your catch from a day of fishing. Large Shed on the property to store all your equipment on the property. Once you step inside the 2018 RV the high ceilings and modern finishes is the place welcome you and you will feel right at home. With a Washer and Dryer in the property you will have all the comforts and conveniences you are looking for. The property can come furnished or unfurnished.

325 Calusa St Unit # 55, Key Largo

9 Sombrero Blvd Unit 108, Marathon
$509,000
2 Beds ⋅ 2 Baths ⋅ 620785 MLS
Beautifully updated 2BR/2BA Island Club waterfront condo on a canal with first-come, first-served dockage just steps from your back door with direct ocean access. The spacious living area and screened lanai overlook the canal, providing the perfect place to relax and enjoy peaceful water views. Decorated with a modern tropical flair, this bright and inviting condo features a well-equipped kitchen with all the conveniences you need and a view of the water. Island Club offers outstanding resort-style amenities, including a large heated and chilled pool, waterfront tiki hut, barbecue grills, bicycle racks, kayak storage, and an air-conditioned clubhouse with a full kitchen, pool table, and ping pong table for entertaining and private gatherings. Whether you're looking for a full-time residence or investment property, this waterfront gem offers the ideal island lifestyle.

9 Sombrero Blvd Unit 108, Marathon

701 Spanish Main Dr Unit 453, Cudjoe
$509,000
2 Beds ⋅ 2 Baths ⋅ 618300 MLS
Canal-front Paradise Awaits! Incredible view from your back deck! Unit 453 in Venture Out. Experience the epitome of waterfront Florida Keys living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community. This beautiful canal front home boasts: * Prime Canal front Location: Enjoy direct access to the water from your private 17 ft seawall. * Community Boat Ramp and boat washdown station. * 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 very well cared for and updated 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! * Excellent rental income potential!!

701 Spanish Main Dr Unit 453, Cudjoe

10877 Overseas Highway Unit 30, Marathon
$500,000
1 Beds ⋅ 2 Baths ⋅ 617741 MLS
Ocean Isles Fishing Village is a seven-acre gated oceanfront complex. New construction with modern amenities in the heart of the Florida Keys. Conveniently located near local restaurants, shopping, attractions, airport. Great for boating enthusiasts, Easy water access with private boat ramp, newly updated marina, fish cleaning stations, assigned boat slips for owners, new seawall, bulkhead, docks, Olympic-sized waterfront pool, air-conditioned clubhouse, ice machine, tiki huts, outdoor grilling area, laundry facilities, stunning views! This studio unit is immaculate and comes fully furnished. It has its own washer and dryer on the main level. It also has 2 full bathrooms instead of the typical 1 full and 1 half bath. Ground level covered parking. Own your very own piece of paradise! Rentals allowed. Pets with restrictions.

10877 Overseas Highway Unit 30, Marathon

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