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515 S Woodlawn St, Other
$299,000
3 Beds ⋅ 3 Baths ⋅ 621238 MLS
7 Day Rental minimum with rental income potential. Don't miss out on this very nice 3 bedroom 2.5 bath home located just minutes from the Historic Downtown St. Augustine, short drive to beaches, local coffee shops, boutique stores, restaurants and more. Great home for a full time or seasonal residence or rental investment. Features fully fenced yard, attached 10x20 garage, room for a garden, open floor plan, luxury vinyl plank flooring, granite counter tops, laundry room with storage, stainless steel appliances. 1st story features living area, kitchen, laundry room and half bathroom. Second story features primary bedroom with bath, large closet plus 2 bedrooms & a bathroom. Hardie plank siding & metal roof, built in 2023. Very easy to show with little notice. Waiting for a new owner! RS-3 Zoning. No HOA or CDD Fees.

515 S Woodlawn St, Other

55 Boca Chica Rd Unit 89, Big Coppitt
$299,000
2 Beds ⋅ 2 Baths ⋅ 621226 MLS
JUST LISTED! Seaside Resort is a waterfront condominium community just minutes from Key West. The community features resort-style amenities, including a clubhouse, swimming pools, library, fitness room, bocce ball and shuffleboard courts, boat ramp, and on-site laundry. This home offers a spacious living area, kitchen with a gas range and stainless appliances, and a large dining area. The home features two bedrooms and two baths. The property also has central AC, shed with laundry/storage, and covered parking. Gated community with 24-hour security. Association fees are paid quarterly and include common-area maintenance and security. Seaside offers convenient boating access to both the Atlantic and Gulf! (No pets allowed. Maximum occupancy: 2 persons per property.)

55 Boca Chica Rd Unit 89, Big Coppitt

35 Sombrero Blvd Unit B22, Marathon
$299,000
621194 MLS
Secure your spot in the heart of the Middle Keys with Slip B22 at Sombrero Marina, located on protected Boot Key Harbor in Marathon. Offering deep water and quick access to both the Ocean and the Gulf, this generous 52' x 23' slip is one of the widest in the entire 57-slip marina. B22 even includes a deeded piece of land directly in front of the slip dedicated for private parking. Enjoy living aboard up to six months a year while taking advantage of full laundry facilities, private showers, and a popular dockside eatery and bar featuring local musical performances. Nestled in the desirable Sombrero area close to shopping and dining, it offers total convenience. For investors or seasonal owners, the dockmaster manages slip rentals directly with zero rental fees charged to you. The baybottom is leased from the State of Florida; buyer will pay a 6% transfer tax at closing and a 6% tax on any rental revenue. The slip is currently rented, and tenant may require a 30-day notice to vacate.

35 Sombrero Blvd Unit B22, Marathon

201 Coppitt Rd Unit 104B, Big Coppitt
$299,000
1 Beds ⋅ 1 Baths ⋅ 620541 MLS
Discover the perfect blend of island living and everyday convenience at this waterfront 1-bedroom, 1-bath ground-floor condo on Big Coppitt Key. Ideally located just minutes from downtown Key West, you'll enjoy quick access to world-class dining, shopping, entertainment, historic attractions, and sunsets, while returning home to a quieter waterfront setting. The condo is move-in ready with newer stainless steel appliances, an in-unit washer and dryer, and a functional layout designed for comfortable, low-maintenance living. Whether you're looking for a full-time residence, weekend retreat, or investment opportunity, this waterfront property offers an ideal location to experience the very best of the Florida Keys.

201 Coppitt Rd Unit 104B, Big Coppitt

5555 College Rd Unit 4, Key West
$299,000
617981 MLS
55' X 18' floating boating boat slip at Sunset Marina in Key West. Quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile newly constructed private waterfront boardwalk for viewing marine life, taking a stroll or walking your dog. The pool and hot tub are at your disposal along with plentiful available parking, For added safety and privacy this property is gated and has no other access roads. Located on Sailfish Pier, slip is right off main Boardwalk. Marina store and fuel available a stones throw away. Golf course is adjacent to property. Slip will accommodate up to a max length of 55' LOA. Easy open parking available. It's a great place for your vessel and is located in a resort style setting. 2 bedroom condominiums are also available for sale at property. This is not a liveaboard slip. Call agent for more details.

5555 College Rd Unit 4, Key West

104000 Overseas Hwy Unit 1 - 2, Key Largo
$295,000
3 Beds ⋅ 3 Baths ⋅ 620525 MLS
Experience the Florida Keys with this fractional ownership opportunity at Fisherman's Cove, a private residence club set along Blackwater Sound in Key Largo. This spacious residence offers approximately 2,300 square feet, featuring three bedrooms and three full bathrooms. The recently updated interior showcases a clean coastal-modern design with subtle island touches. A fully equipped kitchen with bar seating opens to the main living area, while a private balcony provides beautiful waterfront views. Owners enjoy access to premium amenities, including a rooftop owners' deck, resort-style pool with three private cabanas, and community boats such as a 26' Sea Fox and 24' Contender. Concierge and housekeeping services ensure a seamless stay. Conveniently located above Jimmy Johnson's Big Chill, with dining and entertainment just steps away. Ownership includes flexible use, typically 5-7 weeks per year, with additional time based on availability. This is a private ownership club and is not available for rental. All privileges are reserved for owners only. Interest 2 in Unit 1 is being conveyed as a deed to the property. Seller Financing Available!

104000 Overseas Hwy Unit 1 - 2, Key Largo

55 Boca Chica Rd Unit 32, Big Coppitt
$285,000
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

101551 Overseas Hwy Unit # 22, Key Largo
$285,000
618442 MLS
Longest Pull through Vacant lot 28.5' wide by 59' Long available in Key Largo Kampground & Marina, a premier RV/campground and marina community in the Florida Keys, ready to plug in and enjoy or begin renting immediately. This lot is currently enrolled in the campground's rental program, earning approximately $125-$150 per night. The community sits on 40 scenic oceanside acres inside of John Penneycamp state park and offers an extensive amenity package that includes a heated swimming pool, kiddie pool, two sandy beach areas, marina with multiple wet slips and a boat launch, volleyball, basketball, horseshoe, bocce and shuffleboard courts, children's playground, picnic and BBQ areas, clubhouse with social activities, and on-site laundry, ice and general store. Gated security, Wi-Fi access, full hookups for RVs (30/50 amp), and easy access to nearby shopping, grocery, clinic and other conveniences. With proximity to world-class diving/snorkeling at John Pennekamp Coral Reef State Park and abundant water recreation including kayaking and fishing, this property offers excellent personal use value or income-producing potential.

101551 Overseas Hwy Unit # 22, Key Largo

104000 Overseas Hwy Unit UNIT 6-6, Key Largo
$279,000
3 Beds ⋅ 3 Baths ⋅ 620968 MLS
Experience all the allure of Fishermans Cove fractional Ownership. where you can enjoy unparalleled views at a fraction of the price. This property cannot be rented out only the condo owners can Revel in the spaciousness of this expansive 3-bedroom, 3-bath condo, boasting direct bay access that sets the stage for breathtaking sunsets. Step into a haven of convenience, as this meticulously designed property anticipates your every need - simply pack your toothbrush and you're all set. Fishermans Cove does not permit rentals, ensuring that exclusive privileges are reserved solely for property owners. Enjoy unrestricted access to the expansive rooftop owners' deck, stay active in the fully equipped gym, and luxurious private cabanas designed just for you. Embark on your own expeditions with the distinct advantage of having two boats ready for your use: a 26' Sea Fox and a 24' Contender. As well as the convenience of access to both bayside and the ocean. On average Owners take advantage of spending an average of 5 to 7 weeks per year within these highly coveted residences, although the opportunity for enjoyment extends beyond this range with no limit, allowing you to truly embrace a life of lavishness and tranquility. Strategically situated above the renowned Big Chill, you'll have easy access to dining and entertainment experiences. The swift journey from Miami grants you a short trip, conveniently placing an array of experiences at your fingertips.

104000 Overseas Hwy Unit UNIT 6-6, Key Largo

701 Spanish Main Dr Unit 423, Cudjoe
$267,000
1 Beds ⋅ 1 Baths ⋅ 619175 MLS
$21,000+ Gross Rental Revenue so far in 2026! Welcome to Conch Hideaway #423, a charming and income-producing tropical retreat located within the highly sought-after gated community of Venture Out in the Lower Florida Keys. This 1-bedroom, 1-bath island getaway offers the perfect blend of relaxed coastal living and strong investment potential. Currently operating as a successful vacation rental, the property has already generated over $21,000 in gross rental revenue for 2026, with approximately $17,000 in existing future reservations already secured as of June 5, 2026. Whether you're searching for a personal Florida Keys escape, a turnkey investment property, or both, this home is already producing income and ready to enjoy. Inside, you'll find a bright, coastal-inspired interior featuring an open-concept living space, Smart TV, and a pull-out sofa bed. The thoughtfully designed kitchen offers everything needed for easy vacation living, while the bedroom and full bathroom create a comfortable retreat after a day on the water. Step outside and relax in your outdoor space and enjoy the tropical breezes. A separate storage shed provides convenient space for fishing gear, bicycles, and beach essentials. Located at Mile Marker 23 on Cudjoe Key, Venture Out is a private, 24-hour gated oceanfront community known for its exceptional amenities and vibrant island atmosphere. Residents and guests enjoy access to a heated saltwater oceanfront pool and hot tub, boat ramp, fuel dock, ship store, tennis and pickleball courts, basketball and bocce courts, saltwater swimming lagoon, recreation center, market, post office, and golf cart-friendly streets throughout the community.

701 Spanish Main Dr Unit 423, Cudjoe

Not Provided
$265,000
621330 MLS
Great opportunity to build your dream home. Vacant lot with plans in ROGO to build a 2 story concrete home with 1,917 sf under air. Plan designs have a 1 Bedroom 1 Bath plus rec room downstairs with a separate entrance to the Main home upstairs with 3 bedrooms 2 bath. Two separate AC and laundry areas, perfect for multi-generation. A Key Largo location that puts the Florida Keys lifestyle at your fingertips. Set in the established Seaside neighborhood around Mile Marker 94.5, offers the freedom of a single-family home with no mandatory HOA, while keeping you close to boating, fishing, diving, waterfront dining and all the attractions of Key Largo, Tavernier and Islamorada. Enjoy the Keys lifestyle without the waterfront price tag, then come home to a brand-new residence designed for today's island living. Close to Snappers Restaurant, Boat ramp and beach in nearby Mike Forster Memorial Park, Harry Harris and John Pennekamp. 'NEW CONSTRUCTION. KEYS LIFESTYLE. NO HOA.' Cistern to help with water bill. Dreaming of living in the Keys? Bring that vision to life!

Not Provided

94825 Overseas Highway Unit 68, Key Largo
$260,000
613668 MLS
BUILD YOUR DREAM HOME! Exclusive New Community! Plans included for a 3 story all concrete home with roof top deck and space for an elevator. 3-bedroom, 2.5 bath with open parking and storage below. Key Largo Ocean Resort offers an exceptional blend of luxury, convenience, and island living, all with remarkably low HOA fees. This exclusive, 22-acre gated community boasts top-tier amenities, including - 24-hour security - Club House -tennis/pickle ball courts - State of the art gym - Basket Ball - Swimming Pool - Boat Ramp -Fueling Station - Marina - broad walk - beautifully maintained green spaces. Ideally situated just an hour from Miami and two hours from Key West, the resort provides the perfect balance of accessibility and tranquility. Premier amenities while offering a peaceful, private atmosphere. Don't miss this rare chance to build your own piece of paradise. Secure your spot today! Seller financing possible.

94825 Overseas Highway Unit 68, Key Largo

55 Boca Chica Rd Unit 68, Big Coppitt
$259,900
1 Beds ⋅ 1 Baths ⋅ 620137 MLS
Charming unit, bright, cheery and spacious. Corner lot with large concrete patio and space for parking. One Bedroom and One Bath and a side addition that serves as a Florida Room/Living room. 9x10 feet workshop/shed that looks like a little house, high ceilings and very neat. This community is very special, it is close to Key West and residents are jovial and friendly. There is a library and exercise room, Laundry area and Mail Room, community center by the boat dock and two pools, one is large and at the same location as the Club House the other is regular size overlooking the ocean with a sandy beach. There are shuffle ball courts. Enjoy walking around the park or just riding you bicycle around. Easy to see. There is a 2 person limit per unit. Guests may visit the owner for maximum of 2 weeks. Vacation Rentals are allowed, 28 day minimum stay. Boat/trailer and RV storage available on first come basis. There are many documents to review. Check the Documents Tab at the top and you can see all relevant applications, condo Docs, etc. Plenty of restaurants an convenient stores nearby. NO PETS ARE ALLOWED.

55 Boca Chica Rd Unit 68, Big Coppitt