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27378 Jamaica Ln, Ramrod
$375,000
620307 MLS
BUILD TODAY! Rare shovel-ready lot in the heart of Ramrod Key -- where Monroe County's permit moratorium has effectively stopped new residential development. This Breezeswept Beach Estates parcel comes with an ACTIVE allocated ROGO single-family PERMIT (SFDUP-2022-0059) already in hand. Foundation augers are in the ground. An Army Corps of Engineers-concrete seawall APPROVED DOCK PERMIT IS INCLUDED. The hard work is done -- bring your builder. You are buying CANAL front Land + building permit + DEP/ACOE concrete seawall dock permit ISSUED, needs Monroe County Permit issued to a contractor of your choice. Construction costs are buyer's responsibility. Permitted plans include a fully designed green home: full concrete construction with concrete roof, 3 Bedroom 2.5 Bathroom, Large porch, plus a bonus space downstairs, storm rated, impact windows and doors, solar panel system, gray water reclaim system plus rainwater cistern for lawn irrigation, car and boat washing. Built to withstand. Built to cost less every month. Buyer may have opportunity to make modifications -- all permitting details, plans, and approvals to be independently verified with Monroe County and applicable state agencies prior to closing. Ramrod Key sits minutes from Looe Key National Marine Sanctuary -- world-class coral reef diving with no bridge clearance restrictions on the water. Fish at dawn, dive by morning, cook your catch by dusk. Looe Key Tiki and Kiki's Sandbar are right down the road. This is the Lower Keys the way it was meant to be lived -- quietly, on the water, with everything built around peace of mind.

27378 Jamaica Ln, Ramrod

100 Ave I, Unit 6, Marathon
$375,000
610716 MLS
Discover a rare opportunity to own an oversized boat slip with live-aboard approval in the desirable Cocoplum neighborhood of Marathon. Offering an impressive 22' width, 80' length, and 6' draft, this slip easily accommodates larger vessels, and a recently removed piling maximizes your available space. Nestled on the ocean side, you'll enjoy direct, fast, no-bridge access to the open water, perfect for avid boaters and anglers. Positioned at the end of the marina in a secure, gated section, the slip offers added privacy and quicker navigation straight to the ocean. A spacious Tiki hut extends your living area onto land, creating an inviting space for relaxing, entertaining, and embracing the island lifestyle. Stylish faux-wall panels on each side provide privacy while still capturing refreshing tropical breezes. It's a versatile, blank canvas ready for your personal touch. The marina features a community pavilion, bath house, and laundry facility, and this slip includes multiple storage units for all your gear and equipment. With a strong monthly rental potential and an unbeatable location, large slips with dedicated land-living amenities like this are truly hard to find. Don't miss the chance to experience this exceptional boat slip in paradise. Your ideal Keys retreat awaits!

100 Ave I, Unit 6, Marathon

40 High Point Rd Unit 703, Islamorada
$374,000
2 Beds ⋅ 2 Baths ⋅ 620635 MLS
Turn key furnished condo in Islamorada! This beautifully appointed 2 bedroom, 2 bath condo features an open floor plan, abundant natural light and a rare balcony. Remodeled unit which includes impact windows and doors, crown molding, wood engineered laminate flooring, and a full size washer and dryer. The open-chef's kitchen boasts a spacious breakfast bar, extra tall hardwood cabinets, granite counter tops and backsplash, under-cabinet and recessed lighting, a dishwasher, and a newer refrigerator in 2022. The primary ensuite offers a walk-in closet with custom shelving. AC was replaced in 2023, Metal roof installed in 2024. The complex offers a heated swimming pool, and clubhouse. Founder's Park, Islamorada's Community Park, is on the same island. Admission into the park is free for Islamorada residents. The park offers an Olympic size swimming pool, tennis courts, pickleball courts, ball fields, marina, beach and boat ramp. Plantation Villas is close to Plantation Key Elementary School and Coral Shores High School, grocery store, shopping, restaurants and movie theater.

40 High Point Rd Unit 703, Islamorada

6359 Hera St Unit B, Other
$369,999
4 Beds ⋅ 4 Baths ⋅ 621505 MLS
Excellent investment opportunity in Englewood! One side has been COMPLETELY REMODELED!! This DUPLEX sits on a spacious corner lot and offers approximately 1,918 total square feet of living space. Each unit features 2 bedrooms, 1.5 baths, huge walk-in closets, a private entrance, open living and dining areas, spacious kitchens with ample cabinetry, and screened rear lanais. One unit has been recently updated with quartz countertops, luxury tile flooring, a remodeled shower, new kitchen appliances, and a tankless water heater, while the other unit is occupied by a long-term tenant. Separate driveways, individual utility meters, and a convenient location near shopping, dining, golf courses, parks, and Gulf Beaches make this property ideal for investors, seasonal residents, or those seeking rental income potential!!! Roof is 2023. Unit A; Water heater is from 2023. Unit B; Water heater is from 2025. AC 2026. Services and new thermostats 2026. Plumbing has had some work done in 2026. Added washer and dryer in Unit B. Unit A does not have washer and dryer.

6359 Hera St Unit B, Other

87455 Old Hwy Unit 244, Islamorada
$369,000
2 Beds ⋅ 2 Baths ⋅ 620020 MLS
Located in Plantation by the Sea, this Islamorada townhouse offers 2 bedrooms, 1.5 bathrooms, covered parking, and a storage unit in a gated oceanfront complex. Inside, the unit has been updated with renovated kitchen, bathrooms, and flooring. Both upstairs bedrooms feature open balconies, along with an additional balcony off the living room for added outdoor space. The upstairs layout includes 2 bedrooms and 1 full bathroom, while the half bath is conveniently located downstairs. Community amenities include a covered parking space, plenty of guest parking, storage unit, workout room, sauna, kayak and paddleboard storage, bicycle storage, clubhouse, and gated entry. Conveniently located near Founders Park, Islamorada's community park offering a beach, Olympic-size swimming pool, tennis courts, pickleball courts, ball fields, and an amphitheater.

87455 Old Hwy Unit 244, Islamorada

701 Spanish Main Dr Unit LOT 557, Cudjoe
$365,000
620344 MLS
Discover your own piece of paradise in Venture Out! This beautifully maintained waterfront lot offers 17 feet of seawall and a private tropical setting enhanced by mature landscaping and thoughtful care. Whether you're looking for the perfect RV getaway, seasonal retreat, or future homesite, this property provides the ideal blend of privacy, beauty, and waterfront living. Located within the gated waterfront community of Venture Out, owners enjoy access to outstanding amenities including a marina, boat ramp, fuel dock, heated saltwater pool, hot tub, pickleball and tennis courts, community activities, and more. With boating, fishing, diving, and breathtaking Keys sunsets just moments away, this is your opportunity to embrace the Florida Keys lifestyle you've been dreaming about. Come see why so many choose to call Venture Out home.

701 Spanish Main Dr Unit LOT 557, Cudjoe

5301 Ocean Ter Unit APT 2, Marathon
$365,000
1 Beds ⋅ 1 Baths ⋅ 620195 MLS
Welcome to your perfect waterfront retreat! This condo is located at the end of the building and has been beautifully maintained. Comes fully furnished, move-in ready and offers everything you need for comfort and convenience. Step inside to an inviting, open-concept living space that shows very well. Kitchen features quartz countertops, tasteful backsplash and new stainless steel appliances. Enjoy peaceful mornings and relaxing evenings on the screened-in porch overlooking the water, the ideal spot to unwind and take in the view. The condo's prime central location puts you just minutes away from shopping, grocery stores, dining, and your favorite food and beverage spots--everything you need is right at your doorstep. Bonus storage closet outside entrance for your gear. Complex offers heated swimming pool, outdoor common area, on-site laundry and boat dockage. Easy keys living awaits! Call Today!

5301 Ocean Ter Unit APT 2, Marathon

35 Sombrero Blvd Unit B1, Marathon
$365,000
618579 MLS
SELLER IS OPEN TO OFFERS! Experience the quintessential Florida Keys lifestyle at Sombrero Marina, a casual and welcoming community in the heart of protected Boot Key Harbor. This slip is OWNED BAYBOTTOM. Per the survey, the slip is 87' long, 20.56' wide at the dock and 21.64' wide at the outside pilings. Up to 75' LOA and max 18'9'' beam, per the dockmaster. Slips capable of accommodating vessels up to 75' LOA are exceptionally rare to find in Keys, making this a unique opportunity for owners of larger yachts. This expansive slip also offers the security of baybottom ownership, allowing for full-time liveaboard status. Additionally, convenient financing is available through a local bank to make your island transition seamless. This slip is as versatile as it is spacious, serving as a perfect seasonal home for your vessel or a reliable permanent residence. When you aren't using the slip yourself, the on-site dockmaster can rent the slip out for you, providing a hands-off way to offset ownership costs. Life here is defined by ease; you are just steps away from the iconic Dockside restaurant for live music, meals and a great social atmosphere. The slip includes 30/50 amp service and a deeded land footprint directly in front--ideal for a golf cart. Don't miss this chance to secure one of the few large-scale liveaboard slips in the heart of the Keys.

35 Sombrero Blvd Unit B1, Marathon

1 Tdr, Not Provided
$365,000
615670 MLS
1 OF 7 WATERFRONT TDR'S FOR SALE IN THE VILLAGE OF ISLANDS. WHY WAIT? START BUILDING TODAY! Secure a rare TRANSFERABLE DEVELOPMENT RIGHT [TDR] for new single-family market-rate construction within the Village of Islands. Each TDR may be applied toward the construction of one new waterfront residence on an eligible receiver site, subject to Village approval. Buyer shall verify that the proposed receiver site qualifies, is suitable for development and is scarified rather than hammock habitat. Buyer shall pay all costs associated with the transfer, including but not limited to Village application fees, review fees, and required deposits. UP TO SEVEN BUILDING RIGHTS ARE AVAILABLE. PRICE IS PER TDR. CALL FOR ADDITIONAL DETAILS.

1 Tdr, Not Provided

114 N Myrtle St, Other
$360,000
2 Beds ⋅ 2 Baths ⋅ 618574 MLS
Residential home with extra large garage attached. Build in 2021 with $25,000 fill for high elevation. 2 bedrooms with 2 full bath a complete kitchen with all stainless appliances a gas stove, dishwasher with also high quality washer and dryer impact windows with central air conditioning. Property is 1.13 acres with actual survey available over 289 feet of frontage by 171 ' deep. Door twenty feet high length building was measured 80 feet your direction to verify. Concrete floors* Endless possibilities Central Florida Location in city limits. Only one exit down from Vero Beach, Florida Route 60 near Palm Bay, Melbourne , the beaches, shopping lots of great fishing, boating nearby a new surf water park in coming into the area great eateries , two I-95 access location one off 512 less than 2 miles away other is off of Palm Bay. On city water with septic . Beautiful live Oak trees with large woodpeckers nearby. Trails to walk endless possibilities of enjoyment here. Can store your extra large R/V inside your storage space. Built in 2121 * Lots of potential with this properties great price*

114 N Myrtle St, Other

701 Spanish Main Dr Unit 302, Cudjoe
$359,000
621490 MLS
Rare pull-through RV lot in Venture Out with ocean views, pool views, and exceptional resort-style amenities--an outstanding opportunity for personal use, seasonal enjoyment, or rental income. Positioned directly across from the community pool, this desirable lot offers a front-row setting near the pool, hot tub, showers, laundry facilities, barbecue area, and party space. Enjoy beautiful ocean views right from the lot while being steps from the amenities that make Venture Out such a sought-after destination. This is one of only approximately 10 pull-through RV lots among roughly 659 lots in the community--a truly uncommon feature that provides added convenience and strong appeal for RV owners and renters alike. Pull-through lots rarely become available, making this a standout opportunity in one of the Florida Keys' most popular waterfront RV communities. Venture Out permits nightly rentals, creating excellent potential for investors seeking a flexible, income-producing property in a high-demand vacation market. Whether you plan to enjoy the lot yourself, rent it when you are away, or do both, this property offers location, convenience, and strong rental appeal. Within walking distance, enjoy the marina, tennis courts, pickleball courts, bocce court, basketball courts and community store. Venture Out's gated resort lifestyle combines waterfront living, recreation, and investment potential in one exceptional package. Be ready for next season--opportunities like this do not come to market often. Do not wait; this rare pull-through lot is expected to move quickly.

701 Spanish Main Dr Unit 302, Cudjoe

10877 Overseas Hwy Unit APT 35, Marathon
$355,500
1 Baths ⋅ 620452 MLS
Experience elevated island living at Ocean Isles Fishing Village, a beautifully rebuilt 7-acre gated oceanfront community in the heart of the Florida Keys. These newly constructed concrete block residences are built above flood elevation and offer the rare advantage of 7-day rentals, making them an exceptional choice for a vacation getaway, income-producing investment, or full-time residence. This immaculate, spacious studio is currently operating as a successful short-term rental with existing reservations in place. The new owner has the flexibility to honor the bookings for immediate rental income or cancel them for personal use. Thoughtfully designed for comfort and functionality, the studio features a queen-size Murphy bed that easily folds away to maximize living space during the day, tile flooring throughout, a full kitchen with new appliances, and an LG washer/dryer tower. The monthly HOA fee of just $528 includes both wind and flood insurance, providing exceptional value and added peace of mind. Residents enjoy an outstanding collection of resort-style amenities, including an Olympic-size waterfront pool overlooking the marina, an air-conditioned clubhouse, tiki huts, grilling areas, an ice machine, and fish-cleaning stations. Boating enthusiasts will appreciate the private boat ramp, assigned owner boat slips, and the newly rebuilt seawall, bulkhead, docks, and protected marina, safely sheltered by Jack Tar Flats. Ideally located in the heart of Marathon, Ocean Isles Fishing Village is just minutes from restaurants, shopping, attractions, and the airport. With quick access to both the Atlantic Ocean and the Gulf, world-class fishing, diving, boating, and island adventures are always within easy reach. Don't miss this rare opportunity to own an affordable piece of paradise in the Florida Keys, where resort-style amenities, an unbeatable boating lifestyle, and exceptional investment potential come together in one spectacular waterfront community.

10877 Overseas Hwy Unit APT 35, Marathon

104000 Overseas Hwy, Key Largo
$350,000
3 Beds ⋅ 3 Baths ⋅ 620835 MLS
Be a Co-Owner of these multi-million dollar views! Own a piece of Keys paradise at a fraction of the price! This is not a time share, this is actual deeded ownership in BAYFRONT, property! These units have been completely remodeled using a design expert to reflect todays high-end modern look and sleek lines. This is true luxury, resort-style living with amazing unobstructed bay views, picturesque, endless sunsets, exclusive use of high performance club boats, poolside/bayside cabanas, and much more. Everything is included in the quarterly maintenance fees like taxes, insurances, property maintenance, gym, pool, private dockage. You can even reserve multiple units at a time for those large gatherings....too many amenities to list. Call to get the full understanding of the benefits of ownership at Fisherman's Cove and for a showing of these beautiful new units.

104000 Overseas Hwy, Key Largo

701 Spanish Main Dr Unit 536, Cudjoe
$350,000
2 Beds ⋅ 1 Baths ⋅ 618674 MLS
Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready -- whether you're looking for a full-time residence, vacation getaway, or income-producing rental. FULLY FURNISHED. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white kitchen pops with marble countertops and a stunning blue tile backsplash, bringing those breezy ocean vibes right into your home. It's light, cheerful, and perfect for entertaining friends and family after a day on the water. And here's the best part -- even though this property sits on a dry lot, you still enjoy beautiful open water views. Venture Out is one of the most sought-after gated communities in the Lower Keys, known for its active lifestyle and incredible amenities: Heated community pool, Marina & boat ramp with direct ocean and Gulf access, Tennis & pickleball courts, Basketball courts, Private convenience store, Children's playground & pool, Recreation hall, 24-hour gated security. Bring your boat, your golf cart, and your flip-flops -- this neighborhood was made for enjoying the water. Located just 20 miles from Key West, you're close enough for dining, nightlife, and the airport -- but far enough away to enjoy peaceful island living. If you've been dreaming of a cozy, beach-inspired Keys escape with income potential and resort-style amenities... this is the one. Ready to make your move?

701 Spanish Main Dr Unit 536, Cudjoe

1 Sharkys Golf Cart Repair & Rental, Key West
$349,000
621498 MLS
SHARKY'S GOLF CART REPAIR & RENTAL -- TURNKEY KEY WEST BUSINESS OPPORTUNITY | $349,000 Rare opportunity to acquire an established Key West mobile golf cart and scooter repair, service and rental business serving Key West and Stock Island. Sharky's offers a flexible mobile business model with multiple revenue streams and the ability to operate without the overhead of a traditional storefront. The sale includes two service trucks equipped with tools and equipment, plus four new gas Club Car rental golf carts. Ideal for an owner-operator, entrepreneur, or an existing golf cart/powersports business looking to establish or expand a presence in the Florida Keys. Strong opportunity to build upon an established operation with a loyal and long standing customer base while enjoying the lifestyle and year-round demand of Key West. Offered at only $349,000 with a Net income to support. Financial information available to qualified buyers upon request and verification.

1 Sharkys Golf Cart Repair & Rental, Key West