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$599,900
2 Beds 2 Baths 619471 MLS
Wake up to breathtaking, unobstructed views of Boot Key Harbor from this impeccably maintained waterfront condo where the Salt Life isn't just a saying, it's a daily reality. Perfectly positioned for the true water enthusiast, this residence offers unrivaled access to both the Atlantic Ocean and Gulf of Mexico within minutes, or set a leisurely pace through the serene, protected waterways of Sisters Creek, where dolphin, manatee, & abundant wildlife are your closest neighbors. This is not your average condo association. Building maintenance is treated as a top priority, and the peace of mind that comes with it is built into every detail: ✅ Structural Integrity Reserve Study completed, passed, and approved ✅ Reserves funding -- no special assessments ✅ 2023 -- Pool decking replaced with marine-grade treated wood ✅ 2024 -- New composite privacy fence installed around pool area; overflow guest parking added; entire building freshly painted ✅ 2026 -- Pool decking, breezeways and seawall freshly painted; parking lot reseal scheduled for April 2026 ✅ Hurricane protection throughout -- high-impact windows & doors plus storm shutters on the entire complex ✅ Seawall soil stabilization recently completed, extending and strengthening its long-term integrity. Additional interior upgrades include: ✅ Balcony retiled with no-see-um screens added -- enjoy those harbor views morning to night ✅ AC & air handler replaced (2022) for efficient, reliable cooling ✅ Updated guest bath shower ✅ New vent fans throughout, including a Bluetooth-enabled speaker fan in the master ✅ New closet doors throughout ✅ New dishwasher, microwave, and toilets. What an incredible value to the incoming buyer! All that and don't forget you have a gorgeous Golf Course across the street, a beautiful beach down the road and walkable restaurants & shopping, elevator, personal storage unit, kayak and bike storage as well

1505 Sombrero Blvd Unit APT 205, Marathon

$599,900
3 Beds 2 Baths 619081 MLS
NEW INCENTIVE! Seller is offering assistance with buyers closing costs! Bring Your Boats, RV! This Gorgeous, Fully Remodeled, Single Family Concrete Block Home Features a Stunning Open Floor Plan and is Perfect For Entertaining. 3 Spacious Bedrooms (Split bedroom plan for privacy) and 2 Full Bathrooms! Impact Windows and Roof is only 6 years old. Continuous Porcelain Tile Throughout, Large Back Yard with room for a pool has storage shed/workshop and a Kayak/paddle board stand. No HOA, No association restrictions regarding boat or RV parking. Centrally Located With An Easy Walk To US 1 and Restaurants! Easy To Show! This listing is currently tenant-occupied, offering an excellent opportunity for investors or buyers seeking rental income. Please do not disturb tenants—showings by appointment only.

11 Judy Pl, Key Largo

$599,000
3 Beds 2 Baths 620767 MLS
Welcome to laid-back island living in this beautifully updated 3-bedroom, 2-bathroom home on Big Pine Key. Recent upgrades include a brand-new kitchen with stainless steel appliances, along with impact-resistant windows and doors throughout. The home also features a large downstairs enclosure offering abundant space for storage, tools, bicycles, kayaks, and other island essentials. Outside, the lush tropical setting and low-maintenance gravel yard create an inviting outdoor environment without the burden of extensive upkeep. Tucked away in a quiet community, the property is conveniently located near Big Pine Key Community Park, grocery stores, local restaurants, shopping, and everyday conveniences. An assumable VA loan with a sub 3% interest rate may be available to qualified buyers, subject to lender and VA approval. Assumable Flood Insurance 1010 per year, current windstorm 3500!

31118 Ave I, Big Pine

$599,000
3 Beds 2 Baths 620741 MLS
Spacious & Private 3-Bedroom Townhouse with Exceptional Outdoor Living. Enjoy the privacy and space of this beautifully maintained townhouse that's larger than most! This 3-bedroom, 2-bath home features numerous recent improvements, making it move-in ready while leaving plenty of opportunity to add your personal style. Recent improvements include new flooring in the second and third bedrooms as well as the upstairs landing, a brand-new front door and laundry room door, new gutters, and new soffits with specialty color-changing lighting that creates the perfect ambiance for outdoor entertaining. Step outside to a spacious outdoor retreat featuring tropical foliage a deck that's only two years old and a paved patio/driveway completed just three years ago. The fully fenced yard offers outstanding privacy, off-street parking, or enough space to park your boat trailer or even add a pool. A storage shed provides extra room for tools, toys, and outdoor equipment. Whether you prefer relaxing indoors or entertaining outside, this home is perfectly designed for both. It's a wonderful place to call home.

3326 Eagle Ave, Key West

$599,000
1 Beds 1 Baths 620722 MLS
Life feels a little slower in the Casa Marina neighborhood. Mornings begin with a walk to Higgs Beach, afternoons are spent by the pool, and evenings often end just down the street at Salute! on the Beach or Louie's Backyard. Tucked within the peaceful Southpark Condominium community, 816 South Street, Unit 4 places you in the heart of one of Key West's most desirable locations while offering the privacy and simplicity of low maintenance island living. Inside, this 1 bedroom, 1 bathroom condominium feels bright, comfortable, and welcoming. The open living spaces flow naturally to two private outdoor decks, one at the front of the home that is perfect for enjoying the neighborhood atmosphere and another tucked just off the bedroom, surrounded by mature tropical landscaping for a more private escape. The community itself offers the amenities that make everyday living feel like a vacation, including a beautifully maintained heated swimming pool set among lush tropical grounds. An assigned off street parking space and a spacious locked storage area provide conveniences that are increasingly valuable in Key West. Located just 4 blocks from Duval Street, you can easily walk or bike to beaches, restaurants, galleries, shopping, and everything that makes island life so special, while still returning home to one of the quieter residential pockets of Old Town. Whether you are searching for a full time residence, a seasonal retreat, or simply a place where life naturally slows down, 816 South Street, Unit 4 offers an opportunity to experience the very best of Casa Marina living.

816 S St Unit 4, Key West

$599,000
2 Beds 2 Baths 620721 MLS
PRIME 40' ASSIGNED BOAT SLIP • PRIVATE BOAT RAMP • 7-DAY RENTALS • TURNKEY • EXCEPTIONALLY RENOVATED • ELEGANTLY APPOINTED Beautifully and extensively renovated, this 2-bedroom, 2-bath second-floor residence has been thoughtfully redesigned with quality craftsmanship and meticulous attention to detail. Professionally designed and offered fully furnished, this move-in-ready condo blends comfort, style, and effortless Florida Keys living. One of its standout features is the assigned 40-foot boat slip, perfectly positioned and visible from your private balcony--an ideal spot to enjoy your morning coffee while keeping an eye on your boat. The residence comfortably accommodates up to six guests with a sleeper sofa and has primarily been enjoyed as a private Florida Keys retreat, while also offering the flexibility of 7-day rentals for owners who wish to generate rental income. Just a short walk from your door, you'll find the marina, where your assigned slip provides quick and convenient access to open water. Boating enthusiasts will appreciate the exceptional amenities, including a private boat ramp and a heated/chilled pool--everything needed to make the most of the Florida Keys lifestyle. Ideally located in the heart of Marathon, this exceptional residence offers the perfect combination of upscale finishes, convenience, and outstanding boating amenities. Whether you're looking for a full-time residence, a vacation getaway, or an investment property, this turnkey condo is a rare opportunity to enjoy island living with effortless access to some of the best boating and fishing the Florida Keys has to offer.

107 Ave D Unit APT 208, Marathon

$599,000
2 Beds 2 Baths 620613 MLS
Beautifully updated and move-in ready, this elevated Key Colony Beach half duplex is the perfect blend of island charm, comfort, and value! Step inside to a bright, inviting main living area featuring an updated kitchen with stunning new granite countertops, creating the ideal space for gathering with family and friends. Priced at just $599,000, this is one of the best opportunities to own in one of the Florida Keys' most desirable waterfront communities. Offering 2 bedrooms, 2 bathrooms, and 1,031 square feet of living space, this home also features a brand-new metal roof for added peace of mind. The spacious primary suite includes a walk-in closet and a private balcony overlooking the backyard--the perfect place to sip your morning coffee or relax in the evening while enjoying the tropical breeze. The expansive lower-level living and entertaining area provides the ultimate bonus space to unwind after a day on the water, watch the game, host friends, or simply embrace the laid-back Keys lifestyle. The generous backyard provides plenty of space to design your own private tropical oasis--add a pool, lush landscaping, or an outdoor kitchen to create the Florida Keys retreat you've always imagined. Location is everything, and this home delivers! Just steps from the Cabana Club, waterfront parks, pickleball and tennis courts, playgrounds, golf, restaurants, walking paths, and all the amenities that make Key Colony Beach one of the most sought-after communities in the Florida Keys. Whether you're searching for a full-time residence, a vacation escape, or an investment property, this home offers an unbeatable combination of location, exceptional value, and lifestyle. Don't miss your chance to own your slice of paradise at an incredible price!

310 3rd St, Key Colony

$599,000
2 Beds 2 Baths 620393 MLS
Welcome to coastal living in the heart of Islamorada! This beautifully appointed townhouse in the desirable Executive Bay Club offers comfort and resort-style amenities. The main level features an open-concept floor plan with a spacious living area and kitchen, plus full bath, creating an inviting space for entertaining and everyday living. Upstairs, you'll find an expansive primary suite, a generously sized guest bedroom and full bathroom, and a thoughtfully finished loft accessed from the hallway that serves as an ideal bonus sleeping area or home office. Step outside and enjoy the exceptional amenities that make Executive Bay Club one of Islamorada's most sought-after waterfront communities. Residents have access to the newly expanded first-come, first-serve dockage, a bayfront beach area, unforgettable sunsets, and a new heated swimming pool complete with an updated pool deck, clubhouse and bath facilities, pickleball and tennis courts, kayak storage and 24/7 staffed gated entry. Whether you're searching for a full-time residence, vacation retreat, or investment opportunity, this welcoming townhouse offers the ideal blend of island charm to enjoy the Florida Keys lifestyle.

87200 Overseas Hwy Unit D3, Islamorada

$599,000
620270 MLS
Have you been dreaming of your perfect Florida Keys island home & wondering where to build it? Look no further. Build your dream home on one of Marathon's most sought-after streets & waterfront neighborhoods. Tucked away on a quiet dead-end street just moments from Sombrero Beach, this exceptional homesite offers 65 feet of water frontage and the opportunity to create a custom island retreat in the heart of the Florida Keys. Located on desirable Treasure Road, this peaceful enclave is known for its privacy, family-friendly atmosphere, & unbeatable convenience. This is a street you only drive down if you live there, offering a sense of seclusion and tranquility while remaining close to everything Marathon has to offer. Depending on the design and elevation of the future home, buyers may enjoy peek-a-boo ocean views & refreshing breezes from upper-level living areas & balconies. Neighboring homes enjoy water views, showcasing the potential of this unique location. The property is currently in the City of Marathon's BPAS allocation system & ranked #17 in the most recent allocation round w/ 68 points. The seller has a newer set of plans for a 3-bed, 2-bath residence that may be submitted by the next owner, offering a valuable head start in the building process. Alternatively, buyers may choose to submit new plans designed to potentially increase allocation points and improve their ranking. Buyers should verify all BPAS & building requirements & permitting w/ the City of Marathon. You'll love the convenience of being just minutes from Sombrero Beach, restaurants, shopping, & grocery stores in a golf cart friendly neighborhood where daily errands, evening bike rides, & sunset beach walks are all w/in easy reach. Whether you're planning a primary residence, seasonal getaway, future vacation home, or weekly rental property, this rare waterfront lot offers the opportunity to build exactly what you've been dreaming of while enjoying the very best of the FL Keys.

Vacant 3A Vacant 3a Treasure Road, Marathon

$599,000
2 Beds 2 Baths 620267 MLS
Wonderful Opportunity in the Heart of Key Largo! This charming concrete home plus storage offers an excellent foundation for creating your own Florida Keys retreat. Ideally located directly across from John Pennekamp Coral Reef State Park, you'll enjoy one of the most desirable and convenient locations in Key Largo, close to shopping, dining, schools, boating, and an easy commute to Miami. Inside, the home features a spacious and comfortable layout with a separate screened patio extending from the kitchen with covered access to the storage area providing additional space to relax, enjoy the outdoors and island breeze. The existing carport offers exciting potential for future expansion, additional storage, or customization to suit your lifestyle. Whether you're searching for a primary residence, weekend getaway, or investment opportunity, this property presents exceptional value with plenty of room to make it your own. Enjoy the laid-back Keys lifestyle just moments from world-class diving, snorkeling, boating, and the natural beauty that makes Key Largo such a special place to call home. Affordable, well-located, and filled with potential, this is your chance to create the Florida Keys home you've been dreaming about.

653 Colson Dr, Key Largo

$599,000
619522 MLS
Welcome to Lot 33 at Bluewater Luxury RV Resort -- a premier destination for upscale RV living in the Florida Keys. This deeded Tropical Luxury RV lot offers an exceptional blend of comfort, convenience, and elegance in a lush, tropical setting. Spacious and level, Lot 33 easily accommodates your RV or motorhome and is surrounded by vibrant landscaping, swaying palms, and colorful island foliage. Perfectly positioned, this lot sits directly across from the resort-style heated pool and clubhouse, giving you effortless access to some of the community's most desirable amenities. Designed with discerning travelers in mind, the property features full hookups including water, sewer, electricity, premium cable TV, and high-speed internet--providing a seamless and relaxing stay. As an owner at Bluewater Luxury RV Resort, you'll enjoy access to top-tier amenities such as a heated swimming pool, clubhouse, people's park and dog park, kayak launch, and a variety of recreational activities. Conveniently located just a short distance from the community canal dock, this lot offers easy access to waterfront enjoyment. Only minutes from world-famous Key West, you'll be perfectly positioned to experience some of the best boating, fishing, dining, and entertainment the Keys have to offer. Full rental history and income details are available upon request. Don't miss this opportunity to own your slice of paradise in one of the most sought-after RV resorts in the country.**

2950 Overseas Hwy Unit # 33, Saddle Bunch

$599,000
2 Beds 2 Baths 617888 MLS
Located in one of Key West's most desirable townhome communities, this inviting residence offers comfort, flexibility, and value — all with no HOA and no monthly fees. The main level features a full bathroom with a shower, along with washer and dryer conveniently located on the outside porch. The living area flows seamlessly into a well-sized kitchen and dining space, creating an easy and functional layout for everyday living. Upstairs, you'll find two bedrooms, a full bath, and a private deck accessible from both bedrooms, offering a peaceful spot to enjoy the island breezes. This home presents wonderful potential and works beautifully as either a primary residence or an investment property. The property is fenced, private, and ideally located in New Town, Key West, close to shopping, dining, and everyday conveniences. A rare opportunity to own in a well-established Key West community — don't miss your chance to make it yours.

3205 Pearl Ave, Key West

$599,000
2 Beds 2 Baths 618834 MLS
Welcome to your private slice of paradise at 3675 Seaside Drive, Unit 342. This highly sought-after end unit offers exceptional privacy, abundant natural light, and a tranquil coastal setting. The bright, open-concept floor plan is designed for effortless island living, with a spacious living and dining area that flows seamlessly from the well-appointed kitchen. The split-bedroom layout provides comfortable retreats, while generous storage enhances everyday convenience. Step onto your private balcony to enjoy refreshing ocean breezes and peek-a-boo ocean views overlooking the peaceful Salt Ponds Preserve - a protected area ensuring your natural backdrop will remain unobstructed for years to come. Beautifully maintained grounds, a recently renovated resort-style pool and heated spa, fitness center, tennis courts, and gated entry create an exceptional lifestyle in one of Key West's most desirable communities. With conventional financing now available, buyers have increased lending flexibility. Furnishings are negotiable, making this move-in-ready residence an outstanding opportunity to own your piece of paradise.

3675 Seaside Dr Unit 342, Key West

$599,000
2 Beds 2 Baths 618643 MLS
World-class resort living meets effortless, low-maintenance ownership in this beautifully refined CANAL-FRONT TOWNHOME in the Florida Keys. Designed for those who value both relaxation and convenience, this two-bedroom, two-bath residence offers an elevated take on classic coastal style. The main level showcases updated flooring and a bright, elegantly appointed white kitchen with stainless steel appliances and streamlined finishes. An architectural staircase adds subtle character while maintaining the airy, open-concept flow—ideal for entertaining or unwinding after a day on the water. Step outside to a rarely available expanded private terrace, offering additional space for lounging and dining canal-side. The resurfaced SPA-STYLE DIPPING POOL accented with decorative tiled steps, creates a serene setting for morning coffee or sunset gatherings overlooking the tranquil waterway. Upstairs, the primary suite enjoys peaceful canal views and a private en-suite bath. The guest bedroom features its own balcony retreat, and both bedrooms offer soaring ceilings that enhance the light-filled ambiance. Perfect as a sophisticated VACATION RETREAT or turnkey waterfront residence, this exceptional townhome delivers the essence of the Keys lifestyle with ease and elegance. Elevate the interior design to reflect the resort's newly refreshed aesthetic, creating a cohesive, upscale look that aligns with current branding standards. By incorporating the updated décor package, the residence will meet the qualifications for inclusion in the resort's vacation rental program—offering both enhanced guest appeal and the opportunity for rental income. At the same time, you can retain the home as your own private island escape, enjoying the perfect balance of personal retreat and investment potential.

7017 Harbor Village Dr, Duck Key

$599,000
616824 MLS
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!** Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this oversized canal front lot, boasting 11,950 square feet. This prime piece of real estate offers quick boating access to both the Gulf of Mexico and the Atlantic Ocean. Key features include: - **Unparalleled Location:** Just 14 miles from Key West, providing easy access to world-class dining, entertainment, and shopping. - **Spectacular Views:** Enjoy distant open water views, offering a serene and picturesque backdrop. - **Buildable:** Currently on the ROGO list, waiting for ROGO permit. It has plans permitted by Monroe county for a 3,000 square foot house. - **Dock:** A 70-foot concrete dock has been approved by the Army Corps of Engineers and the Department of Environmental Protection, ensuring seamless boating experiences. Embrace the chance to build your dream home in one of Florida Keys' most sought-after communities. This lot promises a perfect blend of luxury, convenience, and natural beauty. Buyer to verify with County if Rogo and current house and dock plans can be transferred.

16841 Driftwood Ln, Sugarloaf

$599,000
1 Baths 616574 MLS
*****Investors!!!!!****** Eight (8%) Cap Rate. Fully Leased Office Condo to a very strong tenant with very little overhead. This is the easy investment you are looking for. 3 private offices with a large conference room, nice lobby and kitchen area. Great professional building with a wonderful mix of owners and tenants. Professionally managed building. Great location with amazing signage on North Roosevelt Blvd, one of the busiest streets in all of Key West. There is also an ocean view, so you can remember where you are! Please do not go to unit without listing agent, must make an appointment to show. Call today! All owners are Florida Licensed Real Estate Brokers and listings agent is also an owner of this office/condo.

3718 N Roosevelt Blvd, Key West

$595,000
2 Beds 2 Baths 619711 MLS
Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match, your own private slice of island paradise. Step inside and discover a bright, airy layout designed for both relaxed living and effortless entertaining. The open-concept floor plan flows naturally, with two generously sized bedrooms and two full baths offering the perfect retreat after a day on the water. Community amenities that elevate everyday life: heated resort-style pool, tiki hut, garden areas, a bayfront observation pier, and on-site trailer storage. Boaters will enjoy easy access to the nearby Safe Harbor Angler House Marina for all of their boating needs. Located just moments from world-class sportfishing, diving, dining, and the eclectic local shops that make Islamorada truly special, Sand Pebbles places you at the center of it all while maintaining the peaceful, uncrowded feel.

80450 Overseas Highway Unit 204, Islamorada

$595,000
3 Beds 2 Baths 619040 MLS
If you're looking for a property with potential in a highly desirable area of Islamorada and are prepared to put in the work, this is an opportunity worth considering. Sellers are motivated and will entertain offers. This 3-bedroom home offers a chance to purchase in one of Islamorada's most desirable areas and update the property to fit your needs, investment goals, or long-term plans. The home sits on an oversized lot and features a functional floor plan with generously sized rooms and a kitchen that opens to the living and dining areas. The concrete construction and larger homesite provide a solid starting point for renovation and improvement. Located directly across from Founder's Park, the property offers convenient access to a bayfront beach, community pool, public boat ramp, baseball fields, playgrounds, dog park, and community events throughout the year. The oversized lot also provides additional outdoor space compared to many nearby properties.

110 E Ridge Rd, Islamorada