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51 Drost Dr, Cudjoe
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 617709 MLS
Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant—all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.

51 Drost Dr, Cudjoe
1720 United St, Key West
$850,000
617089 MLS
Welcome to 1720 United Street — a rare opportunity to own a spacious, build-ready lot in one of Key West's most desirable residential neighborhoods. Surrounded by mature palms and tropical greenery, this cleared parcel offers the perfect blank canvas to design your island dream home. Enjoy the quiet charm of a well-established neighborhood while being just minutes from beaches, restaurants, schools, and downtown attractions. The property provides ample space for a custom home, pool, and outdoor entertaining areas — with room to create your own private tropical oasis. Highlights: Cleared and ready to build Spacious yard framed by lush palms Centrally located near White Street corridor and Higgs Beach Peaceful residential setting with easy access to Old Town Architectural plans available upon request Opportunities like this are few and far between in Key West — whether you're an investor, builder, or homeowner ready to create something special, 1720 United Street offers the perfect starting point.

1720 United St, Key West
27433 Antigua Ln, Ramrod
$1,480,000
4 Beds ⋅ 3 Baths ⋅ 617241 MLS
NEW CONSTRUCTION WATERFRONT HOME. BRAND-NEW POOL INSTALLED. RECENTLY APPRAISED AT $1.6M. Price reduced for quick sale! Completed in 2025 and move-in ready, this 4-bedroom, 3-bath waterfront residence on Ramrod Key blends modern coastal design, quality construction, and exceptional boating access within a classic waterfront setting. Built for the Florida Keys lifestyle, the home features solid CBS construction, a metal roof, & impact-rated windows and doors for durability, efficiency, & peace of mind. A brand-new pool has been installed, and a premium outdoor kitchen is already installed, creating a turnkey space for outdoor entertaining and relaxed island living. Inside, natural light fills the open-concept floor plan, where porcelain tile flooring, a striking floating staircase, and designer fixtures create a clean, sophisticated coastal aesthetic. The chef-inspired kitchen features quartz countertops, shaker-style cabinetry, stainless steel appliances, & an easy connection to the spacious living & dining areas. Expansive terraces extend the living space outdoors, offering tropical breezes & waterfront views. For boaters, the property offers direct water access from a brand-new 150-square-foot composite dock. From here, the best of the Lower Keys is within easy reach from Looe Key Reef & nearby sandbars to exceptional fishing, diving, island hopping, & sunset cruising. Thoughtfully designed with sustainability in mind, this Green Certified home also includes a 3 kW solar system, water cistern, & greywater reuse system, pairing modern comfort with environmentally conscious features and the potential for long-term utility savings. A garage & generous ground-level storage provide plenty of room for kayaks, paddleboards, fishing gear, dive equipment, & everything needed to enjoy life on the water. With direct boating access, a 30' dock, pool, outdoor kitchen, and a recent appraisal of $1.6 million, this waterfront home offers the best of Florida Keys living.

27433 Antigua Ln, Ramrod
1252 24th St, Marathon
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 617567 MLS
Seller Financing Available | Pre-Construction Waterfront Retreat | Deep Water | Sunrise Views Located right across from the island of Boot Key, this exceptional pre-construction offering combines protected deep-water living, open-water views, and one of the most desirable boating locations in Marathon. Explore scenic kayak trails for beginners and advanced paddlers, surrounded by rich nature and wildlife where dolphins and manatees are frequently seen. The property faces east for breathtaking sunrises, while Boot Key provides natural protection during storms—creating an ideal, secure harbor environment. With approx 60 feet of deep-water dockage, enjoy ample space for large or multiple vessels, excellent maneuverability, and direct access to world-class boating. Inside the harbor, convenience is unmatched with 5 restaurants and 3 gas docks just minutes away. Commencing soon on this with construction, the custom home is designed with modern coastal style and true Keys practicality. The residence will feature 3 bedrooms and 2.5 bathrooms, offering elevated living spaces perfectly oriented toward panoramic Boot Key Harbor views. Whether you're a dedicated boater, nature lover, investor, or seeking a peaceful Keys escape, this rare property delivers the ultimate blend of location, protection, and lifestyle. Seller will finance with half down!

1252 24th St, Marathon
1133 W Ocean Dr Unit 13, Key Colony
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 616438 MLS
Reduced Quarterly Dues! Coastal Oceanfront 3 bedroom, 2 and a half Bathroom Condo in Key Colony Beach. Welcome to your slice of paradise at the southernmost point of Key Colony Beach! This spacious condo offers breathtaking views of the Atlantic and an unbeatable combination of peace and comfort, with investment potential. Step inside to an open-concept living space filled with natural light and beachy charm. Enjoy morning coffee or evening cocktails on your private balcony as the waves roll in. The spacious primary suite features ocean views, an en-suite bath, and ample closet space, while two additional bedrooms provide room for family or guests. Resort-style amenities include: Expansive oceanfront pool and hot tub, private fishing pier for sunrise casts and sunset strolls, two grilling areas perfect for outdoor dining and entertaining, a sports court for active fun under the sun. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this condo fits the bill with weekly rental capability, making it an excellent investment opportunity in the heart of the Florida Keys.

1133 W Ocean Dr Unit 13, Key Colony
1 Mundy The Pirate Seafood Way Unit No Real Estate, Key West
$150,000
616922 MLS
Mundy the Pirate is a unique seafood source in the Florida Keys, 45 years in business. Mundy the Pirate Mobile Restaurant does local seafood delivery in Key West and Stock Island. Whole Conch, Jumbo Scallops, Hog Fish, Grouper, Mahi Grunts, Lobster, Stone Crab, Deep Water American Red Shrimp, Key West Pink Shrimp, Rock Shrimp, Conch Ceviche, Fish Ceviche, Pink Shrimp Ceviche, Smoked Fish, Smoke Fish Dip and more.. Mundy the Pirate Seafood also ships seafood! The mobile establishment features a menu filled with fresh seafood, including local catches, and offers a variety of dishes that reflect the flavors of the Florida Keys. Additionally, the mobility allows easy access to many special events, enhancing the lively ambiance typical of Keys outdoor dining. The pirate theme adds a fun, whimsical touch to the dining experience, making it popular among both tourists and locals. This thriving Business is being offered with all the licenses, 2018 truck, enclosed trailer with flat grill, deep fryers, fish boxes, equipment. Owner will consider training new owner and introduction to local seafood vendors. This rare turnkey operation in paradise can be yours.

1 Mundy The Pirate Seafood Way Unit No Real Estate, Key West
719 Elizabeth St, Key West
$1,089,000
3 Beds ⋅ 1 Baths ⋅ 614442 MLS
Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof & main electrical panel replaced (w/ permits) in 2014. House is currently configured as seven rooms in total (3 bed, 1 bath, den, dining & kitchen). Front yard provides the highly coveted Off-Street-Parking & the back yard is 31 Ft X 26 Ft (total 806 sq ft). House is a renovation project. This is an estate sale & there will be NO repair and NO clean up by the sellers. However, there will be NO waiting on Probate & NO court approvals needed. Make 719 Elizabeth St your Old Town Island Oasis!

719 Elizabeth St, Key West
226 Corsair Rd, Duck Key
$3,195,000
4 Beds ⋅ 3 Baths ⋅ 617654 MLS
SELLER MOTIVATED! READY TO SELL! Open water Sunset Views Exclusive Duck Key Waterfront Retreat Experience the pinnacle of coastal living in this exceptional open-water home on Duck Key. Designed to capture stunning ocean vistas and mesmerizing sunsets, this 4-bedroom, 3 bathroom gem offers the perfect balance of luxury, comfort, and outdoor paradise. Expansive Living Areas: Open-concept design featuring a gourmet kitchen with granite countertops, spacious dining, and living areas perfect for entertaining or relaxing by the water. Panoramic Views: Two large enclosed porches provide year-round enjoyment of ocean breezes and views. Ascend the spiral staircase to a rooftop deck with 360-degree vistas - a perfect spot for sunset cocktails. Unmatched Convenience: The home includes a dumbwaiter shaft for effortless transport of groceries or luggage, plus a solid oak staircase leading from the grand foyer. Outdoor Haven: A private tiki hut offers shade and tranquility, while the 15K boat lift caters to boating enthusiasts. There's also ample space to add a pool for the ultimate outdoor escape. Exceptional Storage & Garages: Two oversized garages provide plenty of room for vehicles, watercraft, and more, with additional storage throughout the home for all your needs. Meticulously Maintained: This home has been lovingly cared for inside and out, offering a move-in-ready opportunity to enjoy life on Duck Key. Situated in one of the Florida Keys' most sought-after locations, this property is a dream come true for those seeking serene surroundings, endless water views, and the best of island living. Schedule your private showing today and make this coastal retreat your forever home!

226 Corsair Rd, Duck Key
1 & 2 Aronovitz Ln, Key West
$2,033,000
2 Beds ⋅ 1 Baths ⋅ 618183 MLS
TWO OLD TOWN PROPERTIES. ONE RARE OPPORTUNITY. Tucked away on desirable Aronovitz Lane in the heart of Key West, this unique offering combines an existing 2-bedroom, 1-bath residence with an adjoining vacant parcel, creating exceptional possibilities for a buyer, investor, or builder. The vacant parcel offers the opportunity to rebuild its original two-unit footprint, while the existing home provides immediate use, income potential, or the foundation for a larger vision. Create a private Old Town compound, pursue new construction, maintain the existing residence while developing the adjoining parcel, or explore a long-term investment strategy. Additional features include off-street parking, Flood Zone X, above-flood construction, a metal roof, and an unbeatable Old Town location just moments from Key West dining, galleries, shopping, and waterfront attractions.

1 & 2 Aronovitz Ln, Key West
23 S Exuma Rd, Key Largo
$2,595,000
5 Beds ⋅ 5 Baths ⋅ 612685 MLS
Waterfront home with deep canal and direct Atlantic Ocean access that features a new metal roof, 2 new A/C's, new paint, water heaters, etc. This home can be used as a 2 bed/ 2 bath downstairs and a 3 bed / 3 bath upstairs with separate entrances to both living areas or as a 5 bed / 5 bath combined home. The property can be used as a split rental and has a 5 star rating through VRBO with over 25 + reviews so it's a great investment opportunity. The oversized pool and jacuzzi are heated with a fully permitted outdoor Tiki hut and kitchen area which is fully fenced. The 70' wide concrete deep water dock has a 20,000 elevator lift and 11,000lb davits for your boats or jet skis. Pennekamp Park with great fishing and diving. Furnishings available. .

23 S Exuma Rd, Key Largo
81213 Overseas Hwy, Islamorada
$2,000,000
617671 MLS
PRIME LOCATION IN DOWNTOWN ISLAMORADA! The oversized lot is CLEARED and offers 78 feet of US Hwy 1 frontage and a total of 18,385 square feet. Many options for parking, storage or development.

81213 Overseas Hwy, Islamorada
416 Appelrouth Ln, Key West
$1,095,000
617699 MLS
Prime Vacant Lot in Historic Old Town Key West - Rare Opportunity! Located in a vibrant community with rich history, this vacant lot offers endless possibilities for development.

416 Appelrouth Ln, Key West
701 Spanish Main Dr Unit 30, Cudjoe
$599,000
2 Beds ⋅ 2 Baths ⋅ 616817 MLS
Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2024, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the day. This high-rise is more than just a home, it's a lifestyle waiting for you to embrace. 9' Tall ceilings with sturdy construction boasting 2x6 walls adds to the luxury feel of this recently built property. Impact rated windows and doors for added protection from the elements to keep you and your family safe. Venture Out is a vibrant community that embraces the spirit of island living, offering many amenities designed to cater to both owners and guests. Spend your afternoons soaking in the warmth of the heated pool. The marina invites boating enthusiasts to indulge their passions, while the boat ramp provides seamless access to adventure on the waters. For those seeking a little friendly competition, the courts for tennis, bocce ball, basketball, and pickleball create an atmosphere of active recreation. At the recreation hall, residents gather for activities and social events, creating a strong sense of community.

701 Spanish Main Dr Unit 30, Cudjoe
114 Sunset Dr, Islamorada
$2,750,000
3 Beds ⋅ 4 Baths ⋅ 618633 MLS
Artfully updated canal-front pool home on beloved Sunset Drive! This delightful residence was recently remodeled from top to bottom by a local and renowned builder and features a bright open floor plan, modern kitchen with stainless steel appliances, and coastal-inspired finishes throughout. Bonus pre-firm 1BA/1BA downstairs. The exterior offers a private pool, spacious lounging areas, and substantial dockage suitable for a large vessel, providing immediate access to open water. Clean lines, natural light, and thoughtful updates create a move-in-ready retreat to relax and absorb the peacefulness of island life. Don't miss this delightful waterfront offering in one of the Florida Keys' most desirable boating locations!

114 Sunset Dr, Islamorada
Overseas Overseas N Us Highway 1, Big Pine
$200,000
615821 MLS
Commercial Zoning Tier 1 Wooded lot

Overseas Overseas N Us Highway 1, Big Pine
4 Evergreen Ct, Key Haven
$1,774,000
4 Beds ⋅ 3 Baths ⋅ 617927 MLS
Back on the Market after backyard improvements - This beautiful home is elevated above flood, has four bedrooms three baths and is move in ready. It is located on one of the most desirable streets in the luxury Key Haven community, just minutes from Key West. The home is solid concrete and has 10' ceilings on both floors. On the second floor there are 2 large primary suites with ensuite baths, and on the first floor 2 additional small bedrooms and a full bath. The home has a metal roof and two central AC's. The yard is fully irrigated, there is plenty of off street parking, and even room for an RV! In the fully fenced back yard there are two docks of approximately 30' feet each, a brand new 12,000 lb. boat lift, and new artificial turf installed for easy maintenance. Open water is just 3 minutes away from your dock. Easy to show. Seller Financing is possible with 20% down - 7 years, interest only @ 5.5%. Listing agent is owner

4 Evergreen Ct, Key Haven
97501 Overseas Highway Unit 114, Key Largo
$1,599,000
3 Beds ⋅ 3 Baths ⋅ 618835 MLS
Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariner's is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariner's Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

97501 Overseas Highway Unit 114, Key Largo
701 Spanish Main Dr Unit 140, Cudjoe
$399,900
2 Beds ⋅ 1 Baths ⋅ 618353 MLS
This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished with a cozy coastal style and features 2 bedroom, 1 bathroom, and an enclosed patio area with a pull-out bed and living area. The living room is bright and spacious, while the kitchen is open and easily accessible for entertaining on the patio. The garden patio at the entrance is an ideal spot to admire the beautiful mornings and evenings outside. Conveniently located in the popular Venture Out Park, this property offers all the amenities you could want. This includes a ships store, marina with fuel docks, boat ramp, large, heated pool with a saltwater filtration system, spa, showers, kiddie pool, tennis courts, pickleball courts, and even a post office, all within a secure, guard-gated entrance. Additionally, Venture Out allows for daily, weekly, and monthly rentals, making it a true paradise!

701 Spanish Main Dr Unit 140, Cudjoe
48 Merganser Ln, Key West
$589,000
2 Beds ⋅ 2 Baths ⋅ 617995 MLS
An easier way to own in Key West. This 2-bedroom, 1.5-bath townhome in the Key West Golf Club gated community offers the simplicity, flexibility, and lifestyle many island buyers are looking for. Whether you want a lock-and-leave second home, a seasonal retreat, a rental-supported investment, or a manageable year-round residence, 48 Merganser Lane gives you a practical path to Key West ownership. The efficient two-story layout separates living and sleeping spaces, while the private outdoor area extends the home's usable living space and creates an easy indoor-outdoor flow. Impact windows add peace of mind, storm protection, and everyday convenience for owners who want a more secure, low-maintenance island home base. Instead of taking on the upkeep demands of a traditional single-family home, you can enjoy a low-maintenance setting with access to resort-style community amenities, including two pools, a fitness center, lush tropical grounds, walking paths, and maintained common areas. The location adds to the appeal. From the Key West Golf Club, you are within easy reach of Old Town, marinas, dining, shopping, entertainment, and the airport, making it convenient for both owners and guests. The community setting offers a quieter residential feel while still keeping the full Key West lifestyle close by. With its manageable size, established community, outdoor living space, rental flexibility, impact windows, and strong lifestyle appeal, 48 Merganser Lane is not just a place to stay in Key West. It is a smart, easy-to-enjoy island home base designed for the way many buyers want to own today.

48 Merganser Ln, Key West
110 Gulfview Dr, Islamorada
$3,524,000
7 Beds ⋅ 4 Baths ⋅ 618670 MLS
A Keys compound built to enjoy now-grow into the future, or internally convert to a 3,524 sq ft primary home without structural changes, while retaining a Waterfront Transferable Development Right (TDR/TBR) in Islamorada (approx. $650K value). Exceptional opportunity in the coveted White Marlin Beach community at MM74, this canal-front luxury family compound offers rare multi-family autonomy, strong income performance, & resort-style amenities; ideal for an owner-user, investor, or legacy Keys retreat. With two autonomous 2BR/1BA residences upstairs & a separate 3BR/2BA finished, a/c area downstairs, providing privacy, flexibility, & seamless multi-generational or guest use. In total, the compound offers 7 bedrooms & 4 bathrooms, comfortably accommodating up to 24 guests. Designed for both lifestyle & performance, when fully rented, can generate $16,000+ per month in rental income. Zoning & multiple building rights support future expansion or redevelopment. Outdoors, enjoy a resort-style waterfront setting with a private pool, expansive concrete sun deck, outdoor shower, & 70-foot concrete dock with fish-cleaning station, all situated on a 6' control-depth canal with easy access to both bay & ocean waters; ideal for boating, fishing, diving, and paddle sports. Interior finishes reflect modern coastal luxury, including updated kitchens with quartz countertops & stainless appliances, spa-inspired baths with glass-enclosed showers, large-format tile flooring, recessed lighting, & turnkey furnishings. Multiple balconies & patios capture steady breezes & tranquil water views, with manatees frequently passing by. Enjoy private gated access to White Marlin Beach, just a short walk away, offering bay-side sunset views, with the Atlantic Ocean beach also nearby. Grocery stores, marinas, restaurants & bike paths are all within minutes. Rarely does a property offering this level of unity with autonomy, along with amenities, income potential in Islamorada

110 Gulfview Dr, Islamorada
617 Front St Unit C31, week 3, Not Provided
$55,000
2 Beds ⋅ 2 Baths ⋅ 618412 MLS
**The Galleon is in the RCI and Interval international exchange program with access to hundreds of resorts all over the world.** Own your slice of tropical luxury at The Galleon Resort & Marina in Key West. Week 3 places you in the heart of high season, coinciding with the excitement of Key West's world-renowned Sailing Race Week. This is your chance to indulge in a prime vacation destination year after year. Situated near Mallory Square, Duval Street, & the Historic Seaport, you'll be steps away from Key West's vibrant dining, shopping, & entertainment scene. Breathtaking Corner Unit: Enjoy panoramic ocean views from your private balcony in this spacious 2-bedroom, 2-bathroom condo, perfect for families or couples. Luxury Amenities: Relax in the resort-style pool, stay active at the fitness center, & unwind on the private beach. The on-site bar & outdoor dining options let you savor island flavors without leaving the resort. Marina Access: Boating enthusiasts will love the marina, offering easy access to some of the best fishing, sailing, & water sports Key West has to offer. Week 3 is one of the most coveted times of the year in Key West. With Sailing Race Week drawing visitors from around the globe, this timeshare combines unbeatable views, luxurious amenities, & proximity to world-class events. Make every January your annual retreat to paradise. Whether you're enjoying the thrill of the races, lounging by the pool, or exploring the vibrant streets of Key West, this timeshare offers the ultimate island escape. Don't miss this opportunity to own a piece of Key West's magic! Contact us today to make it yours!

617 Front St Unit C31, week 3, Not Provided
11890 1st Ave Unit 2, Marathon
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 618204 MLS
Welcome to The Tides at Vaca Cut #2, a beautifully designed 5-bedroom, 4-bathroom waterfront retreat in one of the Florida Keys' most desirable luxury communities. Offering 2,607 square feet of living space, this newer construction residence (2020) was thoughtfully built and designed by D'Asign Source, a leader in Florida Keys luxury architecture and interiors. Furnished with refined coastal style, the home blends upscale design with relaxed island living. The spacious open-concept living area opens seamlessly to a private pool and hot tub, creating an exceptional outdoor entertainment space framed by sweeping views of the Vaca Cut. Whether enjoying a sunset soak or hosting guests, the outdoor living experience here is second to none. Built with longevity and performance in mind, the home features concrete block construction, impact windows and doors, a metal roof, and double-stacked washers and dryers, making it exceptionally well-suited for high-demand vacation rental use. Boaters will appreciate 36 feet of dockage with immediate access to both the Atlantic Ocean and the Gulf of America, while the constant boat traffic through the cut provides some of the best boat-watching in the Middle Keys. Located in a proven luxury complex with strong rental demand, this turnkey property offers outstanding income potential along with an elevated waterfront lifestyle. Luxury design, prime dockage, and resort-style outdoor living—The Tides at Vaca Cut #2 is an exceptional opportunity to own in one of Marathon's premier waterfront developments.

11890 1st Ave Unit 2, Marathon
30468 Oleander Blvd, Big Pine
$2,150,000
3 Beds ⋅ 3 Baths ⋅ 617619 MLS
Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.)

30468 Oleander Blvd, Big Pine
98701 Overseas Hwy, Key Largo
$2,950,000
4 Beds ⋅ 5 Baths ⋅ 613026 MLS
A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

98701 Overseas Hwy, Key Largo
29554 Canal St, Big Pine
$250,000
614178 MLS
Prime Commercial Fishing Property in the Florida Keys! Discover a rare opportunity to own and operate a commercial fishing business in the coveted Commercial Fishing Special District of Big Pine, FL. This unique zoning allows unparalleled access to open water, making it a fisherman's paradise. Here are the highlights: - Buildable Property: Your vision can come to life with ease on this buildable lot. - AE Flood Zone: Favorable flood zone location for peace of mind. - Endangered Species Free: Not restricted by endangered species listings. - Commercial Vessel Accommodation: Control depth tailored to fit commercial fishing vessels. - Large Corner Lot: Expansive nearly 1/2 acre lot, offering ample space. - Bayside Location: Situated in Big Pine on the tranquil Bayside, with quick access to the water. This property represents a rare and valuable investment opportunity with its unique zoning, generous lot size, and prime location. It stands out as one of the few remaining parcels that cater specifically to the commercial fishing industry. Act now to secure this sophisticated and financially advantageous piece of real estate in the beautiful Florida Keys! Contact us today for more information or to schedule a viewing. Don't miss out on this exclusive chance to elevate your business!

29554 Canal St, Big Pine
317 E Seaview Cir, Duck Key
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 618195 MLS
Welcome to 317 E Seaview Cir, now for sale on Duck Key's exclusive Yacht Club Island. Built in 2021, this three story concrete home is elevated on concrete pilings for lasting hurricane resilience, with a paver driveway and walkway leading to the entrance. The home offers 3 bedrooms and 2.5 bathrooms, along with an included washer and dryer. Take in open ocean views from both the second and third stories, and enjoy the added peace of a vacant lot next door. The beautifully landscaped grounds create a true island living feel, and the concrete pool, finished with a paver deck, heat pump, and a four foot high self closing safety gate, is ready for year round enjoyment. Duck Key offers a welcoming, close knit island community along with excellent public, private, and charter schools nearby. Enjoy the Florida Keys lifestyle: no state income tax, roughly 230 sunny days a year, and some of the most beautiful beaches, fishing, and boating waters in the country. Schedule your private showing today.

317 E Seaview Cir, Duck Key
75131 Overseas, Not Provided
$385,000
616632 MLS
1 each wet TDR - one wet lot transferable building right to use for market-rate residential construction in Village of Islamorada, transferability to your lot is subject to approval by Village of Islamorada. Buyer to pay all costs associated with applying to Village of Islamorada for transfer to Buyer's lot and all costs associated with the closing of transaction. Offering is for a property right only, no real property is included.

75131 Overseas, Not Provided
1501 Georgia St, Key West
$3,599,000
4 Beds ⋅ 5 Baths ⋅ 618829 MLS
1501 Georgia Street is a masterclass in design. Conceived by local architect Rob Delaune and set within lush, museum worthy grounds by renowned landscape architect Raymond Jungles, this striking 2,810sf residence sits on an expansive 8,800sf lot and captures the essence of tropical modernism. Clean lines. Soaring ceilings. Walls of glass. A seamless and intentional dialogue between indoors and out. This is true Mid Century Modern, authentically executed. A single story design with 4 bedrooms and 4.5 baths, wrapped in glass and stone, where skylights, pocket doors, and oversized windows flood the interiors with natural light. Every room frames the landscape, transforming the gardens into living artwork. Designed for both refined entertaining & comfortable family living, the home features stone floors throughout and a modern floor plan with garden views in every direction. Natural light fills the interiors, blurring the boundary between architecture and nature and creating a seamless indoor outdoor lifestyle that defines island living. At the heart of the home, a newly renovated showpiece kitchen elevates everyday life and gatherings alike, featuring dramatic Cambria quartz countertops with a waterfall island, warm wood cabinetry, pendant lighting, and stainless steel appliances. A full wall opens directly to the 55 foot heated and chilled saltwater pool and stone terrace, creating effortless flow for events large or intimate. The primary suite offers privacy and tranquil garden views, while all four bedrooms provide generous proportions and high ceilings. Oversized glass highlights the extraordinary tropical landscaping surrounding the home. The grounds showcase native and exotic flora from around the world, tropical atriums, a water garden with koi, multiple water features, an outdoor shower, and exceptional privacy inside & out. Properties of this caliber and architectural significance rarely become available, so don't wait, schedule your private showing today!

1501 Georgia St, Key West
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
122 Court Contessa, Islamorada
$2,740,000
3 Beds ⋅ 4 Baths ⋅ 616500 MLS
'Turnkey Deepwater Boater's Retreat with Private Beach Access in the Heart of Islamorada' Tucked away on a quiet cul-de-sac in one of the most desirable enclaves in Islamorada, this fully renovated 3-bedroom, 3.5-bath concrete residence delivers the ultimate Florida Keys lifestyle--where luxury, durability, and world-class boating converge. Built for peace of mind and longevity, the home features solid concrete construction and a concrete roof, offering superior storm resilience and insurance advantages rarely found in the Keys. Designed for serious boaters, the property boasts 90 feet of deepwater dockage with immediate access to both the bay and the Atlantic Ocean--no bridges, no delays, just open water within minutes. Inside, the home is completely turnkey, with updated finishes and a seamless indoor-outdoor flow ideal for entertaining or extended stays. Expansive balconies and a large outdoor patio overlook the wide canal, creating a private waterfront setting perfect for sunset dining or relaxing after a day on the water. The oversized paved driveway provides ample parking for guests, trailers, or multiple vehicles -- an uncommon convenience in this area. What truly sets this property apart is access to a rare, highly coveted private beach area, widely regarded by locals as one of the finest in the Florida Keys, offering a unique blend of boating and beach lifestyle that is seldom available in a single property. Whether you're seeking a primary residence, a luxury second home, or an income-producing waterfront asset, this property delivers unmatched versatility and strong potential for high-end monthly rentals.

122 Court Contessa, Islamorada

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