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Monroe County, Florida: Land, Ranches, Farms & more

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$95,000,000 26 acres 3 Beds | 4 Baths | 5000 sqft
10 Cannon Point, Key Largo, FL 33037 - Monroe County

26 acres Key Largo, FL

Pumpkin Key is an extraordinary private island totaling 26 acres in the tropics of Card Sound Bay located in the Florida Keys. Just 10 minutes by helicopter to Miami's infamous South Beach and 10 minutes by boat to its shore home with dockage at Ocean Reef, a private club in Key Largo, Florida with an airstrip for private jets.
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$15,000,000 1.97 acres
808-812 Southard Street, Key West, FL 33040 - Monroe County

1.97 acres Key West, FL

Historic Harris School plus 6 lots and 5 ROGO units for sale. 2 story Indian Block structure built as one of the first schools in Florida. Situated on a 2 acre lot in the center of Old Town in the Solares Hill area. 3 blocks to Duval St., 5 blocks to Historic Seaport District. This unique offering does not occur in Key West often. Original classrooms boast 14 ft. ceilings (both floors). Grand staircases, lots of wood on interior of building. HNC-2 Zoning allows for residential, multi-family, offices, light commercial use, group homes, medical facilities and more. There are 7 lots (6 along Carstens Lane) with 5 ROGO units. Possible private compound use or just single family construction. Will finance with 30% down & market rates
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$13,500,000 6.42 acres 13 Beds | 15 Baths | 6519 sqft
82910 Overseas Highway, Islamorada, FL 33036 - Monroe County

6.42 acres Islamorada, FL

From the private picturesque setting, this 6.41 acre bay front estate offers over 12,400 square feet of living space including a main residence and two guest cottages. This estate features charming Key West style architecture, intimate garden courtyards, balconies and spacious patios overlooking a bay front pool/spa with cabana...
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$7,500,000 2.65 acres 4 Beds | 3 Baths | 3443 sqft
82500 Old State Road, Islamorada, FL 33036 - Monroe County

2.65 acres Islamorada, FL

Prime location in the heart of Islamorada. Oceanfront 4 bedroom, 3 bath completed residence with 7 additional building rights on this 2.65 acre property. Pool, spa, dock and tennis court. Create your own subdivision or family compound. Privacy and open water Atlantic Ocean views. Walk or bike to restaurants, art galleries, shopping. World-class sport fishing, diving, kayaking, paddle boarding.
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$7,500,000 1.71 acres
77 Coco Plum Drive, Marathon, FL 33050 - Monroe County

1.71 acres Marathon, FL

Incredible opportunity to purchase one of the most well run & profitable Marinas in the FL Keys. Shelter Bay Marina is strategically located Oceanside in Marathon. Almost a direct shot w/ deep water draft to the Atlantic Ocean. Cuba is just as close as Miami. This turnkey, full service Marina has 20 wet slips & 200 dry rack boat storage on 1.71 Acres w/waterfront access from both sides of property. Includes Yamaha & Merc dealership, service & parts, fuel sales, haul & launch, approximately $375,000 +/- of inventory, and more. Fully staffed with Cert. Techs. Owner's apt. on 2nd floor. Great numbers are documented for 8% Cap rate. With excitement over Cuba opening & recreational boating traffic growing, this Middle Keys Marina is poised for
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$6,900,000 6.95 acres 3 Beds | 3 Baths | 1243 sqft
89251 Old Highway, Plantation Key, FL 33070 - Monroe County

6.95 acres Plantation Key, FL

Private and gated, this exquisite long-driveway Oceanfront Estate with over 450' waterfrontage & deep water dockage, set on over 6 acres including bay bottom is offered for the first time in decades. Pristine beachfront ''cabin'' with wide water views from the oceanfront porch built in the 1930's with additions in 2005-06. Three bedrooms, three baths, outside shower, garage, downstairs storage.
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$6,900,000 5.24 acres 3 Beds | 4 Baths | 3127 sqft
1 Melody Key N/A, Summerland Key, FL 33034 - Monroe County

5.24 acres Summerland Key, FL

Own your own private island, complete with luxury home. This island property is currently run as a luxury eco-lodge. Totally run on Solar energy (with generator backup), this property has all the comforts of home: Central Air Conditioning; high speed internet; decks with 360 degree views of the Atlantic Ocean and surrounding area; gourmet kitchen; freshwater pool; kayaks; stand up paddle boards; and much more. It even comes with a shore side vacant lot for parking and a boat dock for the ferry. Originally owned by a rock star who used the peace and tranquility to write music, this island has all the conveniences expected in a luxury property. This is also located in the middle of a Fly Fishing paradise, according to a leading fishing guide
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$5,400,000 2.68 acres 3 Beds | 2 Baths | 1839 sqft
85261 Old Highway, Islamorada, FL 33036 - Monroe County

2.68 acres Islamorada, FL

HUGE OCEANFRONT PARCEL JUST UNDER 3 ACRES IN ISLAMORADA, large deep water basin! 200' on the ocean! You will enjoy this gated compound with a ground level home with many extras including fireplace and home theater screen. Large deck to enjoy the unobstructed oceanviews. This is a rare and unique property!
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$4,250,000 5.24 acres 2 Beds | 2 Baths | 959 sqft
101 CARROLL Street, Islamorada, FL 33036 - Monroe County

5.24 acres Islamorada, FL

Located oceanfront in downtown Islamorada, the historical Gilmore Estate is locally known as the Bay Bourne Houseboat. Situated on 5+ acres, with 300 feet of beach, the Houseboat is an actual 60 foot 1948 Chris Craft with 1 stateroom, 2 baths, a galley kitchen, salon, on the first deck. Top deck consists of a 4-bunk stateroom and private upper deck with wide open ocean views!
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$4,200,000 2.26 acres 3 Beds | 4 Baths | 3876 sqft
24 OCEAN Avenue, Key Largo, FL 33070 - Monroe County

2.26 acres Key Largo, FL

ULTIMATE PRIVACY! 425 ft of ocean frontage with 2.3 acres of land! Magnificent panoramic ocean views! Gorgeous home has spacious living room, great room, 2 large bedroom suites, plus an enormous master suite, tiled throughout, large maple and granite kitchen, elevator ready, 8 ft doors, 5 spectacular open porches with forever ocean views, 2 large carports and enclosed storage. Fully furnished!
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$3,500,000 2.26 acres 3 Beds | 4 Baths | 3876 sqft
24 Ocean Avenue, Key Largo, FL 33070 - Monroe County

2.26 acres Key Largo, FL

ULTIMATE PRIVACY! 425 ft of ocean frontage with 2.3 acres of land! Magnificent panoramic ocean views! Gorgeous home has spacious living room, great room, 2 large bedroom suites, plus an enormous master suite, tiled throughout, large maple and granite kitchen, elevator ready, 8 ft doors, 5 spectacular open porches with forever ocean views, 2 large carports and enclosed storage. Fully furnished!
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$3,295,000 1.69 acres
126 Calle Ensueno N/A, Marathon, FL 33050 - Monroe County

1.69 acres Marathon, FL

Spectacular Waterfront Corporate Retreat! Located in Marathon, 100 miles from Miami and Cuba with direct, deep water access to the Atlantic Ocean and the Gulf of Mexico. One of the largest private estates in the Keys with over 8,300 SF of living area. Total of 7 bedrooms, 6.5 baths, 2 indoor kitchens, and 1 outdoor kitchen. 1.68 acre walled and gated waterfront lot has a 45,000 gallon concrete pool and a hot tub with outdoor bar that seats 12 and kitchen and a private lighted tennis court. Deep water boat basin with concrete dock and seawall surrounding property. Parking for any number of cars or large vehicles. Property is zoned residential.
$3,200,000 2.75 acres
873 OLD HIGHWAY, Islamorada, FL 33070 - Monroe County

2.75 acres Islamorada, FL

IN ISLAMORADA AT MILE MARKER 87.3 IS THIS FANTASTIC 2.75 OCEANFRONT ACRE PARCEL WITH AN EXPANSIVE 272 FEET RIGHT SMACK ON THE ATLANTIC OCEAN WITH A BOAT BASIN TO BOOT!!! DON'T MISS THIS VERY UNIQUE AND HARD TO COME BY TYPE OF PROPERTY!! LAST TIME CHECKED WITH CITY, A SINGLE FAMILY RESIDENCE OF ANY SIZE COULD BE BUILT HERE WITH A SEPARATE GUEST HOUSE AND ALSO SEPARATE HELPER'S QUARTERS.
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$2,995,000 2.34 acres 4 Beds | 3 Baths | 1735 sqft
89701 Old Highway, Plantation Key, FL 33070 - Monroe County

2.34 acres Plantation Key, FL

San Roc Estate is one of the last remaining parcels on the Atlantic offering a 4 bedroom 3 bath seaside retreat nestled on over 2 Acres of Land w/sandy beach. Exterior amenities include a keystone lanai for ultimate in/outdoor living, ample deep channel dockage, Lap pool,heated spa surrounded by coconut palms offering ultimate privacy,truly invokes a sense of laid back lifestyle we all dream of!
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$2,795,000 2.88 acres 3 Beds | 3 Baths | 1825 sqft
82703 OLD Highway, Islamorada, FL 33036 - Monroe County

2.88 acres Islamorada, FL

This unique large parcel in the heart of Islamorada is an outstanding oceanfront property. The original buildings have been lovingly refreshed creating an exquisite beachfront retreat! Price includes plans for additions. Plans for observation dock and swim platform have been drawn.Very popular as a vacation rental, appointments for showings are required.
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$2,690,000 2.07 acres 4 Beds | 2 Baths | 2590 sqft
11175 County Road 905, Key Largo, FL 33037 - Monroe County

2.07 acres Key Largo, FL

Ocean Front Estate 2 story CBS home with Old Florida charm located between Key Largo and Ocean Reef on over 2 acres, has over 500 feet of direct ocean front, and panoramic ocean views from almost every room! Enjoy the private beach, pier, tarpon fishing and large boat basin with a boat lift for docking your boat. This spacious home has 4 BR including a master suite on the main living level.
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$2,500,000 1.55 acres
13759 Overseas Highway, Marathon, FL 33050 - Monroe County

1.55 acres Marathon, FL

MAJOR PRICE REDUCTION!! Tremendous oceanside waterfront development opportunity. Located directly on US 1 Overseas Hwy. Protected deep water, easy access to the Atlantic Ocean and the Gulf of Mexico. 1.5+ acres of upland and 3+/- acres of bay bottom on 2 parcels. Purchase the adjoining parcel which has an additional 1.5+/- acres of residential zoned property. Favorable Mixed-Use Zoning allows for many Commercial and Residential uses. Also, existing entitlements can be used for future development.
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$2,499,000 2.65 acres 3 Beds | 4 Baths | 2774 sqft
30680 Winifred Street, Big Pine Key, FL 33043 - Monroe County

2.65 acres Big Pine Key, FL

Wickfield South is a secluded, private estate situated on approximately 3 1/2 acres overlooking Bogie Channel on Big Pine Key. The property includes 444 feet of shore line and a private canal, 60' wide, 400 ' long with a boat basin. Tropical landscaping includes a variety of palm and mahogany trees, orchids and other tropical varieties. This beautiful meticulously maintained 3 bedroom, 3 1/2
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$2,375,000 0.92 acres
81 Coco Plum Drive, Marathon, FL 33050 - Monroe County

0.92 acres Marathon, FL

40,510 SF of Uplands, bay bottom, & 8 boat docks. In addition, 3/2 single family home, 1bd/1ba mobile home, 2-story tiki hut, & separate workshop. Deep water access into property & easy access to Miami or Cuba. Mixed use Maritime Zoning allows many possible uses: Marinas, Fishing Related businesses, Waterfront Restaurant & more. Shelter Bay Marina adjoining property is also for sale for $7.5 million.
$2,200,000 2.05 acres
4681 Overseas Highway, Marathon, FL 33050 - Monroe County

2.05 acres Marathon, FL

Money making water sports business opportunity in Marathon. Vacation Boat Rentals aka Marina Junction. Check out one of the most advanced boat rental websites in the business at www.VacationBoatRentals.com. Grossed over $1.8 million in 2015 and total owner benefits add up to net income over $550,000 per year and growing. Solid set of books and seller's accountant can back up numbers. Fleet of over 40 boats and fixed assets of over $1.2 million included plus business name, numbers and sophisticated website. Business started by owner over 10 years ago & ready to retire. Opportunities for new owner to take business to the next level. Commercial waterfront property is currently leased but may be purchased with owner financing. See us for detail
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$2,100,000 1,412 acres 3 Beds | 3 Baths | 3374 sqft
1127 Grand Street, Key Largo, FL 33037 - Monroe County

1,412 acres Key Largo, FL

Extraordinary views compliment this sun drenched oceanfront estate.Home features 5 bedrooms/4baths and is located on two lots capturing over 270 feet on the waterCompletely renovated 2 story home with a gated entry offers a casual living style and is perfect for elegant entertaining.The impressive gardens are surrounded by swaying palms and a two-tiered walk in free formed pool and spa.
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$1,849,000 0.78 acres
65820 Overseas Hwy, Conch Key, FL 33001 - Monroe County

0.78 acres Conch Key, FL

Direct beachfront lot on the oceanside in Long Key --build your dream beach home, almost an acre with your own private beach. Natural sandy beach, a rare find in the Florida Keys with 102' beach frontage! Enjoy walks/bike rides to the nearby Long Key State Park.
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$1,800,000 5 acres 3 Beds | 3 Baths | 2200 sqft
81250 Overseas Highway, Islamorada, FL 33036 - Monroe County

5 acres Islamorada, FL

Beautifully furnished Tarpon Flats unit with great views of the bay. Main floor includes living/dining area, kitchen, 2 bedrooms and baths. Third floor has master bedroom/bath, office, dressing area and 2 walk-in closets.Porches off of both levels with views. The common property has a pool, tennis court, greenhouse and dockage. Property is gated and full time caretaker.
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$1,499,000 3.24 acres 3 Beds | 3 Baths | 1749 sqft
3636 Dolphin Street, Big Pine Key, FL 33043 - Monroe County

3.24 acres Big Pine Key, FL

3+ acres of waterfront property in the beautiful Florida Keys! Peaceful! Private! Unique! That is what you will find with this well maintained, spacious 3 bedroom, 2.5 bath open water home. Enjoy the sunsets and tropical breezes from any one of the porches overlooking the open water. This is the only home on the entire street and includes all but two lots on the street.
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$1,300,000 10 acres 4 Beds | 3 Baths | 2635 sqft
97501 Overseas Highway, Key Largo, FL 33037 - Monroe County

10 acres Key Largo, FL

Come see!Breathtaking & Designer Furnished! Don't buy a home in the Fla. Keys until you take a tour of Mariners Club. (119 units) Exclusive, high end, w/ an Oceanfront Marina/43 slips & resort style amenities. Beautiful grounds/views. Enjoy the convenience of the beach area/pool, steps away while enjoying sunrises & cool SE Breezes! Furnished/decorated/embellished with the finest finishes.
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$1,150,000 12 acres 3 Beds | 2 Baths | 1940 sqft
87851 Old Highway, Plantation Key, FL 33036 - Monroe County

12 acres Plantation Key, FL

Breathtaking ocean vistas from this pristine 3 bedroom, 2 bath top floor dwelling.Impeccably decorated and move-in ready. Fine finishes such as granite counter-tops, stainless appliances and bamboo floors, built in custom shelves. Beautifully maintained grounds with marina, pool, sandy beach, tennis courts, spacious green lawns. Comes with a 35 ft boat slip, covered parking.
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$1,100,000 10 acres 3 Beds | 3 Baths | 2635 sqft
97501 Overseas Highway, Key Largo, FL 33037 - Monroe County

10 acres Key Largo, FL

Stunning unit in sought after Mariner's Club the most prestigious resort in Key Largo with a 40' boat slip #25, directly behind the unit! Featuring 3 BR, 3 BA end unit with an open floor plan making it great for entertaining! Top of the line appliances, upgraded finishes, expansive terraces and spectacular views of the Atlantic Ocean and Marina! Amenities include Club house, concierge service,
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$1,100,000 12 acres
87851 Old Highway, Plantation Key, FL 33036 - Monroe County

12 acres Plantation Key, FL

Great Location on Plantation Key Millionaire's row in desirable Ocean Harbour complex. This 4th floor unit has stunning ocean views with great views and amazing landscaping. Conveniently located 31 foot boat slip with instant ocean access
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$950,000 2 acres 3 Beds | 2 Baths | 1289 sqft
112 White Marlin Boulevard, Islamorada, FL 33036 - Monroe County

2 acres Islamorada, FL

Wonderfully private home in Lower Matecumbe. Nice fishing, swimming in the pool or lounging under the ''cheeca'' or shady porch overlooking the pool and dock. Beautifully landscaped and ready to enjoy! Fenced and gated.
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$869,000 12 acres 3 Beds | 2 Baths | 2158 sqft
87851 Old Highway, Plantation Key, FL 33036 - Monroe County

12 acres Plantation Key, FL

Corner unit with wrap-around oceanfront balcony and private balcony off guest bedroom. Offered fully furnished and all the amenities of Ocean Harbour; oceanfront clubhouse with exercise room, heated pool and spa, 2 lighted tennis courts, tiki huts with outdoor kitchen, modern 50 slip marina with boat ramp. Set on 12 tropically landscaped acres. Unit includes 30' slip #48.