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Upper Matecumbe Key, FL
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$14,500,000

82910 Overseas Highway Upper Matecumbe Key Islamorada, FL 33036
13 Beds 6,519 Sq. Ft
11 Full Baths 4 Half Baths
Courtesy Of Ocean Sotheby's International Realty
MLS# 567181
PROPERTY DESCRIPTION: 
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...
FEATURES:
Age: Over 50 Years Old
Amenities: Barbecue Area, Hot Tub Spa, Security System, Security System, Sports Court, Water Front
Appliances: Dishwasher, Dryer, Freezer, Ice Maker, Range, Refrigerator, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Exterior Type: Comb
Lot Size: 6.42 Acres
Parking Type: Covered, Garage - Detached
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath, Laundry Room, Recreational Room, Sauna, Utility, Workshop
View Type: Water

$7,500,000

82500 Old State Road Upper Matecumbe Key Islamorada, FL 33036
4 Beds 3,443 Sq. Ft
3 Full Baths
Courtesy Of American Caribbean Real Estate
MLS# 566504
PROPERTY DESCRIPTION: 
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.
FEATURES:
Age: 6-10 Years Old
Amenities: Sports Court, Elevator, Water Front
Appliances: Dishwasher, Dryer, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Floor Covering: Wood
Lot Size: 2.65 Acres
Parking Type: Garage
Roof Type: Metal
Rooms: Bedroom, Full Bath, Laundry Room
View Type: Ocean, Water

$6,295,000

77145 Overseas Highway Lower Matecumbe, FL 33036
3 Beds 4,400 Sq. Ft
3 Full Baths 1 Half Bath
Courtesy Of Ocean Sotheby's International Realty
MLS# 568243
PROPERTY DESCRIPTION: 
This authentic West Indies style compound feature 3 intriguing structures including the main gathering house, masters quarters and quest cottage all centered around a serene oceanside pool. The gathering house offers dramatic open beamed ceilings, library/office, loft and a complete gourmet kitchen with Viking range, Sub Zero refrigerator and wine refrigerator and butler's pantry.
FEATURES:
Age: 11-20 Years Old
Amenities: Water Front
Appliances: Dishwasher, Dryer, Freezer, Microwave, Oven, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Floor Covering: Wood
Lot Size: 2.15 Acres
Parking Type: Garage - Attached, Open
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath, Laundry Room, Loft
View Type: Ocean

$6,000,000

87961 Old Highway Islamorada, FL 33036
3 Beds 7,855 Sq. Ft
3 Full Baths
Listed By CENTURY 21 All Keys, Inc.
MLS# 120169
PROPERTY DESCRIPTION: 
Rare opportunity!Ocean front estate with 6.5 acres and over 300 ft of ocean frontage in the fishing capital of the world.The estate has 8 bedroom and 9 baths with a indoor and out door pool.There's a boat basin with two boat lifts and a concrete sea wall for all the toys.The property has a chickee hut on the open water and a light house.The main house has a open floor plan with open water views from every room .There is also a guest house with a great sun deck over looking the open water .The house is easy to show and comes fully furnished.Sale includes adjacent property, 87963 Old Hwy.

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FEATURES:
Cooling: Central A/C - Electric
Exterior Description: Concrete Block
Location: Waterfront
Style: Other Style
Views: Water

$5,950,000

101 CARROLL Street Upper Matecumbe Key Islamorada, FL 33036
2 Beds 959 Sq. Ft
2 Full Baths
Courtesy Of Ocean Sotheby's International Realty
MLS# 564240
PROPERTY DESCRIPTION: 
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!
FEATURES:
Age: Over 50 Years Old
Amenities: Water Front
Appliances: Oven, Refrigerator
Architecture Style: Other
Cooling System: Window Unit(s) A/C
Floor Covering: Tile
Lot Size: 5.24 Acres
Parking Type: Off Street
Roof Type: Metal
Rooms: Bedroom, Full Bath, Workshop
View Type: Ocean, Water

$5,400,000

85261 Old Highway Windley Key, FL 33036
3 Beds 1,839 Sq. Ft
2 Full Baths
Courtesy Of Freewheeler Realty Inc, DBA, Realty World - Freewheeler
MLS# 549574
PROPERTY DESCRIPTION: 
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!
FEATURES:
Age: Over 50 Years Old
Amenities: Hot Tub Spa, Water Front
Appliances: Dishwasher, Dryer, Ice Maker, Range, Refrigerator, Washer
Architecture Style: Other
Cooling System: Central A/C, Window Unit(s) A/C
Fireplace: Fireplace
Heating System: Fireplace
Lot Size: 2.68 Acres
Parking Type: Open
Roof Type: Unknown
Rooms: Bedroom, Full Bath, Sauna
View Type: Ocean, Water

$4,900,000

210 Plantation Boulevard Plantation Key, FL 33036
5 Beds
3 Full Baths 2 Half Baths
Courtesy Of Coldwell Banker Schmitt Real Estate Co.
MLS# 568088
PROPERTY DESCRIPTION: 
Newly Constructed Gated Bay Front Estate in Islamorada featuring amazing sunsets, 5 bdrms, 3 bths, 2 powder rms, gourmet kitchen over 4,500 sf of living space, expansive porches, elevator, outdoor kitchen, & dining make this luxury living at it's finest. Beautiful bay front pool & spa, 100 ft. dock w/boat lift, cut in basin w/direct bay & easy ocean access. Truly an Island Lifestyle Experience!
FEATURES:
Style: Other Style

$3,999,999

75931 Overseas Highway Lower Matecumbe, FL 33036
5 Beds 4,770 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of Ocean Sotheby's International Realty
MLS# 566261
PROPERTY DESCRIPTION: 
Magnificent Ocean front estate with 150' of beach frontage on almost an acre and a half! Newer construction featuring a wonderful floor plan with 4 bedrooms, 4.5 baths in the main house, tongue and groove wood ceilings, and 8'doors. The functional chef's kitchen offers granite counters, 3 ovens, warming drawer and ice maker. The spacious dining room with tray ceilings is just off the kitchen and
FEATURES:
Age: 1-5 Years Old
Amenities: Barbecue Area, Sprinkler System, Wet Bar, Hot Tub Spa, Security System, Security System, Water Front
Appliances: Dishwasher, Dryer, Garbage Disposer, Ice Maker, Microwave, Oven, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Floor Covering: Marble, Wood
Lot Size: 1.38 Acres
Parking Type: Garage, Off Street, Open
Roof Type: Metal
Rooms: Bedroom, Full Bath, Half Bath, Laundry Room
View Type: Ocean, Water

$3,750,000

84775 Old Highway Windley Key, FL 33036
10 Beds 6,262 Sq. Ft
8 Full Baths 2 Half Baths
Courtesy Of Freewheeler Realty Inc, DBA, Realty World - Freewheeler
MLS# 561920
PROPERTY DESCRIPTION: 
The Conch, Lobster, Pelican, & Egret at Alligator Reef Luxury Estate. Private, gated estate for corporate or family retreats. CBS homes consist of two 3/2 homes and two 2/2 homes. Enjoy fabulous sunrises & ocean breezes off the observation deck. 2 lrg heated pools, summer kitchens, & tons of privacy for memorable beach-side gatherings in a tropical paradise. EXCELLENT vacation rental history.
FEATURES:
Age: 11-20 Years Old
Amenities: Water Front
Appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Ice Maker, Microwave, Oven, Range, Refrigerator, Washer
Architecture Style: Other
Cooling System: Ceiling Fan(s), Central A/C
Lot Size: 1.23 Acres
Parking Type: Carport, Open
Roof Type: Unknown
Rooms: Bedroom, Full Bath, Half Bath
View Type: Ocean
MLS# 559033
PROPERTY DESCRIPTION: 
CRAIG CAY-ONE OF A KIND ISLAND GETAWAY... Enjoy an unprecedented opportunity to own the southwest portion of Craig Cay Island. Encompassing approximately 1.5 acres of land, the island is surrounded by deep water on three sides and stunning views in all directions. Craig Cay Island provides the option to create a unique living space with the land graded and ready for new construction.
FEATURES:
Amenities: Water Front
Architecture Style: Other
Roof Type: Unknown
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Upper Matecumbe Key, FL Real Estate & Homes for Sale - 188 Listings Found

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