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Strattons Homes for Sale, Upper Matecumbe Islamorada, Florida Keys

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Total Listings 9
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$339,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 689
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Here is your chance to own a great, income-producing piece of the iconic Cheeca Lodge & Spa in the heart of Islamorada. This beautiful double queen bedded resort view room is a great investment and can be your vacation spot for up to 28 days per year! Cheeca has long been the resort of choice for families, romantic getaways and more than one President. You will have your choice of 3 great restaurants, 2 bars, 2 pools (with a 3rd coming soon), 6 lighted tennis courts, a 9-hole, par 3 golf course, a Spa and workout facility, along with Camp Cheeca for kids.

$400,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 124
-5.88% ($25,000) 1 Price Change : Last Change 17 Days Ago
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Stay, play, then go away! King suite at Cheeca Lodge & Spa; they handle all the rentals for you! Owner use max 28 days per year, the rest are rented and you get the check. Fabulous in-town location, restaurants & bars on site plus walking distance to local dining and shopping, 9 hole Jack Nicklaus designed golf course, tennis, kids club, spa, multiple pools, beaches and waterfront playtime opportunities! NOT a time share.

$400,000
Upper Matecumbe Key Islamorada
Strattons - MM: 81.80
1 Bed, 1 Baths, 550 SqFt Days Listed: 277
-3.61% ($15,000) 1 Price Change : Last Change 192 Days Ago
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

HISTORIC CHEECA LODGE & SPA located in the heart of Islamorada! Exceptional income producing property with onsite rental management. This King Suite features a beautiful one bedroom, one bath and a full kitchen. You will enjoy the outstanding amenities including 5-star dining, spa, pools, beach, tiki bar, dock, 9-hole par 3 golf course, tennis courts, fitness center, water sports and lush tropical gardens throughout. Cheeca Lodge is located within walking distance to outstanding restaurants, galleries, breweries, shopping and Islamoradas famous art district.

$449,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 10
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

HISTORIC CHEECA LODGE & SPA located in the heart of Islamorada! Exceptional income producing property with onsite rental management. This King Suite features a beautiful one bedroom, one bath and a full kitchen. You will enjoy the outstanding amenities including 5-star dining, spa, pools, beach, tiki bar, dock, 9-hole par 3 golf course, tennis courts, fitness center, water sports and lush tropical gardens throughout. Cheeca Lodge is located within walking distance to outstanding restaurants, galleries, breweries, shopping and Islamoradas famous art district.

$750,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
2 Bed, 2 Baths, 908 SqFt Days Listed: 10
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

World Famous Cheeca Lodge & Spa Resort. Featuring Premier Income Producing Unit.Only One of four Luxurious 2/2 available. Cheeca handles all vacation rentals making your investment hassle free. 28 exquisite and exclusive days for owners use. On 27acres with tropical landscaping. Enjoy 5 star dining, beach, spa & fitness, 3 heated pools, fishing pier, tennis & pickleball, & a 9-hole par 3 golf course. Private fishing excursions & Plenty of watersports. Camp Cheeca for the kids, and so much more! Paradise Awaits You!

$779,990
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
3 Bed, 3 Baths, 1,525 SqFt Days Listed: 148
-6.01% ($49,910) 1 Price Change : Last Change 87 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Featuring tile and bamboo flooring throughout. The spacious master bedroom offers a large walk-in closet. Other features include cultured marble countertops in all the bathrooms, Moen fixtures, American Standard sinks and tub, 200-amp electrical box and nice landscaping in place. House is currently rented at $2600 per month. Seller will paint interior for buyer, you can choose your color. This home is close to great shopping, restaurants. The quiet street has a cul-de-sac at south end, which keeps traffic flow low.

$795,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
2 Bed, 2 Baths, 1,000 SqFt Days Listed: 13
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Beautifully updated home in the heart of Islamorada! This two bedroom and two bathroom home features soaring Dade County pine ceilings and an open floor plan with a loft for extra sleeping space. Sliding glass doors lead to a spacious deck. The owner has put new impact doors and windows throughout the house as well as new appliances and the bathrooms have been beautifully updated.

$799,990
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
3 Bed, 3 Baths, 1,535 SqFt Days Listed: 148
-5.88% ($50,000) 1 Price Change : Last Change 87 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Featuring tile flooring throughout. Enjoy soothing views from the upstairs patio. The spacious master bedroom offers a large walk-in closet. Other features include cultured marble countertops in all the bathrooms, Moen fixtures, American Standard sinks and tub, and a 14-foot-by-10-foot patio off the dining and living rooms. 200-amp electrical box and nice landscaping in place. The home offers some water views; large patio off the first-floor master. House is currently rented at $2200 per month. Seller will paint interior for buyer, you can choose your color. This home is close to great shopping, restaurants. The quiet street has a cul-de-sac at south end, which keeps traffic flow low.

$7,900,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
8 Bed, 8 Baths, 4,931 SqFt Days Listed: 119
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

FairWinds~A unique two acre walk in the water oceanfront estate, located in downtown Islamorada on Upper Matecumbe Key. FairWinds reflects elegance, beauty, seclusion, along with many amenities. Inside the gates are enchantingly lush tropical gardens with carefully cultivated native specimens leading to the shimmering pastel blues of the Atlantic ocean, which gently caresses the 250+ feet of secluded sandy beach. This very special compound blends privacy with abundant recreational opportunities, ideally suited to create cherished memories with family and friends. Complete with a grand main house with a wrap-around porch, wide verandas and stunning ocean views, perfect for memorable gatherings of family and friends. Watch the sun rise beyond the historic Alligator Reef Lighthouse just a few

More Info
Most Recent Sales - (25) - Strattons as of 2021-06-13
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
06-01-2021 81801 Overseas 717 $380,000 $690 $380,000 550 Condotel 1/1 122
05-06-2021 109 Carroll C $595,000 $583 $595,000 1,020 Single Family 1/1 74
04-01-2021 81801 Overseas 731 $300,000 $837 $315,000 358 Condotel 1/ 528
04-01-2021 81801 Overseas 730 $315,000 $572 $355,000 550 Condotel 1/1 528
04-01-2021 81801 Overseas 730 & 731 $615,000 $677 $645,000 908 Condotel 2/2 550
02-12-2021 81801 Overseas 621 $425,000 $772 $425,000 550 Condotel 1/1 672
02-03-2021 82236 Overseas 7 $420,000 $681 $485,000 616 Condo 2/2 359
02-01-2021 82236 Overseas 6 $420,000 $681 $485,000 616 Condo 2/2 357
10-07-2020 81906 Overseas Highway 1 $850,000 $474 $850,000 1,790 Single Family 3/3 492
07-28-2020 205 Dogwood $420,000 $238 $420,000 1,759 Single Family 3/2 2
07-15-2020 81906 Overseas Highway 7 $1,250,000 $674 $1,250,000 1,852 Single Family 3/3 800
05-21-2020 81906 Overseas Highway 6 $1,200,000 $647 $1,250,000 1,852 Single Family 3/3 745
05-01-2020 116 Madeira $1,062,500 $340 $1,350,000 3,120 Multi-Units 6/4 107
04-17-2020 81906 Overseas Highway 4 $1,000,000 $539 $1,050,000 1,852 Single Family 3/3 711
02-28-2020 81906 Overseas Highway 3 $900,000 $502 $900,000 1,790 Single Family 3/3 662
02-28-2020 81906 Overseas Highway 5 $1,090,000 $588 $1,150,000 1,852 Single Family 3/3 662
02-24-2020 81906 Overseas Highway 2 $850,000 $474 $850,000 1,790 Single Family 3/3 658
01-21-2020 81801 Overseas 617 $385,000 $565 $425,000 681 Condotel 1/1 47
12-18-2019 183 Carroll $1,300,000 $1,031 $1,400,000 1,260 Single Family 2/1 64
12-03-2019 203 Dogwood $632,500 $376 $674,900 1,682 Single Family 2/2 293
09-03-2019 81975 Old $400,000 $400 $435,000 1,000 Single Family 2/2 105
07-31-2019 128 Madeira $4,500,000 $1,327 $4,750,000 3,389 Single Family 4/4 269
07-24-2019 81801 Overseas 637 $380,000 $690 $395,000 550 Condotel 1/1 146
07-15-2019 154 Carroll $899,000 $334 $995,000 2,685 Single Family 4/4 242
06-26-2019 81801 Overseas 737 $310,000 $563 $350,000 550 Condotel 1/1 206
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The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-13-2021.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

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