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Strattons Homes for Sale, Upper Matecumbe Islamorada, Florida Keys

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Total Listings 11
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$400,000
Upper Matecumbe Key Islamorada
Strattons - MM: 81.80
1 Bed, 1 Baths, 550 SqFt Days Listed: 377
-3.61% ($15,000) 1 Price Change : Last Change 274 Days Ago
Condotel - Contingent - 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 with kitchen and living area. 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.

$400,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 224
-5.88% ($25,000) 1 Price Change : Last Change 104 Days Ago
Condotel - Contingent - 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.

$425,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 98
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Firs

Own a piece of history at Cheeca Lodge & Spa in the heart of Islamorada! Take advantage of an exceptional income producing property with onsite rental management. You deserve to reward yourself with the outstanding amenities including 5-star dining, spa, pools, beach, tiki bar, dock, 9-hole par 3 golf course, tennis courts, fitness center, and so more! Cheeca Lodge and Spa is like no other!

$425,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 98
Condotel - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Own your own piece of Historic Cheeca Lodge & Spa in the heart of Islamorada! Exceptional income producing property with onsite rental management. Reward yourself with the outstanding amenities including 5-star dining, spa, pools, beach, tiki bar, dock, 9-hole par 3 golf course, tennis courts, fitness center, and so more! Cheeca Lodge and Spa is like no other!

$449,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
1 Bed, 1 Baths, 550 SqFt Days Listed: 110
Condotel - Contingent - 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 with kitchen and living area. 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.

$675,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
2 Bed, 2 Baths, 908 SqFt Days Listed: 89
Condotel - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Own a piece of the Legendary Cheeca Lodge! This luxurious 2 bedroom, 2 bath suite offers a King & a double queen bedroom each with huge marble baths incl soaking tubs & glass showers. Full living room & kitchen with cooktop, microwave, dishwasher & refrigerator. Gorgeous view of a the rock waterfall & small spa pool just off the screened balconies. Vacation here up to 28 days per year & let it bring in revenue when not in residence. Cheeca is known for its quintessential Islamorada elegance, lush grounds, 3 restaurants, 2 bars, 3 pools, 6 tennis courts, 9 hole golf course, Spa, gym, beach, pier, watersports & popular Camp Cheeca for kids. Located on the ocean in downtown Islamorada with the best of dining, shopping, art, fishing, diving, & breweries at your disposal. Financing available!

$750,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
2 Bed, 2 Baths, 908 SqFt Days Listed: 110
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!

$769,990
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
3 Bed, 3 Baths, 1,525 SqFt Days Listed: 248
-7.22% ($59,910) 2 Price Changes : Last Change 20 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.

$789,990
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
3 Bed, 3 Baths, 1,535 SqFt Days Listed: 248
-7.06% ($60,000) 2 Price Changes : Last Change 20 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.

$950,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
2 Bed, 2 Baths, 908 SqFt Days Listed: 62
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

$7,900,000
Upper Matecumbe Key Islamorada
Strattons - MM: 82.50
8 Bed, 8 Baths, 4,931 SqFt Days Listed: 219
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: NoneRip Rap

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 - (22) - Strattons as of 2021-09-21
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
07-01-2021 81975 Old $750,000 $750 $795,000 1,000 Single Family 2/2 31
06-14-2021 82703 Old $3,650,000 $3,814 $3,650,000 957 Single Family 3/2 2
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
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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 09-21-2021.

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

1(800) 692-3605
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