Upper Matecumbe Key Islamorada Condos For Sale on the Ocean Side

Most of the properties in the Florida Keys peninsula are either on the ocean side or on the bay / gulf side of the island. The following Upper Matecumbe Key Islamorada condos for sale below are on the ocean side.

Total Listings 20
Order By:

79901  Overseas Highway 205 For Sale, MLS 578165
$599,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 700
+20.04% ($100,000) 2 Price Changes : Last Change 54 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautifully renovated 2 bedroom condominium in the Palms of Islamorada, walk to fine dining, great fishing boats, both offshore and back country, and a great diving/snorkeling operation. Total restoration down to the studs including new wiring, plumbing, walls, flooring, and ceilings. Offered completely furnished with all amenities TVs, new appliances including washer/dryer. Ready to enjoy starting the day of closing.

80639  Old Highway 302 For Sale, MLS 581214
$1,185,000
Upper Matecumbe Key Islamorada
Maison Matecumbe   - MM: 81.00
3 Bed, 3 Baths, 1,946 SqFt Days Listed: 504
-15.05% ($210,000) 2 Price Changes : Last Change 77 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Exclusive gated oceanfront condo in the heart of Islamorada. This one-story residence offers three bedrooms and two bathrooms, and is in turnkey condition. The property also has covered parking and an excellent rental history. Amenities include a sandy beach, a beautiful new pool, and a convenient location near shops, dining, the Arts District, and marinas that will book fishing and diving excursions.

81801  Overseas Highway 750 For Sale, MLS 581494
$419,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, SqFt Days Listed: 483
-6.89% ($31,000) 1 Price Change : Last Change 137 Days Ago
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Excellent opportunity to own this one-of-a-kind suite unit at the locally historic Cheeca Lodge & Spa. Its convenient in-town location means its walking distance to dining, shopping, and entertainment. Enjoy all the resort has to offer. Amenities include a par-three nine-hole golf course, five-star dining, kid-friendly features like Camp Cheeca, a spa, pools, beaches, and so much more.

81801  Overseas Highway 625 For Sale, MLS 585197
$425,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, SqFt Days Listed: 242
+6.25% ($25,000) 1 Price Change : Last Change 31 Days Ago
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Cheeca Lodge & Spa lagoon view king suite. The perfect way to get yourself into the Keys; excellent rental income, turn key-opportunity. Enjoy 5 star dining, beach, spa, pools, 9-hole par 3 golf course, Camp Cheeca for the kids, and so much more! Cheeca Lodge is located Oceanside in the heart of Islamorada and walking distance to Islamoradas famous art district, fine dining and shopping.

81801  Overseas Highway 624 For Sale, MLS 585195
$425,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 361 SqFt Days Listed: 242
+6.25% ($25,000) 1 Price Change : Last Change 31 Days Ago
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Cheeca Lodge & Spa double queen suite. The perfect way to get yourself into the Keys; excellent rental income, turn key-opportunity. Enjoy 5 star dining, beach, spa, pools, 9-hole par 3 golf course, Camp Cheeca for the kids, and so much more! Cheeca Lodge is located Oceanside in the heart of Islamorada and walking distance to Islamoradas famous art district, fine dining and shopping.

81801  Overseas Highway 621 For Sale, MLS 585196
$425,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 681 SqFt Days Listed: 242
+6.25% ($25,000) 1 Price Change : Last Change 31 Days Ago
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Cheeca Lodge & Spa king suite with lagoon view! The perfect way to get yourself into the Keys; excellent rental income, turn key-opportunity. Enjoy 5 star dining, beach, spa, pools, 9-hole par 3 golf course, Camp Cheeca for the kids, and so much more! Cheeca Lodge is located Oceanside in the heart of Islamorada and walking distance to Islamoradas famous art district, fine dining and shopping.

83201  Old Highway 221 For Sale, MLS 584344
$775,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 298
-4.91% ($40,000) 1 Price Change : Last Change 235 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock36ft.

Exquisite direct oceanfront condo in the luxury community of Beacon Reef and located directly on the beach. Walk down your private exterior stairs and you are right on the most beautiful sandy beach in Islamorada. This is the Florida Keys condo with the ocean views and beach you have been dreaming of. The condo offers 2 bedrooms, 2 baths, renovated kitchen and bathrooms, gorgeous balcony, Jacuzzi tub, plenty of closet space, and new appliances. 5 star community amenities include sandy beach, boat dockage, zero-entry pool and hot tub, pier with seating and fishing stations, clubhouse and fitness center with ocean views & poolside tiki hut with grills.

79901  Overseas Highway 515 For Sale, MLS 578881
$1,195,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
3 Bed, 3 Baths, 1,484 SqFt Days Listed: 657
-14.34% ($200,000) 1 Price Change : Last Change 54 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautifully renovated 3 bedroom condominium in the Palms of Islamorada. Top floor end unit in southerly building with open ocean views. Walk to fine dining, great fishing boats, both offshore & back country, and a great diving/snorkeling operation. Large private balcony with view of Alligator Light. Unit has been converted to 2 bedroom but will be returned to 3 bedroom if Buyer desires.

80639  Old Hwy Highway 201 For Sale, MLS 588059
$3,350,000
Upper Matecumbe Key Islamorada
Maison Matecumbe   - MM: 81.00
4 Bed, 4 Baths, 3,274 SqFt Days Listed: 36
+3.08% ($100,000) 1 Price Change : Last Change 32 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage155ft.

Nestled in tranquil bay overlooking Alligator Reef, in the heart of Islamorada, Maison Residences offers the only 4-bedroom condominiums in Islamorada. A rare opportunity to own in a luxurious community featuring its own private white sandy beach and a 155 Day Dock. At only a 90 minute drive from Miami, this remarkable paradise offers the perfect playscape for swimming, boating, fishing and more. Resort style pool and spa can be viewed from the oversized living terrace. Just a short distance from the islands finest restaurant, parks and marinas, this quiet, private and gated community brings a new standard of living to The Florida Keys. Pre-construction in final phase with expected date of delivery end of 2020. ADA Compliant, Smart home, 10 Ceilings and more.

81808  Old Highway 731 For Sale, MLS 587846
$315,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 81.80
1 Bed, 1 Baths, 358 SqFt Days Listed: 50
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your double queen corner resort room at the historic Cheeca Lodge & Spa. This rare top floor unit features extra high ceilings, two queenbeds, one luxurious bathroom with soaking tub and separate shower. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, pickle ball court, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. COMBINE with UNIT 730 for TOTAL PRICE of $645,000! Cheeca is located in the heart of Islamorada and in walking distanced to shopping, galleries, restaurants, breweries, and island festivities.

81801  Overseas Highway 735 For Sale, MLS 586656
$339,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 358 SqFt Days Listed: 138
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. This unit has experienced over 80% occupancy and offers a great return on investment.

81801  Overseas Highway 730 For Sale, MLS 587845
$355,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 81.80
1 Bed, 1 Baths, 550 SqFt Days Listed: 50
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your King Suite at the historic Cheeca Lodge & Spa. This rare top floor unit features extra high ceilings, one bedroom, one bathroom, and a full kitchen. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, pickle ball court, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping. COMBINE with UNIT 731 for TOTAL PRICE of $645,000! Cheeca is located in the heart of Islamorada and in walking distance to shopping, galleries, restaurants, breweries, and island festivities.

81801  Overseas Highway 617 For Sale, MLS 588546
$425,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 681 SqFt Days Listed: 5
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Location makes this King Suite with kitchenette at the historic Cheeca Lodge & Spa the exception. Palm trees and tropical landscape surrounds this top level unit creating a private oasis. Steps from the new beachfront pool and tiki bar this luxury unit has direct views of the crystal clear lagoon with island waterfall. Relax in the inviting soaking tub encompassed by beautiful marble after a day spent on the beach. Enjoy a glass of wine on the private screened porch with the calming sounds of the waterfall in the background. The suite features well appointed furnishings, a plush king bed, and a sleeper sofa for additional sleeping. This is an income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. Cheeca offers a

79901  Overseas Highway 507 For Sale, MLS 588507
$470,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 7
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Oceanfront, Top Floor, Completely Renovated 2 Bedroom, 2 Bath Condo Unit at The Palms of Islamorada. All the work has been done, no need for the expensive and timely pain of a condo remodel. New kitchen and baths, new windows and shutters, new AC and hot water heater. The complex features an oceanfront pool and hot tub, a relaxing beach, his and hers gyms, an outdoor grill and tiki area, kayak/SUP launch ramp and gorgeous open-water views of Alligator Lighthouse and Terra Key. The Palms is conveniently located near Lazy Days Restaurant, Midway Cafe and Coffee Bar, Amara Cay Resort and Bud n Marys Marina. Downtown Islamorada, offers a wide array of restaurants and shops and is less than a mile away.

83201  Old Highway 202 For Sale, MLS 588355
$565,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 19
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Downtown Islamorada 2/2 ocean view condo with great dockage, resort-style pool, coveted covered parking space directly below the unit, and the best location by land or sea! Great boating location for fishing and diving within view of Aliigator Lighthouse and the Islamorada Sandbar. Walking/biking distance to fine dining, shopping and all the downtown art festivals and full moon celebrations. This condo is on the second floor so it has a private walk-down staircase off the back porch to quickly access the pool and dock. It is also an end unit so it has three extra windows (one in each bathroom and one in the master) and all the windows and sliding doors are all updated to impact glass. The baths are both updated as well. Best priced condo in Beacon Reef!

81801  Overseas Highway 730 & 731 For Sale, MLS 587529
$645,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 81.80
2 Bed, 2 Baths, 908 SqFt Days Listed: 72
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

Welcome to your double unit corner suite at the historic Cheeca Lodge & Spa. This rare top floor unit features extra high ceilings, two bedrooms, two bathrooms, and a full kitchen. Income producing property allowing 28 fabulous owner days! Cheeca handles all vacation rentals making your investment hassle free. The resort offers a spa, Camp Cheeca for the kids, beachfront pool, 9-hole par 3 golf course, lush gardens, bike path, tennis courts, pickle ball court, fitness center, 5 star dining, tiki bar, beach, dock, water sports, and fishing. Sleeper sofa in living area for additional sleeping. Cheeca is located in the heart of Islamorada and in walking distanced to shopping, galleries, restaurants, breweries, and island festivities.

83201  Old Highway 205 For Sale, MLS 587914
$695,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 46
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Dock P

Updated Oceanfront 2/2 Condo with Ocean Views & Dockage! This is the downtown Islamorada condo youve been waiting for with nothing left to do! Elegantly updated kitchen, updated flooring, updated baths and fully furnished and offered turn key so its ready to move right into and enjoy! Step out on to your private balcony and take your private spiral stairs directly to the pool gate! Going boating? Take the spiral stairs down to your storage closet, grab your poles and go! Beacon Reefs one-of-a-kind dock features step-down finger piers for easy loading for any size boat up to 38 ft. with power, water and even ice at the end of the dock! Ocean view gym, clubhouse, beach-entry pool w/oversized hot tub and high-end tropical landscaping make this condo feel like a premier luxury resort!

81801  Overseas Highway 742 For Sale, MLS 583390
$775,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
2 Bed, 2 Baths, 908 SqFt Days Listed: 352
Condotel - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges

An incredible opportunity to own a double-unit suite at the world-famous Cheeca Lodge Resort & Spa. This unique unit has two bedrooms, two-and-a-half bathrooms, two balconies, a full kitchen, and a pull-out couch. Income producing units offer hand-off ownership for the busy investor. The it place to be in downtown Islamorada for its nine hole golf course, spa, oceanfront dining, kids club, two pools, shopping, and close proximity to local attractions. All assessments have been paid.

83201  Old Highway 422 For Sale, MLS 585352
$850,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 231
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

What a View! Rare 2/2 condo with an expansive full ocean view from the minute you open the door! This direct oceanfront residence in beautiful Beacon Reef offers a front row view of the deep blue Atlantic, Alligator Lighthouse and Beacon Reefs one-of-a-kind dock complete with tiki hut and lovely evening lighting. Move-in ready with updated kitchen and baths PLUS a coveted covered parking spot to tandem park two cars or keep your boat/trailer onsite. Beacon Reef is located in downtown Islamorada near everything by land or sea. By boat, the Islamorada sandbar is minutes away along with great fishing and diving. By land, the new Publix is across the street and downtown is less than a mile away with fine dining, shopping, events and local nightlife. Resort-style pool, spa, gym & more!

79901  Overseas Highway 416 For Sale, MLS 588574
$979,900
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
3 Bed, 3 Baths, 1,484 SqFt Days Listed: 4
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Breathtaking Ocean views from this 3 bedroom 2 bath unit that is centrally located in Islamorada at The Palms of Islamorada. You have floor to ceiling windows that provide spectacular ocean views from the Livingroom, Kitchen, master bedroom and guest bedroom with panoramic ocean views from the large private open terrace. All 3 bedrooms have walk-in closets and closets throughout the condo for plenty of storage space. Kitchen has wood cabinets, granite countertops with stainless steel appliances and 2 ovens that come in handy when entertaining. Some of the many features of the gated complex are covered parking, ocean front pool and spa, tiki hut, gym, clubhouse with kitchen and a kayak launch with storage rack. Steps away from Bud and Marys for all of your boating needs.

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 12-10-2019.

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92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

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