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 Islamorada condos for sale below are on the ocean side.

Total Listings 35
Order By:

87465  Old Highway 218 For Sale, MLS 589440
$295,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 981 SqFt Days Listed: 21
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Plantation by the Sea townhouse style unit offers 2 bedrooms / 1.5 bathrooms. Well maintained unit with 981 sf of living space, updated kitchen and bathrooms. Comes fully furnished, including kitchen wares. Built ins for extra storage, large closets in bedrooms, accordion shutters and ocean views from the front door. Parking spot is close to elevator. The gated complex has a heated pool, located on the ocean front. The clubhouse will also enjoy those views. Fishing pier extends out into the ocean.

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: 119
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: 207
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: 119
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 750 For Sale, MLS 581494
$419,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, SqFt Days Listed: 552
-6.89% ($31,000) 1 Price Change : Last Change 206 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: 311
+6.25% ($25,000) 1 Price Change : Last Change 100 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: 311
+6.25% ($25,000) 1 Price Change : Last Change 100 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: 311
+6.25% ($25,000) 1 Price Change : Last Change 100 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.

79901  Overseas Highway 507 For Sale, MLS 588507
$459,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 76
-2.34% ($11,000) 1 Price Change : Last Change 18 Days Ago
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.

79901  Overseas Highway 506 For Sale, MLS 588918
$469,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 47
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Gorgeous Ocean View Condo with Newly Remodeled Kitchen and Bathrooms. Top Floor two bedroom two bathroom condo with a private covered balcony. All windows and doors are impact resistant, brand new AC and water heater. Palms of Isla features an oceanfront pool, hot tub, tiki bar/grill area, sandy beach, boat ramp, indoor gym facility, kayak/paddle board launch and storage area. Secured gate entrance, covered assigned parking and plenty of parking for your guests. Home away from home or use as an excellent vacation rental property.

88181  Old Highway 41A For Sale, MLS 586256
$485,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 239
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: Assigned Dock

On the top floor, your view is of the tree tops! Patio is perfect for plants! Updated kitchen with travertine accents, updated baths, appliances, AC, washer/dryer. Built in wine cooler. Impact windows. New ceiling fans on the porch PLUS you have all the amenities of Coral Harbour Club. Pool, tennis, clubhouse activities, lagoon with sandy beach, dockage, fuel, ice and MORE. Call for your private showing today.

87465  Old Highway 227 For Sale, MLS 589371
$499,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 981 SqFt Days Listed: 25
-9.27% ($51,000) 1 Price Change : Last Change 6 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Are you looking for open oceanfront views? Then this is for you! Beautifully updated townhouse style condo with fabulous ocean views and in unit washer and dryer. The kitchen island has room for prepping AND entertaining while enjoying ocean views. The open floor plan allows you to see the ocean from the front door through the living space and to the veranda. Upgraded with impact windows and sliding glass doors this townhome is ready for a new family to enjoy Keys living at its finest. Additional features include travertine floors, Stainless Steel appliances, granite countertops, custom lighting fixtures and crown molding. This unit also has an assigned covered parking space.

79901  Overseas Highway 205 For Sale, MLS 578165
$579,000
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
2 Bed, 2 Baths, 981 SqFt Days Listed: 769
+16.03% ($80,000) 3 Price Changes : Last Change 45 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.

88181  Old Highway 22E For Sale, MLS 585747
$599,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,529 SqFt Days Listed: 274
-6.26% ($40,000) 1 Price Change : Last Change 73 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip,

Updated 3-bedroom/2-bath Coral Harbour condo in the desirable E Building just steps to everything! Walk straight out to the oceanfront marina with available shared boat slips or take a few steps down the side path for instant access to the large pool and clubhouse, oceanfront picnic areas, lagoon with catch-and-release fishing and wade-in sandy beach! Inside, enjoy an updated, open kitchen with wine cooler and stainless appliances plus 2 updated baths, Italian tile floors, crown molding, and a huge wrap-around screened balcony. Nicely maintained condo is clean, fresh and move-in ready. Furniture and decor are also available. The community allows two pets (any size) and offers plenty of space for walking/jogging plus manicured, shady grounds.

87851  Old Highway Highway K34 For Sale, MLS 586357
$599,900
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 231
-4.47% ($28,100) 2 Price Changes : Last Change 12 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Dock Privi

Stunning Ocean Views comes with this Ocean Front Condo. Large screened in porch gives you plenty of room to look out at the nice pool, marina & jacuzzi and the Atlantic Ocean. 8 community boats slips that can handle 30ft. vessels that rent for $56.00 a month.Very Private complex that has plenty of Tiki Huts on the property with nice beach chairs to relax near the water. Large Oceanfront Clubhouse that has a nice meeting area and a full gym, lighted tennis courts too. Lushly landscaped property that is professionally maintained. The Electric front gate keeps all of this very private. Being sold fully furnished.

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: 141
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.

87851  Old Highway K35 + 30 deeded slip For Sale, MLS 586491
$649,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 218
-2.99% ($20,000) 1 Price Change : Last Change 54 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Basin,

Breathtaking views abound from this beautiful ocean front unit. Your own Deeded 30 Deep water slip in 50 Slip private Marina. Immaculately maintained, ocean views from great room dining and living area flowing to oversized screened/sliding glass enclosure porch. Generous kitchen with Stainless appliances. Large open water views from Master BR with access to porch & gorgeous updated en suite bathand walk in closet. Spacious 2nd BR/BA nicely separated wing. Property boasts 12 lushly landscaped acres, pool, hot tub, beach, private harbor 50 slip marina (no bridges, direct ocean front), boat ramp, community room, gym, lighted tennis courts, storage & covered parking. Well located for easy access to restaurants, water sports, shopping and Free entrance to nearby Founders Park amenities.

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: 115
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!

87851  Old Highway K5 + 30slip #42 For Sale, MLS 589076
$699,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 40
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Sensational Ocean, marina and pool views from this 1st floor elevated unit with spiral stairway to all the amenities Ocean Harbour has to offer. Impact windows in Master bedroom, Kitchen, and Front Door with electric Rolladen on balcony and accordion on guest room windows. Beautiful LVT(luxury vinyl plank) thats easy on the feet and legs and pleasing to the eye.Clubhouse with well equipped gym, heated pool, 2 lighted tennis(and Pickleball) courts, jacuzzi, brand new modern 50 slip marina, and 12 acres of tropically landscaped and gated grounds. Purchase includes a 30 boat slip #42.13K # cradle boat lift capable of holding 27 boat is available to purchase separately.

87851  Old Highway M 3 For Sale, MLS 589672
$725,000
Plantation Key
Ocean Harbor   - MM: 87.50
2 Bed, 2 Baths, 1,536 SqFt Days Listed: 10
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Ramp,Boat

Beautiful Ocean and marina views from this 2bedroom/2bath condo. Nicely appointed, move-in ready, including 30 boat slip.Easy access from private back stairway or elevator to gorgeous grounds, beach, pool, marina, clubhouse. Other amenities include covered parking, tennis, pickleball, dog walk, boat ramp, privacy gate, on-site manager. All the conveniences to enjoy the Florida Keys life!

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 02-17-2020.

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