Upper Matecumbe Key Islamorada Homes 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 homes for sale below are on the ocean side.

Total Listings 9
Order By:

217  Preston Street  For Sale, MLS 586652
$439,900
Upper Matecumbe Key Islamorada
Matecumbe Beach   - MM: 82.00
2 Bed, 2 Baths, 650 SqFt Days Listed: 119
+3.51% ($14,900) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Delightful and quaint conch style cottage in the heart of the Villages Art District, this little treasure puts you right in the middle of all the Village has to offer. Freshly updated and refurbished since Irma top to bottom. Modern kitchen and bath, large yard, close to restaurants, galleries, shopping, entertainment, marinas, Cheeca in uptown Islamorada. Tenant occupied so notice please to show. This one wont last! Call for appointment today!

201  Jerome Avenue  For Sale, MLS 587676
$595,000
Upper Matecumbe Key Islamorada
Grove Park   - MM: 81.50
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 42
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

nice ground level home on a quiet and shady lot in the heart of Islamorada, X flood zone, great neighborhood, walking distance to great restaurants and shopping, close to fishing and diving charters, double car garage gives plenty of storage, screened entertainment & relaxation area provides nice outdoor sitting space, tile throughout, fresh paint inside & outside, vaulted ceilings, indoor toilets, breakfast bar, washer & dryer in garage, low maintenance grounds.

203  Dogwood Lane  For Sale, MLS 584311
$674,900
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
2 Bed, 2 Baths, 1,682 SqFt Days Listed: 280
-9.89% ($74,100) 3 Price Changes : Last Change 192 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Move in before the Holidays! Historical beautifully restored Conch house in the Heart of Islamorada! Restored like new along with rare Old Florida ambiance. President George W. Bush would visit and dine here after fishing with former owner Capt. George Hommel! House is about 100 from open ocean beach, fenced yard, tropical landscaping, 3-4 car pavered parking. Restoration (2 years ago) includes metal roof, impact windows and doors, all new high efficiency split mini A/C, new high end exceptional kitchen and appliances, lighting. Quartz counters, big pantry! New 2blinds, drapes. Huge Florida/Bonus room, screened porch, pergola, large CBS workshop! Rubberized exterior paint. Close to Discovery Center, Islander Resort, restaurants, boutiques. Owner is real estate agent.

81212  Old Highway  For Sale, MLS 586288
$699,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 81.20
2 Bed, 2 Baths, 728 SqFt Days Listed: 148
-17.76% ($151,000) 2 Price Changes : Last Change 68 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Mango House... A magical, modern, Island-style Villa with the ideal location! This newly renovated Villa features 2 bedrooms, 2.5 baths, and a custom pool featuring a private lounging beach. Located conveniently on the Old Road at Mile Marker 81.2 and just a walk or golf cart ride to all the restaurants, breweries, and boutiques on Morada Way and Upper Matecumbe Key. Originally built in 1961, this home is NEW from the ground up, and features brand new appliances, electrical, plumbing, windows, doors and more, but still keeps its 1960s design and charm.

117  Seashore Drive  For Sale, MLS 586735
$959,000
Upper Matecumbe Key Islamorada
Green Turtle Beach   - MM: 81.20
3 Bed, 3 Baths, 2,624 SqFt Days Listed: 112
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

The Tamarind House... Youll enjoy this family style residence and the island life in this expansive Florida Keys home. Located in a quiet, serene area of Islamorada, just a few minutes to all the restaurants, galleries, and boutiques you might want to keep you entertained. With a double carport and workshop on the ground floor, youll have plenty of parking and storage. The second floor features a spacious, open floor plan kitchen, bar, dining and living room with soaring ceilings! A nice walk-in shelved pantry closet is also part of the kitchen. To complete the main floor there are two guest bedrooms each with walk in closets, that share a large laundry room and a full bathroom.The third floor very private master is custom designed to provide a quiet refuge, along

83257  Old Highway  For Sale, MLS 588229
$2,500,000
Upper Matecumbe Key Islamorada
The Russell Estates   - MM: 83.50
5 Bed, 5 Baths, 3,000 SqFt Days Listed: 7
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Oceanfront Estate with natural beach - travel back in time & enjoy the barefoot elegance of this custom built GREEN island home. Featured in Fine Home Building & Natural Home magazines, historic Red Cross home meticulously redesigned to take advantage of the gorgeous beachfront location. 2 thoughtful, Eco friendly additions add modern, artistic feel. Enjoy living on the best island, separate living spaces, private outdoor shower, large pottery studio & or huge drivethrough 3 car garage, fabulous views, orchard, solar panels, cistern, and so much more! If you long for brilliant design where indoor and outdoor living are seamlessly integrated, you will love this home. Please call to schedule your private tour- experience artistic excellence, unity with nature, & sheer bliss

80531  Old Highway  For Sale, MLS 584600
$3,650,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
3 Bed, 3 Baths, 2,044 SqFt Days Listed: 262
-5.66% ($219,000) 1 Price Change : Last Change 198 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None,Other DockageCo

A one-of-a-kind 4.33-acre estate on Upper Matecumbe Key. Enter the gate and follow the classic brick driveway to one of Islamoradas most private settings. The main house, which is above the flood zone, offers two bedrooms and two-and-a-half bathrooms, featuring high beamed ceilings, tile floors, and ocean views. A guest cottage offers one bedroom, one bathroom, and a large sitting room. Watch the colors of beautiful sunrises and incredible sunsets reflect off Alligator Lighthouse from all rooms. Look for tailing bonefish and wading birds, or just sit by the pool and relax--Mother Nature is your living room. A caretakers cottage as well as a guest cottage can be added to the property as of right. Two additional lots have the possibility to be rezoned.

80639  Old Highway 101 For Sale, MLS 587835
$3,995,000
Upper Matecumbe Key Islamorada
Maison Matecumbe   - MM: 81.00
4 Bed, 4 Baths, 2,997 SqFt Days Listed: 31
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Welcome to Maison Residences, your private oceanfront retreat in Islamorada. Enjoy open ocean views as soon as you step inside the front door! The view widens as you walk through the kitchen and dining area to the living area and the open lanai. This same view can be enjoyed from the luxurious master bedroom and balcony. Nature lovers can watch the wading birds feeding in the shallows, the pelicans diving for breakfast and porpoises playing without leaving your porch. Views of the lawn, palm trees, beach, dock and ocean will fill our mind and entice you to come back often. This smart home was finished with great attention to detail and features 10 ft. ceilings, 9 ft. doors, 2 AC units with 3 zones, Wolf and SubZero appliances, privately keyed elevator, 86 ft. resort style pool,

79775  Overseas Highway  For Sale, MLS 585835
$15,000,000
Upper Matecumbe Key Islamorada
Tea Table   - MM: 79.50
5 Bed, 5 Baths, 3,104 SqFt Days Listed: 181
-11.76% ($2,000,000) 1 Price Change : Last Change 48 Days Ago
Off Shore Isl - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy of your own +15.5 Acre Island with miles of open water views and views of Alligator Reef Light. The compound includes 5 bedrooms and 4 baths, pool, cabana, dockage, and a tennis court. This extraordinary private island is a landmark in Islamorada and the Florida Keys and has not been offered for sale for over 27 years.

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 11-20-2019.

Shoreline Properties
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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