Divider
Content Divider

Islamorada Homes on the Bay / Gulf Side For Sale

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

Total Listings 48
Order By:

$640,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 832 SqFt Days Listed: 21
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Completely renovated concrete (including roof) home in desirable Plantation Key Colony. New ceramic tiled floors throughout, brand new granite countertops, wood cabinets, stainless-steel appliances. Totally renovated bathrooms, & bedrooms. New Electric (300 amp box) and plumbing. Brand new Impact windows and doors with a wraparound balcony. Upstairs has 2 bedroom, 2 baths, open kitchen/dining living room. Downstairs 1 bath/1 bedroom, with additional room guest quarters. Space in the back for a pool, on the side for boat/RV. Launch your boat at the fantastic Homeowners park. Easy bay access and room for trailer storage while enjoying your day on the water. Conveniently located nearby schools, shopping, and restaurants. High-elevation, X-flood zone lot (no flood insurance required)

$689,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,055 SqFt Days Listed: 81
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Priced to sell in Venetian Shores! This 4 Bedroom 2.5 Bath ground floor home will amaze you with extra large bedrooms, a large open concept design, modern kitchen with an island and water views of a plugged canal. A large master suite with large walk-in closet. Relax on your screened in porch and decked patio out by the water. Possibility of renting a boat slip at the marina adds to the allure of living in the upscale community of Venetian Shores. This is your opportunity to move into the most desirable neighborhood in Islamorada.

$695,000
Upper Matecumbe Key Islamorada
Venetian Shores   - MM: 86.00
2 Bed, 2 Baths, 929 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 70ft.Concrete

Canal front Property in prestigious Venetian Shores! Large 7000 sqft Lot, seawall under 8 yrs old with 70 ft concrete dock and two 50 amp electrical outlets. Located on one of the widest canals in the Upper Keys, this property can accommodate large vessels, with deep water to ease the access to the Bay/Gulf and Atlantic. Listed property for sale is of lot value only. Buyer & Seller agree the vertical improvements are of no value. Close to shopping and schools.

$739,000
Plantation Key
Plantation Beach   - MM: 87.50
3 Bed, 3 Baths, 2,016 SqFt Days Listed: 94
-2.64% ($20,000) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Privacy in Paradise! This amazing 3 Bedroom/2 Bath home is nestled among Lush, Tropical Foliage and features a large screened balcony that feels like your living in a tree-house. Well built home with concrete pilings, reinforced concrete roof and cbs walls. Open Concept living and dining room features a large kitchen and bar area great for entertaining, Stainless Steel appliances including propane stove. Split floor plan features large Master Bedroom with California Closet System and en suite bath with 2 ample guest bedrooms on the opposite side of the home, hallway laundry room and additional storage. With a 1/2 acre of property, Semi-circle drive and attached covered parking on either side

$789,000
Lower Matecumbe
Toll Gate Shores   - MM: 73.50
2 Bed, 2 Baths, 1,532 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Delightful and airy this 2 bedroom 2 bath home in Toll Gate Shores offers completely updated & upgraded from the ground up modern and tasteful furnishings from the Organic ECO Constentino counters w/integrated induction cook top to the top of the line appliances, Vinotemp wine cooler, LED lighting and IKEA cabinetry. Bamboo wood flooring throughout the main living level. Impact windows, R19 insulation and metal 5 v crimp roof round out the efficiency factor on this uniquely designed home. The ground floor has a double end door garage opening into the recreation and storage rooms. Spacious decks on main level and tremendous pavered covered area at ground level for shaded entertaining year round. There is also a deeded boat slip right across the street giving complete water access.

$799,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to the premier Islamorada beach community of White Marlin Beach. This waterfront home offers exquisite views and privileged privacy overlooking the lake and conservation area. Nightly sunset views included! Private dock with easy bay and ocean access. This home boasts an open concept living area with soaring cathedral ceilings, 2 generously sized bedrooms, 2 bathrooms, metal roof and Key West style architecture.The living area has 12 sliding glass leading out to the deck, offering amazing views and privacy. The house is elevated on stilts w/ sufficient space so the home can be expanded upon, doubling the living square footage by adding a ground level floor, if desired. Other notable features, huge loft with pull down stairs, new SS appliances & a sit up bar.

$800,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Three bedroom, two bathroom waterfront home with above-flood lower level one bedroom, one bathroom living in a private and peaceful setting. Totally remodeled with rich style and finishes, impact windows and doors, and welcoming outdoor spaces. Special features include R/O water purification system, toto toilet, custom whirlpool bath, fine faucets, custom cabinetry and built-in storage.

$897,000
Plantation Key
Plantation Beach   - MM: 87.50
3 Bed, 3 Baths, 1,997 SqFt Days Listed: 194
-5.58% ($53,000) 1 Price Change : Last Change 29 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

TRULY UNIQUE PROPERTY IN ISLAMORADA located in one of the nicer subdivisions situated on an expansive parcel! Custom built concrete home with massive 20 tongue and groove cypress ceilings and southern yellow pine flooring. Spacious living area and kitchen, 3bd/2ba plus a large loft, perfect for an office or 4th bedroom. Huge detached storage/workshop (1250sqft). You will treasure the privacy and matchless walkways through tropical foliage throughout the property or relax on the large screened porch out back. One of the finest homeowners park nearby offering a beach and boat ramp.

$1,000,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,606 SqFt Days Listed: 97
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 115ft.Concrete

There are so many options with the purchase of this property. Offering two canal front lots! One offering a 3-bedroom, 3 bath CBC 1,606 sqft home & the other a adjoined buildable lot. Combined property size of 19,500 sqft & 115 or seawall dockage. Keep one lot! sell the other, build a new house, increase the sqft of the existing house. With so many opportunities home is ready for some updating & new homeowners. Offering boat lift, tiki hut, car port, downstairs enclosure, newer A/C & impact doors windows. Located in lower Mat in White Marlin Beach this canal front home is just seconds from the bay & minutes to the Ocean with 65 height clearance under the channel 5 bridge & offers a sandy private gated beach.

$1,095,000
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 3,074 SqFt Days Listed: 53
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

This is a well-appointed solid concrete home dotted with craftsmanship and taste in desirable Venetian Shores. Two new A/Cs in March 2020. Canal views from western facing rooms and open water views from the third floor living area and rooftop crows nest. A wood-covered concrete staircase seamlessly integrates the ground level 1/1 mother-in-law suite to the spacious 3 bedrooms, 3 and 1/2 baths on the two upper levels. Beautiful 100 year old barn wood reclaimed into custom cabinetry accents throughout. Separate living rooms on each floor accommodate large or extended families. Home has a gas fireplace, gas hook up for grills on porches, 2 cisterns and large garage and workshop. On a plugged canal that is perfect for paddle boarding, canoeing and kayaking, Deep water boat slip #9 in Marina

$1,100,000
Lower Matecumbe
Davis Shores   - MM: 77.00
3 Bed, 3 Baths, 1,663 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip

As unique and desirable of a location as it gets in Islamorada, this home sits on a double lot with 150 of water frontage and has a cut in boat slip with boatlift. Upstairs offers 2 bedrooms/1 bathroom with an interior staircase to the downstairs which offers another 1 bedroom/1 bathroom and second living room. Plenty of room for a pool on this massive completely fenced-in property. This one will not last, so book your showing today!

$1,200,000
Upper Matecumbe Key Islamorada
Unplatted Upper Mate   - MM: 82.00
2 Bed, 2 Baths, 772 SqFt Days Listed: 59
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Located in the heart of Islamorada This home is one of the few original 1936 Red Cross houses or affectionately called the Hurricane house. One of 25 that remain today. Constructed with concrete dove-tailed footers deep into the coral bedrock never to move again by any storm. Walls 12 thick of steel reinforced concrete with equally strong concrete floors and roof. This home is meticulously cared for by its loving owners. Nestled on just over 1/2 acre on two lots with beautiful trees and plants. Sit on your porch and with your favorite refreshment and be entertained by the birds enjoying the most magnificent 90 year old Royal Poinciana you ever seen. Plenty of storage for the toys. Cant forget the cast iron claw ft. tub . So much more to this special home. Please : By appointment only

$1,225,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,141 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davit Pads

GREAT VALUE CANAL-FRONT HOUSE. ** Concrete roof. Impact windows/doors. Newer Cental A/C. Home Elevator. 70 Concrete Dock. Pavered from street to canal. *** UPSTAIRS --(2) Bedrooms , (3) Bathrooms, Utility room, and Canal View Sun Room . *** DOWNSTAIRS -- Separate 1/1 guest suite (appx 781 sq ft, and above flood). *** FEATURES -- Garage. Carport. Parking for 4+ cars. Surveillance system. Hot tub. 15,000 lb boat lift (Just updated). Davits. Carport Utility Closets. Covered Patio. Outdoor Patio. Retractable patio awnings. Canal-front gazebo. Fish cleaning station. Floating watercraft dock. Lots of space for in-ground pool. Easy launch watercraft from trailer using Davit. Gated trailer/boat storage. Direct Ocean and Bay Access in 5 minutes.

$1,300,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
3 Bed, 3 Baths, 1,767 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

This property is situated on an oversized lot with ocean views on one of the most sought-after streets in Islamorada. Located on Sandy Cove Basin, a protected and private deep-water lagoonis this 2 bedroom 3 bathroom home. Downstairs you will find a 1 bedroom 1 bathroom guest quraters with a separate entrance. This concrete home offers a large garage for multiple cars , a workshop and utility room, which is the ideal set up for anyone needing extra storage. The charming and calming residence comes complete with a boat ramp on property, a set of stairs leading right into the lagoon for an effortless paddleboard and kayak launch or to take a dip in the warm Keys waters, as well as, room for a pool. Sapodilla Drive is the ultimate location for quick and easy access to the Bay and Ocean.

$1,300,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,072 SqFt Days Listed: 83
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

Stunning ocean views, protected dockage, quick ocean and bay access and room for all of your family and friends. This stunning property is perfect for large families, corporate retreats, and investors looking for a return on investment. With 50 feet of brand new Ipe wood dock for your large center console, bay boat, skiff, and all of your water toys. This newly renovated property totals 5 bedrooms and 4 baths, with 2 kitchens and 2 laundry rooms. The options are limitless. The hurricane impact windows, doors and new metal roof make this property perfect for carefree living. A must see to truly appreciate.

$1,300,000
Lower Matecumbe
Port Antigua   - MM: 74.50
5 Bed, 5 Baths, 2,192 SqFt Days Listed: 83
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

Stunning ocean views, protected dockage, quick ocean and bay access and room for all of your family and friends. This stunning property is perfect for large families, corporate retreats, and investors looking for a return on investment. With 50 feet of brand new Ipe wood dock for your large center console, bay boat, skiff, and all of your water toys. This newly renovated property totals 5 bedrooms and 4 baths, with 2 kitchens and 2 laundry rooms. The options are limitless. The hurricane impact windows, doors and new metal roof make this property perfect for carefree living. A must see to truly appreciate.

$1,300,000
Lower Matecumbe
Safety Harbor   - MM: 74.00
4 Bed, 4 Baths, 2,294 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits40ft.

Delightfully Keysey POOL home in Safety Harbor with Bay Views! This home has a wonderful open floor plan and 2 large bedrooms and 2 baths upstairs. The living area opens to the screened pool deck with 12 ft. wide sliding glass doors. The chef is part of the party with a large center cooking island and tons of counter space. This corner lot has views down the canal and the 40 ft. wide dock has davits in place. The downstairs has a permitted bath which separates 2 rooms being used as bedrooms. A large carport is perfect for bikes, kayaks, etc. The pool has a propane heater and has just been refinished. This home has impact windows and doors throughout and is ready for a new family to enjoy the Florida Keys lifestyle!

$1,325,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,047 SqFt Days Listed: 274
-5.02% ($70,000) 1 Price Change : Last Change 29 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Davits70ft

Boating Dream! Canalfront home in Islamoradas premier boating neighborhood, Venetian Shores. Enjoy immediate ocean AND bay access from this move-in ready, all concrete updated 3/3 home with a 70 ft. concrete dock, 14,000 lb boat lift, 30 amp electric service at the dock, and davits for your second boat! The Snake Creek drawbridge opens oceanside for tall fishing towers and the canals in Venetian Shores also offer 100 ft. of width to allow for docking wide-beam vessels. Upstairs is a spacious 2/2 with updated kitchen and baths plus wide screen porch overlooking the water. Downstairs is a separate 1/1 guest suite (well above flood and permitted) plus an air conditioned storage/workshop/tackle room. Spacious back yard with room for a pool! Must see to appreciate.. call today!

$1,349,999
Plantation Key
Venetian Shores   - MM: 86.00
4 Bed, 4 Baths, 2,080 SqFt Days Listed: 191
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Italian Architectural Masterpiece., surrounded by Brand New Multi Million Dollar Homes. Grandfathered in Horseshoe shaped Yacht Basin. , Elegant Pool with attached Waterfall Spa hot tub with Covered Entertaining Patio Bar area. This 4 bedroom 3 bath home boasts an open floor plan, with a beautiful gourmet chefs kitchen, lower level guest quarters. Beautiful Bay & Ocean views/ Rooftop terrace.

$1,350,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,289 SqFt Days Listed: 28
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp78ft.

This double lot property is in the White Marlin Beach neighborhood with HOA park access. Extensive upgrades include new dock, new impact doors and windows, new roof with finished observation area for sunrise and sunset views, new tile floor on main level and new paint inside and out. Outdoor areas include large covered deck upstairs and a fantastic free form pool with canal side Tiki. and wonderful new landscaping.

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 08-05-2020.

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

1(800) 692-3605
Contact Us

Back To TopMore Info
Terms / Privacy / Accessibility ADA