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Florida Keys Waterfront 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 Waterfront Florida Keys homes for sale below are on the gulf side / bay side.

Total Listings 243
Order By:

27974  Tarpon   For Sale, MLS 585526
$199,900
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 672 SqFt Days Listed: 389
-8.72% ($19,100) 4 Price Changes : Last Change 107 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Adorable remodeled 2 Bedroom and 1 Bathroom Mobile home with fenced yard for privacy, outdoor shower, patio area on swimming canal and ready to move in. Perfect for year round living, vacation home or great potential rental income. Boat launch 1 mile away to access Gulf of Mexico and Atlantic Ocean. No HOA Fees. One of the owners is a Florida Real Estate licensee.

31382  Avenue I   For Sale, MLS 587801
$389,700
Big Pine Key
Grieser Subdivision   - MM: 31.00
2 Bed, 2 Baths, 952 SqFt Days Listed: 224
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.Concrete

Open water views and quick boat access! If you love to fish and get out on the water, it doesnt get much better than this for the price. A mobile home replacement in 1991, this 952 sq. ft., 2BD/2BA manufactured home was recently updated with Hardie-plank siding, metal roof and new windows. Abundant built-in cabinets provide always-needed storage space. The CBS detached garage is a bonus! The 70 x 75 ft. lot offers 70 ft. of canal-frontage and concrete seawall. Boat davits need new motors, As-Is. Canal was recently cleaned as part of Monroe Countys Canal Restoration project.

29032  Cedar Drive  For Sale, MLS 589550
$422,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,180 SqFt Days Listed: 117
-3.54% ($15,500) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge5

Low-maintenance CBS home is situated on a 50 ft. wide canal providing great boat access to both the ocean & back country. Enjoy sunset views from the 50 ft. concrete seawall and fish cleaning station while you clean your catch of the day! Dont let the front fool you--with 1180 sq. ft. of living area, this 2BD/2BA home is much bigger inside than it appears from the street. Tile floors throughout and ample, cedar-lined closets. Kitchen was updated a few years ago. 5,000 sq. ft. lot offers a fenced back yard and boat davits. No stairs to climb here, just a couple of steps...if your knees bother you, thats another reason to check out this terrific home! Single car garage; hooked up to the sewer. The Eden Pines neighborhood boat ramp is just a couple canals away ... another bonus!

29179  Rose Drive  For Sale, MLS 589548
$429,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 935 SqFt Days Listed: 117
-4.45% ($20,000) 1 Price Change : Last Change 29 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

2 bedroom 2 bath home in Eden Pines! Beautiful kitchen with newer appliances, granite countertops and gas stove, tile throughout, cathedral ceilings and large screened porch overlooking the canalfront. This home has 50 feet of concrete dockage, legal storage, newer metal roof, AC replaced in 2018, connected to sewer and a 2 car carport.Fenced back yard. This home doesnt need a thing! Vacant & easy to show!

1659  Narcissus Avenue  For Sale, MLS 590682
$437,500
Big Pine Key
Eden Pines Colony   - MM: 29.00
1 Bed, 1 Baths, 1,136 SqFt Days Listed: 30
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Fixed BridgeConcrete

Calling all boaters! Charming canal front home in Edens Pines. Short seven, min boat ride to open water (under only one bridge) & only 3 min ride to boat ramp. Store your toys on your 60 Ft concrete seawall w/ step down feature for easy paddle board or kayak launching. Home across from T in canal. Home did NOT flood during Irma. Accordion shutters on every window & door. Fencing on three (dry) sides. Front of property faces west & affords you sunset views over the salt ponds in the Fl Keys National Wildlife Sanctuary with NO neighbors or buildings (across the street). Carport & low maintenance yard. Call Walt Lee to arrange your showing today!

3923  Diane Road  For Sale, MLS 587603
$440,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,123 SqFt Days Listed: 237
-5.38% ($25,000) 2 Price Changes : Last Change 57 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

2 Bedroom, 2 Full Bathroom canal home in quiet neighborhood. Front foyer entry with interior stairs to upstairs. Irma repairs: New carpeting, new shingle roof, AC, vinyl siding. Sewer hookup complete, fenced yard, concrete dockage, garage, 421 sq ft downstairs enclosed storage.

301  Coral Avenue  For Sale, MLS 589604
$459,000
Ramrod Key
Ramrod Shores   - MM: 27.00
1 Bed, 1 Baths, 770 SqFt Days Listed: 114
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 14ft.

Only 2 years young and built to last! This unique concrete home has garage entry and interior stairs to main living area. Whether you are just starting out or ready to retire this is the perfect home for you! With 10 soaring ceilings and bonus room youll love the interior design and decor. Tastefully decorated with both an upper and lower deck over looking the canal plus a.small concrete step down dock for your boating pleasure. A definite MUST SEE!

3640  Fox Street  For Sale, MLS 588043
$463,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 207
-2.30% ($10,900) 1 Price Change : Last Change 108 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

The perfect vacation rental home. (28 night min) This home comes fully furnished! Double Lot Canal Front home. This home offers great boating,fishing and watersports of all kinds for both the Gulf of Mexico/Back Country and Atlantic side with easy access right from you dock. You can also bring the RV and boat trailer too this lot is HUGE! There is plenty of space to park both! 2 bedroom 2 bath with kitchen that opens to the family room. There is plenty of storage space with this home from a downstairs enclosure along with storage sheds.This home has been hooked up to sewer. There is a small fenced area to grow your plants and herbs. The home is being sold furnished so just bring your clothes and toothbrush.

1669  Lantana Lane  For Sale, MLS 588921
$464,995
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 988 SqFt Days Listed: 148
-5.08% ($24,905) 1 Price Change : Last Change 118 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Stunning and spacious home has 2 large bedrooms, 2 bathrooms and plenty of dock space with a 15k pound lift. The open living room and kitchen lead to the screened in porch where there is plenty of room for outdoor living. Enjoy your coffee, breakfast or happy hour overlooking your quiet corner on the canal. This home has more than enough room for a pool. New metal roof, updated electric and recessed lighting. The single car over-sized garage has plenty of storage space for all of your outdoor living. This home is located in beautiful Eden Pines and must be seen to be appreciated.

3965  Hall Road  For Sale, MLS 590259
$465,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,420 SqFt Days Listed: 77
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Davits100

Enjoy this slice of paradise in one of the quietest neighborhoods in the Keys! Relax or entertain in your back yard after a day of fishing or lobstering. Cook your catch and hang out in this secluded backyard. Govt. lots across the canal and on one side of this double canal front lot. Completely fenced make it great for pets too! The house has major renovations including a remodeled kitchen with new appliances and is turnkey! Both baths and showers are new and tiled throughout! Large open floor plan with vaulted ceilings and wood beams .New tankless h/w heater too. Concrete seawall with davits and plenty of room for all of your toys. Quick access to pristine backcountry fishing and diving yet only minutes to the Atlantic ocean! Hardie siding on the additions to the concrete structure!

1517  Narcissus Avenue  For Sale, MLS 590307
$465,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,216 SqFt Days Listed: 73
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 30ft.Concrete

Two story CBS home... This 1/2 of a Duplex offers a 2 bedroom & 1.5 baths, new kitchen and flooring. Nice settings.. looking down the canal, very peaceful with the refuge reserve across the street. Impact doors and windows. Open balcony/porch to sit and watch the boats go by. Storage are down along with a large shed in the back. 30 foot concrete seawall for all your water toys.

4212  Dorn Road  For Sale, MLS 587696
$469,000
Big Torch Key
Torchwood West   - MM: 25.50
2 Bed, 2 Baths, 992 SqFt Days Listed: 232
-4.09% ($20,000) 1 Price Change : Last Change 108 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Wonderful setting in Paradise, located on a broad canal with great boating access. Nice size yard and full length concrete seawall with a step down. This two bedroom two bathroom home lies across the street from a sprawling nature reserve. The interior boasts an great room with tongue and groove cathedral ceilings. The back porch facing the water is a splendid place where to relax and take in the sunsets. Situated off US 1 a bit and still a short distance to local conveniences. New metal roof in 2018. Fully furnished except Artisan table in the living room and artwork.

1632  Buttonwood Drive  For Sale, MLS 589623
$469,500
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,128 SqFt Days Listed: 113
-1.98% ($9,500) 3 Price Changes : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Ramp,Davi

LETS GET THIS ONE SOLD !!! Cute & Spacious home with high ceilings, good boating access, screen porch that overlooks the canal. Large Kitchen with granite counters. 560 Feet of Storage area down with a permitted non-conforming bathroom. Fenced and Landscaped Yard with Mexican Tile back yard. 1/2 Boat Basin, full step down seawall & davits plus neighborhood boat ramp minutes away....2017 Roof.

1709  Sunrise Drive  For Sale, MLS 590047
$474,900
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,861 SqFt Days Listed: 90
-4.83% ($24,100) 1 Price Change : Last Change 70 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip110ft.Concr

Extraordinary opportunity to own the perfect piece of paradise in prestigious Tropical Bay Estates! Large open water lot with two cut-in boat slips and 110 feet of concrete seawall; spectacular sunrises; easy boating access to both the back country and open water; beautiful view of both Bahia Honda and Spanish Channel; situated on a quiet, dead-end street. ROGO Exempt lot; home damaged in Irma

3651  South Seas Street  For Sale, MLS 589711
$475,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,068 SqFt Days Listed: 108
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

You will find this spacious custom built 2 bedroom, 2 bath canal front home tucked away on Big Pine Key just a few miles off Overseas Highway out where the key deer roam. Easy access to the bay from your 50ft concrete seawall. The concrete downstairs enclosure provides plenty of room for storage. The custom made aluminum grill and picnic table do convey. Metal roof installed in 2011. Home is hooked up to central sewer. Easy to show!

27838  Lobster Tail Trail  For Sale, MLS 590361
$479,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 69
+4.36% ($20,000) 1 Price Change : Last Change 51 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 46ft.

Beautiful modular on 12 foot stilts, easy to park motorhome or large boat under house Original owners, overbuilt, additional joists added, perimeter joists are 4 2x12s, very sturdy construction, 170 MPH wind rating. Open and bright inside, with double French doors opening to a ten foot deep patio. oversize central heat and air system make this an easy home to enjoy and maintain. Tile throughout the house, as well as an open floor plan make this house,46 ft. concrete seawall w/swim steps to dock your boat, fenced yard, downstairs enclosure, New metal roof. Gas range. minutes to Atlantic or the backcountry. 5 miles to Looe Key.2017 new metal roof

1  Palmetto Drive  For Sale, MLS 585422
$498,500
Big Coppitt
Similar Sound Subdivision   - MM: 10.00
2 Bed, 2 Baths, 1,594 SqFt Days Listed: 396
-9.36% ($51,500) 2 Price Changes : Last Change 72 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads

Beautiful open water views! Renovate the existing home (already gutted to the studs and awaiting your touch) or build new. Current home is a 2/2 CBS with terrazzo floors, roof replaced with heavy duty 30-year shingles in 2002, 80ftx8ft custom coral colored & stamped concrete seawall, two 15,000lb davit pads, 3 homes in on canal from Gulf. Existing plans for new construction can be included at buyers request. Less than 10 minutes to Key West!

3674 S Seas Street  For Sale, MLS 588391
$499,000
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 186
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This home is a must see. This beautiful well maintained home is move in ready. The upgraded kitchen has granite counter tops and stainless steel appliances. This home has beautiful views from the large porch area and a large dock. This home is perfect and ready for you to move in.A few updates are a new metal roof 2018, exterior was painted in 2017, new railings on the deck in 2016;, and a new HVAC system in 2014.The vacant lots across the canal are government-owned for environmental purposes, so you wont have neighbors across the canal.

4  Calle Dos  A For Sale, MLS 590338
$519,000
Rockland Key
Rockland Village   - MM: 9.00
2 Bed, 2 Baths, 1,504 SqFt Days Listed: 71
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 25ft.

This single family attached large townhome is elevated up on stilts on the waterfront and close to Key West or the Navy Base front gate?Hows 1,504 sf living space on a 3,500 sf canal front lot sound?This 2 bedroom / 2 bath freshly painted townhome is worth a look-see.High ceilings, upper deck over-looking the canal, a 25 concrete dock, and 4 car off-street parking could work for you.Four storage sheds for those tools and boat stuff.Call or text Jerry today for showing.

527  Croton Lane  For Sale, MLS 587586
$519,900
Big Pine Key
Whispering Pines   - MM: 30.50
2 Bed, 2 Baths, 1,512 SqFt Days Listed: 239
-5.46% ($30,000) 2 Price Changes : Last Change 105 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Davits65f

Lovely 2 bedroom, 2 bath home on extra wide canal with large manicured lot. Lots of space including wrap around balcony, and outdoor covered patio/outdoor Living Room overlooking canal and 65 feet of seawall, including cutout to get closer to the water. Plenty of dock space, davits and short run to Pine Key Bight. New roof, appliances and impact doors and windows. Close to everything, yet as private as can be. Tons of storage, and plenty of covered as well as off-street parking. Must see to appreciate! Call now to set up a viewing.

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 05-28-2020.

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