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Summerland Key Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront homes for sale in Summerland Key are spectacular pieces of Florida Keys real estate.  With a location just a quick 20 minute drive from exciting Key West, residents of Summerland Key houses have easy access to some of the best locales in the Florida Keys.  With this leisure and convenience destination so close, Summerland Key itself is a secluded and tranquil enclave of spectacular real estate.  Waterfront properties in Summerland Key make up the majority of the market, and include Summerland Key oceanfront homes and bayfront properties.  Browse the Florida Keys MLS for all waterfront homes in Summerland Key.

Total Listings 30
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24943  Park Drive  For Sale, MLS 591445
$460,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,128 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Charming waterfront conch cottage on one of the best canal systems in the Lower Keys. 60 of concrete seawall on a deep draft flow through canal system just minutes to the open water. Completely fenced and gated with a new boat lift! Concrete construction and metal roof with large glass doors for natural light and a gorgeous outdoor shower you will use every day! The interior, pure Key West charm. Soft romantic gray tones, with bead board and chair rail accents. Tile floors enhance the entire home. The new kitchen is a chefs dream with stainless steel appliances, granite counters, subway tile backsplash, new kitchen cabinets and dramatic focal point tile accent pattern. Close to shopping and restaurants

37 N Lake Drive  For Sale, MLS 591563
$460,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,074 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Canal front Cottage with 60 ft concrete dock, wide canal, deep water access, 2 bedroom 2 bath home + office, front porch and back screened patio, large back yard with storage shed.

128 W Shore Drive  For Sale, MLS 589150
$499,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,008 SqFt Days Listed: 178
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Captains and Pilots wanted at this waterfront home just yards from the Summerland Key airstrip on Summerland Key. Park your plane in front of your home and dock your boat at your 60 concrete dock with boat lift and deep draft access to the ocean on a 57 wide canal with no bridges to go under. The 3 Bedroom concrete homes offers newly polished Terrazzo floors, Hurricane impact doors and windows and metal roof. The colossal back back yard is the perfect place to entertain friends and family complete with a covered pavilion looking out to picturesque water views. World class fishing and diving are just minutes away and just 30 minutes to the magic of Key West.

868 E Caribbean Drive  For Sale, MLS 589593
$550,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,144 SqFt Days Listed: 157
-4.35% ($25,000) 1 Price Change : Last Change 106 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.Concre

Looking for a canal front home with superior boating in Summerland Key Cove? This is it Youll love the flow through canals with 60 of concrete seawall and a 10K boat lift.Fenced yard and nicely landscaped. CBS home with new metal roof, granite kitchen counter tops, tiled floors - easy to maintain. 2 bedrooms on one side and a large enclosed bonus area on the other. Pavers and a storage shed. One of the least expensive canal fronts in Summerland Key Cove.

867  Caribbean Drive  For Sale, MLS 590124
$599,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,032 SqFt Days Listed: 127
-7.42% ($48,000) 1 Price Change : Last Change 24 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

This home is the essence of Keys living. Home shows beautifully with open floor plan and large porch that overlooks the flow through, wide canal system filled with tropical fish. Lobster and a variety of marine life. Excellent boating, just minutes to the Atlantic and Gulf. Low maintenance pea rock yard and concrete seawall with boat lift make your water adventures easy-going. Spacious waterfront porch is the perfect spot for relaxing after a long successful day on the water. Large side yard accommodates an RV with 50 amp. service. Encounter the amazing sea life in your tropical aquarium right in your backyard. A short walk or bike right leads to shops and some of the best restaurants in the lower Keys. This home is move-in ready and the perfect place to begin your Keys adventure!

1042  Bay Drive  For Sale, MLS 591594
$650,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 1,325 SqFt Days Listed: 2
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat RampC

Located in beautiful Summerland Key, the premier neighborhood for boating, this waterfront pool home is just minutes to the open ocean. Adorned with tropical landscaping, a spectacular sun drenched swimming pool, a much desired private boat ramp and large heavy duty boat lift and is situated on a large lot. This 3 bedroom, 2 bath split floor plan, has high ceilings, a large waterside screen porch, an open concept design with tile and bamboo flooring. And wait until you see the kitchen! Impressive kitchen with granite counters, which includes bar seating and stainless appliances, is the center piece of this home Features new metal roof, new air conditioning and new hot water heater. Large down stair storage area. Dont let this one pass you by!

969 E Caribbean Drive  For Sale, MLS 590362
$689,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,250 SqFt Days Listed: 111
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

New metal roof + new seamless gutters, canal front 2 bedroom 2 bath home Ready to start enjoying Life in the Florida Keys? This turn key opportunity will make that easy for you, its in great condition and is offered almost fully furnished! This 2 bedrooms and 2 bath home has island character with an open, great room living/dining/ kitchen and high, wood lined ceilings. Beautiful porch overlooks the aqua canal and on site 60 seawall. Premier boating access from this oceanside, deep water community know for its clean, deep water canal. This is the best priced single family in this high demand community! Legal storage room downstairs

637 E Caribbean Drive  For Sale, MLS 589981
$699,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 136
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift30ft.

If you are looking for a beach home that is in move-in condition, then look no further! Meticulously remodeled and maintained - stainless appliances, a Viking oven, glass backsplash, covered porch, downstairs storage, and a new metal roof. Situated on one of the premium canals in the Lower Keys. 10,000 lb boat lift - flow through canal, and quick boating access to the Atlantic or Gulf. Launch your kayaks from your dock or swing on the hammock. Just pack your fishing rod and tooth brush.

24449  Caribbean Drive  For Sale, MLS 591549
$700,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 6
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Charming custom built, waterfront home in a multi-million dollar neighborhood! One of the lowest priced home, surrounded by million dollar estate properties. This coastal cottage home has rich wood beam cathedral ceilings, enhanced by wood floors and opens to a water side deck directly off the living room. The captivating Atlantic Ocean and gorgeous sunsets can be seen from the upstairs master suite. The home features a metal room, new exterior paint and new siding, 12,000 lb. boat lift, concrete seawall, privacy fencing, tropical landscaping and high clearance covered parking. The deep draft boating water allows larger boats quick access to both the Atlantic and Gulf of Mexico. Just minutes to world class fishing and diving and 24 miles to Key West!

728 W Shore Drive  For Sale, MLS 591392
$747,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,520 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davit Pads

Rare 3 bedroom, 3 bathroom home in prestigious Summerland Key. All three bathrooms are on the main level creating two guest suites. The home is concrete construction with a new metal roof for easy maintenance. Enjoy the flow through, wide canal systems on one of the best boating canals in the Lower Keys, where sailors and sport fishing captains traverse the 4 controlling depth within minutes to the Atlantic Ocean or Gulf of Mexico. The concrete seawall and boat lift enhance your experience on the water. You can park your RV in the parking space complete with RV hookup. The property is adorned with tropical landscaping and fruit trees, including lime, mango, and star fruit trees. Solar energy boosts the hot water, and a cistern provides free water for irrigation.

473 E Caribbean Drive  For Sale, MLS 591274
$749,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

2019 built Affinity modular home. Home is currently rented to annual tenants. 60 foot concrete seawall and downstairs enclosure! Stainless steel appliances, wood cabinets, granite counter tops, crown molding, 9 foot ceilings, granite vanity tops in both master and guest bathroom, metal roof, impact resistant doors and windows, downstairs enclosure and many more upgrades! 48 hour notice required, and buyer must provide pre-approval letter prior to scheduling a showing.

442 W Shore Drive  For Sale, MLS 590335
$897,500
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 2,200 SqFt Days Listed: 113
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift120ft.Concr

Spacious concrete home on double lot in Summerland Key with excellent deep water boating. 120 concrete seawall with 12,000 lb boat lift. No bridges to restrict access to open water. Inside, attention to detail was not spared in the beautiful renovation of this home. Tile floors throughout, granite countertops and stainless steel appliances. 6 privacy fence corner to corner. Metal roof and garage. For the pilots, this home is less than 2/10ths of a mile from the Summerland Airstrip.

1121  Ocean Drive  For Sale, MLS 590907
$899,000
Summerland Key
Summerland Beach   - MM: 25.00
2 Bed, 2 Baths, 2,304 SqFt Days Listed: 54
-4.26% ($40,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Enjoy tranquil breezes and panoramic views of the Atlantic Ocean from this ocean front home. Some of the best boating the Keys have to offer is right out your back door with quick access to Looe Key reef and deep water fishing making it a boaters delight. The concrete boat ramp makes launching your jet skis, canoes or paddle boards a cinch.The home is situated on more than a quarter acre of property offering plenty of room to add your outdoor amenities. Custom finishes throughout this one owner home makes it a unique piece of paradise.

25368  2nd Street  For Sale, MLS 590690
$899,000
Summerland Key
Summerland Beach   - MM: 25.00
2 Bed, 2 Baths, 1,392 SqFt Days Listed: 71
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Super cute open water Keys cottage located on deep Niles Channel offering excellent boating access to the ocean & back country. This beautifully renovated 2 BR 2 BA plus Loft home boasts cypress wood flooring, impact resistant doors & windows, metal roof, & Hardie plank siding & is highlighted by gorgeous open water views from the Living Areas & Porch. The open floor plan offers a large Great Room w/soaring wood-beamed ceilings & Kitchen w/center island & breakfast nook overlooking the bay. The 100 dock offers immediate ocean access with world class fishing & diving and Looe Key reef just minutes away. A detached workshop with electric and plumbing offers additional space. Lots of mature landscaping allows for plenty of shade to enjoy the views.

1167  Flagship Drive  For Sale, MLS 590299
$900,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 115
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Fantastic location on a corner canal lot one property in from the ocean in Summerland Cove Isles. Excellent deep draft dockage with concrete dock and approximately 185 of waterfront with immediate ocean access. The 3 Bedroom 2 Bath home offers beautiful wood flooring throughout and is highlighted by picture perfect views of the mangrove islands in the salt water lagoons. The 9,000 sq. ft. lot offers plenty of room for pool, RV, and boat trailers plus in the large 1 car garage.

1092  Bay Drive  For Sale, MLS 591092
$949,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 1,611 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits64ft.

GREAT LOCATION with private views this canal front 3 bedroom 2 bath home, kitchen and baths recently updated, cathedral ceilings, split floor plan, large porch, heated pool, 2 carports large 561 sq ft downstairs enclosure, concrete dock with 10,000 davits, metal roof,

296  Caribbean Drive  For Sale, MLS 583618
$1,100,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,288 SqFt Days Listed: 547
-7.95% ($95,000) 2 Price Changes : Last Change 183 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,DavitsCon

Meticulously maintained Oceanfront CBS home boasts flawless & unobstructed ocean views from nearly every room of this immaculate home. Enjoy world class fishing at your back door with quick access to a deep marked channel to the Atlantic Ocean and Gulf of Mexico. Youll appreciate the beautiful concrete seawall, outdoor shower, downstairs storage, paver driveway, fenced yard and spacious outdoor living area, which has been lovingly maintained. Magnificent sunsets can be viewed in the privacy of the oceanfront screened porch. Includes an easy living open floor plan with a gourmet kitchen, all new stainless appliances (3 year warranty), tile floors, new roof. Offered furnished

16 S Airport Drive  For Sale, MLS 590343
$1,150,000
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 1,824 SqFt Days Listed: 113
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

CBS structure, situated on a 17.5K sq.ft. point lot in an exclusive fly-in community in Summerland, This solidly built home, built in 1958 by the Toppinos, has served only a handful of owners, whove maintained it in excellent condition. The home boasts four bedrooms, with 2 1/2 baths, tile flooring throughout, varnished, stained pine planked, vaulted ceilings, with ceiling fans. Hurricane shutters for the entire home.Home constructed of both solid, poured concrete walls, and block walls throughout interior and exterior.

280 E Caribbean Drive  For Sale, MLS 587066
$1,170,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 323
-16.43% ($230,000) 2 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Ramp83ft.

Location, location, location. This is a double, open water lot that is a true piece of paradise offering deep water boating, great dockage and expansive open water views in prestigious Summerland Key Cove. The property has a pull-thru boat house and boat ramp, seawall dockage and a cut-in boat slip to accommodate all of your boats and watercraft. With the double lots you have plenty of space for a pool, entertaining or home expansion where you will enjoy the sunsets and endless ocean views that mainlanders only dream of. This is a great opportunity for development, both the boat basin and boat ramp are grand-fathered in features, build a mega mansion, a guest house, or even a second home, all on this rare location in Summerland Key Cove. The possibilities are endless.

25361  1St Street  For Sale, MLS 588349
$1,298,000
Summerland Key
Summerland Beach   - MM: 25.00
3 Bed, 3 Baths, 2,535 SqFt Days Listed: 231
-5.81% ($80,000) 1 Price Change : Last Change 178 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Summerland Key Beach ocean front jewel.Deep water boating access!! A concrete fortress built to last the test of time.3 bed/3 bath 3 level home. Custom master suite and bath on top floor with over a 1000 s.q. ft. of space. 650 s.f. of double covered decks overlooking Niles Channel tropical sun & moonrises.Sandy beach for easy access for all of your water sport activities. 2 car garage for plenty of storage. Owner will consider purchase money mortgage with 50% down. Owner is licensed Florida REALTOR

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 07-09-2020.

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Key Largo, Florida 33070

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