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 26
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89 N Lake Drive  For Sale, MLS 587007
$439,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,024 SqFt Days Listed: 158
-2.23% ($10,000) 4 Price Changes : Last Change 33 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Cheapest Home On The Water In Summerland Key. Home is a 3/1 with a HUGE Downstairs Enclosure PLUS room for a second BATH. Deep Oceanside Boating Canal. New Roof 2018. Hooked Up To Sewer. Large Lot With Ample Parking For All Your Toys.... Access to Fly In - Fly Out Community. Home Features An Open Floor Plan, Porches & Full Length Seawall. Good Access to the Best Diving & Fishing Places - Oceanfront & Gulf. Quick Commute to Key West. Located on a road with little traffic ......Needs TLC but priced good and seller would like an offer.

24943  Park Drive  For Sale, MLS 585694
$469,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,128 SqFt Days Listed: 251
-1.26% ($6,000) 1 Price Change : Last Change 11 Days Ago
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 water frontage and a concrete seawall on a deep draft flow through canal system just minutes to the open water. Fenced and gated with a boat lift! CBS/combo 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 back splash, new kitchen cabinets and dramatic focal point tile accent pattern. Close to shopping and restaurants

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: 8
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.

960  Caribbean Drive  For Sale, MLS 589115
$595,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

Summerland Key opportunity! Enjoy world-class fishing and diving while living on a beautiful flow-through canal with your own boat ramp, concrete seawall and swimming pool. Situated on an extra deep, 60 x 125 ft. lot, the 2BD/2BA home features a split-bedroom floor plan, new metal roof in 2018, and is hooked up to the sewer. Current owners have enjoyed it for years, now its time for new owners to add personal touches and updates. Not ready to make the permanent move yet? This property has terrific potential as a vacation rental or long term rental. Make it yours! Owner-occupied, 24 hours notice to show.

867  Caribbean Drive  For Sale, MLS 587017
$647,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,032 SqFt Days Listed: 156
-7.44% ($52,000) 1 Price Change : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Keys Vacation Living. Live the good life. Home shows beautifully with open floor plan and large porch that overlooks the flow through, wide canal system filled with tropical fish. Excellent boating, just minutes to the Atlantic and Gulf. A short walk or bike ride to some of the best restaurants in the Lower Keys. Plenty of parking and low maintenance pea rock yard and 60 of concrete seawall with a boat lift. Storage enclosure and shed.

1032 E Caribbean Drive  For Sale, MLS 588607
$679,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,380 SqFt Days Listed: 44
-2.86% ($20,000) 1 Price Change : Last Change 8 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Beautiful Summerland Key! Solid concrete block home over looking calm deep blue waters from the back porch, with a short ride to the Atlantic Ocean. This is one of the premier boating neighborhoods in all of the Fl. Keys. 3 bedroom 2 bath split floor plan has high ceilings, open floor plan and a big screen porch for all your outdoor enjoyment. The home faces south with nice breezes and a tropical back yard with dock and boat ramp. New copper metal roof, tiki hut, private outdoor shower and a storage area downstairs! Dont miss this one! Please call listing agent for details or showings.

549 E Caribbean Drive  For Sale, MLS 587442
$689,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,280 SqFt Days Listed: 121
-1.43% ($10,000) 2 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.Concrete

Beautiful, Brand new 3 bedroom 2 bath Canal home with covered rear porch on a deep, wide canal with incredible boating access. Summerland Cove is known for exceptional boating. The deep flow through canal is a beautiful aqua color. Located on the ocean side of Summerland Key at mile marker 24. The lot is 60 x 100 with 60 canalfront, 30 concrete dock For your boat with steps down to the water for easy access to kayaking and paddle boarding. Built to the high standards for Monore County, this is rated for 180 mph, has impact windows and doors, and hardi plank siding and metal roof. Modern interior features 9 ceilings, laminate floors, quartz countertops and stainless appliance package. Includes lower enclosure storage.

939 E Caribbean Drive  For Sale, MLS 588931
$695,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,214 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift50ft.

Your Tropical Keys Escape! This is what you came to the Keys for - carefree living on a flow through canal. Enjoy this 3 bedroom, 2 bath home that is well cared for. Youll appreciate the large screen enclosure downstairs and the patio upstairs. Soak in the sunrise views on this superior boating canal. 14,000 lb Boat lift. Concrete dock. Pavers lead you to the garage and backyard where youll enjoy the shady palms and landscaping. Bright white kitchen with quartz counters and a metal roof. Its move-in ready!

24449  Caribbean Drive  For Sale, MLS 585169
$700,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 286
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 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 roof, new exterior paint and new siding, 12,000 lb. boat lift, concrete seawall, privacy fencing, tropical landscaping & 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 & diving.

845  Gulf Drive  For Sale, MLS 588935
$749,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 19
-2.73% ($21,000) 1 Price Change : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Great location for this perfect move-in-ready poured concrete custom waterfront home with impact windows and doors, metal roof and excellent deep water boating. This sailboat friendly home features tile throughout, updated kitchen with granite and stainless appliances. Awesome screened-in deck overlooking the beautiful clear waters of the Isles Subdivision. Numerous outside entertaining areas for relaxing and socializing. Plenty of privacy with no one directly across the canal or to the left. And for your boating needs, 60 feet of concrete dockage with a boat lift, metal entry ladder, and fish cleaning station. Everything is ready for you to move in and start enjoying the fabulous Florida Keys lifestyle.

1121  Ocean Drive  For Sale, MLS 582802
$989,000
Summerland Key
Summerland Beach   - MM: 25.00
2 Bed, 2 Baths, 2,304 SqFt Days Listed: 434
-22.43% ($286,000) 2 Price Changes : Last Change 73 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.

950  Bay Drive  For Sale, MLS 585204
$1,049,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 2,467 SqFt Days Listed: 283
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

This completely custom 3 Bedroom 3.5 Bath home, designed by the owners, sits on elevated land in Summerland Cove Isles, an upscale coastal community of waterfront homes on crystal clear 50 wide flow-through canals. Enter into the 2-story Great Room boasting soaring tongue-in-groove ceilings, exquisite rock and black pecky cypress accent walls, a loft study, adjoining Entertainment area, and lots of glass looking out to the water. The large Chefs Kitchen features a center tumbled marble dining island, custom wood cabinetry and stainless gas stove and appliances. You will want to retire in the colossal Master Suite, also enhanced with beautiful tongue-in-groove ceilings, where you can relax in the large soaking spa tub. Guests will enjoy their privacy in the entire 1st floor Guest

24318  Caribbean Drive  For Sale, MLS 587651
$1,095,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,713 SqFt Days Listed: 106
-2.84% ($32,000) 1 Price Change : Last Change 67 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat RampConcrete

True Oceanfront Gem!! This home is located on one of the most beautiful islands in the Florida Keys...world famous Summerland Key!! The home boasts 3 nice sized bedrooms and 4 full baths with an elevated porch off the living room and a second porch off the third story bedroom with amazing views of the Atlantic Ocean. This home is nicely equipped with a heated pool, tiki hut, boat ramp, a concrete seawall, storage area and bonus storage room for all your toys. This is a rare true open water property located in a AE flood zone for a very low F.I.P. This home is easy and a pleasure to show... It has everything youve dreamed about!

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: 377
-7.95% ($95,000) 2 Price Changes : Last Change 13 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

1090  Gulf Drive  For Sale, MLS 586962
$1,194,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
2 Bed, 2 Baths, 1,502 SqFt Days Listed: 163
-4.40% ($55,000) 2 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 120ft.

Gated double lot estate, with stilted concrete home, 120 feet of seawall, 2 boat lifts 10k and 17k, , approx 300 feet of waterfront, Point lot in Summerland Cove Isles, Boat ramp on property, 295 sf lower level enclosed space for all your fishing gear located right next to the dock, 1552 sf of porches and patios, Dock House located next to Boat ramp for additional storage/workshop, plenty of parking for all your toys, trailers, boats, etc, room for pool, Plans for a pool, drawings can be passed on to new owner, call agent for details

280 E Caribbean Drive  For Sale, MLS 587066
$1,200,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 153
-14.29% ($200,000) 1 Price Change : Last Change 2 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.

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: 61
-5.81% ($80,000) 1 Price Change : Last Change 8 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

829  Lagoon Drive  For Sale, MLS 588788
$1,375,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
2 Bed, 2 Baths, 1,800 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift170ft.Concr

Looking for a special point property that has open water views and protected boating? This home affords breathtaking views of Summerland Key Cove, a prestigious boating community. Situate yourself under the tiki where the marine life will add to your entertainment. Beautifully remodeled with a generous quartz island in the kitchen, marble floors, and built in cabinetry. Vaulted ceilings and an open floor plan enhance this home. Superior boating - minutes to the Atlantic. 230 feet of concrete seawall / 17K boat lift. Coastal chic furnishings. Youll appreciate the sunsets!

586 E Caribbean Drive  For Sale, MLS 588063
$1,399,500
Summerland Key
Summerland Key Cove   - MM: 25.00
5 Bed, 5 Baths, 3,651 SqFt Days Listed: 78
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits118f

VIEWS! 118 ft. of canal front with good boating access. Concrete seawall & concrete dock with step down. boat davit and boat lift. Unique architecture. Custom built. 3 Bed/2.5 Bath Upstairs, built in 1994 is 2412 sq. ft. plus 470 sq. ft. screen porch with Open Water views. Open floor plan with vaulted ceiling and tile floors Downstairs, is a separate (1239 sq. ft.), 2bd./ 1bth with 2nd kitchen is the original house 1977 is plus 752 sq. ft. covered porch. Split bedroom floor plan up & down. Lower level sits at 8.1ft above sea level. AE flood Zone. House is a single family home, not a duplex. Vacant lot next door. Carport and Garage. Room for a pool. Airport access and parking available for a membership/fee. Desirable Summerland Key, Fl Google map https://goo.gl/maps/3GWjX25v

1183 E Caribbean Drive  For Sale, MLS 588910
$1,648,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 3,019 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davit Pads

World class fishing and diving nearby! Luxury gated point estate with over 295 of seawall boasting three boat lifts (11K#, 12K#, 20K#) plus floating dock for your jet skis, and other water toys. Interior elevator access to all three floors and two car garage also provides ease of access for elderly or handicap. High end finishes and luxury appointments and design throughout. The chef grade professional kitchen appliances include Viking double oven w/warming drawer, Sub Zero refrigerator and Bosch dishwasher along with built in wine cooler and eat-in bar. The spacious 1,000 sq.ft. grand master suite boasts a living room, huge walk in closet w/ensuite laundry station. Ample storage in the master bath with dual sink vanities leading to the jetted tub overlooking sunset water views.

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 01-21-2020.

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Key Largo, Florida 33070

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