Summerland Key Homes for Sale, Single Family Houses, MLS Home Listings

Summerland Key real estate is known for its outstanding luxury and waterfront Florida Keys homes.  The prestigious island is located a mere 20 minutes from the popular Key West, while at the same time being a private enclave of unparalleled beauty and exclusive real estate.  Houses for sale in Summerland Key exude the beauty and tranquility of their surroundings.  Interested in Summerland Key homes for sale?  Browse the Florida Keys MLS to see all available listings in Summerland Key.

Total Listings 31
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25095  5th Street  For Sale, MLS 586498
$429,000
Summerland Key
Summerland Beach   - MM: 25.00
2 Bed, 2 Baths, 832 SqFt Days Listed: 195
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Two bedroom, one bath home with spacious kitchen/living area. Vaulted Ceilings. Full length screened porch. Enjoy nature from your porch. Custom built home in 1999, located in beautiful Keys Hammock(hardwood forest) Corner lot with lots of mature native trees. Lots of outside area, room to park your RV, Boat or other toys.

227 North Airport Drive  For Sale, MLS 585180
$429,000
Summerland Key
Summerland Key Cove   - MM: 25.00
1 Bed, 1 Baths, 756 SqFt Days Listed: 290
-6.54% ($30,000) 3 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Fly into beautiful Summerland Key, midway between Key West and Marathon, considered to be one of the most prestigious tropical islands in the Florida Keys. Soar over the magnificent and breathtaking views of the spectacular reefs and tropical waters. Then park your airplane under your home and enjoy world famous boating and fishing in the waters surrounding Summerland Key. Or leave for the fun and nightlife of Key West only minutes away. If you are not an aviator, take the drive across the 42 bridges of the Overseas Highway on your way to Paradise. Directly on the private Summerland Key airport, this home away from home is the perfect place to get away from it all! Features cement plank siding, metal roof, and large doors and windows offering natural light and cool tropical breezes.

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: 163
-2.23% ($10,000) 4 Price Changes : Last Change 38 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Make it the way you like it....Cheapest Stilt Canal 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.. 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: 256
-1.26% ($6,000) 1 Price Change : Last Change 16 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: 13
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.

287  Airport Drive  For Sale, MLS 588664
$499,000
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 1,260 SqFt Days Listed: 45
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

Rare find! 4BR/2BA cottage located directly on the Summerland Key Airstrip! This newly remodeled home is super charming and boasts an open floor plan featuring vaulted Dade County Pine ceilings, terrazzo floors, new Kitchen with stainless appliances, farmhouse sink, island and pantry. The split floor plan offers dual zone a/c, 3 Guest Bedrooms, new Guest Bathroom and a Master with new ensuite Bath. Storm ready with impact doors and windows and metal roof. Located next to the community park which offers lots of back yard privacy and easy access to the community boat ramp offering excellent ocean and back country access.

24830  Park Drive  For Sale, MLS 589144
$499,500
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,188 SqFt Days Listed: 14
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This Beautiful 3BD/2BR Home is located in Summerland Key Cove. It features custom bathrooms, beautiful wood tile flooring and many other features. The Master walk in closet showcases custom built shelving for additional storage. It includes all stainless steel appliances and washer and dryer. The home also features a downstairs lower enclosure with built in shelving. One of the best features is the outdoor space, you have tons of entertaining space underneath on the concrete slab, with the entire back yard in stone featuring beautiful landscaping all around the home. You also have private access to the neighborhood boat ramp. And youre only a quick 25 minute drive to 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: 15
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: 161
-7.44% ($52,000) 1 Price Change : Last Change 15 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: 49
-2.86% ($20,000) 1 Price Change : Last Change 13 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: 126
-1.43% ($10,000) 2 Price Changes : Last Change 15 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: 25
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: 291
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: 24
-2.73% ($21,000) 1 Price Change : Last Change 12 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.

947  Gulf Drive  For Sale, MLS 589408
$750,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 1
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits60ft.

This checks all the boxes for a Keys home. Well-built concrete block home with a metal roof on a fabulous canal. Youll love the travertine tiled floors and granite counter tops. Concrete dock and a convenient downstairs storage room. Carport and fenced.Split bedroom plan and vaulted ceilings in the living room. Enjoy entertaining in your upstairs screened balcony in the shade of the afternoon. Dont miss the opportunity in the Isles of Summerland Key!

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: 439
-22.43% ($286,000) 2 Price Changes : Last Change 78 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: 288
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: 111
-2.84% ($32,000) 1 Price Change : Last Change 72 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: 382
-7.95% ($95,000) 2 Price Changes : Last Change 18 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: 168
-4.40% ($55,000) 2 Price Changes : Last Change 16 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

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 01-26-2020.

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Key Largo, Florida 33070

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