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 39
Summerland Key
$389,000 969 (SqFt)
  • 2
  • 2
  • Single Family

25121 CENTER Street
Summerland, FL 33042

Snug Harbor Subdivision   Waterfront: Yes MM: 25
Side of Island: Bay/Gulf
Dockage: Dock Privileges44ft.

REDUCED $10,000.00 Amazing Open Water View from your balcony. 2 bedroom 2 bath stilt newer home built in 2008. Cathedral ceilings and open concept kitchen with first floor laundry room. Immediate access to gulf and ocean. Big Deep boating! Concrete seawall. Seller Entertains ALL Offers!
  Details
Summerland Key
$430,000 1,584 (SqFt)
  • 3
  • 2
  • Single Family

849 Lagoon Drive Drive
Summerland, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Concrete

Great place to enjoy the Keys waterfront fun. Full length concrete dock/seawall, situated on a spectacular wide deep canal, that is a flow-through, keeping the water clean & blue green in color. Nice view down canal to the open Bay, and some view across street to the Open Water. Prestigious neighborhood, lovely homes all around. This is one of the few homes left in the Isles at this price.
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Summerland Key
$444,000 948 (SqFt)
  • 2
  • 2
  • Single Family

24317 W CARIBBEAN Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Davits60ft.

Summerland Key-Deep water boating for $444,000.Great price, great house.2 bed &2 baths nicely kept inside and out. Open water peeks across the street for generous breezes all the year round. Seconds to open ocean. Large legal storage area below to keep all your fishing & diving gear.
  Details
Summerland Key
$449,000 1,144 (SqFt)
  • 3
  • 1
  • Single Family

482 W Shore Drive
OTHER, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Other

Fantastic opportunity to own in prestigious Summerland Key, known for its deep draft boating water and quick access to the Atlantic and Gulf. Concrete construction with updated tile and bright white kitchen. Over sized lot has 90 on the water, is fully fenced is pea rocked for lower maintenance. Plenty of room for a pool or RV parking.
  Details
Summerland Key
$449,000 576 (SqFt)
  • 2
  • 1
  • Single Family

21 Little Knockemdown
Summerland, FL 33042

Knock Em Down Keys   Waterfront: Yes MM: 25
Side of Island: Bay/Gulf
Dockage: Basin12ft.

PARADISE FOUND! Own your own slice of a tropical island with over 13 acres and a 2 bed/1 bath tree top bungalow. Nestled high amidst the gumbo limbo trees affording stunning sunset views over Kemp Channel and out to the Gulf of Mexico. Hiking trail traverses the hardwood hammock island. Kayak the gin clear waters or wade the flats for tarpon, bonefish and permit...all only a cast a way!
  Details
Summerland Key
$449,000 1,144 (SqFt)
  • 3
  • 1
  • Single Family

482 W Shore Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Concrete

Fantastic opportunity to own in prestigious Summerland Key, known for its deep draft boating water and quick access to the Atlantic and Gulf. Concrete construction with updated tile and bright white kitchen. Over sized lot has 90 on the water, is fully fenced is pea rocked for lower maintenance. Plenty of room for a pool or RV parking.
  Details
Summerland Key
$459,000 1,296 (SqFt)
  • 3
  • 2
  • Single Family

24449 W Caribbean Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Boat LiftConcrete

This is a great home to enjoy all the best of the Florida Keys waterfront: Quick Ocean boat access, concrete dockage and a boat lift. High ceilings and a big open kitchen. The large porch faces the water, and its perfect for outdoor entertaining and relaxing. Lots of storage room, with plenty of parking for boat trailers and vehicles.
  Details
Summerland Key
$459,000 1,296 (SqFt)
  • 3
  • 2
  • Single Family

24449 W Caribbean Drive
OTHER, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Boat Lift

This home is situated in the premier neighborhood of Summerland Key Cove. Custom built home with beautiful wood open ceilings and wood flooring. Youll love the nautical touches. Enjoy the Keys breezes from the large waterfront porch. Large kitchen has patio doors that open onto the porch, a great place for meals. Open floor plan. Beautiful canal and excellent Ocean boat access. There is a concrete dock and a boat lift. A storage enclosure at ground level for all your extras and fishing gear. Plus theres lots of parking.
  Details
Summerland Key
$569,000 1,903 (SqFt)
  • 2
  • 3
  • Single Family

785 Caribbean Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: n/a

Meticulously maintained CBS home, lush tropical landscaping, completely updated, on one of the prettiest and deepest canals in the Lower Keys. Granite tops, tile floors, and a concrete sea wall, big boats not a problem. This is a must see!
  Details
Summerland Key
$595,000 1,776 (SqFt)
  • 3
  • 2
  • Single Family

1072 BAY Drive
Summerland, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 26
Side of Island: Ocean
Dockage: Boat Ramp,Davit Pads

You should visit this home at 1072 Bay Drive. Located in prestigious Summerland Isles with deep, open, flow- through canals this is the perfect home for the avid fisherman or boater. Just minutes to the ocean, this home sits on a wide, deep water, clear canal perfect for larger deep draft boat.
  Details
Summerland Key
$595,000 1,776 (SqFt)
  • 3
  • 2
  • Single Family

1072 Bay Drive
OTHER, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: DavitsOther

You need to visit this home at 1072 Bay Drive! Located in prestigious Summerland Isles with deep, open, flow- through canals this is the perfect home for the avid fisherman or boater. Just minutes to the ocean, this home sits on a wide, deep water, clear canal perfect for larger deep draft boat. Approximately 77 feet of concrete dockage includes davits, boat ramp and step down seawall. The home is custom built with CBS construction, metal roof, boat ramp, wrap around porch, accordion hurricane shutters, granite countertops and a custom swimming pool.
  Details
Summerland Key
$595,000 1,802 (SqFt)
  • 3
  • 3
  • Single Family

568 S Airport Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Boat Slip,DavitsConc

Aviation Home located on Summerland Key Cove Private Airport on a 9000 sqft. lot. The home is designed to park a small airplane below. 2BD/2BA on the main floor with a huge 25x 21 deck and guest quarters - 1BD/1BA - on the lower level. Cut-in covered boat slip and great boating access to some of the best diving and fishing in the Lower Keys. New TPO Energy Star Rated Membrane Roofing in 2014.
  Details
Summerland Key
$599,000 1,440 (SqFt)
  • 2
  • 2
  • Single Family

24753 Park Drive
OTHER, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 0
Side of Island: Ocean
Dockage: Boat Lift,Davits

Spacious & inviting this 2 bedroom 2 bathroom home was built on a double fenced lot on a deep, wide boating channel. Tastefully landscaped with room for on-property vehicle/boat/rv/trailer storage, tropical foliage, pool, jacuzzi, deck, elevator, storage sheds, property length concrete dock, davits & boatlift. NO mandatory HOA! Lots of features!
  Details
Summerland Key
$629,000 1,800 (SqFt)
  • 3
  • 2
  • Single Family

25023 Center Street
OTHER, FL 33042

Snug Harbor Subdivision   Waterfront: Yes MM: 24
Side of Island: Bay/Gulf
Dockage: DavitsOther

3 Bd. 2.5 Ba. Tri level Waterfront home on Summerland key. Open water views. Low Maintanace 3 story home with open balconies on 2 levels. Spectacular sunrise & sunsets. Beautiful kitchen stainless steel appliances & granite tops. Open floor plan gives this home a spacious feeling inside & out. Downstairs enclosure includes interior staircase foyer & storage area. Deep water access, 60 ft dock with boat lift Davits. Well kept spacious home. Sunrise & sunset views. Easy to show. Call listing agent.
  Details
Summerland Key
$669,000 1,350 (SqFt)
  • 3
  • 2
  • Single Family

930 BAY Drive
Summerland, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 26
Side of Island: Ocean
Dockage: 75ft.

Looking for your Florida Keys Home.. This spacious 3 Bedroom 2 Bath with an open floor plan is just for you. Located on a deep crystal clear canal, with 75 ft concrete seawall. Two Car garage with lots of storage. Brick pavers throughout the yard. Plenty of room for a pool. House has impact windows. Location, Location!!
  Details
Summerland Key
$685,000 1,581 (SqFt)
  • 3
  • 2
  • Single Family

148 W Shore Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: 119ft.

Waterfront home has 119 of dockage with excellent boating access to Atlantic or Gulf. This spacious home offers 3 bedrooms 2 bathrooms with open floor plan. An extra bonus room for office or gym. Garage,metal roof, large tiki for outside entertaining. Concrete dock and davits. Large 120 x 119 gated landscaped yard. 24 Mile from Key West!
  Details
Summerland Key
$699,000 1,728 (SqFt)
  • 3
  • 3
  • Single Family

86 S Airport Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Davits60ft.

Fly in to your Spectaular 3 bedroom 3 bath home on canal + runway, remodeled kitchen wood cabinets, beautiful living rm with sliders to screened patio overlooking dock, downstairs bath, bedroom, living room + screened in patios, concrete dock, Tiki Hut for entertaining + Tiki over cutting station, (qualified pilot could purchase runway share)
  Details
Summerland Key
$719,000 1,440 (SqFt)
  • 2
  • 2
  • Single Family

1388 Niles Road
Summerland, FL 33042

Niles Channel Subdivision   Waterfront: Yes MM: 25
Side of Island: Bay/Gulf
Dockage: Other Dockage

Embrace the tranquility of your own private seven acres of heaven in the Keys. Perfect for the nature lover, there are panoramic views from both floors - each has a 360 degree wraparound balcony. Recently renovated hard wood floors, tiled balcony stainless steel appliances granite tops,jet tub with sunset views. Hot tub, pool table, bikes and kayaks.Deep water Dockage across street.
  Details
Summerland Key
$725,000 1,650 (SqFt)
  • 3
  • 2
  • Single Family

230 S AIRPORT Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Davits

3/2 Waterfront-Private Airport House.Captivating Views Airport Membership avail.Granite counter/stainless ap5 COVERED Porches (2 SCREENED-Vaulted ceilings)Clean Free flowing deep Ocean access canal-No fixed bridgeMaster suite includes porch: huge walk-in closet, bidet, walk-in shower, heated 2 person jetted tub Park car or airplane in carportLrg Dine/Living rm.
  Details
Summerland Key
$725,000 1,359 (SqFt)
  • 3
  • 2
  • Single Family

1022 E CARIBBEAN Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: n/a

Located on the ocean side of Summerland Key, custom built home offers a great place to relax and & enjoy. Modern kitchen is fully equipped including a dumbwaiter. The living room area opens onto a full length screened porch via pocket sliders, giving a flow through feel for tropical breezes. The home is located on a deep, clean canal with excellent boating access to the Atlantic or the back countr
  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 06-30-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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