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 32
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.
  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 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
$550,000 1,223 (SqFt)
  • 3
  • 2
  • Single Family

24743 Park Drive
Summerland, FL 33042

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

Summerland Key Cove CBS home with deep-water access. This home has all the upgrades you need in a Keys home. Poured concrete decks, roof and impact windows make this home a bunker. Great open floor plan, totally updated with granite tops, tile throughout and all new fixtures. Large covered deck. Paver driveway, concrete dock with davits. Big boat territory. A must see!
  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 3,886 (SqFt)
  • 5
  • 4
  • Single Family

23950 Overseas Hwy. Highway
OTHER, FL 33042

Dobies Subdivision   Waterfront: Yes MM: 24
Side of Island: Ocean
Dockage: None

Large Custom Estate Home in Summerland Key . Situated on 2 Waterfront lots. 125 feet of frontage. Great boating with Direct Ocean & Gulf access. Choose your own Finishes. Custom Home under construction. Very Unique Glenn Gray Designed Home. 3886 Sg. Ft. including Guest house. 5 bedroom 4 1/2 bath. Home is under construction & being sold in the current phase at $599k. Perfect for a large family or Corporate retreat in the heart of the Keys . Price includes plans for a 80 ft dock & large Boatlift. Price will increase as construction progresses. Contact listing Agent to show.
  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: Davit Pads,DavitsOth

Waterfront home in Summerland Key. 3 Bd / 2.5 Ba. Open water views with excellent deep water boating access. Low maintenance three story home with open balconies on two levels. Spectacular sunrise & sunsets. Beautiful kitchen stainless steel appliances with granite tops. Open floor plan gives this home a spacious feeling inside & out. Downstairs enclosure includes interior staircase foyer & storage area. 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 to Key West!
  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
$729,000 1,584 (SqFt)
  • 3
  • 2
  • Single Family

849 Lagoon Drive
Summerland, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 26
Side of Island: Ocean
Dockage: n/a

So much water frontage here with a full length concrete step down dockage & seawall that spans across two lots. The boating access is spectacular. Situated on a crystal clear blue-green flow through canal. Cant find better! The house is on one lot, and includes the contiguous vacant lot. Decide what you want to do to make this beautiful location your own. Two separate parcels.
  Details
Summerland Key
$750,000 1,975 (SqFt)
  • 4
  • 3
  • Single Family

473 E CARIBBEAN Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: 60ft.

New construction - Active permit, 4 bedroom 3 bath home with estimated completion date in late 2015. Deep draft boating from this upscale neighborhood. 60 foot concrete dock already in place! Still time to choose your favorite colors and finishes. This is one of the last available lots in this subdivision.
  Details
Summerland Key
$774,999 1,548 (SqFt)
  • 2
  • 2
  • Single Family

869 Lagoon Drive
Summerland, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 26
Side of Island: Ocean
Dockage: Boat LiftConcrete

Summerland Key! 1548sqft 2/2 (could be a 3 bedroom) home, with detached 615sqft air conditioned garage situated on a privately landscaped DOUBLE LOT boasting 150 of bulk headed seawall.This PRE-FIRM home features a 20KW emergency generator with automatic throw over switch. NEW A/C, NEW 17,000lb boat lift, accordion shutters, and excellent boating access.Lots can be separated/buildable!
  Details
Summerland Key
$799,000 1,597 (SqFt)
  • 3
  • 2
  • Single Family

933 Flagship Drive
Summerland, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 26
Side of Island: Ocean
Dockage: 70ft.

If you are looking for a low maintenance concrete block fortress this is it!! This 3 bedroom 2 bath home has a fantastic floor plan with an open eat in kitchen and huge living room, split floor plan, large laundry/utility room, screened porch, open porch or the sun lovers,plus an ocean view from the deck! Nice size garage and very high lot, metal roof and over 70 of deep water protected dockage.
  Details
Summerland Key
$899,000 2,068 (SqFt)
  • 4
  • 2
  • Single Family

776 Caribbean Drive
Summerland, FL 33042

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

Summerland Key Gem!! This home offers 4 bedrooms 2.5 baths, cathedral ceilings, new kitchen, custom hard wood trim, huge master bedroom and bath, 3 decks, screen porch, tropically landscaped, heated in ground pool with waterfall and attached Jacuzzi, 100 feet of concrete dock, boat lift, jet ski lift, garage, separate storage area, front & back stair access, circular driveway and pavers.
  Details
Summerland Key
$899,000 2,860 (SqFt)
  • 4
  • 2
  • Single Family

66 AIRPORT Drive
Summerland, FL 33042

Summerland Key Cove   Waterfront: Yes MM: 25
Side of Island: Ocean
Dockage: Boat Ramp,Davits120f

FLY IN AND BE FISHING IN THE ATLANTIC OCEAN IN MINUTES. This exceptional canal front home is located on the Summerland Air Strip. Four bedrooms, 2 & 1/2 baths plus a large office and an enclosed air plane hangar with electric door opener. This property has 120 feet of concrete dock with step down, davits, boat ramp and fish cleaning station. See supplement for more info
  Details
Summerland Key
$1,075,000 2,402 (SqFt)
  • 4
  • 3
  • Single Family

815 Gulf Drive
Summerland, FL 33042

Summerland Cove Isle   Waterfront: Yes MM: 26
Side of Island: Ocean
Dockage: DavitsConcrete

Enjoy open water sunsets from your 2nd and 3rd floor balcony as well as around your pool and Jacuzzi that sits on your crystal clear canal. Two house in from open water allows you the protection for your boats while enjoying the view. Large entertainment area on the ground floor.One of the grandeur looking homes in the community.Offered turnkey just move and start living the Keys Life
  Details
Summerland Key
$1,239,000 2,713 (SqFt)
  • 4
  • 2
  • Single Family

361 AVENUE D
Summerland, FL 33042

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

Open Water Home + beach front, this specious 4 bedroom 2 bath home sits on prestigious Summerland Key in such a unique setting, Master Suite Over Looks Open Water + Beach, Master Suite offers private office + grand Bath + 2 balconies, upgraded chefs kitchen with granite counters, metal roof, impact windows, Access to protected canal + boat basin for your boat also, dock info attached
  Details
Summerland Key
$1,245,000 2,088 (SqFt)
  • 3
  • 3
  • Single Family

481 E Shore Drive
Summerland, FL 33042

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

3BD/3BA located on Summerland Beach on an acre of natural vegetation with gorgeous sunrise views. Home features two master bedrooms with ensuite bathrooms, spacious screened porch, barrel tile roof, tiki hut, wood dock, boat lift, boat and covered parking. Great family home or investment property. Zoning allows weekly rentals.
  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 08-30-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
Contact Us