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
25121  CENTER Street
$379,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
2 Bed, 2 Baths, 969 SqFt
Single Family - Active - Waterfront Yes
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!

24317 W CARIBBEAN Drive
$444,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 948 SqFt
Single Family - Active - Waterfront Yes
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. Allure wood grain flooring compliments the traffic areas. Open water peeks across the street for generous breezes all year round. Conveniently located across the canal from the Summerland marina. Seconds to open ocean.

25345  4Th Street
$475,000
Summerland Key
Summerland Beach   - MM: 25.00
2 Bed, 2 Baths, 688 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Perfect Summerland Key Fishing Cottage. Great boating access and water views. Only 2 houses from the open water. Sitting on a turquoise and clean canal this property offers you easy access to deep water and back country fishing.

24743  Park Drive
$529,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,223 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,Davits

Summerland Key Cove, CBS home with deep-water access. This 2003 home has all the upgrades you need in a Keys home. Poured concrete decks, roof and impact windows make this home a fortress. Great open floor plan, totally upgraded with granite tops, tile throughout and all new fixtures. Large covered deck. Paver driveway, concrete dock w davits. Big boat territory. A must see!!

1081 E Caribbean Drive
$590,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,084 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads60ft.Concr

Tropical Delight! Move-in ready. Situated in the beautiful OCEAN-side community of Summerland Key Cove. Flow-through canals. Deep draft. 60 concrete doc. Granite kitchen. Gas stove. Open and airy floor plan. 2 bedrooms, 2 remodeled baths. Paver driveways - plenty of room for parking. Screened patio. Accordion shutters. A pleasure to show. House next door is also for sale.

25023  Center Street
$599,000
Summerland Key
Snug Harbor Subdivision   - MM: 24.00
3 Bed, 3 Baths, 1,800 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,DavitsOth

Deep Water Home on Summerland Key. 3 Bd / 2.5 Ba. Open water views with excellent boating access. Minutes to some of the best Fishing & Diving spots the Keys have to offer. 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. 20 Minutes to Key West. Easy to show. Call listing agent.

148 W Shore Drive
$685,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,581 SqFt
Single Family - Active - Waterfront Yes
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!

86 South Airport Drive
$699,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,728 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,DavitsCon

You truly can have it all. Fly your plane directly to your front door and spend the afternoon deep sea fishing from your yacht parked in your backyard. The property includes a separate guest apartment or mother-in-law suite with its own kitchenette, laundry facilities and full bath.

86 S Airport Drive
$699,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,728 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,DavitsOth

You truly can have it all. Fly your plane directly to your front door and spend the afternoon deep sea fishing from your yacht parked in your backyard. The property includes a separate guest apartment or mother-in-law suite with its own kitchenette, laundry facilities and full bath. Spectacular location on one of the prettiest islands in the Florida Keys, this Summerland Key home offers deep water, yacht boating and dockage with direct runway access. Concrete, CBS construction includes airplane parking, a two car garage and Caribbean dcor. Beautiful living area offers sliders to the screened porch overlooking your boat and the waterside Tiki hut. Rare opportunity for a Resort destination in the Florida Keys you wont want to miss!

869  Lagoon Drive
$699,999
Summerland Key
Summerland Cove Isle   - MM: 25.50
2 Bed, 2 Baths, 1,548 SqFt
Single Family - Active - Waterfront Yes
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!

1388  Niles Road
$719,000
Summerland Key
Niles Channel Subdivision   - MM: 25.00
2 Bed, 2 Baths, 1,440 SqFt
Single Family - Active - Waterfront Yes
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.

473 E CARIBBEAN Drive
$750,000
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 1,975 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

New construction - Price includes a completed 4 bedroom 3 bath home. 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.

951  Lagoon Drive
$750,000
Summerland Key
Summerland Cove Isle   - MM: 25.00
4 Bed, 4 Baths, 1,704 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

Room for the entire family, this 4 bedroom 3 bath home in beautiful Summerland Cove Isles has been beautiful renovated for that coastal cottage Caribbean flair. The open concept floor plan makes this home as casual as its tropical setting includes a stunning kitchen and bar area, custom cabinets and a quaint dining area.

951  Lagoon Drive
$750,000
Summerland Key
Summerland Cove Isle   - MM: 24.50
4 Bed, 4 Baths, 1,704 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Room for the entire family, this 4 bedroom 3 bath home in beautiful Summerland Cove Isles has been beautiful renovated for that coastal cottage Caribbean flair. The open concept floor plan makes this home as casual as its tropical setting includes a stunning kitchen and bar area, custom cabinets and a quaint dining area. The home has a coastal cottage feel with cool pastel colors creating a relaxed and peaceful mood. The kitchen island provides a perfect spot for family gatherings and the adjacent family room and outdoor porch area. It has 80 of concrete seawall, with 2 boat lifts and sits on a deep, wide, flow through canal with quick access to both the Gulf of Mexico and the Atlantic Ocean.

1390  Hudgins Drive
$859,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
3 Bed, 3 Baths, 1,385 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 90ft.Concrete

Oceanside Boating Access For Bigger Boats With Protected 90 Feet Of Dockage and SUNSET VIEWS! Spacious 3 Bedroom Home Features Open Floor Plan With VIEWS, VIEWS, VIEWS. Lots Of Parking, Hardiplank Siding, All Fenced Yard & Nice Tropical Landscape. Storage Space & A Garage. Located In The Prestigious Summerland Key Offering Short Commute To Key West. Comes With A Home Warranty.

349 North Airport Drive
$995,000
Summerland Key
Summerland Key Cove   - MM: 25.00
5 Bed, 5 Baths, 3,250 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

Beautiful 5 bedroom, 3.5 bath pool home on deep canal. No expense has been spared: porcelain tile, Ipe decks, metal roof, whole-house generator. Gourmet kitchen with eat-in dining and formal dining areas. Private backyard, Free-form swimming pool, cabana with bar and bathroom. Bring your boat AND your plane! Furnishings negotiable. Recently appraised at $1,140,000.

815  Gulf Drive
$1,095,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 2,402 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,DavitsCon

The amazing sunset views from the 3rd floor balcony will take your breath away! Deep draft boating on a wide, clear, flow through canal system and just minutes to the open water. The open floor plan provides great space for entertaining with beautifully renovated kitchen with island bar and granite counter tops, elegant travertine bathroom, large picturesque windows with architectural features.

815  Gulf Drive
$1,095,000
Summerland Key
Summerland Cove Isle   - MM: 24.50
4 Bed, 4 Baths, 2,402 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,Davits

The amazing sunset views from the 3rd floor balcony will take your breath away! Deep draft boating on a wide, clear, flow through canal system and just minutes to the open water. The open floor plan provides great space for entertaining with beautifully renovated kitchen with island bar and granite countertops, elegant travertine bathroom, large picturesque windows with architectural features and cool Caribbean colors. Also includes impact windows and doors, tile floors, large covered deck off the master bedroom, swimming pool and spa, concrete seawall, garage and colossal storage area.

756  Caribbean Drive
$1,135,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 2,772 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits125ft.

PHOTOS AS SOON AS THE SUN COMES OUT!!! Summerland SUNSET VIEWS, 2/2.5, on an over-sized gated lot. Big POOL w OPEN WATER VIEWS from the screened porch, ! BIG BOAT ACCESS W/BIG BOAT DOCKAGE!

23921  Henry Street
$1,150,000
Summerland Key
Dobies Subdivision   - MM: 24.00
3 Bed, 3 Baths, 1,600 SqFt
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,Davits

Beautiful 3 bedroom 2 1/2 bath Oceanfront home with incredible views and custom quality throughout. Hardiboard siding, impact windows, metal roof, granite counters, lots of storage and the master bedroom encompasses the entire top floor. Protected dock in back with davits and beach area in front make this a must see for boaters and beach lovers alike. Vacant lot next door also for sale see listing #122531.

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 02-07-2016.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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