Summerland Key LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 29
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1300  Sunset Boulevard  For Sale, MLS 582782
$11,900,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
6 Bed, 6 Baths, 7,720 SqFt Days Listed: 514
-14.39% ($2,000,000) 1 Price Change : Last Change 505 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.Concr

The epitome of relaxed elegance -- a masterful combination of architectural splendor within the casual atmosphere that defines the Keys lifestyle. Exquisite estate w/ 6 bedrooms, 6 full baths & two 1/2 baths, evenly split between the Main House & the Guest House. Interior is executed w/superb craftsmanship where soaring ceilings are structured by striking wood beams. Great room wraps around open chef s kitchen, full bar, & includes spacious formal & casual dining areas. Fabulous open water views everywhere, seen through abundance of large impact glass windows & 10 glass doors. Home also includes indoor-outdoor sunroom & kitchen w/top of the line Lynx appliances, wine cellar, multi-zoned audio system, dedicated fly fishing room, carport parking for at least.....

974  Flagship Drive  For Sale, MLS 575049
$3,700,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 4,250 SqFt Days Listed: 1102
+15.63% ($500,000) 1 Price Change : Last Change 818 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat SlipConcrete

Stunning watercolor views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall that wraps around the property, including the boat basin with two boat lifts. Relax in large pool with over-spill hot tub & a big patio area for entertaining that drinks in the Ocean view. Interior elegance abounds: wood cabinetry, granite, marble, stainless appliances and more. Double bronze doors adorn the entrance and foyer. There is a formal dining room off the kitchen. The master bedroom opens onto a porch, facing the Ocean. Soaring ceilings in the living room, with Casablanca style rotating fans. The upstairs TV and game room has a lovely deck that faces the Ocean, where you can see for miles.

815 E Shore Drive  For Sale, MLS 589687
$2,700,000
Summerland Key
Summerland Beach   - MM: 25.00
7 Bed, 7 Baths, 4,531 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Boat

OPEN WATER facing Niles Channel this Resort feel property offers main house with tongue n groove cedar, arched cathedral ceilings in great room & master suite, upgraded kitchen has corian counter, custom cabinets, stainless appliances, elevator, master suite with bamboo loft, screened & landscaped 3 level coral pool in center with 2 guest cottages with 2 bedrooms 1 bath each, boat basin, covered boat lift + davits, Tiki & shuffleboard court (see document attached)

25381  First Street  For Sale, MLS 584007
$2,450,000
Summerland Key
Summerland Beach   - MM: 25.00
4 Bed, 4 Baths, 3,234 SqFt Days Listed: 436
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat Lift,Boat

Summerland Beach! This exceptional custom built home is designed to entertain inside and outside. Spacious 3,234 SF living space 4BD/ 4.5BA open floor plan & ocean views from every room. 360 SF covered open porch off of living & dining area overlooking pool and ocean. Colossal 1,000 SF master ensuite with his & her bathrooms including steam shower & jacuzzi. Three car garage and storage, In-ground pool with fiber optic lighting, and 1,000 SF covered screened patio overlooking all the action. A boating enthusiasts dream with 217 of waterfront, 122 concrete dockage, heavy duty boat lift and davit, shore power. Large yacht basin for easy turn around! This location offers 6 control depth, some of the deepest boating access in the Lower Keys. New Metal Roof. A must see!!

875 E Shore Drive  For Sale, MLS 588605
$2,350,000
Summerland Key
Summerland Beach   - MM: 25.00
3 Bed, 3 Baths, 2,664 SqFt Days Listed: 123
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Stunning watercolor views from this beautiful Oceanfront home. This custom concrete block constructed home is recently completed, and was designed with clean lines to enjoy the Keys lifestyle. Enter through the private gate and winding driveway, with pavers embellishing the outdoor areas.The pool is the perfect place to enjoy the sunshine and Atlantic Ocean views or relax in after a day of fun on the water. Boaters will appreciate the deep-water dockage that offers direct access, & could not get better than this. The boat dock stretches out into the Ocean, and the dock gazebo is the perfect place to relax in the shade at waters edge. The beach shoreline gives easy access for kayaks & paddle boarding. Plenty of room on this property to add guest quarters and a free standing garage.

451 E Shore Drive  For Sale, MLS 590102
$2,237,500
Summerland Key
Summerland Estates   - MM: 25.00
3 Bed, 3 Baths, 2,416 SqFt Days Listed: 37
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Over an acre of Oceanfront privacy awaits you on this spectacular property! From the moment you enter the driveway and pass the swaying palms and tropical landscaping you are drawn into a peaceful and private setting. Begin your morning watching a peaceful sunrise over Niles Channel. Pool, hot tub and tiki provide a day of sunshine and relaxation before heading down the dock to enjoy the best of world class fishing and diving. Upon entrance into the home you will be delighted by the architecturally appealing open beam ceilings and open floor plan. Two master suites on the main level include private baths and walk-in closets. There is a third bedroom on the 2nd floor with unobstructed views of the Ocean. Concrete construction, impact windows/doors, metal roof and an abundance of storage.

24856  Calle Real   For Sale, MLS 590386
$2,100,000
Summerland Key
Summerland Beach   - MM: 25.00
3 Bed, 3 Baths, 2,283 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Rip Rap

Location Location Location!! Spacious custom built home is located in one of Summerland Keys premier oceanfront neighborhoods. Stunning ocean views from every room. Designed by Glen Grey and built to enjoy the island lifestyle. Coastal living at its finest, with 2,283 SF of living space and beautiful solid Mahogany wood flooring throughout. Viking range, granite counter tops, and open kitchen for entertaining. Covered veranda to enjoy the sunsets & tropical ocean breeze. Master suite has breathtaking ocean views and open sundeck. Pool and mature tropical landscaping. Water is on two sides offering the ocean in the front and protected 60 concrete dockage in the back with 10,000lb boat lift. Sewer connection has been completed.

329  Airport Drive N For Sale, MLS 589796
$1,750,000
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 2,479 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

If you are a pilot, fisherman or diver seeking a place to live in paradise, then this Florida Keys home is the place for you. This exceptional custom-built Glenn Gray home is located on a private runway and provides quick access to the Atlantic Ocean and Gulf of Mexico. This beautiful retreat home has a fully appointed gourmet kitchen with stainless steel appliances, Corian countertops, custom cabinets, built in wine cellar, large pantry with floor to ceiling storage, and an island with seating. It is flanked by formal and eat-in dining spaces that can accommodate a large number of guests that makes it perfect for holidays and summer reunions. Sliding glass doors open to a large deck for outdoor dining and provide all the privacy and serenity of a professionally designed...

414 E Caribbean Drive  For Sale, MLS 587599
$1,729,000
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 2,766 SqFt Days Listed: 188
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip60ft.Concre

This impressive custom built Glenn Gray designed 4 BR 3.5 BA Oceanfront home boasts picture perfect views of the endless ocean where world-class fishing & diving are just minutes away. After a great day on the water dock your boat in the slip & refresh in your oceanfront pool while cooking the days catch at the poolside summer kitchen or sip champagne from one of the many decks overlooking the ocean. Guests will loved to be entertained in your well-appointed Great Room featuring a chefs Kitchen w/granite counters, stainless appliances & amazing ocean views or on the waterfront lanai to catch the sunset. Retire in the 2nd floor Master Suite where you will awake to gorgeous views of the open ocean from your private veranda. Impact doors & windows, metal roof & much more.

118  Caribbean Drive E For Sale, MLS 589708
$1,650,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 2,209 SqFt Days Listed: 59
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Oceanfront home deepwater draft, 3 bedroom 3 1/2 bath and full hot and cold outdoor shower. Full concrete seawall, boat ramp, davits. 4 garages, covered carport, and circular driveway. Indoor and outdoor staircases. 2 jetted tubs. Custom solid hickory cabinets in kitchen and bathrooms. Full pantry and all bedrooms have walk-in closets and bathrooms. Impact windows, doors and metal roof, Covered porch and lanai. and wrap-around decks. Property has new invisible fencing. Central AC and heat. Porcelain floors and bullnose throughout Granite countertops. Polished concrete floors in foyer and 2 garages. The addition was built in 2004 and the original home was refurbished shortly after. Furnishings are negotiable. Plenty of room for a pool if desired.

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: 112
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
$1,349,500
Summerland Key
Summerland Key Cove   - MM: 25.00
5 Bed, 5 Baths, 3,651 SqFt Days Listed: 157
-3.57% ($50,000) 1 Price Change : Last Change 77 Days Ago
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

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: 140
-5.81% ($80,000) 1 Price Change : Last Change 86 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

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: 232
-14.29% ($200,000) 1 Price Change : Last Change 80 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.

16 S Airport Drive  For Sale, MLS 590343
$1,150,000
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 1,824 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

CBS structure, situated on a 17.5K sq.ft. point lot in an exclusive fly-in community in Summerland, This solidly built home, built in 1958 by the Toppinos, has served only a handful of owners, whove maintained it in excellent condition. The home boasts four bedrooms, with 2 1/2 baths, tile flooring throughout, varnished, stained pine planked, vaulted ceilings, with ceiling fans. Hurricane shutters for the entire home.Home constructed of both solid, poured concrete walls, and block walls throughout interior and exterior.

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: 456
-7.95% ($95,000) 2 Price Changes : Last Change 91 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

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: 362
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

1121  Ocean Drive  For Sale, MLS 582802
$939,000
Summerland Key
Summerland Beach   - MM: 25.00
2 Bed, 2 Baths, 2,304 SqFt Days Listed: 513
-26.35% ($336,000) 3 Price Changes : Last Change 61 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.

1167  Flagship Drive  For Sale, MLS 590299
$900,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 24
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Fantastic location on a corner canal lot one property in from the ocean in Summerland Cove Isles. Excellent deep draft dockage with concrete dock and approximately 185 of waterfront with immediate ocean access. The 3 Bedroom 2 Bath home offers beautiful wood flooring throughout and is highlighted by picture perfect views of the mangrove islands in the salt water lagoons. The 9,000 sq. ft. lot offers plenty of room for pool, RV, and boat trailers plus in the large 1 car garage.

442 W Shore Drive  For Sale, MLS 590335
$897,500
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 1,345 SqFt Days Listed: 22
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift120ft.Concr

Spacious concrete home on double lot in Summerland Key with excellent deep water boating. 120 concrete seawall with 12,000 lb boatlift. No bridges to restrict access to open water. Inside, attention to detail was not spared in the beautiful renovation of this home. Tile floors throughout, granite countertops and stainless steel appliances. 6 privacy fence corner to corner. Metal roof and garage. For the pilots, this home is less than 2/10ths of a mile from the Summerland Airstrip. You can taxi to your front door.

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 04-09-2020.

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