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

Total Listings 27
Order By:

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: 397
-14.39% ($2,000,000) 1 Price Change : Last Change 389 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: 985
+15.63% ($500,000) 1 Price Change : Last Change 702 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.

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: 319
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.

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: 6
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

__**OPEN HOUSE Saturday December 14 from 1PM - 3PM**__.Stunning watercolor views from this beautiful Oceanfront estate home. This custom concrete block constructed home has been 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, and 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. With the beach shoreline, it gives easy access to paddling and kayaking.

434  Caribbean Drive  For Sale, MLS 584879
$1,999,000
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 3,056 SqFt Days Listed: 265
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

This striking custom built concrete home was designed to take advantage of the stunning views and fabulous sunsets which can be seen from nearly every room in the home. Exquisitely decorated with elegance and taste to include Brazilian cherry wood and marble flooring which grace each room of this magnificent estate. Relax in one of the three en-suite bedrooms or the Master suite featuring a luxurious custom bath, with large tub and massive shower, walk in closet, and ocean front balcony. The chefs ocean view kitchen features luxury class appliances, granite counter tops and rich cherry cabinets. Make a splash in the sun drenched ocean front swimming pool, then relax in the sun while watching the boats go by. Classic Beauty!

329 N Airport Drive  For Sale, MLS 584542
$1,899,990
Summerland Key
Summerland Key Cove   - MM: 25.00
4 Bed, 4 Baths, 2,479 SqFt Days Listed: 288
-5.00% ($100,000) 2 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Private Airport- Summerland Key, Fly your private plane to this exceptional custom built Glenn Gray designed home in the Florida Keys! Parked in your own airplane hangar, then out on your boat enjoying fishing and diving in the Atlantic Ocean /Gulf of Mexico. sits on a 17,000 sq ft lot, Enjoy the lifestyle of the Fl Keys in this spacious 3 bedroom 4 baths home with open dining and living space, cathedral ceilings, breakfast room, fully appointed gourmet kitchen, office/4th bedroom, den. 926 sq ft. of covered porches, roof top deck/ widows walk add to the Caribbean feel of this amazing property offers privacy and tranquility.

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: 71
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.

1183  Caribbean Drive  For Sale, MLS 584834
$1,695,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 3,119 SqFt Days Listed: 270
-4.78% ($85,000) 2 Price Changes : Last Change 124 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davit Pads

This unique gated point estate conch style home in Summerland Key has been completely remodeled.

280 E Caribbean Drive  For Sale, MLS 587066
$1,400,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 115
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.

586 E Caribbean Drive  For Sale, MLS 588063
$1,399,500
Summerland Key
Summerland Key Cove   - MM: 25.00
5 Bed, 5 Baths, 3,651 SqFt Days Listed: 40
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
$1,378,000
Summerland Key
Summerland Beach   - MM: 25.00
3 Bed, 3 Baths, 2,535 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Summerland Key Beach ocean front jewel. 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

650  Cruikshank Isle   For Sale, MLS 588474
$1,200,000
Summerland Key
Cruikshank Island   - MM: 24.50
2 Bed, 2 Baths, 1,638 SqFt Days Listed: 13
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads152ft.

This custom built concrete Oceanfront home is located on Cruikshank Isle, a small coastal Island of 8 homes on Summerland Key. Offering over 1,600 sq ft, this home features an open floorplan and is highlighted by endless ocean views from every room. The spacious Great Room, centered by a coral fireplace, enjoys Keys famous sunsets over the ocean through walls of glass. The full length waterfront Porch is accessed by all rooms including the 2 Master Suites at each end of the home. Fantastic deep draft boating and immediate ocean access from the full 152 concrete dock and seawall. The 11,761 sq ft fully fenced lot allows for plenty of space for all of your toys.

1090  Gulf Drive  For Sale, MLS 586962
$1,199,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
2 Bed, 2 Baths, 1,502 SqFt Days Listed: 125
-4.00% ($50,000) 1 Price Change : Last Change 4 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

296  Caribbean Drive  For Sale, MLS 583618
$1,140,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,288 SqFt Days Listed: 339
-4.60% ($55,000) 1 Price Change : Last Change 205 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

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: 68
-2.84% ($32,000) 1 Price Change : Last Change 29 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!

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: 245
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

1055  Flagship Drive  For Sale, MLS 583893
$999,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
3 Bed, 3 Baths, 1,836 SqFt Days Listed: 325
-9.10% ($100,000) 3 Price Changes : Last Change 160 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Immediate Ocean Access from this 2-Story Concrete fortress located on a 10,000 sq. ft. lot in Summerland Cove Isles. Built by local builder Tom Ryan, this 3 BR home boasts an open floor plan highlighted by a retracting wall of glass that opens to the full length porch overlooking the water. The 2nd Story Master BR is complete w/large Bath and views of the ocean. A 3rd-Story Loft is ideal for taking in world-famous Keys sunsets over the ocean. The 100 concrete dock offers deep draft dockage and is just minutes away from world-class fishing and diving off of Looe Key. After a day on the water enjoy al-fresco dining under you waterfront pavilion. The 2-car garage allows for plenty of storage for all of your toys. A full house generator & room for Pool, RV and more!

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: 396
-22.43% ($286,000) 2 Price Changes : Last Change 35 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.

656 W Shore Drive  For Sale, MLS 585859
$799,000
Summerland Key
Summerland Key Cove   - MM: 25.00
3 Bed, 3 Baths, 1,748 SqFt Days Listed: 202
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Ready for an Investment / vacation home on Summerland Key? True custom built home by Tom Ryan. Enjoy the main home which has 2 bedrooms and 2 baths and also a wonderful Guest house with 1 bedroom, 1 bath. Impeccably maintained. 100 of canal frontage - flow through canals and big boats are welcome. Open floor plan with Quartz kitchen countertops, all new stainless kitchen appliances, 3 AC units to cool the house in zones. This home is concrete block with a metal roof for easy maintenance. Minutes by boat to the Atlantic or Gulf. 10,000 square foot lot with a garage and plenty of room to park an RV or boat trailers. Soak in the great outdoors beneath the mature shady trees. Plenty of room for a pool and tiki.

1089  Ocean Drive  For Sale, MLS 588322
$789,000
Summerland Key
Summerland Beach   - MM: 25.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Dreaming of a house that looks out on the open sea? This is an exceptional opportunity to purchase a gorgeous little oceanfront hideaway with lots of character and the feel of a Polynesian beach resort. The property is located in Summerland Beach, a safe, friendly neighborhood of estate homes only 25 miles from Key West. It offers good boating access to Niles Channel and spectacular views of sea and sky. Nestled on almost half an acre of mature native forest and green lawns, this sturdy architectural gem from the 1970s is built on wooden piers using heavy natural cedar and pine with a standing-seam steel roof. Wide roof overhangs provide shade and rain protection. The home is configured into separate living and sleeping areas connected by a deck and landscaping. The open concept

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 12-14-2019.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us