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Windley Key Homes for Sale, Single Family Houses, MLS Home Listings

Houses for sale in Windley Key, located in the Middle Florida Keys, can be found in the stunning Islamorada real estate market.  Buyers in the market for properties in the Florida Keys that allow for great fishing, eating, and entertaining nearby will find what they are looking for with homes in Windley Key.  The Windley Key real estate market offers spectacular luxury homes in a beautiful setting.  Great Windley Key homes for sale can be found in neighborhoods such as the ever popular Angler's Reef, a stunning oceanfront gated community.  View all Windley Key properties in the Florida Keys MLS.

Total Listings 8
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$325,000
Windley Key
Windy Cove   - MM: 84.00
1 Bed, 1 Baths, 406 SqFt Days Listed: 188
-13.33% ($50,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Rare Opportunity! A quaint concrete bunker in the heart of Islamorada, with ocean views, nicely updated w/travertine flooring, newer electrical panel, impact windows and more. An extraordinary opportunity for a Keys getaway at an affordable price. Its the perfect blend of charm and practicality, offering comfort, security, and stunning views all in one package. The storage closet is a nice touch, providing extra space for gear and supplies, perfect for a fishing camp vacation. And who could resist the allure of the rooftop deck covered with Chickee Hut, where you can unwind while watching the mesmerizing sunrises and sunsets over the ocean? With ample parking on site and a low association fee of just $139 a month, its a practical choice for those seeking an affordable yet luxurious retreat in the Florida Keys. And the presence of the Atlantic Ocean Jetty Area and Chickee hut within the complex only adds to the appeal, offering a taste of true Keys living. Dock Privileges located in the complex and close to Snake Creek Marina. This truly is a dream coastal hideaway where you can experience the magic of Florida Keys sunrises and sunsets firsthand!

$545,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 693 SqFt Days Listed: 91
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Least expensive oceanfront lot with immediate building capability!! Owner wants offer! RARE FIND.....BUILDABLE OCEANFRONT LOT WITH RV. Oceanfront Slice of Paradise in the Florida Keys! INCREDIBLE OCEAN VIEWS. Owner has quote $250k from start to finish to put in a Jacobsen Top of the line Modular Home, ask for details. BUILD with a Development Right Letter from the Village of Islamorada in hand, no wait to build your dream home! Located in fabulous Islamorada with Multi-Million Dollar Views! Currently livable 1 bedroom and 1 bath RV on lot. RV cannot be replaced with another RV-if removed must build. Lot is on solid coral rock-not fill. Future potential is to build a modular or concrete home on stilts for one or two levels of living area. Owner also has engineered plans for a 2/2 concrete home that can be provided to buyer at no charge (6,000.00). Very easy to build either CBS or modular on this lot with no hassles from Village of Islamorada Letter In Documents. Perfect for primary home or vacation spot to enjoy magnificent Florida Keys sunrises and sunsets. Complex amenities includes dock privileges, boat storage, fish cleaning station, common oceanfront jetty and boat ramp-ask for more details. You own the land in a neighborhood comprised of 48 units with low monthly fees at 139 a month. Two domestic pets allowed any size. Only a couple miles away from Heart of Islamorada offering the Art District, Restaurants, grocery store, gym and more. Fantastic bike path for the bikers, runners and walker enthusiasts. Hurry this will not last!!! Owner Finance may be possible, please inquire.

$1,200,000
Windley Key
Pelican Cove Resort   - MM: 85.50
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 77
-14.29% ($200,000) 1 Price Change : Last Change 51 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Seven day rentals allowed with a license. Peaceful Palms - is a new construction luxury coastal property, in a gated community, located in the heart of the Florida Keys. It offers 15 new high-end townhomes. Its positioned right on the oceanfront, and provides stunning views of the renowned Sandbar and Alligator Reef Lighthouse. It has breathtaking sunrises, oceanfront docking facilities available for owners and guests, an oceanfront pool, and is perfect for a Florida Keys get-away and investment property. It has been developed and permitted to facilitate weekly rentals once evaluated and approved. Each townhome features three bedrooms and three full bathrooms, with a large garage, balconies both on the second and third floors.

$1,299,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,314 SqFt Days Listed: 55
-13.33% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

PRICE REDUCTION: Anglers Reef. *7 DAY RENTAL LICENSE* Looking for a second home that pays for itself? Or an investment property w/ an even higher return? This beautiful home situated in Islamorada, better known as Village of the Islands, is already generating income w/ short term rentals to offset your carrying costs. Live the world famous tropical lifestyle & fish for dinner half of the year, cover your mortgage by charging others to enjoy the same experience the other half! Remodeled 2/3 home with 4 porches, 2 carports, ocean views and a community pool. Upgrades include impact windows & doors, a metal roof, new plank vinyl floors, kitchen includes stainless steel appliances, wood cabinets and granite counter tops. Anglers Reef is Islamoradas Upscale Oceanfront Gated Community with 52 homes. Amenities include gated entryway, a marina, community pool on the Ocean, 2 sandy beaches & quaint streets to take walks. Call today for a showing.

$2,150,000
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,674 SqFt Days Listed: 74
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip31ft.

RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

$3,200,000
Windley Key
Galen Beach   - MM: 85.00
4 Bed, 4 Baths, 2,880 SqFt Days Listed: 215
+6.84% ($205,000) 1 Price Change : Last Change 152 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Potential SELLER FINANCING AVAILABLE!!! Brand new oceanfront Concrete Home. Coastal-inspired masterpiece with wood plank porcelain tile flooring.Panoramic ocean views from the spacious living areas, including the kitchen, dining room, and master suite. Elevator to all 3 floors. The gourmet kitchen with quartz countertops, high-end GE appliances, and a stunning 10 island perfect for entertaining. Stroll directly out onto your private 2nd floor oceanfront pool complete with waterfall and poolside bar.Enjoy gorgeous Ocean Views from the Living Room, Dining Room, Kitchen, and Master Suite. Kitchen features Quartz Countertops, White Cabinetry, 48 Fridge and a 10 Island. Third Floor Primary Bedroom has Vaulted T&G ceiling, Built in Audio, and a Private 12 x 31 Balcony with Stunning Ocean Views of Snake Creek to Alligator Lighthouse.Plans for a 295 Observation Deck are Approved w/ Permit in Hand from Army Core and DEP . Super convenient to Numerous Popular Restaurants and Boat Marina with Storage. Want even more? The identical home is for sale right next door. DOCKAGE AVAILABLE AT VERY CLOSE BY MARINA. SELLER WILL PAY FOR 1 YEAR OF DRY SLIP STORAGE/ DOCKAGE FOR A BOAT UP TO 26. **Availability subject to change**Owner is a Licensed Florida Real Estate Agent.

$3,500,000
Windley Key
Galen Beach   - MM: 85.00
4 Bed, 4 Baths, 2,880 SqFt Days Listed: 215
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Potential SELLER FINANCING AVAILABLE!!! Brand new oceanfront Concrete Home. Coastal-inspired masterpiece with wood plank porcelain tile flooring.Panoramic ocean views from the spacious living areas, including the kitchen, dining room, and master suite. Elevator to all 3 floors. The gourmet kitchen with quartz countertops, high-end GE appliances, and a stunning 10 island perfect for entertaining. Stroll directly out onto your private 2nd floor oceanfront pool complete with waterfall and poolside bar.Enjoy gorgeous Ocean Views from the Living Room, Dining Room, Kitchen, and Master Suite. Kitchen features Quartz Countertops, White Cabinetry, 48 Fridge and a 10 Island. Third Floor Primary Bedroom has Vaulted T&G ceiling, Built in Audio, and a Private 12 x 31 Balcony with Stunning Ocean Views of Snake Creek to Alligator Lighthouse.Plans for a 295 Observation Deck are Approved w/ Permit in Hand from Army Core and DEP. Super convenient to Numerous Popular Restaurants and Boat Marina with Storage. Want even more? The identical home is for sale right next door. DOCKAGE AVAILABLE AT VERY CLOSE BY MARINA. SELLER WILL PAY FOR 1 YEAR OF DRY SLIP STORAGE/ DOCKAGE FOR A BOAT UP TO 26. **Availability subject to change**Owner is a Licensed Florida Real Estate Agent.

$6,500,000
Windley Key
Galen Beach   - MM: 85.00
8 Bed, 8 Baths, 5,760 SqFt Days Listed: 173
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Brand New Ocean Front Family Estate. Be the first to own these 2 new gorgeous sister home. Enjoy daily sunrises, exciting ocean views, all while relaxing in the luxury of 2 quality built coastal homes. Combined 8 Beds/ 6 Baths provides room for the whole family. While sharing the identical footprints and layouts these homes each present different stylish tiles and cool color palettes. Both homes feature 5 star chef kitchens, elevators, porcelain tiles throughout, flawless T&G ceilings, and Brizo faucets. Step outside and soak up the warm sun and take a dip in the 2nd floor elevated concrete pools or unwind and enjoy the the endless cool ocean breezes.Great location to enjoy active ocean views of local sandbars, Snake Creek, kite surfing, and Alligator Lighthouse. **Dockage available at very close by marina.** Active permits from DEP and Army Core to build 295 Observation Pier through mangroves. These homes are a must see in person. Top quality finishes throughout that will surly impress. ** Seller Financing Possible** Each home may be purchased individually.

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 12-13-2024.
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