Russell Estates Properties for Sale in Upper Matecumbe Key Islamorada, FL

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, elevator, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a bunk room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, elevator, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a bunk room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

The Islands of Islamorada Beach Club is a meticulously designed private gated enclave offering waterfront single-family residences. With every comfort considered, this residence exudes coastal living with four bedrooms, four and one-half bathrooms, and stunning ocean views. The three-floor villa offers 3,137 sq ft of interior and 930 sq ft of exterior contemporary island architecture with an open, airy, and light-filled design. Three bedrooms are king-sized with en-suite bathrooms; the fourth is a twin room. Additionally, the residence is being offered fully furnished with artwork from local Florida artists. Residence amenities include a top-of-the-line kitchen, open-concept kitchen, dining, and living spaces, a powder room, ample closets, two oceanfront balconies, a ground floor waterfront loggia, a laundry room, 8 ft interior doors, and a 2-car garage with electric charging and added storage. This turn-key home is maintenance-free, providing the possibility of passive income. The safe and secure environment within the club allows for effortless multigenerational vacations with a gated entry and attentive staff. The Beach Club delivers a luxurious experience with its 615 ft of pristine crescent-shaped swimming beach and a private boat basin with ample dockage. Enjoy two oceanfront pools, an oceanfront bar, and pickleball courts for some friendly competition. Golf enthusiasts can practice their swing at the unique driving range that extends into the ocean. The well-equipped fitness center caters to health enthusiasts, while children can have fun in the dedicated play area. Surrounded by lush, mature landscaping, the Beach Club also provides a plethora of water activities, allowing guests to fully immerse themselves in the Keys lifestyle. The privacy and exclusivity of this area set it apart as a secluded destination.

Discover the essence of elegance at Southern Paradise, a coastal masterpiece nestled along the Atlantic Ocean. Located at Mile Marker 83, this property offers direct Old Road access, perfect for walking, biking, or carting. With over 200 ft of beachfront on 1.5 acres, the main residence boasts sunny verandas, 5 bedrooms, 6.5 baths, and more than 5,600 sq ft of air-conditioned living space. A separate guest cottage provides an additional 2 bedrooms and 2 baths, ideal for visitors seeking comfort and privacy. A paved old brick driveway leads up to both entrances and garage. From the moment you step into the inviting french door entrance your eyes are fixated on blue sky, beach and water. The 1st floor living space opens to a cool, grassy lanai, leading to the beach, a lap pool, and a hot tub. Spacious patios offer ample room for guests to savor the Caribbean breezes, while the pier, skiff lift, and kayak launch provide easy ocean access. The main residence is designed for entertaining, featuring expansive ceilings and a layout that includes both an East and a newly added West wing. Each generously appointed bedroom comes with its own ensuite bath, ensuring ultimate comfort and privacy for family and guests. On the 1st floor, East-facing french doors open to over 1,900 sq ft of covered terrace. The open-concept great room encompasses a kitchen equipped with a Wolf gas range, double SubZero refrigeration, and an attached wine cellar, all centered around an expansive island counter. A wet bar and powder room adjoin the kitchen, enhancing convenience for gatherings. The West wing includes an exercise room with a full ensuite spa bath and a luxurious primary suite. The master bath features an ocean-view soaking tub, double vanities, a separate shower, bidet, and water closet.This wing also offers a well-equipped laundry room, storage cabinetry, an office alcove, and direct garage access. 2nd floor presents 2 guest rooms that share a sitting room, wet bar, & terrace.

SERENITY CAY is an unparalleled and extraordinary estate nestled in the heart of Islamorada. This exclusive 3.37-acre compound offers utmost privacy with its gated and fenced entrance. As you enter the property, a picturesque driveway winds through lush tropical landscaping, setting the stage for the opulence that awaits. The gardens host raised beds, lemon, lime and avocado trees, banyan and native trees and a coral rock stone fire circle. The main house, spanning an impressive 6,935 sq. ft. (5B/6.5B), and the charming 1,353 sq. ft. cottage (2B/2B) both exude elegance and sophistication. Expansive shaded verandas extend from both residences, providing a seamless transition between indoor and outdoor living and providing expansive lounging enjoyment around the private, heated and chilled infinity edge pool and spa. With a total of 6,830 sq. ft. of shaded decking adorned with exquisite travertine stone flooring, youll have ample space to relax and entertain while enjoying the breathtaking views. Situated on the Florida Bay, this tropical retreat boasts an array of exceptional features. Two protected boat basins, complete with jetties, a waterfall, boat ramp, and a boat lift in the second protected boat basin, ensure that your boating desires are met. The 230 of water frontage on the bay allows for unforgettable sunsets and rare, but easy access to the oceanside, just one mile away. Additionally, the property extends 150 into the Florida Bay, further enhancing its value. The main residence is truly grand, featuring 5 luxurious ensuites, including 2 master suites and a bunk room with 6 bunks, each with its own expansive balcony. With 7 full baths, 1 air-conditioned pool bath, and 1 half bath, every convenience is catered to. The house also boasts 5 surround-sound media rooms, including a soundproof office/critical listening room. Attached 2-car garage, workshop and a 2,500 sq. ft. full boat house, which can also accommodate 2 cars or 1 car and 1 boat on a trailer.