Browse All Captains Quarters (50.0) Properties for Sale

Sellers highly motivated. Great opportunity to get your Keys place that has everything! Gated beautiful top floor penthouse condo with easy access to the ocean via Sisters Creek and to oceanside restaurants Sunset views every evening from the lakeside balcony and view of your 50 foot dock and 14,000 boat lift. Room at the dock for another small boat or jet skis, etc. Second balcony is overlooking the pool and canal. Updated kitchen. 2 full bedrooms and 3rd den/bedroom with easily added barn door or wall for privacy. Every condo has their own garage and dock. Large ice machine for the fishing enthusiast. Paver driveway, tennis court, boat ramp, trailer storage, event room for parties & BBQ tiki hut area. Short walk to Sombrero beach with walking paths everywhere. May rent once a year after first year of ownership. 6 months and a day lease acceptable.

227 S Anglers Dr Unit 401, Marathon

$790,000

3 Beds ⋅ 2 Baths ⋅ 610880 MLS

Captains Quarters Condominium Unit has finally come available. Currently the only unit for sale in this gated community...so don't wait to see this one! This magnificent 1512 sq. ft. top floor unit was remodeled by Design Sourse. It has 3 bedrooms, 2 baths with fantastic sunset views, deep water boating and more. The unit features a chef's kitchen with Labradorite granite, stainless appliances, eat in counter bar, dining area and walk-in pantry. The open living room and screened porch have beautiful views of the lake and sunsets as well as the master bedroom and one guest bedroom (third bedroom has views of the Atlantic Ocean and all three bedrooms are oversized). Each unit in the complex has it's own garage and private storage area along with your own private 50 ft. dock with a 15,000 Lb Boat Lift, 200 lb Ice Machine, covered fish cleaning station, concrete boat ramp and it sits right next to a large Tiki Hut for afternoon cocktails. It has a beautiful community pool (heated) over looking the water, tennis and pickle ball court for your enjoyment (Ride the elevator up to your unit after a tough match:) This is the only unit available at Captains Quarters because few are ever resold. Great time to own your piece of paradise in this beautiful private, gated community. Very easy to show and available for immediate occupancy. Call Listing Broker for showing appointment.

227 Anglers Dr Unit 403, Marathon

$724,000

3 Beds ⋅ 2 Baths ⋅ 617547 MLS

Discover effortless waterfront living at 227 Anglers Drive S #302, a beautifully furnished 3-bedroom, 2-bath residence set within one of Marathon's most private and well-maintained gated communities. Positioned directly on the bay with deep-water access and views of the Atlantic Ocean, this condo offers nightly sunset vistas from the balcony and an elegant blend of comfort, security, and true Florida Keys living. It's not uncommon to watch porpoises, manatees, and tarpon glide through the water—an incredible natural backdrop right outside your door. With only fifteen owners in the entire complex, the setting feels intimate and exclusive. Boaters will appreciate having their own deep-water slip complete with a 13,000-pound lift, offering exceptional protection and easy access to open water. Launching smaller boats or kayaks is equally convenient thanks to the private on-site ramp. Whether heading to the reef for world-class diving and bluewater fishing or slipping into the Gulf for calm backcountry adventures, navigating either side of the island is remarkably simple. Even better, Sombrero Beach is just minutes away, adding another layer of coastal enjoyment to the location. Inside, the home offers more than 1,500 square feet of furnished living space, featuring a mix of carpet and luxury vinyl plank flooring. An elevator and private garage with additional storage add comfort and convenience. The community is impeccably maintained, featuring a new roof, impact windows, a coded gate for security, and a warm sense of neighborly connection that the sellers truly valued. During season, residents often gather for casual Monday potluck dinners in the recreation room—an inviting and rare sense of community in a waterfront complex. Resort-style amenities elevate the experience, including a large heated pool, tennis and pickleball court, an ice machine for boating days, and designated trailer storage.

227 S Anglers Dr Unit 302, Marathon

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