19 houses for sale in Summerland Key

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to your slice of island paradise in Pine Channel Estates in Big Pine Key! This beautifully built 3bedroom, 2bath CBS home offers the perfect blend of durability, comfort, and laid-back Keys living. Constructed with poured concrete floors and designed for peace of mind, the home features a tiled interior, a tiled roof, and convenient accordion shutters throughout. Step outside and embrace the tropical lifestyle, lush surroundings, charming paver walkways, and multiple spaces designed for relaxation and entertaining. Unwind in the screened porch as ocean breezes roll through, or soak your cares away in the hot tub beneath the stars. A cozy gazebo creates the perfect shaded retreat for afternoon cocktails or morning coffee. For boating enthusiasts, this property is a dream come true. Enjoy quick access to open water with your private seawall and boat lift, making every day a perfect day to be on the water. Additional storage provides room for all your gear, from fishing rods to pa

There are homes in the Florida Keys. And then there are legacy properties. Conceived and built by internationally recognized Keys architect Glenn Gray as his personal residence, 493 Coral Avenue is a rare architectural offering positioned on a premier point lot with open Gulf frontage and protected canal dockage. With water on two sides and panoramic sunrise-to-sunset views, the setting is nothing short of extraordinary. The 13,400 square foot parcel unfolds into a curated tropical landscape featuring a private sandy beach, heated and chilled Gulf-front pool, putting green, tiki hut lounge, and expansive waterfront decking. This is resort-level living-without leaving home. For the boating enthusiast over 80' of dockage with two boat lifts (20,000 lb and 7,000 lb) provide secure dockage, while immediate access to the Gulf and Atlantic via Niles Channel ensures effortless days on the water. Inside, the South Pacific-inspired design showcases soaring vaulted ceilings, exposed architectura

The Best Boating Access in the Lower Keys, hands down! The'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq. Ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to the generous spacing between homes, as well as having the best boating access to BOTH the Atlantic and Gulf via Kemp Channel. Kemp is one of the deeper easier channels to navigate to the Gulf and has a much higher bridge clearance to get under US 1 for quick access to the Atlantic. This combined with having 85' of canal frontage on an extra wide canal with lots of room to maneuver, makes this property perfect for bigger boats. The luxurious tongue and groove western red cedar lined ceilings carry through to the exterior porch and soffit. High end red Burch cabinets, granite counters, and Italian

Boater's dream waterfront on Ramrod Key with no-bridge ocean access, dual boat lifts, and open Atlantic access in minutes. Offered fully furnished and turnkey, this is Keys living at its best. Welcome to Breezeswept Dockside Retreat, designed for those who want to spend more time on the water. Situated on a 40' wide canal with approximately 3' control depth, you'll enjoy quick access to the Atlantic, Looe Key Reef, world-class fishing, diving, backcountry sandbars, and nearby Picnic Island. A fuel and dive shop are conveniently located at the north end of the canal. Launch from your backyard with 60' of composite dockage (2022), a 14,000-lb and 6,000-lb boat lift, making this property ideal for multiple vessels and serious boating enthusiasts. Inside, the open-concept living area flows onto a full-length covered verandah overlooking the canal. Outside, relax in the private saltwater pool, entertain on the spacious deck, and enjoy tropical landscaping after a day on the water. Property

This 3-bedroom, 2-bath home provides rare-to-find tranquility and privacy in a pristine natural setting. The two-story cottage embodies Old Florida-style with lovingly maintained stone accents and an expansive covered porch overlooking open water. Inside, modern amenities enhance the home's charm. The updated kitchen opens to the living room, with both rooms featuring a wall of windows to take in the views. Two bedrooms and one bath complete the downstairs space. Retreat upstairs to find a completely remodeled primary suite overlooking the Gulf. A large second building provides storage and opportunity for expansion. Situated on 1.2 acres with only a single adjacent neighbor, this home offers a private sanctuary tucked away from the world

Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. Canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the upper-level. The main level of this Glenn Gray-designed, 1820 sq. Ft. home has quartzite kitchen counters and abundant cabinets, comfortable living and dining areas, washer/dryer, and tile floors. The upper level has the third, primary bedroom with a small refrigerator in the ensuite bath, and another porch with views of neighborhood views and glimpses of Newfound Harbor. A convenient second staircase leads from the large back porch to the back yard and dock. Hardie plank siding, metal roof; some of the upper-level windows are impact-resistant; doors and remaining windows have shutters. Solar-assisted w

Waterfront, furnished, and ready to enjoy! This beautifully maintained 3-bedroom, 2-bath concrete block home combines comfort, durability, and the relaxed Florida Keys lifestyle. Impact windows and sliding glass doors provide added peace of mind, while the spacious living area flows easily into the dining space. Triple sliding glass doors open to a screened waterfront patio-an inviting setting for dining, entertaining, or enjoying coastal breezes and peaceful salt pond views. The well-appointed kitchen features granite countertops and stainless steel appliances. Offered fully furnished, including kayaks, the home is ready for immediate enjoyment. Boating enthusiasts will appreciate the 12,000 lb. Boat lift and quick access to Pine Channel and open water-ideal for fishing, diving, kayaking, and exploring the surrounding islands. With tranquil canal frontage, scenic views, privacy, and boating access from your own backyard, this property is perfectly suited as a full-time residence, seas

Bring your boats to this beautifully furnished canal front home. Turn key ready! Secluded on a corner large lot with 190 ft. Of concrete dockage. Large and open living, dining, and kitchen areas. Lovely, updated kitchen and baths. New beautiful floors, along with impact windows, doors and metal roof. Enjoy swimming in the above ground pool, relaxing on the deck, cocktails at the outside bar, or meeting the adorable friendly key deer roaming the neighborhood. Beautiful yard with room for boats, trailers, and more. The three vacant lots next door to the home are purchased by the County for preservation. This home is completely furnished along with lots of extras included. This house is magical! Successfully rents for $9500.00 during season

A completely remodeled property featuring a new roof installed in 2024, new flooring, and termite treatment performed in 2025. It comes fully furnished and boasts an ideal location just 30 minutes from Key West. The home is situated close to restaurants, schools, beaches, recreational facilities, and everything needed to enjoy a peaceful and pleasant lifestyle. Additionally, the property includes an extra game room—fully finished, complete with its own private bathroom and separate entrance. The seller will contribute up to $10,000 toward the buyer's closing costs

Spectacular Open-Water Retreat with Unmatched Sunset View This exceptional open-water property offers breathtaking western-facing sunset views and premier ocean access with no bridges-perfect for boating enthusiasts. Enjoy privacy and natural beauty bordering the Florida Key Deer Preserve. The property features over 200 feet of concrete seawall, a 35' x 15' boat basin making it ideal for waterfront living. Step inside this impressive concrete-built home, where water views surround the main living area. The spacious living room showcases vaulted wood ceilings and abundant natural light. The home offers three en-suite bedrooms, plus an additional full bath conveniently located off the kitchen. Designed for true Florida Keys living, the resort-style in-ground pool and tiki hut are perfectly positioned to take in the spectacular western sunset views, creating an unforgettable setting for relaxing evenings and waterfront entertaining. Additional highlights include: Impact windows and slider

Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the boat. There is a separate nicely sized storage room that could also be a workshop. The garage is currently set up as bonus space, it would make a great'man cave', or play room! This Key West style home is being offered fully furnished as well as an extensive list of required amenities, such as a fully stocked kitchen, bedding and bath towels, to name a few. Bring your toothbrush and fishing rods, drop a line off of the seawall and catch your dinner, or walk to the famous No Name Pub for pizza and adult beverages. Or, enjoy a quiet evening under the stars, in your private heated pool, grilling yo

Discover the easygoing charm of the Lower Keys at this. 81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pierperfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. Ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. Ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. Ft. fenced property. Monroe County's small Palm Villa Park bord

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank