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33042 Real Estate Homes For Sale - (Single Family Houses) in 33042 Zip Code

Total Listings 167
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$5,500,000
Summerland Key
Summerland Estates   - MM: 25.00
3 Bed, 3 Baths, 2,088 SqFt Days Listed: 108
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 180ft.

Exceptional Investment Opportunity in the Lower Florida Keys!Owner and private financing are available. This is one of the very few vacation rental properties licensed for daily, weekly, or monthly rentals. Boasting an impressive occupancy rate and generating up to $400,000 annually, this property offers stress-free, passive income in Summerland Key, a premier location.Discover a rare gem in the heart of the Lower Keys! Recently remodeled to perfection, this luxurious three-bedroom beach house includes a sunroom with a palatial ocean view, currently used as a fourth bedroom. Just 20 miles from vibrant Key West, this coastal retreat features a private natural beach, breathtaking ocean views, and access to a private airport for island residents less than two blocks from the property.Dont miss this unparalleled investment opportunity!Please note that I have a personal interest in this property.

$5,600,000
Summerland Key
Summerland Cove Isle   - MM: 25.50
4 Bed, 4 Baths, 5,608 SqFt Days Listed: 1077
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,BasinConcr

Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which drinks in the Ocean view. Interior features abound: wood cabinetry, granite, marble, 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 level has a lovely deck that faces the Ocean, perfect to relax, enjoy the sunsets, and where you can see for miles and miles. Gated and fenced.

$5,992,000
Summerland Key
Summerland Key Cove   - MM: 25.00
6 Bed, 6 Baths, 4,981 SqFt Days Listed: 117
-7.67% ($498,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Experience unparalleled luxury in this Brand New 2025 Custom Built Smart Home. 6,128 SQ FT concrete-constructed oceanfront home, situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking southwest views of the Atlantic Ocean, this home is the ultimate retreat for those seeking elegance, comfort, and adventure.The third floor is the heart of this home, featuring an infinity-edge pool and spa that frame magnificent sunsets and ocean vistas. Seamlessly blending indoor and outdoor living, the expansive entertainment areas promise unforgettable gatherings. This magnificent custom home offers six spacious bedrooms with ensuite bathrooms, including a dual primary suite that can serve as two bedrooms or a private suite with an office. Additional features include: A state-of-the-art sound proof home theater room with Marantz 11.2 surround sound, 16 screen, and 8K JVC projector.Custom Canadian birch cabinetry and Thermador WiFi-enabled appliances throughout. A boaters Paradise
 designed for water enthusiasts, the property features: Two boat lifts (25,000 LB and 10,000 LB), A 6 x 90 concrete dock with two tiers for jet skis and kayaks. Deepwater access with a 90 wide, 28 deep channel leading directly to the Atlantic and Gulf.Proximity to world-class snorkeling and diving at Looe Key Coral Reef.Unmatched durability and sustanibility, built to exceed 180 MPH wind loads, solid concrete floors, walls & roof.This home includes: All high-impact Marvin & Euro-Wall windows and doors.70 solar panels (34.5 KW of power) and 4 Tesla Power Walls 57.6KW powers home.Three on-demand hot water systems and a 10,000-gallon rainwater cistern.Exceptional features include; Private elevator servicing all three levels. RV/Boat garage (15 W x 50 D x 14 H) with 50 AMP/220V service. Tesla charging station. WiFi-enabled smart home systems, including AC, pool pumps, and appliances. See Documents Tab / Possible Seller Financing.

$6,300,000
Sugarloaf Key
Sugarloaf Beach   - MM: 17.00
4 Bed, 4 Baths, 4,509 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Located on beautiful Sugarloaf Beach where nightly rentals are allowed this 1+ acre oceanfront property boasts a gorgeous wide sand beach, oceanfront infinity pool, and endless ocean views! Currently utilized as a successful vacation rental, this sprawling 2-Story 4,509 Sq. Ft. floor plan features 4 bedrooms, 3.5 bathrooms, office, media room, and attached 4+ car garage, just outside of Key West! Enter into the Great Room showing off soaring cathedral ceilings and Open Water Views through impact sliding glass doors leading to an expansive covered veranda for year-round indoor-outdoor entertaining! Spend the day lounging on 120 of private beach, or cool off in the infinity pool, complete with spa and coral rock deck, just steps from the sand. A convenient poolside outdoor wet bar offers beverage cooler, sink, and ice machine to host your beachside parties. An added bonus is the full cabana bathroom accessed from the pool deck, ideal for rinsing away salt and sand. Entertain for the masses with an expansive Chefs Kitchen, boasting loads of storage, premium appliances, spacious island with additional prep sink, and peninsula with counter seating. The spacious dining area is provides room for enjoying lavish meals with guests or dine al fresco on the massive covered veranda with peaceful turquoise Ocean Views! After a day in the sunshine retire to a luxurious primary suite with a massive walk-in closet, private balcony with Ocean Views, and an opulent en suite, complete with infinity edge soaking tub, walk-in steam shower, additional laundry room, and wet bar with mini fridge. Enjoy peace and privacy on this lushly landscaped lot surrounded by a nature preserve where one can view Key Deer all lots of varieties of migrating birds. Just minutes to the Key West airport and all of the magic Key West has to offer.

$8,955,000
Summerland Key
Summerland Beach   - MM: 25.00
5 Bed, 5 Baths, 3,952 SqFt Days Listed: 191
+12.01% ($960,000) 1 Price Change : Last Change 44 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Basin

TROPHY OCEANFRONT ESTATE! This one-of-a-kind luxury estate offers an unparalleled coastal lifestyle on 120 feet of prime oceanfront. Designed for the discerning buyer, this breathtaking property combines elegance with the ultimate boating experience.The centerpiece of this estate is the 120,000 lb boat lift, capable of accommodating a 70 ft yacht--a rare find in the Keys. The property also features a private mooring buoy, 2 additional boat lifts, and a private boat basin equipped with a compressor-operated bubbler system to keep seaweed at bay. With exclusive bay bottom rights, its a true boaters paradise, offering the perfect space to keep your vessels safe. Inside, the estate is a showcase of luxury. It features 5 spacious bedrooms, an exercise room, 4 full baths, and 2 half baths, all thoughtfully designed for comfort and style. The main living area boasts vaulted ceilings and opens onto a massive tiled patio surrounding a raised pool and spa. This elevated design allows for a seamless flow between indoor and outdoor living, complete with a covered bar area for entertaining and breathtaking panoramic views of the Atlantic Ocean and Little Palm Island.The chefs kitchen is equipped with high-end appliances and an open layout, perfect for grand gatherings. A separate dining area is adjacent to the kitchen and living area. There is a laundry room and the 5th bedroom is currently set up as an office for added flexibility. The single-car garage provides peace of mind for your vehicle, large storage area under the house.Set on an expansive 37,400 sq. ft. lot, this estate is beautifully landscaped, resembling a resort with lush tropical gardens. A desalination plant and backup generator ensure complete self-sufficiency, while the private beach offers your own slice of paradise. This is a trophy property with unmatched boating capabilities and luxurious living. Dont miss your chance! Schedule your private tour today! Video tour https://tinyurl.com/1151Ocean

$13,500,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
7 Bed, 7 Baths, 4,888 SqFt Days Listed: 50
+4.65% ($600,000) 1 Price Change : Last Change 15 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat LiftCut/

Welcome to Cypress Point, an exceptional and highly private, 7-Bed, 6-Bath, 4,888 Sq Ft oceanfront estate spanning almost a full acre on Cudjoe Key, where luxury and coastal beauty uniquely blend. This custom DAsign Source built home is privately nestled behind an electric gate and boasts the finest finishes and amenities which include an oceanfront pool, outdoor theater, 6-hole golf green, bocci ball and 7-car garage. The grand entry greets you with rough-cut coral flooring, 8-foot doors and an expansive Great Room, offering sweeping ocean views. The gourmet Kitchen is ideal for entertaining and features a Viking stove and microwave, refrigerator, two farm sinks, quartz countertops, ice maker, wine cooler, wet bar and beverage cooler. The adjacent Butlers Pantry is equipped with a SubZero refrigerator/freezer for your added convenience. A pop-up television allows viewing from both the Kitchen and Living Room. The dining area is further enhanced by the vast water views and Summer Kitchen ideal for table side grilling. The main level also features 2 Guest Suites with ensuites and a third 2-Bedroom Family Suite with a private veranda overlooking the Atlantic Ocean. The third floor showcases the luxurious Primary Suite, complete with endless ocean views, private balcony, drop-down screen projector, morning kitchen, walk-in closet and a spa-like ensuite which includes a massive shower, linen closet and drop-down mirror with a television. The fifth Guest Suite with its private balcony completes the third-floor layout. Boating and water enthusiasts will enjoy the deep draft dockage with both 40K and 17K boat lifts, two davits and 6K swim platform. Further enhancing this coastal estate is impact doors and windows throughout, electric blinds, whole-house generator, two 1,000-gallon propane tanks and laundry chutes for your added convenience. The breathtaking open-water views from every room showcase the illuminating sunrises and sunsets in this picturesque estate.

$21,900,000
Summerland Key
Niles Channel Subdivision   - MM: 25.00
5 Bed, 5 Baths, 3,392 SqFt Days Listed: 264
Off Shore Isl - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Other Dockage,

Welcome to Howell Key! This unique island oasis, purchased in 2010, was developed as an off-grid, private family retreat for a multi-generational remote getaway. Now, this breathtaking 9.69-acre turnkey opportunity is on the market, inviting you to live your offshore island dream or invest in a one-of-a-kind vacation rental experience. Situated off mile marker 25 in Summerland Key, Florida Keys, Howell Key is just a 5-minute boat ride from your private masterpiece. With direct access to both the Atlantic Ocean and the Gulf of Mexico, your watersport dreams can come true daily. Proximity by boat is close to Looe Key National Marine Sanctuary, many sand bars, and the famous 5-star Little Palm Island Resort and Spa. This inviting island sanctuary features dockage accommodating vessels up to 50 feet and an electric gate leading to the marina lagoon. The energy-efficient, immaculate five-bedroom, four-bath home boasts a saltwater pool, exposed beam ceilings, travertine tile throughout, and SIPS panel technology construction. Additional structures on Howell Key include a guest house, garage, animal pens, pickleball court, tiki hut with beach, helipad, and finger dock with a covered sitting area. Plus, a second ROGO-exempt permit allows for constructing another dream home. This is a completely turnkey, fully furnished property that provides a peaceful, tropical escape from the ordinary. This purchase includes a Shore Station Lot completely fenced in to leave vehicles and has a 58 seawall to accommodate your personal ferry. Full list of amenities included in the documents tab.

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 04-01-2025.
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