Summerland Key FL Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
618087
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.14 Acres
Year built:
2025
Courtesy: Meyer and Boumerhi Realty LLC 305-587-0268
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ADDITIONAL INFORMATION

*POOL PLANS IN HAND FOR 12X22 POOL, WITH POOL QUOTE* Escape to paradise with this incredible waterfront property located on a deep boating canal in the heart of the Lower Florida Keys. Perfectly suited for boating enthusiasts and water lovers, this home offers dockage and a boat lift, and direct, easy access to the open waters of the Atlantic Ocean and Gulf of Mexico, making it a dream come true for those who enjoy fishing, cruising, or simply relaxing by the water. Featuring a spacious layout with multiple outdoor living areas (around roughly 500 sqft of porches), this property is designed to maximize your waterfront lifestyle. Enjoy breathtaking sunset views over the salt ponds, tranquil breezes, and the peaceful surroundings of this serene neighborhood. Whether you're looking for a weekend getaway or a year-round retreat, this is the ultimate location for enjoying all that the Florida Keys have to offer. Built to the latest building code, this home provides peace of mind with robust construction that makes insurance a breeze - the lowest rates possible. 15,000 pound boat lift, perfect for any kind of boating needs! Long term rental. Tenant occupied until end of April 2026.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,700
Status:
Active
MLS#:
618059
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.23 Acres
Year built:
2026
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Modern luxury seamlessly blends with relaxed tropical living in this oversized, brand-new construction home located on Sugarloaf Key. This elevated three-story residence features 5 bedrooms and 5 bathrooms all en suite, offering approximately 3,700 square feet of thoughtfully designed living space on a 10,000-square-foot lot. Designed with both lifestyle and functionality in mind, the home showcases top-of-the-line Sub-Zero and Wolf appliances, a full Smart Home system, and the largest residential elevator permitted, providing effortless access between levels. An enclosed garage and expansive storage areas beneath the home offer ample space for vehicles, toys, and fishing gear. The outdoor living is equally impressive. A large private heated pool sits along the side of the home, surrounded by artificial turf, professional landscape lighting, and outdoor speakers, creating a serene tropical setting ideal for entertaining or unwinding in complete privacy. Boaters will appreciate the 100 feet of canal frontage with a 3-foot control depth, making this an ideal property for everything from offshore fishing adventures to relaxed sandbar cruising. Whether you're a serious angler or simply enjoy life on the water, this home delivers. Just 20 minutes from Key West, Sugarloaf offers the perfect balance of convenience and tranquility—close enough to enjoy the energy of downtown, yet far enough to experience true seclusion. This exceptional waterfront home is a rare opportunity and a must-see. Listing Broker Owned / Interest.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
618057
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.21 Acres
Year built:
1998
Courtesy: Coldwell Banker Schmitt RE Co. 305-872-3050
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ADDITIONAL INFORMATION

Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift and Jet ski dock. Take a dip in the heated pool with a saltwater filtration system and relax under the 10 x 16' thatched tiki hut overlooking the canal. Enjoy evenings by the firepit on the beach area or rinse off in the outdoor shower with hot/cold water. Take in the stunning sunset views from the 35' high observation deck while sipping on a drink during happy hour. You'll love the beautiful landscape, including a Zen garden, and the convenience of a circular drive with pavers and plenty of parking space under the house. Other features include a new metal roof (2017), glass outside elevator, and a large storage room. With easy access to world-class fishing and diving, this property won't last long!

Beds:
2
Baths:
2.00
Sq.Ft.:
618
Status:
Active
MLS#:
618027
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1980
Courtesy: Suzanne Moore Real Estate 305-797-0699
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ADDITIONAL INFORMATION

Affordable waterfront Living in the Lower Keys! This waterfront 2-bedroom, 2-bath mobile home is located in Venture Out, a gated, resort-style community offering endless activities and true Island living at a price point rarely found on the water. Enjoy direct boating to open water, just minutes from the Atlantic and Gulf, making this a boaters dream. Located at Mile Marker 23, you're only 20 minutes from Key West, close enough to enjoy the nightlife, dining and Island culture - yet far enough to relax in a laid-back island setting. Venture Out is packed with amenities including a marina, two double wide boat ramps, Oceanfront pool, Spa and Kiddie Pool, lighted tennis and pickleball courts, bocee courts, community store with ice and fuel, planned social events and a lounge with ping-pong, pool table, darts, books and more..... perfect for full time living, a vacation escape or an income producing property. Best of all, transient short term rentals are allowed, including VRBO and Airbnb, making this an excellent opportunity for investors or buyers looking to offset ownership costs with rental income. Whether you're seeking affordable waterfront ownership, a boaters retreat or a vacation rental in the Keys, this property delivers lifestyle, location & value.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,272
Status:
Active
MLS#:
618014
Type:
Single Family
Subdivision:
Gulf Shores (19.5)
Lot size:
0.28 Acres
Year built:
1984
Courtesy: Island Life Realty Experts 305-766-0585
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ADDITIONAL INFORMATION

Escape to your own private paradise at 19881 Date Palm Drive in Sugarloaf Key! This beautifully updated single-family home is tucked away in a quiet, secluded location and offers 100 feet of pristine canal frontage with a cut-in boat slip—perfect for boating enthusiasts with no neighbors across the canal! Step inside to find rich Brazilian hardwood floors, custom wood cabinetry, and sleek concrete countertops that bring warmth and modern character to the living space. A spacious legal lower enclosure (over 1,400 sq. ft.) adds versatility—ideal for storage, hobby space, or entertaining. Enjoy island living on your expansive deck with a wraparound catwalk, or take in the lush, tropical landscaping from your composite dock. The fully fenced lot also includes a detached shed, and there's ample room to add a pool or park your RV. Don't miss this rare canalfront gem in one of the Lower Keys' most desirable areas. Schedule your private showing today and make island life a reality!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
617998
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
0.29 Acres
Year built:
1998
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for pilots, business owners, or anyone needing substantial storage or staff housing. Inside, you'll find warm wood finishes, a spacious kitchen and a cozy living area with tongue-and-groove wood ceilings and recessed lighting. Owners in this aviation community enjoy access to the Blanche Bergin Marina Park, complete with boat ramp and available dockage for a fee. Whether you're flying in, boating out, or simply enjoying the peace of the Florida Keys, this home offers unmatched versatility and potential. A rare opportunity to own a hangar home with marina and boat ramp privileges in a private, tranquil setting.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,034
Status:
Active
MLS#:
617991
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.14 Acres
Year built:
2000
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
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ADDITIONAL INFORMATION

Embrace the ultimate Keys lifestyle in this charming waterfront hone, where every day feels like a vacation. Located just minutes from ocean access no bridges, this property is a fisherman's paradise This 3-bedroom, 2-bath home offers Hardie board Siding metal roof an open floor plan. The newly updated kitchen features exquisite granite countertops, stainless steel appliances, and a large island perfect for cooking and entertaining. The living and dining areas flow seamlessly to a covered balcony, creating an ideal space for relaxation or gatherings. Step outside to discover a 30 ft concrete dock complete with davits, ample room for your RV and water toys, and a generously sized 6,000-square-foot lot ready for a pool. Downstairs, take advantage of a spacious storage area and an outdoor shower—perfect for rinsing off after a day on the water.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
617976
Type:
Single Family
Subdivision:
Summerland Beach (25.0)
Lot size:
0.46 Acres
Year built:
1987
Courtesy: Coldwell Banker Schmitt RE Co. 305-872-3050
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ADDITIONAL INFORMATION

Welcome to your private retreat in the Lower Keys! Nestled on an expansive 20,000 sq ft lot, this meticulously maintained one-owner home offers the perfect blend of privacy, comfort, and Keys-style living. Backing up to a protected nature preserve, you'll enjoy uninterrupted sunset views from your master bedroom and upstairs balcony - with the added bonus of a natural windbreak and guaranteed privacy to the south. Designed for both peaceful living and effortless entertaining, the open-concept floor plan offers plenty of space to gather while still giving each bedroom its own sense of privacy. From the living room, open the two sets of French doors to a sprawling wraparound porch that overlooks the lush, fully fenced backyard. It's the perfect setting for family BBQs, sunset cocktails, or just relaxing in the ocean breeze. Hurricane-ready with a combination of accordion and electric roll-down shutters, this home has been lovingly cared for and offers a warm, welcoming feel from the moment you step inside. Outside, there's ample gated parking, room for your RV or boat, and still space left over for entertaining, gardening, or even a future pool. Located in the heart of peaceful and quiet Summerland Key, you're just minutes from local boat ramps, world-class fishing, and everything the Lower Keys lifestyle has to offer. Deeded boat ramp available for use a mile away, exits Niles Channel. This is a must see!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
617960
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.21 Acres
Year built:
1999
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

3BR/2BA waterfront home on Doubloon Lane offering classic Florida Keys living and relaxation. Features include a pool, large covered patio, sun deck, and a 10,000-lb boat lift, ideal for boating and outdoor enjoyment. Upstairs living area includes impact windows and a new hot water heater (2024). The downstairs area includes two large storage rooms, one of which features a fully functioning bathroom with shower (additional bathroom not reflected in public records). The property provides ample parking for vehicles, trailers, and recreational equipment and is designed for relaxed indoor-outdoor living with convenient water access.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,772
Status:
Active
MLS#:
617951
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1985
Courtesy: Lokation Real Estate 954-545-5583
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ADDITIONAL INFORMATION

Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views. The primary suite is a private sanctuary, highlighted by a wall of windows that greets each morning with sweeping vistas of the open Atlantic—an ever-changing canvas of blues that defines life in the Florida Keys. Throughout the home, wall-to-wall water views create a seamless connection between indoor comfort and the surrounding seascape, offering multiple spaces to relax, entertain, and soak in the coastal atmosphere. Set on an impressive 12,500-square-foot lot, the property provides ample room for outdoor living, recreation, and plenty of room for a pool. Boaters will appreciate the 120-foot concrete seawall with davits, delivering effortless access to world-class fishing, diving, and the iconic Lower Keys sandbars. The elevated design allows the entire lower level to transform into an expansive open-air lounge and entertainment area, complemented by a generous storage room for all your boating and island gear, plus abundant parking. Located in one of the Lower Keys' most sought-after neighborhoods, this peaceful waterfront escape is just 15 minutes from Key West, offering the perfect balance of privacy and convenience. Schedule your private showing today—available in person or via live video—and discover the essence of luxury island living.

Beds:
2
Baths:
1.00
Sq.Ft.:
415
Status:
Active
MLS#:
618053
Type:
Single Family
Subdivision:
Cudjoe Acres (21.5)
Lot size:
1.01 Acres
Year built:
1975
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Acre Property! I've heard it said privacy is the ultimate luxury. Your Keys bungalow in the woods with a separate screened porch enclosure 13 X 18 plus a storge room 9 X 12. Connected to the house by a wood deck walkway. Artist retreat, man cave or maybe just because you love privacy and want an escape. Lots of potential. Are you handy! Additionally, there are 2 carports, Multiple storage areas. Space in yard to park your cars, boats, RV. Property is 'Rogo Exempt' if you want to build new and create your own dreams. Zoning allows for weekly rentals. Flood zone is AE 9, tier 1. Owner does not carry ins. Connected to central sewer, has grinder pump. Horse stables nearby, horseback riding permitted. 20 min. to Key West. Boat ramp at end of Blimp road. NO 'owner finance'. Cash buyers, with proof of funds. Being sold ''As Is'' No trespassing. Showings by appointment. Pets on property. Price is not negotiable. Title ins. to buyer. Pro-rated sewer assessment to seller till day of closing.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
617939
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1989
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated pool, fire pit and covered sitting area plus a putting green for your avid golfers. Wander through the tropically landscaped yard featuring mature avocado, coconut, mango, and pineapple trees as you stroll to the water where you are just minutes away from the open ocean, with a private dock and boat lift situated on a 100' wide crystal-clear canal. The 3 Bedroom 2 Bath home has been beautifully remodeled, featuring a bright, open great room that frames serene canal views. The kitchen is outfitted with premium stainless-steel appliances, quartz counters, wine cooler and breakfast bar where friends and family can gather around while you cook up the days' catch. Just minutes to world-class fishing and diving via Tarpon or Sammy Creek and 15 minutes to the magic of Key West. The quiet location ensures a peaceful retreat, away from the hustle and bustle, while keeping you close to the water.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,408
Status:
Active
MLS#:
617910
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
1982
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys 305-735-4962
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ADDITIONAL INFORMATION

Oceanside canal-front opportunity in Ramrod Key. This 3-bedroom, 2-bath home with a pool is ideally located near Looe Key Reef and Picnic Island, and is just a 10-minute walk to the local watering hole, The Tiki. The property includes an additional buildable lot, creating a rare opportunity to construct a second residence, guest house, or future income-producing property—significantly enhancing long-term value. Well-suited for full-time living, a second home, or investment, this offering delivers location, waterfront positioning, and development potential in one of the Lower Keys' most desirable oceanside neighborhoods.

Beds:
2
Baths:
2.00
Sq.Ft.:
861
Status:
Active
MLS#:
617887
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1999
Courtesy: Action Keys Realty of the Lower FL Keys LLC 305-304-7680
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ADDITIONAL INFORMATION

Affordable piece of paradise! Fully furnished, move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. All new furnishings included! It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water purifier! There is 44 ft of concrete dockage, very generous for this community, and lots of storage underneath the house for all your boating and fishing gear. A large pool, hot tub, and tons of community activities are just a few of the amenities Venture Out has to offer its residents.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
617860
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.21 Acres
Year built:
2004
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
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ADDITIONAL INFORMATION

Nestled in Breezeswept Beach Estates, this fully remodeled canal-front home is the perfect Keys getaway. This 4-bed, 2-bath house features an open floor plan, vaulted ceilings, and a modern kitchen with granite countertops, new cabinets, and stainless steel appliances. The master suite offers a walk-in closet and spa-style bathroom, while the additional bedrooms provide plenty of space for family and guests. Enjoy 90 feet of canal frontage, a 10,000-pound boat lift, and a large covered screened patio for relaxing or entertaining. The home also includes a new AC unit, stackable washer and dryer, a large 9,000 sq ft lot, brick paver driveway, covered parking, and a metal roof installed in 2019. Experience peaceful waterfront living your Florida Keys paradise awaits!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,544
Status:
Active
MLS#:
A11936237
Type:
Single Family
Subdivision:
SUMMERLAND KEY COVE ADD #
Lot size:
0.14 Acres
Year built:
1975
Courtesy: Coldwell Banker Schmitt R.E. Yohane Carcases 305-972-6218
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ADDITIONAL INFORMATION

Experience the ultimate Florida Keys lifestyle at 715 Caribbean Drive East in Summerland Key. Located in a desirable boating and aviation community, this property offers rare access to a private neighborhood airstrip, ideal for pilots and aviation enthusiasts. Designed for boaters, the home features a 60-foot dock and a 15,000-lb boat lift, providing easy access to open water, nearby sandbars, and world-class fishing. Enjoy a relaxed yet elevated island lifestyle where arriving by plane or boat is simply part of everyday living. A unique opportunity in one of the Keys’ most distinctive communities. The property also offers an assumable VA loan for qualified buyers and is available as a lease with an option to buy, presenting flexible opportunities for ownership. MOTIVATED SELLER

Beds:
3
Baths:
3.00
Sq.Ft.:
1,592
Status:
Active
MLS#:
617787
Type:
Single Family
Subdivision:
Indian Mound Estates (19.5)
Lot size:
0.23 Acres
Year built:
1992
Courtesy: eXp Realty LLC 888-883-8509
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ADDITIONAL INFORMATION

Relaxed living at its finest on Sugarloaf Key. This peacefully landscaped 10,000 sq ft double parcel offers a 3 bedroom, 2.5 bath, 1564 sq ft stilted home, with in ground pool, generous off street parking, storage and sheds. Enjoy your morning coffee or afternoon cocktail on one of 3 sprawling porches this home offers. This open concept home provides endless natural light, high ceilings, wooden floors, whirlpool jacuzzi spa tub, walk in primary closet and peaceful mood lighting throughout (Govee Smart System). The outdoor area offers abundant opportunities for entertaining, hobbies, housing your motorized toys or expanding your footprint with a separate structure. (sample plans available upon request). Neighborhood has private beach and boat ramp, picnic area, and kayaks for use.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,562
Status:
Active
MLS#:
617776
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1963
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

Discover island living in this charming 3-bedroom, 1-bath canal-front home located in desirable Summerland Key, featuring fabulous sunset views. Set on a 60-foot-wide deep canal with approximately 10 minutes of boating access to the open ocean, this property is ideal for avid boaters and water lovers. The open living area flows seamlessly into an enclosed porch, creating a versatile space perfect for entertaining, relaxing, or hosting guests. Situated on a 6,000-square-foot lot, the home offers both comfort and convenience, complete with a 5,500 lb boat lift for effortless waterfront living. Whether as a full-time residence, weekend retreat, or investment opportunity, this canal-front home captures the essence of the Florida Keys lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
936
Status:
Active
MLS#:
617748
Type:
Single Family
Subdivision:
Coral Shores Estates (28.0)
Lot size:
0.13 Acres
Year built:
2022
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Located in Coral Shores Estates in Little Torch Key, this 2022-built elevated waterfront home offers modern construction, rental flexibility, and peaceful canal-front living in the Lower Florida Keys. This three-bedroom, two-bath residence features 936 square feet of efficiently designed living space on a 5,000 square foot lot. Short-term rentals with a 28-day minimum are allowed, making the property ideal as a full-time residence, vacation retreat, or investment opportunity. Built to current hurricane wind standards, the home features elevated modular construction, a metal roof, and full impact-resistant windows and doors. Located in Flood Zone AE8, it includes an assumable flood insurance policy, and the newer construction with wind mitigation features contributes to comparatively low insurance costs. A tankless water heater adds energy efficiency, while covered parking below and ample side-yard space provide convenient boat and trailer storage. Situated on a plugged swimming canal, the property offers calm, clear water ideal for swimming, paddleboarding, and kayaking without boat traffic or wake. A private dock with a swim ladder provides direct canal access, and the neighborhood boat ramp is just one minute away for quick boat launching. Inside, the bright open layout flows to a covered screened porch overlooking the water, and mature coconut, banana, and papaya trees complete the relaxed Florida Keys lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,494
Status:
Active
MLS#:
617786
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1987
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

Welcome to 22974 Anne Bonny Lane in Cudjoe Key, a beautifully appointed, turn-key waterfront home designed for island living and ready for immediate enjoyment--whether as a full-time residence, second home, or income-producing vacation rental. Perfect 1031 opportunity! This 3-bedroom, 2-bath coastal retreat is being offered fully furnished, with stylish furnishings purchased just two years ago, allowing a new owner to step right in and start enjoying the Keys lifestyle or generating income from day one. The home features a bright coastal kitchen, a spacious living area perfect for gathering, and seamless indoor-outdoor flow ideal for entertaining. The third-level master suite is a true retreat, complete with an open patio offering breathtaking sunset ocean views--the perfect place to unwind at the end of the day. Outside, enjoy your new pool, tiki hut, fully fenced yard and 60 feet of concrete dockage. The location is perfectly positioned with quick access to open water--just minutes to the Atlantic Ocean, world-class fishing, diving, and snorkeling hotspots. Plus, you're just 22 miles from Key West, offering easy access to dining, entertainment, and culture while enjoying the relaxed pace of the Lower Keys.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,036
Status:
Active
MLS#:
617696
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.16 Acres
Year built:
1985
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a standing-seam metal roof, impact doors and windows, and engineered wood flooring throughout. The open kitchen is both stylish and functional, featuring marble countertops, a large center island with electric and USB connections, a 5-burner propane stove, perfect for entertaining. All three bedrooms are comfortably sized, and both bathrooms have been beautifully remodeled with high-end finishes and bidet toilets. The elevated home provides a bright, airy interior and a comfortable retreat above the ground level. Downstairs, the outdoor living space is designed for relaxed Florida Keys living. A spacious covered lanai with bar and multiple seating areas creates an inviting place to gather, while the fully fenced 7,131 sq. ft. oversized corner lot offers privacy and room to enjoy the outdoors. Additional features include a gas fire pit, outdoor shower with hot water, lemon and lime trees, and convenient boat tie-downs. Boaters will appreciate the composite dock with 11,000-lb davits and quick access to deep water via the clear flow-through canal. This turnkey property is an excellent opportunity to enjoy the Lower Keys lifestyle with modern upgrades, exceptional boating, and outstanding outdoor amenities.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,700
Status:
Active
MLS#:
617678
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.23 Acres
Year built:
1979
Courtesy: Taylor & Assoc. RE, Inc. 305-509-9928
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ADDITIONAL INFORMATION

There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal. Set just 19 minutes from Key West, the property sits along a beautiful, clear canal, offering water views and easy access to the Lower Keys' favorite boating and backcountry destinations. Inside, light spills across creamy stone floors, warm wood accents glow overhead, and every detail feels intentional, curated, and truly one-of-a-kind. The kitchen is unforgettable: a sculpted metal vent hood, rich bronze farmhouse sink, hand-selected stone counters, custom pot filler, and Miele appliances. With wood-paneled ceilings and soft ambient lighting, the space feels like a European countryside retreat blended with island luxury, a kitchen you dream of cooking in, where mornings feel peaceful and evenings linger. The open living area flows naturally for gathering and connection. A split bedroom design enhances privacy, and the primary suite offers a walk-in closet and spa-inspired bath wrapped in warm textures and indulgent finishes. Outside, the property continues to impress with approximately 100 feet of concrete dockage with davits, perfect for days spent boating, fishing, or exploring hidden mangroves. The oversized 10,050 sq ft lot provides ample room to design the tropical pool of your dreams, surrounded by swaying palms and breezy outdoor living spaces. Built with solid CBS construction, metal roof, and full impact windows/doors, this home offers durability without sacrificing its soulful, custom aesthetic. Every inch feels chosen with care. Every finish feels meaningful. Every space tells a story.

Beds:
1
Baths:
1.00
Sq.Ft.:
368
Status:
Active
MLS#:
617682
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.06 Acres
Year built:
1978
Courtesy: Bluescape Real Estate 305-203-2537
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ADDITIONAL INFORMATION

Welcome to Unit 533 in the Venture Out community on Cudjoe Key, featuring a spacious addition that provides extra living space and flexibility. The addition includes a comfortable living area and a flex room currently used as additional sleeping space, suitable for guests, a home office, or hobby area. The home is clean and well cared for, offering a functional layout appropriate for full-time living or seasonal use. While it has not been a strong rental performer, transient rentals are permitted within the community with no minimum night requirement, allowing flexibility for future use. Venture Out is a gated, waterfront community offering a variety of amenities, including a large saltwater swimming pool and lagoon, a full-service marina with boat ramp and fuel dock, and boating access to both the Gulf of Mexico and the Atlantic Ocean. Additional amenities include pickleball, tennis, bocce ball, and basketball courts, a playground, two community centers, organized activities, and on-site church services. This property may also offer alternative use potential, as the lot can be converted to an RV lot or built to suit, subject to current building regulations. Schedule a showing to explore the possibilities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,764
Status:
Active
MLS#:
617675
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.34 Acres
Year built:
1991
Courtesy: The Agency Florida Keys 305-916-1105
View additional info

ADDITIONAL INFORMATION

RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2 BA, 1,764 SF home sits on exclusive Southpoint—only three homes from open water and just 20 minutes to Key West. Step inside to a breathtaking cathedral Cupola, soaring above the open living, dining, and great room. Impact-glass windows fill the space with natural light, highlighting the home's tropical architecture and warm coastal finishes. The kitchen is designed for effortless entertaining with a double island, stainless steel appliances, and new quartz countertops. The split floor plan creates exceptional privacy. The primary suite features a large walk-in shower, jacuzzi tub, double vanity, and a spacious walk-in closet that connects to a versatile laundry/fitness/office room—also home to the Tesla storage banks. The opposite wing offers two guest bedrooms and a dual-access bathroom with two private vanities. Enhance your waterfront lifestyle with an impressive concrete boat ramp for jet skis, boats, kayaks, and paddleboards, plus a newly installed 10,000 lb boat lift on a deep, wide, crystal-clear canal providing fast access to both the Gullf and Atlantic. The oversized 15,000 SF lot bursts with vibrant tropical landscaping and includes a newly completed tropical pool with natural rock feature. Enjoy sunset views and star-filled nights from the rooftop observation deck. Additional features include Andersen impact windows and sliding glass doors, low insurance costs, covered parking, and excellent storage below the home. A rare Keys offering combining sustainable energy, modern resilience, and luxurious waterfront living—an exceptional opportunity in today's m

Beds:
6
Baths:
8.00
Sq.Ft.:
4,894
Status:
Active
MLS#:
617664
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.3 Acres
Year built:
2025
Courtesy: The Agency Florida Keys 305-916-1105
View additional info

ADDITIONAL INFORMATION

Masterpiece of Modern Strength & Luxury Brand-New Concrete Waterfront Estate on Prestigious Sugarloaf Key! This extraordinary new construction stunner is engineered as a rare modern fortress— built entirely of concrete, built to the most stringent hurricane-resistant codes, and designed for the discerning buyer who demands architectural excellence, security, and elevated coastal living. Set on prime open water with sweeping panoramic views, this property delivers the rare combination of minimalist modernism, structural integrity, and luxury resort-style design. The residence showcases a dramatic full flat rooftop deck spanning the entire top of the main home, offering uninterrupted 360° ocean sunrise and sunset views - private viewing platform unlike anything else in the Lower Keys. Inside, a breathtaking 19-ft double-volume open living area is wrapped in walls of glass, flooding the space with natural light. Sleek interior glass railings, porcelain floors, and refined finishes create a sophisticated aesthetic. Stunning chef's kitchen appointed with quartzite countertops, Monogram appliances, a bespoke bar, and a stone wine-display feature, all designed for high-end entertaining. The main residence features four luxurious private suites, each oriented to capture open-water views with direct access to generous covered terraces. A rare architectural highlight is the elevated above-flood concrete garage with soaring ceilings, loft storage space, dual cisterns, and luxury living quarters above, with kitchenette, washer/dryer, full bath, and a versatile flex room ideal for a bedroom, gym or office. A dedicated cabana bath opens directly to the pool. Outdoor living is elevated with a stunning pool and spa, outdoor shower, landscape lighting, and expansive covered entertaining and parking. A 230-ft dock is included in the sale. A statement of power, design, and luxury—brand new, turnkey, and crafted for the UHNW buyer seeking an exceptional coastal masterpiece!

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Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited. © 2026 MIAMI Association of REALTORS®, all rights reserved.




Summerland Key 33042 Real Estate

Summerland Key is located in Florida. Summerland Key, Florida 33042has a population of 6,609. Summerland Key 33042 is less family-centric than the surrounding county with 17.31% of the households containing married families with children. The county average for households married with children is 20.65%.

The median household income in Summerland Key, Florida 33042 is $95,365. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Summerland Key 33042 is 50.4 years.

Summerland Key Weather

The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.4 degrees. The average rainfall is approximately 44.4 inches per year, with 0 inches of snow per year.

Summerland Key Map

Summerland Key Real Estate Market Conditions

  • Median sales price

    $1,100,000
    26.6%
    change since last quarter
  • # Active listings

    282
    30-day change

Summerland Key Schools and Demographics

Education near Summerland Key, FL

City County
High School Graduates 96.84 92.07
College Degree - 2 year 7.68 7.93
College Degree - 4 year 41.72 35.69
Graduate Degree 10.7 9.88
Expenditures per Student 20,907 20,907
Students per Teacher 14.7 14.7

Elementary Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
Big Pine Academy PK - 08 177 12.6 33043
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key Largo School PK - 08 847 14.1 33037
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
Ocean Studies Charter KG - 05 104 11.2 33070
Plantation Key School PK - 08 435 12.8 33070
Poinciana Elementary School PK - 05 663 15.1 33040
Sigsbee Charter School KG - 08 478 17.1 33040
Stanley Switlik Elementary School PK - 05 566 14.2 33050
Sugarloaf School PK - 08 526 15 33042
Treasure Village Montessori Charter School PK - 08 213 14.2 33036

Middle Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
Glynn Archer Elementary School PK - 05 394 15.8 33040

High Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
Coral Shores High School 09 - 12 733 17.4 33070
Key West Collegiate School 09 - 12 78 15.3 33040
Key West High School 09 - 12 1,193 16.8 33040

Ungraded Schools near Summerland Key, FL

Grades Students P/T Ratio ZIP
* Keys Center 08 - 12 11 11 33040
Academic Connections for Excellence 06 - 12 11 33040
Adult/Vocational/Community Education AE - AE 0 33040
Hurricane Island Outward Bound 06 - 12 12 33037
Marathon School 06 - 12 667 18.5 33050
Monroe Virtual Academy (Course Offerings) 06 - 12 0 33040
Monroe Virtual Franchise 06 - 12 4 33040
Monroe Virtual Instruction Program KG - 12 0 33040

Demographics near Summerland Key, FL 33042

Zip Code City
Neighborhood Type Small town
Population 6,609 82,244
Population Density 259 84
Median Age 50.4 48
People per Household 2.4 2.4
Median Household Income 95,365 73,153
Average Income per Capita 61,118 50,050

Real estate near Summerland Key