Summerland Key FL Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,095
Status:
NEW LISTING
MLS#:
621488
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1986
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

A BOATER'S HAVEN - Island living, exceptional boating access, and a little aviation charm come together at this inviting waterfront home in Summerland Key. Set along a deep, flow-through canal with excellent water quality and convenient access to both the Atlantic and Gulf, this 2-bedroom, 2-bath residence offers the relaxed, connected lifestyle that makes the Florida Keys so special. Surrounded by tropical landscaping and coconut palms, the home features spacious wraparound balconies that create wonderful outdoor living spaces for morning coffee, sunset cocktails, or simply enjoying the island breezes. Brick walkways weave through the grounds, adding character while keeping the outdoor spaces easy to enjoy and maintain. For boaters, the property delivers where it counts--with a 15,000-pound boat lift and deep-water canal access that makes getting out on the water effortless. Atlantic and Gulf access. Downstairs, a covered patio and generous L-shaped storage area provide practical space for gear, water toys, and island essentials. And there's an unexpected bonus: a private airstrip lies directly across the canal, adding a distinctive touch for pilots and aviation enthusiasts. Whether you're searching for a full-time island residence, a weekend retreat, or a waterfront home designed around life on the water, 677 E Caribbean Drive offers an authentic Summerland Key experience--with boating, tropical surroundings, and the freedom to enjoy the Keys at your own pace.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,400
Status:
NEW LISTING
MLS#:
621442
Type:
Single Family
Subdivision:
Summerland Cove Isle (25.5)
Lot size:
0.14 Acres
Year built:
1988
Courtesy: Coldwell Banker Schmitt Real Estate Co. 305-743-5181
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ADDITIONAL INFORMATION

Set on a deep, clean flow-through canal with no-bridge access to the Atlantic, this well-maintained Summerland Key home is designed for boating and outdoor living. The property offers approximately 60 feet of dockage, davits, and two swim ladders, making it easy to enjoy fishing, diving, and days on the water. Inside, the home offers three bedrooms, two baths, a spacious living area, dining space, and kitchen. Travertine flooring runs throughout the main living spaces, while the open layout brings in plenty of natural light. The kitchen features granite countertops, stainless steel appliances, generous cabinetry, and ample workspace. A screened veranda of approximately 280 square feet overlooks the canal and provides plenty of room for outdoor dining, relaxing, and enjoying the Keys lifestyle. The primary suite includes a private bath, generous closet space, and direct access to the outdoor living area. Two additional bedrooms provide comfortable space for family or guests. Downstairs, the elevated design creates extensive covered parking and storage with room for multiple vehicles, boats, trailers, and recreational gear. The fenced lot is surrounded by mature palms and tropical landscaping, adding privacy and a relaxed Keys feel. Located in an established Summerland Key neighborhood close to dining, shopping, and everyday conveniences, the property combines excellent boating access, generous outdoor space, and a practical three-bedroom layout for full-time or seasonal living.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,088
Status:
Active
MLS#:
621388
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
1.07 Acres
Year built:
1992
Courtesy: Berkshire Hathaway HomeServices Keys Real Estate 305-743-7636
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ADDITIONAL INFORMATION

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. Don't miss this unparalleled investment opportunity!

Beds:
2
Baths:
1.00
Sq.Ft.:
902
Status:
Active
MLS#:
621091
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.13 Acres
Year built:
1956
Courtesy: Island Real Estate Company Florida Keys 305-395-0696
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ADDITIONAL INFORMATION

Tropical Waterfront Living in the Florida Keys! Welcome to 24923 Park Drive in beautiful Summerland Key, where laid back Florida Keys living meets ultimate waterfront lifestyle. This charming canal-front property offers an opportunity to create your own paradise in one of the Keys' most desirable boating communities. Positioned along a wide protected canal, the property features direct waterfront access to both Ocean & Gulf, 60 ft. concrete seawall, two boat lifts, private dockage. Making it ideal for boating, fishing, kayaking, and enjoying everything the Florida Keys has to offer. The spacious large open grassy yard offers room to personalize the outside space with a pool or outdoor kitchen, tiki, fire-pit or resort style entertaining oasis. This existing home offers a wonderful opportunity for a buyer looking to renovate, expand, or create a custom island retreat. With its metal roof, single level layout, tropical surroundings and exceptional waterfront setting this property provides the perfect foundation for a Florida Keys getaway, full-time residence, or investment opportunity. Bring your vision and transform this waterfront gem into your own private Keys paradise. Florida Keys Heritage trail for biking & walking close by. Summerland Key Private Air strip walking distance away.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,240
Status:
Active
MLS#:
620934
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1982
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Summerland Key Cove -- Come by Sea or by Plane A unique opportunity in Summerland Key Cove offering both canal-front living and access to the community's private airport. Whether your Florida Keys lifestyle revolves around boating, flying, fishing, diving, or simply enjoying the water, this property offers a combination that is increasingly hard to find. Built in 1982, this 1,240 sq. ft. concrete block home features 2 bedrooms plus a versatile bonus room that can serve as a guest room, home office, gym, TV room, or additional living space. An approximately 400 sq. ft. screened room overlooking the canal adds substantial outdoor living space. Some major improvements have already been completed, including a 2022 metal roof, 2023 impact windows and doors on the upper level, and updated central A/C in 2020. Connected to central sewer. One of the property's standout features is the approximately 1,240 sq. ft. airplane hangar height of 9ft. Hard-to-find amenity in the Florida Keys--plus approximately 400 sq. ft. of additional storage and a concrete driveway. On the water, the property offers approximately 60 feet of concrete seawall on a 60-foot-wide canal, along with a davit. Two canal exits provide access to Kemp Channel, opening the way to both Atlantic Ocean and Gulf-side boating for fishing, diving, exploring, and enjoying the surrounding Keys waters. Located in an improved subdivision on a Tier III lot in AE-10 flood zone. Fencing is permitted. Access to the Summerland Key Cove airport and marina is available through membership. The home is currently tenant occupied with pets; advance notice is required for showings. NO tresspassing. Rented

Beds:
2
Baths:
3.00
Sq.Ft.:
1,819
Status:
Active
MLS#:
620532
Type:
Single Family
Subdivision:
Summerland Beach (25.0)
Lot size:
0.25 Acres
Year built:
2020
Courtesy: Island Real Estate Company Florida Keys 305-395-0696
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ADDITIONAL INFORMATION

Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,242
Status:
Active
MLS#:
620512
Type:
Single Family
Subdivision:
Dobie's Sub (24.0)
Lot size:
0.14 Acres
Year built:
2022
Courtesy: Island Real Estate Company Florida Keys 305-395-0696
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ADDITIONAL INFORMATION

Bring your water toys & experience island living in this newly built waterfront home in Summerland Key. The residence offers 3 bedrooms 2 bathrooms spacious modern design & trim. A durable metal roof, Hardie-board siding, impact windows and doors. Enjoy relaxing or entertaining on the covered porch, step out on the composite dock and be on the open ocean or Gulf in minutes, perfect for boating, fishing and sunset cruses. Keys biking trail steps away. Great local restaurants, convenient local island grocery store. Private Summerland Key Airstrip. Centrally located between Marathon and Key West, this property combines modern construction, waterfront convenience, low maintenance and easy access to both Keys' amenities. Ideal for a vacation retreat or full time home. Schedule your private showing today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
620439
Type:
Single Family
Subdivision:
Misc Summerland Key (25.0)
Year built:
2006
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Well-maintained 3-bedroom, 2-bath home offering 1,120 square feet of comfortable living space in a small, well-kept community in Summerland Key. This home is in excellent condition, offers ample parking, and provides a wonderful opportunity for affordable homeownership in the Lower Keys. Subject to affordable housing deed restrictions.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,352
Status:
Active
MLS#:
620413
Type:
Single Family
Subdivision:
Misc Summerland Key (25.0)
Lot size:
9.69 Acres
Year built:
2015
Courtesy: Coldwell Banker Schmitt Real Estate Co 305-809-1400
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ADDITIONAL INFORMATION

Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island surrounded by breathtaking open water views from sunrise to sunset. Designed for those who value privacy, adventure, and refined coastal living, the island features miles of groomed trails, resort-style pool, sandy beach, pickleball court, chicken coop, pasture, and expansive barn. At the heart of the island sits a beautifully crafted 5-bedroom, 4-bath residence encompassing 3,352 sq. ft. Cathedral ceilings, elegant coastal interiors, and expansive gathering spaces create a warm yet sophisticated atmosphere, while walls of impact-rated glass invite natural light and panoramic water views throughout the home. The layout is designed to comfortably accommodate family and guests with an attached primary suite serving as a private sanctuary, complete with a generous walk-in closet. A separate guest wing is accessed via a breezeway and features its own living room, breakfast bar, and 2 private bedrooms creating a welcoming retreat while maintaining privacy from the main residence. Beyond the main residence, the island unfolds as a private playground. Wander along groomed walking trails, relax by your saltwater pool, launch your kayaks from your own sandy beach, enjoy pickleball with friends, or watch the sunset from your dock. Built for resilience and efficiency, the home features SIP construction, Hardie Board siding, a standing seam metal roof, impact windows and doors, whole-house reverse osmosis water filtration, and an off-grid solar power system. Elevated approximately 10 feet above base flood elevation, the property offers both sustainability and peace of mind. Island purchase comes with barge, golf cart, tractor, and a private mainland lot for car storage. Howell Key is a private island lifestyle few will every have the opportunity to experienc

Beds:
2
Baths:
2.00
Sq.Ft.:
1,364
Status:
Active
MLS#:
620321
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.28 Acres
Year built:
1970
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

DOUBLE the Lot. DOUBLE the Waterfront. Endless Possibilities. Positioned on a rare spacious double lot near the Summerland Key airport, this waterfront property is tailor-made for boating enthusiasts and aviation lovers alike. Featuring 120 feet of concrete seawall on a desirable flow-through canal, you'll enjoy quick access to open water and some of the Lower Keys' best fishing, diving, and cruising grounds. Afterwards, sit under the tiki and watch the world go by. The ground-level home exhibits a Keys charm with polished terrazzo floors and a relaxed, welcoming feel. Outside, ample parking provides room for boats, trailers, RVs, and guests. Inside, a unique electric train display serves as a nod to the historic Overseas Railroad that once connected the Keys. A rare opportunity to enjoy the classic Florida Keys lifestyle with room to spread out, easy boating access, and the convenience of nearby aviation amenities. Bring your big boats to this deep water canal - no bridges to the Atlantic Ocean. Plane tie downs are located in the driveway. For additional airport info - see summerlandkeyairport.com. Ask about the assumable VA loan.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,188
Status:
Active
MLS#:
620281
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.19 Acres
Year built:
1999
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

OVERSIZED GARAGE. WATERFRONT LIVING. Bring the kayaks and all the Keys toys -there's room for everything at 706 Caribbean Drive East. With some sunset views, a 10,000-pound boat lift, and quick ocean access, this property is built for life on the island. The massive 1,188-square-foot garage below is a dream setup offering space for storage, a workshop, multiple vehicles, and fishing gear. Inside you'll love the kitchen layout for cooking and entertaining. Hardi-board siding, a metal roof installed in 2018, and a fenced yard complete the exterior. If you've been searching for waterfront living without sacrificing storage, this Summerland Key Cove home delivers.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,016
Status:
Active
MLS#:
620177
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.18 Acres
Year built:
1988
Courtesy: Homecoin.com 888-400-2513
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ADDITIONAL INFORMATION

Built for the offshore lifestyle, this exceptional Summerland Key waterfront home blends luxury coastal living with the kind of boating access serious anglers dream about. Completely renovated from top to bottom, the property sits on a deep water canal with 60 feet of brand new concrete dockage and quick direct access to open water, making it ideal for larger center consoles, sportfish boats, and offshore cruising. Inside, the home was designed for relaxed Keys living with vaulted ceilings, impact windows and doors, quartz countertops, custom wood cabinetry, stainless steel appliances, and an open layout filled with natural light and canal views. The spacious primary suite is privately situated on the second floor, offering a peaceful retreat with elevated views and added separation from the guest accommodations below. The outdoor living experience is what truly sets this property apart. The waterfront pool features all brand-new equipment, including a heater and chiller, allowing for year-round enjoyment in every season. A portion of the pool area is partially covered, creating the perfect shaded outdoor lounge space after a day on the water. Covered balconies, spacious patios, and tropical landscaping give the property a true private resort feel. The custom putting green and mini golf area adds a unique touch rarely found in the Keys, creating an incredible space for entertaining guests while enjoying the waterfront setting. Whether you're heading offshore for tuna and swordfish, running to the reef, or enjoying sunset cruises through the Lower Keys, this location puts you minutes from some of the best boating and fishing in the Florida Keys. Built with durable Hardie board construction, a metal roof, impact windows and doors, covered parking, and more than 1,000 square feet of enclosed storage space underneath the home, this turnkey waterfront retreat offers the perfect balance of luxury, functionality, and the authentic Florida Keys boating lifestyle.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,572
Status:
Active
MLS#:
620094
Type:
Multi-Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.13 Acres
Year built:
1963
Courtesy: Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key 305-735-4962
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ADDITIONAL INFORMATION

Waterfront duplex located on a wide, deep boating canal with excellent boating access and 60 ft. of dockage, split between both units, offering approximately 30 ft. per side. Situated at 594-596 W. Shore Drive, this two-story multifamily property features approximately 1,392 sq. ft. downstairs and approximately 1,180 sq. ft. upstairs, plus separate tiki huts for each unit to enjoy outdoor entertaining and relaxed Florida Keys living. The upstairs unit offers 2 bedrooms and 1 bathroom, while the downstairs unit features 3 bedrooms and 2 bathrooms. Conveniently located near Summerland Airport, this property is ideal for waterfront investors, employee housing, multi-generational living, or those seeking a flexible income-producing property in the Lower Keys.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,766
Status:
Active
MLS#:
620024
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.15 Acres
Year built:
1970
Courtesy: The Agency Florida Keys 305-916-1105
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ADDITIONAL INFORMATION

OCEANFRONT , POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful newly painted exterior, this elevated 4 bed 3.5 bath home offers 2,766 sq. ft. of beautifully designed living space where soaring ceilings and walls of glass frame endless turquoise water views. Rare 3 bedroom suites with ensuite bathrooms, and a 4th bedroom with ensuite half bath. The expansive open-concept living and entertaining areas create a seamless indoor-outdoor flow perfect for relaxing or hosting guests after a day on the water. Separate laundry room is a bonus. A rare concrete dock with a protected cut-in boat slip provides quick deep-water access to the Atlantic with no long canal commute--placing you minutes from world-class offshore fishing, reef diving, sandbars, and endless boating adventures. Step outside to your private oceanfront oasis featuring a sparkling pool and spa, expansive lounging decks, and a poolside kitchen designed for sunset entertaining and waterfront gatherings. Panoramic open-water views and ocean breezes create the perfect Keys atmosphere. Upstairs, the spacious primary suite offers stunning ocean views, a private balcony, and a peaceful retreat overlooking the Atlantic. Additional features include impact windows and doors, a metal roof, a chef's kitchen with granite countertops and stainless steel appliances, plus convenient access to the nearby Summerland Key Cove Airport for easy fly-in/fly-out travel in light aircraft. This rare offering combines luxury living, protected deep-water dockage, immediate ocean access, and unforgettable open-water views in one of the Florida Keys' most sought-after waterfront communities.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
619732
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.13 Acres
Year built:
1981
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

Rare opportunity to own a canal-front home directly on the private Summerland Cove Airport--where you can fly in, dock up, and be on open water in minutes. This solid CBS home offers 960 sq ft of elevated living space, currently configured as a spacious 1-bedroom, 1-bath upstairs (originally a 2-bedroom--easily converted back). Downstairs features a fully enclosed, permitted bonus area with an additional full bathroom, plus a one-car garage and storage. Aviation enthusiasts will appreciate airplane tie-downs and a large driveway overlooking the runway, offering true fly-in/fly-out convenience. For boaters, the property delivers 60 feet of concrete seawall, a boat ramp, and a 20,000 lb boat lift with deep water access and no bridges to open water--ideal for both ocean and Gulf access. The home offers a solid foundation and is ready for your personal touch--an excellent opportunity for buyers with vision to elevate and customize their ideal Keys retreat. Additional features include a durable metal roof and expansive front and rear porches designed for outdoor living and entertaining.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
619455
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1993
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

Elevated COASTAL LIVING meets clean, modern design in this beautifully remodeled 2BD/2BA stilted home in sought-after Summerland Key. Designed with a striking monochromatic palette, the interiors feel fresh, cohesive, and effortlessly sophisticated--ready for you to start living the Keys lifestyle. Step outside to a relaxing porch overlooking a 60' wide, crystal-clear flow-through canal--perfect for enjoying morning coffee, evening cocktails, or simply watching the boats pass by. Boaters will appreciate the excellent water flow and easy access, ideal for keeping your vessel in prime condition. on the 10,000 pound boatlift. The property is framed by lush, meticulously maintained grounds, where vibrant orchids add a soft tropical elegance and a welcoming sense of tranquility. Downstairs, you'll find ample storage space with room for all your gear--whether it's fishing equipment, paddleboards, or even a dedicated workout area. Fenced and ready for your furry pets. Clean, neat, and thoughtfully updated, this home is the perfect blend of style, function, and island charm--ideal as a full-time residence, weekend escape, or investment opportunity. Freshly painted in 2021. Come experience simple, refined Keys living at its best--schedule your private showing today. EASY to show!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,095
Status:
Active
MLS#:
619318
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1986
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
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ADDITIONAL INFORMATION

PILOTS and BOATERS will love this! Tucked away in the heart of Summerland Key, this charming 2-bedroom, 2-bath home captures the essence of true Florida Keys living. Surrounded by swaying palms and coastal breezes, the property features inviting wraparound balconies--perfect for morning coffee or unwinding after a day on the water. Designed with boaters in mind, you'll appreciate the deep, flow-through canal offering excellent water quality and easy access to the Atlantic and Gulf, along with a 15,000 lb boat lift ready for your next adventure. Brick walkways add warmth and character, guiding you through the lush, tropical setting and creating a welcoming, low-maintenance outdoor space. Downstairs you'll love the covered patio and L-shaped storage area. Across the canal is a private airstrip calling PILOTS and BOATERS. Whether you're looking for a weekend escape or a full-time island home, this property delivers comfort, functionality, and that laid-back Keys lifestyle buyers are chasing.

Beds:
2
Baths:
1.00
Sq.Ft.:
672
Status:
Active
MLS#:
A11992256
Type:
Mobile Home
Subdivision:
LADIES ACRES AMD, THE
Lot size:
0.14 Acres
Year built:
1971
Courtesy: Keller Williams Capital Realty 305-662-7325
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ADDITIONAL INFORMATION

Opportunity to purchase for land value in Little Torch Key. Large lot with existing mobile home on site that is not habitable. Property is being marketed as land only. Lot is zoned IS (Improved Subdivision District), which typically allows for single-family residential construction subject to Monroe County Land Development Code and applicable ROGO requirements. Conveniently located less than 5 minutes from a public boat ramp. Buyer to verify zoning, building rights, and development potential with Monroe County. Do not enter structure. Sold AS-IS.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
619294
Type:
Single Family
Subdivision:
Summerland Cove Isle (25.5)
Lot size:
0.14 Acres
Year built:
2008
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

High quality concrete 3/2 in Summerland Cove. One of the best boating communities in the lower Keys for deep water, aqua blue canal water, and oceanside access with no bridges! Brand new 60' concrete dock has just been installed. Step inside to find the fresh, modern renovation done in 2024. Featuring 3 bedrooms 2 baths with the private 3rd floor primary suite. 24'' modern white tile throughout, impact windows and doors with custom window blinds with a filtered light or privacy mode. Expansive great room with vaulted ceiling, all new recessed lighting, coastal kitchen with quartz countertops and waterfall edge. The large covered back porch overlooks the canal. Rear stairs to the custom concrete pool and 60' concrete dock. Lower storage room and covered parking. Enjoy access to world class fishing and diving sites in just minutes. Situated on a 60x100 ft lot in one of the most desirable neighborhoods in the Lower Keys.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,870
Status:
Active
MLS#:
619204
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.2 Acres
Year built:
1996
Courtesy: Key West Sales, LLC 305-731-3926
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ADDITIONAL INFORMATION

A stunning location with all attributes geared to the view of the beautiful open bay of Summerland Cove. This OCEANFRONT 3 bedroom 3 bath home is on the market for the first time since construction in 1996 and features an extensive renovation nearly complete. The property includes a stunning covered & heated pool with screened enclosure, a 28 foot concrete dock with davits, deep water boating access, a spacious 2 car garage(~700sqft), majority impact glass, and a standing seam metal roof installed June 2018 with 140 mph rating. The layout of the home includes a split floor plan with a generous master suite with a large walk-in closet and an ensuite with floor to ceiling Italian polished marble. There are 3 full baths upstairs, a spacious living room with a 3 paneled pocket slider that creates a seamless indoor to outdoor transition with the stunning ocean view. The kitchen remodel includes quartz counters, stainless appliances, and soft close cabinets & drawers. In addition to the pool & the garage, the downstairs expands the air-conditioned living with a family room & foyer with designed room to add an elevator as well as a covered outdoor kitchen on a pavered patio. With the current renovation nearing completion, this spectacular location is ready for new owners and their vision of a fabulous Florida Keys tropical retreat.

Beds:
2
Baths:
1.00
Sq.Ft.:
726
Status:
Active
MLS#:
A11979130
Type:
Condo
Subdivision:
VENTURE OUT
Year built:
1986
Courtesy: EXP Realty, LLC 888-883-8509
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ADDITIONAL INFORMATION

Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white kitchen pops with marble countertops and a stunning blue tile backsplash, bringing those breezy ocean vibes right into your home. It's light, cheerful, and perfect for entertaining friends and family after a day on the water. And here's the best part — even though this property sits on a dry lot, you still enjoy beautiful open water views. Venture Out is one of the most sought-after gated communities in the Lower Keys, known for its active lifestyle and incredible amenities: Heated community pool, Marina & boat ramp with direct ocean and Gulf access, Tennis & pickleball courts, Basketball courts, Private convenience store, Children's playground & pool, Recreation hall, 24-hour gated security. Bring your boat, your golf cart, and your flip-flops — this neighborhood was made for enjoying the water. Located just 20 miles from Key West, you're close enough for dining, nightlife, and the airport — but far enough away to enjoy peaceful island living. If you've been dreaming of a cozy, beach-inspired Keys escape with income potential and resort-style amenities... this is the one.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,022
Status:
Active
MLS#:
618272
Type:
Single Family
Subdivision:
Summerland Cove Isle (25.5)
Lot size:
0.17 Acres
Year built:
1974
Courtesy: Realty Executives Florida Keys Summerland Branch 305-440-3250
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ADDITIONAL INFORMATION

Priced at Current appraised value, this 3-bedroom, 3-bath concrete fortress on deep water canal (5' draft) is located in the highly sought-after Summerland Cove with quick access to both the Gulf and Atlantic--just a 15-minute boat ride to open ocean--this home is a true boater's paradise. Additionally, enjoy Airstrip rights as part of the Summerland Airport community. Set on a generous 75' x 100' corner lot, the property offers exceptional dockage, thoughtful upgrades, and wonderful potential to further customize your Keys dream home. Designed for the boating lifestyle with room for a POOL featuring: • A 50' wide deep-water canal allows for larger boats • 15,000 lb boat lift, two-8,000 lb davits, and 75 ft seawall with swim ladder • A concrete boat launch that has been decked for easy access. • Covered Parking for 5 vehicles with a three-bay carport + Garage / Living space with full bath and 11' ceiling height • RV Parking for large RV with 45' concrete runners • A 75' x 100' corner lot with plenty of room for a pool Pull in the carport protected from the rain and bring your groceries up the inside stairwell. Inside, you'll find a welcoming blend of coastal charm and modern updates: • Renovated kitchen with stainless steel appliances and built in double drawer freezer • Air-conditioned screened porch with sunrise views • Built-in propane pizza oven -- perfect for entertaining • New water heater (2025), new epoxy walkway flooring (2025), and unique aluminum railings (2025) • Recent exterior paint, metal roof (2018) * hurricane impact windows *Garage/Living space with new epoxy flooring • Airport community As a final bonus, a Key West 244 Bluewater center console with 250 Suzuki is available for purchase -making it even easier to step straight into the Keys boating lifestyle. This is a rare opportunity to own a beautiful home in one of the Lower Keys' most desirable neighborhood. *Owner financing will be considered Se

Beds:
2
Baths:
2.00
Sq.Ft.:
1,060
Status:
Active
MLS#:
618229
Type:
Single Family
Subdivision:
Snug Harbor Sub (25.0)
Lot size:
0.09 Acres
Year built:
1983
Courtesy: Home Sold Realty, LLC 833-700-2782
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ADDITIONAL INFORMATION

Construction Location Orientation. A Beautifully Appointed Canal Front Fortress All Concrete: Floors Walls Stairs Walk Around Ramp Driveway Deck & Seawall. All Solar Glazed and Insulated Impact windows Enter the Unique Palm Tree Stained-glass Impact door to 24-inch Travertine floors and Nine-foot ceilings throughout. Master Bedroom has French doors with a Tropical Stained-Glass Floral Cascade Custom Island Kitchen with dry bar 2 Bedrooms with Fully finished closets 2 Baths with Skylights and more Storage All Tile & Travertine Bathrooms with heat and exhaust and two waterside 3X sliders open to the Sunrise porch. Over a mile S of US1, 600' to open water. Extras Including: Built in 30 Cubic Ft. Sub Zero Refrigerator-Freezer Stainless Appliances, Granite Counters-Backsplashes Solid wood Cabinets 8-foot Granite Center Kitchen Island with Full Storage Multiple Individually Switched/ Dimmed Lights receptacles and fans 500 Gallon Cistern with collection pump and multi point distribution 2-4500 lb Fully Operational Davits for up to a 24-foot boat on the deck Screened 40 x 8 Porch Power ventilated Metal Roof EIGHT-foot Boat-SUP-Kayak RAMP Carport Shade Roll Out Shade Awning Fish Station with Water & Electric AND 450+ Sq. Ft. of Enclosed Space below.

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.:
1,544
Status:
Active
MLS#:
A11936237
Type:
Single Family
Subdivision:
SUMMERLAND KEY COVE ADD #
Lot size:
0.14 Acres
Year built:
1975
Courtesy: Coldwell Banker Schmitt Real E 305-743-5181
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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 Viva o estilo de vida definitivo dos Florida Keys em 715 Caribbean Drive East, em Summerland Key. Localizada em uma desejada comunidade náutica e de aviação, esta propriedade oferece acesso raro a uma pista de pouso privada do bairro, ideal para pilotos e entusiastas da aviação.Projetada para amantes da navegação, a residência conta com um deck de 60 pés e um elevador para embarcações de até 15.000 libras, proporcionando fácil acesso ao mar aberto, bancos de areia próximos e pesca de nível mundial. Desfrute de um estilo de vida insular relaxado, porém sofisticado, onde chegar de avião ou barco faz parte do dia a dia.A propriedade também oferece um financiamento VA assumível para compradores qualificados e está disponível por meio de um contrato de locação com opção de compra, apresentando oportunidades flexíveis de aquisição em uma das comunidades mais exclusivas dos Keys.

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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

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.




Summerland Key Real Estate

Summerland Key is located in Florida. Summerland Key, Florida has a population of 6,609. Summerland Key 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 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 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

    N/A
  • # Active listings

    39
    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
Gerald Adams Elementary School PK - 05 544 13.3 33040
Horace O'Bryant School PK - 08 1,059 14.3 33040
Key West Montessori Charter School KG - 08 149 16.6 33040
Monroe Virtual Instruction Program (District Provided) KG - 05 6 33040
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
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
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

City County
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