Summerland Key FL Real Estate & Homes for Sale

165 Properties Found

Sort Results:
1–25 of 165 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 of 7    Prev | Next
Beds:
3
Baths:
2.00
Sq.Ft.:
1,408
Status:
NEW LISTING
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
View additional info

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:
3
Baths:
2.00
Sq.Ft.:
1,296
Status:
NEW LISTING
MLS#:
617906
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.14 Acres
Year built:
2015
Courtesy: Ocean Sotheby's International 305-735-4095
View additional info

ADDITIONAL INFORMATION

Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for coastal living. Built for both comfort and peace of mind, the home features a metal roof installed in 2018 along with impact-rated windows and doors throughout. Enjoy added privacy and nightly sunset views over the protected salt marsh directly across the street--an unspoiled natural backdrop that will never be developed. Boaters will appreciate the free-flowing, clear-water canal with excellent access to both the ocean and the bay. The private dock with a 7,000-lb side-lift boat elevator makes heading out for fishing, diving, or sunset cruises effortless. The spacious lot offers a large driveway, double covered parking, and ample room for boat trailers and additional vehicles. Downstairs, a full concrete pad and enclosed angler's room provide the perfect space for storing fishing gear, dive equipment, and all your island toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful, palm-lined waterfront community on the Atlantic side of Little Torch Key, offering direct access to Pine Channel and world-class boating, fishing, and diving at nearby Looe Key Reef. Just 24 miles from Key West, this exceptional property delivers the perfect blend of island tranquility and convenient access to dining, entertainment, and amenities--an ideal full-time residence, second home, or investment in the Florida Keys lifestyle.

Beds:
2
Baths:
2.00
Sq.Ft.:
861
Status:
NEW LISTING
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 305-745-1323
View additional info

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:
NEW LISTING
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
View additional info

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:
NEW LISTING
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
View additional info

ADDITIONAL INFORMATION

Rare opportunity in the exclusive Summerland Key Cove community. This ground-level, canal-front home offers 3 bedrooms, 2 1/2 bathrooms, and 2,246 total sq ft with impact-resistant windows and comfortable island living. Enjoy 60 foot dock, including a 15,000-lb boat lift, providing easy access to both the Atlantic Ocean and Bayside. Ample parking available for multiple vehicles, RV, or boat trailers. Move-in ready with a VA assumable loan available for qualified buyers. Ideal for boaters, pilots, or anyone seeking the true Florida Keys lifestyle. Easy to show. Motivated seller.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
617832
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
1995
Courtesy: LoKation Real Estate 954-545-5583
View additional info

ADDITIONAL INFORMATION

Welcome to your Florida Keys oasis on an oversized 90' x 100' lot w/ 60ft dock--offering space, privacy, and upgrades rarely found in the Lower Keys. Meticulously maintained and lovingly cared for, this waterfront home features vaulted ceilings, a wraparound porch, and panoramic sliding doors that create exceptional indoor/outdoor flow, allowing the home to live much larger than its under-air square footage while showcasing breathtaking sunset views and coveted southern exposure.The kitchen is a true focal point with a large island, plumbed gas range, wall oven, and seamless connection to the main living and entertaining areas. A master propane tank services the stovetop, fire pit, and BBQ--ideal for effortless entertaining. Outdoors, enjoy designer/custom landscaping, mature fruit trees, a working cistern, outdoor shower, and a fully fenced yard. The rare 90-foot lot width provides added separation from neighboring homes, allowing room to spread out and enjoy a level of privacy not commonly found in the Keys.Set on a culvert flow-through canal, the property benefits from natural water movement that supports clean/clear water and increased fish and wildlife just off your 60ft private dock--enhancing everyday Keys living.Downstairs is fully enclosed and features extra tall columns designed for elevated, above-flood storage, along with a 2-car garage, utility room, bonus shed, and abundant storage space. Additional highlights include 11,000 lb boat davits and 100% Class A hurricane protection with impact windows and shutters, a metal roof, & single wraps contributing to low insurance costs (approx. $5,300 wind, $985 homeowners, $2,568 flood). Furnishings included with sale. Conveniently located near world-famous Looe Key Reef, world-class fishing, Picnic Island, Bahia Honda State Park, dining by boat, and local sandbars--this is Florida Keys lifestyle at its finest.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,062
Status:
Active
MLS#:
617795
Type:
Single Family
Subdivision:
Mates Beach (28.5)
Lot size:
0.68 Acres
Year built:
2005
Courtesy: Island Welcome Real Estate 305-923-9161
View additional info

ADDITIONAL INFORMATION

Set on a rare 0.68-acre property spanning four lots, this private canal-front home offers exceptional space, water access, and tranquility. With 204.5 feet of canal frontage, a 40-foot wood dock, and less than a 5-minute boat ride to Pine Channel, this location is ideal for boating enthusiasts. The 3-bedroom, 2-bath residence features a roof-covered deck perfect for entertaining friends and family while enjoying stunning sunset views. Tucked away near the end of a quiet street, the property provides a peaceful, secluded setting with plenty of room to design your own outdoor oasis--build a tiki, a spacious pool, or both to create the ultimate waterfront retreat.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,232
Status:
Active
MLS#:
617789
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1993
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
View additional info

ADDITIONAL INFORMATION

Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-water canal with excellent boating access. Boaters will appreciate the new 17,000-lb boat lift and a quick ride to Looe Key, American Shoal, and the Adolf Bush wreck.The 1232 sq ft home sits on a 6,000 sq ft lot and features hurricane-impact windows, offering peace of mind and energy efficiency. The home has been tastefully remodeled within the last two years, including new kitchen and new bathrooms. Additional major upgrades include 2-year-old A/C the roof is just 4 years old.Bright, inviting, this home is ideal for enjoying the relaxed island lifestyle with world-class boating, fishing, and diving right at your doorstep.

Open House:

Sunday, 1/4 11:00-1:00PM

More Open House Info >

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 888-888-8509
View additional info

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:
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
View additional info

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. 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:
2
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
View additional info

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:
2
Baths:
3.00
Sq.Ft.:
1,140
Status:
Active
MLS#:
617765
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.16 Acres
Year built:
1975
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
View additional info

ADDITIONAL INFORMATION

Move-in ready waterfront 2-bedroom, 2.5-bath home located in desirable Cudjoe Key. The open floor plan features a spacious living and dining area complemented by an upgraded kitchen with new cabinetry, granite countertops, and modern stainless-steel appliances. The main level offers two bedrooms and 1.5 baths, while a permitted full second bath is conveniently located downstairs with easy access to the pool. Situated on a fenced corner lot, the property includes off-street parking, an in-ground pool with a concrete pool deck, and lush tropical landscaping. There is ample space for boat and trailer parking, plus room for an RV with 30-amp service. Enjoy oceanside boating with a concrete seawall, 6,000 lb. boat lift, and plenty of watercraft parking. Cudjoe Key offers access to fine dining and is less than 30 minutes from Key West or Big Pine Key, providing additional shopping, restaurants, beaches, and parks. Additional features to this property include but not limited to newer roof (2018), brick paver driveway, New central A/C (2025), large storage and impact windows and doors.

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
View additional info

ADDITIONAL INFORMATION

Experience the best of modern island living with this exceptional opportunity to own a nearly new single-family home in the Lower Florida Keys. This 3-bedroom, 2-bath residence was built in 2022. The modular construction is built to current hurricane wind standards and offers peace of mind with a metal roof and impact-resistant windows and doors throughout. Elevated for both function and style, the home provides convenient under-house parking along with additional space for boat or trailer parking, making it ideal for Keys living.Inside, the home is light, open, and comfortable, flowing effortlessly to a covered, screened porch that overlooks a pristine swimming canal. Whether you're enjoying a quiet morning coffee or unwinding in the evening, the water views create a relaxed tropical backdrop. Outdoors, the Trex patio features a swim ladder with direct access to the canal, perfect for cooling off on warm days. The property is further enhanced by mature fruit trees, including coconut, banana, and papaya, adding natural beauty and true island character.With its modern construction, low-maintenance features, waterfront lifestyle, and prime Lower Keys location, this home stands out as a fantastic opportunity for a full-time residence, vacation retreat, or investment property. This is your chance to enjoy the relaxed Florida Keys lifestyle without sacrificing quality, durability, or convenience.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,353
Status:
Active
MLS#:
617712
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.29 Acres
Year built:
1974
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
View additional info

ADDITIONAL INFORMATION

Experience island living in this 2,353 sq ft, 4-bed, 3-bath Sugarloaf Shores home on a 12,500 sq ft lot. The split-level design includes two ensuite bedrooms with balcony access, plus two guest rooms on the ground floor. Skylights brighten the open living areas, flowing seamlessly to a 44' screened balcony.Out back, enjoy a 22' x 10' pool, gazebo, private boat ramp, swim ladder, and dual lifts (10K & 30K lb), all surrounded by lush tropical landscaping. Just minutes from world-class fishing and diving, and only 16 miles to Key West. Extras include an outdoor shower, ample storage, and parking for four.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,356
Status:
Active
MLS#:
617709
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.37 Acres
Year built:
1960
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offering 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional--ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant--all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,422
Status:
Active
MLS#:
617706
Type:
Single Family
Subdivision:
Mates Beach (28.5)
Lot size:
0.15 Acres
Year built:
1997
Courtesy: Brenda Donnelly Real Estate LLC 305-304-1116
View additional info

ADDITIONAL INFORMATION

Welcome to island living at its finest. This stunning 3-bedroom, 2-bath canal-front home is packed with every bell and whistle you could want in a Florida Keys retreat. Designed for both comfort and entertaining, the property features a private pool, tiki hut, 3 screened in porches boat lift with direct canal access and close to open water with no bridges. Perfect for days on the water and evenings under the stars.Inside, the home offers generous living spaces, abundant natural light, and tons of storage, including a garage ideal for all your island toys. Start your mornings and end your days enjoying breathtaking sunset views over the salt ponds from the front of the home--an unmatched Keys experience. Close to shopping and about 25 min to KW and Marathon!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,275
Status:
Active
MLS#:
617704
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.14 Acres
Year built:
1980
Courtesy: Expert Realty LLC (HQ) 305-587-7330
View additional info

ADDITIONAL INFORMATION

A rare aviation-and-waterfront opportunity in the private Summerland Key Airport community, this canal-front home includes a private hangar--an exceptionally scarce feature, with only four hangar homes (excluding this one) coming to market in the past decade. This property is ideal for pilots, boaters, fishermen, and divers. The upstairs residence offers 1,275 sq ft of fully renovated living space plus 577 sq ft of covered deck and porch space, with three bedrooms and three full bathrooms, including two primary suites. This was a complete top-to-bottom renovation with everything brand new and never slept in, featuring underground power, new electrical panels and wiring, new plumbing, new insulation, new mechanical systems, raised ceilings, and a dramatic entry with oversized windows. The roof system features impact-rated shingles paired with a metal roof, along with impact sliding doors and windows throughout. The kitchen is finished with quartz countertops, new flooring throughout, and a modern cable rail system. Downstairs, the hangar and outdoor living areas are designed for entertaining, with travertine floors on the covered deck, porch, and portions of the hangar, plus a custom bar with tip-out windows overlooking the canal. A storage room includes a freezer and refrigerator, along with new water heaters and a washer/dryer. The property features 60 feet of concrete seawall, is located on one of the only Keys with deep water access, is wired for two boat slips, and includes plane tie-downs out front. A dedicated electrical panel for a future pool is in place, and architectural pool plans are included. Exterior highlights include new stucco, palm landscaping, a covered canal-side staircase, and a large front porch overlooking the runway, minutes from fuel docks, restaurants, tiki bars, and local conveniences.

Beds:
2
Baths:
1.00
Sq.Ft.:
684
Status:
Active
MLS#:
617698
Type:
Mobile Home
Subdivision:
Coral Shores Estates (28.0)
Lot size:
0.1 Acres
Year built:
1980
Courtesy: Conch Realty LLC (KW) 305-292-8505
View additional info

ADDITIONAL INFORMATION

This 2 bedroom 1 bath with a screened in covered porch mobile home on just over 4100 sqft waterfront lot with great boating access.

Open House:

Sunday, 1/4 12:00-2:00PM

More Open House Info >

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 Lower Keys (KW) 305-872-3050
View additional info

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:
2
Baths:
2.00
Sq.Ft.:
766
Status:
Active
MLS#:
617687
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.1 Acres
Year built:
1989
Courtesy: Bluescape Real Estate 305-375-3799
View additional info

ADDITIONAL INFORMATION

Canal Front Oasis with Resort Amenities!Nightly Rentals Allowed!Income Producing Gem!RARE-DOUBLE LOT!! Allows 2 cars with 2 separate driveways. Massive 69' Seawall!RARE-DAVITS for your boat!! Escape to your own slice of paradise in the highly sought-after, gated resort community of Venture Out on Cudjoe Key! This stunning 2-bedroom, 2-bathroom mid-rise home offers the ultimate Florida Keys lifestyle, combining tranquil canal-front living with an incredible array of world-class amenities!Step inside to a bright and airy open living space that leads out to the large, covered private deck--the perfect spot for your morning coffee while watching the boats go by. You'll enjoy unparalleled views and peace of mind overlooking your 69' wide seawall.An Investor's Dream & Your Personal Retreat:This property isn't just a home; it's a savvy investment. Nightly rentals are allowed, making it Airbnb and VRBO friendly. With its prime location and resort-style appeal, it promises an excellent return on investment, whether you're looking for a vacation home that pays for itself or a pure income generator.Resort-Style Living at Your Doorstep:Venture Out is a destination in itself. Enjoy the large heated pool, relax in the hot tub, or stay active on the tennis, pickleball, and bocce courts. The community features a playground, basketball court, bike trails, and a private saltwater swimming area. The on-site Marina is perfect for boating enthusiasts, and the Rec Center, with ping-pong, pool tables, and a library, offers endless entertainment.Don't Miss This Opportunity!Priced competitively in a premier location, this turn-key property will not last long. It offers the perfect blend of serene canal-front living and proven rental income potential.Schedule your private showing today before this incredible opportunity is gone!

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 305-375-3799
View additional info

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:
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
View additional info

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 80 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:
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 Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla 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 market.

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!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,167
Status:
Active
MLS#:
617652
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.15 Acres
Year built:
1974
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
View additional info

ADDITIONAL INFORMATION

The sea writes the script at this 3 bed, 3 bath oceanfront retreat on the most highly sought after neighborhoods on Summerland Key, and it stands in a class of its own. Western exposure delivers nightly golden-hour performances over the Atlantic, while deep-draft boating--among the best this side of the 7-Mile Bridge--begins right from your backyard. You'll love deep channel access to the Atlantic AND the Gulf of America!Inside, a wide-open floor plan crowned by cathedral ceilings, terracotta floors warming space throughout, and wall-to-wall sliders framing the Atlantic like a moving piece of art. A custom infinity-edge pool with in-water seating and sun shelf creates the perfect transition between home and horizon. Heated or chilled for year round comfort.The chef's kitchen impresses with elevated appliances including a 36' Wolf gas range, wine chiller, and twin beer taps. Relish the Keys breeze from the lanai and enjoy your morning coffee watching Summerland Cove wake up. End your day with alfresco dinning and famous Keys sunsets.A pre-FIRM lower level offers convenient guest quarters, an important Keys commodity. There's also flexible options for a pool house, tackle room, or storage - your choice. Plus a deep 1-car garage! A well maintained 10,000-lb boat lift--easily modified for larger vessels--completes the ideal waterfront lifestyle. Fuel your boat at Venture Out Marina less than two miles away from your seawall. With Niles Channel providing a 40-foot vertical bridge clearance, the highest in the Lower Keys, your Ocean or Gulf boating options are limitless. With just under 2,200 sq ft of living space- and backed by the security of a whole-house generator and whole-house water filter - this property embodies the rarest blend of comfort, craftsmanship, and blue-water possibility. Discover why Summerland Key remains the unsung hero of the Lower Keys--before opportunities like this are simply untouchable.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 of 7    Prev | Next
1–25 of 165 properties displayed
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

    $900,000
    26.6%
    change since last quarter
  • # Active listings

    234
    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