Summerland Key FL Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
2,951
Status:
Active
MLS#:
616783
Type:
Single Family
Subdivision:
Cudjoe Gardens (21.0)
Lot size:
0.29 Acres
Year built:
1997
Courtesy: Berkshire Hathaway HomeServices Knight & Gardner Realty 305-294-5155
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ADDITIONAL INFORMATION

SOLD TURNKEY! INCLUDES FURNISHINGS, 2006 PONTOON BOAT & 2021 JET SKI! DEEP WATER! A remarkable waterfront estate in the prestigious neighborhood of Cudjoe Gardens. When you first walk up you will notice the beautiful landscaping, tropical fruit trees, key limes, mangoes, lemons, bananas and avocados! This stunning and elegant concrete residence on elevated lot, offers the perfect harmony of luxury and comfort. All new impact windows & doors, framed by custom plantation shutters. Every space has been meticulously curated, brand-new AC, and more! This incredible property with almost 3,000sf offers an open and spacious floor plan. The living area blends seamlessly with the screened in lanai with full bar, concrete heated, saltwater pool and overflow hot tub, offering full sun during the day. Leave the full wall of glass doors open to allow the fresh breeze of the Florida Keys as well as the gentle sound of the pool's waterfall. The Custom Chef's Kitchen has top of the line Stainless Steel Appliances, new wine cooler, Granite Countertops, huge island, and Custom Cabinetry. The home has a large master bedroom suite with its own living room/office/exercise area, sliders to back yard, 2 closets, and wonderful bathroom with spa like shower. 2 large guest bedrooms with full bath, an incredible Mother In Law/Guest Suite set up as bedroom sleeping 4-8 people with living area, with it's own driveway and private entrance and access to lanai, gorgeous bamboo flooring with inlayed Compass Rose and ceiling made of river recovered heart cypress, walk in closet designed as storm shelter, and full bath. Other features, outdoor kitchen and bar, 1 car garage with ample storage, double boat lift 20,000lb, 5 ft draft, 2 Ace 5,500lb davits, 100x10 concrete dock, Killer Dock brand fish cleaning station, commercial ice maker, and 5 min. Ride from the Ocean or Gulf, Fuel, Marina, and Tackle store, perfect for the avid fisherman. This property is a boat lover, fisherman, and chef's Dream Home

Beds:
3
Baths:
3.00
Sq.Ft.:
1,797
Status:
Active
MLS#:
616756
Type:
Single Family
Subdivision:
Summerland Cove Isle (25.5)
Lot size:
0.18 Acres
Year built:
2003
Courtesy: Action Keys Realty of the Lower FL Keys LLC 305-745-1323
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ADDITIONAL INFORMATION

This stately concrete home has all the best of everything on one of the best boating areas in the Lower KeysThis home is being offered completely furnished with electronics & most of the artwork, All kitchen and bedding items. The large great room has lots of seating. with soaring ceilings and lots of natural light. The kitchen is a chef's delight with sub zero appliances and induction chef's range. Lots of cabinets and extra storageThe master bedroom with in suite bath is exquisite. Top of the line soft and comfy mattress and 45'' flat screen TV. 2nd bedroom also has it's own private bath for the extra guests.Kick back and relax on the oversized screened porch or hang out under the shaded Tiki hut dockside. Nice ocean view from dock level. 2nd screen patio area at dockside completes the package.For the anglers you will love the ice machine, fish cleaning station, boat lift, 2 floating docks and bait freezer to make those daily fishing trips a breeze. Boating access is super with full 4'draft to accommodate the larger fishing vessels. Excellent short term rental history for extra income!! This is a must see!!!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,288
Status:
Active
MLS#:
616726
Type:
Single Family
Subdivision:
Sugarloaf Shores (17.0)
Lot size:
0.38 Acres
Year built:
2025
Courtesy: Truman & Co. (KW) 305-292-2244
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ADDITIONAL INFORMATION

Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the water. The home's elevated design provides a generous covered area beneath, ideal for parking multiple vehicles, storing watercraft, or hosting outdoor gatherings. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen spaces, all oriented to capture natural light and water views. The primary suite is a serene retreat with a spa-inspired bath, while two additional bedrooms offer flexibility for guests or family. Located just minutes from Key West yet tucked away in the quiet beauty of Lower Sugarloaf, this lushly landscaped home is an exceptional opportunity to enjoy the Florida Keys lifestyle. *Seller is a licensed FL Realtor

Beds:
5
Baths:
6.00
Sq.Ft.:
3,119
Status:
Active
MLS#:
616705
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
0.48 Acres
Year built:
2025
Courtesy: Serhant Florida LLC - Delray Beach Office 646-480-7665
View additional info

ADDITIONAL INFORMATION

Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10' ceilings, impact glass, and abundant natural light. The chef's kitchen includes premium appliances, quartz countertops, pantry, and large island ideal for entertaining. Multiple verandas, balconies, and a rooftop observation deck deliver 360-degree sunrise and sunset views. Outdoors, enjoy your own sparkling infinity pool, expansive pool deck, and seamless flow to the water.Every residence conveys with an assigned dock space in a private boat basin featuring new composite docks with electric, water, and a fillet station--perfect for boating enthusiasts. Homes are equipped with Tesla Solar, an elevator, and generous storage. Resort-style amenities include a sport court for tennis, pickleball, and basketball, along with oceanfront lounge areas, hammocks, and opportunities for paddleboarding and kayaking. Just one block from a private airport, accessibility is unmatched.For investors, Seven Palms Cove is an exceptional opportunity: there are no rental restrictions, and nearby comparable properties generate over $300,000 annually. Whether as a forever home, luxury vacation retreat, or high-performing investment, Seven Palms Cove offers the perfect blend of exclusivity, comfort, and opportunity in the Florida Keys.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,119
Status:
Active
MLS#:
616704
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
0.48 Acres
Year built:
2025
Courtesy: Serhant Florida LLC - Delray Beach Office 646-480-7665
View additional info

ADDITIONAL INFORMATION

Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10' ceilings, impact glass, and abundant natural light. The chef's kitchen includes premium appliances, quartz countertops, pantry, and large island ideal for entertaining. Multiple verandas, balconies, and a rooftop observation deck deliver 360-degree sunrise and sunset views. Outdoors, enjoy your own sparkling infinity pool, expansive pool deck, and seamless flow to the water.Every residence conveys with an assigned dock space in a private boat basin featuring new composite docks with electric, water, and a fillet station--perfect for boating enthusiasts. Homes are equipped with Tesla Solar, an elevator, and generous storage. Resort-style amenities include a sport court for tennis, pickleball, and basketball, along with oceanfront lounge areas, hammocks, and opportunities for paddleboarding and kayaking. Just one block from a private airport, accessibility is unmatched.For investors, Seven Palms Cove is an exceptional opportunity: there are no rental restrictions, and nearby comparable properties generate over $300,000 annually. Whether as a forever home, luxury vacation retreat, or high-performing investment, Seven Palms Cove offers the perfect blend of exclusivity, comfort, and opportunity in the Florida Keys.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,119
Status:
Active
MLS#:
616703
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
0.48 Acres
Year built:
2025
Courtesy: Serhant Florida LLC - Delray Beach Office 646-480-7665
View additional info

ADDITIONAL INFORMATION

Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10' ceilings, impact glass, and abundant natural light. The chef's kitchen includes premium appliances, quartz countertops, pantry, and large island ideal for entertaining. Multiple verandas, balconies, and a rooftop observation deck deliver 360-degree sunrise and sunset views. Outdoors, enjoy your own sparkling infinity pool, expansive pool deck, and seamless flow to the water.Every residence conveys with an assigned dock space in a private boat basin featuring new composite docks with electric, water, and a fillet station--perfect for boating enthusiasts. Homes are equipped with Tesla Solar, an elevator, and generous storage. Resort-style amenities include a sport court for tennis, pickleball, and basketball, along with oceanfront lounge areas, hammocks, and opportunities for paddleboarding and kayaking. Just one block from a private airport, accessibility is unmatched.For investors, Seven Palms Cove is an exceptional opportunity: there are no rental restrictions, and nearby comparable properties generate over $300,000 annually. Whether as a forever home, luxury vacation retreat, or high-performing investment, Seven Palms Cove offers the perfect blend of exclusivity, comfort, and opportunity in the Florida Keys.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,119
Status:
Active
MLS#:
616702
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
0.48 Acres
Year built:
2025
Courtesy: Serhant Florida LLC - Delray Beach Office 646-480-7665
View additional info

ADDITIONAL INFORMATION

Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10' ceilings, impact glass, and abundant natural light. The chef's kitchen includes premium appliances, quartz countertops, pantry, and large island ideal for entertaining. Multiple verandas, balconies, and a rooftop observation deck deliver 360-degree sunrise and sunset views. Outdoors, enjoy your own sparkling infinity pool, expansive pool deck, and seamless flow to the water.Every residence conveys with an assigned dock space in a private boat basin featuring new composite docks with electric, water, and a fillet station--perfect for boating enthusiasts. Homes are equipped with Tesla Solar, an elevator, and generous storage. Resort-style amenities include a sport court for tennis, pickleball, and basketball, along with oceanfront lounge areas, hammocks, and opportunities for paddleboarding and kayaking. Just one block from a private airport, accessibility is unmatched.For investors, Seven Palms Cove is an exceptional opportunity: there are no rental restrictions, and nearby comparable properties generate over $300,000 annually. Whether as a forever home, luxury vacation retreat, or high-performing investment, Seven Palms Cove offers the perfect blend of exclusivity, comfort, and opportunity in the Florida Keys.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,119
Status:
Active
MLS#:
616701
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
0.48 Acres
Year built:
2025
Courtesy: Serhant Florida LLC - Delray Beach Office 646-480-7665
View additional info

ADDITIONAL INFORMATION

Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10' ceilings, impact glass, and abundant natural light. The chef's kitchen includes premium appliances, quartz countertops, pantry, and large island ideal for entertaining. Multiple verandas, balconies, and a rooftop observation deck deliver 360-degree sunrise and sunset views. Outdoors, enjoy your own sparkling infinity pool, expansive pool deck, and seamless flow to the water.Every residence conveys with an assigned dock space in a private boat basin featuring new composite docks with electric, water, and a fillet station--perfect for boating enthusiasts. Homes are equipped with Tesla Solar, an elevator, and generous storage. Resort-style amenities include a sport court for tennis, pickleball, and basketball, along with oceanfront lounge areas, hammocks, and opportunities for paddleboarding and kayaking. Just one block from a private airport, accessibility is unmatched.For investors, Seven Palms Cove is an exceptional opportunity: there are no rental restrictions, and nearby comparable properties generate over $300,000 annually. Whether as a forever home, luxury vacation retreat, or high-performing investment, Seven Palms Cove offers the perfect blend of exclusivity, comfort, and opportunity in the Florida Keys.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,119
Status:
Active
MLS#:
616700
Type:
Single Family
Subdivision:
Summerland Estates (25.0)
Lot size:
0.48 Acres
Year built:
2025
Courtesy: Serhant Florida LLC - Delray Beach Office 646-480-7665
View additional info

ADDITIONAL INFORMATION

Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10' ceilings, impact glass, and abundant natural light. The chef's kitchen includes premium appliances, quartz countertops, pantry, and large island ideal for entertaining. Multiple verandas, balconies, and a rooftop observation deck deliver 360-degree sunrise and sunset views. Outdoors, enjoy your own sparkling infinity pool, expansive pool deck, and seamless flow to the water.Every residence conveys with an assigned dock space in a private boat basin featuring new composite docks with electric, water, and a fillet station--perfect for boating enthusiasts. Homes are equipped with Tesla Solar, an elevator, and generous storage. Resort-style amenities include a sport court for tennis, pickleball, and basketball, along with oceanfront lounge areas, hammocks, and opportunities for paddleboarding and kayaking. Just one block from a private airport, accessibility is unmatched.For investors, Seven Palms Cove is an exceptional opportunity: there are no rental restrictions, and nearby comparable properties generate over $300,000 annually. Whether as a forever home, luxury vacation retreat, or high-performing investment, Seven Palms Cove offers the perfect blend of exclusivity, comfort, and opportunity in the Florida Keys.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,364
Status:
Active
MLS#:
616695
Type:
Single Family
Subdivision:
Summerland Key Cove (25.0)
Lot size:
0.28 Acres
Year built:
1970
Courtesy: Coldwell Banker Schmitt RE Co. 305-872-3050
View additional info

ADDITIONAL INFORMATION

Welcome to 466 W Shore Dr in prestigious Summerland Key. This 2 bedroom concrete home is situated on a 12,000 sg foot lot, located on a wide deep water boating canal. There is an RV hookup, as well as power at the dock. The home is a split bedroom and bathroom floor plan with beautiful terrazzo floors, updated kitchen, and baths. Enjoy the [Noseeum] screened porch off the living area, or the tiki hut after a day on the water. Some of the windows and doors are impact resistant, there is a metal roof, and plenty of exterior storage. Also, this neighborhood has a private airport, that is right around the corner. Easy to see!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,392
Status:
Active
MLS#:
616673
Type:
Single Family
Subdivision:
Summerland Beach (25.0)
Lot size:
0.14 Acres
Year built:
1958
Courtesy: Ocean Sotheby's International 305-735-4095
View additional info

ADDITIONAL INFORMATION

Experience the perfect blend of character, durability, and Keys style at this quintessential cottage on the oceanside of Summerland Key. This thoughtfully crafted home welcomes you with the warmth of original Miami-Dade cypress floors and soaring ceilings that fill the interior with a sense of openness and timeless charm. Designed for peace of mind, the property boasts a metal roof, Hardie board siding, and upgraded impact windows and doors, ensuring both storm protection and long-lasting quality. Inside, the recently renovated retro-inspired kitchen takes center stage with teal blue appliances that add a playful splash of vintage appeal. Spacious living areas flow seamlessly to the screened waterside porch, where sweeping ocean views provide the ultimate backdrop for relaxing afternoons and entertaining guests. The bathrooms have been tastefully updated with custom tile and finishes, blending coastal elegance with modern function. Outdoors, a brand-new 100 foot long pier dock with 10K lift stretches across turquoise waters, creating the perfect launch point for your boat, paddleboards, or evening sunset strolls. A separate outbuilding offers incredible flexibility--ideal as a workshop, anglers room, or bonus storage for all your fishing and diving gear, plus additional storage shed. Tropical landscaping enhances the property, while the serene oceanside setting offers quick access to deep water for world-class fishing, diving, and island-hopping adventures. Whether you're seeking a primary residence, an island escape, or a vacation investment, this Summerland Key retreat delivers it all--original craftsmanship, modern upgrades, and the unmatched beauty of living directly on the ocean. It's a rare opportunity to own a home that truly embodies the Keys lifestyle!

Beds:
3
Baths:
3.00
Sq.Ft.:
3,013
Status:
Active
MLS#:
616595
Type:
Single Family
Subdivision:
Cruikshank Island (24.5)
Lot size:
0.28 Acres
Year built:
1987
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
View additional info

ADDITIONAL INFORMATION

Welcome to 680 Cruikshank Isle, an extraordinary waterfront estate in the heart of Summerland Key that captures the essence of Florida Keys luxury living. Offering over 3,000 sq. ft. of interior space, this three-bedroom, three-bath residence is thoughtfully designed for both elegance and comfort, blending open living areas with timeless architectural details.Inside, soaring ceilings and expansive windows bathe the home in natural light while framing breathtaking views of the crystal-clear waters beyond. The spacious great room and chef's kitchen create an ideal setting for entertaining, seamlessly flowing to the outdoors.Step outside to your private tropical sanctuary. The home is secured by a full perimeter fence and electric security gate, ensuring privacy and peace of mind. At the center of the outdoor living space is a sparkling resort-style pool, complemented by multiple lounging and dining areas perfect for sunset gatherings, al fresco meals, or quiet relaxation.For the boating enthusiast, this property is a dream. With deepwater dockage, a boat lift, and immediate access to the Atlantic Ocean and Gulf of Mexico, adventure is always at your doorstep--whether it's world-class fishing, snorkeling at the reef, or cruising the turquoise waters of the Lower Keys.Every detail of this home has been curated for those who value luxury, security, and the unmatched lifestyle of the Keys. Whether as a full-time residence or a private vacation retreat, 680 Cruikshank Isle offers a rare opportunity to own a waterfront estate in one of the most sought-after neighborhoods in Summerland Key.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,716
Status:
Active
MLS#:
616513
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
1974
Courtesy: Engel & Volkers Marathon
View additional info

ADDITIONAL INFORMATION

Welcome to Breezeswept Beach Estates-- In the heart of the Florida Keys! Here, boating, diving, and fishing are a way of life. This waterfront concrete block (CBS) 3-bed, 2-bath home sits on a deep, ocean-side canal just minutes to open water; Looe Key's clear blue reef is about a 15-minute boat ride away, and Key West is roughly 30 minutes by car. Thoughtfully updated for low-maintenance Keys living, the home features impact windows and doors, a durable metal roof, and tile + laminate wood floors. This concrete home is a bunker! Enjoy morning coffee on the screened porch overlooking the canal, then launch from your 14,000-lb boat lift for a day on the water. Afterward, rinse off the catch at the fish-cleaning station and unwind in your private swim spa. The property is privacy-fenced--great for pets--and the easy-care yard keeps weekends free for play. Additional enclosed bonus space downstairs is ideal for a workshop, recreation area, and storage. Practical perks include stainless steel appliances, pre-wiring for optical-cable internet, no HOA, and 28-night vacation rentals allowed. A stair lift adds welcome accessibility. This is effortless Keys living in a stellar location. Vacant and ready for you to move in! Call the listing agent today, and make your Florida Keys dreams come true!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,538
Status:
Active
MLS#:
616491
Type:
Single Family
Subdivision:
Jolly Roger Estates (28.5)
Lot size:
0.15 Acres
Year built:
2024
Courtesy: Keller Williams Realty Premier Properties - Kendall 305-595-2844
View additional info

ADDITIONAL INFORMATION

Spectacular open water location, with fabulous views from this newly constructed well-built oceanfront concrete home. Direct ocean or gulf access from massive dock that includes three boat lifts (one 15,000 pound, one 12,000 pound and a 10,000 pound double Waverunner lift). Relax in a large heated/chilled inground pool with a big covered pool patio area which drinks in the Ocean view. Home is surrounded by a lighted concrete security wall with an electric gate. The 2 upper levels include balconies that face the ocean, perfect to relax, enjoy the sunrises, and where you can see for miles and miles. Home is offered mostly furnished and has three bedrooms with California closets and three full baths with one half bath. The master bedroom has a built in electric fireplace and the master bath is extremely large with a jetted jacuzzi tub and is spectacularly tiled. The living room also has an electric built in fireplace with/without heat and colored settings. This home comes with an elevator and has an Audio Visual Room that has 5 zones with Sonos speakers. Counter tops for the center island is ''Blue Agate'', bathroom counter tops are ''Textured Leather /stone'', and the kitchen counter top is ''Blizzard''. Home security is comprised of four cameras (2 cameras in front and 2 cameras in back of house). Appliances are composed of ''True'' and ''Bosch'' name brands. There is plenty of parking for cars and trailers on this 6,600 square foot lot. This home is offered mostly furnished and boasts of a lighted xl kitchen island, true xl wine fridge, xl pantry, true xl refrigerator/freezer, convection 5 burner stove top and built in microwave.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,377
Status:
Active
MLS#:
616482
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.18 Acres
Year built:
1990
Courtesy: Coldwell Banker Schmitt Lower Keys (KW) 305-872-3050
View additional info

ADDITIONAL INFORMATION

Welcome to your open-water paradise! This 3-bedroom, 2-bath home is all about embracing the Florida lifestyle. Wake up to breathtaking open-water sunrises while you sip coffee on your private balcony, then spend your afternoons lounging by the sparkling pool. The main level offers two comfortable bedrooms and a full bath -- perfect for family or guests -- while the entire second floor is your private master suite retreat, complete with an office and a balcony overlooking wide-open water.And if having a boat dock is on your wish list, you're in luck! A vacant, cleared lot with a seawall and private boat ramp is available just down the street -- less than half a mile away at 27398 Jamaica Lane MLS 616483 This gives you the perfect opportunity to have both your dream home and your own boating access nearby.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
616459
Type:
Single Family
Subdivision:
Vacation Harbor (19.5)
Lot size:
0.14 Acres
Year built:
1982
Courtesy: Douglas Elliman Florida, LLC - Sunset Drive 305-695-6300
View additional info

ADDITIONAL INFORMATION

Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly sets this property apart is its rare private boat ramp on a deep-water canal with a boat lift--a feature difficult to replicate under today's strict permitting process. Enjoy quick access to the open waters for world-class boating and fishing. Lot also provides plenty of room oasis to add a pool overlooking the canal. Whether as a full-time residence or vacation escape, this home delivers the quintessential Florida Keys experience.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,260
Status:
Active
MLS#:
616428
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
2025
Courtesy: Keller Williams Key West Compass Realty 305-292-0020
View additional info

ADDITIONAL INFORMATION

Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with 298 sq. ft. of enclosed storage space. Schedule your private showing today! One of the Sellers is a Licensed FL Real Estate Sales Associate.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,464
Status:
Active
MLS#:
616393
Type:
Single Family
Subdivision:
Gulf Shores (19.5)
Lot size:
0.69 Acres
Year built:
2017
Courtesy: Coldwell Banker Schmitt Real Estate Co. (KW) 305-296-7727
View additional info

ADDITIONAL INFORMATION

An incredible opportunity, especially for those looking for a spacious, 2464 sq ft well-equipped 12-foot stilted custom-built, waterfront home. 4 bedrooms, 3 baths plus a den with recent improvements and updates. Enormous Master bedroom and master bath with a gigantic tub. A huge breathtaking kitchen with stainless steel appliances. The combination of a large living area, open floor plan, modern amenities, and outdoor entertainment space really sets it apart. Built in 2017. Features like the 1256 sq ft wrap-around porch, 3 walk-in closets, and mature landscaping with Mango, Avocado and the largest Neem tree around, add to its charm. Situated on a sprawling 30,000 sq ft double lot and access to the Gulf and Atlantic are fantastic for anyone who enjoys boating or fishing. Located in a quiet neighborhood with your own private boat ramp and large seawall is a big plus. An abundance of storage and parking are just what you need. There's plenty of room for outdoor activities, whether it's relaxing by the water or potentially adding a pool. New tile floors in 2024. Sellers are motivated. Some images are virtually staged.

Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
Active
MLS#:
616333
Type:
Single Family
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1997
Courtesy: Keys Realty Redefined LLC 843-437-1817
View additional info

ADDITIONAL INFORMATION

Welcome to this completely remodeled, direct canal front cottage located at 701 Spanish Main Dr in Cudjoe Key, FL. This beautiful property offers 2 bedrooms and 2 bathrooms within its 816 sq.ft. of finished living space. The home sits on a 2,568 sq.ft. lot, providing ample outdoor space for relaxing and entertaining. The property features a bright and airy interior with an open floor plan, perfect for comfortable living. The kitchen is equipped with S/S appliances, granite tops and plenty of cabinet storage. The bedrooms are well-sized and offer a peaceful retreat at the end of the day. The bathrooms are renovated with granite and tiled showers. The home also includes a laundry area for convenience. Outside, you'll find a lovely patio area where you can enjoy the Florida sunshine. This waterfront property is situated in a desirable location, close to all the amenities that Cudjoe Key has to offer. Don't miss out on the opportunity to make this charming home your own.

Beds:
2
Baths:
2.00
Sq.Ft.:
816
Status:
Active
MLS#:
616317
Type:
Mobile Home
Subdivision:
Venture Out (23.0)
Lot size:
0.05 Acres
Year built:
1995
Courtesy: Bluescape Real Estate 305-375-3799
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ADDITIONAL INFORMATION

Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.* Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis courts, basketball courts, bocce courts, ocean swimming area and more!* Well-Maintained: This home has been very well cared for and updated and is ready for you to move in and enjoy.* Gated Community: Cruise around the property in your golf cart to the community store or to join in on the numerous community activities.Live with peace of mind in a secure and exclusive gated community.Don't miss this rare opportunity to own a piece of paradise!* Exclusivity: The gated community adds a sense of security and prestige.* Nightly Rentals Allowed!* Excellent rental income potential!!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
A11858417
Type:
Single Family
Subdivision:
VACATION HARBOR
Lot size:
0.14 Acres
Year built:
1982
Courtesy: Douglas Elliman Guadalupe Perez 305-790-2453
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ADDITIONAL INFORMATION

Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE GENERATOR WITH TRANSFER SWITCH, Built on sturdy concrete pilings with Hardie board siding and a metal roof, Large workshop, storage space on first level with Laundry room, this three-story retreat of island living. Inside, you’ll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly sets this property apart is its rare private boat ramp on a deep-water canal with a boat lift—a feature difficult to replicate under today’s strict permitting process. Enjoy quick access to the open waters. Lot also provides plenty of room oasis to add a pool overlooking the canal. Whether as a full-time residence or vacation escape.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,448
Status:
Active
MLS#:
616305
Type:
Single Family
Subdivision:
Cutthroat Harbor Est (23.0)
Lot size:
0.14 Acres
Year built:
1991
Courtesy: Expert Realty LLC (HQ) 305-587-7330
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ADDITIONAL INFORMATION

Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous kitchen and dining area serve as the heart of the home, ideal for hosting memorable gatherings. Each updated bathroom radiates modern sophistication, while the roomy master suite provides a private sanctuary for relaxation.The exterior of the property offers ample off-street parking and the potential space for a pool--a perfect opportunity for outdoor living. Additionally, a versatile 299 sq. ft. enclosure downstairs provides excellent extra storage for all your needs.Enjoy unparalleled water access to the Gulf and Atlantic, making it easy to indulge in aquatic adventures. With a variety of fantastic restaurants and vibrant bars within walking distance, the lifestyle here is as appealing as the home itself.At an exceptional price of $480 per square foot, this property stands out as one of the best-valued waterfront homes in the Lower Keys. Bring your boat and immerse yourself in the laid-back charm of the Florida Keys--your paradise awaits!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,851
Status:
Active
MLS#:
616249
Type:
Single Family
Subdivision:
Snug Harbor Sub (25.0)
Lot size:
3.91 Acres
Year built:
1992
Courtesy: Royal Palms Realty (KW) 305-923-9884
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ADDITIONAL INFORMATION

An unparalleled opportunity to own your own private island in the Florida Keys. Melody Key is a true rarity--an off-grid sanctuary offering complete privacy, turquoise waters in every direction, and now a brand-new boat dock and observation deck that set the stage for its next chapter.The property is currently undergoing a full renovation with permits and detailed architectural drawings already in place, giving the next owner a priceless advantage: step in at the perfect moment to bypass years of costly planning, engineering, and permitting delays. The most complex and time-consuming site-work has already been completed. With the structure, dockage, and infrastructure well underway, you can now take the reins of a project designed to become one of the most iconic private estates in the Florida Keys.Spanning over 5 acres, this private island offers a main residence with soaring wood-beamed ceilings, panoramic water views, and open-air living powered entirely by solar. From sunrise over the Atlantic to sunsets over the Gulf, the views are endless and unforgettable. The elevated observation deck delivers dramatic 360-degree vistas, perfect for entertaining, stargazing, or simply enjoying total seclusion.The seller has already invested heavily to bring the island to this stage and the estimate is $1.8M anticipated to complete renovations. For a discerning buyer, this creates a rare chance to secure Melody Key at precisely the right moment--capturing significant upside and finishing the project exactly to your vision.There is a private airport in the neighborhood for those with private planes.The property comes with a full residential lot on a canal for boat launches with a seawall located at 1439 Hudgings Dr.Opportunities of this exclusivity simply do not exist elsewhere in the Keys. Melody Key is not just a property--it is a legacy waiting to be completed.

Beds:
2
Baths:
1.00
Sq.Ft.:
756
Status:
Active
MLS#:
616243
Type:
Single Family
Subdivision:
Coral Shores Estates (28.0)
Lot size:
0.1 Acres
Year built:
1986
Courtesy: KeyIsle Realty 305-923-6159
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ADDITIONAL INFORMATION

Don't miss this amazing opportunity to own a great piece of waterfront property on a clean plugged canal. Excellent for swimming, kayaking, paddle boarding, fishing and snorkeling in your own backyard. This well maintained updated home has stainless steel appliances with an ample amount of cabinets in the kitchen and a nice bright open living room. Just a few steps down the hall, is your comfy bedrooms, bathroom, and enough storage space for all your extras. Located in the quiet subdivision of Coral Shores Estates just minutes from a public boat ramp, local restaurants, and a shopping center. Make this home yours so you can enjoy the true island lifestyle of the Florida Keys. Seller is motivated.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,494
Status:
Active
MLS#:
616242
Type:
Single Family
Subdivision:
Breezeswept Bch Est (27.5)
Lot size:
0.14 Acres
Year built:
2010
Courtesy: Island Welcome Real Estate 305-923-9161
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ADDITIONAL INFORMATION

This custom-built 3-bedroom, 2-bathroom residence on Ramrod Key offers a spacious, split floorplan, 1500 sq ft and is just 27 miles from Key West. The high quality 2010 construction features a hip metal roof, hardi plank siding, impact windows, and doors, ensuring durability and peace of mind. The heart of this home is its large kitchen, designed for both function and style. With an abundance of cabinets, sleek granite countertops, and a convenient pantry, you'll have all the space you need for cooking, entertaining, and storage. Step onto the inviting screened porch, where you can enjoy views of the boating canal. The 40' concrete dock, provides easy oceanside access with no bridges--ideal for reaching world-class fishing and diving spots in minutes. The low-maintenance yard offers space for a pool, RV parking, or additional off-street parking for guests. Enjoy fantastic mangos from the yard! The lower enclosure provides ample storage with plenty of shelving and a workbench. This home is a perfect retreat for those seeking comfort, convenience, and the ultimate Florida Keys lifestyle.

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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

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

    251
    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