Summerland Key, FL Homes

/36
$775,000 Under Contract
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
1590 Gardenia Ln, Big Pine Key, FL 33043

Your Keys Getaway is Waiting on Big Pine Key!Tucked away in the peaceful Key Deer National Wildlife Refuge, this adorable canal-front home is ready for new owners to move right in and start living the island dream! Featuring 3 bedrooms, 2 baths, and an open living space with a freshly updated kitchen and new appliances, it's the perfect spot to relax or entertain.The third bedroom has a private

Sandra Tuttle

Island Welcome Real Estate

(877) 813-2468

1590 Gardenia Ln, Big Pine Key, FL 33043
/3
$65,000 Sold Aug 04, 2025
- Land
- 54 Days On Market
0 Spanish Channel Dr, No Name Key, FL 33043

This is two vacant lots. Tier 1 lots in a Platted Subdivision . As per Planning office a house can be built there .End of the street property so great water access.

Barbara Eads Barbara Eads Realty

0 Spanish Channel Dr, No Name Key, FL 33043

/2
Not Listed For Sale
3 Big Pine Ave, Big Pine Key, FL 33043

3 Big Pine Ave, Big Pine Key, FL 33043

/36
$699,000 Under Contract
- 2 Beds
- 1 Bath
- 864 Sq Ft
701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042

GREAT PRICE for this canal-front, slice of paradise! As a successful, active vacation rental where nightly rentals are allowed, this is an excellent income-generating opportunity in the gated community of Venture Out. It's tastefully furnished and ready for you or your guests to enjoy. With all the amenities this 69-acre gated community offers, you might just decide to make it your primary home

Patti Nickless

Coldwell Banker Schmitt Lower Keys (KW)

(645) 205-1034

701 Spanish Main Dr Unit 77, Cudjoe Key, FL 33042
/40
$825,000 Sold Aug 04, 2025
- 918 Sq Ft
- $899/SF
- 157 Days On Market
- 2 Beds
- 2 Baths
- Built 1959
260 Airport Dr S, Summerland Key, FL 33042

Attention pilots & boaters: Park your private plane in the front and your boat in the back! This 2 bedroom home in the highly sought-after Summerland Key Cove Airport Community offers the perfect low-maintenance retreat in the Florida Keys. Located at Mile Marker 24, this property boasts 60 feet of dockage, complete with a 14,000 lb boat liftThe unique layout of this home features one bedroom,

Francesca Santiago Keller Williams Realty Professionals (KW)

260 Airport Dr S, Summerland Key, FL 33042

/2
Not Listed For Sale
2 Big Pine Ave, Big Pine Key, FL 33043

2 Big Pine Ave, Big Pine Key, FL 33043

/38
$865,000 Under Contract
- 3 Beds
- 2 Baths
- 1,068 Sq Ft
3611 S Seas St, Big Pine Key, FL 33043

Start Living the Keys Life in this well maintained 3-Bedroom Waterfront Home! With vacant land protected on three sides from building, your privacy and tranquility at this home have been established. The peaceful surroundings provide a perfect retreat, ensuring your ultimate relaxation. Inside, the home features pocket sliders that open up to a screened porch, blending the indoors with the lush

Scott Brisson

KeyIsle Realty

(855) 706-4078

3611 S Seas St, Big Pine Key, FL 33043
/44
$930,000 Sold Aug 01, 2025
- 1,280 Sq Ft
- $727/SF
- 96 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
3761 Gumbo Limbo St, Big Pine Key, FL 33043

THIS IMPECCABLY RENOVATED CBS home is situated on a 7,350 sq. ft. lot with 70' concrete seawall, step-down dock and a recently added 10,000 lb. boat lift. Once inside, your eyes are drawn to the impressive new kitchen with quartz counters and the high cathedral ceiling throughout this 1,280 sq. ft. 2BD/2BA home. Numerous updates have been made since 2021, including renovations to both bathrooms,

Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

3761 Gumbo Limbo St, Big Pine Key, FL 33043

/2
Not Listed For Sale
1 Big Pine Ave, Big Pine Key, FL 33043

1 Big Pine Ave, Big Pine Key, FL 33043

/37
$850,000
- 3 Beds
- 2 Baths
- 1,079 Sq Ft
923 Indies Rd, Summerland Key, FL 33042

This updated 3 bedroom, 2 bath canal front home is located on the desirable Oceanside of Ramrod Key with quick boating access and no bridges, making it a dream location for fishing, diving, and exploring Keys waters. From the covered porch, enjoy peaceful peek-a-boo views of the ocean while relaxing with the gentle breezes.Inside, the home features newer flooring, new central air conditioning,

Christina Davis

Coldwell Banker Schmitt RE Co.

(786) 761-5767

923 Indies Rd, Summerland Key, FL 33042
/51
$975,000 Sold Aug 01, 2025
- 1,200 Sq Ft
- $812/SF
- 101 Days On Market
- 3 Beds
- 2 Baths
- Built 2023
527 Heck Ave, Little Torch Key, FL 33042

This immaculate 3-bedroom, 2-bath custom home was site built by the owner for himself in 2023. Located on Little Torch Key, this home boasts the best of both worlds with picturesque views of the sunsets over the ponds on one side and excellent canal front dockage on the other offering quick access to the open water. The coastal-style home features an open concept floor plan with porcelain plank

Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

527 Heck Ave, Little Torch Key, FL 33042

/9
Not Listed For Sale
22819 Blackbeard Ln, Cudjoe Key, FL 33042

22819 Blackbeard Ln, Cudjoe Key, FL 33042

/49
$948,000
- 2 Beds
- 2 Baths
- 1,124 Sq Ft
3667 S Seas St, Big Pine Key, FL 33043

Discover your dream waterfront residence in the Florida Keys! Constructed with superior CBS building methods, featuring concrete floors, beams, and decorative railings, this home promises enduring quality. A full concrete seawall and robust 10k lb. boatlift offer convenient access to local sandbars, snorkeling spots, dining venues, and exceptional fishing grounds. The securely enclosed yard

Scott Brisson

KeyIsle Realty

(833) 208-4500

3667 S Seas St, Big Pine Key, FL 33043
/19
$505,000 Sold Jul 30, 2025
- 1,056 Sq Ft
- $478/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
134 Tortuga Ln, Summerland Key, FL 33042

Waterfront Fixer-Upper with Endless Potential on Cudjoe Key in the Magical Lower Keys!Embrace the opportunity to transform this waterfront gem into your Florida Keys dream retreat! Nestled in the desirable community behind the famous Square Grouper Restaurant this property offers direct boating access to the Atlantic Ocean--no bridges, no hassle, just open water in mere minutes.Situated on a

Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

134 Tortuga Ln, Summerland Key, FL 33042

/2
Not Listed For Sale
- 3 Beds
- 1 Bath
- 672 Sq Ft
28177 Julia Ave, Little Torch Key, FL 33042

28177 Julia Ave, Little Torch Key, FL 33042

/12
$299,000
- Land
20822 1st Ave, Cudjoe Key, FL 33042

Located in the prestigious waterfront community of Cudjoe Gardens, this cleared and buildable 10,000 sq. ft. canal front lot offers an exceptional opportunity to create your dream home in the Lower Keys. With deep water, quick ocean access and no bridges, this property is perfect for boating enthusiasts and water lovers alike.Situated on a wide, clean canal just moments from the open ocean, the

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 713-1031

20822 1st Ave, Cudjoe Key, FL 33042
/5
$725,000 Sold Jul 30, 2025
- 1,394 Sq Ft
- $520/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1990
19462 Canal Dr, Summerland Key, FL 33042

Discover peace and privacy in this charming, elevated home nestled on a generous 14,000 sq ft lot on Sugarloaf Key. With a massive covered deck perfect for relaxing or entertaining, this 2-story stilt home offers 3 bedrooms, 2 full bathrooms, plus a versatile bonus room ideal for a home office, guest space, or playroom.Enjoy the convenience of covered parking for multiple vehicles, ample storage

Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

19462 Canal Dr, Summerland Key, FL 33042

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,170 Sq Ft
30919 Edward Rd Unit A & B, Big Pine Key, FL 33043

30919 Edward Rd Unit A & B, Big Pine Key, FL 33043

/4
$285,000
- Land
Unlisted Address

Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

Coby Taylor

Taylor & Assoc. RE, Inc.

(786) 876-6382

Unlisted Address
/23
$510,000 Sold Jul 30, 2025
- 1,120 Sq Ft
- $455/SF
- 176 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
27390 Barbados Ln, Summerland Key, FL 33042

Nestled in Breezeswept Beach Estates on the Ocean side of the highway for those seeking tranquil waterfront living or escaping the winter snow.Opportunity Awaits, Lots of Potential!Fixer Upper, needs work & not updated. 2 Bedrooms/2 Baths. 1120 Sq. ft. Spacious Open floor plan. Living Dining & Kitchen area with sliding doors to 12 X 28 back covered patio. Wrap around balcony. 40 ft. wide clean

Rose Dell Keller Williams Key West Compass Realty

27390 Barbados Ln, Summerland Key, FL 33042

/2
Est $196,293 Not Listed For Sale
- Studio
951 Hawksbill Ln, Sugarloaf Key, FL 33042

951 Hawksbill Ln, Sugarloaf Key, FL 33042

/15
$320,000
- Land
27345 Guadaloupe Ln, Ramrod Key, FL 33042

Oceanside canal front lot with direct bridge free water access. Easy ride out to some of the Keys best fishing. Situated close to US 1 between Key West and Marathon. Restaurants, shopping and mini golf all nearby. Lot is currently in ROGO and the sewer meter is in place. Purchase a building right and start your dream home now or gather ROGO points and begin later. No HOA. Lot has been approved

Scott Brisson

KeyIsle Realty

(786) 983-9662

27345 Guadaloupe Ln, Ramrod Key, FL 33042
/47
$1,075,000 Sold Jul 30, 2025
- 1,120 Sq Ft
- $960/SF
- 189 Days On Market
- 3 Beds
- 2 Baths
- Built 1999
128 Le Grand Ln, Summerland Key, FL 33042

Welcome to your stunning 3-bedroom, 2-bathroom oasis, nestled at the end of a peaceful cul-de-sac on a double canal. Surrounded by lush fruit trees, this home offers the perfect blend of tranquility and luxury. Step inside to find a spacious open floor plan that creates a bright and airy atmosphere, ideal for entertaining. The chef-friendly kitchen is equipped with modern appliances, making it a

Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

128 Le Grand Ln, Summerland Key, FL 33042

/8
Est $577,165 Not Listed For Sale
53 Sugarloaf Dr, Sugarloaf Shores, FL 33042

53 Sugarloaf Dr, Sugarloaf Shores, FL 33042

/45
$1,699,000
- 3 Beds
- 2 Baths
- 1,666 Sq Ft
27314 Saint Lucie Ln, Ramrod Key, FL 33042

Brand new concrete waterfront pool home on a corner canal lot with an exceptional 204' of water frontage, including the main canal, and just moments from open ocean access! This stunning home is built to withstand 180 mph winds, featuring impact-rated doors and windows, a metal roof, and solid concrete construction.Enjoy Florida Keys boating with a 40' concrete dock, 15,000 lb boat lift, and

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 783-4784

27314 Saint Lucie Ln, Ramrod Key, FL 33042
/29
$1,245,000 Sold Jul 28, 2025
- 1,542 Sq Ft
- $807/SF
- 199 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
17081 Starfish Ln W, Summerland Key, FL 33042

Experience the island lifestyle with open water and canal views from this spacious, 3 bedroom 2 bath elevated home in the desirable Sugarloaf Shores neighborhood, only 15 miles from Key West. Perfectly situated on a large 12,500 sq ft lot to enjoy open water views from the primary bedroom, kitchen, oversized living room and large covered porch. On a swimming canal with 100' of concrete seawall ,

Sean Farrer Coldwell Banker Schmitt Real E

17081 Starfish Ln W, Summerland Key, FL 33042

/2
Not Listed For Sale
430 Les Rohde Dr, Ramrod Key, FL 33042

430 Les Rohde Dr, Ramrod Key, FL 33042

/32
$1,199,000
- 3 Beds
- 2 Baths
- 1,494 Sq Ft
27417 Tobago Ln, Ramrod Key, FL 33042

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

Sandra Tuttle

Island Welcome Real Estate

(786) 822-7622

27417 Tobago Ln, Ramrod Key, FL 33042
/37
$765,000 Sold Jul 28, 2025
- 1,440 Sq Ft
- $531/SF
- 113 Days On Market
- 3 Beds
- 2 Baths
- Built 2019
27255 Mariposa Rd, Ramrod Key, FL 33042

Sellers are offering a 1% CREDIT towards Buyers closing cost based on purchase amount! Experience the tranquility of the Florida Keys in this meticulously maintained home, completed in 2019 and ready for your immediate enjoyment. This stunning property showcases thoughtful upgrades totaling over $50,000 by the current owner, designed to elevate your comfort and convenience. The interior offers a

Melissa Graham Bluescape Real Estate

27255 Mariposa Rd, Ramrod Key, FL 33042

/2
Est $431,370 Not Listed For Sale
- Studio
20874 4th Ave, Cudjoe Key, FL 33042

20874 4th Ave, Cudjoe Key, FL 33042

/16
$675,000
- Land
17215 Keystone Rd, Sugarloaf Shores, FL 33042

Cleared canal-front lot in Sugarloaf Shores with building permit in place and first inspection not due until December 2026! Positioned on the desirable no-bridge side, this expansive 27,716 sq. ft. residential parcel is surrounded by multi-million-dollar homes and offers easy access to the open water where days are enjoyed paddling and kayaking through mangrove-line creeks or heading out to

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(786) 957-7959

17215 Keystone Rd, Sugarloaf Shores, FL 33042
/3
$1,100,000 Sold Jul 25, 2025
- 2,400 Sq Ft
- $458/SF
- 43 Days On Market
- 5 Beds
- 2 Baths
- Built 1975
30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

Unique opportunity commercial mixed use (MU) zoning attached to this waterfront legal duplex with 3 bedrooms/1 bathroom (Unit B) and 2 bedrooms/1 bathroom (Unit A). Located in Mixed Use (MU) zoning which allows for many commercial business uses and 28 day vacation rental potential - buyer to verify. The over sized fenced lot @ 34,270' incorporates a boat ramp and protected boat basin. Quick

Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

/2
Not Listed For Sale
0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042

0 Vacant Land Unit 603907, Sugarloaf Key, FL 33042

/30
$829,000
- 4 Beds
- 2 Baths
- 1,456 Sq Ft
26868 Mariposa Rd, Ramrod Key, FL 33042

Presenting a newly built 2023 home on a spacious 12,250 sq. ft. lot in Ramrod Shores, designed with both efficiency and style in mind. This four-bedroom, two-bathroom property features durable construction elements like a metal roof and impact-resistant windows, optimizing insurance costs, with all 3 insurances combined under $5,000 total. The interior boasts an open-concept floor plan with high

Dan Serban

Key West Luxury Real Estate Inc (KW)

(786) 783-4956

26868 Mariposa Rd, Ramrod Key, FL 33042
/16
$785,000 Sold Jul 25, 2025
- 1,176 Sq Ft
- $668/SF
- 125 Days On Market
- 2 Beds
- 2 Baths
- Built 1993
27384 Barbuda Ln, Summerland Key, FL 33042

Latitude Adjustment-Let the Florida Keys breeze carry your worries away at this beach themed home. Just minutes away from world famous Looe Key Reef, the boating in the area is undeniably wonderful. Enjoy your catch under the tiki hut on the dock, or on the screened in porch to catch the last bits of the tropical breeze after a long day boating. The open floor plan inside is sure to give you

Lisa Carter Florida Keys Realty, Inc.

27384 Barbuda Ln, Summerland Key, FL 33042

/2
Est $1,074,192 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,361 Sq Ft
21034 Overseas Hwy, Cudjoe Key, FL 33042

21034 Overseas Hwy, Cudjoe Key, FL 33042

/37
$999,000
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
22954 Buccaneer Ln, Summerland Key, FL 33042

Welcome to 22954 Buccaneer Ln, a quintessential Florida Keys waterfront escape. Perfectly positioned on a rare corner canal lot, this property offers 191 feet of concrete dockage with quick, unobstructed access to open water--ideal for serious boaters. The exterior's inviting Keys-style cedar siding blends seamlessly with lush tropical landscaping, creating a relaxed island vibe from the moment

Lisa Ferringo

Coldwell Banker Schmitt Lower Keys (KW)

(645) 230-1509

22954 Buccaneer Ln, Summerland Key, FL 33042
/49
$750,000 Sold Jul 24, 2025
- 960 Sq Ft
- $781/SF
- 72 Days On Market
- 2 Beds
- 2 Baths
- Built 2008
25121 Center St, Summerland Key, FL 33042

STUNNING OPEN WATER views await you from this beautiful canal front home. Located on Summerland Key, this 2-bedroom, 2-bathroom home with permitted downstairs enclosure is a perfect blend of comfort and coastal charm. Boater's will love the full Length 40 ft concrete seawall on a wide deep-water canal. The home has quick access to Niles Channel and both the Gulf and Atlantic for great fishing and

Gregory Sullivan BYOWNER.COM

25121 Center St, Summerland Key, FL 33042

/2
Not Listed For Sale
- 7,000 Sq Ft
1138 Basque Ln, Summerland Key, FL 33042

1138 Basque Ln, Summerland Key, FL 33042

/37
$995,000
- 3 Beds
- 2 Baths
- 2,080 Sq Ft
687 & 689 Crane Blvd, Sugarloaf Key, FL 33042

A truly special offering for those who value strength, design, and the uncommon. Built to endure, this elevated solid poured concrete home features an insulated and Gaco coated, concrete roof, concrete floors, and an open, vault-like design with soaring ceilings--bringing an airy, artsy, and industrial-chic feel to island living.Located in highly desirable Sugarloaf Key, just 20 minutes from Key

Sandra Tuttle

Island Welcome Real Estate

(786) 807-6597

687 & 689 Crane Blvd, Sugarloaf Key, FL 33042

Showing Results 161 - 200, Page 5 of 18

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