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Summerland Key, FL Homes for Sale with Garage

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  • /48

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    28560 Doubloon Rd, Summerland Key, FL 33042

    This Jolly Roger Estates treasure puts good times in the Atlantic and back-country waters within easy reach by boat; the owners of this custom-built home will consider all reasonable offers! The 2-story stilt home has exceptional character, multiple inviting porches and outdoor sitting areas. Abundant kitchen cabinets are topped with stunning quartzite counters and a full-length screened porch

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co. Lower Keys Office

    (888) 703-2360

    28560 Doubloon Rd, Summerland Key, FL 33042
  • /48

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 1,608 Sq Ft

    29457 Constitution Ave, Big Pine Key, FL 33043

    Solid, Spacious & Ready for Your Island Lifestyle! This 3 BD/3 BA concrete block home is just 3 houses in from Pine Channel, offering quick open water access and a short ride to Looe Key Reef--a world-famous spot for diving, snorkeling, and fishing. The 12,000 lb. boat lift is already installed and hard-wired for safety and convenience.Built Pre-FIRM, the home allows for renovation flexibility

    Agent Photo

    Nira Tocco

    Coldwell Banker Schmitt RE Co. Lower Keys Office

    (877) 806-2123

    29457 Constitution Ave, Big Pine Key, FL 33043
  • /61

    $1,125,000

    • 2 Beds
    • 3 Baths
    • 1,120 Sq Ft

    421 Ixora Dr, Big Pine Key, FL 33043

    Looking for great boating and a pool home that's already updated so you can spend time on the water? Look no further! This 2BD/3BA, CBS home is situated on a 50 ft. wide canal system that offers excellent access to the back country and Atlantic via Bogie Channel and Spanish Harbor. The 1120 sq. ft. living area has been completely renovated including the kitchen, bathrooms, impact-resistant

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co. Lower Keys Office

    (888) 684-6607

    421 Ixora Dr, Big Pine Key, FL 33043
  • /13

    $475,000

    • 4 Beds
    • 3 Baths
    • 1,620 Sq Ft

    31052 Avenue H, Big Pine Key, FL 33043

    Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt RE Co. Lower Keys Office

    (844) 542-1790

    31052 Avenue H, Big Pine Key, FL 33043
  • /35

    $870,000

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    575 Caribbean Dr E, Summerland Key, FL 33042

    Best Price for a canal home in Summerland Cove. Here is great opportunity to get a location with premier boating access- 60' concrete seawall on a canal that is 60' wide and has a 4' control depth. 10k boat lift. The home features 2 bedrooms 1.5 baths, with a metal roof and covered porch overlooking the canal. Cute Island cottage with long time owner. Offered FURNISHED including kayaks and

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    Sandra Tuttle

    Island Welcome Real Estate

    (855) 515-8896

    575 Caribbean Dr E, Summerland Key, FL 33042
  • /21

    $949,900

    • 2 Beds
    • 2 Baths
    • 1,277 Sq Ft

    29544 Independence Ave, Big Pine Key, FL 33043

    2 Bedroom 2 Bath almost 1300 sq. ft. home plus sunroom that can double as a guest room. 75 ft on canal with concrete seawall and stepdown dock. Garage 40 ft wide canal, straight shot out of canal to Pine Channel for Gulf or Atlantic fishing, diving and boating. Room for pool front or back. Covered back patio. Partially fenced lot can be totally fenced.Tile floors throughout, Accordion Shutters,

    Rose Dell Keller Williams Key West Compass Realty

    29544 Independence Ave, Big Pine Key, FL 33043
  • /34

    $1,290,000

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft

    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 RE Co

    17081 Starfish Ln W, Summerland Key, FL 33042
  • /42

    $1,399,000

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    29662 Independence Ave, Big Pine Key, FL 33043

    Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining.Step outside to a seawall that leads

    Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

    29662 Independence Ave, Big Pine Key, FL 33043
  • /40

    $1,895,000

    • 3 Beds
    • 3 Baths
    • 1,837 Sq Ft

    30363 Flamingo Ln, Big Pine Key, FL 33043

    Tranquility meets coastal living, discover this stunning concrete constructed home built in 1993. Located in the desirable subdivision of Tropical Bay Estates this elevated waterfront residence offers unparalleled access to both the ocean and bay, just 15 minutes by boat. The iconic No Name Pub is just a 2-minute drive or a 15-minute walk away for some of the best pizza in the Keys. A few

    Jo Ann Cook Ocean Sotheby's International

    30363 Flamingo Ln, Big Pine Key, FL 33043
  • /35

    $1,445,000

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    22822 John Silver Ln, Summerland Key, FL 33042

    Submit all offers to listing agent

    Halley Haack Coldwell Banker Schmitt Real E

    22822 John Silver Ln, Summerland Key, FL 33042
  • /38

    $1,865,000

    • 2 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1607 Sunrise Dr, Big Pine Key, FL 33043

    Waterfront Paradise in Tropical Bay EstatesExperience luxurious open-water living in this beautifully remodeled home overlooking the stunning Bogie Channel. Wake up to breathtaking sunrises, enjoy magical moonlit waters, and explore world-class fishing and lobstering right from your 75-foot seawall with an 8-foot-deep boat slip.This 2,000 sq. ft. open-concept home features water views from nearly

    Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

    1607 Sunrise Dr, Big Pine Key, FL 33043
  • /65

    $1,700,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    28538 John Silver Rd, Summerland Key, FL 33042

    Welcome to your dream waterfront retreat in beautiful Little Torch Key! This stunning 3-bedroom, 2-bathroom home offers panoramic views of the crystal-clear waters and surrounding nature, perfect for enjoying the beautiful Florida Keys lifestyle. Direct ocean access with no bridges to the Atlantic Ocean.As you enter this spacious and light-filled home, you will be greeted by an

    Miguel Portuondo Real Estate Sales Force

    28538 John Silver Rd, Summerland Key, FL 33042
  • /43

    $1,999,900

    • 3 Beds
    • 2 Baths
    • 2,156 Sq Ft

    1165 Lagoon Dr, Summerland Key, FL 33042

    Exceptional waterfront pool home in Summerland Key! This beautifully updated 2156sqft concrete home is located in the desirable neighborhood of Summerland Cove, known for its incredible boating access, deep-water flow through canals and close location to Key West (just 24 miles). Enjoy the ocean and lagoon views from the kitchen, living room, dining room, loft and screened patio, or from the 64'

    Laura Koski The Keyes Company (Tequesta)

    1165 Lagoon Dr, Summerland Key, FL 33042
  • /64

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    3127 Stewart Rd, Summerland Key, FL 33042

    Open Water - Beautifully remodeled home...All systems updated and interior complete remodel done. Concrete pilings are in great condition; work just completed by a licensed contractor. This is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved, natural habitat, nestled on the open water with great boating and amazing

    Pamela Stangler Expert Realty LLC

    3127 Stewart Rd, Summerland Key, FL 33042
  • /52

    $1,394,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    31516 Avenue F, Big Pine Key, FL 33043

    Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home in Big Pine Key! With 45 feet of canalfront concrete seawall, a fish cleaning station, and only four lots in from Florida Bay, this property offers stunning bay and sunset views and easy access to the Atlantic Ocean, perfect for offshore fishing or Florida Bay adventures. Located in a prime area, this home

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    31516 Avenue F, Big Pine Key, FL 33043
  • /37

    $989,000

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    681 W Indies Dr, Summerland Key, FL 33042

    This charming 2-bedroom, 2-bath home is your slice of paradise in the Lower Keys. Nestled on the open water, the property offers ocean views that will take your breath away. Enjoy your morning coffee or evening cocktails on the screened-in porch, perfect for relaxing and soaking in the coastal breeze. With a swim dock right out back, you'll have easy access to the crystal-clear waters for a

    Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

    681 W Indies Dr, Summerland Key, FL 33042
  • /23

    $3,500,000

    • 4 Beds
    • 4.5 Baths
    • 3,228 Sq Ft

    22815 Port Royal Ln, Summerland Key, FL 33042

    DIRECT OCEAN FRONT - BOATERS PARADISE FOUND with room for 3 Boats on unobstructed sunset view over open water - oversized corner lot with water on 2 sides at end of a private road offering picture perfect sunsets in a protected bay! Boasting 323' of water frontage, includes 175' of open water and 148' of canal frontage featuring a 90' concrete dock, and a private kayak launch. The main level of

    Rhonda Gailey Gailey Enterprises Real Estate

    22815 Port Royal Ln, Summerland Key, FL 33042
  • /16

    $989,999

    • 3 Beds
    • 3 Baths
    • 960 Sq Ft

    22961 John Avery Ln, Summerland Key, FL 33042

    Boater's Paradise in Cudjoe Key under 1 million! Priced to Sell! Bring all offers!Bring your boat, jet skis, and sense of adventure! This upgraded two-story coastal retreat is designed for water lovers, featuring over 60 feet of dock space complete with shore power, plumbing, and brand-new dual jet ski davits plus a boat lift -- perfect for launching into the Florida Keys lifestyle.The lower

    Rayden Vega CASA MIAMI REAL ESTATE

    22961 John Avery Ln, Summerland Key, FL 33042
  • /44

    $920,000

    • 3 Beds
    • 2 Baths
    • 1,081 Sq Ft

    873 Indies Rd, Summerland Key, FL 33042

    Spectacular double views from the rear screened patio offering canal views at a ''T'' junction and sunrise coming over the horizon. While sunset views from the front offer a full view over the estuary. Don't miss some beautiful glimpses of nature as migrating birds and fish nurseries fill the estuary. The well-appointed home offers 3 bedrooms and 2 bathrooms with double sliding glass doors onto

    Donna Halstead Coldwell Banker Schmitt RE Co. Lower Keys Office

    873 Indies Rd, Summerland Key, FL 33042
  • /43

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    27415 Barbuda Ln, Ramrod Key, FL 33042

    Welcome to your waterfront retreat! This custom built solid concrete wall house was engineered to withstand a 175mph Cat 5 hurricane and proved it's hurricane resilience during hurricane Irma. This one owner canalfront home is nestled in one of Ramrod Key's most sought-after subdivisions. Designed with a spacious open floor plan and attention to detail, the home features 3 bedrooms and 2

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    27415 Barbuda Ln, Ramrod Key, FL 33042
  • /53

    $2,499,000

    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft

    23086 Snapper Ln, Summerland Key, FL 33042

    Luxury Waterfront Fortress with Breathtaking Atlantic Ocean Views. Experience unparalleled coastal living with stunning, unobstructed views of the Atlantic Ocean and Kemp Channel from this oversized 12,000 sq. ft. corner lot. This one-of-a-kind CBS home is built for strength and style, offering the ultimate in durability and design. Featuring 4 bedrooms, 3 baths, and a spacious two-car garage,

    Greg MacLaren Internet Realty of the Florida Keys

    23086 Snapper Ln, Summerland Key, FL 33042
  • /47

    $1,165,000

    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    29051 Magnolia Ln, Big Pine Key, FL 33043

    Welcome to 29051 Magnolia Ln, Big Pine Key, FL! This home offers a 2-bedroom, 2-bath main area and a pre-FIRM permitted 480 sq. ft. studio/MIL suite with a full bath. Nestled on a 5,100 sq. ft. lot, this concrete home is ideal for island living. The chef's kitchen features stainless steel appliances, premium counters, and breakfast bar. Enjoy a screened porch overlooking the canal, complete with

    Yvette Toledo-Baste Compass Florida, LLC.

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /42

    $699,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    3231 Pompano St, Big Pine Key, FL 33043

    Ultimate Privacy in Big Pine KeyStep into an extraordinary sanctuary of seclusion, where tropical elegance meets unmatched exclusivity. 1 of only 2 homes in the entire Seaview subdivision of Big Pine Key.3231 Pompano Drive is a beautifully renovated island retreat set on a 10,000 sq. ft. lot, surrounded by untouched nature and abundant wildlife. No additional homes can ever be built, ensuring

    Dawn McComish Lokation Real Estate

    3231 Pompano St, Big Pine Key, FL 33043
  • /46

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,285 Sq Ft

    30335 Warbler Ln, Big Pine Key, FL 33043

    Located across the sound from the Great Heron Wildlife refuge, this expansive CBS ranch offers a sprawling floorplan with ensuite Master Bed/Bath and guest ensuite totaling 2,285 sf with 4 bedrooms and 3 full baths. Located in one of the best neighborhoods in the lower keys, just minutes out to Bogie Channel and open water fishing & recreation. Back country abundance is 7 minutes away and the

    Paul Rogers Coldwell Banker Schmitt RE Co. Lower Keys Office

    30335 Warbler Ln, Big Pine Key, FL 33043
  • /142

    $3,500,000

    • 7 Beds
    • 6 Baths
    • 4,531 Sq Ft

    815 E Shore Dr, Summerland Key, FL 33042

    SELLER FINANCING AVAILABLE! Paradise awaits at this breathtaking 7-bedroom, 6-bathroom waterfront estate in Summerland Key! Designed for those who crave Florida Keys luxury, privacy, and endless outdoor adventure, this resort-style retreat offers breathtaking open-water views, a private boat basin, and an array of high-end amenities--all just moments from exclusive Little Palm Island.Spanning

    Karen Williams-deCastro LPT Realty, LLC

    815 E Shore Dr, Summerland Key, FL 33042
  • /44

    $1,220,000

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    28552 Maracaibo Rd, Little Torch Key, FL 33042

    This Waterfront 2-bedroom, 2-bathroom Keys Dream Home is designed with an open-concept layout to maximize space and views. The living area flows seamlessly into the dining and kitchen spaces, creating a perfect environment for entertaining guests. Large doors open onto an enclosed balcony allowing for stunning views of the canal. Large Garage! Enjoy the Florida sunshine by the pool, which is

    Teri Hiller Coldwell Banker Schmitt Real Estate Co.

    28552 Maracaibo Rd, Little Torch Key, FL 33042
  • /46

    $1,234,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    43 Venetian Way, Summerland Key, FL 33042

    Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened

    Lori Cameron Buy The Keys

    43 Venetian Way, Summerland Key, FL 33042
  • /41

    $799,900

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    3635 Trade Winds St, Big Pine Key, FL 33043

    Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof,

    Michel Luna Lifestyle International Realty

    3635 Trade Winds St, Big Pine Key, FL 33043
  • /39

    $800,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    74 Pelican Ln, Big Pine Key, FL 33043

    Completely remodeled property, 2024 roof, new floors, termite treatment done 2025, fully furnished, with an excellent location 30 minutes from Key West, restaurants, schools, beaches, recreational centers and everything you need for a quiet and pleasant life, all close.And it also has a completely habitable game room with independent entrance.

    Yunior Molina My Realty Group, LLC.

    74 Pelican Ln, Big Pine Key, FL 33043
  • /49

    $1,150,000

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    29559 Ranger Ave, Big Pine Key, FL 33043

    This well desired location and immaculately maintained home is 5 minutes from world class boating, fishing, diving and snorkeling. Located in Pine Channel Estates for the fastest and easiest direct access to the ocean or the endless options of bay-side boating adventures. Boasting a 75' concrete seawall with a 16K lb boat lift, davits, and drop-down on/off boat access, there is even a dive board

    Donna Halstead Coldwell Banker Schmitt RE Co. Lower Keys Office

    29559 Ranger Ave, Big Pine Key, FL 33043
  • /66

    $998,000 Open Sun 3PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,541 Sq Ft

    246 Colson Dr, Summerland Key, FL 33042

    SPECTACULAR OCEANVIEWS!!! Just a few houses in from the Wide Open Ocean & Bay- CBS House 3 Bed/2 Bath - 80 ft. Concrete Dock on a Deep - Water -Wide - Canal. Beautifully Landscaped Yard. This home features - Cathedral Ceilings, Custom Cabinets & Island. Great Layout, & Impeccable Craftmanship on the Front Door & Tile through out. Plenty of Room for a Pool, RV, & All your toys. Quiet

    Tracey Petrusha Venture Realty Group

    246 Colson Dr, Summerland Key, FL 33042
  • /54

    $5,600,000

    • 4 Beds
    • 3.5 Baths
    • 5,608 Sq Ft

    974 Flagship Dr, Summerland Key, FL 33042

    Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which

    Lee Sanders KeyIsle Realty

    974 Flagship Dr, Summerland Key, FL 33042
  • /2

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    29050 Rose Dr, Big Pine Key, FL 33043

    This 1200 square foot single family home has 3 bedrooms and 2.0 bathrooms. This home is located at 29050 Rose Dr, Big Pine Key, FL 33043. Storage unit on first floor. Nearby public boat ramp. Private cement deck 75 feet.

    Evelyn Brito Lifestyle International Realty

    29050 Rose Dr, Big Pine Key, FL 33043
  • /9

    $1,895,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft

    620 Barry Ave, Summerland Key, FL 33042

    PRE-COMPLETION PRICING AVAILABLE! Exquisite New Construction Home scheduled for completion in early 2025! Discover luxury living in this coastal haven. Boasting CBS construction, metal roof, impact windows & doors throughout. This 4 bedroom, 3 bath home is the epitome of modern elegance and coastal charm that boasts over 4,400 sq. ft of finished interior & exterior luxury! Step inside to be

    Kelly Gardner Bluescape Real Estate

    620 Barry Ave, Summerland Key, FL 33042
  • /54

    $1,595,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,120 Sq Ft

    27433 Antigua Rd, Summerland Key, FL 33042

    Brand New Luxury Home - Breezeswept Beach Estates, Ramrod KeyNOW COMPLETE AND MOVE-IN READYThis is not just a dream coastal retreat--it's a fortress of modern luxury in the Florida Keys. Located in the desirable Breezeswept Beach Estates community, this brand-new 4-bedroom, 3-bath home is built with solid CBS construction, offering unmatched strength and security. Think of it as your stylish,

    Kelly Gardner Bluescape Real Estate

    27433 Antigua Rd, Summerland Key, FL 33042
  • /35

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,070 Sq Ft

    18 W Circle Dr, Key West, FL 33040

    Exceptional waterfront Pool home in Key West!!.Great for Airbnb. The 3 bedroom and 2 bathroom home presents a unique opportunity for those seeking a tropical paradise lifestyle, completely remodeled and this meticulously maintained, Impact windows and doors, Beautiful custom Cabinets & Island, new appliances, modern bathrooms with the latest technology, pool with heater/chiller, floating dock for

    Ofelia Ramirez Florida Realty of Miami Corp

    18 W Circle Dr, Key West, FL 33040
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