24

Summerland Key, FL Homes for Sale with Garage

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  • /61

    $2,250,000

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    743 Pattison Dr, Summerland Key, FL 33042

    Welcome to your slice of paradise in the Florida Keys! This stunning 3-bedroom, 2-bath canal-front home in desirable Cudjoe Gardens celebrates everything we love about island life -- in shades of blue. From the moment you arrive, you'll feel the calm, coastal vibe this home radiates.Beautifully remodeled in 2021 with full permits, this residence offers an open-concept living area with soaring

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    Sandra Tuttle

    Island Welcome Real Estate

    (786) 756-9163

    743 Pattison Dr, Summerland Key, FL 33042
  • /48

    $1,319,000

    • 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

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    Nira Tocco

    Coldwell Banker Schmitt RE Co.

    (877) 806-2123

    29457 Constitution Ave, 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.

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (844) 542-1790

    31052 Avenue H, Big Pine Key, FL 33043
  • /47

    $1,099,000

    • 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

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    Yvette Toledo-Baste

    Compass Florida, LLC

    (866) 971-5749

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /48

    $1,350,000

    • 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

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (888) 703-2360

    28560 Doubloon Rd, Summerland Key, FL 33042
  • /43

    $1,795,000

    • 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
  • /28

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 1,797 Sq Ft

    860 Lagoon Dr, Summerland Key, FL 33042

    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

    Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

    860 Lagoon Dr, Summerland Key, FL 33042
  • /65

    $2,199,000

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    1659 Long Beach Dr, Big Pine Key, FL 33043

    One of the only true luxury oceanfront estates with a private sandy beach available in the Florida Keys. Live where others vacation at this breathtaking Big Pine Key oceanfront residence, gracefully positioned on over 300 feet of private shoreline along the Atlantic Ocean. Offering 1,850 sq. ft. of elevated, fully remodeled living space, this rare coastal sanctuary is the epitome of privacy,

    Donna Williams- Suchocki KELLER WILLIAMS REALTY- PALM H

    1659 Long Beach Dr, Big Pine Key, FL 33043
  • /79

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    17054 Coral Dr, Summerland Key, FL 33042

    Waterfront retreat in prestigious Sugarloaf Key, just 20 mins from Key West! This 4BD/3BA home sits on a 12,500 sq ft lot with 100' of seawall, davits, and wide canal access—just one in from open water. Enjoy a split-bedroom layout with two primary suites, an open kitchen with stainless appliances, and a theater room. Outdoor living shines with covered entertaining space, custom bar, fire pit,

    Will Langley Berkshire Hathaway Knight & Gardner Realty

    17054 Coral Dr, Summerland Key, FL 33042
  • /64

    $2,000,000

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

    3127 Stewart Rd, Summerland Key, FL 33042

    Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, 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

    Pamela Stangler Expert Realty LLC

    3127 Stewart Rd, Summerland Key, FL 33042
  • /60

    $1,490,000 New Construction

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

    27433 Antigua Rd, Summerland Key, FL 33042

    NEW CONSTRUCTION - COMPLETED 2025 & MOVE-IN READYWelcome to your brand-new coastal retreat on Ramrod Key. This luxury 4-bedroom, 3-bath residence delivers world-class construction, refined finishes, and effortless indoor-outdoor living in one of the most desirable boating neighborhoods in the Lower Keys.Built with solid CBS construction, a metal roof, and impact-rated windows & doors, this home

    Kelly Gardner Bluescape Real Estate

    27433 Antigua Rd, Summerland Key, FL 33042
  • /27

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    31364 Avenue J, Big Pine Key, FL 33043

    Open Waterfront Double Lot with Protected Boating and Endless PossibilitiesDiscover the best of Florida Keys waterfront living on this spacious double lot located on a quiet street on the open water with 150 feet of protective canal frontage with seawall, this property offers direct boating access to both the backcountry and the Atlantic Ocean and is only one lot in from the mouth of the canal

    Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

    31364 Avenue J, Big Pine Key, FL 33043
  • /44

    $560,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    114 Newfound Harbor Rd, Big Pine Key, FL 33043

    This charming 2-bedroom, 1-bath elevated home blends island charm, comfort, and outdoor living. Surrounded by lush palms and tropical trees, it feels like a true tropical hideaway. Inside, bright open spaces flow to a sunny balcony--perfect for morning coffee, birdwatching, or soaking up the Keys sunshine. Downstairs, embrace ''Keys Time'' at your own bar, relaxing in a hammock or entertaining

    Jennifer Hamill Coldwell Banker Schmitt RE Co

    114 Newfound Harbor Rd, Big Pine Key, FL 33043
  • /41

    $795,000

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

    251 Pelican Ln, Big Pine Key, FL 33043

    Tropical Retreat on Two Lots. Discover your slice of paradise with this lovely updated concrete block home, perfectly positioned on an oversized property with serene canal frontage. Move-in ready, meticulously maintained, this home offers both comfort and functionality. Inside, you'll love the cheerful white kitchen with granite counters and backsplash, flowing seamlessly into the open living and

    Sunnie San Lorenzo KeyIsle Realty

    251 Pelican Ln, Big Pine Key, FL 33043
  • /51

    $910,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    813 Hawksbill Ln, Summerland Key, FL 33042

    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

    Guadalupe Perez Douglas Elliman

    813 Hawksbill Ln, Summerland Key, FL 33042
  • /39

    $730,000

    • 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.If the buyer uses the seller's lender and qualifies,

    Yunior Molina My Realty Group, LLC.

    74 Pelican Ln, Big Pine Key, FL 33043
  • /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
  • /47

    $6,450,000

    • 3 Beds
    • 3 Baths
    • 4,687 Sq Ft

    3742 Seagrape St, Big Pine Key, FL 33043

    Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and

    Jo Ann Cook Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /42

    $1,299,000

    • 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.

    29662 Independence Ave, Big Pine Key, FL 33043
  • /100

    $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 stunning 7-bed, 6-bath waterfront estate in Summerland Key! Designed for luxury, privacy & adventure, this resort-style retreat boasts breathtaking open-water views, a private boat basin, and high-end amenities—just moments from exclusive Little Palm Island. Spanning 4,531 sq ft, (Spanning 4,531 sq ft, (12,603 sq ft gross) the main house

    Karen Williams-deCastro LPT Realty, LLC

    815 E Shore Dr, Summerland Key, FL 33042
  • /47

    $1,200,000

    • 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 in

    Lori Cameron Buy The Keys

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

    $840,000

    • 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
  • /49

    $1,050,000 Open Wed 11AM - 1PM

    • 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 14K boat lift, davits, and drop-down on/off boat access, there is even a dive board for

    Donna Halstead Coldwell Banker Schmitt RE Co.

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