243

Recently Sold Homes in 33042

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  • /40

    $940,000 Sold Jun 02, 2025

    • 1,188 Sq Ft
    • $791/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    763 Diane Ave, Little Torch Key, FL 33042

    This canal-front Pool home is located bay-side on Little Torch Key offering excellent boating access to the ocean and Gulf via Pine Channel just 5 minutes away. Enjoy world-class backcountry or offshore fishing from your full length 60' concrete dock complete with davits, fish cleaning station, fenders and swim ladder plus a kayak lift to set you adrift to explore beautiful mangrove lined creeks

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    763 Diane Ave, Little Torch Key, FL 33042
  • /2

    $55,000 Sold Jun 02, 2025

    • Land
    • 32 Days On Market

    0 Canal Dr, Sugarloaf Key, FL 33042

    2 Point Rogo lot with County verification letter. (see letter from county under documents tab)

    Nate Meyer Meyer and Boumerhi Realty LLC

    0 Canal Dr, Sugarloaf Key, FL 33042
  • /43

    $975,000 Sold May 30, 2025

    • 1,440 Sq Ft
    • $677/SF
    • 65 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    17425 Jamaica Ln, Summerland Key, FL 33042

    Located in the highly desirable Sugarloaf Shores neighborhood this 3 Bedroom, 2 Bath canal front home features an open concept floorplan encased in natural light and glass windows looking out to views of privately owned conservation land across the canal. Opening to the Living Room the Kitchen is well equipped with quartz countertops, stainless steel Whirlpool appliances, shaker cabinets and

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    17425 Jamaica Ln, Summerland Key, FL 33042
  • /68

    $2,600,000 Sold May 30, 2025

    • 2,604 Sq Ft
    • $998/SF
    • 57 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    531 Seminole Dr, Summerland Key, FL 33042

    Welcome to this stunning CBS (Concrete Block Stucco) Home located in the desirable Cudjoe Gardens neighborhood on Cudjoe Key. This charming 4-bedroom, 3-bathroom residence offers 255 feet of seawall, perfect for boating enthusiasts with ample dock space and 2 boat lifts.As you approach this meticulously landscaped property, on a lot & half, you'll be greeted by the serene ambiance of the tropical

    Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

    531 Seminole Dr, Summerland Key, FL 33042
  • /38

    $900,000 Sold May 30, 2025

    • 1,142 Sq Ft
    • $788/SF
    • 46 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1987

    22971 Hawkins Ln, Summerland Key, FL 33042

    Don't miss this immaculate home at 22971 Hawkins Ln Cudjoe Key. This completely furnished 3 bedroom 3 bath home is in impeccable condition with recent upgrades to include all new kitchen and appliances, new baths, impact windows, AC, metal roof and paint. The third bedroom could be utilized as an office, gym, yoga or media room. The home also has a walk around deck with a covered screened porch.

    Greg MacLaren Internet Realty of the Florida Keys

    22971 Hawkins Ln, Summerland Key, FL 33042
  • /29

    $980,000 Sold May 29, 2025

    • 1,152 Sq Ft
    • $851/SF
    • 54 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    1107 Hawksbill Ln, Summerland Key, FL 33042

    Step into your own private paradise! This beautifully maintained home offers 3 bedrooms, an office space, and 2 full bathrooms, making it the perfect retreat. Situated on a deep-water canal with 68 feet of dockage, you're just minutes away from the open Atlantic or the serene backcountry sandbars. Whether from the living room, bedrooms, or expansive screened porch, you'll enjoy breathtaking views

    Richard Haskins Buy The Keys

    1107 Hawksbill Ln, Summerland Key, FL 33042
  • /58

    $835,000 Sold May 28, 2025

    • 1,242 Sq Ft
    • $672/SF
    • 60 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2022

    23920 Overseas Hwy, Summerland Key, FL 33042

    Waterfront Home! Built in 2022. This is stunning 3-bedrooms, 2-bathroom, Enjoy Direct canal frontage with quick ocean access in minutes, private dock and 10000 pound boat lift, spacious balcony, and like-new condition, this home is rare find. Don't miss the chance to own this nice house. easy to show it.

    Aleida Ramirez United Realty Group Inc

    23920 Overseas Hwy, Summerland Key, FL 33042
  • /29

    $390,000 Sold May 28, 2025

    • 856 Sq Ft
    • $456/SF
    • 91 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1972

    28131 Helen Ave, Little Torch Key, FL 33042

    UPDATED AND MOVE-IN READY! Conveniently close to the State Road 4A community boat ramp, this bright and airy, 2-bedroom mobile home in Ladies Acres is situated on a 75' x 80' fenced property with mature trees, patio, great utility building and garden area. Recent updates include brand new kitchen cabinets and granite counters, new refrigerator, new luxury vinyl flooring, freshly painted interior.

    Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    28131 Helen Ave, Little Torch Key, FL 33042
  • /46

    $550,000 Sold May 28, 2025

    • 754 Sq Ft
    • $729/SF
    • 72 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042

    This super cute, meticulous maintained property is all you need to start living and enjoying paradise in the Florida Keys. It comes completely furnished with coastal charm and includes 2 bedrooms and 2 baths, a stunning kitchen and dining room and views out to the patio overlooking the canal. The patio is perfect for those beautiful evenings outside for entertaining, grilling, or sipping adult

    Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

    701 Spanish Main Dr Unit 415, Cudjoe Key, FL 33042
  • /41

    $970,000 Sold May 27, 2025

    • 1,390 Sq Ft
    • $698/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    366 Sawyer Dr, Summerland Key, FL 33042

    Welcome to your own tropical paradise! This stunning oceanside retreat offers everything you need for the ultimate waterfront lifestyle. With an 80-ft concrete dock, you'll have plenty of space for your boat, making it easy to set off on incredible fishing adventures--just minutes to the open ocean via direct canal or the serene backcountry waters.This inviting 3-bedroom, 2-bathroom home is

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    366 Sawyer Dr, Summerland Key, FL 33042
  • /35

    $1,499,900 Sold May 27, 2025

    • 1,440 Sq Ft
    • $1042/SF
    • 602 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1980

    1082 Bay Dr, Summerland Key, FL 33042

    Bright and spacious Summerland Key beach cottage retreat, on a peaceful corner lot, with endless turquoise Water Views! This prime location is ideal for the avid boater, outfitted with all the necessities including 120' seawall, 17K boat lift, 7500 lb. davits, fillet station, and enviable access to both the Gulf and Atlantic within minutes. Inside, a recently updated kitchen boasts a subway tile

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    1082 Bay Dr, Summerland Key, FL 33042
  • /52

    $1,250,000 Sold May 23, 2025

    • 2,080 Sq Ft
    • $601/SF
    • 126 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

    570 La Fitte Rd, Summerland Key, FL 33042

    LIVE THE FLORIDA KEYS DREAM in beautiful Jolly Roger Estates where your favorite fishing and dive spots are within easy reach by boat. If you're here to play and relax, this newly (2020) constructed (mostly furnished) turn key home offers low-maintenance living with lovely in-ground heated pool and 220 sq. ft. Tiki Hut offers just that. Home is surrounded by a 4 foot high by 196 Linear feet of

    John L. Markle Keller Williams Realty Premier Properties

    570 La Fitte Rd, Summerland Key, FL 33042
  • /42

    $895,000 Sold May 21, 2025

    • 1,344 Sq Ft
    • $666/SF
    • 50 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1992

    17214 La Brisa Ln, Summerland Key, FL 33042

    Seller is offering a $25,000 credit at closing to Buyer towards Buyer's closing costs! Located in the heart of Sugarloaf Shores, this 1,344 sq ft, 2-Bedroom waterfront Pool home boasts a resort-style outdoor setting on a large corner lot. Hidden behind the luscious landscape is a sparkling pool adorned with lots of pavers and 2 well equipped Tiki's providing plenty of shade and space to

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    17214 La Brisa Ln, Summerland Key, FL 33042
  • /45

    $819,000 Sold May 19, 2025

    • 1,584 Sq Ft
    • $517/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    25093 Center St, Summerland Key, FL 33042

    NEW WATERFRONT LISTING! MOTIVATED SELLER! Beautifully updated waterfront home with breathtaking views and 40' seawall. All major improvements are complete including roof, HVAC,impact windows, door, new kitchen and appliances with gas range, electrical panel,tankless water heater,and lower level kitchenette. DIRECT boating access to Niles Channel. The downstairs is a LEGAL nonconforming

    Susan Hawkinson Bascom Grooms Real Estate (KW)

    25093 Center St, Summerland Key, FL 33042
  • /29

    $395,000 Sold May 19, 2025

    • Land
    • 78 Days On Market

    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042

    Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a 35' concrete seawall, dock posts, swim ladder, full hookups including water, sewer, and 30, 50 and 110 amp electric service. Enjoy the convenience of a

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 84, Cudjoe Key, FL 33042
  • /72

    $3,436,000 Sold May 16, 2025

    • 2,134 Sq Ft
    • $1610/SF
    • 30 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1996

    5460 Dorn Rd, Summerland Key, FL 33042

    Tucked away on Big Torch Key, one of the Florida Keys' best-kept secrets, this rare 3 acre luxurious custom estate offers the ultimate in privacy, tranquility and breathtaking waterfront views.With 357 feet of pristine shoreline on the Niles Channel and 180 views, this west-facing retreat is perfectly positioned for year-round sunset vistas. The design seamlessly connects over 4000 ft. of indoor

    Sandra Tuttle Island Welcome Real Estate

    5460 Dorn Rd, Summerland Key, FL 33042
  • /34

    $735,000 Sold May 16, 2025

    • 1,077 Sq Ft
    • $682/SF
    • 117 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    27373 Anguila Ln, Summerland Key, FL 33042

    Discover your dream home nestled in the coveted Breezeswept Beach Estates on beautiful Ramrod Key! This charming canal front sanctuary is perfect for boating lovers offering seamless access to the pristine waters of the Atlantic Ocean and the vibrant Looe Key Reef. This 3 bedroom home is move in ready. The kitchen has sleek granite countertops and updated appliances. The thoughtfully well

    Tracy Shields KeyIsle Realty

    27373 Anguila Ln, Summerland Key, FL 33042
  • /35

    $945,000 Sold May 15, 2025

    • 1,265 Sq Ft
    • $747/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    17182 Starfish Ln W, Summerland Key, FL 33042

    Nestled in the heart of the stunning Florida Keys and perfect for anyone looking to escape the hustle and bustle of everyday life, this two-bedroom, two-bath home is a sanctuary of serenity and keys living. This property boasts an extra-large lot, providing ample space for outdoor activities, relaxation, and entertainment and there is lots of room for a pool and Tiki hut. The tropical landscaping

    Daniel Urban Century 21 Circle - Key West

    17182 Starfish Ln W, Summerland Key, FL 33042
  • /92

    $1,050,000 Sold May 14, 2025

    • 1,232 Sq Ft
    • $852/SF
    • 129 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

    27436 Tobago Ln, Summerland Key, FL 33042

    Welcome to your dream waterfront oasis! This immaculate three-bedroom, two-bathroom home, built in 2020, offers a perfect blend of elegance and luxury. Meticulously maintained, this modern residence boasts ample privacy and quick boating access, making it an ideal retreat for water enthusiasts. As you step inside, you'll be greeted by a spacious open floor plan that seamlessly connects the

    Justyn Ewald Expert Realty LLC (HQ)

    27436 Tobago Ln, Summerland Key, FL 33042
  • /58

    $2,025,000 Sold May 13, 2025

    • 1,292 Sq Ft
    • $1567/SF
    • 85 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    22440 Jolly Roger Dr, Summerland Key, FL 33042

    Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated

    Sandra Tuttle Island Welcome Real Estate

    22440 Jolly Roger Dr, Summerland Key, FL 33042
  • /46

    $699,000 Sold May 08, 2025

    • 1,200 Sq Ft
    • $582/SF
    • 35 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    25022 Palm Ln, Summerland Key, FL 33042

    Coastal Charm in Summerland Key - Elevated Island LivingWelcome to 25022 Palm Lane, a beautifully elevated 3-bedroom, 2-bathroom home in the heart of Summerland Key, offering the perfect blend of modern comfort and island charm. Situated on a spacious lot with tropical landscaping and low-maintenance gravel yard, this home is ideal for those seeking a serene Keys retreat.Step inside to find a

    Stephany Duvall Engel & Volkers Marathon

    25022 Palm Ln, Summerland Key, FL 33042
  • /115

    $12,250,000 Sold May 07, 2025

    • 4,888 Sq Ft
    • $2506/SF
    • 44 Days On Market
    • 7 Beds
    • 6 Baths
    • Built 2019

    785 Sawyer Dr, Cudjoe Key, FL 33042

    Welcome to Cypress Point, an exceptional and highly private, 7-Bed, 6-Bath, 4,888 Sq Ft oceanfront estate spanning almost a full acre on Cudjoe Key, where luxury and coastal beauty uniquely blend. This custom D'Asign Source built home is privately nestled behind an electric gate and boasts the finest finishes and amenities which include an oceanfront pool, outdoor theater, 6-hole golf green,

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    785 Sawyer Dr, Cudjoe Key, FL 33042
  • /59

    $860,300 Sold May 02, 2025

    • 864 Sq Ft
    • $996/SF
    • 76 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042

    This home is BIG BOAT friendly and ready for you to move in. Turn key, fully furnished home located in the gated community of Venture Out on Cudjoe Key at Mile Marker 23. 2 Bedrooms and 2 Baths mid-rise sits on open water with an oversized massive 60' of concrete seawall. When you walk inside, you will feel like you are floating on the ocean with the large windows and picturesque ocean views. The

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 198, Cudjoe Key, FL 33042
  • /51

    $1,100,000 Sold May 02, 2025

    • 1,225 Sq Ft
    • $898/SF
    • 126 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1993

    27984 Barton Ave, Little Torch Key, FL 33042

    STUNNING WATERFRONT VIEWS and RARE PRIVACY in the Keys! Welcome to your own exclusive and tranquil, half acre oasis with expansive views of the ocean. This renovated, open floor plan home features a 2 bed, 2 bath layout, a Kynar finish metal roof, impact windows/slider doors, Hardie plank siding, commercial grade luxury vinyl plank flooring, tankless hot water heater, smart home features and

    Steven Koleno Beycome of Florida, LLC

    27984 Barton Ave, Little Torch Key, FL 33042
  • /75

    $950,000 Sold Apr 30, 2025

    • 960 Sq Ft
    • $990/SF
    • 75 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1991

    529 W Shore Dr, Summerland Key, FL 33042

    Rare 2/2-BR/BA Stilt Home with Airplane Hangar - A Pilot's Paradise!Nestled near the airstrip and community boat ramp, discover a one-of-a-kind opportunity to own this 2-bedroom, 2-bathroom stilt home on an expansive 45,000-sqft lot. Cathedral ceilings, natural wood interior beams, storage unit downstairs, airplane hanger, Mexican Saltillo tile throughout including the large wrap-around balconies

    Everett Smith Ocean Sotheby's International Realty

    529 W Shore Dr, Summerland Key, FL 33042
  • /48

    $1,225,000 Sold Apr 30, 2025

    • 2,161 Sq Ft
    • $567/SF
    • 84 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    903 Indies Rd, Summerland Key, FL 33042

    Wake up to the breathtaking beauty of Ramrod Key in this extraordinary multi-level coastal retreat. This meticulously designed home offers a harmonious blend of elegance, convenience, and the tranquil charm of oceanfront living. With its captivating views and thoughtful amenities, it's an ideal sanctuary for those who cherish the sea. Upon entering, you'll be greeted by a spacious living room

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    903 Indies Rd, Summerland Key, FL 33042
  • /2

    $115,000 Sold Apr 30, 2025

    • Land
    • 152 Days On Market

    Lot 32 Caloosa St, Sugarloaf, FL 33042

    Buildable Tier 3 Lot in Sugarloaf. Environmental and Engineering for a 3/2 1800sf house has been started. Build your dream home or use the ROGO letter worth 5 points towards building on another lot or contact the Monroe County Planning Department for information about building on this Tier 3 AE Flood zone lot or how to use these points. ROGO letter available upon request.

    Pamela Stangler Expert Realty LLC

    Lot 32 Caloosa St, Sugarloaf, FL 33042
  • /8

    $906,300 Sold Apr 30, 2025

    • Land
    • 36 Acres
    • $25,530 per Acre
    • 103 Days On Market

    0000 Dorn Rd, Big Torch Key, FL 33042

    Incredibly rare multi-acre tract of land in the coveted Lower Keys! Showcasing open water views, magnificent sunsets, and protected salt ponds, this spectacular 22+ acre parcel entices your imagination to explore all of the possibilities on such an incredible piece of Keys history: build an incredible eco-friendly retreat to live off the grid, explore the mangroves by boat, kayak, or

    Lindsay Ryan EXP Realty LLC

    0000 Dorn Rd, Big Torch Key, FL 33042
  • /39

    $1,150,000 Sold Apr 29, 2025

    • 1,528 Sq Ft
    • $753/SF
    • 330 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    17215 Bonita Ln E, Summerland Key, FL 33042

    This lovely, beautifully landscaped waterfront home, is located on a quiet street in the very desirable neighborhood of Sugarloaf Key. Move-in ready and equipped for easy Keys living. This CB constructed home features granite countertops , stainless appliances, impact windows, a large screened in porch and storage-up and down. All insurances under 5K and is assumable. With 3 bedrooms, one with a

    Daniel Urban Century 21 Circle - Key West

    17215 Bonita Ln E, Summerland Key, FL 33042
  • /29

    $510,000 Sold Apr 28, 2025

    • 917 Sq Ft
    • $556/SF
    • 60 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1976

    1693 Bayview Dr, Little Torch Key, FL 33042

    Welcome to your slice of paradise in Summerland Key! This waterfront 2/2 mobile home offers breathtaking open-water views and quick boating access to the Atlantic and Gulf. Enjoy tropical island living with a private dock, spectacular tiki, and ample outdoor space for entertaining. The interior features an open floor plan, updated kitchen, bathrooms, flooring and large windows to soak in the

    Ana Tey-Guerra Trexy International Realty, Inc

    1693 Bayview Dr, Little Torch Key, FL 33042
  • /33

    $799,000 Sold Apr 28, 2025

    • 1,166 Sq Ft
    • $685/SF
    • 115 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1956

    24833 Park Dr, Summerland Key, FL 33042

    Renovated, Angler's Paradise on an oversized, gated private lot in desirable Summerland Key Cove! Situated on a deep-draft canal with no-bridge access to the Atlantic ocean, this home comes fully-outfitted for enjoying world famous fishing and boating with 90' concrete dock, cut-in, swim ladder, fillet station, outdoor shower, and two 15K boat lifts! Fully fenced-in with lush tropical

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    24833 Park Dr, Summerland Key, FL 33042
  • /39

    $650,000 Sold Apr 25, 2025

    • 1,024 Sq Ft
    • $635/SF
    • 6 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 1958

    25161 Center St, Summerland Key, FL 33042

    IT'S ALL ABOUT THE LOCATION! Cash only for this old-Keys, fish camp bungalow that was built in 1958 and needs repair or replacement. Just imagine the wonderful fish stories this home could tell! Here's your opportunity to enjoy amazing open water views and deepwater boating in the Lower Keys. Niles Channel provides excellent access to the ocean and back country - one can even see the Niles

    Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    25161 Center St, Summerland Key, FL 33042
  • /39

    $1,725,000 Sold Apr 25, 2025

    • 1,664 Sq Ft
    • $1037/SF
    • 127 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    474 Caribbean Dr E, Summerland Key, FL 33042

    Endless Ocean Views at this turn-key modern retreat, in sought-after Summerland Cove Isle! This bright and airy, concrete construction home boasts impact doors and windows and an open concept floor plan ideal for entertaining. The well-appointed Chef's Kitchen boasts stunning quartz countertops and backsplash, Cafe appliances, and large island with seating. Turquoise Waters are the focal point of

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    474 Caribbean Dr E, Summerland Key, FL 33042
  • /36

    $330,000 Sold Apr 17, 2025

    • 728 Sq Ft
    • $453/SF
    • 63 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1983

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

    Welcome to your slice of paradise! This beautifully updated home is on the quiet, serene southwest side of the highly sought-after Venture Out Resort. With no neighbors behind you, you can enjoy added privacy and tranquility. The home is conveniently located next to the bathhouse for added convenience. Featuring two bedrooms and one bathroom, there is plenty of space to spread out and relax. The

    Frank Griffiths Ocean Sotheby's International

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
  • /44

    $650,000 Sold Apr 17, 2025

    • 1,056 Sq Ft
    • $616/SF
    • 86 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    268 Spanish Main Dr, Summerland Key, FL 33042

    Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. This waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for

    Ally Kelley Ocean Sotheby's International

    268 Spanish Main Dr, Summerland Key, FL 33042
  • /57

    $1,375,000 Sold Apr 17, 2025

    • 1,797 Sq Ft
    • $765/SF
    • 215 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1972

    468 Sawyer Dr, Summerland Key, FL 33042

    Discover a Rare Gem in Cudjoe Gardens: Double Waterfront Lot with Private Boat BasinNestled in the Cudjoe Gardens costal community, this unique canal-front home boasts 4 bedrooms and 4 bathrooms, with an expansive upper deck offering stunning waterway views and breathtaking sunsets. The main house is ground level CBS construction and features terrazzo flooring throughout, capturing the true

    Stacy Shahan Island Real Estate Company Florida Keys

    468 Sawyer Dr, Summerland Key, FL 33042
  • /35

    $902,500 Sold Apr 11, 2025

    • 1,188 Sq Ft
    • $760/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    346 Blackbeard Rd, Summerland Key, FL 33042

    Wonderful Opportunity to join the Jolly Roger Community of Little Torch Key. Located in the Lower Florida Keys, just 28 miles to Key West- this oceanside location offers premier boating with easy access to the Gulf or Ocean- be on fishing and diving hot spots in minutes! The home is a comfortable 3 bedroom, 2 bath with a lovely covered rear porch overlooking the canal. 60' composite dock with

    Sandra Tuttle Island Welcome Real Estate

    346 Blackbeard Rd, Summerland Key, FL 33042
  • /11

    $275,000 Sold Apr 11, 2025

    • Land
    • 144 Days On Market

    LOT 38 W Indies Dr, Ramrod Key, FL 33042

    WATERFRONT LOT in Breezeswept Beach Estates. Beautiful tranquil water views from this Ramrod Key lot. Great location near dining and fine resorts. Build your dream home and enjoy oceanfront living in the fabulous Florida Keys. Perfect property for dropping your kayak or paddle board in.

    Bascom Grooms Bascom Grooms Real Estate (KW)

    LOT 38 W Indies Dr, Ramrod Key, FL 33042
  • /36

    $1,215,000 Sold Apr 09, 2025

    • 1,440 Sq Ft
    • $844/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

    17246 Jamaica Ln, Summerland Key, FL 33042

    This home has low cost transferable flood insurance of $735 a year. With being a new construction the home has low cost wind insurance of $1473 a year. The home is on the desirable subdivision of Sugarloaf Shores. A newly constructed home built in 2020 exceeds 180 wind load requirements. This property is a 3 bedroom 2 bath single family home on a canal with boat lift, floating dock, and a 20

    Stephen Hachey

    17246 Jamaica Ln, Summerland Key, FL 33042
  • /39

    $912,250 Sold Apr 03, 2025

    • 1,344 Sq Ft
    • $679/SF
    • 43 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    22879 Blackbeard Ln, Summerland Key, FL 33042

    Beautiful 3 bedroom 2 bathroom elevated island retreat on Cudjoe Key. This property features a private dock so you can keep your boat on site and enjoy immediate access to world class fishing and diving the stunning waters of the Florida Keys. Located just 25 minutes to Key West and 3 hours from Miami with grocery store, restaurants and bars close by. The exterior features hard plank siding and

    Sandra Tuttle Island Welcome Real Estate

    22879 Blackbeard Ln, Summerland Key, FL 33042

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