242

Recently Sold Homes in 33042

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  • 92 Frazier Ln, Summerland Key, FL 33042
    92 Frazier Ln, Summerland Key, FL 33042
    92 Frazier Ln, Summerland Key, FL 33042
    /42

    $630,000 Sold Jul 21, 2025

    • 768 Sq Ft
    • $820/SF
    • 43 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1980

    92 Frazier Ln, Summerland Key, FL 33042

    🌴 Island Living at Its Sweetest - 92 Frazier Lane, Sugarloaf Key 🐚Tucked away at the end of a quiet lane in the heart of Sugarloaf Key, this adorable island cottage is brimming with charm, sunshine, and laid-back Keys vibes. Set on an expansive double lot (10,000 sq ft!), this beautifully renovated hideaway offers the perfect blend of privacy and paradise.Step inside and be

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    92 Frazier Ln, Summerland Key, FL 33042
  • 22925 John Avery Ln, Summerland Key, FL 33042
    22925 John Avery Ln, Summerland Key, FL 33042
    22925 John Avery Ln, Summerland Key, FL 33042
    /55

    $1,800,000 Sold Jul 18, 2025

    • 2,638 Sq Ft
    • $682/SF
    • 164 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1993

    22925 John Avery Ln, Summerland Key, FL 33042

    Welcome to your forever island home! Fully furnished and turnkey! One of a kind, solid, custom-built (no modular here) coastal home with magnificent sunset, ocean and bay views from your wrap around porches and balconies. Located on crystal-clear waters filled with tropical fish, a boat ramp for beach launching kayaks or small boats and 60ft of waterfront with dock that can accommodate a 36ft

    Jonathan Minerick Homecoin.com

    22925 John Avery Ln, Summerland Key, FL 33042
  • 943 Flagship Dr, Summerland Key, FL 33042
    943 Flagship Dr, Summerland Key, FL 33042
    943 Flagship Dr, Summerland Key, FL 33042
    /77

    $2,500,000 Sold Jul 15, 2025

    • 1,792 Sq Ft
    • $1395/SF
    • 121 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    943 Flagship Dr, Summerland Key, FL 33042

    Spectacular Open Ocean Views Across from Open Water! Rare opportunity to own this coastal jewel located on the most prestigious and sought-after Flagship Drive in the exclusive Summerland Cove Isle neighborhood on Summerland Key. This beautifully designed CBS 3-bedroom, 2-bathroom canal-front pool home offers breathtaking, unobstructed open ocean views that will captivate you from sunrise to

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    943 Flagship Dr, Summerland Key, FL 33042
  • 441 Airport Dr N, Summerland Key, FL 33042
    441 Airport Dr N, Summerland Key, FL 33042
    441 Airport Dr N, Summerland Key, FL 33042
    /10

    $2,000,000 Sold Jul 14, 2025

    • 2,256 Sq Ft
    • $887/SF
    • 166 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    441 Airport Dr N, Summerland Key, FL 33042

    Elevated concrete home with enclosed aircraft and hangar below. Largest parcel of land on Summerland Key airport, surrounded by concrete privacy wall and lush landscaping. A true piece of paradise with a private runway in your front yard and a Dock with boat lift in the back - minutes from world-class diving and fishing.

    Jonathan Minerick Homecoin.com

    441 Airport Dr N, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
    /50

    $550,000 Sold Jul 14, 2025

    • 864 Sq Ft
    • $637/SF
    • 245 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2021

    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042

    MOTIVATED SELLER. BRING THE OFFERS! BEST VALUE IN VENTURE OUT! HUGE PRICE DROP! NEGOTIABLE.! 2-YEAR HOME WARRANTY. TOTAL ELEGANCE! Experience the pinnacle of stilt-home living in this stunning residence at Venture Out, built just 3.5 years ago and meticulously designed with premium upgrades throughout. This 2-bedroom, 2-bathroom manufactured gem is move-in ready and fully furnished, offering a

    Joe Sappington Waterfront Keys Realty Inc.

    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
    /54

    $615,000 Sold Jul 11, 2025

    • 864 Sq Ft
    • $712/SF
    • 194 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1999

    701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042

    Are you dreaming of owning a piece of paradise in the Fabulous Florida Keys? Look no further than this gorgeous 2 bedroom, 2 bath waterfront home in the highly desired Venture Out Park in Cudjoe Key. This clean and updated home features a 35' concrete dock with whips, heavy duty aluminum posts, and easy access to enjoy both the gulf and ocean for world-class fishing and diving adventures. Inside,

    Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

    701 Spanish Main Dr Unit 131, Cudjoe Key, FL 33042
  • 17159 Amberjack Ln, Summerland Key, FL 33042
    17159 Amberjack Ln, Summerland Key, FL 33042
    17159 Amberjack Ln, Summerland Key, FL 33042
    /56

    $1,725,000 Sold Jul 11, 2025

    • 1,660 Sq Ft
    • $1039/SF
    • 258 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    17159 Amberjack Ln, Summerland Key, FL 33042

    Discover the pinnacle of Florida Keys living in this charming waterfront home on prestigious Sugarloaf Key, just 20 minutes from Key West! This stunning 3-bedroom, 2-bath, 1,660 sq. ft. stilted home is set on a spacious 12,500 sq. ft. lot along a crystal-clear wide canal, complete with a brand new gorgeous pool with a heater and chiller, a 32ft Dock and 12,000 lb. boat lift. Step inside and fall

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    17159 Amberjack Ln, Summerland Key, FL 33042
  • 16705 Tamarind Rd, Summerland Key, FL 33042
    16705 Tamarind Rd, Summerland Key, FL 33042
    16705 Tamarind Rd, Summerland Key, FL 33042
    /83

    $3,300,000 Sold Jul 11, 2025

    • 3,086 Sq Ft
    • $1069/SF
    • 299 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    16705 Tamarind Rd, Summerland Key, FL 33042

    Exquisite Open Water Estate on Prestigious Southpoint, Sugarloaf Key! Experience unparalleled luxury at this stunning solid concrete open water property, located just 20 minutes from the magic of Key West and Key West Airport. Situated on prestigious Southpoint, Sugarloaf Key, this magnificent estate offers breathtaking open water views and a lifestyle of elegance and comfort.Spanning 3,086

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    16705 Tamarind Rd, Summerland Key, FL 33042
  • 27417 Cayman Ln, Summerland Key, FL 33042
    27417 Cayman Ln, Summerland Key, FL 33042
    27417 Cayman Ln, Summerland Key, FL 33042
    /27

    $837,000 Sold Jul 11, 2025

    • 1,085 Sq Ft
    • $771/SF
    • 274 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1975

    27417 Cayman Ln, Summerland Key, FL 33042

    This Breezeswept Beach Estates property is a must-see canalfront home. From the quick and easy open water access to the brand new 58-foot composite dock and a spacious fisherman's shed, anyone looking for an open water access property would be impressed! Unique curved concrete staircase leads to the main level that features a spacious living room, two roomy bedrooms and a large bathroom. Two sets

    Karen Quist Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    27417 Cayman Ln, Summerland Key, FL 33042
  • 27873 Coral Shores Rd, Little Torch Key, FL 33042
    27873 Coral Shores Rd, Little Torch Key, FL 33042
    27873 Coral Shores Rd, Little Torch Key, FL 33042
    /26

    $390,000 Sold Jul 10, 2025

    • 686 Sq Ft
    • $569/SF
    • 70 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1985

    27873 Coral Shores Rd, Little Torch Key, FL 33042

    Come get the Florida Keys sunrises and sunsets in the tranquil hidden Coral Shores Estates on Little Torch Key. Just a short cruise to the Gulf and Atlantic. There is a 46' wood dock which is a perfect place to keep your boat. Walk up just a few stairs to a screened in covered porch where you can enjoy the cool breeze. Step inside through the sliding glass doors and enjoy the view to the open

    Tracy Shields KeyIsle Realty

    27873 Coral Shores Rd, Little Torch Key, FL 33042
  • 23066 Tarpon Ln, Summerland Key, FL 33042
    23066 Tarpon Ln, Summerland Key, FL 33042
    23066 Tarpon Ln, Summerland Key, FL 33042
    /45

    $2,090,000 Sold Jul 07, 2025

    • 1,938 Sq Ft
    • $1078/SF
    • 65 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    23066 Tarpon Ln, Summerland Key, FL 33042

    ''BRAND NEW' CBS Construction ready for occupancy!!! Amazing New Oceanside Home with 4 Bedrooms, 3.5 Baths, in Beautiful Cudjoe Ocean Shores, (Custom Built by Dream Builders of the Florida Keys). This home offers Open Water Views, Instant Deep Draft Boating for Big Boat Action, Protected Concrete step-down Dock, Open Floor plan, Dining Area, two Master Suites, High Ceilings, Chefs Kitchen with

    Greg MacLaren Internet Realty of the Florida Keys

    23066 Tarpon Ln, Summerland Key, FL 33042
  • LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
    /13

    $24,500 Sold Jul 02, 2025

    • Land
    • 198 Days On Market

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

    Adventure offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on South West end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature are the norm out here on Little Knockemdown Key

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

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
  • 1342 Ocean Dr, Summerland Key, FL 33042
    1342 Ocean Dr, Summerland Key, FL 33042
    1342 Ocean Dr, Summerland Key, FL 33042
    /40

    $900,000 Sold Jul 01, 2025

    • 992 Sq Ft
    • $907/SF
    • 137 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    1342 Ocean Dr, Summerland Key, FL 33042

    Renovated Waterfront Gem! Welcome to your dream coastal retreat! This beautifully updated 2-bedroom, 2-bath home offers a 60-ft concrete dock along a 60-ft wide canal, providing the perfect setup for all your boating and water adventures. The property includes covered parking and a garage, ensuring convenience and plenty of storage for your vehicles and gear.Step inside to a bright and inviting

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    1342 Ocean Dr, Summerland Key, FL 33042
  • 22882 Buccaneer Ln, Summerland Key, FL 33042
    22882 Buccaneer Ln, Summerland Key, FL 33042
    22882 Buccaneer Ln, Summerland Key, FL 33042
    /41

    $650,000 Sold Jul 01, 2025

    • 1,120 Sq Ft
    • $580/SF
    • 81 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    22882 Buccaneer Ln, Summerland Key, FL 33042

    Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    22882 Buccaneer Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
    /44

    $650,000 Sold Jun 30, 2025

    • 828 Sq Ft
    • $785/SF
    • 8 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2002

    701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042

    Turnkey Waterfront Vacation Rental with Ocean Views in Venture Out.Welcome to your Florida Keys escape--a fully furnished, income-producing 2-bedroom, 2-bath home ideally positioned on a wide canal with stunning ocean views and 35 feet of concrete seawall dockage. Located in the vibrant, gated community of Venture Out on Cudjoe Key, this well-maintained property is not just a serene coastal

    Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 390, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
    /26

    $239,000 Sold Jun 30, 2025

    • Land
    • 74 Days On Market

    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

    Embrace the island lifestyle with this prime RV lot in Venture Out, a premier gated community on Cudjoe Key! Nestled in a quiet section of the park, this lot offers peak-a-boo ocean views and stunning sunsets from the rear of the property, making it the perfect tropical retreat. Whether you're looking for a personal getaway or a smart investment, this lot is a rare find--Venture Out is one of the

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
  • State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
    /2

    $52,000 Sold Jun 30, 2025

    • Land
    • 0.27 Acre
    • $189,391 per Acre
    • 218 Days On Market

    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042

    Property has letter for the point determination from the County for 2 points. NOT ROGO EXEMPT LOT.

    Sandra Dolowy KeyIsle Realty

    State Road 4a _ Rogo Dedication Lot, Little Torch Key, FL 33042
  • 20867 5th Ave W, Cudjoe Key, FL 33042
    20867 5th Ave W, Cudjoe Key, FL 33042
    20867 5th Ave W, Cudjoe Key, FL 33042
    /42

    $1,900,000 Sold Jun 29, 2025

    • 1,702 Sq Ft
    • $1116/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2011

    20867 5th Ave W, Cudjoe Key, FL 33042

    Enjoy deep draft dockage, 2 Boat Lifts, Garage and Pool plus no steps to climb at this 3 Bedroom 2 Bath home located in Cudjoe Gardens, an upscale waterfront community of CBS constructed Above Flood ground level homes offering a neighborhood full service marina and waterfront restaurant and bar. Enter into the open Great Room where a wall of impact glass doors overlooks the pool and water. The

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    20867 5th Ave W, Cudjoe Key, FL 33042
  • 21014 7th Ave, Summerland Key, FL 33042
    21014 7th Ave, Summerland Key, FL 33042
    21014 7th Ave, Summerland Key, FL 33042
    /47

    $1,100,000 Sold Jun 27, 2025

    • 1,361 Sq Ft
    • $808/SF
    • 102 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    21014 7th Ave, Summerland Key, FL 33042

    Nestled in one of the Lower Keys' most coveted boating communities, this meticulously renovated 3 bedroom 2 bathroom coastal retreat is more than just a home...it's a gateway to endless aquatic adventures. Situated on a deep-draft, flow-through canal with direct access to both the Atlantic and Gulf, this property is a dream for fishing, diving, and island-hopping enthusiasts. The brand-new

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    21014 7th Ave, Summerland Key, FL 33042
  • 591 Blackbeard Rd, Summerland Key, FL 33042
    591 Blackbeard Rd, Summerland Key, FL 33042
    591 Blackbeard Rd, Summerland Key, FL 33042
    /39

    $1,116,000 Sold Jun 25, 2025

    • 2,512 Sq Ft
    • $444/SF
    • 25 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1989

    591 Blackbeard Rd, Summerland Key, FL 33042

    Craving space? This Little Torch Key home has a TON of space. Nestled on a wide clean canal at MM28. This home boasts 4 bedrooms all with en-suite baths, walk in pantry, powder room, office, sunroom, and a two story living room. Take in gorgeous sunrise views from your outdoor deck off of the primary bedroom. Enjoy alfresco dining on your screened in porch or float in your salt water heated pool.

    Michelle Howerton Brenda Donnelly Real Estate LLC

    591 Blackbeard Rd, Summerland Key, FL 33042
  • 27848 Lobster Tail Trail, Little Torch Key, FL 33042
    27848 Lobster Tail Trail, Little Torch Key, FL 33042
    27848 Lobster Tail Trail, Little Torch Key, FL 33042
    /21

    $380,000 Sold Jun 24, 2025

    • 552 Sq Ft
    • $688/SF
    • 248 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    27848 Lobster Tail Trail, Little Torch Key, FL 33042

    Waterfront property in the Florida Keys under $400,000! This 2 bedroom 1 bath mobile home sits on an clean canal, just minutes from open water by boat. Large screened in patio and large TIKI hut (10' x 14') on the canal. Hot tub and a large workshop in the back for your fishing or dive gear, steps away from the 46 foot concrete seawall. Property is being sold unfurnished. No HOA, No lot Rent,

    Derrick Johnson Coco Plum Real Estate

    27848 Lobster Tail Trail, Little Torch Key, FL 33042
  • 17177 Bonita Ln W, Summerland Key, FL 33042
    17177 Bonita Ln W, Summerland Key, FL 33042
    17177 Bonita Ln W, Summerland Key, FL 33042
    /42

    $1,450,000 Sold Jun 23, 2025

    • 1,425 Sq Ft
    • $1018/SF
    • 362 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    17177 Bonita Ln W, Summerland Key, FL 33042

    Modern finishes and enviable boating at this Sugarloaf Shores pool home, nestled on over a quarter acre! Enjoy year-round temperate weather, this exceptional property comes equipped for enjoying the outdoors, offering a resort-style custom pool with heater, chiller, jetted spa, sitting ledge, sun deck, and paver pool deck! Just steps from the pool is a full-length, 100' concrete dock with davits,

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    17177 Bonita Ln W, Summerland Key, FL 33042
  • 17175 Allamanda Dr W, Summerland Key, FL 33042
    17175 Allamanda Dr W, Summerland Key, FL 33042
    17175 Allamanda Dr W, Summerland Key, FL 33042
    /82

    $1,800,000 Sold Jun 20, 2025

    • 2,116 Sq Ft
    • $851/SF
    • 19 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1999

    17175 Allamanda Dr W, Summerland Key, FL 33042

    Gorgeous Tropical Waterfront Oasis! No detail was overlooked in this stunning 4 BR, 3 BA luxury canal front estate in the prestigious Sugarloaf Shores. Tucked behind a privacy fence and surrounded by lush landscaping, this tropical retreat invites you to unwind in style. The expansive backyard is your personal oasis, featuring a massive heated concrete pool and a fully equipped 10' x 14' tiki

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    17175 Allamanda Dr W, Summerland Key, FL 33042
  • 17346 Keystone Rd, Summerland Key, FL 33042
    17346 Keystone Rd, Summerland Key, FL 33042
    17346 Keystone Rd, Summerland Key, FL 33042
    /59

    $2,175,000 Sold Jun 20, 2025

    • 2,192 Sq Ft
    • $992/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2019

    17346 Keystone Rd, Summerland Key, FL 33042

    Welcome to this stunning 3-bedroom, 2-bathroom home perfectly situated on nearly half an acre, offering serene water views and direct canal access. Ideal for boaters and outdoor enthusiasts, the property features a concrete dock--your gateway to waterfront adventures.Step inside to an open floorplan designed for both comfort and entertaining. The heart of the home is a beautifully updated

    Matthew Sheehan Ocean Sotheby's International Realty

    17346 Keystone Rd, Summerland Key, FL 33042
  • 27330 Barbados Ln, Ramrod Key, FL 33042
    27330 Barbados Ln, Ramrod Key, FL 33042
    27330 Barbados Ln, Ramrod Key, FL 33042
    /42

    $1,000,000 Sold Jun 20, 2025

    • 1,764 Sq Ft
    • $567/SF
    • 79 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    27330 Barbados Ln, Ramrod Key, FL 33042

    Looking for a FL Keys Home with space? This meticulously maintained home has it!This original-owner, lovingly cared-for coastal retreat offers more living space than other homes of a similar style in the area, providing comfortable living both indoors & out.Upgraded to receive maximum insurance discounts, the home includes FULL impact-rated windows/doors, a metal hip roof, & single wraps for roof

    Brian Kruszewski LoKation Real Estate

    27330 Barbados Ln, Ramrod Key, FL 33042
  • 28595 Jolly Roger Dr, Summerland Key, FL 33042
    28595 Jolly Roger Dr, Summerland Key, FL 33042
    28595 Jolly Roger Dr, Summerland Key, FL 33042
    /56

    $2,599,000 Sold Jun 18, 2025

    • 1,153 Sq Ft
    • $2254/SF
    • 11 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    28595 Jolly Roger Dr, Summerland Key, FL 33042

    This beautifully located property, situated on the tip of Little Torch Key oceanside at the end of Jolly Roger Drive, offers the ultimate island living experience. With breathtaking views from every vantage point, this 2-bedroom, 2-bath concrete home sits on a spacious 16,400 sq ft lot surrounded by water on 3 sides. Relax on the large patio and watch stunning sunrises or enjoy the endless views

    Jan Fritz Coldwell Banker Schmitt RE Co. Lower Keys Office

    28595 Jolly Roger Dr, Summerland Key, FL 33042
  • 17022 Starfish Ln W, Summerland Key, FL 33042
    17022 Starfish Ln W, Summerland Key, FL 33042
    17022 Starfish Ln W, Summerland Key, FL 33042
    /27

    $1,900,000 Sold Jun 18, 2025

    • 1,990 Sq Ft
    • $955/SF
    • 85 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    17022 Starfish Ln W, Summerland Key, FL 33042

    SPECTACULAR OPEN WATER POINT & SUNSET VIEW. Enjoy waterfront living in this Classic 3 Bed/2 Bath wood frame home featuring vaulted ceilings and panoramic views overlooking Lower Sugarloaf Sound. Desirable SW exposure, 250' of protected waterfrontage providing quick boating access to both Atlantic and Gulf. Large ground level covered carport and patio plus secured storage room. Highly

    Kieran Mahoney Century 21 Circle

    17022 Starfish Ln W, Summerland Key, FL 33042
  • 791 W Indies Dr, Summerland Key, FL 33042
    791 W Indies Dr, Summerland Key, FL 33042
    791 W Indies Dr, Summerland Key, FL 33042
    /40

    $1,075,000 Sold Jun 16, 2025

    • 1,152 Sq Ft
    • $933/SF
    • 191 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1982

    791 W Indies Dr, Summerland Key, FL 33042

    Welcome to your dream oasis in the heart of the Florida Keys! Nestled in the sought-after neighborhood of Breezeswept Beach Estates, this exceptional 4-bedroom, 2-bathroom ocean-front pool home offers the perfect blend of luxury, comfort, and coastal living. With breathtaking open water views and blue hole dredge, this home offers excellent fishing for the whole family from your own back yard;

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    791 W Indies Dr, Summerland Key, FL 33042
  • 165 Colson Dr, Cudjoe Key, FL 33042
    165 Colson Dr, Cudjoe Key, FL 33042
    165 Colson Dr, Cudjoe Key, FL 33042
    /36

    $1,225,000 Sold Jun 13, 2025

    • 1,696 Sq Ft
    • $722/SF
    • 104 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    165 Colson Dr, Cudjoe Key, FL 33042

    Welcome Home! As you step inside of this Brand New contemporary coastal designed Florida Keys home, you will discover what you have been looking for in today's market. This property was built to last by using the finest available materials and sits on over a half-acre of land. The main great room features 15 ft. vaulted ceilings, an open concept living area with a combined high-end kitchen with a

    Terry Garcia Keller Williams Key West Compass Realty

    165 Colson Dr, Cudjoe Key, FL 33042
  • 23971 Henry St, Summerland Key, FL 33042
    23971 Henry St, Summerland Key, FL 33042
    23971 Henry St, Summerland Key, FL 33042
    /58

    $3,335,000 Sold Jun 13, 2025

    • 2,950 Sq Ft
    • $1131/SF
    • 37 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1956

    23971 Henry St, Summerland Key, FL 33042

    This newly renovated Oceanfront Pool home seamlessly blends luxury, privacy, and comfort while enjoying quick and easy ocean access on Summerland Key. Enter into the massive Great Room featuring 24-foot EURO retractable doors that open to sparkling ocean views and fill the space with lots of natural light. The Chef's Kitchen stands out with custom cabinetry, soft-close drawers, pull-out

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    23971 Henry St, Summerland Key, FL 33042
  • 220 E Caribbean Dr, Summerland Key, FL 33042
    220 E Caribbean Dr, Summerland Key, FL 33042
    220 E Caribbean Dr, Summerland Key, FL 33042
    /107

    $5,300,000 Sold Jun 13, 2025

    • 4,981 Sq Ft
    • $1064/SF
    • 165 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 2025

    220 E Caribbean Dr, Summerland Key, FL 33042

    Experience unparalleled luxury in this 2025 Custom Built Smart Home. Concrete-constructed oceanfront home, situated in prestigious Summerland Key. With 90 feet of ocean frontage and breathtaking southwest views of the Atlantic Ocean, this home is the ultimate retreat for those seeking elegance, comfort, and adventure.The third floor is the heart of this home, featuring an infinity-edge pool and

    Stacy Shahan Island Real Estate Company Florida Keys

    220 E Caribbean Dr, Summerland Key, FL 33042
  • 17018 Wahoo Ln, Summerland Key, FL 33042
    17018 Wahoo Ln, Summerland Key, FL 33042
    17018 Wahoo Ln, Summerland Key, FL 33042
    /73

    $2,925,000 Sold Jun 10, 2025

    • 1,472 Sq Ft
    • $1987/SF
    • 122 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    17018 Wahoo Ln, Summerland Key, FL 33042

    Welcome to the most exceptional home and premier lot currently available in the prestigious Sugarloaf Shores neighborhood. This property is a masterpiece of luxury, craftsmanship, and natural beauty, offering a lifestyle that truly must be experienced in person to be fully appreciated.Situated on an expansive 13,000+ square foot private point lot, this home boasts over 230 feet of crystal-clear

    Coby Taylor Expert Realty LLC (HQ)

    17018 Wahoo Ln, Summerland Key, FL 33042
  • 27373 Antigua Ln, Ramrod Key, FL 33042
    27373 Antigua Ln, Ramrod Key, FL 33042
    27373 Antigua Ln, Ramrod Key, FL 33042
    /31

    $735,000 Sold Jun 06, 2025

    • 1,188 Sq Ft
    • $619/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    27373 Antigua Ln, Ramrod Key, FL 33042

    Experience Your Perfect Canal Front Paradise on Ramrod Key! Situated in the coveted Florida Keys, Ramrod Key delivers an exceptional balance of serenity and convenient boating access.This immaculate 3-bedroom, 2-bathroom waterfront residence is your ticket to the coveted Keys lifestyle!This property represents outstanding value for waterfront living. Perfect for boating enthusiasts! Whether

    Sandra Dolowy KeyIsle Realty

    27373 Antigua Ln, Ramrod Key, FL 33042
  • 7 Lot, Lower Keys, FL 33042
    7 Lot, Lower Keys, FL 33042
    /2

    $49,000 Sold Jun 06, 2025

    • Land
    • 0.19 Acre
    • $257,895 per Acre
    • 168 Days On Market

    7 Lot, Lower Keys, FL 33042

    2 Point Lot with point letter in hand. Can purchase with MLS# A 11685133, which is another 2 point lot with letter in hand for 110,00 for both (total of 4 points). For lot dedication and points used to build on another dedicated lot in Monroe County. Call the Monroe County Planning Department for more details.

    Pamela Stangler MMLS Assoc.-Inactive Member

    7 Lot, Lower Keys, FL 33042
  • Lot 7 Block 14, Cudjoe Key, FL 33042
    Lot 7 Block 14, Cudjoe Key, FL 33042
    /2

    $49,000 Sold Jun 06, 2025

    • Land
    • 163 Days On Market

    Lot 7 Block 14, Cudjoe Key, FL 33042

    2 Point Lot with point letter in hand. Can purchase with MLS# 612010, which is another 2 point lot with letter in hand for 135,00 for both (total of 4 points).

    Pamela Stangler Expert Realty LLC

    Lot 7 Block 14, Cudjoe Key, FL 33042
  • Lot 24 Vacant Land, Big Torch Key, FL 33042
    Lot 24 Vacant Land, Big Torch Key, FL 33042
    Lot 24 Vacant Land, Big Torch Key, FL 33042
    /3

    $49,000 Sold Jun 06, 2025

    • Land
    • 206 Days On Market

    Lot 24 Vacant Land, Big Torch Key, FL 33042

    Property has a letter of point determination for 2 points. Contact Monroe County Planning Department for further information on how to use this parcel and/or points. NOT ROGO EXEPMT.

    Pamela Stangler Expert Realty LLC

    Lot 24 Vacant Land, Big Torch Key, FL 33042
  • 22933 Buccaneer Ln, Summerland Key, FL 33042
    22933 Buccaneer Ln, Summerland Key, FL 33042
    22933 Buccaneer Ln, Summerland Key, FL 33042
    /70

    $721,000 Sold Jun 03, 2025

    • 1,088 Sq Ft
    • $663/SF
    • 74 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1995

    22933 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to your dream waterfront property! Nestled in tranquil and desirable Cudjoe Key, this exquisite canal-front residence offers an unparalleled fusion of luxury, convenience, and tranquility. Whether you seek a permanent residence, a vacation retreat, or an investment property, this home offers a waterfront paradise for any lifestyle. This meticulously crafted two-bedroom, two-bathroom,

    Bobby Baker Brightwild Real Estate

    22933 Buccaneer Ln, Summerland Key, FL 33042
  • 763 Diane Ave, Little Torch Key, FL 33042
    763 Diane Ave, Little Torch Key, FL 33042
    763 Diane Ave, Little Torch Key, FL 33042
    /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
  • 0 Canal Dr, Sugarloaf Key, FL 33042
    0 Canal Dr, Sugarloaf 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
  • 17425 Jamaica Ln, Summerland Key, FL 33042
    17425 Jamaica Ln, Summerland Key, FL 33042
    17425 Jamaica Ln, Summerland 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

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