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Recently Sold Summerland Key, FL Homes

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  • /44

    $930,000 Sold Aug 01, 2025

    • 1,280 Sq Ft
    • $727/SF
    • 96 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    3761 Gumbo Limbo St, Big Pine Key, FL 33043

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

    Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    3761 Gumbo Limbo St, Big Pine Key, FL 33043
  • /51

    $975,000 Sold Aug 01, 2025

    • 1,200 Sq Ft
    • $812/SF
    • 101 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    527 Heck Ave, Little Torch Key, FL 33042

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

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    527 Heck Ave, Little Torch Key, FL 33042
  • /19

    $505,000 Sold Jul 30, 2025

    • 1,056 Sq Ft
    • $478/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    134 Tortuga Ln, Summerland Key, FL 33042

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

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    134 Tortuga Ln, Summerland Key, FL 33042
  • /5

    $725,000 Sold Jul 30, 2025

    • 1,394 Sq Ft
    • $520/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1990

    19462 Canal Dr, Summerland Key, FL 33042

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

    Jacqui Norman Berkshire Hathaway HomeServices Knight & Gardner Realty

    19462 Canal Dr, Summerland Key, FL 33042
  • /23

    $510,000 Sold Jul 30, 2025

    • 1,120 Sq Ft
    • $455/SF
    • 176 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    27390 Barbados Ln, Summerland Key, FL 33042

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

    Rose Dell Keller Williams Key West Compass Realty

    27390 Barbados Ln, Summerland Key, FL 33042
  • /47

    $1,075,000 Sold Jul 30, 2025

    • 1,120 Sq Ft
    • $960/SF
    • 189 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    128 Le Grand Ln, Summerland Key, FL 33042

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

    Alain Majeau Berkshire Hathaway HomeServices Knight & Gardner Realty

    128 Le Grand Ln, Summerland Key, FL 33042
  • /37

    $765,000 Sold Jul 28, 2025

    • 1,440 Sq Ft
    • $531/SF
    • 113 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2019

    27255 Mariposa Rd, Ramrod Key, FL 33042

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

    Melissa Graham Bluescape Real Estate

    27255 Mariposa Rd, Ramrod Key, FL 33042
  • /34

    $1,245,000 Sold Jul 28, 2025

    • 1,542 Sq Ft
    • $807/SF
    • 175 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    17081 Starfish Ln W, Summerland Key, FL 33042

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

    Sean Farrer Coldwell Banker Schmitt Real Estate Co. (KW)

    17081 Starfish Ln W, Summerland Key, FL 33042
  • /3

    $1,100,000 Sold Jul 25, 2025

    • 2,400 Sq Ft
    • $458/SF
    • 43 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1975

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

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

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

    30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043
  • /16

    $785,000 Sold Jul 25, 2025

    • 1,176 Sq Ft
    • $668/SF
    • 125 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1993

    27384 Barbuda Ln, Summerland Key, FL 33042

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

    Lisa Carter Florida Keys Realty, Inc.

    27384 Barbuda Ln, Summerland Key, FL 33042
  • /49

    $750,000 Sold Jul 24, 2025

    • 960 Sq Ft
    • $781/SF
    • 72 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2008

    25121 Center St, Summerland Key, FL 33042

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

    Gregory Sullivan BYOWNER.COM

    25121 Center St, Summerland Key, FL 33042
  • /33

    $1,350,000 Sold Jul 24, 2025

    • 2,524 Sq Ft
    • $535/SF
    • 215 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2011

    20883 4th Ave, Cudjoe Key, FL 33042

    Tucked away in the boating community of Cudjoe Gardens, this spacious 3 Bedroom plus Loft canal front home boasts over 2,500 sq. ft. with soaring ceilings and a 2-car garage. Thoughtfully designed for both relaxation and functionality, the space is filled with natural light which flows seamlessly from room to room. The massive Kitchen is highly functional featuring lots of granite counter space

    Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

    20883 4th Ave, Cudjoe Key, FL 33042
  • /66

    $910,000 Sold Jul 23, 2025

    • 1,541 Sq Ft
    • $591/SF
    • 427 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1990

    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
  • /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
  • /45

    $780,000 Sold Jul 18, 2025

    • 912 Sq Ft
    • $855/SF
    • 44 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    29025 Geranium Dr, Big Pine Key, FL 33043

    Enjoy tranquil waterfront living in this charming 2-bedroom, 2-bath canal-front home. The kitchen features beautiful wood cabinetry, granite countertops, and a center island--perfect for cooking and entertaining. Step outside to your fully fenced yard where you'll find a convenient outdoor shower and breathtaking views of a county-owned wildlife refuge--offering unmatched privacy with no

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    29025 Geranium Dr, Big Pine Key, FL 33043
  • /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
  • /2

    $570,000 Sold Jul 17, 2025

    • 960 Sq Ft
    • $594/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    3767 Hibiscus St, Big Pine Key, FL 33043

    Main living area is on second floor: 2 bedrooms, 2 bathrooms. Plus 1 bedroom, 1 bath studio apt on first floor with separate entrance on first floor. Boat lift: Motor is working but a beam is warped and needs to be repaired. Has functioning davit (lift) for smaller boats. RV Parking with electrical hookup. Minimum rental term in this area is 28 night. Roof replaced in 2017. Central HVAC replaced

    Ryan Call REALTY ZOOM

    3767 Hibiscus St, Big Pine Key, FL 33043
  • /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
  • /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
  • /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
  • /37

    $642,000 Sold Jul 11, 2025

    • 1,516 Sq Ft
    • $423/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    31067 Avenue C, Big Pine Key, FL 33043

    Spacious & Stylish 3/2 Home in Big Pine KeyWelcome to your slice of paradise! This beautifully remodeled 3-bedroom, 2-bath home sits on a 5,000 sq. ft. lot in Big Pine Key and has everything you need for relaxed Keys living. Inside, you'll find a bright, open layout with vaulted ceilings, fresh paint, bamboo wood floors, and a stunning kitchen with high-end appliances, a cooktop island, and

    Jared Chiagouris Island Welcome Real Estate LLC

    31067 Avenue C, Big Pine Key, FL 33043
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /28

    $632,000 Sold Jul 03, 2025

    • 1,584 Sq Ft
    • $399/SF
    • 93 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1985

    28451 Gulf Blvd, Big Pine Key, FL 33043

    FULL DUPLEX on Big Pine Key - a RARE find! 2 bedrooms and 1 bath on each side with a private screened balcony.This stilted duplex sits on a corner lot of 9200 square feet located in a quiet subdivision. Across the street is non-buildable land so plenty of privacy. Appliances included for each side - range, fridge, and washer/dryer.Two 30 amp RV connections and ample room for parking boat

    Donna Pezzi Keller Williams Key West Compass Realty

    28451 Gulf Blvd, Big Pine Key, FL 33043
  • /33

    $650,000 Sold Jul 03, 2025

    • 1,008 Sq Ft
    • $645/SF
    • 429 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    30427 Hawk Ln, Big Pine Key, FL 33043

    Welcome to our cozy retreat nestled on Big Pine Key. This charming two bedroom one bath cottage offers a tranquil escape on a DOUBLE LOT fenced, providing privacy and security. Enjoy the picturesque waterfront views from your own back yard. Florida room with large impact windows to capture the water views. Impact windows through out. Approximately 273 feet of concrete seawall with davits,

    Karen Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

    30427 Hawk Ln, Big Pine Key, FL 33043
  • /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
  • /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
  • /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
  • /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
  • /22

    $500,000 Sold Jun 30, 2025

    • 988 Sq Ft
    • $506/SF
    • 41 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1958

    31232 Ave d, Big Pine Key, FL 33043

    Whether you're looking for a place to call HOME or a GET AWAY to retreat to. Charming 3-bedroom home with open floor plan on a double lot 50 X 200 (10,000 sq. ft.) in Big Pine Key. Front lot is fenced, no neighbor on one side. Has a front covered porch. Back patio deck. Back lot has no neighbor on either side. Home is move in ready and can close quickly. New appliances in the home. Ductless ac.

    Rose Dell Keller Williams Key West Compass Realty

    31232 Ave d, Big Pine Key, FL 33043
  • /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
  • /13

    $265,000 Sold Jun 30, 2025

    • Land
    • 103 Days On Market

    31014 Avenue E, Big Pine Key, FL 33043

    BUILD A NEW HOME, SKIP THE ROGO PROCESS! ROGO-exemption letter is in hand for this 10,000 sq. ft. double lot located on the corner of Sands Rd. and Avenue E. The undeveloped lots on the north side of Avenue E are state-owned; Monroe County owns multiple adjacent lots to the east. The convenient location is within walking and biking distance of the Big Pine Community Park where you'll find

    Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    31014 Avenue E, Big Pine Key, FL 33043
  • /38

    $935,000 Sold Jun 30, 2025

    • 1,120 Sq Ft
    • $835/SF
    • 150 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    29374 Saratoga Ave, Big Pine Key, FL 33043

    Experience tropical living at its finest with this tropical home! Just four houses in from the open water, this charming property features 2 bedrooms and 2 bathrooms, flooded with natural light and adorned with porcelain tile throughout.Step into updated tile bathrooms boasting frameless shower doors, and a remodeled kitchen with solid wood cabinets and granite countertops.Enjoy the tranquility

    Dawn McComish Lokation Real Estate

    29374 Saratoga Ave, Big Pine Key, FL 33043
  • /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
  • /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
  • /44

    $699,900 Sold Jun 27, 2025

    • 1,232 Sq Ft
    • $568/SF
    • 97 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    29853 Frostproof Rd, Big Pine Key, FL 33043

    This quintessential home is surrounded by 17 parcels of pristine environmental and conservation land, offering nature, privacy, wildlife, and the best tropical living the Keys has to offer. The full-size screened rear porch faces vacant land with swaying palms, tropical vegetation, with key deer grazing below. Enjoy morning coffee or evening cocktails while tropical breezes provide refreshing

    Donna Halstead Coldwell Banker Schmitt RE Co. Lower Keys Office

    29853 Frostproof Rd, Big Pine Key, FL 33043

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