Monroe, FL Homes

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  /51

  $1,500,000

  • 4 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  30985 Hibiscus Dr, Big Pine Key, FL 33043

  NEARLY 1/2 ACRE OF CANAL-FRONT TROPICAL PARADISE! Boaters will appreciate 133 ft. of frontage; can dock mutliple boats along the 50 ft. wide canal and 25 ft. across the end of the canal. Approximately 60 ft. of concrete seawall with boat davits and fish cleaning station. Completely furnished, this 2,166 sf., 4-bedroom, 2.5-bath, CBS pool home is nestled on an impressive,19,762 sq. ft. double lot

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (844) 629-4607

  30985 Hibiscus Dr, Big Pine Key, FL 33043
• 

  Explore Big Pine Key

• 

  

  

  /9

  $2,300 per month

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • House for Rent

  31020 Avenue B, Big Pine Key, FL 33043

  Property Id: 2043481$2300 for 2 people $2100. for one person. Cozy 1 Bedroom, 1 Bath Mobile Home This well-maintained mobile home features laminate flooring, a screened-in back porch, and a small fenced side and backyard. Parking for 2 vehicles max. It includes washer/dryer hookups and an on-demand water heater. The home is unfurnished, and utilities are not included. Lease Terms:

  31020 Avenue B, Big Pine Key, FL 33043
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  /25

  $500,000 Sold Aug 19, 2025

  • 1,020 Sq Ft
  • $490/SF
  • 265 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1974

  1620 Buttonwood Dr, Big Pine Key, FL 33043

  Nestled within the peaceful surroundings of the Key Deer Refuge, this charming 2 bedroom, 1 bathroom canal-front home offers a unique blend of nature, privacy, and easy access to water adventures. The home's inviting, light-filled interior embraces the essence of a classic Keys residence, with spacious, well-designed rooms. The open living area, filled with natural light from large windows,

  Lisa Ferringo Coldwell Banker Schmitt Lower Keys (KW)

  1620 Buttonwood Dr, Big Pine Key, FL 33043
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  /2

  Est $637,509 Not Listed For Sale

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

  29312 Coconut Palm Dr, Big Pine Key, FL 33043

  29312 Coconut Palm Dr, Big Pine Key, FL 33043
• 

  

  

  /36

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,039 Sq Ft

  29048 Iris Dr, Big Pine Key, FL 33043

  SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances,

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 528-3127

  29048 Iris Dr, Big Pine Key, FL 33043
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  /9

  $4,800 per month

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  29420 Enterprise Ave Unit B, Big Pine Key, FL 33043

  Enjoy the best of Keys living in this beautifully renovated 2 bedroom, 1 bath upstairs unit in Big Pine Key. This spacious home offers stunning open water views and direct canal access perfect for boating enthusiasts, with room to dock your boat right outside.Inside, you'll find a modern feel with top-of-the-line appliances, a washer and dryer, and high-end finishes throughout. The open floor

  Halley Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  29420 Enterprise Ave Unit B, Big Pine Key, FL 33043
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  /28

  $510,500 Sold Aug 14, 2025

  • 912 Sq Ft
  • $560/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1963

  31124 Avenue E, Big Pine Key, FL 33043

  Discover your slice of paradise in Big Pine Key! This charming 2-bedroom, 1-bathroom home offers an incredibly rare find: 20,000 square feet of lush, private property spanning two streets. Imagine unwinding in your expansive, fenced backyard on Avenue E, or enjoying the extra breathing room on the generous side yard on Avenue D. The property is a true tropical oasis, adorned with mature fruit

  Derrick Johnson Coco Plum Real Estate

  31124 Avenue E, Big Pine Key, FL 33043
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  /2

  Not Listed For Sale

  0000 Watson Blvd, Big Pine Key, FL 33043

  0000 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /29

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 2,068 Sq Ft

  1541 Sunrise Dr, Big Pine Key, FL 33043

  Enjoy absolutely stunning open water views and spectacular sunrises every morning from this gorgeous open waterfront property in Tropical Bay Estates. This spacious 3-bedroom, 2-bath home was completely remodeled in 2020 with beautiful finishes throughout. Enjoy a chef's kitchen, with top of the line appliances, and an abundance of cabinets and counter space, ideal for entertaining. Flooded

  

  Anneliese Dietrick

  Coldwell Banker Schmitt Lower Keys (KW)

  (888) 890-8953

  1541 Sunrise Dr, Big Pine Key, FL 33043
• 

  

  /11

  $3,650 per month

  • 2 Beds
  • 2 Baths
  • 1,050 Sq Ft
  • House for Rent

  29188 Tulip Ln, Big Pine Key, FL 33043

  Property Id: 2080670Welcome to this renovated charming 2 bed, 2 bath single-family home in Big Pine Key, FL! This cozy property features modern amenities such as a dishwasher, washer/dryer, and security cameras. With utilities included and off-street parking, this pet-free rental is perfect for a comfortable and convenient lifestyle. Don't miss out on this amazing opportunity in EDEN

  29188 Tulip Ln, Big Pine Key, FL 33043
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  /34

  $695,000 Sold Aug 05, 2025

  • 1,233 Sq Ft
  • $564/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1959

  1555 Watson Blvd, Big Pine Key, FL 33043

  Welcome to your slice of paradise in Big Pine Key! This solid concrete 2-bedroom, 2-bathroom home is perfectly positioned on a wide canal with direct access and a short boat ride to open water, making it a boater's dream.Step inside to an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas -- ideal for entertaining or simply enjoying the Keys lifestyle. Natural

  Terrance Sullivan Ocean Sotheby's International Realty

  1555 Watson Blvd, Big Pine Key, FL 33043
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  /49

  Est $762,782 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  29765 Osprey Ln, Big Pine Key, FL 33043

  29765 Osprey Ln, Big Pine Key, FL 33043
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  /48

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,193 Sq Ft

  30246 Watson Blvd, Big Pine Key, FL 33043

  Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6' stockade fence allowing lots of safety and room for kids and pets to play and roam.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (877) 679-8817

  30246 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /15

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • Apartment for Rent

  29420 Enterprise Ave Unit A, Big Pine Key, FL 33043

  Enjoy the best of Keys living in this beautifully renovated 2 bedroom, 2 bath upstairs unit in Big Pine Key. This spacious home offers stunning open water views and direct canal access perfect for boating enthusiasts, with room to dock your boat right outside.Inside, you'll find a modern feel with top-of-the-line appliances, a washer and dryer, and high-end finishes throughout. The open floor

  Halley Haack Coldwell Banker Schmitt RE Co. Lower Keys Office

  29420 Enterprise Ave Unit A, Big Pine Key, FL 33043
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  /42

  $615,000 Sold Aug 05, 2025

  • 864 Sq Ft
  • $712/SF
  • 132 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1985

  3231 Pompano St, Big Pine Key, FL 33043

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

  Dawn McComish Lokation Real Estate

  3231 Pompano St, Big Pine Key, FL 33043
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  /20

  Est $653,709 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 552 Sq Ft

  31342 Avenue I, Big Pine Key, FL 33043

  31342 Avenue I, Big Pine Key, FL 33043
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  /26

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  31463 Avenue G, Big Pine Key, FL 33043

  Welcome to this coastal escape on Big Pine Key, in the Lower Florida Keys. This newly built 2022 home combines modern design with the rugged durability required for island living. This 2-bedroom, 2-bathroom residence offers 1,260 sq ft of stylish, open-concept living space designed to showcase the natural beauty of the surroundings. For those seeking life on the water, this property is a

  

  Sandra Tuttle

  Island Welcome Real Estate

  (877) 716-2796

  31463 Avenue G, Big Pine Key, FL 33043
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  /33

  $4,500 per month

  • 4 Beds
  • 3 Baths
  • Property for Rent

  31380 Avenue G, Big Pine Key, FL 33043

  Brand New Construction All CBS 4BR/3BA. Now available for long term rental! Minutes from Shopping, Local Parks, and nearby Amenities.

  Justyn Ewald Expert Realty LLC (HQ)

  31380 Avenue G, Big Pine Key, FL 33043
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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
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  /3

  Not Listed For Sale

  Vacant Lot Diane Rd, Big Pine Key, FL 33043

  Vacant Lot Diane Rd, Big Pine Key, FL 33043
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  /63

  $2,670,000

  • 3 Beds
  • 3 Baths
  • 2,486 Sq Ft

  30468 Oleander Blvd, Big Pine Key, FL 33043

  THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (855) 705-6242

  30468 Oleander Blvd, Big Pine Key, FL 33043
• 

  

  /17

  $3,600 per month

  • 2 Beds
  • 1 Bath
  • 774 Sq Ft
  • Property for Rent

  29654 Constitution Ave, Big Pine Key, FL 33043

  Wonderful renovated waterfront 1/2 Duplex for rent! This one is the left side of duplex and has spacious 2 bedrooms and 1 full bath with open floor plan for living. Completely renovated and gorgeous inside! Beautiful Quartz countertops and stainless appliances in kitchen, all new fixtures and flooring thru-out. Stylish barn doors in both bedrooms with ample closet space. Screened in back porch

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  29654 Constitution Ave, Big Pine Key, FL 33043
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  /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
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  /6

  Not Listed For Sale

  2 ROGO pts Gulf Blvd, Big Pine Key, FL 33043

  2 ROGO pts Gulf Blvd, Big Pine Key, FL 33043
• 

  

  /40

  $699,000 Pending

  • 2 Beds
  • 2 Baths
  • 912 Sq Ft

  3806 Dyer Rd, Big Pine Key, FL 33043

  Enjoy canal-front living in peaceful Port Pine Heights, where you're sure to see the diminutive key deer roaming daily. This 2BD/2BA home on a 7,963 sq. ft. corner lot is just two canals away from open water leading to calm, backcountry waters and the Content Keys, as well as the Atlantic for offshore activities. The interior is light and bright with a slight cathedral ceiling; the kitchen and

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (833) 324-5590

  3806 Dyer Rd, Big Pine Key, FL 33043
• 

  

  /19

  $3,900 per month

  • 3 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • Property for Rent

  29267 Cypress Dr, Big Pine Key, FL 33043

  Located in the Eden Pines community, this unfurnished single-family home offers 2 bedrooms plus a bonus room previously used as a third bedroom. Enjoy canal-front living with a boat lift and plenty of storage, including an enclosed downstairs area and separate shed. Washer and dryer included. Pet-friendly with deposit. 6-8 month lease preferred. Utilities not included. Background and credit check

  Melissa Gibbins Expert Realty LLC (HQ)

  29267 Cypress Dr, Big Pine Key, FL 33043
• 

  

  /54

  $915,000 Sold Jul 19, 2025

  • 1,056 Sq Ft
  • $866/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  29737 Newfound Blvd, Big Pine Key, FL 33043

  Highly motivated Seller wants to make a deal! With fantastic boat access (it's less than a minute to the open water) and peaceful water views over the salt ponds, the location of this well-maintained, oceanside home is unbeatable for the price. Situated on the 'T' of the 75 ft. wide canal system, you'll also enjoy views 'up' the canal where fuel is available just 1/4 mile away and great dockage

  Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  29737 Newfound Blvd, Big Pine Key, FL 33043
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  /14

  Not Listed For Sale

  57 Overseas Hwy, Big Pine Key, FL 33043

  57 Overseas Hwy, Big Pine Key, FL 33043
• 

  

  /36

  $1,100,000 Under Contract

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

  29185 Bougainvillea Ln, Big Pine Key, FL 33043

  This home has a lot to offer! Great home, great neighborhood, great lot! This home is situated on a 8,400 SF corner lot, with canal on two sides. Plenty of concrete seawall equipped with both a boat lift, and davits. There are no bridges to worry about getting under, and a short ride to the open water. The home has been recently updated, and there is plenty of room for people and fishing

  

  Christina Davis

  Coldwell Banker Schmitt RE Co. Lower Keys Office

  (833) 707-1770

  29185 Bougainvillea Ln, Big Pine Key, FL 33043
• 

  

  /25

  $3,650 per month

  • 3 Beds
  • 2 Baths
  • 1,285 Sq Ft
  • House for Rent

  3717 Palmetto St, Big Pine Key, FL 33043

  Nice remote 3/2 in the heart of big pine key with a canal in the back where you would be able to dock your boat; beautiful location, a relaxing getaway, close to the open water, less than an hour away from Key West, minutes away from shopping, schools, and park. Call Now. Background and Credit Report (we will provide you with a link, and your customer will pay for the fee), Proof of employment,

  George Assal ASLO Real Estate

  3717 Palmetto St, Big Pine Key, FL 33043
• 

  

  /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
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  /2

  Est $1,128,625 Not Listed For Sale

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

  29565 Ranger Ave, Big Pine Key, FL 33043

  29565 Ranger Ave, Big Pine Key, FL 33043
• 

  

  /42

  $999,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  29012 Bigonia Dr, Big Pine Key, FL 33043

  Get ready to fall in love with this beautifully remodeled 2-bedroom, 2-bath canal-front retreat, perfectly situated in the tranquil and desirable Eden Pines neighborhood of Big Pine Key. Nestled on a rare corner lot boasting an impressive 185 feet of water frontage, this home is a true boater's dream, offering two boat lifts (15,000 lb and 10,000 lb) and effortless access to open water for

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (844) 401-3365

  29012 Bigonia Dr, Big Pine Key, FL 33043
• 

  

  /12

  $3,800 per month

  • 2 Beds
  • 3 Baths
  • 1,100 Sq Ft
  • Property for Rent

  31111 Hibiscus Dr Unit lot 31, Big Pine Key, FL 33043

  Come live the island life in this immaculately kept 2 bedroom 3 full bath with additional room on ground floor.If you love nature Big Pine is for you. Close enough to enjoy both Marathon and Key West for the nights where you want to see the local action but far enough away for peace and tranquility. Home sits on a spacious 60 ft of canal front lot with quick access to Gulf or Atlantic from Bogie

  Kimberley Frazier Keller Williams Key West Compass Realty

  31111 Hibiscus Dr Unit lot 31, Big Pine Key, FL 33043
• 

  /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
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  /14

  Not Listed For Sale

  0 Lan Horvath Rd, Big Pine, FL 33043

  0 Lan Horvath Rd, Big Pine, FL 33043
• 

  

  /36

  $775,000 Under Contract

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

  1590 Gardenia Ln, Big Pine Key, FL 33043

  Your Keys Getaway is Waiting on Big Pine Key!Tucked away in the peaceful Key Deer National Wildlife Refuge, this adorable canal-front home is ready for new owners to move right in and start living the island dream! Featuring 3 bedrooms, 2 baths, and an open living space with a freshly updated kitchen and new appliances, it's the perfect spot to relax or entertain.The third bedroom has a private

  

  Sandra Tuttle

  Island Welcome Real Estate

  (877) 813-2468

  1590 Gardenia Ln, Big Pine Key, FL 33043
• 

  

  /65

  $6,995 per month

  • 4 Beds
  • 3 Baths
  • 3,116 Sq Ft
  • House for Rent

  30825 Ortega Ln, Big Pine Key, FL 33043

  Welcome to your slice of paradise in Big Pine Key! This stunning property offers peace and privacy on a quiet street,just minutes from world class fishing, boating, and the natural beauty of Bahia Honda State Park. This charminghome comes fully furnished and features an open-concept layout, modern updates, and coastal finishes throughout. relax on the coveredporch, entertain on the

  Walter Vargas Cervera Real Estate Inc.

  30825 Ortega Ln, Big Pine Key, FL 33043
• 

  

  /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
• 

  /2

  Est $267,000 Not Listed For Sale

  • Studio

  0 E Ave Unit 604969, Big Pine Key, FL 33043

  0 E Ave Unit 604969, Big Pine Key, FL 33043

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