Homes for Sale near Key West High School

• 

  

  

  /25

  $383,000

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft

  3312 Northside Dr Unit 405, Key West, FL 33040

  Own in Key West under 400k. Excellent investment as primary residence, second home, or rental property. This one bed one bath condo is conveniently located in a shopping area with easy access to Duval and US 1. It is one of the few gated communities in Key West. You have ample parking, storage, pool, tennis courts, laundry, on site management, etc. The unit has new flooring, new AC unit, new

  Karen Angle Coldwell Banker Schmitt Real Estate Co.

  3312 Northside Dr Unit 405, Key West, FL 33040
• 

  

  

  /18

  $420,000

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  256 Mars Ln, Key West, FL 33040

  Unlock the potential of this waterfront property just half a mile from the iconic Geiger Key Marina and Restaurant. Nestled on a generous 5,190 sq ft lot, this 1,310 sq ft mobile home offers direct canal access with a sturdy concrete seawall--ideal for swimming, fishing, kayaking, or simply soaking in the coastal lifestyle.The home is ready for renovations and personal touches. Whether you're

  Monique Thiel Sunshine State Realty Services

  256 Mars Ln, Key West, FL 33040
• 

  

  

  /14

  $299,000

  • Land

  27398 Jamaica Ln, Ramrod Key, FL 33042

  Great Location vacant lot with seawall and boat ramp. Minutes to Open Water. Just waiting for a perfect home. This is a great option to purchase 231 W. Indies Open Water Home and have great boating with this lot.Please look at MLS616482

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  27398 Jamaica Ln, Ramrod Key, FL 33042
• 

  

  

  /62

  $1,075,000

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  231 W Indies Dr, Summerland Key, FL 33042

  Welcome to your open-water paradise! This 3-bedroom, 2-bath home is all about embracing the Florida lifestyle. Wake up to breathtaking open-water sunrises while you sip coffee on your private balcony, then spend your afternoons lounging by the sparkling pool. The main level offers two comfortable bedrooms and a full bath -- perfect for family or guests -- while the entire second floor is your

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  231 W Indies Dr, Summerland Key, FL 33042
• 

  

  

  /48

  $720,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  14 Kingfisher Ln, Key West, FL 33040

  Welcome to 14 Kingfisher Lane at the Key West Golf Club Community. This lovely townhome is located in a gated residence community. Enjoy the best of island living with 2 Bedrooms & 2 en-suite bathrooms. Take in refreshing breezes and tranquil golf course views from your screened-in back porch with serene lake views and a view of the 2nd Tee of the golf course.The open-concept kitchen and

  Christopher Orth Berkshire Hathaway HomeServices Knight & Gardner Realty

  14 Kingfisher Ln, Key West, FL 33040
• 

  

  /49

  $910,000

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

  813 Hawksbill Ln, Summerland Key, FL 33042

  Charming 2BR/2BA PLUS A LOFT, Keys home on Upper Sugarloaf, the perfect blend of comfort and waterfront living. Built on sturdy concrete pilings with Hardie board siding and a metal roof, this three-story retreat of island living. with GENERAC Generator. Inside, you'll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys lifestyle. What truly

  Miguel Solis Douglas Elliman Florida, LLC

  813 Hawksbill Ln, Summerland Key, FL 33042
• 

  

  /30

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  2119 Flagler Ave, Key West, FL 33040

  Charming Key West Single-Family Home on Oversized Lot - Room for a Pool! Welcome to your island retreat! Located in a desirable central Key West neighborhood, this well-maintained 2-bedroom, 2-bathroom single-family home sits on a spacious 5,000 sq ft (50x100) lot--offering ample space for a pool, tropical gardens, or even a guest cottage (with proper approvals).Inside, you'll find a bright and

  Jody Clark Key West Luxury Real Estate Inc (KW)

  2119 Flagler Ave, Key West, FL 33040
• 

  

  /40

  $2,900,000

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  610 Griffin Ln, Key West, FL 33040

  Tucked away on a quiet lane in the heart of Old Town Key West, this rare compound offers timeless island charm and ultimate privacy just steps from world-class dining, shopping, and entertainment. Three unique dwellings are thoughtfully arranged around a serene brick courtyard with a heated cocktail pool, creating an inviting retreat in one of the most desirable neighborhoods in Key West.The main

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  610 Griffin Ln, Key West, FL 33040
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  /6

  $550,000

  • Land

  21865 Spain Blvd, Summerland Key, FL 33042

  Over TWO acres of pristine land with native plants winding roads, storage sheds, and grassy areas. Natural Ponds and native wildlife greet you as you explore and walk through this expansive property. Birds, deer, turtle and natural hammock make this a one of kind spot, perfect for enjoying the untouched way the keys used to be! This offering is LAND only, Please also see home at 21855 Spain Blvd

  Matthew Sheehan Ocean Sotheby's International Realty

  21865 Spain Blvd, Summerland Key, FL 33042
• 

  

  /44

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,467 Sq Ft

  21855 Spain Blvd, Summerland Key, FL 33042

  Just over An acre of paradise in the Florida Keys--21855 Spain Boulevard is more than a home, it's a private retreat designed for those who value both space and privacy. Rarely does a property offer this combination of land, privacy, all just moments from open water. Set on over an acre of lush, natural landscape, the residence is thoughtfully positioned to create a sense of sanctuary from the

  Matthew Sheehan Ocean Sotheby's International Realty

  21855 Spain Blvd, Summerland Key, FL 33042
• 

  

  /43

  $1,165,000

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

  22737 Blackbeard Ln, Cudjoe Key, FL 33042

  Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with 298 sq. ft. of

  Terry Garcia Keller Williams Key West Compass Realty

  22737 Blackbeard Ln, Cudjoe Key, FL 33042
• 

  

  /18

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  1433 Sunset Rd, Big Pine Key, FL 33043

  Great income producing CBS duplex in Big Pine Key. Good boating with direct access to Bogie Channel. Large lot with full seawall. Interior is cute and tidy and would be easy to rent or live in one side and generate extra income. Fully furnished.

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  1433 Sunset Rd, Big Pine Key, FL 33043
• 

  

  /3

  $60,000

  • Land

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042

  Tier 1 lot available for ROGO Donation use only. This property cannot be built on and no RV use is permitted. The sale includes a ROGO Dedication Letter valued at 2 points, providing a valuable advantage in the Monroe County permit allocation system.

  Shanti Cope Coldwell Banker Schmitt Key Largo

  Lot 10 Rainbow Beach, Big Torch Key, FL 33042
• 

  

  /49

  $2,100,000

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  1022 Fleming St, Key West, FL 33040

  Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in

  Ellen Gvili Ocean Sotheby's International Realty

  1022 Fleming St, Key West, FL 33040
• 

  /2

  $57,000

  • Land

  Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042

  This is a 2 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used.

  Pamela Stangler Expert Realty LLC

  Lot 17 Treasure Chest Dr, Cudjoe Key, FL 33042
• 

  /2

  $57,000

  • Land

  Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042

  This is a 2 point lot to be used toward a building permit in Monroe County. Add to your current ROGO application or use it when submitting a new ROGO application to Monroe County. Contact Monroe County Planning Department for specific details on how and when these points can be used.

  Pamela Stangler Expert Realty LLC

  Lot 16 Treasure Chest Dr, Cudjoe Key, FL 33042
• 

  

  /50

  $1,299,000

  • 4 Beds
  • 3 Baths
  • 2,464 Sq Ft

  19749 Date Palm Dr, Summerland Key, FL 33042

  An incredible opportunity, especially for those looking for a spacious, 2464 sq ft well-equipped 12-foot stilted custom-built, waterfront home. 4 bedrooms, 3 baths plus a den with recent improvements and updates. Enormous Master bedroom and master bath with a gigantic tub. A huge breathtaking kitchen with stainless steel appliances. The combination of a large living area, open floor plan, modern

  Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

  19749 Date Palm Dr, Summerland Key, FL 33042
• 

  

  /17

  $249,000

  • Land

  29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043

  Your Florida Keys getaway and make some money too. RV lot and RV is staying. Owner has had it on Airbnb and HomeAway with good reviews. At current income/expense it can pay for itself in 8 years. Brings in $40K+ numbers work unlike most in the Keys. Net approximately $31K + per year. Breezy Pines is a RV park located in Big Pine Key with club house, kitchen, laundry facilities, bathrooms with

  Rose Dell Keller Williams Key West Compass Realty

  29859 Overseas Hwy Unit A-19, Big Pine Key, FL 33043
• 

  

  /40

  $3,300,000

  • 5 Beds
  • 6 Baths
  • 3,568 Sq Ft

  6 Egret Ln, Key West, FL 33040

  This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/CKey Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for boating enthusiasts! Electric Gated Entry: The

  Paul LaRochelle Century 21 Circle - Key West

  6 Egret Ln, Key West, FL 33040
• 

  

  /56

  $3,699,000

  • 3 Beds
  • 4 Baths
  • 2,532 Sq Ft

  316 Southard St, Key West, FL 33040

  Located in the heart of Old Town Key West, 316 Southard Street is a meticulously renovated single-family home that pairs modern comfort with classic Conch-style architecture. Originally built in 1938, the home has undergone a comprehensive renovation, blending timeless character with thoughtful, high-quality upgrades. Offering over 2,500 square feet of finished living space on a 6,165-square-foot

  John Spottswood Truman & Co. (KW)

  316 Southard St, Key West, FL 33040
• 

  

  /15

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040

  Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern

  Kayley Arn Coldwell Banker Realty - Aventura

  3930 S Roosevelt Blvd Unit N304, Key West, FL 33040
• 

  

  /5

  $1,079,000

  • 6 Beds
  • 2 Baths
  • 1,694 Sq Ft

  1916 Seidenberg Ave, Key West, FL 33040

  Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

  Kayley Arn Coldwell Banker Realty - Aventura

  1916 Seidenberg Ave, Key West, FL 33040
• 

  

  /10

  $1,844,900

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

  1821 Harris Ave, Key West, FL 33040

  Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level.

  Kayley Arn Coldwell Banker Realty - Aventura

  1821 Harris Ave, Key West, FL 33040
• 

  

  /35

  $329,700

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  55 Boca Chica Rd Unit 56, Key West, FL 33040

  This charming 2-bedroom, 2-bath home offers an ideal opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting. Whether you're seeking a full-time residence or a vacation retreat, this fully furnished, turnkey property is ready for you to move in and start living the island dream. It comes complete with housewares, cookware, bedding, and an in-unit washer and dryer

  Dawn McComish Lokation Real Estate

  55 Boca Chica Rd Unit 56, Key West, FL 33040
• 

  

  /3

  $369,000

  • Land

  207 Venus Ln, Big Coppitt Key, FL 33040

  *****ROGO EXEMPT LOT *****Corner Lot on Swimming Canal - ROGO ExemptBuild your dream home on this 6,800+ sq ft corner lot on swimming canal . Located just 10 minutes from Key West, this ROGO-exempt lot allows you to start building immediately with letter in hand.

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  207 Venus Ln, Big Coppitt Key, FL 33040
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  /51

  $3,399,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,734 Sq Ft

  1501 White St, Key West, FL 33040

  Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot

  Miriam Novotny Compass Florida, LLC

  1501 White St, Key West, FL 33040
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  /60

  $1,089,000 Open Sat 11AM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  29490 Ranger Ave, Big Pine Key, FL 33043

  OPEN HOUSE Sat 9/20 & Sun 9/21 11-3pm. Location, Location, Location is the Key to this 2018 canal front coastal property featuring open concept living with 3 bdrms, 2 full baths in Pine Channel Estates. A sought-after lower keys waterfront community. Master bdrm with en suite bath features dual shower heads and vanities plus a private screened in porch overlooking the canal. Buyers will relish

  Jennifer Sylvia Keller Williams Key West Compass Realty

  29490 Ranger Ave, Big Pine Key, FL 33043
• 

  

  /14

  $945,000 Open Sat 9:30AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  321 Avenue E, Key West, FL 33040

  Come see this excellent investment duplex that is turn-key and minutes outside of Key West! Live in one unit while renting the other, or keep both rented for maximum income. Each unit offers 2 bedrooms, 1 bath, with their own washer/dryers, utility/pantries, updated kitchens, central AC systems, 2 designated off-street parking spots (4 total), and covered porch. This home is solid! CBS

  Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  321 Avenue E, Key West, FL 33040
• 

  

  /39

  $650,000

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042

  Welcome to this completely remodeled, direct canal front cottage located at 701 Spanish Main Dr in Cudjoe Key, FL. This beautiful property offers 2 bedrooms and 2 bathrooms within its 816 sq.ft. of finished living space. The home sits on a 2,568 sq.ft. lot, providing ample outdoor space for relaxing and entertaining. The property features a bright and airy interior with an open floor plan,

  Randal Longo Keys Realty Redefined LLC

  701 Spanish Main Dr Unit 495, Cudjoe Key, FL 33042
• 

  

  /53

  $949,000

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  22852 John Silver Ln, Summerland Key, FL 33042

  Paradise Awaits on Cudjoe KeyDiscover 22852 John Silver Lane, a rare A-frame waterfront retreat in the peaceful Cutthroat Harbor Estates. This two-bedroom, two-bath home embodies the perfect balance of Keys character and modern comfort, wrapped in lush palms and native landscaping that create a true island sanctuary.Inside, soaring vaulted ceilings and impact-rated windows and doors fill the

  Matthew Sheehan Ocean Sotheby's International Realty

  22852 John Silver Ln, Summerland Key, FL 33042
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  /46

  $1,750,000

  • 4 Beds
  • 4 Baths
  • 1,928 Sq Ft

  1421 Reynolds St, Key West, FL 33040

  1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key West's best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings

  Scott Forman Royal Palms Realty (KW)

  1421 Reynolds St, Key West, FL 33040
• 

  

  /27

  $987,500

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  3962 No Name Rd, Big Pine Key, FL 33043

  Investment Opportunity! Waterfront duplex with 2BD|1BA on each side. Property features concrete block construction, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry room on each side, 2 central AC units and 2 electric meters. New Metal Roof within 2 years. Fenced yard with room to park your boat trailer. Excellent boating access

  Stacy Shahan Island Real Estate Company Florida Keys

  3962 No Name Rd, Big Pine Key, FL 33043
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  /27

  $2,350,000

  • 3 Beds
  • 3 Baths
  • 1,325 Sq Ft

  115 Front St Unit 101, Key West, FL 33040

  Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith.Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home

  Key West Luxury Finders Preferred Properties (KW)

  115 Front St Unit 101, Key West, FL 33040
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  /47

  $589,900

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042

  Oceanfront Paradise Awaits!Unit 510 in Venture OutExperience the epitome of waterfront Florida living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 35 ft seawall.* Community Boat Ramp and boat washdown station.*

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 510, Cudjoe Key, FL 33042
• 

  

  /18

  $384,900

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  31036 Avenue H, Big Pine Key, FL 33043

  Tropical Oasis with Endless Potential 🌴 Nestled on a lush lot, this move-in ready 3 bedroom, 2 bath home is perfect for nature lovers, investors, or anyone seeking a tranquil Keys lifestyle. The open-concept kitchen and living area create a bright, welcoming space for gatherings, while recent renovations to the kitchen and bathrooms add modern comfort and style. Step outside and enjoy

  Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

  31036 Avenue H, Big Pine Key, FL 33043
• 

  

  /44

  $4,449,000

  • 7 Beds
  • 7 Baths
  • 4,100 Sq Ft

  1557 Long Beach Dr, Big Pine Key, FL 33043

  1557 Long Beach Dr in Big Pine Key is more than a home, it's an opportunity to own one of the most unique properties in the Lower Keys. Set on a prime lot in the coveted Long Beach Estates, this CBS home has been upgraded with impact windows, a new metal roof, and a completely renovated kitchen. The property delivers what everyone wants but few can find: direct oceanfront with your own sandy

  Guillermo Fernandez Pini Real Estate

  1557 Long Beach Dr, Big Pine Key, FL 33043
• 

  

  /64

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  554 W Shore Dr, Summerland Key, FL 33042

  Experience waterfront living at its finest at 554 W Shore Drive in Summerland Key. This elegant one level, elevated and turn-key coastal residence offers the perfect blend of modern comfort and timeless Keys charm, set on a wide canal with quick and easy, deep-water access to both the Atlantic and Gulf waters. Inside, you'll find an open-concept living space and split floor plan filled with

  Jimmy Lane Island Life Realty Experts

  554 W Shore Dr, Summerland Key, FL 33042
• 

  

  /65

  $1,175,000

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  165 Cutlass Ln, Summerland Key, FL 33042

  Discover Your Dream Waterfront Home in the Florida Keys! This stunning canal-front residence boasts 4 spacious bedrooms and 3 bathrooms. With 2,448 sq. ft. of thoughtfully laid-out living space, this home is perfect for accommodating large families and entertaining guests.Step onto the expansive covered balconies on both floors, where you can relax and take in the serene canal views. The generous

  Justyn Ewald Expert Realty LLC (HQ)

  165 Cutlass Ln, Summerland Key, FL 33042
• 

  

  /20

  $525,000

  • 2 Beds
  • 2 Baths
  • 808 Sq Ft

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040

  Nice 2-bedroom, 2-bath condominium in the desirable Las Salinas community of Key West. Designed for comfort and style, this residence features a kitchen with granite countertops and stainless steel appliances. Floor-to-ceiling mirrors enhance the natural light, while oversized double closets in both bedrooms and an exterior storage locker provide ample storage. Enjoy your morning coffee with

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

  3930 S Roosevelt Blvd Unit 208N, Key West, FL 33040
• 

  

  /39

  $800,000

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

  74 Pelican Ln, Big Pine Key, FL 33043

  Completely remodeled property, 2024 roof, new floors, termite treatment done 2025, fully furnished, with an excellent location 30 minutes from Key West, restaurants, schools, beaches, recreational centers and everything you need for a quiet and pleasant life, all close.And it also has a completely habitable game room with independent entrance.

  Yunior Molina My Realty Group, LLC.

  74 Pelican Ln, Big Pine Key, FL 33043

Showing Results 121 - 160, Page 4 of 17