Monroe County, FL Homes

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  /26

  $1,250,000 Open Fri 4PM - 6PM

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1120 Stump Ln, Key West, FL 33040

  Welcome to 1120 Stump Lane, a beautifully renovated 2-bedroom, 2-bath retreat tucked away on a highly desirable and quiet lane in the heart of Old Town Key West. This turnkey home offers true peace of mind, with major updates completed in recent years, including a new roof, plumbing, air conditioning systems, and electrical. Impact windows and doors further enhance comfort and security. From the

  

  Cardenas & Krug Team

  Coastal Collection Real Estate Inc.

  (645) 215-1218

  1120 Stump Ln, Key West, FL 33040
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  /39

  $4,000 per month

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • House for Rent

  82207 Old Hwy, Islamorada, FL 33036

  Ground-level living in the heart of Islamorada! Situated on an oversized parcel, this beautifully completely remodeled 2-bedroom, 2-bath home offers comfort and an unbeatable location. The tastefully updated interior includes porcelain tile throughout the home including showers, quartz countertops and brand new LG appliances and offers an open living area and flows seamlessly to a large screened

  Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  82207 Old Hwy, Islamorada, FL 33036
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  /24

  $525,000 Sold Aug 15, 2025

  3930 S Roosevelt Blvd Unit S405, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft
  • Built 1991

  Last Sold Summary

  • $491/SF
  • 59 Days On Market

  Current Estimated Value $535,965

  Last Listing Agent Tom Mclaughlin Coldwell Banker Schmitt Real Estate Co. (KW)

  3930 S Roosevelt Blvd Unit S405, Key West, FL 33040
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  /28

  Est $3,223,443 Not Listed For Sale

  719 Eisenhower Dr Unit 7, Key West, FL 33040

  • 5 Beds
  • 4 Baths
  • 3,417 Sq Ft
  • Built 2008

  719 Eisenhower Dr Unit 7, Key West, FL 33040

  Last Sold Summary

  • 2% Below List Price
  • $960/SF
  • 136 Days On Market

  Last Sold Price $3,280,000

  Last Listing Agent Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty
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  /27

  $647,500

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  815 Pearl St Unit 2, Key West, FL 33040

  Quaint Key West Condominium - Discover 815 Pearl Street Unit 2, a charming 1-bedroom, 1-bath residence in the heart of Old Town. Light fills the open-concept living area, which flows seamlessly to a lush brick-paved courtyard via French doors. The efficient kitchen offers modern appliances, while the bedroom is a comfortable retreat with an en-suite bath. Enjoy your private fenced yard with space

  

  Matthew Carlson

  Realty ONE Group Destination

  (786) 321-0693

  815 Pearl St Unit 2, Key West, FL 33040
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  /20

  $5,357 - $15,000 per month

  Little Torch Cottages

  2 - 4 Beds

  28501 Channel View Dr, Little Torch Key, FL 33042

  In Little Torch Key, near Mile Marker 28 on US Highway 1, Little Torch Cottages features 48 homes for those looking for something special. This beautiful property has 400 feet of open water views on Pine Channel, and also offers 22 foot boat slips at a discounted monthly rate for community residents. You will also be able to enjoy a community Clubhouse, park, BBQ areas, Paddle Board and Kayak

  28501 Channel View Dr, Little Torch Key, FL 33042
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  /58

  $848,750 Sold Dec 29, 2025

  264 Lincoln Ave, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1988

  Last Sold Summary

  • 22% Below List Price
  • $816/SF
  • 315 Days On Market

  Current Estimated Value $867,956

  Last Listing Agent Lauren Dunn Coldwell Banker Schmitt Islamorada

  264 Lincoln Ave, Tavernier, FL 33070
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  /47

  Est $1,583,066 Not Listed For Sale

  1111 Copa D Oro, Marathon, FL 33050

  • 3 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1979

  1111 Copa D Oro, Marathon, FL 33050

  Last Sold Summary

  • 1% Above List Price
  • $1,252/SF
  • 64 Days On Market

  Last Sold Price $1,575,000

  Last Listing Agent Lela Ashkarian Coldwell Banker Schmitt Real Estate Co.
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  /30

  $799,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 604 Sq Ft

  620 Thomas St Unit 175, Key West, FL 33040

  This fully furnished first-floor end unit in Shipyard offers comfort, style, and an unbeatable location. Tucked along the quiet back row near the community's gorgeous pool and tropical gardens, this condo truly has it all.Two sets of impact French doors open onto a lushly landscaped Trex deck equipped with a Rainbird irrigation system--perfect for relaxing or entertaining. Inside, you'll find an

  

  Jennifer Newman

  Truman & Co. (KW)

  (786) 791-7051

  620 Thomas St Unit 175, Key West, FL 33040
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  /36

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • House for Rent

  31107 Avenue I, Big Pine Key, FL 33043

  Discover the ultimate Florida Keys lifestyle in this meticulously maintained 3-bedroom, 2-bathroom home with 2-car garage and a fresh, bright interior with new paint. Located just moments from the water, you'll enjoy a sense of space and privacy that is hard to find. This home offers the perfect canvas for your island dreams

  Maria Downing LoKation

  31107 Avenue I, Big Pine Key, FL 33043
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  /37

  $1,000,000 Sold Nov 26, 2025

  301 Woods Ave, Tavernier, FL 33070

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1968

  Last Sold Summary

  • 23% Below List Price
  • $727/SF
  • 155 Days On Market

  Current Estimated Value $1,099,211

  Last Listing Agent AJ Vetter Palm House Real Estate

  301 Woods Ave, Tavernier, FL 33070
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  /65

  Est $1,509,055 Not Listed For Sale

  122 Azalea St, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft
  • Built 1963

  122 Azalea St, Tavernier, FL 33070

  Last Sold Summary

  • 8% Above List Price
  • $854/SF
  • 24 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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  /51

  $1,399,000

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  121 Bimini Dr, Duck Key, FL 33050

  Welcome to 121 Bimini Drive , a modern architectural retreat nestled in the heart of Duck Key. Built in 2019 with CBS construction and enhanced by impact windows, a standing seam metal roof, and designer finishes, this 3-bedroom, 2.5-bath home offers 2,351 sq ft of elevated coastal living. Step inside to a bright and airy great room with clean lines and polished tile flooring that flows into the

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (786) 767-7212

  121 Bimini Dr, Duck Key, FL 33050
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  /35

  $2,300 - $3,900 per month

  Ocean Walk

  Studio - 3 Beds

  3900 S Roosevelt Blvd, Key West, FL 33040

  Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently

  3900 S Roosevelt Blvd, Key West, FL 33040
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  /40

  $975,000 Sold Jul 03, 2025

  13 Garden Cove Dr, Key Largo, FL 33037

  • 5 Beds
  • 3 Baths
  • Built 2024

  Last Sold Summary

  • 18% Below List Price
  • 240 Days On Market

  Current Estimated Value $1,003,211

  Last Listing Agent Merlin Perez Golden International Realty Corp

  13 Garden Cove Dr, Key Largo, FL 33037
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  /97

  Est $583,434 Not Listed For Sale

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft
  • Built 1980

  87200 Overseas Hwy Unit N9, Islamorada, FL 33036

  Last Sold Summary

  • 3% Above List Price
  • $417/SF
  • 229 Days On Market

  Last Sold Price $565,000

  Last Listing Agent Robert Valenzuela Century 21 Circle- Islamorada
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  /12

  $345,000

  • Land

  946 S Topaz Ave, Key Largo, FL 33037

  Rare opportunity to build in a desirable 55+ gated waterfront community with a ROGO Letter in hand, allowing for redevelopment of a 3-bedroom, 2-bath modular home on stilts. Thoughtfully designed plans feature an elevator, expansive terrace, and open living areas positioned to capture ocean views, cooling breezes, and stunning coastal surroundings.The elevated design allows for covered parking

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 610-6860

  946 S Topaz Ave, Key Largo, FL 33037
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  /5

  $3,600 per month

  • 2 Beds
  • 1 Bath
  • Property for Rent

  1110 White St Unit 2, Key West, FL 33040

  2-bedroom,1-bath apartment in prime Key West location .Walking distance to Sandy's cafe ,Fausto's Food Palace ,and local shops ,and just minutes from the beach .Conveniently located near restaurants ,grocery stores ,and laundry facilities.Enjoy the convenience of having everything you need just steps away in one of Key West's most desirable areas

  Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

  1110 White St Unit 2, Key West, FL 33040
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  /49

  $1,555,000 Sold May 02, 2025

  550 9th St, Key Colony Beach, FL 33051

  • 4 Beds
  • 4 Baths
  • 2,293 Sq Ft
  • Built 2006

  Last Sold Summary

  • 16% Below List Price
  • $678/SF
  • 246 Days On Market

  Current Estimated Value $1,594,528

  Last Listing Agent Steve Smith Key Colony Beach Realty

  550 9th St, Key Colony Beach, FL 33051
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  /34

  Est $1,871,360 Not Listed For Sale

  136 Plantation Shores Dr, Tavernier, FL 33070

  • 4 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 1997

  136 Plantation Shores Dr, Tavernier, FL 33070

  Last Sold Summary

  • 4% Above List Price
  • $756/SF
  • 31 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Michelle Bennett Coastal Realty of the Florida Keys
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  /29

  $775,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  1115 Varela St, Key West, FL 33040

  Nestled on a charming street in the heart of Old Town Key West, 1115 Varela Street is the renovation project that you have been waiting for. This historic treasure would be a perfect project for an investor, developer or anyone looking to restore a historic Key West gem. Currently configured as a 3BD/2BA with a large outside deck and an ideal positioned detached unfinished utility shed. The lot

  

  Terry Garcia

  Keller Williams Key West Compass Realty

  (786) 244-8439

  1115 Varela St, Key West, FL 33040
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  /18

  $3,300 - $3,800 per month

  Sunset Marina Apts

  2 Beds

  5555 College Rd, Key West, FL 33040

  5555 College Rd, Key West, FL 33040
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  /43

  $1,000,050 Sold Oct 02, 2025

  108 Long Ben Dr, Key Largo, FL 33037

  • 3 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $420/SF
  • 176 Days On Market

  Current Estimated Value $1,025,669

  Last Listing Agent Jose Vigo RE/MAX All Keys Real Estate

  108 Long Ben Dr, Key Largo, FL 33037
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  /15

  Est $1,027,894 Not Listed For Sale

  611 Southard St Unit 3, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 636 Sq Ft
  • Built 1983

  611 Southard St Unit 3, Key West, FL 33040

  Last Sold Summary

  • 7% Below List Price
  • $1,730/SF
  • 1 Day On Market

  Last Sold Price $1,100,000

  Last Listing Agent Bascom Grooms Bascom Grooms Real Estate (KW)
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  /43

  $1,699,000 Open Sun 10AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,980 Sq Ft

  1607 Sunrise Dr, Big Pine Key, FL 33043

  Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (855) 301-2387

  1607 Sunrise Dr, Big Pine Key, FL 33043
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  /20

  $4,500 per month

  • 3 Beds
  • 3.5 Baths
  • 1,848 Sq Ft
  • House for Rent

  19 Coral Way, Key Largo, FL 33037

  Discover your dream rental in this elegant concrete residence, featuring high-quality craftsmanship and thoughtful design. Enjoy a modern exterior with hardy board siding, a metal roof, and impact windows for style and security. Inside, bask in natural light within the open-concept layout, highlighted by a gourmet kitchen with quartz countertops and stainless steel appliances. The main floor

  Silvestri Team Jeanette & Janessa Silves Coldwell Banker Schmitt Key Largo

  19 Coral Way, Key Largo, FL 33037
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  /37

  $875,000 Sold Jan 30, 2026

  16 Flamingo Rd, Key Largo, FL 33037

  • 2 Beds
  • 1.5 Baths
  • 672 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Below List Price
  • $1,302/SF
  • 98 Days On Market

  Last Listing Agent Yvette Doherty Coldwell Banker Schmitt Key Largo

  16 Flamingo Rd, Key Largo, FL 33037
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  /20

  Est $363,432 Not Listed For Sale

  79901 Overseas Hwy Unit 101, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 409 Sq Ft
  • Built 1976

  79901 Overseas Hwy Unit 101, Islamorada, FL 33036

  Last Sold Summary

  • 4% Above List Price
  • $856/SF
  • 342 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)
• 

  

  /22

  $784,000

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1102 Whitehead St, Key West, FL 33040

  Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden

  

  Margarita Villoch

  Island Group Realty (KW)

  (786) 949-2683

  1102 Whitehead St, Key West, FL 33040
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  /20

  $2,030 - $3,158 per month

  Playa Apartments

  1 - 2 Beds

  21 1st Ave, Key Largo, FL 33037

  Live in a tropical oasis where summer never ends at Playa Apartments in Key Largo. Surrounded by Old Florida Keys architecture and the ocean breeze, our community offers open-concept one- and two-bedroom homes with modern features and easy access to sun-soaked beaches and world-famous diving. Enjoy white sands at Harry Harris Park, explore John Pennekamp Coral Reef State Park, or dine along the

  21 1st Ave, Key Largo, FL 33037
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  /10

  $450,000 Sold Oct 24, 2025

  351 20th St, Marathon, FL 33050

  • Land

  Last Sold Summary

  • 40% Below List Price
  • 126 Days On Market

  Last Listing Agent Greg Dully RE/MAX All Keys Real Estate

  351 20th St, Marathon, FL 33050
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  /40

  Est $724,459 Not Listed For Sale

  27337 Tobago Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1958

  27337 Tobago Ln, Summerland Key, FL 33042

  Last Sold Summary

  • 7% Above List Price
  • $630/SF
  • 7 Days On Market

  Last Sold Price $680,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co
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  /44

  $725,000

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

  184 Pearl Ave, Tavernier, FL 33070

  Come see this large 4 bedroom 2 bath updated home with just over 2,000 sq. ft. of living area. The current owner just completed several updates. Freshly painted inside and out. Brand new flooring through out (never lived on) updated kitchen. There are Hurricane impact doors and windows.(two sliders down stairs are not impact, but have hurricane shutters). Down stairs has all brand new flooring

  

  Shane Wilson

  Cypress Realty, Inc.

  (855) 599-1106

  184 Pearl Ave, Tavernier, FL 33070
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  /28

  $2,700 per month

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • Apartment for Rent

  300 Ocean Dr Unit 20, Key Largo, FL 33037

  Quaint and comfortable condo located in the heart of Key Largo! This 2 bedroom, 1.5 bath is newly upgraded with granite countertops, Nest Smart thermostat, and LED retractable ceiling fans with remote control. Each bedroom has its own balcony and plenty of storage space! Unit is located on the 2nd floor, corner unit, and comes with accordion shutters for all windows. Within walking distance to

  Abdul Wahid C&J Realty Inc.

  300 Ocean Dr Unit 20, Key Largo, FL 33037
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  /64

  $3,580,000 Sold Sep 17, 2025

  180 13th St, Key Colony Beach, FL 33051

  • 5 Beds
  • 4.5 Baths
  • 2,741 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $1,306/SF
  • 276 Days On Market

  Current Estimated Value $3,526,135

  Last Listing Agent Becky Newman Better Homes and Gardens Real Estate Destinations

  180 13th St, Key Colony Beach, FL 33051
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  /29

  Est $438,508 Not Listed For Sale

  15 Sombrero Blvd Unit 112W, Marathon, FL 33050

  • 2 Beds
  • 2 Baths
  • 965 Sq Ft
  • Built 1972

  15 Sombrero Blvd Unit 112W, Marathon, FL 33050

  Last Sold Summary

  • 4% Above List Price
  • $435/SF
  • 209 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Sam Williams Coldwell Banker Schmitt Real Estate Co.
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  /37

  $5,380,000

  • 4 Beds
  • 5 Baths
  • 3,072 Sq Ft

  228 W Seaview Cir, Duck Key, FL 33050

  This property is a double lot listed at land value, offering 15,763 square feet with two separate folios and 162 feet of open water frontage. Located in Duck Key, the site provides the opportunity to build two separate homes, each with open ocean views, creating flexibility for future development or investment.The existing residence features 4 bedrooms, 5 bathrooms, and 3,072 square feet of

  

  Joseph Suarez

  Trustpoint Realty, LLC

  (855) 765-7209

  228 W Seaview Cir, Duck Key, FL 33050
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  /20

  $2,300 - $2,935 per month

  Keys Lake Villas

  2 - 3 Beds

  106003 Overseas Hwy, Key Largo, FL 33037

  Whether you're looking to experience the turquoise waters and tropical landscapes that define Key Largo living for a little while or more. Keys Lake Villas welcomes you to a serene, vacation-style community at the gateway to the Florida Keys. Our townhomes offer spacious two or three-bedroom floor plans designed for comfort and pet-friendly living. Enjoy resort-inspired amenities and a relaxed

  106003 Overseas Hwy, Key Largo, FL 33037
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  /60

  $950,000 Sold Oct 17, 2025

  76 W Shore Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $924/SF
  • 369 Days On Market

  Current Estimated Value $933,092

  Last Listing Agent Cardenas & Krug Team Coastal Collection Real Estate Inc.

  76 W Shore Dr, Summerland Key, FL 33042
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  /77

  Est $1,446,231 Not Listed For Sale

  97501 Overseas Hwy Unit 513, Key Largo, FL 33037

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft
  • Built 2005

  97501 Overseas Hwy Unit 513, Key Largo, FL 33037

  Last Sold Summary

  • 3% Below List Price
  • $792/SF
  • 6 Days On Market

  Last Sold Price $1,485,000

  Last Listing Agent Silvestri Team Jeanette & Janessa Silves Coldwell Banker Schmitt Key Largo

Showing Results 81 - 120, Page 3 of 18