Monroe County, FL Homes

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  /42

  $815,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft

  29183 Cedar Dr, Big Pine Key, FL 33043

  This terrific canal-front home is situated on a fenced, low-maintenance 5,000 sq. ft. lot with 50 ft. concrete seawall and boat lift. The 50 ft. wide canal provides excellent access to the ocean and back-country with only one neighborhood bridge to go under (approx.. 10.5 ft. clearance.) Well-maintained and enjoyed by the owner for many years, it offers Hardi-board siding upstairs, a great

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (866) 382-4166

  29183 Cedar Dr, Big Pine Key, FL 33043
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  /30

  $3,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,147 Sq Ft
  • Townhouse for Rent

  96000 Overseas Hwy Unit C1, Key Largo, FL 33037

  Waterfront retreat. This townhouse/condo unit is nestled within the luxurious and sought after community of Buttonwood Bay. With its gated entry, your life inside is that of laid back waterfront living. This community offers multiple pools, tennis court, pickleball courts, basketball court, gym, community room, marina, gym and the beach! Great location within the complex! this is an updated 2

  Alicia Gilbert BHHS EWM Realty

  96000 Overseas Hwy Unit C1, Key Largo, FL 33037
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  /51

  $535,000 Sold Feb 10, 2026

  300 3rd St, Key Colony Beach, FL 33051

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft
  • Built 1982

  Last Sold Summary

  • 4% Below List Price
  • $519/SF
  • 35 Days On Market

  Current Estimated Value $549,688

  Last Listing Agent Karen Raspe, PA Ocean Sotheby's International Realty

  300 3rd St, Key Colony Beach, FL 33051
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  /25

  Not Listed For Sale

  209 Camelot Dr, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,185 Sq Ft
  • Built 1971

  209 Camelot Dr, Tavernier, FL 33070

  Last Sold Summary

  • $1,350/SF
  • 45 Days On Market

  Last Sold Price $1,600,000

  Last Listing Agent Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
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  /47

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  1133 W Ocean Dr Unit 13, Key Colony Beach, FL 33051

  Reduced Quarterly Dues! Coastal Oceanfront 3 bedroom, 2 and a half Bathroom Condo in Key Colony Beach. Welcome to your slice of paradise at the southernmost point of Key Colony Beach! This spacious condo offers breathtaking views of the Atlantic and an unbeatable combination of peace and comfort, with investment potential. Step inside to an open-concept living space filled with natural light and

  

  Michelle Vanhoose

  Coldwell Banker Schmitt Real Estate Co.

  (786) 971-2023

  1133 W Ocean Dr Unit 13, Key Colony Beach, FL 33051
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  /21

  $3,800 per month

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • House for Rent

  508 28th Street Ocean, Marathon, FL 33050

  Beautifully renovated single family home!Well maintained, move in ready, centrally located in Marathon, close to restaurants, grocery stores, shopping centers, schools, library, police station, local park, Baptist hospital, clinic, and other local attractions (7 mile bridge, turtle hospital, crane point hammock, sombrero beach, boot key harbor)Amenities include:-induction

  508 28th Street Ocean, Marathon, FL 33050
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  /45

  $1,400,000 Sold Oct 22, 2025

  851 Narragansett Ln, Key Largo, FL 33037

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $1,042/SF
  • 27 Days On Market

  Last Listing Agent Robert Valenzuela Century 21 Circle- Islamorada

  851 Narragansett Ln, Key Largo, FL 33037
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  /32

  Est $364,412 Not Listed For Sale

  325 Calusa St, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 300 Sq Ft
  • Built 2018

  325 Calusa St, Key Largo, FL 33037

  Last Sold Summary

  • 7% Below List Price
  • $1,300/SF
  • 147 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Luis Nunez Puro Real Estate
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  /81

  $1,875,000

  • 3 Beds
  • 3 Baths
  • 1,828 Sq Ft

  234 Mohawk St, Tavernier, FL 33070

  Waterfront Opportunity in Coveted Indian Waterways -Rare chance to claim your slice of Keys waterfront living and make it entirely your own. Nestled in the sought-after Indian Waterways neighborhood, this solid concrete block home with a concrete roof sits on an oversized 1.5-lot property -- offering the kind of canvas that's hard to find in one of the area's most desirable communities. Step

  

  Tom Rodriguez

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 239-1397

  234 Mohawk St, Tavernier, FL 33070
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  /37

  $2,975 per month

  • 2 Beds
  • 2 Baths
  • 1,147 Sq Ft
  • Condo for Rent

  40 High Point Rd Unit D102, Tavernier, FL 33070

  Enjoy easy Florida Keys living in this fully furnished 2-bedroom, 2-bath condo in the desirable Plantation Villas community. Offered for 6 months or longer, this move-in-ready home is perfect for anyone seeking a comfortable, low-maintenance coastal lifestyle. The unit offers approximately 1,147 square feet of well-designed living space with a functional layout and impact-resistant windows for

  Jessie Morales Lifestyle International Realty

  40 High Point Rd Unit D102, Tavernier, FL 33070
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  /75

  $3,100,000 Sold Feb 06, 2026

  160 1st St, Key Colony Beach, FL 33051

  • 3 Beds
  • 3.5 Baths
  • 3,616 Sq Ft
  • Built 2006

  Last Sold Summary

  • 20% Below List Price
  • $857/SF
  • 260 Days On Market

  Current Estimated Value $3,312,717

  Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

  160 1st St, Key Colony Beach, FL 33051
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  /60

  Est $936,445 Not Listed For Sale

  40 Florida Dr, Key Largo, FL 33037

  • 4 Beds
  • 3 Baths
  • 2,116 Sq Ft
  • Built 2010

  40 Florida Dr, Key Largo, FL 33037

  Last Sold Summary

  • $442/SF
  • 69 Days On Market

  Last Sold Price $935,000

  Last Listing Agent Lorie Leal American Caribbean Real Estate, Christie's International Real Estate
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  /55

  $2,300,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,010 Sq Ft

  948 Gulf Dr, Summerland Key, FL 33042

  Luxury coastal living meets unmatched boating convenience at this fully renovated canal-front stunner in prestigious Summerland Cove Islands. Situated on a 7,575 sq ft lot with 75 ft of concrete dockage, a 20K lb boat lift, and quick ocean access via wide, flow-through canals -- this 3 Bedroom, 3 Bathroom home is a dream for boating enthusiasts. Inside, this 2,010 sq ft two-story retreat

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (786) 833-9579

  948 Gulf Dr, Summerland Key, FL 33042
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  /7

  $1,250 per month

  • Studio
  • 1 Bath
  • 180 Sq Ft
  • House for Rent

  1012 Watson St, Key West, FL 33040

  Its a small efficacy good for one only a twin bed will really fitA one year leaseNo dogs

  1012 Watson St, Key West, FL 33040
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  /16

  $1,400,000 Sold Mar 16, 2026

  570 Blackbeard Rd, Summerland Key, FL 33042

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 2026

  Last Sold Summary

  • 3% Below List Price
  • $933/SF
  • 14 Days On Market

  Current Estimated Value $277,898

  Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

  570 Blackbeard Rd, Summerland Key, FL 33042
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  /2

  Not Listed For Sale

  808 Oakwood Ave, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1994

  808 Oakwood Ave, Key Largo, FL 33037

  Last Sold Summary

  • $391/SF

  Last Sold Price $375,000

  Last Listing Agent Jim Signor LoKation Real Estate - Pompano Beach
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  /74

  $2,999,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  17041 Marlin Dr, Summerland Key, FL 33042

  Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (305) 809-8894

  17041 Marlin Dr, Summerland Key, FL 33042
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  /8

  $2,850 per month

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • House for Rent

  38 Silver Springs Dr, Key Largo, FL 33037

  Welcome to your slice of paradise! This charming 3-bedroom, 1-bath home in beautiful Key Largo offers the perfect blend of comfort and coastal living. Whether you're looking for a fully furnished retreat or prefer to bring your own style, this flexible rental has you covered. Enjoy bright, open living spaces, spacious bedrooms, and a relaxed island vibe just minutes from world-class boating,

  Yalexis De La Torre Luxe Properties

  38 Silver Springs Dr, Key Largo, FL 33037
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  /23

  $600,000 Sold Jul 15, 2025

  651 William St Unit 1, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft
  • Built 1933

  Last Sold Summary

  • 28% Below List Price
  • $1,002/SF
  • 191 Days On Market

  Current Estimated Value $672,121

  Last Listing Agent Barbara Bowers Preferred Properties (KW)

  651 William St Unit 1, Key West, FL 33040
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  Not Listed For Sale

  500 Hazel St, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1970

  500 Hazel St, Key Largo, FL 33037

  Last Sold Summary

  • $1,136/SF
  • 106 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Tracey Petrusha Venture Realty Group
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  /50

  $1,600,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  947 Gulf Dr, Summerland Key, FL 33042

  There's a certain feeling you get the moment you pull onto Summerland Cove Isle, quiet, breezy, and unmistakably upscale. The kind of street where every home has been cared for, every canal sparkles, and the water itself seems to move with purpose. This home sits on the most coveted stretch of the island, where the flow-through, crystal-clear, extra-deep canals are the heartbeat of the

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (786) 983-9115

  947 Gulf Dr, Summerland Key, FL 33042
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  /22

  $2,200 per month

  • Studio
  • 1 Bath
  • 400 Sq Ft
  • Condo for Rent

  2908 Harris Ave Unit Furnished Apartment, Key West, FL 33040

  This apartment is perfect for a single professional who needs a quiet ,safe place to live. Also looking for them to have a day job. It is a second story apartment ,fully furnished in tropical decor, includes all utilities, and furnishings so you just show up with your clothes . Their are kitchen items , pots and pans , dishes ,etc. Everything you need to be comfortable is there. And everything

  2908 Harris Ave Unit Furnished Apartment, Key West, FL 33040
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  /2

  $260,000 Sold Nov 03, 2025

  94825 Overseas Hwy #265, Key Largo, FL 33037

  • Land
  • 0.04 Acre
  • $6,842,105 per Acre

  Last Sold Summary

  • 26% Below List Price
  • 188 Days On Market

  Current Estimated Value $286,722

  Last Listing Agent Orian Levy Cromwell & Forbes Inc

  94825 Overseas Hwy #265, Key Largo, FL 33037
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  /2

  Est $1,632,947 Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • Built 2019

  Unlisted Address

  Last Sold Summary

  • 1% Above List Price
  • $192/SF
  • 360 Days On Market

  Last Sold Price $1,650,000

  Last Listing Agent Wendy Ives RE/MAX
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  /44

  $959,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft

  1417 8th St, Key West, FL 33040

  Impeccably renovated Midtown retreat with guest cottage on a corner lot, framed by a classic white picket fence.This beautifully updated property offers a rare combination of charm, modern upgrades, and flexibility in one of Key West's most desirable residential neighborhoods.The 2-bedroom, 2-bath main house has been thoughtfully renovated throughout, featuring a brand-new kitchen, new metal roof

  

  Terrance Sullivan

  Ocean Sotheby's International Realty

  (786) 933-9412

  1417 8th St, Key West, FL 33040
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  /5

  $2,995 per month

  • 2 Beds
  • 2 Baths
  • 803 Sq Ft
  • Property for Rent

  3930 S Roosevelt Blvd Unit N411, Key West, FL 33040

  Looking for a long-term rental in Key West? This move-in ready 2-bedroom, 2-bath condo offers easy, comfortable island living with granite countertops in the kitchen, tiled flooring throughout for low maintenance, and an in-unit washer and dryer. Thoughtfully designed and well-maintained, it's an ideal option for those seeking a peaceful full-time residence.Las Salinas Condominiums features a

  Miriam Novotny Compass Florida, LLC

  3930 S Roosevelt Blvd Unit N411, Key West, FL 33040
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  /48

  $525,000 Sold Feb 19, 2026

  357 23rd St, Marathon, FL 33050

  • 2 Beds
  • 1 Bath
  • 1,010 Sq Ft
  • Built 1958

  Last Sold Summary

  • 16% Below List Price
  • $520/SF
  • 98 Days On Market

  Current Estimated Value $540,391

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

  357 23rd St, Marathon, FL 33050
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  /37

  Est $2,356,306 Not Listed For Sale

  1701 Laird St, Key West, FL 33040

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft
  • Built 2018

  1701 Laird St, Key West, FL 33040

  Last Sold Summary

  • 13% Below List Price
  • $1,708/SF
  • 60 Days On Market

  Last Sold Price $2,700,000

  Last Listing Agent Bobby Coe RE/MAX
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  /59

  $975,000

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  2600 Overseas Hwy Unit 87, Marathon, FL 33050

  RARE - DIRECT GULF FRONT CORNER TOWNHOME! Tranquility and stunning bay views await at Tranquility Bay Resort in the heart of Marathon, offering resort-style amenities and excellent rental potential. This desirable 3-bedroom, 2.5-bath corner townhome is ideally located at the quiet northern end of the resort, overlooking a private Gulf-front lagoon filled with marine life, yet close to all

  

  Lorie Leal

  American Caribbean Real Estate

  (844) 946-1954

  2600 Overseas Hwy Unit 87, Marathon, FL 33050
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  /15

  $6,500 per month

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • House for Rent

  909 17th Terrace, Key West, FL 33040

  909 17th Terrace, Key West, FL 33040
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  /35

  $1,180,000 Sold Sep 17, 2025

  12399 Overseas Hwy Unit 24, Marathon, FL 33050

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 2007

  Last Sold Summary

  • 7% Below List Price
  • $819/SF
  • 289 Days On Market

  Last Listing Agent Jessica Borraccino Coldwell Banker Schmitt Real Estate Co.

  12399 Overseas Hwy Unit 24, Marathon, FL 33050
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  /9

  Est $2,358,604 Not Listed For Sale

  234 Pescayo Ave, Marathon, FL 33050

  • 3 Beds
  • Built 2023

  234 Pescayo Ave, Marathon, FL 33050

  Last Sold Summary

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

  Last Sold Price $2,425,000

  Last Listing Agent Amy Prumo Coldwell Banker Schmitt Real Estate Co.
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  /4

  $285,000

  • Land

  Unlisted Address

  Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

  

  Coby Taylor

  Taylor & Assoc. RE, Inc.

  (786) 876-6382

  Unlisted Address
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  /41

  $6,500 per month

  • 3 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • House for Rent

  2 Snipe Rd, Key Largo, FL 33037

  ~ JUSTED REDUCED ~ Seasonal rental in Key Largo. Newly renovated 3-story home with a clean, modern design. This spacious property offers 3 bedrooms, 2 bathrooms, and waterfront canal access with dockage included in the rental price. As a corner lot, it provides parking. Each floor features large terraces ideal for enjoying the outdoors. The top level includes a second living/entertainment room,

  Ricky Kallabat Keller Williams Capital Realty - Coral Gables

  2 Snipe Rd, Key Largo, FL 33037
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  $650,000 Sold Apr 23, 2025

  341 3rd Rd, Key Largo, FL 33037

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $319/SF
  • 69 Days On Market

  Current Estimated Value $695,275

  Last Listing Agent Sally Stribling Coldwell Banker Schmitt Key Largo

  341 3rd Rd, Key Largo, FL 33037
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  Not Listed For Sale

  0 Coconut Dr, Key Largo, FL 33037

  • 8,460 Sq Ft

  0 Coconut Dr, Key Largo, FL 33037

  Last Sold Summary

  • $21/SF

  Last Sold Price $180,000

  Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys
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  /43

  $1,149,000

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M24, Islamorada, FL 33036

  Resort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocean views, new kitchen appliances, impact windows/doors and a 6,000-lb boat lift. Boat slip #36 is currently leased from the Association for $100 per month. Boat ramp, trailer storage, and covered parking space included. Enjoy the luxury island lifestyle on 12 gated acres with an oceanfront pool, beach areas,

  

  Carolyn Ambler

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 807-9114

  87851 Old Hwy Unit M24, Islamorada, FL 33036
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  /17

  $3,400 per month

  • 4 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • House for Rent

  308 2nd Terrace, Key Largo, FL 33037

  Lovely home ready for your family. Lage 3/2 with media room which can be used for 4th bedroom. Large back screen porch and deck area. Premier family neighborhood. Available March 1st.

  Maryann Warren Coldwell Banker - Ft. Lauderdale

  308 2nd Terrace, Key Largo, FL 33037
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  /30

  $1,800,000 Sold Jul 08, 2025

  214 Fleming St, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,312 Sq Ft
  • Built 1995

  Last Sold Summary

  • 8% Below List Price
  • $1,372/SF
  • 136 Days On Market

  Current Estimated Value $1,828,490

  Last Listing Agent Rodney Culiver Last Key Realty, Inc (KW)

  214 Fleming St, Key West, FL 33040
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  Est $2,203,168 Not Listed For Sale

  296 Buttonwood Shores Dr, Key Largo, FL 33037

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1959

  296 Buttonwood Shores Dr, Key Largo, FL 33037

  Last Sold Summary

  • 8% Below List Price
  • $1,180/SF
  • 55 Days On Market

  Last Sold Price $2,400,000

  Last Listing Agent Karen Prince Coldwell Banker Schmitt Real E

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