Monroe County, FL Homes

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  /39

  $1,050,000

  • 4 Beds
  • 3 Baths
  • 1,950 Sq Ft

  162 Jo-Jean Way, Tavernier, FL 33070

  Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (855) 566-1884

  162 Jo-Jean Way, Tavernier, FL 33070
• 

  

  

  /23

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Property for Rent

  28 Whistling Duck Ln, Key West, FL 33040

  Bright and spacious 3-bedroom, 2-bathroom home perfectly situated in the Key West Golf Club community. Overlooking the 9th hole, this property offers a peaceful setting in one of the most desirable parts of the neighborhood, with plenty of parking available.The home is offered unfurnished, with no utilities included, giving you the flexibility to make it your own. One bedroom is downstairs with

  Everett Watkins Keller Williams Key West Compass Realty

  28 Whistling Duck Ln, Key West, FL 33040
• 

  

  

  /20

  $1,200,000 Sold Apr 23, 2025

  411 + 415 1st St, Big Coppitt, FL 33040

  • 5 Beds
  • 5 Baths
  • 2,377 Sq Ft
  • Built 1996

  Last Sold Summary

  • 7% Below List Price
  • $505/SF
  • 111 Days On Market

  Last Listing Agent Christopher Scott,PA Expert Realty LLC (HQ)

  411 + 415 1st St, Big Coppitt, FL 33040
• 

  

  

  /39

  Est $2,048,204 Not Listed For Sale

  623 Simonton St Unit 9, Key West, FL 33040

  • 3 Beds
  • 4 Baths
  • 2,160 Sq Ft
  • Built 1997

  623 Simonton St Unit 9, Key West, FL 33040

  Last Sold Summary

  • 14% Above List Price
  • $833/SF
  • 48 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Terri Spottswood Truman & Co. (KW)
• 

  

  

  /48

  $2,800,000

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft

  344 E Seaview Dr, Marathon, FL 33050

  Welcome to your island oasis on prestigious Yacht Club Island in Duck Key. This elegantly upgraded 3-bedroom, 3-bath residence delivers the ultimate Florida Keys lifestyle with exceptional boating, privacy, and resort-style living. Step inside to discover a beautifully appointed interior with tasteful finishes throughout--designed for both full-time living and luxurious retreats. Enjoy canal

  

  Natalie Ardis

  Coldwell Banker Schmitt Real Estate Co.

  (786) 321-4867

  344 E Seaview Dr, Marathon, FL 33050
• 

  

  /50

  $4,400 per month

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft
  • Apartment for Rent

  22 Atlantic Blvd Unit B, Key Largo, FL 33037

  Welcome to your dream home in the heart of Key Largo! This fully furnished & recently remodeled 3-bedroom, 2-bathroom half duplex offers modern comfort with a coastal flair in one of the most sought-after neighborhoods—Port Largo. Enjoy spacious, light-filled interiors, a stylish open kitchen with stainless steel appliances, updated baths, & tasteful furnishings throughout! Step outside to a

  Jessie Morales Lifestyle International Realty

  22 Atlantic Blvd Unit B, Key Largo, FL 33037
• 

  

  /27

  $300,000 Sold Nov 26, 2025

  27983 Snapper Ln, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $446/SF
  • 60 Days On Market

  Last Listing Agent Sandra Dolowy KeyIsle Realty

  27983 Snapper Ln, Little Torch Key, FL 33042
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  /46

  Est $705,299 Not Listed For Sale

  9828 Mariners Ave Unit 9828, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1988

  9828 Mariners Ave Unit 9828, Key Largo, FL 33037

  Last Sold Summary

  • 13% Below List Price
  • $787/SF
  • 74 Days On Market

  Last Sold Price $810,000

  Last Listing Agent Carlos Lorenzo American Caribbean Real Estate
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  /34

  $1,275,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  1657 Watson Blvd, Big Pine Key, FL 33043

  Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the

  

  Christina Davis

  Coldwell Banker Schmitt RE Co.

  (833) 532-1578

  1657 Watson Blvd, Big Pine Key, FL 33043
• 

  

  /16

  $5,357 per month

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft
  • House for Rent

  53 Barry Ave, Summerland Key, FL 33042

  This is a 2 story furnished or unfurnished single family house with a private pool, fenced in yard, screened patio, 2 bedrooms, 2 bathrooms with showers, stainless steel appliances, hurricane windows, washer and dryer, tile and wood floors. You are also able to use the amenities at our property next door such as 24 hour community gym and sauna. marina with boat ramp, outdoor games, bbq, kayaks

  Joseph Danieli AKT Realty LLC

  53 Barry Ave, Summerland Key, FL 33042
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  /61

  $2,550,000 Sold Jan 30, 2026

  3620 Sunrise Dr, Key West, FL 33040

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Below List Price
  • $1,385/SF
  • 17 Days On Market

  Current Estimated Value $2,621,474

  Last Listing Agent Zainya Zimmerer Berkshire Hathaway HomeServices Knight & Gardner Realty

  3620 Sunrise Dr, Key West, FL 33040
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  /50

  Est $852,415 Not Listed For Sale

  9849 Leeward Ave Unit 82, Key Largo, FL 33037

  • 2 Beds
  • 2 Baths
  • 1,179 Sq Ft
  • Built 1981

  9849 Leeward Ave Unit 82, Key Largo, FL 33037

  Last Sold Summary

  • 1% Above List Price
  • $712/SF
  • 41 Days On Market

  Last Sold Price $840,000

  Last Listing Agent Robin Guerasio Oceans Realty, LLC.
• 

  

  /18

  $1,899,000

  • Land

  105&107 Star Ln, Big Coppitt Key, FL 33040

  Tons of potential at these exceptional adjacent oceanfront lots boasting 120' of concrete dockage and stunning unobstructed ocean views. The 2 separate parcels total in impressive 14,738 sq. ft. offering a truly rare footprint right on the ocean. The existing 1,056 sq. ft. ROGO exempt mobile home, while move-in ready, is the perfect candidate for replacement to build your dream waterfront estate.

  

  Lisa Ferringo

  Coldwell Banker Schmitt Real Estate Co

  (786) 772-4973

  105&107 Star Ln, Big Coppitt Key, FL 33040
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  /75

  $7,500 per month

  • 4 Beds
  • 5 Baths
  • 2,432 Sq Ft
  • House for Rent

  1516 Aqueduct Ln Unit 1, Key Largo, FL 33037

  Discover coastal living at its finest! This exceptional 4-bed, 3.2-bath canal-front home right next to Adams cut offers over 2,400 sq ft of beautifully designed living space with stunning bay views from wrap-around balconies and a rooftop terrace. Thoughtfully appointed with an elevator, indoor and outdoor kitchens, laundry room, and spacious layouts, this residence is ideal for entertaining and

  Kristal Rivera Diaz LPT Realty, LLC

  1516 Aqueduct Ln Unit 1, Key Largo, FL 33037
• 

  

  /23

  $650,000 Sold Dec 30, 2025

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft
  • Built 1958

  Last Sold Summary

  • 27% Below List Price
  • $737/SF
  • 118 Days On Market

  Current Estimated Value $638,616

  Last Listing Agent Wiebke Westedt LoKation Real Estate - Pompano Beach

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
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  /26

  Est $1,533,739 Not Listed For Sale

  410 Porter Ln Unit 10, Key West, FL 33040

  • 2 Beds
  • 2.5 Baths
  • 1,100 Sq Ft
  • Built 1991

  410 Porter Ln Unit 10, Key West, FL 33040

  Last Sold Summary

  • 2% Above List Price
  • $1,364/SF
  • 87 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Richard Haskins Brightwild Real Estate
• 

  

  /19

  $2,150,000

  • Land

  322 E Seaview Dr, Marathon, FL 33050

  This 7,500 sq ft residential lot on Duck Key Island offers 75 ft of canal frontage and 100 ft of deep-water canal depth on the ocean side with crystal-clear waters. This property is yacht accessible. The ROGO permit is already grandfathered in, so it's ready to build with no waiting in the ROGO line and you can start construction today. Fully approved dock plans are included. A three-story home

  

  Joseph Suarez

  Trustpoint Realty, LLC

  (786) 981-4580

  322 E Seaview Dr, Marathon, FL 33050
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  /33

  $2,950 per month

  • 4 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • House for Rent

  235 Anne Bonny Dr, Key Largo, FL 33037

  Prime Pirates Cove waterfront living! Two private 2BR/1BA homes under one roof, each with full kitchen, washer/dryer, and screened patio. Three properties from open bay with stunning water views. Features include a 50-foot concrete dock, boat launch nearby, and a spectacular 1,000 sq. ft. rooftop deck perfect for entertaining or relaxing with panoramic vistas. Divided outdoor spaces give each

  Milena Wood Barrios and Associates Realty

  235 Anne Bonny Dr, Key Largo, FL 33037
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  /104

  $12,000,000 Sold Feb 13, 2026

  19 Avacado St, Islamorada, FL 33036

  • 5 Beds
  • 7 Baths
  • 5,489 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Below List Price
  • $2,186/SF
  • 26 Days On Market

  Current Estimated Value $6,839,305

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  19 Avacado St, Islamorada, FL 33036
• 

  

  /31

  Est $1,813,429 Not Listed For Sale

  603 Angela St Unit 2, Key West, FL 33040

  • 2 Beds
  • 3 Baths
  • 1,440 Sq Ft
  • Built 1997

  603 Angela St Unit 2, Key West, FL 33040

  Last Sold Summary

  • 8% Above List Price
  • $1,163/SF
  • 70 Days On Market

  Last Sold Price $1,675,000

  Last Listing Agent Team Kaufelt Truman & Co. (KW)
• 

  

  /9

  $75,000

  • Land

  6099 Overseas Hwy Unit LOT 108W, Marathon, FL 33050

  Vacant lot in the Key By the Sea community offering an ideal private storage opportunity, especially for a neighboring property owner seeking additional space for trailers, vehicles, or boats on a trailer. Living in an RV on this parcel is not permitted.Lot 108W measures approximately 31 feet in depth by 30.5 feet in width and is currently undeveloped with no structure in place. A Buyer may

  

  Mallory Pinto

  Keys Ocean Realty Inc.

  (786) 882-5638

  6099 Overseas Hwy Unit LOT 108W, Marathon, FL 33050
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  /21

  $2,950 per month

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

  3312 Northside Dr Unit 316, Key West, FL 33040

  Freshly painted and clean as a whistle, this two bedroom and two bathroom condo is ready for occupancy. Tile floors throughout, central AC with ceiling fans, balcony, and granite countertops. Building has recently gone thru extensive renovations and there is a pool, tennis courts, and parking. Secured building. Sorry, pets aren't allowed. Washer and dryer located across the hall and an external

  Jimmy Lane Island Life Realty Experts

  3312 Northside Dr Unit 316, Key West, FL 33040
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  /2

  $55,000 Sold Oct 22, 2025

  Lot 2 Rainbow Beach, Big Torch Key, FL 33042

  • Land

  Last Sold Summary

  • 4% Below List Price
  • 2 Days On Market

  Last Listing Agent Pamela Stangler Expert Realty LLC

  Lot 2 Rainbow Beach, Big Torch Key, FL 33042
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  /37

  Not Listed For Sale

  27883 Coral Shores Rd, Little Torch Key, FL 33042

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1973

  27883 Coral Shores Rd, Little Torch Key, FL 33042

  Last Sold Summary

  • $750/SF
  • 9 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)
• 

  

  /53

  $925,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,432 Sq Ft

  97652 Overseas Hwy Unit P2, Key Largo, FL 33037

  Direct Bayfront Living with Unforgettable Sunset ViewsWake up to shimmering turquoise waters and end your day with legendary Keys sunsets right outside your door. This stunning first-floor, direct bayfront condo offers the rare combination of white sandy beach frontage, sweeping open-water views, and effortless single-level living.Step inside to an open-concept design where walls of impact glass

  

  Terry Canto

  American Caribbean Real Estate, Christie's International Real Estate

  (645) 225-2843

  97652 Overseas Hwy Unit P2, Key Largo, FL 33037
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  /8

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  8 Bowen Dr, Key Largo, FL 33037

  Bright and updated 1 bedroom / 1 bath apartment now available! This ground-floor unit offers a clean interior, private entry, and an in-unit washer and dryer. The upstairs level is tenant-occupied. Small pets considered. Available for annual rental.

  Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  8 Bowen Dr, Key Largo, FL 33037
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  /86

  $1,827,500 Sold Mar 26, 2026

  1501 Ocean Bay Dr Unit A2 & 50' deeded slip, Key Largo, FL 33037

  • 3 Beds
  • 2 Baths
  • 2,127 Sq Ft
  • Built 1997

  Last Sold Summary

  • 9% Below List Price
  • $859/SF
  • 186 Days On Market

  Last Listing Agent April Struhs Coldwell Banker Schmitt Key Largo

  1501 Ocean Bay Dr Unit A2 & 50' deeded slip, Key Largo, FL 33037
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  /16

  Est $1,054,261 Not Listed For Sale

  483 Bahia Ave, Key Largo, FL 33037

  483 Bahia Ave, Key Largo, FL 33037

  Last Sold Summary

  • 14% Above List Price
  • 22 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Jeannie Montes de Oca BHHS EWM Realty
• 

  

  /31

  $1,700,000

  • 2 Beds
  • 2 Baths
  • 1,311 Sq Ft

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040

  Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a

  

  Tommy Mack

  Coastal Collection Real Estate Inc.

  (786) 744-6462

  1800 Atlantic Blvd Unit 327C, Key West, FL 33040
• 

  

  /22

  $2,200 per month

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

  151 Arbor Ln, Tavernier, FL 33070

  Tavernier Trailer for rent - 2 bed / 2 bath 6-month to 1 year rental $2,300 includes yard service! 1 smaller dog okay with landlords' permission & $25 monthly pet fee. Washer & dryer on site. Gated yard. F/L/S required and $40 background check fee. Close to Harry Harris Park for easy Boating access

  Kelly Randin RE/MAX All Keys Real Estate

  151 Arbor Ln, Tavernier, FL 33070
• 

  

  /19

  $315,000 Sold Dec 05, 2025

  201 Coppitt Rd Unit 106, Key West, FL 33040

  • 1 Bed
  • 1 Bath
  • 536 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $588/SF
  • 14 Days On Market

  Current Estimated Value $308,067

  Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

  201 Coppitt Rd Unit 106, Key West, FL 33040
• 

  

  /23

  Not Listed For Sale

  40 Ed Swift Rd, Key West, FL 33040

  • 2 Beds
  • 1 Bath
  • 714 Sq Ft
  • Built 1977

  40 Ed Swift Rd, Key West, FL 33040

  Last Sold Summary

  • $511/SF
  • 20 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Letisia Powell Robert Slack LLC
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  /45

  $1,140,000

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  95 Coco Plum Dr Unit 2D, Marathon, FL 33050

  Welcome to Bonefish Townhomes, where luxury meets the laid-back elegance of the Florida Keys. This beautifully appointed 3-bedroom, 2.5-bath waterfront townhome offers sweeping open-water views of the Atlantic Ocean and channel, creating the ideal setting for relaxed island living. Boaters will appreciate the 62-foot deeded boat slip with lift, conveniently located just steps from the back door,

  

  Natalie Ardis

  Coldwell Banker Schmitt Real Estate Co.

  (305) 564-4128

  95 Coco Plum Dr Unit 2D, Marathon, FL 33050
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  /68

  $7,500 per month

  • 4 Beds
  • 5 Baths
  • 2,432 Sq Ft
  • House for Rent

  1516 Aqueduct Ln, Key Largo, FL 33037

  Discover coastal living at its finest! This exceptional 4-bed, 3.2-bath canal-front home right next to Adams cut offers over 2,400 sq ft of beautifully designed living space with stunning bay views from wrap-around balconies and a rooftop terrace. Thoughtfully appointed with an elevator, indoor and outdoor kitchens, laundry room, and spacious layouts, this residence is ideal for entertaining and

  Kristal Rivera Diaz LPT Realty, LLC

  1516 Aqueduct Ln, Key Largo, FL 33037
• 

  

  /23

  $850,000 Sold Oct 31, 2025

  308 Peacon Ln, Key West, FL 33040

  • 3 Beds
  • 3 Baths
  • 1,296 Sq Ft
  • Built 1923

  Last Sold Summary

  • 43% Below List Price
  • $656/SF
  • 299 Days On Market

  Current Estimated Value $864,482

  Last Listing Agent Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

  308 Peacon Ln, Key West, FL 33040
• 

  

  /8

  Not Listed For Sale

  1550 Ocean Bay Dr Unit 42, Key Largo, FL 33037

  • 1 Bed
  • 45 Sq Ft
  • Built 1990

  1550 Ocean Bay Dr Unit 42, Key Largo, FL 33037

  Last Sold Summary

  • 2% Above List Price
  • $7,778/SF
  • 8 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate
• 

  

  /13

  $475,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 1,620 Sq Ft

  31052 Avenue H, Big Pine Key, FL 33043

  Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

  

  Patti Nickless

  Coldwell Banker Schmitt Lower Keys (KW)

  (833) 646-1138

  31052 Avenue H, Big Pine Key, FL 33043
• 

  

  /13

  $1,650 per month

  • 1 Bath
  • 450 Sq Ft
  • Apartment for Rent

  103365 Overseas Hwy Unit C, Key Largo, FL 33037

  End Unit C Newly Remodeled Studio Apartment featuring all Brand New Black Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

  Tracey Petrusha Venture Realty Group

  103365 Overseas Hwy Unit C, Key Largo, FL 33037
• 

  

  /28

  $720,000 Sold May 30, 2025

  211 5th St, Key Colony Beach, FL 33051

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Built 1968

  Last Sold Summary

  • 15% Below List Price
  • $646/SF
  • 258 Days On Market

  Current Estimated Value $756,178

  Last Listing Agent Natalie Ardis Coldwell Banker Schmitt Real Estate Co.

  211 5th St, Key Colony Beach, FL 33051
• 

  

  /64

  Not Listed For Sale

  15 W Cooks, Cook Island Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,551 Sq Ft
  • Built 1977

  15 W Cooks, Cook Island Key, FL 33043

  Last Sold Summary

  • $1,070/SF
  • 16 Days On Market

  Last Sold Price $1,660,000

  Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

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