65,633

Monroe County, FL Homes

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  • /62

    $5,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,660 Sq Ft

    17013 Coral Dr, Sugarloaf Key, FL 33042

    Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    17013 Coral Dr, Sugarloaf Key, FL 33042
  • /20

    Starting at $2,853 Per Month

    • 2 - 3 Beds

    6973 Overseas Hwy, Marathon, FL 33050

    Call Today to Book Your Appointment, we are eager to connect with you in Person!Tarpon Harbour is located in Monroe County, the 33050 ZIP Code, and the Monroe attendance zone.

    Tarpon Harbour

    6973 Overseas Hwy, Marathon, FL 33050
  • /19

    $870,000

    Sold Mar 26, 2026

    185 Gardenia St, Tavernier, FL 33070

    • 2 Beds
    • 1 Bath
    • 891 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $976/SF
    • 14 Days On Market

    Current Estimated Value $908,600

    Last Listing Agent Gregory Sullivan BYOWNER.COM

    185 Gardenia St, Tavernier, FL 33070
    • /39

      Est $997,568

      Not Listed For Sale

      11688 6th Avenue Ocean, Marathon, FL 33050

      • 3 Beds
      • 2 Baths
      • 1,320 Sq Ft
      • Built 1952
      11688 6th Avenue Ocean, Marathon, FL 33050

      Last Sold Summary

      • 0 Days On Market

  • /59

    $2,899,000

    • 2 Beds
    • 2 Baths
    • 1,717 Sq Ft

    99 Corte Del Brisas, Marathon, FL 33050

    Sweeping views of the Atlantic Ocean and Sombrero Beach set the stage for this beautifully appointed 2 bedroom, 2 bath waterfront residence. Located just steps from the beach and offering quick deep-draft boating access, the home brings together open-water scenery, effortless days on the water, and resort-style living in one of Marathon's most desirable settings. Inside, natural light pours

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    99 Corte Del Brisas, Marathon, FL 33050
  • /20

    Starting at $3,145 Per Month

    • 1 - 3 Beds

    750 Fort St, Key West, FL 33040

    Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a

    Lofts at Bahama Village

    750 Fort St, Key West, FL 33040
  • /53

    $715,000

    Sold Jun 22, 2026

    40 Transylvania Ave, Key Largo, FL 33037

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1978

    Last Sold Summary

    • $567/SF
    • 4 Days On Market

    Current Estimated Value $722,435

    Last Listing Agent BJ Born Real Estate Sales Force, Inc.

    40 Transylvania Ave, Key Largo, FL 33037
    • /22

      Est $1,330,435

      Not Listed For Sale

      1205 11th St, Key West, FL 33040

      • 4 Beds
      • 3 Baths
      • 1,778 Sq Ft
      • Built 1958
      1205 11th St, Key West, FL 33040

      Last Sold Summary

      • 71 Days On Market

  • /43

    $899,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,036 Sq Ft

    420 W Indies Dr, Ramrod Key, FL 33042

    Beautifully renovated canal-front home on an oversized corner lot in the heart of Breezeswept Beach Estates on Ramrod Key, ideally located on one of only two flow-through canals in the neighborhood. This exceptional property offers a rare combination of quality construction, thoughtful upgrades, and excellent boating access The owners spared no expense in the renovation, which includes a

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    420 W Indies Dr, Ramrod Key, FL 33042
  • /20

    Starting at $2,422 Per Month

    • 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

    Playa Apartments

    21 1st Ave, Key Largo, FL 33037
  • /53

    $3,000,000

    Sold Feb 19, 2026

    78 Tingler Ln, Marathon, FL 33050

    • 3 Beds
    • 2 Baths
    • 2,313 Sq Ft
    • Built 1954

    Last Sold Summary

    • 32% Below List Price
    • $1,297/SF
    • 121 Days On Market

    Current Estimated Value $4,310,790

    Last Listing Agent Brenda Torrella Berkshire Hathaway HomeServices Keys Real Estate

    78 Tingler Ln, Marathon, FL 33050
    • /55

      Est $1,793,084

      Not Listed For Sale

      22925 John Avery Ln, Summerland Key, FL 33042

      • 4 Beds
      • 4 Baths
      • 2,638 Sq Ft
      • Built 1993
      22925 John Avery Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 164 Days On Market

  • /69

    $3,300,000

    $200K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,295 Sq Ft

    1083 Labat Ln, Cudjoe Key, FL 33042

    Experience elevated island living in this striking modern residence in Cudjoe Key, where sleek design meets the raw beauty of the Atlantic. This white contemporary home showcases a dramatic wall of glass along the oceanfront, creating a seamless connection between indoor living and the endless horizon beyond. The open-concept living space is flooded with natural light and anchored by breathtaking

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    1083 Labat Ln, Cudjoe Key, FL 33042
  • /20

    Starting at $2,091 Per Month

    • 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

    Keys Lake Villas

    106003 Overseas Hwy, Key Largo, FL 33037
  • /18

    $1,550,000

    Sold Jul 14, 2026

    56185 Overseas Hwy, Marathon, FL 33050

    • Land
    • 10 Acres
    • $155,000 per Acre

    Last Sold Summary

    • 69% Below List Price
    • 239 Days On Market

    Current Estimated Value $2,116,768

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

    56185 Overseas Hwy, Marathon, FL 33050
    • /42

      Est $563,620

      Not Listed For Sale

      92 Frazier Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2.5 Baths
      • 768 Sq Ft
      • Built 1980
      92 Frazier Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 43 Days On Market

  • /33

    $1,249,000

    $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    96000 Overseas Hwy Unit P1, Key Largo, FL 33037

    This is the only end-unit town home located on the island area of the prestigious Buttonwood Bay Club. This fully furnished, beautifully updated home has granite countertops, high-end finishes, an open-concept living and dining area, and impact glass doors that lead out to your patio where you can grill, entertain or simply relax. This end unit has extra light a bonus side patio and is located

    Agent Photo

    Karol Marsden

    Freewheeler Realty, Inc.

    96000 Overseas Hwy Unit P1, Key Largo, FL 33037
  • /20

    $33,218

    Total Monthly Price

    • 5 Beds
    • 5 Baths
    • 2,992 Sq Ft
    • Condo for Rent

    247 Pescayo Ave Unit SI ID1325585P, Marathon, FL 33050

    The advertised rate of $33,219/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 14, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    247 Pescayo Ave Unit SI ID1325585P, Marathon, FL 33050
  • /45

    $2,900,000

    Sold Jan 09, 2026

    1224 Florida St, Key West, FL 33040

    • 5 Beds
    • 5.5 Baths
    • 2,760 Sq Ft
    • Built 2006

    Last Sold Summary

    • 9% Below List Price
    • $1,051/SF
    • 56 Days On Market

    Current Estimated Value $2,908,221

    Last Listing Agent Brenda Donnelly Brenda Donnelly Real Estate LLC

    1224 Florida St, Key West, FL 33040
    • /16

      Est $832,721

      Not Listed For Sale

      27384 Barbuda Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,176 Sq Ft
      • Built 1993
      27384 Barbuda Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 125 Days On Market

  • /20

    $319,900

    $19K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    300 Ocean Dr Unit 22, Key Largo, FL 33037

    Discover Key Largo's Hidden Gem - Holiday By the Sea! This solid concrete fortress, nestled in an X-Flood Zone, has been beautifully upgraded with new electrical, air conditioning/heating, hot water tank, doors, flooring, blinds, and fresh paint. Enjoy harbor views from two of your three private balconies and take advantage of this prime location just steps from Key Largo Harbor Marina. Whether

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    300 Ocean Dr Unit 22, Key Largo, FL 33037
  • /20

    $5,993

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    205 Pirates Dr Unit SI ID1546154P, Key Largo, FL 33037

    The advertised rate of $5,993/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    205 Pirates Dr Unit SI ID1546154P, Key Largo, FL 33037
  • /41

    $1,065,000

    Sold Jun 26, 2026

    325 Pirates Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $807/SF
    • 148 Days On Market

    Current Estimated Value $1,091,333

    Last Listing Agent Nick Boumerhi Meyer and Boumerhi Realty LLC

    325 Pirates Rd, Summerland Key, FL 33042
    • /52

      Est $1,913,379

      Not Listed For Sale

      202 Pueblo St, Tavernier, FL 33070

      • 3 Beds
      • 2 Baths
      • 1,970 Sq Ft
      • Built 1968
      202 Pueblo St, Tavernier, FL 33070

      Last Sold Summary

      • 29 Days On Market

  • /66

    $26,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040

    Penthouse, top floor, end unit! Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit delivers a truly unforgettable Key West sunset experience, among the finest views in Key West. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit D-54 Week 37 Penthou, Key West, FL 33040
  • /16

    $2,500 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040

    Property Id: 2604250 Location : 34 Miriam st Stock Island 10 minutes to downtown Key West $2500 per month rent. Require security deposit and first month rent to move in. Total $5,000 to move in. All utilities are included. Furnished. Only good for 1 person and good background. Short or long term is ok. Contact # Grace thnaks.

    34G Miriam St Unit 34 Miriam st stock Island, Stock Island, FL 33040
  • /40

    $522,500

    Sold Oct 10, 2025

    1115 Sombrero Blvd Unit 101A, Marathon, FL 33050

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Below List Price
    • $477/SF
    • 228 Days On Market

    Current Estimated Value $541,547

    Last Listing Agent Ally Kelley Ocean Sotheby's International

    1115 Sombrero Blvd Unit 101A, Marathon, FL 33050
    • /32

      Est $768,968

      Not Listed For Sale

      110 Knowles St, Islamorada, FL 33036

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 1958
      110 Knowles St, Islamorada, FL 33036

      Last Sold Summary

      • 247 Days On Market

  • /70

    $49,900

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040

    Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a

    Agent Photo

    Stephanie Herrmann

    Truman & Co. (KW)

    617 Front St Unit E-43 AB Week 46 Lock, Key West, FL 33040
  • /20

    $6,031

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,054 Sq Ft
    • Condo for Rent

    394 Burton Dr Unit SI ID1546416P, Tavernier, FL 33070

    The advertised rate of $6,032/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    394 Burton Dr Unit SI ID1546416P, Tavernier, FL 33070
  • /50

    $1,632,000

    Sold Apr 30, 2026

    29678 Constitution Ave, Big Pine Key, FL 33043

    • 3 Beds
    • 2.5 Baths
    • 2,172 Sq Ft
    • Built 1972

    Last Sold Summary

    • 5% Below List Price
    • $751/SF
    • 62 Days On Market

    Current Estimated Value $1,620,415

    Last Listing Agent Callie Harris Brenda Donnelly Real Estate LLC

    29678 Constitution Ave, Big Pine Key, FL 33043
    • /29

      Est $4,636,574

      Not Listed For Sale

      569 Hazel St, Key Largo, FL 33037

      • 4 Beds
      • 3.5 Baths
      • 5,007 Sq Ft
      • Built 1997
      569 Hazel St, Key Largo, FL 33037

      Last Sold Summary

      • 247 Days On Market

  • /30

    $630,000

    • 2 Beds
    • 1.5 Baths
    • 871 Sq Ft

    1 Spoonbill Way, Key West, FL 33040

    1 Spoonbill Way, Key West, FL -- Key West Golf ClubMove-In Ready, Inside the Island's Only Gated Golf Course CommunityOne owner since new. This townhome has been maintained with a new roof, new A/C, and an updated kitchen and baths -- the major systems and finishes are already done. Tile runs throughout the first floor, which opens across the kitchen, dining, and living space, plus a half

    Agent Photo

    Dustan Carpenter

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    1 Spoonbill Way, Key West, FL 33040
  • /20

    $19,500

    Total Monthly Price

    • 5 Beds
    • 4.5 Baths
    • 5,198 Sq Ft
    • Condo for Rent

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050

    The advertised rate of $19,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    59720 Overseas Hwy Unit SI FL3-ID1531779P, Marathon, FL 33050
  • /103

    $4,775,000

    Sold Jul 28, 2026

    230 15th Cir, Key Colony Beach, FL 33051

    • 5 Beds
    • 4 Baths
    • 3,580 Sq Ft
    • Built 2025

    Last Sold Summary

    • 20% Below List Price
    • $1,334/SF
    • 203 Days On Market

    Current Estimated Value $4,982,338

    Last Listing Agent Joseph Suarez Trustpoint Realty, LLC

    230 15th Cir, Key Colony Beach, FL 33051
    • /5

      Est $7,094,212

      Not Listed For Sale

      402 Harbour Dr, Marathon, FL 33050

      • 5 Beds
      • 6 Baths
      • 5,845 Sq Ft
      • Built 1974
      402 Harbour Dr, Marathon, FL 33050

      Last Sold Summary

      • 0 Days On Market

  • /33

    $769,000

    $86K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft

    104350 Overseas Hwy Unit A-402 & Boat Slip, Key Largo, FL 33037

    Stunning Bayfront Condo in Moon Bay - Fully Furnished with Deeded Boat Slip!Experience the best of waterfront living in this beautifully appointed 2-bedroom, 1.5-bath condo in the sought-after Moon Bay community. This fully furnished unit boasts impact windows and doors, offering breathtaking bay views from the living room, patio, and master bedroom.A boater's dream, the property includes

    Agent Photo

    Philip Kravitz

    Coldwell Banker Schmitt Key Largo

    104350 Overseas Hwy Unit A-402 & Boat Slip, Key Largo, FL 33037
  • /20

    $6,617

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040

    The advertised rate of $6,618/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    28 Merganser Ln Unit SI FL1-ID1545971P, Key West, FL 33040
  • /3

    $650,000

    Sold Dec 04, 2025

    806 Pearl St, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 1,504 Sq Ft
    • Built 1933

    Last Sold Summary

    • $432/SF
    • 0 Days On Market

    Current Estimated Value $767,352

    Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    806 Pearl St, Key West, FL 33040
    • /45

      Est $732,872

      Not Listed For Sale

      136 1st Rd, Key Largo, FL 33037

      • 3 Beds
      • 2 Baths
      • 1,605 Sq Ft
      • Built 1983
      136 1st Rd, Key Largo, FL 33037

      Last Sold Summary

      • 7 Days On Market

Showing Results 41 - 80, Page 2 of 18

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