Monroe County FL Homes for Sale

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  $644,900

  • 2 Beds
  • 2 Baths
  • 1,079 Sq Ft

  112 Cortez Dr Unit B1, Islamorada, FL 33036

  Welcome to 112 Cortez Drive, a beautifully updated 2 bedroom, 2 bath townhouse-style condo tucked along a quiet street on Lower Matecumbe Key. This inviting updated residence offers a multi-level design that provides wonderful separation of space & a naturally bright, coastal ambiance throughout. The main living area features an open layout with comfortable gathering spaces, as well as a

  Melissa Nowell Coldwell Banker Schmitt Islamorada

  112 Cortez Dr Unit B1, Islamorada, FL 33036
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  $4,595,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  924 Flagler Ave, Key West, FL 33040

  924 Flagler is an iconic home built in 1925 in the sought after Casa Marina area. Totally renovated and upgraded, this home has received multiple design and restoration awards. The incredible property has over 12,300 square feet of expansive grounds including meandering walkways, an outbuilding, a two car garage, lush tropical landscaping and spralling open spaces. The interior of this concrete

  Laura McChesney Preferred Properties (KW)

  924 Flagler Ave, Key West, FL 33040
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  $3,485,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 5 Baths
  • 2,511 Sq Ft

  1420 Whalton St, Key West, FL 33040

  1420 Whalton Street is a masterfully engineered luxury residence where elevated construction, refined design, and resort-style amenities converge in one of Key West's most desirable residential neighborhoods.Built by Shaw Construction in 2023 with Insulated Concrete Form (ICF) construction and reinforced rebar, the home offers exceptional structural integrity, energy efficiency, and prepped for

  Scott Forman Royal Palms Realty (KW)

  1420 Whalton St, Key West, FL 33040
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  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft

  1202 Whitehead St, Key West, FL 33040

  This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub,

  Richard Haskins Buy The Keys

  1202 Whitehead St, Key West, FL 33040
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  $300,000

  • Land

  27426 Martinique Ln, Summerland Key, FL 33042

  Vacant 6,000 SF lot in desirable Ramrod Key, ideally positioned near the world-class Looe Key Reef and just a five-minute boat ride to Picnic Island. This property offers an exceptional opportunity to build in one of the Lower Keys' most sought-after lifestyle locations. Walking distance to local favorites including The Tiki Bar and Boondocks Grille & Draft House. Buyer to obtain building permit

  Kasey Fey Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  27426 Martinique Ln, Summerland Key, FL 33042
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  $975,000

  • 4 Beds
  • 3 Baths
  • 2,503 Sq Ft

  30451 Hibiscus Ln, Big Pine Key, FL 33043

  ONE-OF-A-KIND! Custom-built home '2010'on a large 125 X 250 property, 31,250 sq. ft. more than 1/2 acre. 4bd/3bth plus a bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms. 2 are ensuite. Separate Kitchen Dining & Living Room and an extra room for office or hobbies, gym or guest. Concrete slab under house same size of house so lots

  Rose Dell Keller Williams Key West Compass Realty

  30451 Hibiscus Ln, Big Pine Key, FL 33043
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  $944,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  437 Pirates Rd, Little Torch Key, FL 33042

  Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for

  Jo Ann Cook Ocean Sotheby's International Realty

  437 Pirates Rd, Little Torch Key, FL 33042
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  $1,095,000

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft

  118 Snapper Creek Dr, Layton, FL 33001

  This turn-key canal front home checks all the boxes. PRICE, CONDITION, LOCATION! Pristinely updated, this 2 bed/2 bath home is being offered furnished & ready for you to move right in. Considering rental income? The home has rented in the past at $5,000/month. Layton is highly desirable for seasonal rentals(winter and summer) even with its 90-day minimum, & many renters return year after year.

  Megan Jones, LLC Coldwell Banker Schmitt Islamorada

  118 Snapper Creek Dr, Layton, FL 33001
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  $1,174,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  27426 Martinique Ln, Summerland Key, FL 33042

  Oceanside canal-front opportunity in Ramrod Key. This 3-bedroom, 2-bath home with a pool is ideally located near Looe Key Reef and Picnic Island, and is just a 10-minute walk to the local watering hole, The Tiki.The property includes an additional buildable lot, creating a rare opportunity to construct a second residence, guest house, or future income-producing property--significantly enhancing

  Kasey Fey Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  27426 Martinique Ln, Summerland Key, FL 33042
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  $1,199,000

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft

  31135 Hollerich Dr, Big Pine Key, FL 33043

  A beautifully kept home with amazing views of the Gulf, and easy boating access to some of the best waters the Florida Keys have to offer. Just four houses in from the Gulf of Mexico/Spanish Harbor, and just a few minutes access to open water! This is outdoor living at its best! With 70 ft of concrete dock space you have plenty of room for any size boat. Relax and enjoy your outdoor entertainment

  Wyatt Tucker Action Keys Realty of the Lower FL Keys LLC

  31135 Hollerich Dr, Big Pine Key, FL 33043
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  $625,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3205 Pearl Ave, Key West, FL 33040

  Located in one of Key West's most desirable townhome communities, this inviting residence offers comfort, flexibility, and value -- all with no HOA and no monthly fees. The main level features a full bathroom with a shower, along with washer and dryer conveniently located on the outside porch.The living area flows seamlessly into a well-sized kitchen and dining space, creating an easy and

  Miriam Novotny Compass Florida, LLC

  3205 Pearl Ave, Key West, FL 33040
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  $729,000

  • 2 Beds
  • 2 Baths
  • 853 Sq Ft

  88540 Overseas Hwy Unit 605, Tavernier, FL 33070

  Tropical Bayfront Condo - Futura Yacht Club, Islamorada. Welcome to your tropical getaway in the Florida Keys! This beautifully updated 2-bedroom, 2-bath condo is located in the highly sought-after, bayfront community of Futura Yacht Club in Islamorada. Perched on the 6th floor, the unit boasts panoramic views of both the Atlantic Ocean and Florida Bay--offering some of the most breathtaking

  Stuart Kingma S.J. Kingma & Associates

  88540 Overseas Hwy Unit 605, Tavernier, FL 33070
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  $2,500,000

  • Land

  36 Cannon Royal Dr, Big Coppitt Key, FL 33040

  Don't miss this rare and exceptional opportunity to build your dream home in the prestigious, gated community of Shark Key --without the wait! 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this vacant lot conveys the completed

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  36 Cannon Royal Dr, Big Coppitt Key, FL 33040
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  $1,349,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  1712 Laird St, Key West, FL 33040

  Located in the heart of Key West, 1712 Laird Street offers a rare blend of central convenience and residential tranquility. Positioned within a short stroll of Smathers Beach, Higgs Beach Park, the Key West Nature Preserve, White Street Pier, and the island's beloved Garden Club and dog park, this home places the best of the island lifestyle quite literally at your doorstep. Duval Street and the

  

  Matthew Sheehan

  Ocean Sotheby's International Realty

  (305) 902-5415

  1712 Laird St, Key West, FL 33040
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  $1,590,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  5960 Peninsular Ave Unit 111, Key West, FL 33040

  Lavender, purple, magenta, emerald, milky baby blue, gemlike aquamarine. These are a few of the breathtaking colors you will experience while slumbering on your balcony of this beautiful ocean front home. This home has a rare direct Ocean view and additional side windows to enjoy an expansive marina view as well. Fully furnished, turnkey 3 Bedroom 2 Bath one level condo on the Atlantic in a gated

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

  5960 Peninsular Ave Unit 111, Key West, FL 33040
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  $2,799,000 Open House 3/22

  • 3 Beds
  • 3.5 Baths
  • 2,540 Sq Ft

  2919 Sombrero Blvd, Marathon, FL 33050

  Marathon's Mermaid Manor is a waterfront home that truly lives up to its name. It is the kind of place that makes people stop scrolling, not because it is flashy or overdone, but because it feels rare and real. Set in the highly desired Sombrero Golf Course neighborhood, this property offers a combination that is hard to find in the Florida Keys, a beautiful home, a prime waterfront setting,

  Kelly Randin RE/MAX All Keys Real Estate

  2919 Sombrero Blvd, Marathon, FL 33050
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  $550,000

  • 1 Bed
  • 1 Bath
  • 379 Sq Ft

  325 Calusa St Unit 213, Key Largo, FL 33037

  Your escape from the hustle & bustle is here! Draw in a deep breath & slip into island time. Salt air, calm water, and your boat waiting at your private 35-foot dock--this is the Florida Keys lifestyle done right! This turnkey waterfront park model is tucked inside a gated Florida Keys community with 24-hour security, offering the perfect blend of peace, privacy, and laid-back luxury.Designed as

  Tisa Del Valle American Caribbean Real Estate, Christie's International Real Estate

  325 Calusa St Unit 213, Key Largo, FL 33037
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  $570,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  500 Burton Dr Unit 4215, Tavernier, FL 33070

  DAILY INCOME POTENTIAL IN BUILDING 4 AT OCEAN POINTE! Welcome to paradise! This 2B/2B unit in the highly sought-after Building 4 at Ocean Pointe on the southern end of Key Largo offers an exceptional opportunity for those seeking the perfect Florida Keys retreat. Enjoy open water views right from the comfort of your own private oceanfront balcony so every day is a picturesque postcard moment. A

  Karan Moeller Ocean Sotheby's International Realty

  500 Burton Dr Unit 4215, Tavernier, FL 33070
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  $6,200,000

  • 5 Beds
  • 5 Baths
  • 4,624 Sq Ft

  36 Cannon Royal Dr, Big Coppitt Key, FL 33040

  Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property

  Brenda Donnelly Brenda Donnelly Real Estate LLC

  36 Cannon Royal Dr, Big Coppitt Key, FL 33040
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  /21

  $575,000

  • 2 Beds
  • 2 Baths
  • 861 Sq Ft

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

  Affordable piece of paradise! Fully furnished, move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. All new furnishings included! It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and

  Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

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