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The Meadows Homes for Sale

In Key West, Florida, on the northwest side of Old Town, you’ll find the spectacular Meadows neighborhood. The Meadows epitomizes Key West charm with its peaceful streets lined with colorful homes and lush landscaping. This upper-end neighborhood has an ideal central location in walking distance to Downtown Key West. The Meadows is a quick ride to the area’s best shopping venues and you can bicycle to the beach. There is ample parking and for all of these reasons and more, The Meadows is one of Key West’s most desirable neighborhoods in which to buy a home.

The Meadows neighborhood is approximately twenty-four blocks in size and is comprised of a series of parallel one-way streets. The main streets of this family-friendly neighborhood are Olivia, Pine, Petronia, and Newtown and you’ll find them lined with gorgeous Mahogany, Royal Poinciana, and palms. Unlike the hustle and bustle you’ll find on Duval, the charming streets in The Meadows are a perfect escape. That said, they are all within walking distance of the area’s great shopping, dining, entertainment, and recreation.

This quiet residential area was developed primarily in the early 1900s and most of the original homes are still standing with all their historic charm intact, and have been meticulously maintained or renovated. Homes for sale in The Meadows of Key West include a wide variety of architectural styles such as grand waterfront estates, bohemian style bungalows and a multitude of traditional conch homes. Whether you are looking for the perfect vacation home or a new primary residence, you would be remiss not to consider the exceptional real estate of The Meadows. If you would like to learn more about the homes for sale in The Meadows of Key West, Florida, please allow us to assist you and contact us today.

The Meadows Newest Listings

1105 Olivia St, Key West image
1105 Olivia St, Key West $819,000

This elegant historic Old Town cottage is a rare offering paired with a highly competitive price. Completely turnkey and perfectly suited as a winter home or seasonal Key...

  • 1 Beds
  • 1 Baths
  • 621059 MLS
901 Eisenhower Dr, Key West image
901 Eisenhower Dr, Key West $4,750,000

TRANSIENT LICENSE TRANSFER RECEIVER ZONE!!!! A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless pot...

  • 6 Beds
  • 5 Baths
  • 620662 MLS
901 Eisenhower Dr, Key West image
901 Eisenhower Dr, Key West $4,750,000

TRANSIENT LICENSE TRANSFER RECEIVER ZONE!!!! A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless po...

  • 7 Beds
  • 5 Baths
  • 620661 MLS
1402 Olivia St Unit 2, Key West image
1402 Olivia St Unit 2, Key West $639,000

Discover your ideal pied-à-terre in the heart of Key West! This charming 1-bedroom, 1-bathroom apartment on Olivia Street offers a perfect blend of comfort and convenienc...

  • 1 Beds
  • 1 Baths
  • 620158 MLS
Rat, Key West image
Rat, Key West $850,000

FOR SALE: Mellow Ventures LLC - Premier Eco-Tour & Luxury Houseboat Rental Company in the Florida Keys Step into one of the most unique lifestyle and income-producing bu...

  • 2 Baths
  • 619620 MLS
1319 Newton St, Key West image
1319 Newton St, Key West $1,750,000

Discreetly tucked within the storybook streets of the coveted Meadows, this enchanting Key West residence is a rare expression of timeless elegance and island sophisticat...

  • 3 Beds
  • 2 Baths
  • 619504 MLS
815 Pearl St Unit 2, Key West image
815 Pearl St Unit 2, Key West $575,000 ▼

A little Key West retreat with a lot to love. Tucked away in the highly desirable Meadows neighborhood of Old Town, this charming ground-level one-bedroom, one-bath condo...

  • 1 Beds
  • 1 Baths
  • 618227 MLS
1513 Pine St, Key West image
1513 Pine St, Key West $1,899,000

Located on a corner lot in the highly sought-after Meadows neighborhood, this beautifully crafted Key West home offers exceptional design, privacy, and outdoor living. Bu...

  • 2 Beds
  • 3 Baths
  • 618826 MLS
1203 Newton St Unit 1, Key West image
1203 Newton St Unit 1, Key West $699,000

Picture perfect condo located in 1 of 2 historic buildings totaling 8 units with a generous sized shared pool and lounging area. This setup is ideal for 1-2 people lookin...

  • 1 Beds
  • 1 Baths
  • 618077 MLS

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Christopher Orth

Christopher Orth

National REALTOR Magazine's
30-Under-30 Award Recipient

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Christopher Orth
National REALTOR Magazine's
30-Under-30 Award Recipient 

336 Duval Street
Key West, FL 33040

Phone 1: 305-707-4821
Phone 2: 267-980-2260
Email: ChrisOrthKeyWest@gmail.com



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