The Meadows Homes for Sale

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 looking for a low maintenance island address in a quiet neighborhood walkable to all that Old Town, the Historic Seaport and Duval Street has to offer. This unit welcomes you with 10ft ceilings and Dade County pine walls and floors

Wendy Zintsmaster Truman & Co. (KW)

1420 Petronia St. Apt. #2 available June 1. Cozy 533 sf. 1bd/1bath apartment on second floor with private tree top deck in back. Located in the Meadows on a quiet, one way street with ample street parking. The entire duplex was totally renovated in 2024 including the 2nd floor apartment. This apartment has all new plumbing and electric, impact windows and door with treatments, LED ceiling lights,

Curtis A. Skomp, CCIM RE/MAX Keys Connection (KW)

Charming Home in the Meadows, Old Town, Key West. This beautiful completely renovated one bedroom cottage on Pearl Street is move in ready, and is being sold furnished. Stepping into the home through the custom built Dutch-door, the interior is bright, the walls are shadow-gap wood, there is new flooring, and recessed LED lighting throughout. The Bedroom has a murphy bed, and built in bedroom

Elaine Coyle Keller Williams Key West Compass Realty

Recently totally renovated and restored 1st floor apartment. Located in the highly desirable Meadows neighborhood on quiet, one way street. Unfurnished 738 sf. 2bedroom/1bath with inviting front porch and large private outdoor rear deck. Tropically landscaped around the entire property and mostly fenced in backyard. Inside has Mitsubishi ductless AC system with remote controls and 4 air handlers.

Curtis A. Skomp, CCIM RE/MAX Keys Connection (KW)

Recently totally renovated and restored two story Duplex in the Meadows. Both units #1 and #2 are available June 1. Rental rate is for both units.Located in the highly desirable neighborhood on quiet, one way street. Downstairs is 788 sf. 2 bedroom/1bath with inviting front porch, private outdoor rear deck with lush, tropically landscaping. Gated and mostly fenced in backyard. Upstairs is 533

Curtis A. Skomp, CCIM RE/MAX Keys Connection (KW)

Charming 2BD/2.5BA Key West cottage nestled in the sought-after Meadows neighborhood. Recently refreshed inside and out, this home features newer stainless steel appliances, granite countertops in the kitchen and baths, and beautifully updated tile bathrooms, along with numerous additional upgrades. The light-filled great room opens through French doors to a private outdoor oasis complete with a

Terri Spottswood Truman & Co. (KW)

This charming conch retreat property has been completely renovated and refurbished to contemporary standards and expectations: two bedrooms, two baths, an impressive great room, tranquil pool area, and one of the best geographic locations on the island. This lodging is named the Conch Republic Retreat in reference to Key West's laid-back attitude and, more specifically, to its Meadows

Louis Condos Berkshire Hathaway HomeServices Knight & Gardner Realty

This is the one! Perfectly laid out two (2) bedroom and two (2) bathroom condo, with a den/office that could be an extra bedroom, in The Heart of Old Town Key West, with off-street parking. This amazing location comes with a a covered lanai, that will greet you each and every time you come home. Several sets of French Doors will lead you from your outdoor Oasis, that is a perfect Key West garden,

Bobby Coe RE/MAX Keys Connection (KW)

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 convenience. Featuring two balconies, you can enjoy your morning coffee or unwind in the evening while soaking up the tropical vibes. The cozy living space is adorned with modern finishes, complemented by a well-equipped kitchen that makes

Paul Brooks Compass Florida, LLC

Discover the charm of what was once a carriage house and now a single-level home nestled in the highly desirable Meadows neighborhood of Old Town Key West. This inviting 3-bedroom, 2-bath residence blends historic character with modern updates, offering the quintessential island lifestyle. Effortless indoor-outdoor living defines this home, which features an open, airy feel that flows seamlessly

Wendy Zintsmaster Truman & Co. (KW)

Discreetly tucked within the storybook streets of the coveted Meadows, this enchanting Key West residence is a rare expression of timeless elegance and island sophistication. Rich in history yet effortlessly refined, the home invites you into a world where classic Conch architecture meets curated, modern luxury.From the moment you enter, the ambiance is unmistakable--soaring ceilings, warm

Thomas Mack SBX Real Estate, LLC (KW)