Charming Historic Gem in the Heart of Old Town Key West!Welcome

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Home For Sale

729 Windsor Lane

Key West, Florida 33040

Monroe County Water View: Yes

Community: William's Court (1)

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$1,175,000 2 br, 1.0 bath 723 sq. ft. 0.070 acres

Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step inside to discover a thoughtfully updated interior that blends historic charm with modern comfort. The remodeled bathroom features stylish tilework, updated fixtures, and a spa-like feel, while the upgraded kitchen boasts contemporary cabinetry, sleek countertops, and stainless steel appliances--perfect for preparing everything from a quiet Key West breakfast to tropical cocktails on the patio.Surrounded by lush native foliage, the property offers a serene, private setting just steps from Duval Street, world-class dining, art galleries, entertainment, and more--while maintaining the tranquility of a quiet residential neighborhood.For investors, the unbeatable location just a short stroll from Duval Street, renowned restaurants, nightlife, galleries, and cultural attractions makes this property ideal for monthly vacation rentals or long-term leasing to locals. For second-home buyers, it offers an effortless blend of privacy and proximity to the action, in a quiet residential neighborhood. Truly your home away from home. And for the historic home lover, this residence offers a chance to preserve and personalize a piece of Key West's architectural heritage with room to enhance over time and make it your own.With its historic architecture, upgraded amenities, and rare lot size, this home offers endless potential to create your tropical dream oasis. Whether you're looking for a charming island retreat, a vacation rental, or a full-time residence, 729 Windsor Lane delivers the perfect blend of location, lifestyle, and opportunity.

Interior:
  • Bedrooms: 2
  • Baths: 1.0
  • Sq Ft: 723
  • Year Built: 1928
  • Utilities: 
  • Fireplaces: 
  • Stories: 1
  • Heat/AC: 
  • Garage: Carport
Exterior:
  • Lot Size: 0.070 acre
  • Lot Dimensions: 
  • View Types: Water
  • Yard: 
  • Siding: Frame
  • Roof: Metal
  • Property Taxes: $10,362
  • MLS #: 615169
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Contact Information:
Beach Home For Sale in Key West, Florida
Listing Agent: Amber DeBevec, LoKation Real Estate, 305-393-6613, 954-545-5583 Listing Site, Listing Status: Active
Copyright © 2025 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 6217525
Viewed 70 times.
Updated: Nov 19, 2025

This property is a Home located at 729 Windsor Lane, Key West, Florida 33040, and is currently For Sale at $1,175,000. This Home has 2 bedrooms, 1.0 baths, 723 sq ft.