Discover the rare convergence of Old Town authenticity and

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Home For Sale

1409 Olivia Street

Key West, Florida 33040

Monroe County Water View: Yes

Community: Benj Alburys Subd (2)

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$1,469,500 2 br, 3.0 bath 1053 sq. ft. 0.050 acres

Discover the rare convergence of Old Town authenticity and contemporary refinement in this meticulously restored 1945 conch cottage. Brought to life through a 95% rebuild by renowned architect Dennis Beebe, this 2-bedroom, 2.5-bath residence in the coveted Meadows neighborhood represents the pinnacle of quality-driven restoration. Every surface tells a story of craftsmanship: rounded wall finishes and extensive trim work create flowing visual warmth, while reclaimed Dade County pine adorns feature walls and a restored captain's ladder. Heart pine flooring anchors the living spaces, complemented by custom hardwood doors and complete plantation shutters throughout. Cathedral ceilings amplify the home's embracing character, enhanced by a thoughtfully curated lighting package that transforms ambiance at will. Surprise elements throughout add to its charm: seaglass gate knobs, koi fish porch lights flanking a transom-topped entry with historic corbels, hidden medicine cabinets, and extensive built-ins with locking storage. Both the primary suite and kitchen open through double doors to a private back deck with hot tub, while a generous walk-in closet with aromatic cedar lining provides luxurious storage. Kohler fixtures, granite countertops, stainless appliances, and central air provide contemporary comfort. Professional landscaping with automatic irrigation and timed lighting creates an immersive tropical sanctuary behind reclaimed brick pathways. The property driveway accommodates a Jeep, golf cart, or Mini Cooper, while dual-layer hurricane protection (teak shutters plus Kevlar backing) ensures peace of mind. Three adjustable structural piers provide added stability. Fully furnished, freshly painted, and permitted for 28-day+ rentals in HMDR zoning, this is more than restoration, it's a masterclass in doing it right!

Interior:
  • Bedrooms: 2
  • Baths: 3.0
  • Sq Ft: 1053
  • Year Built: 1945
  • Utilities: 
  • Fireplaces: 
  • Stories: 1
  • Heat/AC: 
  • Garage: 
Exterior:
  • Lot Size: 0.050 acre
  • Lot Dimensions: 
  • View Types: Water
  • Yard: 
  • Siding: Frame
  • Roof: Metal
  • Property Taxes: $9,230
  • MLS #: 618492
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Contact Information:
Beach Home For Sale in Key West, Florida
Listing Agent: Terri Spottswood, Truman & Co. Real Estate Services, 305-587-3407, 305-292-2244 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: 7228731
Viewed 1 times.
Updated: Feb 05, 2026

This property is a Home located at 1409 Olivia Street, Key West, Florida 33040, and is currently For Sale at $1,469,500. This Home has 2 bedrooms, 3.0 baths, 1053 sq ft.