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800 Fleming Street, Key West, FL - photo 1

$2,399,000

800 Fleming Street

Key West, FL 33040

Estimated payment $12,706/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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2Beds
3Baths
1,550Sq Ft
$1548Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 1910
537,094,800 sqft Lot

About This Home

Discover a rare blend of history, artistry, and luxury in this extraordinary residence at the celebrated William Fleming House--one of Old Town Key West's most iconic and meticulously restored historic buildings. Originally constructed in the 1890s as Peacon's General Store, this architectural treasure has been transformed into an exclusive boutique condominium, exquisitely and entirely renovated.Inside, the first level condo rises to an unforgettable 16 feet, creating a sense of openness and serenity that feels both dramatic and inviting. Sunlight pours through impact-rated windows and doors, illuminating the vintage wood flooring and expansive walls that are ideal for showcasing meaningful art and personal collections.The thoughtfully designed layout includes two bedrooms, two full bathrooms, a half bath and a versatile loft space- accessed by a traditional staircase--offering remarkable flexibility for work, guests, creative pursuits, or quiet retreat. A private outdoor deck extends your living space and provides a peaceful spot for morning coffee or evening unwinding.The William Fleming House elevates daily living with its heated outdoor pool, lush tropical landscaping, and assigned off-street parking. Located in the desirable X-flood zone and directly across from Williams Hall, this residence places you in the heart of Old Town's cultural and architectural richness.With its unmatched scale, history, and character, this home invites you to bring your vision and transform it into a truly exceptional Key West sanctuary--one that reflects your style, your story, and your sense of place.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:2
  • •Bathrooms:3 (2 full, 1 half)
  • •Full bathrooms:2
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,550 sqft
  • •Total interior livable area:1,550 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:537,094,800 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Condo/Townhouse
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1910

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Price history

DateEventPrice
10/30/2026Listed for sale$2,399,000$1548/sqft

Listing Agent

Elizabeth E Chamberlain

Truman & Co. (KW)

Brokerage Phone: 305-292-2244

Source: Florida Keys MLS · MLS #619742

Data Powered by Home Junction, Inc.

Nearby

Schools

MONROE VIRTUAL INSTRUCTION PROGRAM

Elementary · 0.4 mi

MONROE VIRTUAL FRANCHISE

High · 0.4 mi

MONROE VIRTUAL ACADEMY (COURSE OFFERINGS)

High · 0.4 mi

Supermarkets

Charlie's Grocery

0.2 mi

Faustos

0.2 mi

Beef Jerky Experience

0.3 mi

Dining

Cole's Peace Artisan Breads

0.2 mi

Harpoon Harry's Restaurant and Bar

0.2 mi

Dante's

0.3 mi

Parks

Nancy Forrester's Secret Garden

0.1 mi

Bill Butler Park

0.3 mi

Memorial Sculpture Garden

0.5 mi

Beaches

South Beach

0.8 mi

Dog Beach

0.8 mi

Higgs Beach

1.0 mi

Nearby amenity locations include data © OpenStreetMap contributors.