$1,890,000
Key West, FL 33040
MLS# 621199
Status: Contingent/Show
2 beds | 3 baths | 1495 sqft
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Property Description
Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, original double hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances and all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable. French doors lead from the formal dining room and kitchen to a sundeck with a covered dining area and extra lounging space to entertain. A Pool with water feature and new decking was just added to the property. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage adding an extra layer of prestige and historical significance to its charm. This historic home is a rare find in a prime location, offering the best of both worlds. The house has some monthly vacation rental history and is sold furnished (some personal pieces & all art work excluded)!
Details
Maps
Contract Information
Current Price: $1,890,000
Listing Date: 2026-09-02
Listing Board: Key West Association
Monthly Rent: $1,890,000
As is Rght to Inspct: Yes
Species List: No
Location, Tax & Legal
Street #: 516
Street Name: Elizabeth
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unlisted (1.0)
Area: 02 - Key West
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1933
Lot SqFt: 1983
Lot Sqft Source: Tax Records
Living Apx SqFt: 1495
SqFt Source: Property Data Card
Total Bedrooms: 2
Full Baths: 2
Half Baths: 1
Total Baths: 3
Rentals Allowed: With Restrictions
Min Rental Days: 29
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Building Style
Above Flood: Yes
# Stories: 2 Stories
Status Change Info
Contingent: Contingent/Show
Status: Contingent/Show
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Building Style: Eyebrow
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: FKAA; Municipal Sewer
Interior Features: Dade County Pine; Entrance Foyer; Storage
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Dryer; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Fencing; Shed; Water Display
Pool Info: Decked
Construction: Frame
Shutters: Bahama; Other
Floor: Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Bike Paths
Land Size: Less Than 1/4 Acre
Title: Negotiable
Listing Office: Ocean Sotheby's International Realty
Last Updated: October - 16 - 2026
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