516 Elizabeth Street, Key West, FL 33040

$1,890,000

Virtual Tour

https://bcove.video/3VchfTS

Front View historic Classical Revival Eyebrow House

Front view classic Eyebrow home with covered front porch

Covered seating area with view to the pool and new deck

New pool & deck with storage/ washer / dryer room

Lounge area with new pool , deck and fence.

Historic Eyebrow structure with covered front porch.

Listed on the National register of Historic Places and awarded the Gold Star for Historic Preservations.

Entry hallway with Dade county Pine walls

Living room with open entry to Dining area

Dining room with opening to the kitchen and French doors to the back deck

Dining room open to kitchen and living room

Kitchen with French doors to the back deck and pool

Fully renovated kitchen with custom wooden cabinets and stainless steel appliances

Renovated kitchen with high ceilings and French doors to the deck and pool area

Downstairs bedroom with Dade County pine walls

Downstairs full ensuite bathroom with walk in shower

Upstairs Primary bathroom with bathtub & shower

Upstairs primary bathroom with double sink and shower

Aerial view of rooflines and deck without the pool

Covered sitting area with new deck and pool

Property Type: Residential Bedrooms: 2 Baths: 3 Square Footage: 1,495 Lot Size (sq. ft.): 1,983 Status: Contingent/Show

Current Price: $1,890,000 List Date: 9/03/2026 Last Modified: 10/16/2026

Overview

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. T ... (Read more)

Listing Details MLS# 621199

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
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: X
Alternate Key #: 1009300
Handicap Access: No
Parcel #: 00009040-000000
Zoning: HHDR - Historic High Density Residential
Deed Restrictions: Unknown
Legal: KW PT LOTS 1&2 SQR 49 H1-236 OR518-883 OR685-470/71 OR696-172/73 OR1075-2202 OR1164-1556/57 OR1293-2467/69 OR2948-0831 O
Taxes: 12246.5
Tax Year: 2025
Pub Sewer HkUp: Yes

Contract Information

Listing Board: Key West Association
As is Rght to Inspct: Yes
Species List: No

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: Yes
Total Baths: 3
Rentals Allowed: With Restrictions
Min Rental Days: 29
Control Depth: 0
Total Units: 0

Status Change Info

Contingent: Contingent/Show

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0

Building Style

Above Flood: Yes
Stories: 2 Stories
Eyebrow: Yes

More Information

Remarks & Misc

Remarks – Consumer: 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)!
Directions: Make a left turn unto Elizabeth Street from Eaton Street. Property is close to the Key West Library parking lot.

Fee Includes

None: Yes

Dockage

None: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Dryer: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes
Wine Cooler: Yes

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes

Heating

Central: Yes

Waterfront

None: Yes

Waterview

No Waterview: Yes

Floor

Tile: Yes
Wood: Yes

Neighborhood Feature

Bike Paths: Yes

Interior Features

Dade County Pine: Yes
Entrance Foyer: Yes
Storage: Yes

Property Condition

Updated/Remodeled: Yes

Specialty Rooms

Laundry Room: Yes

Windows/Doors

Double Hung Windows: Yes
French Doors: Yes

Construction

Frame: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Furnished: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Deck: Yes

Title

Negotiable: Yes

Exterior Features

Fencing: Yes
Shed: Yes
Water Display: Yes

Pool Info

Decked: Yes

Roof

Metal Roof: Yes

Shutters

Bahama: Yes
Other: Yes

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

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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