1014 Southard Street, Key West, FL 33040

$4,995,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 3,026 Lot Size (sq. ft.): 8,397 Status: Active
Current Price: $4,995,000 List Date: 11/06/2025 Last Modified: 2/09/2026

Description

Nestled in the storied heart of Old Town Key West, this grand estate is a masterpiece of luxury & history. Spanning a majestic 8,397 sq. ft. lot, the property at 1014 Southard St. Invites you into a world where classic charm meets modern elegance. With 4 bedrooms and 3.5 Baths and over 3,000 sq. ft. of interior space across two separate structures, enjoy an unparalleled gem in one of Key West's most coveted neighborhoods. Constructed in 1899 by renowned William Cash, this estate radiates a colonial grandeur, enriched with a cranberry cut -glass transom sophisticated dark green shutters & classic french doors. The current owners have meticulously restored the property using only the finest selection of materials, from river reclaimed old growth hardwood floors in living room and hallways, to stunning Blue Castle Limestone in master suite and kitchen and continued through the magnificent garden and pool to the separate guest quarters. Smarthome features have been introduced, including Zigbee Lights integrated with Home assistant, sensor mix's, Ecobee Thermostats, 6 Node Eero Mesh Network, Abode Alarm Systems & Nest protect Sensors. The master suite located on the ground level is a peaceful sanctuary with private library & den, exceptional ensuite, three sets of French doors and opens out to the magnificent saltwater pool and tropical landscaped garden. Two additional bedrooms on second floor in main house share a bath and private veranda. Separate cottage provides exceptional guest quarters and can be accessed from Roberts Lane for additional convenience. Stunning post & beam cathedral ceilings, Limestone floor, built-in bar and kitchenette and spacious living room offers excellent space for entertaining with deck and pool access. Additional features include, One off-street parking spot, equipped with Tesla charging station & new 2023 generator powered by dual propane tanks. Welcome to Key West Living at it's finest.

More Information MLS# 617209

Contract Information

Current Price: $4,995,000 Listing Date: 2025-11-04 Listing Board: Key West Association List Price: $4,995,000

Location Tax Legal

Street #: 1014 Street Name: Southard 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: 1920 Lot SqFt: 8397 Acres: 0.19 Living Apx SqFt: 3026 SqFt Source: Property Data Card Total Bedrooms: 4 Full Baths: 3 Half Baths: 1 Total Baths: 4 Rentals Allowed: With Restrictions Min Rental Days: 30

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Yes Stories: 2 Stories

Vehicle Storage

Car(s): 1

Pool Info

Heated: Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Property Condition: Updated/Remodeled Building Style: Conch Vehicle Storage: Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Ductless Heating: Forced Air Utilities: FKAA; Municipal Sewer Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Drapes/Blinds Incl; Security System; Sky Light(s); Smoke Alarms; Storage; Window Treatments Appliances: Dishwasher; Gas Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Detached Guest Qtrs; Fencing; Fruit Tree(s); Lighting; Outdoor Shower; Shed; Sprinkler System; Storage Pool Info: In Ground; Salt Water; Concrete Construction: Frame Shutters: Accordion; Other Floor: Wood; Other Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre GF-Interior Features: LED Lighting; Programmable Thermst
Listing Office: Suzanne Moore Real Estate
Last Updated: February - 09 - 2026
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