$4,995,000
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1014 Southard Street, Key West, FL 33040

4 Beds
4 Baths
3,026 Sq Ft

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.

  • MLS# 617209
  • Date Listed11/06/2025
  • Days on Realty 3 Days
  • Bedrooms 4
  • Bathrooms 3 Full baths, 1 Half baths
  • Lot Size 0.19 acres (8,397 sq. ft)
  • Sewer Public Sewer
  • Subdivision Old Town - Unlisted (1.0)
  • County Monroe
  • Year Built 1920
  • Square Feet 3,026 sq. ft
  • Price Per Sq. Ft $1650.69

Exterior / Lot Features

  • Exterior Storage, Shed(s)
  • Roof Metal
  • Lot Size Acres 0.19
  • Lot Size SQFT 8,397.00
  • Lot Features -

Financial Considerations

  • Tax Amount $19,626
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in FL / 33040

Source: Walkscore

95/100

Walker's Paradise

Walk Score ®

28/100

Some Transit

Transit Score ®

100/100

Biker's Paradise

Bike Score ®

Overview

Daily errands do not require a car. A few nearby public transportation options. Daily errands can be accomplished on a bike.

Transit Summary

3 nearby routes: 3 bus, 0 rail, 0 other


Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 41/100, Transit Score: 13/100, Bike Score: 75/100.

Property Change History

Price Per Square Foot decreased from $6,823.77 to $1,650.69

Points of Interest near 1014 Southard Street, KEY WEST, FL 33040

Frequently Asked Questions for 1014 Southard Street

Source: Realty.com

1014 Southard Street, KEY WEST, FL 33040 is a Single Family 3,026 sq. ft. home listed for sale. Realty.com has 71 photos available of this 4 bed, 4 bath house, listed at $4,995,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 71 photos of 1014 Southard Street.

Our records indicate that 1014 Southard Street was built in 1920.

The full address for this home is 1014 Southard Street, KEY WEST, FL 33040.

1014 Southard Street has been listed on Realty.com since Thu November 06, 2025

Daily errands do not require a car. A few nearby public transportation options. Daily errands can be accomplished on a bike.

The average walkability score in the surrounding area is Walk Score: 41/100, Transit Score: 13/100, Bike Score: 75/100.

There are 3 schools assigned to this home. Check out the schools near 1014 Southard Street. May Sands Montessori Charter (Grades: 1 - 7), Monroe Virtual Instruction Program (Grades: 6 - 12), Somerset Island Preparatory (Grades: 9 - 12)

Listing provided courtesy of: Suzanne Moore Real Estate (tel: 305-797-0699)
Listing agent: Suzanne Moore (tel: 305-797-0699) (#kwa.263501514)

This content last refreshed on 2025-11-09 18:55:54. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 1014 Southard Street, KEY WEST, FL 33040 : MLS# 617209