1230 South St

Key West, FL 33040

$3,575,000
Price
5
Beds
2,033 Sq. Ft.
$1,758 / Sq. Ft.
2,033
Sq. Ft.
$1,758
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Contingent
Contingent
1230 South Street, Key West
a view of a house with a swimming pool
1230 South Street, Key West
1230 South Street, Key West
an aerial view of a house with a yard basket ball court and outdoor seating
1230 South Street, Key West
swimming pool view with a seating space
a view of house with swimming pool and porch
1230 South Street Sunset
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
a view of a pathway along with potted plants
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
a living room with furniture and wooden floor
1230 South Street, Key West
a living room with furniture and a large window
1230 South Street, Key West
a kitchen with sink and stove
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
a bedroom with a bed and a dresser
a bedroom with a large bed and a large window
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
a kitchen that has a sink and a stove
1230 South Street, Key West
a view of entryway
a bedroom with a bed and wooden floor
1230 South Street, Key West
a bedroom with a bed and a window
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
a bedroom with a bed and wooden floor
a bathroom with a tub sink and mirror
a view of entryway and hall with wooden floor
1230 South Street, Key Westn
1230 South Street, Key West
a bedroom with furniture and a window
a balcony with wooden floor table and chairs
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
a bedroom with a bed and a flat screen tv
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West
1230 South Street, Key West

Description

Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living...Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living spaces with warmth and permanence. Every impact-rated window and door has been selected to honor the home's historic character while delivering the peace of mind today's discerning buyer expects. At the heart of the property, a brand-new heated pool anchors the lush tropical grounds - part private resort, part quiet sanctuary. A newly constructed pool cottage extends the possibilities further, offering rare flexibility for guests, extended family, or a private studio. On an island where space is increasingly precious, this kind of versatility is genuinely hard to find. Inside, natural light moves generously through rooms that shift effortlessly between intimate and expansive. Each bedroom suite has been thoughtfully considered - private, refined, unhurried. The boundary between indoors and out dissolves entirely. But 1230 South Street carries a significance that no spec sheet can fully capture. It is among the final projects of Michael Pelkey, the beloved Key West designer whose work helped define the island's aesthetic for decades. His signature is everywhere - restrained yet soulful, luxurious yet deeply rooted in place. To live here is to inhabit a piece of Key West design history. To own it is to become its steward. Steps from beaches, dining, and the cultural heartbeat of the island, yet fully removed from it when you want to be - this is the rare offering that delivers on every promise. Not just a home. A legacy.
  1. Listed by Damian Vantriglia • Berkshire Hathaway HomeServices Knight & Gardner Realty

Property Details for 1230 South Street

Waterfront
None
Waterfront
No
Zoning
HMDR - Historic Medium Density Residential
Subdivision
Tropical Bldt & Investment Co Sub (2.0)
Building Style
Conch
Vehicle Storage
Off Street Parking
Pets
Pets Allowed
LISTING UPDATED: 05/06/2026 01:20 PM

Property Details for 1230 South Street

StatusContingent
MLS #618118
Days on Market111
Taxes$9,529 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1948
Lot Size0.11 AC / 4,704 SF
CountyMonroe County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
Add your commute

Building Information for 1230 South Street

Stories-Year Built1948Building Size-Lot Size0.11 AC / 4,704 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$18,796 per month

30 year fixed, 6.46% Interest

Principal and Interest

$18,002

Property Taxes

$794

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 1230 South Street

Summary
Location and General Information
  • Waterview: No Waterview
  • Area: 03 - Key West
  • Absolute Longitude: 81.786886
  • Control Depth: 0
  • Off Shore Island: No
  • Listing Board: Key West Association
  • Side: Median
  • KW Neighborhood: Midtown West
  • Mile Marker: 2.0
  • Marathon Neighborhood: N/A
  • Neighborhood Feature: Tennis Courts, Bike Paths, Beach, Fire Hydrant
  • Key/Island: Key West
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • License Info: # of City License: 1
  • License Info: # of County License: 1
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2025
  • Tax Exemptions: Homestead, None
Property
Lot Information
  • Lot Size: 50 X 94
  • Parcel #: 00041450-000000
  • Land Size: Less Than 1/4 Acre
  • License Info: Non Trans Rntl Lic
Property and Assessments
  • Legal: KW TROPICAL BLDG AND INVESTMENT CO SUB LOT 15 SQR 5 TR 19 PB1-34 OR182-252 OR411-848 OR2587-682 OR2587-680 OR2597-2369 O
  • MLS Approved: Y
  • Bank Owned: No
  • SqFt Source: Appraisal
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: No
  • Picture Count: 60
  • Document Count: 0
  • Building Style: Above Flood: Yes
  • Property Condition: New Construction, Updated/Remodeled
  • Title: Negotiable
Utilities
  • Utilities: FKAA, Water Separate Meter, Cable Available, Elect Separate Meter, Buyer to Verify, Sewer Available
  • Pub Sewer HkUp: Yes
  • Species List: No
  • Pool: Yes
  • Pool Info: Heated: Yes
  • Pool Info: Dimensions: 30x10
  • Pool Info: In Ground, Decked, Concrete
  • Porch/Balcony: Open Porch/Balcony, Deck, Patio
Interior and Exterior Features
Interior Features
  • Floor: Wood
  • Interior Features: Wet Bar, Bar, Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Dade County Pine, Granite Counter Top, Pantry, Cathedral Ceilings
  • Pre-Wired: Cable
  • Appliances: Washer, Stainless Steel Appliance(s), Wine Cooler, Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Construction: Frame, Hardi Board Siding
  • Dockage: None
  • Exterior Features: Fencing, Privacy Wall/Fence, Outdoor Shower, Lighting, Rain Gutters, Detached Guest Qtrs
  • Windows/Doors: Double Hung Windows, Impact Rstnce Window, Impact Rstnce Doors, Other Windows/Doors, Wood Windows, Sliding Glass Doors
Room Information
  • Specialty Rooms: Laundry Room

Property History for 1230 South Street

DateEvent & SourcePriceAppreciation
May 6, 2026

Backup Contract

FKMLS #618118

—
Jan 15, 2026

Price Change

FKMLS #618118

$3,900,000—
Jan 15, 2026

Price Change

FKMLS #618118

$3,800,000—
DateEvent & SourcePrice
05/06/2026

Backup Contract

FKMLS #618118

—
01/15/2026

Price Change

FKMLS #618118

$3,900,000
01/15/2026

Price Change

FKMLS #618118

$3,800,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1230 South Street

Taxable ValueLand$710,116Additions$311,132Total$1,021,248
Tax Record2024$9,030 ($752 / month)
Home Facts
Baths2Total Finished SqFt1,358 SqFtAbove Grade Finished SqFt1,358 SqFtStories2Lot Size4,704 SqFtStyleMulti-Family Dwelling (2-4)Year Built1948Year Renovated2010CountyMONROEAPN00041450-000000

Schools near 1230 South Street

This home is within Monroe.
Rating
School
Type
Grades
Distance
Horace O'bryant School
Public - PK to 8
Key West High School
Public - 9 to 12
May Sands Montessori School
Charter - PK to 8
Keys Center
Public - 8 to 12
Rating
School
Distance
Horace O'bryant School
PublicPK to 8

Key West High School
Public9 to 12

May Sands Montessori School
CharterPK to 8

Keys Center
Public8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.