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14365 SE Highway 42, 
Weirsdale, FL 32195

$3,999,000


5

Beds


5

Baths


5,170

Sq Ft


Single Family

Active

Listed by

Lauren Kuharske

Kelly Price & Company LLC.

Last updated:

July 29, 2026, 12:25 PM

MLS#

O6415587

Source:

MFRMLS

About This Home

14365 SE Highway 42

There are properties that can be purchased, and then there are properties that can only be inherited through a once-in-a-lifetime opportunity. Offered publicly for the first time in its history, this extraordinary 1934 Mediterranean estate is one of Central Florida's true hidden treasures. Nestled among towering palms, grand oaks, and 40 pristine acres, the property is known to locals for its iconic entrance landmark, "The Wall." Rich in history, character, and craftsmanship, it represents a level of quality that simply cannot be replicated today. The approximately 5,100-square-foot residence showcases timeless architectural details, including original hardwood flooring, historic brick floors, exposed beams, sweeping archways, and beautiful Mediterranean-inspired tilework. Designed for both grand entertaining and intimate family gatherings, the home offers 4 bedrooms, 3 full bathrooms, and a semi-attached guest suite or private office with its own bath. Throughout the home, period details serve as a reminder of an era when homes were built to stand the test of time. Three fireplaces anchor the estate's most cherished gathering spaces, including the formal living room, formal dining room, and an extraordinary copper fireplace in the Florida sunroom—a truly rare feature that embodies the home's distinctive character and craftsmanship. Outside, a large swimming pool, mature landscaping, towering palms, and expansive outdoor living spaces create a setting that feels more like a private resort than a residence. A private gated drive, established gardens, and a park-like setting further enhance the estate's sense of privacy and grandeur. Formerly thriving orange groves, the land now serves as an income-producing hay operation. A whole-house generator, equipment barns, and expansive acreage provide both convenience and endless possibilities. The property is currently platted into 2.96-acre parcels, offering exceptional flexibility for future use—whether preserved as an extraordinary private estate, transformed into a private family compound, event venue, or equestrian estate, or developed into a collection of estate-sized homesites with the historic residence remaining at its center.

Home Facts

Single Family

5 Baths

5 Bedrooms

Built in 1934

Price Summary

3,999,000

$773 per Sq. Ft.

MLS #:

O6415587

Last Updated:

July 29, 2026, 12:25 PM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

5,170 Sq. Ft.


Structure

Structure

Architectural Style:

Mediterranean

Building Area:

5,912 Sq. Ft.

Year Built:

1934


Lot

Lot Size (Sq. Ft):

1,751,112


Finances & Disclosures

Finances

Price:

$3,999,000

Price per Sq. Ft:

$773 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.