
14365 SE HIGHWAY 42, WEIRSDALE, FL, 32195
Active58 days on marketListed Jun 11, 2026MLS #O6415587
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.
Facts & features
The home at a glance
5
Bedrooms
4.5
Bathrooms
5,170
Sqft
41.14 ac
Lot size
2
Garage
1934
Year built
Two
Levels
$774
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$23,379 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$23,379/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Weirsdale actives
$774 vs $306
Days on market
58 vs 20 typical
Where $774/sqft sits among the 21 Weirsdale actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Weirsdale
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Weirsdale. See the full Weirsdale guide →
WEIRSDALE 32195 — neighborhood snapshot
Population
3,282
Median age
56
Median income
$61,771
Median home value
$147,500
Avg household
2.42
Households w/ children
147
For the school run
Marion County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Weirsdale market
$286K → $606K
Weirsdale median sold, yr/yr
94.9%
Sale-to-list ratio (12 mo)
9 of 21
Weirsdale actives have cut their price
Median sold price, Weirsdale, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 506% above the WEIRSDALE 32195 median. See the full Weirsdale market guide →
Paper trail
This home's history
Reality check
What actually sold near 14365 SE HIGHWAY 42
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’25$295,000
14590 SE SUNSET HARBOR ROAD · same community
3 bd · 2 ba · 1,713 sqft · $172/sqft · 20 DOM
Sold · Sep ’25$253,000
14620 SE SUNSET HARBOR ROAD · same community
4 bd · 2 ba · 1,620 sqft · $156/sqft · 36 DOM
Sold · Jul ’26$247,000
16325 SE 134TH CT · same community
3 bd · 1.5 ba · 1,512 sqft · $163/sqft · 135 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 14365 SE HIGHWAY 42 — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 14365 SE HIGHWAY 42 — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
14365 SE HIGHWAY 42 FAQs
What would the monthly payment be for 14365 SE HIGHWAY 42?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $23,379/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 14365 SE HIGHWAY 42?+
The most recent tax bill on record (2025) was $1,687. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Weirsdale?+
At $3,999,000, this home is listed about 409% above the Weirsdale median of $784,950. The market section on this page shows how the area is trending.
Which schools are assigned to 14365 SE HIGHWAY 42?+
Stanton-Weirsdale Elementary School (elementary), Lake Weir Middle School (middle), Lake Weir High School (high) — Marion County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$3,999,000 runs 506% above the WEIRSDALE 32195 median — but at 5,170 sqft it's also nearly twice the size of the typical Weirsdale listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Time on market is leverage
58 days on market against a Weirsdale median of 20 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of KELLY PRICE & COMPANY LLC · Lauren Kuharske. MLS #O6415587.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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