David Ramirez
$3,999,0005 bd4.5 ba5,170 sqft$774 /sqft$23,379 /mo all-in ↓

14365 SE HIGHWAY 42, WEIRSDALE, FL, 32195

Active58 days on marketListed Jun 11, 2026MLS #O6415587

Private poolSingle Family ResidenceSOUTH LAKE WEIR

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

Private poolFireplace

Inside

FlooringBrick/Stone · Hardwood
AppliancesBuilt-In Oven · Convection Oven · Cooktop · Dishwasher · Disposal · Dryer · Microwave · Refrigerator · Trash Compactor · Washer
InteriorCeiling Fan(s) · Crown Molding · High Ceilings · PrimaryBedroom Upstairs · Solid Surface Counters · Solid Wood Cabinets · Walk-In Closet(s)
LaundryIn Garage · Laundry Room
CoolingCentral Air
HeatingCentral

Outside & construction

RoofTile
ConstructionStucco
FoundationBasement · Crawlspace
FacesSouth
ExteriorBalcony · Fire Pit · Irrigation System · Rain Gutters

Community & fees

Taxes (2025)$1,687/yr

Utilities & systems

UtilitiesElectricity Connected · Sprinkler Well
WaterWell

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%

Principal & interest$21,578
PMI (est., until 20% equity)$1,500
Property tax — 2025 actual bill$141
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $399,900Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

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

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $399,900
Interest rate6.00%
Loan term

Estimated payment

$23,379/mo

Principal & interest$21,578
PMI (est., until 20% equity)$1,500
Property taxes (actual bill)$141
Est. insurance$160

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

9
7
2
3
0
0 · this home
$193–290$290–387$387–483$483–580$580–677$677+

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

Map of 14365 SE HIGHWAY 42

Drive times from this address

Downtown Orlando72 min
Universal Orlando75 min

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

ElementaryStanton-Weirsdale Elementary School★★★★★
MiddleLake Weir Middle School★★★★
HighLake Weir High School★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Weirsdale market

Seller’s marketBalanced5.5 months of inventoryBuyer’s 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

Jun 11, 2026Listed at $3,999,000 · 58 days on market since
1934Built · SOUTH LAKE WEIR

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.

14590 SE SUNSET HARBOR ROADSold · Aug ’25

$295,000

14590 SE SUNSET HARBOR ROAD · same community

3 bd · 2 ba · 1,713 sqft · $172/sqft · 20 DOM

14620 SE SUNSET HARBOR ROADSold · Sep ’25

$253,000

14620 SE SUNSET HARBOR ROAD · same community

4 bd · 2 ba · 1,620 sqft · $156/sqft · 36 DOM

16325 SE 134TH CTSold · 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.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 14365 SE HIGHWAY 42 — start here.

Andrew Acosta

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

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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.

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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