29249 WILPAYNE ROAD, BROOKSVILLE, FL, 34602
Active10 days on marketListed Jul 15, 2026MLS #TB8529352
About this home
29249 WILPAYNE ROAD
High upon the hill, Crafted and cared for through the years with amazing stewardship sits a home perfectly ready for only its second owner. If you're looking for a home with storage, capabilities to easily work from home, live with in-laws, or disaster readiness this is your home. With a full dry basement for riding out Florida storms or prepping for the future and a full attic for storage, five bedrooms, and a studio with it's own separate entrance this home is more than capable of improving your daily living. The beautiful bright and custom kitchen is just one of the many thoughtful updates. Tired of the cookie cutter builder specs? This home is the antidote. Plenty of storage space, plenty of room for the whole family with none of the useless space to waste time maintaining. Mature landscaping lovingly grown includes; persimmons, peaches, lemons, an olive tree and so much more. Come see all the reasons this house is perfect for you.
Facts & features
The home at a glance
5
Bedrooms
3
Bathrooms
2,860
Sqft
0.48 ac
Lot size
1
Garage
1985
Year built
Three Or More
Levels
$170
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.
$3,348 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
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
Estimated payment
$3,348/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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 Brooksville actives
$170 vs $188
Days on market
10 vs 45 typical
Where $170/sqft sits among the 400 Brooksville 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 Woodland Valley
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Brooksville. See the full Brooksville guide →
Woodland Valley — neighborhood snapshot
Population
188
Median age
49
Median income
$91,359
Median home value
$240,300
Avg household
3
Households w/ children
20%
For the school run
Hernando County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Brooksville market
$303K → $326K
Brooksville median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
208 of 400
Brooksville actives have cut their price
Median sold price, Brooksville, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 63% above the BROOKSVILLE 34602 median. See the full Brooksville market guide →
Paper trail
This home's history
Reality check
What actually sold near 29249 WILPAYNE ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$400,000
29193 OLD TRILBY ROAD
5 bd · 3 ba · 2,767 sqft · $145/sqft · 152 DOM
Sold · Apr ’26$590,000
6080 DEXTER LANE
4 bd · 3 ba · 2,514 sqft · $235/sqft · 307 DOM
Sold · Jan ’26$555,000
6170 LA PINE ROAD
4 bd · 3 ba · 2,400 sqft · $231/sqft · 31 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 29249 WILPAYNE ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 29249 WILPAYNE ROAD — 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
29249 WILPAYNE ROAD FAQs
What would the monthly payment be for 29249 WILPAYNE ROAD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,348/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 29249 WILPAYNE ROAD?+
The most recent tax bill on record (2025) was $1,423. 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 Brooksville?+
At $485,000, this home is listed about 45% above the Brooksville median of $335,000. The market section on this page shows how the area is trending.
Which schools are assigned to 29249 WILPAYNE ROAD?+
Eastside Elementary School (elementary), D. S. Parrott Middle School (middle) — Hernando County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of SOUTHERN BELLE REALTY, INC · Jana Knox. MLS #TB8529352.
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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