18561 WINDING OAKS BOULEVARD, HUDSON, FL, 34667
Active32 days on marketListed Jun 22, 2026MLS #TB8518384
About this home
18561 WINDING OAKS BOULEVARD
Virtually Staged. Welcome to 18561 Winding Oaks Boulevard, an exceptional executive pool home nestled on over a half-acre in the highly sought-after Autumn Oaks community. Offering nearly 3,000 square feet of living space, this beautifully remodeled residence combines luxury, comfort, and modern updates throughout. Featuring 3 bedrooms, 3 bathrooms, and a spacious 3-car garage, this home is designed for both everyday living and entertaining. The open floor plan showcases luxury vinyl plank flooring throughout, updated finishes, and abundant natural light. Step outside to your private screened pool oasis overlooking the expansive fenced yard—perfect for relaxing or hosting family and friends. Enjoy peace of mind with a newer roof and countless upgrades that make this home truly move-in ready. All new pool equipment and heater. Located in one of Hudson's most desirable neighborhoods, Autumn Oaks is known for its oversized homesites, mature landscaping, and estate-style living while remaining convenient to shopping, dining, medical facilities, and the Suncoast Parkway. This rare opportunity offers the perfect blend of elegance, space, and modern updates in a premier location.
Facts & features
The home at a glance
3
Bedrooms
3
Bathrooms
2,936
Sqft
0.52 ac
Lot size
3
Garage
1992
Year built
One
Levels
$198
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 and the real association fee — not generic estimates.
$3,735 /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
$3,735/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.
vs edgeAI estimate
−8%
$/sqft vs Hudson actives
$198 vs $196
Days on market
32 vs 42 typical
Where $198/sqft sits among the 400 Hudson 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 Autumn Oaks
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Hudson. See the full Hudson guide →
Autumn Oaks — neighborhood snapshot
Population
661
Median age
63
Median income
$49,893
Median home value
$250,200
Avg household
2
Households w/ children
32%
For the school run
Pasco County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Hudson market
$275K → $283K
Hudson median sold, yr/yr
96.3%
Sale-to-list ratio (12 mo)
192 of 400
Hudson actives have cut their price
Median sold price, Hudson, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 104% above the HUDSON 34667 median. See the full Hudson market guide →
Paper trail
This home's history
Reality check
What actually sold near 18561 WINDING OAKS BOULEVARD
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$500,000
18561 WINDING OAKS BOULEVARD · same community
3 bd · 3 ba · 2,936 sqft · $170/sqft · 73 DOM
Sold · May ’26$550,000
14152 PEPPERWOOD COURT · same community
4 bd · 3 ba · 2,906 sqft · $189/sqft · 6 DOM
Sold · Feb ’26$565,000
18905 BASCOMB LANE · same community
4 bd · 3 ba · 2,847 sqft · $198/sqft · 134 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 18561 WINDING OAKS BOULEVARD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 18561 WINDING OAKS BOULEVARD — 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
18561 WINDING OAKS BOULEVARD FAQs
What would the monthly payment be for 18561 WINDING OAKS BOULEVARD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $3,735/mo — principal and interest, the actual property-tax bill, the $36/mo association fee 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.
How much are the HOA fees at 18561 WINDING OAKS BOULEVARD?+
The association fee works out to $36 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 18561 WINDING OAKS BOULEVARD?+
The most recent tax bill on record (2025) was $2,305. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 18561 WINDING OAKS BOULEVARD?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Hudson?+
At $579,900, this home is listed about 76% above the Hudson median of $330,000. The market section on this page shows how the area is trending.
Which schools are assigned to 18561 WINDING OAKS BOULEVARD?+
Shady Hills Elementary School (elementary), Crews Lake Middle School. (middle) — Pasco 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
$579,900 runs 104% above the HUDSON 34667 median — but at 2,936 sqft it's also nearly twice the size of the typical Hudson listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03The price has already moved
Listed at $595,000, now $579,900 — a $15K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of OFFERPAD BROKERAGE FL, LLC · Colleen Nolan. MLS #TB8518384.
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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