
14122 CHESTERFIELD TRAIL, HUDSON, FL, 34669
Active9 days on marketListed Sep 11, 2026MLS #TB8546842
About this home
14122 CHESTERFIELD TRAIL
WHAT IF YOU DIDN'T HAVE TO CHOOSE BETWEEN LUXURY, NEWER & CONVENIENCE? Wake up on more than 2 ACRES with room for ANIMALS, GARDENS, POOL/SPA & MORE! REBUILT COMPLETELY IN 2019 by a trusted Tampa custom home builder with virtually nothing spared, the main residence offers 5 BEDROOMS & 3 BATHS, soaring ceilings, dramatic 10-FT DOORS & an open floor plan designed for family life & unforgettable entertaining. Custom cabinetry & a QUARTZ ISLAND anchor the gourmet kitchen, while GLEAMING HARDWOOD FLOORS, PLANTATION SHUTTERS, REMOTE-CONTROLLED SHADES & CUSTOM CLOSETS showcase the attention to detail. A completely SEPARATE MOTHER-IN-LAW COTTAGE offers 1 BEDROOM, 1 BATH, KITCHEN, LAUNDRY, LIVING AREA & SCREENED PORCH. Unexpected custom touches include a stunning BUILT-IN 2-SIDED AQUARIUM between the primary suite & family room, a floor-to-ceiling BOOKCASE CREATED AROUND A REAL TREE, GAS FIREPLACE, BUILT-IN INDOOR/OUTDOOR SURROUND SOUND & hidden projection TV. Step outside to your private resort featuring a spectacular CUSTOM POOL, SPA & GROTTO, professional POOL & LANDSCAPE LIGHTING, OUTDOOR KITCHEN & GIGANTIC CUSTOM FIRE PIT PATIO. There's even potential to add ANOTHER FULL-SIZED RESIDENCE, creating an incredible MULTIGENERATIONAL FAMILY COMPOUND. Impressive infrastructure includes SOLAR ELECTRIC, WHOLE-HOME GENERATOR, PROPANE GAS, WATER FILTRATION SYSTEM, COMMERCIAL-GRADE AIR FILTRATION, CENTRAL VACUUM, 3 A/C SYSTEMS with individual room thermostats, 2 WELLS, AIR-CONDITIONED 2-CAR GARAGE & TOOL SHED, ELECTRONIC GATES/FENCING & STATE-OF-THE-ART SECURITY. All this privacy, yet convenient shopping, schools & medical facilities, with easy Veterans Expressway access, Tampa International Airport & approximately 30 minutes to Gulf Coast beaches. This isn't simply a luxury home—it's the opportunity to create the life you've been waiting for! ***MIL cottage square footage is in ADDITION to what is stated***
Facts & features
The home at a glance
5
Bedrooms
3
Bathrooms
3,353
Sqft
1 ac
Lot size
2
Garage
1995
Year built
One
Levels
$283
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.
$5,983 /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
$5,983/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
+51.7%
$/sqft vs Hudson actives
$283 vs $196
Days on market
9 vs 45 typical
Where $283/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 Hudson
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Hudson. See the full Hudson guide →
HUDSON 34669 — neighborhood snapshot
Population
14,225
Median age
46.8
Median income
$52,648
Median home value
$219,200
Avg household
2.41
Households w/ children
1,371
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 → $278K
Hudson median sold, yr/yr
96.4%
Sale-to-list ratio (12 mo)
249 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 188% above the HUDSON 34669 median. See the full Hudson market guide →
Paper trail
This home's history
Reality check
What actually sold near 14122 CHESTERFIELD TRAIL
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$295,000
14430 THORNWOOD TRAIL · same community
4 bd · 2 ba · 1,913 sqft · $154/sqft · 24 DOM
Sold · Oct ’25$445,000
14335 HAMMER STONE LANE · same community
3 bd · 2 ba · 1,676 sqft · $266/sqft · 9 DOM
Sold · Jun ’26$670,000
13503 GOPHER POND COURT
4 bd · 3 ba · 3,096 sqft · $216/sqft · 316 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
Tyler Stoddard
REALTOR · CENTURY 21 Edge
Tours, negotiation, and every question about 14122 CHESTERFIELD TRAIL — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 14122 CHESTERFIELD TRAIL — before you fall in love.
See it in person
Schedule a tour
Live availability from Tyler's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
14122 CHESTERFIELD TRAIL FAQs
What would the monthly payment be for 14122 CHESTERFIELD TRAIL?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,983/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 14122 CHESTERFIELD TRAIL?+
The most recent tax bill on record (2025) was $4,157. 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 14122 CHESTERFIELD TRAIL?+
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 $949,000, this home is listed about 183% above the Hudson median of $334,900. The market section on this page shows how the area is trending.
Which schools are assigned to 14122 CHESTERFIELD TRAIL?+
Hudson Academy (middle), Hudson Primary Academy (elementary) — Pasco County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of RE/MAX PREMIER GROUP · Judy Curry. MLS #TB8546842.
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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