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14122 CHESTERFIELD TRAIL

House For Sale
$925,000

BTC: 11.63522013

ETH: 380.34539474

-$24K (2026/10/06)
44 days
5 bds
3 ba
3,353 sqft

Overview

**A RARE FIND—TWO HOMES, LUXURY LIVING, A PRIVATE RESORT & MORE THAN 2 ACRES!** Discover an extraordinary property offering privacy, flexibility and a lifestyle that's nearly impossible to duplicate. Featuring a beautifully rebuilt 5-BEDROOM, 3-BATH MAIN RESIDENCE, a completely independent 1-BEDROOM, 1-BATH GUEST COTTAGE/MOTHER-IN-LAW HOME and an EXTRA 1-ACRE LOT, this property is ideal for MULTIGENERATIONAL LIVING, extended family or guests who appreciate their own space. **COMPLETELY REBUILT IN 2019** by a respected Tampa custom home builder, the main residence showcases exceptional craftsmanship, SOARING CEILINGS, dramatic 10-FT DOORS and a spacious OPEN FLOOR PLAN designed for comfortable living and entertaining. The gourmet kitchen features CUSTOM CABINETRY and an impressive QUARTZ ISLAND, complemented by HARDWOOD FLOORS, PLANTATION SHUTTERS, REMOTE-CONTROLLED SHADES and CUSTOM CLOSETS. What truly sets this home apart are its unforgettable details: a spectacular BUILT-IN TWO-SIDED AQUARIUM connecting the primary suite and family room, a FLOOR-TO-CEILING BOOKCASE BUILT AROUND A REAL TREE, GAS FIREPLACE, INDOOR/OUTDOOR SURROUND SOUND and a HIDDEN PROJECTION TV. It also has COMPLETELY PAID OFF SOLAR PANELS for electricity! Step outside to your own PRIVATE RESORT featuring a CUSTOM POOL, SPA & GROTTO, professional landscape and pool lighting, OUTDOOR KITCHEN and expansive CUSTOM FIRE-PIT PATIO. Whether entertaining or simply relaxing, this outdoor retreat is designed to be enjoyed year-round. With MORE THAN 2 ACRES, there's room for ANIMALS, GARDENS, recreation and endless possibilities. The SEPARATE GUEST COTTAGE offers its own KITCHEN, LAUNDRY, LIVING AREA, BEDROOM, BATHROOM and SCREENED PORCH—providing independence and privacy while keeping loved ones close. An EXTRA 1-ACRE LOT may offer the opportunity to build ANOTHER FULL-SIZED RESIDENCE, creating the potential for an exceptional MULTIGENERATIONAL FAMILY COMPOUND, subject to applicable approvals. The impressive infrastructure includes SOLAR ELECTRIC, WHOLE-HOME GENERATOR, PROPANE GAS, WATER FILTRATION, COMMERCIAL-GRADE AIR FILTRATION, CENTRAL VACUUM, THREE A/C SYSTEMS with individual room thermostats, TWO WELLS, an AIR-CONDITIONED 2-CAR GARAGE, TOOL SHED, ELECTRONIC GATES/FENCING and ADVANCED SECURITY. Enjoy the peace and privacy of acreage without sacrificing convenience! Shopping, schools and medical facilities are nearby, with easy access to the VETERANS EXPRESSWAY, TAMPA INTERNATIONAL AIRPORT and GULF COAST BEACHES approximately 30 minutes away. **MORE THAN A HOME—THIS IS TWO RESIDENCES, A PRIVATE RESORT AND A RARE OPPORTUNITY TO CREATE THE LIFESTYLE YOU'VE ALWAYS ENVISIONED!** ***GUEST COTTAGE/MOTHER-IN-LAW HOME SQUARE FOOTAGE IS ADDITIONAL TO THE STATED MAIN RESIDENCE SQUARE FOOTAGE.***

Location

Florida • HUDSON • 34669 • House • For Sale

Details

Type:
Residential
Parking:
Driveway / Garage Door Opener / RV Parking
Year Built:
1995
Lot:
1.00 Acres
Heating:
Central / Electric / Heat Pump / Zoned
Price/sqft:
$276
Cooling:
Central Air / Mini-Split Unit(s) / Zoned
HOA:
No Data

Valuation

Our model vs. what's actually selling nearby.
Estimate
$599,000
$581K – $815K
Confidence Low
List vs. estimate
$326K above estimate
List $925,000 · +54.4%
Our model says this listing is priced above recent comparable activity. Room to negotiate.
Price per sq ft
$275
+44.0% vs. city median $191
Based on
5 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$4,157
2025
Pool
Auto Cleaner
View
Garden, Pool
Garage
2 car garage
Pets
Allowed
All facts and features

  • Flooring

    • Marble

    • Hardwood

    Heating

    • Central

    • Electric

    • Heat Pump

    • Zoned

    Cooling

    • Central Air

    • Mini-Split Unit(s)

    • Zoned

    Appliances

    • Bar Fridge

    • Built-In Oven

    • Convection Oven

    • Cooktop

    • Dishwasher

    • Disposal

    • Exhaust Fan

    • Gas Water Heater

    • Ice Maker

    • Indoor Grill

    • Kitchen Reverse Osmosis System

    • Microwave

    • Range Hood

    • Refrigerator

    • Solar Hot Water Owned

    • Tankless Water Heater

    • Touchless Faucet

    • Water Filtration System

    • Water Purifier

    • Water Softener

    • Whole House R.O. System

    • Wine Refrigerator

    Other interior features

    • Attic Fan

    • Attic Ventilator

    • Built-in Features

    • Ceiling Fan(s)

    • Central Vacuum

    • Crown Molding

    • Eating Space In Kitchen

    • High Ceilings

    • Kitchen/Family Room Combo

    • Living Room/Dining Room Combo

    • Open Floorplan

    • Smart Home

    • Solid Wood Cabinets

    • Split Bedroom

    • Stone Counters

    • Thermostat

    • Vaulted Ceiling(s)

    • Walk-In Closet(s)

    • Window Treatments

    Bedrooms and bathrooms

    • Bedrooms: 5

    • Full bathrooms: 3

  • Parking

    • Driveway

    • Garage Door Opener

    • RV Parking

    Property

    • Levels: One

    • Pool Private: Yes

    • Exterior Features: Fire Pit / Garden / Irrigation System / Lighting / Misting System / Outdoor Grill / Outdoor Kitchen / Playground / Rain Gutters / RV Hookup / Shade Shutter(s) / Sidewalk / Sliding Doors / Storage

    Lot

    • Lot: 1.00 Acres

    Other Property Information

    • Parcel Number: 26 24 17 0030 00000 0120

    • Zoning: AR1

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • BB/HS Internet Available

    • Cable Available

    • Cable Connected

    • Electricity Connected

    • Phone Available

    • Propane

    • Solar

    • Sprinkler Well

    • Street Lights

    • Water Available

  • Other financial information

    • Annual tax amount: $4,157

  • Source details

    • MLS ID: TB8546842

    Other facts

    • Construction Materials: Block / Stone / Stucco

    • Foundation Details: Slab

    • Fireplace Features: Family Room / Gas / Stone

    • Laundry Features: Electric Dryer Hookup / Gas Dryer Hookup / Inside / Laundry Closet / Laundry Room / Washer Hookup

    • Lot Features: Cleared / Landscaped / Oversized Lot / Street Dead-End

    • Patio And Porch Features: Covered / Patio / Rear Porch / Screened

    • Pool Features: Auto Cleaner / Child Safety Fence / Fiber Optic Lighting / Gunite / Heated / In Ground / Lighting / Screen Enclosure / Tile

    • Window Features: Blinds / Double Pane Windows / ENERGY STAR Qualified Windows / Insulated Windows / Shades / Shutters / Storm Window(s)

    • Direction Faces: East

    • Other Structures: Additional Single Family Home / Gazebo / Guest House / Outdoor Kitchen / Shed(s) / Storage / Workshop

    • Architectural Style: Traditional

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 3353

    • Water Source: Private / Well / Well Required

    • Subdivision Name: CANTERBURY FARMS

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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Market around this address

Live counts in the same area.
View all
This zip
34669
159
median $325K
Active
Same city
HUDSON
713
median $299K
Active
Same type
House
466
median $328K
Active
Similar price
$647K – $1.2M
42
median $816K
Active

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: RE/MAX PREMIER GROUP