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5 Beds
3 Baths
3,353 sqft

$925,000

14122 CHESTERFIELD TRL, HUDSON FL, 34669

Price per sqft$275.87
Built in1995
Property size3,353 sqft
Property typeResidential
Courtesy of RE/MAX PREMIER GROUP, Judy Curry  Listing Contact: 813-929-7600

Overview

Active

Listed Sep 11, 2026

Updated 3h ago

**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. 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.***

$6,154/mo

Est. mortgage payment based on a $925,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
TB8546842

Interior Features

Bedrooms
5
Bathrooms
3
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
1 Acre

Other Property Details

Taxes
$4,157
Tax Frequency
Annually
Association Fee Frequency
Monthly
Garage
Yes
View
Yes
Pets Allowed
Yes
Pool
Yes
55+/Senior Community
No

Listings courtesy of Stellar MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Mari Diaz shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS. 

Based on information submitted to the MLS GRID as of 12:58 AM UTC on 10/14/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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