14122 Chesterfield Trl
Listed at $276 per sq ft. Median for single-family homes in ZIP 34669 sold in the last 12 months: $178 per sq ft.
286 sales · Stellar MLS, credited belowWhat stands out about this home
About this property
**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.***
Property details
All features →
- Fire pit
- Garden
- Lighting
- Misting system
- Outdoor grill
- Outdoor kitchen
- Playground
- Rain gutters
- Rv hookup
- Shade shutters
- Sidewalk
- Storage
- Attic ventilator
- Built-in features
- Ceiling fans
- Central vaccum
- Crown molding
- Eat-in kitchen
- High ceilings
- Living/dining combo
- Open floorplan
- Smart home
- Solid wood cabinets
- Split bedroom
- Stone counters
- Thermostat
- Vaulted ceilings
- Walk-in closets
- Window treatments
- 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
- Tankless water heater
- Touchless faucet
- Water filtration system
- Water purifier
- Water softener
- Whole house r.o. system
- Wine refrigerator
- Marble flooring
- Wood flooring
- Garden view
- Pool view
- Trees or woods view
- Central air conditioning
- Mini-split units cooling
- Zoned cooling
- Attic fan cooling
- Central heating
- Electric heating
- Heat pump heating
- Zoned heating
- Shingle roof
- Slab foundation
- Block construction
- Stone construction
- Stucco construction
- Single story
- Electric dryer hookup
- Gas dryer hookup
- Inside laundry
- Laundry closet
- Laundry room
- Washer hookup
- Broadband internet available
- Cable available
- Cable connected
- Electricity connected
- Phone available
- Propane
- Sprinkler well
- Water available
- Closed circuit cameras
- Fire alarm
- Security fencing/lighting/alarms
- Security lights
- Security system
- Security system owned
- Smoke detectors
- Touchless entry
- Private pool
- Garage
- Fireplace
The market for homes like this
Single-family homes in ZIP 34669 · all sizesZIP 34669, as its listings describe it
Price and time on market
Cost of ownership
Living in ZIP 34669
ZIP 34669 homes sold for a median of $300,000 in the 12 months to Oct. 11, 2026.
377 salesThat's level with the median for the 12 months before, $299,985.
377 sales this year · 290 sales the prior yearSingle-family detached homes made up 286 of the 377 sales in the same 12 months, at a median of $324,450.
286 of 377 salesLocation
14122 CHESTERFIELD TRL, HUDSON, FL 34669
Nearby homes for sale in Hudson
- 3 bed, 3 bath single-family home2,509 sq ft · $599,900Hudson 34669 · Listed by FIND YOUR PARADISE
- 3 bed, 2 bath single-family home2,333 sq ft · $598,500Hudson 34669 · Listed by REOZOM
- 7 bed, 4 bath single-family home4,054 sq ft · $590,000Hudson 34669 · Listed by TAMPA BAY KEY REALTY
- 4 bed, 3 bath single-family home2,793 sq ft · $496,910Hudson 34669 · Listed by MERITAGE HOMES OF FL REALTY
- 3 bed, 2 bath manufactured home1,792 sq ft · $475,000Hudson 34669 · Listed by SOUTHERN COAST TO COUNTRY RLTY
- 3 bed, 2 bath single-family home1,495 sq ft · $425,000Hudson 34669 · Listed by HOME PRIME REALTY LLC
Based on information from Stellar MLS® for the period March 8, 2018 through October 11, 2026.
Listings courtesy of Stellar MLS as distributed by MLS GRID
HomeProp is a licensed Florida real estate brokerage (License CQ1055163). Regulated by the Florida Real Estate Commission (FREC), 400 W Robinson St, Orlando, FL 32801. All information deemed reliable but not guaranteed.