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$1,599,000
60 Days On Site

221 Kiley Drive
Monticello, FL 32344

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
5,476
SqFt
$292
/SqFt
2009
Built
Subdivision:
Timber Trace
County:
Jefferson

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(850) 459-7187
221 Kiley Drive221 Kiley Drive221 Kiley Drive221 Kiley Drive
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Welcome to a rare and exquisite, turn-key, 15-acre modern luxury estate, where timeless elegance meets Southern charm. Custom built by Riley Palmer, this exclusive, gated property with soaring ceilings and interior doors, is nestled just minutes from Tallahassee, Florida's Capital City, and historic Thomasville, Georgia in Monticello-home to a storied opera house and chic dining options-and offers the perfect blend of privacy, prestige and proximity. Work, school and play from home with dedicated office space and connectivity powered by Conexon Connect, the leading optic fiber broadband solution! The heart of the estate is a grand Great House, designed for multi-generational, refined living and effortless entertaining. Elegant finishes, a formal dining, separate breakfast room, and a gourmet, eat-in chef's kitchen, create an inviting atmosphere for everything from intimate dinners to lavish gatherings and holiday hosting. Retreat to the luxurious, spa inspired primary owner's suite on the main level, where relaxation awaits in a serene soaking tub framed by a tranquil view of your micro-vineyards. Indulge in the spacious double-head shower, complete with an oversized bench designed for ultimate comfort and rejuvenation. A versatile Coach House with sink and electricity, offers ample space for horses, a workshop, or lawn equipment, plus a grassy paddock for pasturing, ideal for equestrian enthusiasts or hobbyists. Nearby, the Pool House doubles as a fully equipped guest house with full bath, kitchen and laundry, perfect for hosting weekend visitors, a rather permanent caretaker or guest, or providing a private owner art studio, jam canning, winery production or retreat. Plant in your green house, or enjoy multiple vineyards boasting white Scuppernong and red Muscadine grapes for annual Fall harvesting, or make fresh peach, orange, and fig jams, or pecan pie, from your robust fruit tree offerings. A bonus warehouse and second well are a short walk on the adjoining 5-acre parcel with a spectacular hill-top view! Roof (2022) offering luxury Belmont by CertainTeed with lifetime transferrable warranty. Extensive Notable Estate Features list available including Vivint touch screen security system with options for 24/7 monitoring & motion detection, Generac Generator, Elan sound system, laundry shoot from second floor to mudroom, guest wet bar, side-by-side stainless KitchenAid in gourmet kitchen, plus two half refrigerators, a full-size stainless dishwasher, plus a convenient additional half dishwasher, Viking Professional six-burner gas cooktop, substantial walk-in pantry & Brew Express built-in coffee maker! Schools: Jefferson County K-12 Charter, Turning Point Alternative School or Aucilla Christian Academy, or plenty of options for classroom style home schooling. Square feet includes 576 sqft. pool guest house. List price includes 15-acres (3-5 acre cleared parcels. Lots 15, 16 & 17 in Timber Trace. Buyer can sell adjoining parcels if preferred, no subdividing less than 5 acres). Total bathroom count is 4 full and one half bath (4.5). Room measurements approximate. Buyer to verify. Welcome home!

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Listing Snapshot
Price 
$1,599,000
Days On Site 
60 Days
Bedrooms 
5
Inside Area (SqFt) 
5,476 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
15 Acres
Year Built 
2009
MLS® Number 
385332
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
$150
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
4 days agoListing updated with changes from the MLS®
2 months agoListing first seen on site
General Features
Acres 
15
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Property Sub Type 
Single Family Residence
Security 
Security System Owned
Sewer 
Septic Tank
Special Circumstances 
Standard
SqFt Total 
5476
Stories 
Multi/Split
Style 
SplitLevelTraditional
Interior Features
Appliances 
DryerDishwasherIce MakerMicrowaveOvenRangeRefrigeratorWasher
Cooling 
Central AirCeiling Fan(s)Electric
Fireplace 
Yes
Fireplace Features 
Gas
Flooring 
WoodBambooTile
Heating 
CentralElectricFireplace(s)
Interior 
Wet BarTray Ceiling(s)High CeilingsVaulted Ceiling(s)Central VacuumPantryWalk-In Closet(s)
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Exterior Features
Construction Details 
Brick
Fencing 
Fenced
Patio And Porch 
PatioPorchScreened
Pool Features 
In GroundPrivate
Private Pool 
Yes
View 
Park/Greenbelt
Waterview 
Park/Greenbelt
Community Features
Association Dues 
150
Financing Terms Available 
Conventional
Horse Allowed 
Yes
MLS Area 
Jefferson
Schools
School District
Unknown
Elementary School
Jefferson County Schools
Middle School
Jefferson County Middle School
High School
Jefferson County High School
Listing courtesy of Engel & Volkers Tallahassee



This information is deemed reliable, but not guaranteed. PARTICIPANT'S ASSOCIATES AND SUBSCRIBERS ONLY AND IS NOT INTENDED FOR USAGE BY THE PUBLIC. UNDER NO CIRCUMSTANCES SHOULD THE INFORMATION CONTAINED HEREIN BE RELIED UPON BY ANY PERSON IN MAKING A DECISION OF PURCHASE. Copyright Capital Area Technology & REALTOR Services, Inc. All rights reserved.
Last checked 2025-07-01 02:30 AM EDT

Neighborhood & Commute
Source: Walkscore
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