$1,549,000
$50K PRICE DROP

221 Kiley Dr Monticello, FL 32344

Estimated payment $8,579/month

Total Views 11,674
5 Beds
4.5 Baths
5,476 Sq Ft
$283 Price per Sq Ft

Highlights

  • Horses Allowed On Property
  • 15 Acre Lot
  • Traditional Architecture
  • Concrete Pool
  • Vaulted Ceiling
  • Bamboo Flooring

About This Home

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!

Listing Agent

Barbra

Engel & Völkers Tallahassee License #3458985 Listed on: 05/01/2025

Engel & Völkers Tallahassee

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $128

Year Built

  • Built in 2009

Lot Details

  • 15 Acre Lot
  • Lot Dimensions are 325x650x325x650
  • Property is Fully Fenced
  • Sprinkler System

HOA Fees

  • $13 Monthly HOA Fees

Parking

  • 3 Car Garage

Home Design

  • Traditional Architecture
  • Split Level Home
  • Brick Exterior Construction
  • Slab Foundation

Interior Spaces

  • 5,476 Sq Ft Home
  • Multi-Level Property
  • Wet Bar
  • Central Vacuum
  • Tray Ceiling
  • Vaulted Ceiling
  • Gas Fireplace
  • Bonus Room
  • Screened Porch
  • Utility Room
  • Washer
  • Security System Owned
  • Property Views

Kitchen

  • Oven
  • Range
  • Microwave
  • Ice Maker
  • Dishwasher

Flooring

  • Bamboo
  • Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Split Bedroom Floorplan
  • Walk-In Closet
  • Garden Bath

Pool

  • Concrete Pool
  • In Ground Pool

Schools

  • Jefferson County Schools Elementary School
  • Jefferson County Middle School
  • Jefferson County High School

Utilities

  • Central Heating and Cooling System
  • Power Generator

Additional Features

  • Screened Patio
  • Horses Allowed On Property

Listing and Financial Details

  • Tax Lot 16
  • Assessor Parcel Number 12065-26-2N-5E-0835-0000-0160

Community Details

Overview

  • Association fees include road maintenance
  • Timber Trace Subdivision

Amenities

  • Office

Home Details

Home Type

Single Family

Est. Annual Taxes

$128

Year Built

Built in 2009

Lot Details

0

HOA Fees

$13 per month

Parking

3

Listing Details

  • Waterfront: No
  • Year Built: 2009
  • Directions: Hwy 90 E. to Ashville Hwy, Right on Bassett Dairy Rd, Right on Kiley Dr., Home on left.
  • Elementary School: Jefferson County Schools
  • High School: Jefferson County High School
  • PropertySubType: Detached
  • PropertyType: Residential
  • Land Info Fencing: Fenced
  • Lot Size: 325x650x325x650
  • Appliances: Dryer, Dishwasher, Ice Maker, Microwave, Oven, Range, Refrigerator, Washer
  • ResoOtherEquipment: Generator
  • Subdivision Name: Timber Trace
  • Owner Name: Frith
  • Architectural Style: Split Level, Traditional
  • General Property Information:Bathrooms Half: 1
  • Bedrooms: 5
  • ResoBuildingAreaSource: Assessor
  • ResoFireplaceFeatures: Gas
  • Fireplace: Yes
  • Reso Interior Features: Wet Bar, Tray Ceiling(s), Garden Tub/Roman Tub, High Ceilings, Stall Shower, Vaulted Ceiling(s), Central Vacuum, Pantry, Split Bedrooms, Walk-In Closet(s)
  • Unit Levels: Multi/Split
  • Reso Parking Features: Three Car Garage, Three or more Spaces
  • Reso Patio And Porch Features: Patio, Porch, Screened
  • Property Attached Yn: No
  • Reso Room Type: Bonus Room, Office, Other, Pantry, Screened Porch, Utility Room
  • PropertySubTypeAdditional: Detached,Single Family Residence
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Flooring: Bamboo, Tile
  • Full Bathrooms: 4
  • Living Area: 5476.0

Exterior Features

  • View: Park/Greenbelt
  • Acres: 15.0
  • Pool Features: Concrete, In Ground
  • Pool Private: Yes
  • View: Yes
  • Home Warranty: No
  • Construction Materials: Brick
  • Exterior Features: Fully Fenced, Sprinkler/Irrigation
  • Foundation Details: Slab

Garage/Parking

  • Garage Spaces: 3.0
  • Attached Garage: Yes

Utilities

  • Heating: Central, Electric, Fireplace(s)
  • Cooling: Central Air, Ceiling Fan(s), Electric
  • Sewer: Septic Tank
  • Security: Security System Owned
  • Cooling Y N: Yes
  • Heating Yn: Yes

Condo/Co-op/Association

  • Association Fee: 150.0

Fee Information

  • Association Fee Includes: Other, Road Maintenance

Schools

  • Middle Or Junior School: Jefferson County Middle School

Lot Info

  • Horse Amenities: Horses Allowed
  • Parcel Number: 12065-26-2N-5E-0835-0000-0160

Tax Info

  • Tax Block: -
  • Tax Lot: 16

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $128 -- -- --
2022 $194 $0 $0 $0
2021 $385 $0 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/07/2025 07/07/25 Price Changed $1,549,000 -3.1% $283 / Sq Ft
05/01/2025 05/01/25 For Sale $1,599,000 -- $292 / Sq Ft
Source: Capital Area Technology & REALTOR® Services (Tallahassee Board of REALTORS®)

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Source: Capital Area Technology & REALTOR® Services (Tallahassee Board of REALTORS®)

MLS Number: 385332

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