221 Kiley Drive, Monticello, FL 32344

Monticello
Local realty services provided by:Better Homes and Gardens Real Estate Florida 1st
221 Kiley Drive,Monticello, FL 32344
$1,325,000
  • 5 Beds
  • 5 Baths
  • 5,476 sq. ft.
  • Single family
  • Active
Listed by: wilda sigler
Office: keller williams town & country
MLS#:395876
Source:FL_TBR

Price summary

  • Price:$1,325,000
  • Price per sq. ft.:$241.96

About this home

Welcome to a rare North Florida estate just minutes from Tallahassee—where luxury, land, and lifestyle come together. 221 Kiley Road is situated on expansive acreage in Monticello, and this private retreat offers the perfect blend of seclusion and convenience, located just a short drive from the heart of Tallahassee. For buyers seeking space, privacy, and versatility without sacrificing proximity to town, this property delivers. This 5-bedroom, 3.5-bathroom estate is a true masterpiece, gracefully set on 5 private acres and complemented by a beautiful pool house with an additional bathroom. An additional adjoining 5-acre parcel is also available, offering the rare opportunity to expand your privacy, create a multi-generational compound, or enhance the estate even further. Set on picturesque rolling land, this one-of-a-kind property features your own private vineyard, offering a breathtaking and romantic backdrop for everyday living and entertaining. Imagine sunset dinners...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:2009
  • Listing ID #:395876
  • Added:138 day(s) ago
  • Updated:June 25, 2026 at 04:26 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Flooring:Bamboo, Tile
  • Bathrooms Description:Garden Tub/Roman Tub
  • Kitchen Description:Dishwasher, Ice Maker, Microwave, Oven, Pantry, Range, Refrigerator
  • Bedroom Description:Split Bedrooms
  • Living area:5,476 sq. ft.

Heating and cooling

  • Cooling:Ceiling Fans, Central Air, Electric
  • Heating:Central, Fireplaces
  • Central air:Yes

Structure and exterior

  • Year built:2009
  • Building area:5,476 sq. ft.
  • Lot area:5 Acres
  • Architectural Style:Split-Level, Traditional
  • Construction Materials:Brick
  • Exterior Features:Covered, Patio, Porch, Screened, Sprinkler Irrigation
  • Foundation Description:Slab

Schools

  • High school:Jefferson County K-12 School
  • Middle school:Jefferson County K-12 School
  • Elementary school:Jefferson County K-12 School

Utilities

  • Sewer:Septic Tank

Finances and disclosures

  • Price:$1,325,000
  • Price per sq. ft.:$241.96
  • Tax amount:$8,073

Features and amenities

  • Laundry features:Dryer, Washer
  • Amenities:Central Vacuum, Entrance Foyer, High Ceilings, Security System Owned, Tray Ceilings, Vaulted Ceilings, Walk-In Closets, Wet Bar
  • Pool features:Concrete, In Ground, Pool Equipment

Parking

  • Parking description:Three Car Garage
  • Garage:Yes
  • Garage spaces:3

New listings near 221 Kiley Drive