221 KILEY Drive, Monticello, FL 32344
221 KILEY Drive, Monticello, FL 32344
221 KILEY Drive, Monticello, FL 32344
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$1,325,000
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5 Beds
5 Baths
5,476 SqFt
Active

221 KILEY Drive Monticello, FL 32344

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Hudson "Mitch" Willis

Hudson "Mitch" Willis

+1(850) 756-1823

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached Single Family

Listing Status Active

Purchase Type For Sale

Square Footage 5,476 sqft

Price per Sqft $241

Subdivision Timber Trace

MLS Listing ID 395876

Style Traditional/Classical

Bedrooms 5

Full Baths 4

Half Baths 1

Construction Status Brick 4 Sides,Slab

HOA Fees $150/ann

Year Built 2009

Lot Size 5.000 Acres

Lot Dimensions 325x650x325x650

Property Sub-Type Detached Single Family

Property Description

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 overlooking the vines, peaceful morning walks through the rows, or simply enjoying the beauty and serenity that only a setting like this can provide. Equestrian enthusiasts will appreciate the well-appointed horse stable, open pasture, and room to ride, creating the perfect environment for both horses and riders to thrive. Thoughtfully designed for function and beauty, the grounds invite you to embrace true North Florida country living. At the heart of the property sits an impressive residence offering approximately 5,500 square feet of living space, ideal for large households, multi-generational living, or those who love to entertain. The thoughtfully designed layout features expansive living areas filled with natural light, a spacious kitchen with abundant cabinetry and workspace, and oversized bedrooms that serve as peaceful private retreats. Multiple flex spaces provide endless possibilities for home offices, media rooms, fitness areas, hobby spaces, or additional guest accommodations — tailored to fit your lifestyle. Step outside to your private pool oasis, perfect for relaxing afternoons or hosting unforgettable gatherings. A separate guest house offers comfortable accommodations for visitors, extended family, or a private retreat, adding flexibility and value to this exceptional estate. From vineyard evenings and horseback mornings to poolside afternoons, this Tallahassee luxury home alternative is more than a home — it's a lifestyle. Offering space, versatility, natural beauty, and privacy while still convenient to downtown Monticello, schools, shopping, and dining, this is a truly rare opportunity to own a remarkable property where memories are made for generations.

Location

State FL

County Jefferson

Area Jefferson

Rooms

Family Room 14x16

Other Rooms Foyer, Garage Enclosed, Pantry, Porch - Covered, Porch - Screened, Study/Office, Sunroom, Utility Room - Inside, Walk-in Closet

Master Bedroom 18x20

Bedroom 2 11x12

Bedroom 3 15x16

Bedroom 4 13x19

Bedroom 5 14x14

Living Room 19x20

Dining Room 11x16 11x16

Kitchen 17x25 17x25

Family Room 14x16

Interior

Heating Central, Fireplace - Gas, Other

Cooling Central, Electric, Fans - Ceiling

Flooring Tile, Bamboo

Equipment Central Vacuum, Dishwasher, Dryer, Microwave, Refrigerator, Security Syst Equip-Owned, Washer, Irrigation System, Generator, Ice Maker, Range/Oven

Exterior

Exterior Feature Traditional/Classical

Parking Features Garage - 3+ Car

Pool Concrete, Pool - In Ground, Pool Equipment, Owner

Utilities Available 2+ Heaters, Gas, Tankless

View Green Space Frontage

Road Frontage Maint - Private, Paved

Private Pool Yes

Building

Lot Description Separate Family Room, Great Room, Kitchen - Eat In, Separate Dining Room, Separate Kitchen, Separate Living Room

Story Bedroom - Split Plan, Story - Two MBR Down, Split Level

Level or Stories Bedroom - Split Plan, Story - Two MBR Down, Split Level

Construction Status Brick 4 Sides,Slab

Schools

Elementary Schools Jefferson County K-12 School

Middle Schools Jefferson County K-12 School

High Schools Jefferson County K-12 School

Others

HOA Fee Include Maintenance - Road,Street Lights,Other

Ownership FRITH

SqFt Source Other

Miscellaneous 9 + Foot Ceilings,Cathedral/Vault/Tray,Tub - Garden,Patio,Shower Stall,Some Items Excluded,Wet Bar,Septic Tank,Other,Horse Potential,Gated Driveway

Acceptable Financing Conventional, Cash Only

Listing Terms Conventional, Cash Only

Listed by Keller Williams Town & Country

NEARBY SCHOOL & BUSINESS

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Hudson "Mitch" Willis

Hudson "Mitch" Willis

Team Leader of The Hudson Willis Group | License ID: 3508506

+1(850) 756-1823

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221 KILEY Drive