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885 S Waukeenah Street, Monticello, FL 32344

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For Sale

$525,000

5 beds • 3 baths • 1 half baths • 4,600 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Other Residential
    Property type

  • Newly Listed
    Time on Century 21

  • $114.13
    Price per square foot

  • Over 50 Years Old
    Age

Explore this Property

Tucked into the charming heart of Monticello, yet only a short scenic drive to Tallahassee, this estate bridges the gap between past and present, country and capital, southern soul and worldly sophistication. Step beyond through the historic front door into a moment suspended in time where Southern grandeur, storied legacy, and modern luxury converge in a peaceful retreat just 30 minutes from the heartbeat of Florida's Capital. Quiet luxury has never spoken louder. Initially constructed in 1882 by agricultural magnate William M. Girardeau, Monticello's legendary "Watermelon King." Architecturally defined as Italianate, this charming country estate is not simply a home; it is a living, breathing piece of American history. The former epicenter of Girardeau's empire, where seeds destined for China were once sorted and scaled, now stands as a tribute to craftsmanship, innovation, and quiet opulence. Behind its stately facade lies over 4,000 square feet of masterfully preserved period architecture: - 5 bedrooms | 3.5 baths | 7 fireplaces - Both upstairs and downstairs en suites (downstairs currently being used as an art studio) - A vast central hall flanked by oversized rooms on each floor - Original architectural details restored with obsessive precision - Bradbury & Bradbury 16-color hand-silk-screened wallpaper (a now-unobtainable collector's piece) - Period-appropriate doorknobs, lovingly sourced and installed in 2023 - Fully updated electrical, HVAC, foundation, and plumbing systems for seamless 21st-century living At the heart of the home, a chef-worthy kitchen blends past and present with a gourmet gas and electric range (2024), expansive countertops, and custom cabinetry that feels as bespoke as the history surrounding it. The owner's suite, already partially reimagined, offers a rare opportunity. The canvas is yours to complete the dream bathroom and dressing room, adding your mark to a legacy that has stood for over 140 years. Outdoors, an inviting pool, reimagined in 2023 with new coping, liner, and tanning shelf sits amid lush, mature landscaping. Adjacent porches have been screened for year-round comfort and entertaining, creating seamless transitions from candlelit dinners to starlit conversations. This is not just a residence. It is a generational heirloom. A sanctuary of stillness in a world that won't slow down. A home worthy of the finest pages in Architectural Digest, The New York Times, or your family's next chapter.
MLS# 388990

Courtesy Of Keller Williams Town and Country Realty

(850) 201-4663

Property Features

  • Age
    Over 50 Years Old
  • Amenities
    Porch, Pool, Ceiling Fan, Security System, Security System
  • Appliances
    Dishwasher, Oven, Range, Refrigerator
  • Architecture Style
    Other
  • Cooling System
    Ceiling Fan(s)
  • Fireplace
    Fireplace
  • Floor Covering
    Vinyl, Tile, Hardwood
  • Lot Size
    0.7 Acres
  • Rooms
    Dining Room

Map and Directions

Directions to 885 S Waukeenah Street, Monticello, FL 32344

Home seller CENTURY 21 First Story Real Estate

Get to know the neighborhood. A local affiliated CENTURY 21 office will help you set up tours, give advice, and negotiate with sellers.

CENTURY 21 First Story Real Estate

(850) 727-0066
Learn More About Us

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Monthly Payment Breakdown

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Copyright © 2025 Tallahassee Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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This information is provided for general informational purposes only and should not be relied on in making any home-buying decisions. School information does not guarantee enrollment. Contact a local real estate professional or the school district(s) for current information on schools. This information is not intended for use in determining a person's eligibility to attend a school or to use or benefit from other city, town or local services.

† Based on a 30-year fixed rate of 3.38% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Interest rates are also subject to credit and property approval based on secondary market guidelines. The rates shown are based on average rates for our best qualified customers. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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