Skip to main content
Back to Search Results
|

321 Brooksville Avenue, Brooksville, FL 34601

Show All 73 Photos
For Sale

$735,000

5 beds • 3 baths • 3,740 sqft

Estimated Payment

$      /mo. †

APR for 30 years

Change Loan Terms

  • Single Family Detached
    Property type

  • 1910
    Year built

  • $196.52
    Price per square foot

  • 2 Car Garage
    Garage Count

Explore this Property

Historic Whitehurst Residence on Iconic South Brooksville Avenue! Step back in time yet live beautifully in the present on one of the most photographed streets in Brooksville. Stroll down South Brooksville Avenue, where a canopy of century-old oaks gracefully shades Augusta brick streets, and you'll find yourself transported to the early 1900s Colonial Revival era. Nestled among these stately homes stands the magnificent Whitehurst Residence, a two-story brick estate that began construction in 1909 and was completed in 1910 a true architectural jewel of the Brooksville Avenue Historic District. Inspired by the rebirth of America's admiration for English and Dutch Colonial design, this timeless residence was crafted with precise proportions and authentic detailing. In the early 1930s, after time spent in New Orleans, Mrs. Whitehurst returned home with fresh inspiration leading to the addition of the ornate wrought iron balconies and railings that now give the home its unmistakable Southern charm. Today, the property has been lovingly restored to its former glory, seamlessly blending historic integrity with tasteful updates for modern living. Step through the front door and experience history come alive: ✨ Original hardwood floors, intricate moldings, and custom built-ins that whisper stories of the past. 🔥 Two original fireplaces including one in the parlor room with elegant wood inlay detailing invite cozy evenings of quiet relaxation. 🚪 Functioning pocket doors, original hardware, and a grand staircase crowned by a beautifully ornate newel post stand as a testament to enduring craftsmanship. 🪟 Original windows with working pulley systems and preserved 1930s bathrooms capture the authentic charm of the era. The home's layout was designed for both entertaining and everyday comfort. The formal parlor and dining rooms flow naturally for gatherings both grand and intimate, while the updated kitchen marries modern functionality with classic appeal. With two master suites one on each level you'll have the flexibility to create a private retreat wherever you choose. The upstairs primary suite includes a lounge with built-in bookshelves and opens to a romantic front balcony that overlooks the oak-lined avenue a perfect spot for morning coffee or evening wine. The additional three guest bedrooms and a window-lined Florida room offer plenty of light and serene views of the property's rare 2-acre grounds a true hidden garden in the heart of the city. A charming ''secret garden'' entrance leads to the expansive backyard, offering endless potential for outdoor entertaining, a pool, or even a future carriage house. From your stately front porch, you're just a short walk from Downtown Brooksville's vibrant lifestyle boutiques, restaurants, festivals, live entertainment, and beloved community events like the annual Christmas Tree Lighting on the courthouse steps. This is more than a home it's a living piece of Old Florida history. Don't miss your opportunity to own one of Brooksville's most treasured landmarks and experience the perfect blend of timeless elegance and everyday comfort at 321 South Brooksville Avenue.
MLS# 2241104

Listed By CENTURY 21 Alliance Realty

Property Features

  • Area Description
    Historic / Antique
  • Basement
    Full
  • Cooling
    Central A/C - Electric, Central A/C
  • Exterior Description
    Brick, Concrete Block
  • Exterior Living Space
    Patio, Porch, Balcony / Lanai, Courtyard
  • Fireplace Description
    Wood Burning
  • Flooring
    Hardwood
  • Garage Count
    2 Car Garage
  • Garage Description
    Attached Garage
  • General
    Security System, Ceiling Fan(s)
  • Heating - Fuel Type
    Electric
  • Interior
    Walk-in Closet
  • Kitchen Features
    Center Island
  • Lot Size
    1-2 Acres, 1.92 Acres
  • Sewer
    City, Public
  • Style
    Other Style
  • Water
    City Water, Municipal Water

Home seller Meet the Agent,
Jared Tanner

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

Jared Tanner

of CENTURY 21 Alliance Realty

(706) 331-0464
Learn More About Me

Mortgage Calculator

$
$ %
Loan Term
%
Invalid number

$ /year
$ /year
$ /month

Monthly Payment Breakdown

  • Principle and Interest
    $0
  • Property Taxes
    $0
  • Hazard Insurance
    $0
  • Private Mortgage Insurance
    $0
  • HOA Dues
    $0
  • Total Monthly Payment:
    $0

Calculators provided for estimating purposes only. Consult with your lender to determine precise payment requirements.

An Equal Opportunity Company

Data powered by Attom Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

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.