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321 S Brooksville Avenue

Brooksville, FL 34601
  • $714,500
  • STATUS: Active
  • ON SITE: 473 Days
  • MLS #: W7868971
UPDATED: 69 min ago
$714,500
  • 5
    BEDS
  • 1.92
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 3,740
    SQFT
  • $191
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1910
County:
Area:

School Ratings & Info

Description

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-01-23T14:47:26.22.
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321 S Brooksville Avenue Brooksville, FL 34601

  • Price: $714,500
  • Status: Active
  • On Site: 473 Days
  • Updated: 69 min ago
  • MLS #: W7868971
5
Beds
3
Baths
0
½ Baths
1.92
Acres
3,740
SQFT
$191
$/SQFT
1910
Built
Neighborhood:
Jennings & Varn A Sub Of
County:
Hernando
Area:
Brooksville
Property Description
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.
Exterior Features

Architectural Style ColonialHistoricalVictorian Attached Garage Yn Yes Carport Yn No Construction Materials BrickConcreteStone Covered Spaces 2 Direction Faces South Exterior Features BalconyCourtyardFrench DoorsSidewalk Foundation Details Stem Wall Lot Features Historic DistrictCity LotLevelOversized LotSidewalk Lot Size Dimensions 100 x 700 Parking Features Ground Level Patio And Porch Features CoveredEnclosedFront PorchPorchRear Porch Pool Private Yn No Road Frontage Type Street Brick Road Surface Type Brick Roof Shingle Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Additional Rooms AtticFlorida Room Appliances Built-In OvenDishwasherRange Building Area Total 5104 Cooling Central Air Cooling YN Yes Fireplace Features Family RoomLiving RoomMaster BedroomStoneWood Burning Fireplace Yn Yes Flooring Hardwood Heating Central Heating YN Yes Interior Features Built-in FeaturesCeiling Fan(s)Crown MoldingHigh CeilingsSolid Surface CountersSolid Wood CabinetsThermostatWalk-In Closet(s) Laundry Features Laundry Room Levels Two Rooms Kitchen Living Room Primary Bedroom (Walk-In Closet(s)) Sewer Public Sewer Stories Total 2 Water Source Public

Property Features

Association Yn No Cdd Yn No Down Payment Resource Yes Flood Zone Code X Garage Yn Yes Homestead Yn No Lease Considered YN No Listing Terms CashConventional New Construction Yn No Ownership Fee Simple Property Sub Type Single Family Residence Senior Community Yn No Special Listing Conditions None Tax Annual Amount 2253.36 Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable ConnectedElectricity AvailablePublicSewer ConnectedWater Connected Zoning CITY


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of CENTURY 21 ALLIANCE REALTY: 352-686-0000.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-01-23T14:47:26.22.
 
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