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$700,000 (USD)
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Brooksville Area Single Family Home

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321 S Brooksville Avenue Brooksville, FL 34601

5 Bed
3 Baths
3740 sqft
Virtual Tour
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.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jared Tanner, Century 21 Alliance Realty
$700,000 (USD)
Sold

Brooksville Area Single Family Home

Sold

321 Brooksville Avenue Brooksville, FL 34601

5 Bed
3 Baths
3740 sqft
Virtual Tour
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.
Listing Courtesy of HERNANDO COUNTY / Listed By: Jared Tanner, Century 21 Alliance Realty
$685,000 (USD)
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Weeki Wachee Area Single Family Home

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7550 Jomel Drive Weeki Wachee, FL 34607

3 Bed
3 Baths
3000 sqft
Virtual Tour
Pride of Ownership Shines in River Country Estates! Nestled on an oversized 2-acre lot, this meticulously maintained 3-bedroom, 3-bathroom home offers luxury, functionality, and space like no other. From the moment you arrive, you'll notice the exceptional care and thoughtful upgrades throughout. This expansive property features two climate-controlled garages — a spacious 3-car garage and an additional RV/Boat garage, both insulated with R30 blown-in insulation. The home itself has been updated from top to bottom with a brand-new roof, hurricane-rated windows and doors, dual-panel electrical system, and new HVAC systems (with a 10-year parts & labor warranty). Step inside to find all-new tile flooring throughout, with wood flooring in the cozy family room/man cave. The newly remodeled kitchen is a chef’s dream, equipped with high-end commercial appliances. Each bathroom has been tastefully renovated, and the master bath features a luxurious walk-in spa tub. Outdoor living is equally impressive. Relax in your heated saltwater pool with brick paver decking, recently resurfaced and perfectly situated under a lanai with a new vinyl ceiling. Additional upgrades include:
New air ducts in attic, reverse osmosis water system, closet organizers in the primary bedroom, guest room with murphy bed, ring doorbell & 6-camera security system, Gutter guards & rear decking behind RV garage,
Just bring your toothbrush... most furniture stays! This is your opportunity to own a move-in ready, showstopper home in one of the area’s most desirable neighborhoods. Contact your agent today to schedule a private tour of your forever home!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Future Home Realty Inc
$675,000 (USD)
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Weeki Wachee Area Single Family Home

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6049 Patricia Place Weeki Wachee, FL 34607

4 Bed
5 Baths
4854 sqft
Virtual Tour
One or more photo(s) has been virtually staged. Seller motivated and will install a new roof prior to closing. Discover executive-style living in highly desirable River Country Estates, where this original-owner home offers over 1 private acre, exceptional privacy, flexible living space, and an impressive indoor-outdoor design ideal for everyday living and entertaining. A welcoming front courtyard with fountain creates a memorable first impression as double entry doors open to a dramatic foyer overlooking a stunning atrium, sunken formal living room with bay window, and formal dining space. Designed with both comfort and functionality in mind, the layout includes spacious guest bedrooms, a full guest bath, and an expansive primary suite featuring multiple closets, including dedicated shoe/purse closet, plus a luxurious bath with jetted tub, walk-in shower, dual vanities, and bidet. The chef-inspired kitchen is equipped with granite countertops, a center island with 6-burner Jenn Air cooktop, wall oven, microwave, trash compactor, triple sink, appliance garage, and abundant cabinetry. The breakfast nook flows seamlessly into the family room featuring a fireplace, wet bar, powder room, and a second primary suite with walk-in closet - creating flexible options for multi-generational living, guests, or extended stays. Pocket sliders open to an expansive climate-controlled solarium and recreation space that transitions beautifully to the screened outdoor retreat. Enjoy your private pool and spa, full pool bath with granite, cabana kitchen with Jenn Air grill, workshop or flex space, and garden area - perfect for entertaining or enjoying Florida living year round. Additional highlights include a side entry mudroom, oversized laundry center with skylight and built-ins, oversized 2-car garage with A/C and insulated door, two A/C systems, three water heaters including two brand new units, intercom system, emergency generator, outdoor security lighting, and an 11-zone irrigation well. Electric and plumbing updates meet 4-Point insurance standards, and truss straps provide added wind mitigation benefits. Set on over 1 private acre with a 20-foot side easement leading to a peaceful rear retention pond, this property delivers a rare sense of space and privacy. River Country Estates residents enjoy a low HOA, community park, walking and biking trails, tennis courts, basketball courts, and picnic areas. Conveniently located near shopping, dining, medical facilities, Pine Island, Weeki Wachee Springs, Buccaneer Bay, and Florida's Adventure Coast attractions, this exceptional property offers luxury, flexibility, and lifestyle in one of the area's sought after communities. Schedule your private showing today.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Marie McLaughlin, Century 21 Alliance Realty
$657,800 (USD)
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Brooksville Area Single Family Home

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19502 Mossy Oak Court Brooksville, FL 34601

3 Bed
5 Baths
3508 sqft
Virtual Tour
[Southern Hills Plantation | Cul-de-Sac | Preservation Lot | Move-In Ready]

[Experience refined Florida living in this beautifully maintained 3-bedroom, 4-bathroom residence located in the highly sought-after, guard-gated community of Southern Hills Plantation in Brooksville, Florida.]

[Perfectly positioned on a quiet cul-de-sac street with minimal traffic and a preservation lot behind the home (no future building), this property offers exceptional privacy and tranquility -- a rare find within the community.]

[Inside, you'll find a spacious and thoughtfully designed floor plan featuring:
• A large chef's kitchen with abundant counter space, ideal for entertaining and everyday living
• Formal living room for elegant gatherings
• Expansive family room designed for comfort and connection
• An upstairs open flex space with its own half bath -- perfect for a media room, home office, game room, guest retreat, or fitness studio
• An oversized tandem 3-car garage offering exceptional flexibility -- comfortably accommodating two vehicles with additional depth that allows space for a third small vehicle, golf cart, workshop area, home gym, or additional storage]

[The screened-in back porch and lanai create a peaceful outdoor retreat, offering the perfect space to unwind while enjoying the privacy of the preservation setting.]

[Major updates provide peace of mind and true move-in readiness:
*New roof
*Two newer A/C units (home has three total A/C systems)
*New hot water heater
*New refrigerator
*New carpet within the last two years
*Water softener system
*Upgraded brick paver driveway]

[Adding even more value and convenience -- all TVs and entertainment equipment will convey with the home. A significant portion of the furniture is negotiable and may be included with the right offer, making this an incredible turnkey opportunity.]

[Located in one of Brooksville's premier golf course communities, Southern Hills Plantation offers luxury living surrounded by rolling hills, championship golf, and resort-style amenities.]

[If you've been searching for a private, updated home with flexible living space in Southern Hills -- this one checks every box.]
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jared Tanner, Century 21 Alliance Realty
$657,800 (USD)
Sold

Brooksville Area Single Family Home

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19502 Mossy Oak Court Brooksville, FL 34601

3 Bed
4 Baths
3508 sqft
Virtual Tour
[Southern Hills Plantation | Cul-de-Sac | Preservation Lot | Move-In Ready]

[Experience refined Florida living in this beautifully maintained 3-bedroom, 4-bathroom residence located in the highly sought-after, guard-gated community of Southern Hills Plantation in Brooksville, Florida.]

[Perfectly positioned on a quiet cul-de-sac street with minimal traffic and a preservation lot behind the home (no future building), this property offers exceptional privacy and tranquility -- a rare find within the community.]

[Inside, you'll find a spacious and thoughtfully designed floor plan featuring:
• A large chef's kitchen with abundant counter space, ideal for entertaining and everyday living
• Formal living room for elegant gatherings
• Expansive family room designed for comfort and connection
• An upstairs open flex space with its own half bath -- perfect for a media room, home office, game room, guest retreat, or fitness studio
• An oversized tandem 3-car garage offering exceptional flexibility -- comfortably accommodating two vehicles with additional depth that allows space for a third small vehicle, golf cart, workshop area, home gym, or additional storage]

[The screened-in back porch and lanai create a peaceful outdoor retreat, offering the perfect space to unwind while enjoying the privacy of the preservation setting.]

[Major updates provide peace of mind and true move-in readiness:
✔ New roof
✔ Two newer A/C units (home has three total A/C systems)
✔ New hot water heater
✔ New refrigerator
✔ New carpet within the last two years
✔ Water softener system
✔ Upgraded brick paver driveway]

[Adding even more value and convenience -- all TVs and entertainment equipment will convey with the home. A significant portion of the furniture is negotiable and may be included with the right offer, making this an incredible turnkey opportunity.]

[Located in one of Brooksville's premier golf course communities, Southern Hills Plantation offers luxury living surrounded by rolling hills, championship golf, and resort-style amenities.]

[If you've been searching for a private, updated home with flexible living space in Southern Hills -- this one checks every box.]
Listing Courtesy of HERNANDO COUNTY / Listed By: Jared Tanner, Century 21 Alliance Realty