Brooksville Homes with Two Story Property Description

Brooksville Homes with Two Story Property Description

Welcome to Brooksville, a charming city located in Hernando County, Florida. Known for its rich history and picturesque surroundings, Brooksville offers a perfect blend of small-town charm and modern amenities.

If you're looking for a home with character and space, two-story properties in Brooksville might be just what you need. These homes offer a unique layout that provides separation between living and sleeping areas, making them ideal for families or those who love to entertain.

With a two-story property in Brooksville, you can enjoy spacious living areas, multiple bedrooms, and the flexibility to create distinct living spaces. Whether you're looking for a cozy cottage or a grand estate, there are plenty of options to choose from in this vibrant city.

Imagine waking up to beautiful views of the Florida landscape from your second-story bedroom, or hosting gatherings in your spacious living room with plenty of room for guests to mingle. With a two-story property in Brooksville, the possibilities are endless.

Don't miss out on the opportunity to own a piece of this thriving community. Explore the diverse selection of two-story homes in Brooksville and find your perfect match today.

Newest Brooksville Homes with Two Story Property Description

$580,000
5 Beds 3 Baths Royal Highlands SubDv. 34613 Zip Code
Welcome to your private retreat in the heart of Weeki Wachee! Nestled on a spacious 0.60-acre lot at the end of a quiet dead-end road, this beautifully updated 5-bedroom, 2.5-bath two-story home offers the perfect blend of space, privacy, and modern updates. With a fully fenced backyard, sparkling pool, and mature trees providing a peaceful setting to let your chickens roam, this property is designed for both everyday living and entertaining. Step inside to discover a freshly painted interior and exterior, a brand-new front door, soaring ceilings, and a stunning grand staircase. The open-concept kitchen is the heart of the home, featuring new granite countertops, a large center island, two pantries (including a walk-in pantry), and plenty of storage. The dining area flows seamlessly into the spacious living room, where you’ll find a built-in electric fireplace with adjustable flame colors and heat, creating the perfect ambiance year-round. LED accent lighting behind the TV adds a modern touch, and the TV may stay with the home. The first floor also offers a large office with a stylish barn door, a convenient half bath, and additional storage tucked beneath the staircase. Upstairs, you’ll find a second living area or bonus room, ideal as a media room, playroom, or additional family space. The oversized primary suite features an elegant arched entry into the ensuite bath, a relaxing garden tub, brand-new walk-in shower, new toilet, dual closets, and a spacious linen closet. Four additional generously sized bedrooms each have large closets, with select rooms featuring custom accent walls and closet organizers. The guest bathroom has also been refreshed with a new toilet and sink, and all bathrooms include exhaust fans. Additional highlights include: 5 bedrooms | 2.5 bathrooms 3-car garage Large office/flex room Upstairs bonus living area Laundry folding station New rear doors Fully fenced backyard Pool Mature trees for exceptional backyard privacy Large Rubbermaid storage shed included Additional large shed Major updates provide peace of mind: Roof replaced – May 11, 2022 Air conditioner replaced – January 25, 2023 New septic drainfield replaced Conveniently located in beautiful Weeki Wachee, this move-in-ready home offers the space, updates, and privacy you’ve been searching for. Schedule your private showing today!

11083 Maybird Avenue, Weeki Wachee

$1,620,000
4 Beds 4 Baths Acerage SubDv. 34601 Zip Code
Set along more than 1,300 ft of the Withlacoochee River and equally fronting the 47-mile Withlacoochee State Trail, this remarkable 15+/-acre custom permaculture estate represents a collection of opportunities that are becoming increasingly scarce in Florida. Elevated terrain, native landscapes, mature canopy, and uninterrupted access to both river and trail create an estate that feels worlds away, yet remains connected to everything that matters. Completed in 2008, the custom residence offers 3,026 square feet under air, including 2,026 square feet of main living space, a 710-square-foot private in-law residence, and an additional 300 square feet of flexible climate-controlled space suited for a studio, office, library, or fitness room. A sweeping wraparound porch captures views that shift effortlessly between rolling pasture and tranquil riverfront, while the private guest residence opens onto its own expansive covered patio, creating an independent retreat equally suited for family, long-term guests, or executive accommodations. Throughout the home, the architecture favors connection over excess—inviting the outdoors in while allowing the landscape itself to remain the focal point. Beyond the residence, the estate unfolds with an impressive collection of supporting structures that elevate both functionality and possibility. A 8X40-foot off-grid, solar-powered converted shipping container serves as an exceptional workspace, production facility, or self-sufficient operations center. A second 8 X 40-foot storage container, detached garage, expansive pole barn, established garden shed, and a decommissioned outdoor bathhouse—ready to be restored or reimagined—provide an infrastructure rarely assembled on a private estate. The landscape is equally compelling. A private boat ramp and dock place the Withlacoochee River at your doorstep. Established garden areas, mature native plantings, and direct access to one of Florida's most celebrated paved trail systems create an environment designed as much for exploration as it is for quiet reflection. Here, mornings begin with a paddle downstream, afternoons unfold beneath centuries-old oaks, and evenings end under remarkably dark skies. With both Agricultural and C-1 Commercial zoning, the estate is positioned to accommodate an exceptional range of future uses without compromising its sense of place. It is equally suited as a private riverfront sanctuary, an income-producing agricultural enterprise, an educational campus, boutique event venue, wellness destination, regenerative farm, luxury retreat, or one of Florida's premier eco-tourism properties. At its foundation lies the philosophy of permaculture—a design approach that works with nature rather than against it. By integrating food production, water conservation, biodiversity, and regenerative land stewardship, permaculture creates landscapes that become more productive, resilient, and valuable over time. This estate reflects years of thoughtful planning and ecological investment, offering the next steward not simply acreage, but an established framework for sustainable living on a remarkable scale. In an era when so much of Florida's landscape has become increasingly uniform, opportunities like this have grown exceptionally rare. River frontage. Trail frontage. Significant elevation changes. Commercial flexibility. Agricultural capability. Extensive infrastructure. Privacy. Beauty. Vision.

28211 Magnon Drive, Brooksville

$1,199,000
6 Beds 5 Baths W1/2 Of Nw1/4 Of Se1/4 Of Ne1/4 Prb 702 Pgs 650-57 SubDv. 34604 Zip Code
THIS ONE HAS IT All!!! A rare find with 2 homes + private pool nestled on 5 secluded acres in Beautiful Brooksville!! Great property for multi-generational living!! The main home is impressive and offers 4 bedrooms + 3.5 bathrooms + 6 car detached garage + Spa! The home has gorgeous 2-story ceilings, an open floor plan, large glass windows making this home feel light, bright and spacious!! Gorgeous upgraded kitchen and bathrooms!! The second full home offers 2 bedrooms + 1 full bathroom + full kitchen + 1 car attached garage + pool access!! This rare property offers a total of 5,845 living space and 8,435 total sq footage!!! 6 bedrooms + 4.5 bathrooms + 7 car garage spaces + pool + 5 acres. The two homes are connected through a common area, but can be completely closed off, as well, for privacy! The home has lots of updates, these were done in 2020: Well Pump, wiring & pipes, Water Filtration System, 2 Tankless Water heaters, Spa Heater, fencing in front of home, Water Filtration System, Dishwasher & Refrigerator, fencing in front of home, and added a delivery access driveway for UPS/FedEx. 2021: Whole house generator, Grout redone in master shower & 3 other bath(s) & showers, New AC for downstairs, remodeled rec room/bar, added glass patio doors. 2022: New Flooring in Guest house living room, kitchen & halls, Patio screen redone, New Copper sink & faucets in kitchen. 2023: New AC for upstairs, Septic Filter replaced, New spa pump & filter, Driveway repacked & filled, Decorative boulders placed in drainage ravine. 2024: New Filter in Well System, Floor in bedroom 2 redone, Cleared 1 acre of underbrush, New vanity in the guest house bathroom. 2025: New sink faucet in bathroom 2, Complete Interior repainted, including trim, New carpet in office & guest house 2 bedrooms, New Wall Oven/Microwave Combo, New drainage stone put down around the outside perimeter (20 yards total), Removed all tree & branch debris around yard & cleared, Cut down dead or damaged trees endangering the garage & front gate area,New Spa timer & New washer. Close to everything!! Shoppes, restaurants, hospitals, schools...everything!! Close to kayaking, paddle-boarding, and swimming with the manatees in the clear Weeki Wachee River or enjoying a day at Buccaneer Bay Water Park!! Close to the sunsets at Pine Island, boating and fishing!! Less than 10 minutes to the Suncoast Parkway for quick and easy access to Tampa International Airport and for all the fun that Tampa Bay has to offer!! 1 hour + to TOP US BEACHES!! 1.5 hours to Disney World and Universal Studios and all the theme parks!!

18308 Valor Path, Brooksville

$318,900
4 Beds 4 Baths Silver Ridge SubDv. 34604 Zip Code
Nestled in the desirable Silver Ridge community, this beautifully updated two-story home offers 4 bedrooms, 2.5 baths, and plenty of space for comfortable living and entertaining. Freshly painted both inside and out with brand-new carpeting throughout, this move-in-ready home features a spacious living and dining room combination, a cozy family room, and a convenient half bath on the first floor. The kitchen is a chef's delight with abundant cabinetry, Corian countertops, a center island, large pantry, and stainless steel appliances. Sliding glass doors lead to a covered patio overlooking the vinly privacy fenced in backyard complete with a fire pit and an oversized deck--perfect for outdoor dining, entertaining, or simply relaxing. Upstairs, the spacious primary suite features laminate flooring, a very large walk-in closet, and an en-suite bath with a garden tub, brand-new dual-sink vanity, and separate walk-in shower. There are three additional generously sized bedrooms with new carpet, and large closets. The guest bath has a tub/shower combination, and an upstairs laundry room add to the home's functionality. This Gorgeous Home is Conveniently located just minutes from the Suncoast Parkway, shopping, dining, schools, hospitals, and medical facilities. Priced to sell at only $318,900. Schedule your private showing today! Enjoy the convenience of having everything you need just minutes away while still experiencing the peaceful, quiet charm of a true neighborhood community.

15160 Durango Circle, Brooksville

$515,000
2 Beds 2 Baths Stenholm Sub In Sw1/4 Unrec SubDv. 34601 Zip Code
Escape the noise without sacrificing convenience on this rare 4.8-acre property tucked away in one of Brooksville’s most peaceful settings, just moments from the renowned Chinsegut Wildlife & Environmental Area. Surrounded by towering oaks, mature orange trees, and abundant wildlife, this is the kind of property that’s becoming increasingly difficult to find. The spacious 2,288-square-foot home offers 2 bedrooms, 2 full bathrooms, and an inviting layout designed for comfortable country living. At the heart of the home, a wood-burning fireplace creates the perfect gathering space, while oversized living areas provide plenty of room to relax, entertain, or customize to fit your lifestyle. Outside, the possibilities continue. A covered 2-car carport with a sidewalk leading to the home welcomes you in, while the impressive 30’ x 30’ metal building is ideal for a workshop, hobby space, equipment storage, or future projects. An additional storage shed provides even more flexibility. Whether you dream of gardening, raising animals, storing recreational vehicles, or simply enjoying the peace and privacy of nearly five acres, this Agriculturally Zoned (AG) property offers the freedom to make it your own. A drainage swale located at the front corner of the property helps direct water away, providing excellent natural drainage across the land. Spend your mornings sipping coffee while watching deer wander through the trees, harvest fresh oranges from your own yard, and enjoy the serenity that only acreage can provide—all while remaining within easy reach of Brooksville, shopping, dining, and the Suncoast Parkway. If you’ve been waiting for a property that offers serenity, usable acreage, a spacious home, and the outbuildings to support your hobbies or business, this is one you won’t want to miss.

12047 Timber Lane, Brooksville

$649,900
4 Beds 4 Baths Dry Creek Estates SubDv. 34614 Zip Code
Virtually Staged. ** BRAND NEW ROOF MAY 2026 ** Welcome to Dry Creek Estates, an exclusive community of just 38 homesites where privacy, space and the Florida lifestyle come together. Occupying a generous 1.14 acre homesite, this impressive 4 bedroom, 4 full bathroom home offers 2,994 square feet of thoughtfully designed living space with room to spread out both inside and out. Designed for both everyday living and entertaining, the home features a formal living room, a spacious family room and an expansive kitchen that truly serves as the heart of the home. You'll love the oversized island, abundant cabinetry, generous counter space and exceptional storage. The laundry room is conveniently located just off the kitchen and includes built in cabinets and a utility sink. The split bedroom layout provides privacy for everyone. The primary suite occupies its own wing of the home, while the 4th bedroom is tucked away down its own hallway at the rear of the house, making it ideal for guests, multigenerational living or a private home office. Upstairs, you'll find an impressive 600sqft loft complete with its own en suite bathroom. Whether you're looking for a guest suite, media room, game room, second living area or another option for your home office, this flexible space creates endless possibilities. Out back is the true Showstopper. 3 sets of sliding glass doors and numerous windows fill the home with natural light while providing beautiful views of the pool from multiple rooms. Outside, you'll find a 15 x 40 pool surrounded by an expansive 24 x 50 paver deck and highlighted by a beautiful stone waterfall. A separate covered 12 x 28 patio offers the perfect place for outdoor dining, relaxing or entertaining. The dedicated pool bathroom keeps wet feet out of the main living areas and adds convenience for family and guests. The partially fenced yard provides plenty of room to play, garden or simply enjoy the outdoors. Gather around the fire pit on cool evenings, take advantage of the additional storage offered by both a large utility building with a roll up door and an extra storage shed that is perfect for lawn care or pool equipment. Additional highlights include a whole home water softener system, an attached 3 car garage, an additional carport and a BRAND NEW ROOF (2026). One of the best parts of this home is its location. Living in Dry Creek Estates means enjoying everything Florida's Nature Coast and Adventure Coast have to offer. Spend your weekends watching the mermaids, kayaking crystal clear springs, paddling gorgeous rivers, hiking scenic trails, fishing, boating, scalloping or exploring nearby state parks and wildlife preserves. It's the perfect balance of country living and convenient access to shopping, dining, schools and everyday amenities. If you've been looking for room to spread out, a backyard made for entertaining, an unbeatable location and a home that truly embraces the Florida lifestyle, this is one you'll want to experience in person.

13123 Saddle Way, Brooksville

$575,000
4 Beds 3 Baths Royal Highlands SubDv. 34614 Zip Code
Rarely does a property combine this level of pristine maintenance, functional design, and natural privacy! Built in 2020 and kept in flawless condition by the original owner that built it, this exceptional home offers 4 expansive bedrooms with the seamless versatility to convert the formal dining space into a 5th bedroom (closet already in place). The heart of the outdoor space is a lush, FULLY FENCED 0.91-acre yard bordering state-owned land, ensuring your tree-lined views and peace remain permanent! A dedicated double-gate provides secure, easy access for boats, RV's, and recreational vehicles, while a tranquil Koi pond and fire pit anchors the backyard retreat. Indoors, peace of mind is guaranteed via a comprehensive smart home security system, while the two-car garage features full climate control- ideal for a workshop or man cave! The kitchen is a chef's dream featuring stainless steel appliances, an island for entertaining, overlooking the living room- ideal for entertaining and hosting! The primary bedroom features a large walk in closet, walk in shower, dual vanity, and garden tub for your own personal luxurious oasis away from the family. A secondary living room/ game room is featured on the second floor to allow everyone space to spread out. Currently receiving a fresh exterior paint refresh, this turn-key home offers a secluded country feel just moments from the convenience of Hwy 50's dining and shopping corridors. Experience the perfect blend of privacy and accessibility. Schedule your private showing today!

12076 Marvelwood Road, Weeki Wachee

$1,250,000
4 Beds 4 Baths Acreage SubDv. 34604 Zip Code
Virtually Staged. Some properties you buy. This one, you arrive at. Beyond a gated entrance, a 1,500-foot oak- lined drive delivers you to ten private, fenced acres of Old Florida. Improved pastures, grandfather oaks, and a night sky still full of stars. It's the version of horse country that's become nearly impossible to find: your horses at home, thirty-five minutes to Tampa International, twenty to the Gulf, and an hour to Orlando's theme parks. The custom 3,450 sq ft farmhouse was refreshed for the way you actually live - new kitchen, wood beams, brick columns, and fresh paint inside and out. Four bedrooms, a private office, an oversized bonus or theater room, 3.5 baths, and a mudroom and laundry built for a working farm. Seven sets of French doors open to a 48-foot front porch and a 79-foot covered patio, where a saltwater pool, paver terraces, and an outdoor fireplace turn every evening into a getaway. For the horses: a newly built two-stall barn, three paddocks, and a tack and feed room with water and electric - plus the acreage, layout, and drive-through access to build the barn, arena, or full equestrian facility you've always pictured. Bring the horses now; build the dream on your own timeline. Already handled: a 22kW whole-house Generac generator, a private well with irrigation, a 2017 roof, a three-car garage, and gated, cross-fenced acreage that carries you through any Florida season. Whether you're relocating to Florida, bringing your horses home, or simply craving land, privacy, and quiet - this is the rare, turnkey estate that asks nothing of you but to move in. Ten acres. One gate. A world of your own. Private showings by appointment.

17163 Benes Roush Road, Brooksville

$749,000
3 Beds 3 Baths N/A SubDv. 34604 Zip Code
Virtually Staged. Formerly home to a successful dog boarding and doggy daycare business, this extraordinary 17.5-acre Brooksville estate presents a rare opportunity to own a versatile property with exceptional residential, agricultural, and commercial potential. Beneath a canopy of majestic oak trees, a private gated entrance and long winding driveway lead to a beautifully maintained 3-bedroom, 2-bath pool home, a dedicated office building, and a separate climate-controlled kennel facility, creating an ideal setting for entrepreneurs, animal lovers, equestrian enthusiasts, or anyone seeking privacy and room to grow. Conveniently located just minutes from shopping, dining, and major roadways, the property offers peaceful country living without sacrificing everyday convenience. The main residence welcomes you with stacked-stone accents, warm wood double entry doors, and a covered front porch. Inside, the living room features soaring vaulted ceilings, a dramatic floor-to-ceiling stacked-stone wood-burning fireplace, ceramic tile flooring, a large front-facing window, and sliding glass doors that fill the space with natural light. The adjoining dining area offers a vaulted ceiling, skylight, decorative chandelier, ceramic tile flooring, French doors leading outdoors, and seamless access to the kitchen, making it ideal for everyday living and entertaining. The kitchen is equipped with white cabinetry accented by wood trim, built-in display shelving, pantry storage, ceramic tile flooring laid diagonally, a double-basin sink positioned beneath a large picture window, and direct access to the outdoors. The primary suite offers ceramic tile flooring, plantation shutters, a double-door closet, convenient linen storage, and a private en-suite bath featuring a white vanity, decorative mirror, and tiled walk-in shower. Two additional bedrooms provide generous accommodations with ceramic tile flooring, abundant natural light, and ample closet space. The guest bathroom includes a white vanity, decorative mirror, spacious tiled walk-in shower, grab bars, and a frosted glass exterior door. Step outside to enjoy the screened pool and surrounding outdoor living areas while taking in the peaceful views of the expansive property. The former office building offers exceptional flexibility and could continue serving as business space, guest accommodations, a recreation area, or private retreat. The impressive two-story great room showcases exposed wood beams, a brick wood-burning fireplace, spiral staircase leading to an upper loft with two additional rooms, a built-in serving bar, sliding glass doors, and an open floor plan connecting to a full kitchen. The kitchen features wood cabinetry, a breakfast bar, glass-front display cabinets, skylights, pantry storage, a double-basin sink, and a full appliance package. Additional spaces include a large multi-purpose room ideal for meetings, recreation, studio space along with a utility room offering washer and dryer hookups, a commercial utility sink, floor drain, exterior access, an additional workroom, and a service kitchen. The separate climate-controlled kennel building was thoughtfully designed for professional dog boarding and daycare operations. It features numerous individual indoor chain-link kennel runs, ceramic tile flooring, skylights, ceiling fans, secure gated enclosures, a wide center aisle for efficient operation, a dedicated dog wash station, and a convenient half bath.

4444 Raines Road, Brooksville

$1,350,000
5 Beds 4 Baths Reel Land - Class 1 Sub SubDv. 34604 Zip Code
Virtually Staged. Welcome to your own private estate in Brooksville, Florida. Nestled on more than 8 beautifully wooded acres, this custom-built 5-bedroom, 4-bathroom pool home offers the perfect combination of luxury, privacy, and room to live the country lifestyle you've been dreaming of. Tucked away on a quiet private road, this exceptional Hernando County property is surrounded by mature trees, creating complete seclusion while remaining just minutes from shopping, dining, and everyday conveniences. Designed with both entertaining and everyday living in mind, the home showcases soaring 25 foot ceilings, an impressive two story family room, abundant natural light, and an open floor plan that creates a grand yet welcoming atmosphere. Fresh interior paint, updated mechanical systems, upgraded HVAC units, and a newer roof provide peace of mind and move-in-ready convenience. The spacious kitchen is the heart of the home, featuring granite countertops, a large center island with a unique natural-edge granite surface, built-in oven, cooktop, oversized pantry, breakfast bar, and an expansive dining area overlooking the backyard. Multiple sets of French doors seamlessly connect the indoor living spaces to the outdoor oasis. The first-floor primary suite is a true retreat with private pool access, a spacious walk-in closet with convenient laundry room access, dual vanities, a soaking tub, oversized walk-through shower with dual shower heads, and peaceful views of the surrounding property. A second downstairs bedroom with an adjacent full bath makes an ideal guest suite, home office, or multigenerational living space. Upstairs offers three additional oversized bedrooms, two full bathrooms, beautiful wood flooring, a dramatic catwalk overlooking the living area, and an enormous bonus room perfect for a media room, game room, home gym, or additional family living space. An upper-level covered balcony provides elevated views of the pool and surrounding acreage. Step outside to your resort-style backyard featuring a heated swimming pool, oversized spa, expansive paver deck, covered lanai, sun shelf, and endless privacy. Towering oak trees provide shade and create the perfect setting for relaxing or entertaining year round. With over 8 acres of mostly dry land, this property offers exceptional flexibility for horses, livestock, recreational vehicles, workshops, barns, gardens, or future expansion. Whether you're searching for an equestrian property, hobby farm, private family estate, or simply room to spread out, this rare Brooksville acreage delivers endless possibilities. If you've been searching for a custom pool home with acreage, privacy, modern updates, and space to create the lifestyle you've always wanted, this one-of-a-kind Brooksville property deserves a place at the top of your list. (ROOF-2026)(A/C-3 units-2 are 2022,1 is 2007)(W/H-2025)(SEPTIC-NEWER TANK)

18326 Success Road, Brooksville

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