Explore Brooksville, FL for Sale

Brooksville, FL Single Family for Sale Map Search

Single Family Homes for Sale in Brooksville, FL

Welcome to your dedicated resource for single family homes for sale in Brooksville, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Brooksville, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

All Single Family Homes for Sale in Brooksville, FL

$1,320,000
3 Beds 3 Baths N1/2 Of S1/2 Of Nw1/4 Des In Orb 775 Pg 1037 Less SubDv.
Looking for Old Florida vibes with modern amenities? This rural 3 bedroom, 2.5 bath home, built in 1995, sits on 35 acres MOL zoned AG. At 2703sqft., this home features a bonus library/office with built in shelving in the closet. This room could be used as a fourth bedroom. The formal living room has lots of space for family gathering and Holiday get togethers. Birthday parties are a must. The kitchen with granite countertops, offers all the modern conveniences you have come to expect. Plenty of oak cabinets and counterspace for all of your kitchen needs. Across the breakfast bar is a family room with a faux fireplace that was built to host Sunday football events. Formal dining room is situated for dinner parties with easy access to the kitchen. Primary bedroom features new carpeting and plenty of room to spread out and relax. Primary bathroom offers a dual sink vanity, separate water closet, garden tub and a gigantic walk-in shower. This room also features a huge walk-in closet. This home boasts a Split floor plan. These two bedrooms are generous with huge closets to store all kinds of goodies. A three-car garage rounds off this home. Beautiful screened lanai is the place to watch wildlife during a morning cup of coffee. Home has a finished stabilization permit. In 2009, noticed a few cracks in wall in garage. Did some seismic work. Not a sinkhole. Had an engineering firm do a foundation survey. No movement since 2010. This property has two barns to house your horses. Could also be used as a boarding facility. The main barn features water and power, 3 stalls, tack room and an office. The secondary barn offers 5 stalls and an open area for farm equipment or even more stalls. Upstairs hay loft can be converted into anything you can imagine. Large fenced paddocks will keep your livestock entertained all day. The rear portion of the property is in a flood zone, creating a natural habitat that attracts abundant wildlife and enhances the property’s scenic beauty, while the homesite and primary living areas provide comfortable country living. If you have been searching for acreage, privacy, and a move-in ready home with room to roam, this unique property is one you won’t want to miss. The front of the property has its own fish pond. If you have dreamed about a private sanctuary, this is your answer. Beautiful scenic landscape, close to major roads that connect you to shopping, entertainment, restaurants and yet far enough away to enjoy the private Brooksville countryside. Properties like this don’t come around very often, so act today as this will not last long. Make your appointment today!!

2484 Culbreath Road, Brooksville

$674,900
4 Beds 3 Baths Masaryktown SubDv.
Welcome to your own private retreat in the heart of Masaryktown! Situated on nearly one acre, this beautifully maintained 4-bedroom, 3-bath pool home offers approximately 2,858 square feet of living space with the perfect blend of comfort, flexibility, and outdoor living. Step inside to find a spacious floor plan featuring a gorgeous, updated kitchen with granite countertops, rich wood cabinetry, stainless steel appliances, a beautiful skylight that fills the space with natural light, and an abundance of counter space—a true chef’s dream—along with ample storage. The generous living areas are ideal for both everyday living and entertaining, while the split-bedroom layout provides privacy for family and guests. A flexible den/office offers the perfect space for working from home or relaxing. Near the front of the home, you’ll also find a cozy open nook—ideal for a reading area, sitting space, or additional flex use. The primary suite offers a peaceful escape with an en-suite bath featuring a walk-in updated shower, and a spa garden tub with backlit glass surrounding the sap tub. This en-suite also has 2 walk in closets. Sliding glass doors located within the primary suite provide direct access to the outdoor living area, enhancing the home’s seamless indoor-outdoor flow. The family room features stunning tinted arched transom windows that bring in abundant natural light while adding architectural character, and the family room and dining area also feature sliding glass doors that offer beautiful views of the pool. Additional highlights include an indoor laundry room complete with a utility sink and a skylight that brightens the space, a convenient mud room, an attached one-car garage, and a long driveway with plenty of parking for guests, vehicles, or recreational equipment. The home is also equipped with a portable generator already connected for added peace of mind. Step outside to enjoy the screened pool and spa, complete with a rock-style fountain, overlooking the expansive backyard—perfect for relaxing, entertaining, or simply enjoying Florida living. A detached approximately 1,500-square-foot workshop provides endless possibilities for hobbyists, car enthusiasts, small business owners, or additional storage. With plenty of room for boats, RVs, trailers, gardening, or future expansion, this property offers the space and freedom that are becoming increasingly difficult to find. Conveniently located with easy access to Brooksville, Tampa, shopping, dining, and major roadways while still enjoying a peaceful country setting. Don’t miss this rare opportunity to own a spacious pool home with acreage, a large workshop, and endless potential! All measurements are aprox. Please call for your private tour.

483 Lincoln Avenue, Brooksville

$339,000
4 Beds 2 Baths Royal Highlands SubDv.
Welcome to this stunning new construction home in the desirable Royal Highlands community of Weeki Wachee! Situated on a generous 0.50-acre lot, this beautifully designed 4-bedroom, 2-bathroom residence offers the perfect blend of modern finishes, functionality, and peaceful Florida living.Step inside to an open-concept floor plan filled with natural light, creating an inviting space for both everyday living and entertaining. The stylish kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a spacious island overlooking the living and dining areas. The split-bedroom layout provides added privacy, with a spacious primary suite offering a walk-in closet and a well-appointed en-suite bath.Three additional bedrooms provide flexibility for family, guests, or a home office. A 2-car garage offers plenty of room for parking and additional storage.Outside, the expansive half-acre lot provides endless possibilities—whether you envision adding a pool, creating the ultimate outdoor entertaining space, or simply enjoying the extra privacy and room to roam. With no HOA and plenty of space for your boat, RV, or other recreational vehicles, you'll have the freedom to make this property your own.Conveniently located near shopping, dining, schools, medical facilities, the Suncoast Parkway, Weeki Wachee Springs, and Florida's beautiful Gulf Coast, this home offers the perfect balance of tranquility and accessibility.Don't miss your opportunity to own this exceptional home in one of Hernando County's fastest-growing communities. Schedule your private showing today!

13134 Osprey Avenue, Brooksville

$580,000
5 Beds 3 Baths Royal Highlands SubDv.
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, Brooksville

$849,900
4 Beds 3 Baths Ridge Manor Farms Un 2 Rep SubDv.
Welcome to the kind of property people spend years hoping to find. Nestled on 4.7 picturesque acres in one of Brooksville's most desirable rural settings, this one-of-a-kind agricultural estate offers the privacy, freedom, and Old Florida charm that's becoming increasingly difficult to find. Surrounded by mature oaks, towering pines, and winding country roads, this peaceful retreat feels miles away from the hustle while remaining just a short drive to shopping, dining, schools, medical facilities, and the Suncoast Parkway for an easy commute to Tampa. Brooksville is cherished for its rolling hills, equestrian properties, working farms, and proximity to the expansive Withlacoochee State Forest, where miles of horseback riding, hiking, wildlife viewing, and outdoor recreation showcase the natural beauty of Florida. The custom-built main home offers the warmth and character of a mountain lodge blended with timeless Southern country architecture. Soaring tongue-and-groove wood ceilings, an impressive loft overlooking the great room, rich natural finishes, abundant storage, and a stunning stone fireplace create an inviting atmosphere that's equally suited for entertaining or quiet evenings at home. The spacious country kitchen opens to generous living and dining areas, while the oversized primary suite features large walk-in closets, dual vanities, a walk-in shower, and a separate soaking tub with shower. Two additional bedrooms are connected by a convenient Jack-and-Jill bathroom, making the layout ideal for family or guests. Relax on the welcoming front porch, unwind on the screened rear porch, and enjoy the fenced pet area just outside. What truly sets this property apart are the additional structures. Above the detached two-car garage is a beautifully appointed 768-square-foot accessory dwelling unit complete with its own living room, kitchen, bedroom, bathroom, private balcony, and screened enclosure—perfect for multigenerational living, extended family, guests, a man cave, crafts room, or a private home office. The possibilities are endless! A second detached barn-style garage provides approximately 480 square feet of parking plus an additional 480-square-foot loft/attic, offering exceptional space for equipment, hobbies, workshop needs, or storage. The estate has two separate driveway entrances, one from Rackley Road and another from Saturn Road. It is zoned agricultural with room for horses, chickens, livestock, gardens, or a small nursery! The 2019 roof adds peace of mind, while the property's secluded corner location offers the rare combination of privacy, functionality, and flexibility. If you've been searching for authentic Florida country living with room to breathe, room to grow, and room for the entire family, this extraordinary Brooksville estate is one you'll want to experience in person.

2235 Rackley Road, Brooksville

$600,000
3 Beds 3 Baths Southern Hills Plantation Ph 1 SubDv.
Virtually Staged. Unbelievable price of only $600,000 showcasing 3,026 SF of gorgeous living space and a three car garage. This beautiful new home built by Spire Homes offers 3,306 SF of living space and is 4,460 SF total under roof. It is located in the sought-after lifestyle community of Southern Hills Plantation. This home features a beautiful architectural design with 3 bedrooms, 3 baths, a large flex room, a massive open living room, cafe space, and a gorgeous kitchen. The chef's kitchen has soft-close cabinetry with crown trim and beautiful quartz countertops. The appliances are stainless steel, and there is a five-burner gas range. One side of the home is reserved for the spacious owner's suite, showcasing a tray ceiling and dual walk-in closets. The luxury primary bathroom features a stylish free-standing tub and a large shower with a frameless glass enclosure. The opposite side of the home features two additional bedrooms, with private access to a shared bathroom. A guest bath in the center of the home is perfect for company. The home features 8' doors throughout, oversized baseboards, and dual-pane windows. Store your cars and toys in the 22' x 20' 2-car garage, which opens to a mudroom. The separate 1-car garage is perfect for your golf cart and extra storage. The paver driveway sets the ambiance for the home, along with the beautiful exterior architectural design elements. A huge 45' long rear lanai is truly magnificent, and it is pre-plumbed with gas and water for a future outdoor kitchen! The lanai provides a relaxing area to watch for deer and birds. Southern Hills Plantation offers a guard-gated entrance, a premier Pete Dye golf course set in rolling hills, a driving range, a chipping/putting green, and a 6-hole par 3 course. The clubhouse is stunning, and the Aquatic and Fitness Center offers a wonderful pool and spa, fitness center, private restaurants, Har-Tru tennis courts, and pickleball! Don't miss this opportunity to own a gorgeous home at a fantastic price in the premier gated community of Southern Hills Plantation.

19486 Sheltered Hill Drive, Brooksville

$1,620,000
4 Beds 4 Baths Acerage SubDv.
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.
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!! Less than 10 minutes to kayaking, paddle-boarding, and swimming with the manatees in the clear Weeki Wachee River or enjoying a day at Buccaneer Bay Water Park!! 15 minutes 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

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