Explore Homes for Sale in Brooksville, FL

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Explore the diverse selection of homes for sale in Brooksville, Florida, a charming community offering a blend of natural beauty and small-town appeal. From cozy bungalows to spacious family residences, find your dream home in Brooksville with Joseph Sullivan Real Estate.

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Exploring Brooksville Real Estate

Brooksville, Florida, presents a unique opportunity for prospective homeowners. The area offers a variety of property types, each with its distinct characteristics. Consequently, finding the right home requires careful consideration of individual needs and preferences. Let's delve into what makes Brooksville real estate so appealing.

Types of Homes for Sale in Brooksville

When searching for homes for sale, you'll find a diverse range of options in Brooksville. From historic homes with character to newly constructed residences boasting modern amenities, there's something to suit every taste. Furthermore, consider the benefits of each type of property when making your decision.

Neighborhoods and Communities

Brooksville is comprised of several distinct neighborhoods, each offering a unique atmosphere and lifestyle. Researching these communities is crucial to find the right fit. Therefore, explore the different areas to discover which one best aligns with your priorities.

The Brooksville Lifestyle

Beyond the properties themselves, the Brooksville lifestyle is a major draw for many. The community offers a relaxed pace of life, coupled with access to numerous outdoor activities and local amenities. Therefore, consider the lifestyle benefits when evaluating homes for sale.

Outdoor Recreation

Brooksville is a haven for outdoor enthusiasts, with numerous parks, trails, and waterways to explore. Enjoy hiking, biking, kayaking, and more in the beautiful natural surroundings. Thus, active individuals will find plenty to appreciate in Brooksville.

Local Amenities and Attractions

While maintaining a small-town charm, Brooksville offers a range of essential amenities and local attractions. From charming shops and restaurants to cultural events and community gatherings, there's always something to experience. Furthermore, the close-knit community fosters a welcoming atmosphere.

Navigating the Home Buying Process in Brooksville

Buying a home can be a complex process, especially in a competitive market. Understanding the key steps and working with experienced professionals can make all the difference. Therefore, preparation and guidance are essential for a successful home buying journey.

Finding the Right Property

Identifying the perfect property requires careful consideration of your needs, budget, and lifestyle. Utilize online resources, attend open houses, and work with a knowledgeable real estate agent to narrow down your search. Thus, a targeted approach will maximize your efficiency.

Making an Offer and Closing

Once you've found your dream home, the next step is to make an offer. Negotiating effectively and navigating the closing process requires expertise and attention to detail. Furthermore, professional assistance can ensure a smooth and successful transaction.

Newest Homes for Sale in Brooksville, FL

$119,000
2 Beds ⋅ 2 Baths ⋅ Camp A Wyle Rv Resort SubDv.
Enjoy easy Florida living in this cozy 2-bedroom, 1.5-bath home with a comfortable, functional layout and great indoor-outdoor living space. The kitchen opens naturally to the dining and living areas, creating an inviting main living space that makes excellent use of the home's footprint. Two bedrooms and conveniently placed baths provide just what you need for everyday living or a seasonal Florida retreat. One of the home's best features is the outdoor living space, with a large screened porch, covered front porch, and patio offering plenty of room to relax, entertain, or enjoy your morning coffee and Florida's year-round sunshine. Located in Camp-A-Wyle Condo Association, a 205-unit deeded community, residents enjoy a swimming pool, clubhouse and game room, miniature golf, shuffleboard, tennis and basketball courts, playground, picnic areas, and lake access. Whether you're looking for a full-time home or a Florida getaway, this is an affordable opportunity to enjoy a low-maintenance lifestyle with plenty of recreation right outside your door.

9483 Gray Fox Drive, Brooksville
$619,900
4 Beds ⋅ 3 Baths ⋅ Hernando Oaks Ph 2 SubDv.
Welcome to a true custom home unlike anything else in the community — architect-designed and brand-new for 2026, where every detail was chosen, not standardized. Tucked on a premium conservation lot with protected wooded views, ultimate privacy, and no rear neighbors, this modern masterpiece greets you with soaring 12-foot ceilings in the entry, great room, kitchen, and office, whole-house impact windows and doors, and a sleek sand-finish stucco exterior that sets the tone for the elevated design within. Step inside to seamless 24"×48" porcelain flooring throughout — no carpet, anywhere — framed by full-height 96" solid-core doors, Level 4 smooth drywall, custom wood shelving in every closet, and a striking linear fireplace with a solid wood mantel. The chef's kitchen is built to entertain, with a waterfall quartz island over a fluted-wood base, full-height cabinetry, wall oven, vented range, built-in coffee station, and a walk-in pantry. Retreat to a spa-inspired primary suite featuring a dual rainfall shower, freestanding soaking tub, waterfall quartz vanity, and LED backlit mirrors. Live the ultimate indoor-outdoor lifestyle on the covered lanai with a full outdoor kitchen, and arrive home via the neighborhood's most distinctive feature — a signature turf-inlaid "ribbon" driveway. Smart-home automation puts HVAC, security, garage doors, fireplace, lighting, and appliances at your fingertips, while closed-cell spray foam insulation throughout — including the garage and lanai — delivers energy efficiency at its best. This is not a builder-grade home; it's a one-of-a-kind custom estate. Schedule your private showing today.

4302 Gevalia Drive, Brooksville
$274,900
3 Beds ⋅ 2 Baths ⋅ Trilby Crossing SubDv.
BUILT IN 2024 - BEST VALUE IN TRILBY CROSSING! Welcome to this move-in ready 3-bedroom, 2-bath home offering modern finishes, smart design, and exceptional value. Enjoy LOW-MAINTENANCE LIVING in a like new home. You get a NEW ROOF, NEW HVAC, NEW WINDOWS, NEW KITCHEN, NEW APPLIANCES, NEW BATHROOMS, & NEW FLOORING! Step inside to discover an Open-Concept layout filled with natural light and designed for today’s lifestyle. You’ll love the sleek faux hardwood flooring throughout the living areas, and plush carpeting in the bedrooms. A chef-ready Kitchen features Granite countertops, 36-inch upper White Shaker Cabinetry with crown molding, modern stainless steel appliances, and a spacious Breakfast Bar perfect for everyday meals or entertaining. The living and dining areas flow effortlessly into the kitchen, creating an ideal setting for everything from casual family dinners to holiday celebrations. The spacious primary suite includes a generous walk-in closet and a private master bath complete with a modern, walk-in sliding glass door shower. Two additional guest bedrooms, each equipped with their own dedicated closet space, provide flexibility for a growing family, a home office, or a hobby room. A well-appointed second bathroom featuring a full tub and shower combination. Step outside and enjoy your own slice of Florida paradise. The FULLY FENCED BACK AND SIDE YARD provides PRIVACY while creating a setting for outdoor gatherings and peaceful evenings. Whether you're sipping coffee on the covered patio, grilling on the weekend, or simply relaxing after a long day, the outdoor space is ready for your lifestyle. The generous yard provides plenty of room to enjoy the sunshine, entertain friends, or let pets play. Built in 2024, this home also offers the advantage of newer construction, which can help provide insurance and maintenance peace of mind compared to older Florida homes. Additional highlights include energy-efficient construction, and a High & Dry location with NO FLOOD INSURANCE NEEDED. Residents of Trilby Crossing enjoy a low HOA and COMMUNITY AMENITIES including multipurpose fields, a playground, pavilion, picnic area, and a fenced dog park, making it easy to enjoy an active outdoor lifestyle. This is THE place to be! Conveniently located with EASY ACCESS TO I-75, shopping, dining, schools, parks, and all that Brooksville has to share, this home combines small-town charm with everyday convenience. It also offers an easy to Tampa, Orlando, and Florida's Gulf Coast attractions. With modern finishes, energy-efficient features, flexible living space, and a convenient location, this move-in ready home is an excellent opportunity for full-time living or your next chapter in Brooksville!

5259 Sailor Road, Brooksville
$11,000,000
Premier 125-Acre Master-Planned Development Site | Up to 250 Residential Lots Exceptional institutional-scale land offering in Hernando County’s rapidly expanding Suncoast Parkway growth corridor. Zoned CPDP with potential for up to 250 single-family home sites (~$44k/door land basis), this 125-acre tract represents one of the last major high-density residential opportunities in the Brooksville market. A preliminary master plan was previously approved by the county, establishing a clear framework for an incoming developer or builder to re-engage planning officials, update submittals, and fast-track entitlements. Central water and sewer connections are available to serve the property, significantly reducing utility infrastructure lead times. The site features a mix of mature timber canopy and open pasture, offering natural buffers and layout flexibility for a high-end flagship community. Located directly adjacent to established neighborhoods with seamless access to US-41, SR-589 (Suncoast Parkway), and I-75, the site offers an efficient commute into the Tampa Bay metro area. Buyer to verify all measurements, zoning guidelines, utility connections, concurrency, and county re-establishment requirements.

Crum Road, Brooksville
$1,720,000
4 Beds ⋅ 5 Baths ⋅ N/A SubDv.
Perched on over three acres of elevated, private grounds framed by majestic grandfather oaks, this gated custom estate offers an exceptional blend of exclusivity, luxury, and resort-style Florida living. With over 20ft of elevation change across the property, the setting enjoys a rare sense of prominence, openness, and privacy. The estate unfolds as a secluded retreat. A paved drive leads to the residence and detached barn, while an expansive wraparound porch captures the tranquil surroundings and hilltop views. Step inside the grand foyer and your eye is drawn through the home to the resort-style outdoor living area beyond. Disappearing pocket sliders create a seamless connection between the interior and the 30-by-19-foot heated saltwater pool and spa. Inside, wood-look plank tile flows throughout the main living areas. A private den with custom built-ins provides a dedicated home office, while the spacious living room is anchored by a striking stone fireplace. At the heart of the home, the chef’s kitchen features leathered quartz countertops, custom 42" soft-close cabinetry extending to the ceiling with glass-front uppers, a butler’s pantry, pot filler, oversized 68" Electrolux refrigerator and freezer, Bosch dishwasher, built-in oven and microwave, and a large center island with beverage refrigerator. The split-bedroom floor plan provides privacy for owners and guests. Spacious secondary bedrooms share a Jack-and-Jill bath, while the primary suite serves as a private retreat with elegant coffered ceilings and a spa-inspired ensuite featuring dual vanities, marble countertops, and an oversized walk-in shower. A full-size window within the shower overlooks the secluded garden. The ensuite flows directly into an expansive custom walk-in closet with a center island chest of drawers, connecting to the laundry room. The laundry room is fully equipped and includes a custom-tiled pet shower. Upstairs, a private theater creates the ultimate entertainment space, complete with stadium seating, a large screen, and kitchenette with beverage fridge perfect for movie nights, sporting events. Outside, the elevated setting and acreage create a private resort feel. The pool area features a sun shelf and expansive deck, low-maintenance turf, ambient string lighting, and three dramatic fire bowls. A high-top table with a center fire pit provides another gathering space overlooking the pool, while a concrete walkway leads to a secondary fire-pit and lounge area. Built-in speakers inside and out provide the perfect backdrop for entertaining or enjoying the property. Adding versatility is a detached three-part barn offering approximately 900 square feet divided into three distinct spaces. One section is a finished, climate-controlled flex space with a kitchenette, full bath, and mini-split A/C; another is configured as a private gym with wall-to-wall mirrors; and the center bay provides ample storage for lawn equipment, recreational gear, and more. Additional features include an oversized three-car garage, a private archery range at the far end of the property, landscaped grounds, ample parking, and a leased 500-gal propane tank. From its commanding hilltop setting and over three private acres to the resort-style pool and spa, dedicated theater, detached barn, and thoughtfully designed custom interior, this estate offers something increasingly difficult to find in Florida: space, elevation, privacy, and luxury—all in one exceptional property.

27390 Church Road, Brooksville
$274,000
3 Beds ⋅ 2 Baths ⋅ Glen Lakes Ph 1 SubDv.
Turn-key Move-in Ready. WELCOME TO THE GLEN LAKES LIFESTYLE! Come enjoy easy, turn-key Florida living in this beautifully maintained CASTLE PINES VILLA, built by ADDISON HOMES, offering 3 bedrooms, 2 baths, a 2-car garage, 1,688 sq. ft. of living space and 2,595 total sq. ft. The location within this beautiful, gated community is FANTASTIC—just a short walk to the clubhouse, championship golf course, fitness center, pool and so much more! This home invites you inside through a welcoming FRONT SCREENED LANAI. Open the front door and immediately enjoy the view straight through the home to the peaceful POND AND PROTECTED NATURE PRESERVE beyond. With NO REAR NEIGHBORS, you can relax and enjoy privacy, nature and beautiful Florida scenery from the WRAPAROUND REAR SCREENED LANAI. The home offers HIGH VOLUME AND VAULTED CEILINGS throughout the main living areas, along with upgraded lighting, ceiling fans and PLANTATION SHUTTERS. Beautiful BAMBOO FLOORING flows through the great room, dining area, primary bedroom, guest hallway and guest bedroom. NO CARPETING IN THIS HOME! The spacious kitchen is designed for entertaining and everyday living, featuring a LARGE EAT-IN AREA WITH BAY WINDOWS, an oversized breakfast bar, center island, upgraded GRANITE COUNTERTOPS, light cabinetry and included STAINLESS-STEEL APPLIANCES. The PRIMARY BEDROOM features a high ceiling, ceiling fan/light combination, plantation shutters, bamboo flooring and a spacious WALK-IN CLOSET. The ensuite primary bathroom features DUAL VANITY SINKS, updated countertops, cabinetry and lighting, along with an updated tiled WALK-IN SHOWER and glass shower door. The GUEST BEDROOM offers a vaulted ceiling, ceiling fan/light combination, plantation shutters and bamboo flooring. The updated GUEST BATH features wood-look plank tile flooring, a STEP-IN SHOWER with updated tilework, furniture-style vanity, granite countertop, mirror and updated lighting. The versatile THIRD BEDROOM/OFFICE can function as a true third bedroom or home office and features a built-in desk and armoire, vaulted ceiling, ceiling fan/light combination and plantation shutters. The LAUNDRY ROOM provides built-in upper cabinetry for additional storage. The 2-CAR GARAGE includes a window for natural light and a convenient side service door. The A/C air handler is elevated, helping preserve valuable garage floor space. ENJOY A TRUE LOW-MAINTENANCE FLORIDA LIFESTYLE! HOA/maintenance benefits include BASIC CABLE, HIGH-SPEED INTERNET, IRRIGATION WATER and the added peace of mind of a 24-HOUR SECURITY GUARD AT THE GATED ENTRANCE, 7 DAYS A WEEK. The location of this Villa within Glen Lakes is exceptional! Enjoy convenient access to the CLUBHOUSE, FITNESS CENTER/GYM, POOL, HOT TUB, TENNIS, PICKLEBALL, RESTAURANT, DRIVING RANGE, CHAMPIONSHIP GOLF and numerous social clubs and activities, including the KAYAK CLUB, ITALIAN CLUB, GARDEN CLUB, VETERANS CLUB and so much more. LOCATION IS EVERYTHING! Less than 5 minutes to the crystal-clear waters of Weeki Wachee Springs State Park, approximately 15 minutes to Pine Island Beach and about 8 miles to the Suncoast Parkway for convenient access toward Tampa and St. Petersburg. Shopping, restaurants, medical facilities and hospitals are all just minutes away. Whether you're looking for privacy, relaxation, recreation, an active social lifestyle or simply a beautiful place to call home. Come experience the easy Florida lifestyle this beautiful Castle Pines home has to offer!

10097 Holly Berry Drive, Brooksville
$699,999
3 Beds ⋅ 4 Baths ⋅ Southern Hills Plantation Ph 1 SubDv.
Rare 1.05-Acre Cul-de-Sac Home with Preserve Views, No Rear Neighbors, New Roof & Andersen Windows Located on a quiet cul-de-sac, this elegant 3-bedroom, 2 full and 2 half-bath home sits on three combined, fully fenced lots totaling 1.05 acres, offering exceptional privacy and space rarely found. With no rear neighbors, the property backs to a protected natural preserve that cannot be built upon, ensuring peaceful views and long-term privacy. The home is currently being enhanced with a brand-new roof scheduled for installation within the next few weeks, and features all new Andersen® brand windows, delivering improved energy efficiency, durability, and timeless quality—significant upgrades that add immediate and long-term value. Inside, the home offers a bright, open layout with a formal dining room, formal sitting area, and a private office, ideal for today's work-from-home lifestyle. The expansive chef's kitchen features abundant cabinet and counter space and opens seamlessly to the family room and dinette, creating an inviting flow for both entertaining and everyday living. Designed with a split-bedroom floor plan, most rooms overlook the screened-in patio and the expansive backyard beyond. The primary suite serves as a private retreat with a large walk-in closet, garden tub, and separate shower. Upstairs, a spacious flex room with a half bath provides exceptional flexibility—perfect for a media room, game room, home gym, or guest space. Additional highlights include a 2.5-car garage with built-in storage cabinets, generous indoor and outdoor living areas, and a setting that blends privacy, space, and natural beauty. Living in Southern Hills Plantation Club means enjoying world-class amenities centered around the renowned Pete Dye Championship Golf Course, consistently recognized among the top residential golf communities in the nation. Residents enjoy an impressive two-story clubhouse, a resort-style Olympic swimming pool with the popular Sunnies poolside bar and grill, tennis and pickleball courts, a full-service spa, a 24-hour fitness center, and multiple dining venues. Additional highlights include a professionally staffed pro shop, PGA instruction, scenic cart and walking trails, a charming Par-3 course, 24/7 manned security, and a vibrant calendar of social events—offering a lifestyle that is as enriching as it is elegant.

19546 Mossy Oak Court, Brooksville
$330,000
3 Beds ⋅ 2 Baths ⋅ Silver Ridge SubDv.
Welcome home to this impeccably updated property, designed for seamless living and effortless entertaining. Every detail of this home has been thoughtfully refreshed to offer turn-key convenience, starting with a NEW ROOF INSTALLED IN 2026 and a complete exterior and interior paint updates that creates immediate curb appeal. A stylish, low-maintenance blend of tile and high-durability waterproof vinyl plank runs throughout the entire interior. The kitchen has wood cabinetry, sleek QUARTZ countertops, and a full suite of brand-new, modern appliances. Both bathrooms have new vanities with matching Quartz, contemporary fixtures, and brand-new toilets. The formal dining area features a custom, new wet bar—perfect for hosting guests—complemented by brand-new blinds throughout the home for modern light control and privacy. The INDOOR LAUNDRY ROOM has brand new washer and dryer that will be staying with the home. Another added bonus Includes a durable, freshly coated epoxy garage floor. This house is waiting for someone to call it HOME!

15114 Durango Circle, Brooksville
$499,000
welcome to the 9th wonder , Blanches the most iconic and famous country store / gas station / bait and tackle /convenience store , this is the one for you , Blanches offers frontage highway on SR 50 , with 3 entrances and exit with many lighted advertising poles and signs for 24 hours exposure the store comes with full inventory and freezers refrigerators and racks ready for owner operator or to lease or for investors to obtain residency in America with an investor visa , the best is the BBQ next door that is ready for your delicious cooking and for you to add more income to an already famous landmark , don't wait this is a once in a lifetime opportunity to own a piece of frontage real estate on the iconic highway 50 , this store was votewr number 1 store in town we got the award letter to prove it

25143 Cortez Boulevard, Brooksville
$349,900
This is the famous highway of central Florida connecting east and west , the famous SR 50 also named Cortez on the west coast , this free standing building offer C1 commercial which allows many businesses to be open here , with ample space , it was a CPA and a computer repair place but the amount of businesses that can be here are endless and you are on the highway with ample parking and frontage signage and exposition don't miss the chance to own a piece of paradise right where it all started ,

25157 Cortez Boulevard Unit 2, Brooksville
$28,900
Royal Highlands SubDv.
Nestled away in a highly desirable area of the Royal Highlands, this beautiful home site is waiting for you. The location is fantastic, ready to build your dream home on - or hold on to as an investment. Not in a deed restricted community, NO HOA or CDD fees either, and there is no time limit on when you can build. Close to all area amenities such as shopping, schools, dining, entertainment, medical, saltwater fishing in the Gulf and natural freshwater rivers and springs - for those who love the outdoors. Come see this beautiful home site today before it's gone. If you haveany questions, just ask. Seller will not accept sight unseen offerers on assignment from third parties.

Cedarwood Avenue, Brooksville
$32,500
Royal Highlands SubDv.
Nestled away in a highly desirable area of the Royal Highlands, this beautiful home site is waiting for you. The location is fantastic, ready to build your dream home on - or hold on to as an investment. Not in a deed restricted community, NO HOA or CDD fees either, and there is no time limit on when you can build. Close to all area amenities such as shopping, schools, dining, entertainment, medical, saltwater fishing in the Gulf and natural freshwater rivers and springs - for those who love the outdoors. Come see this beautiful home site today before it's gone. If you have any questions, just ask. Seller will not accept sight unseen offerers on assignment from third parties.

15551 Cliff Swallow Road, Brooksville
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