Brooksville, Florida listings for sale


$1,250,000 - Brooksville, FL

6375 Emanuels Way Brooksville, FL - Recent luxury enhancements include newly installed engineered hardwood flooring throughout the upper level and fresh interior paint in elegant, neutral tones—offering a sophisticated and move-in ready aesthetic. Step into a world where charming country living meets stately European elegance in this custom-built masterpiece. This extraordinary residence, perched on 8.4 acres with the option to acquire an additional 3.3-acre parcel, offers a lifestyle of unparalleled grandeur. The approach to this estate is like stepping onto the set of a classic movie. A tree-lined paved driveway leads to an ornate iron fence adorned with statues & a private electric gate gracefully opens to reveal a circular driveway. Your gaze is immediately captured by the two-story brick colonial-style home with a wrap-around porch & ornate tin-lined roof peaks. Upon crossing the threshold of the elegant lead glass door entrance, Italian marble floors guide you through a grand foyer illuminated by dazzling lights from the chandelier cascading over a circular staircase. This 5-bedroom, 4.5-bath residence spans 4,555 sq ft & boasts a party-sized outdoor area designed for entertaining. A saltwater system pool with electric heat, rock waterfall, & a slide beckon outdoor enjoyment. The porch, extending across the entire back and side of the home, offers breathtaking views for miles. The main level features a spacious master suite with a walk-in closet, upgraded marble-lined jetted tub & double vanity sinks. Main level also includes an oversized office with a closet, a separate formal dining & living room area, a half bath, a family room with a gas wood-log fireplace, a breakfast nook & a gas cooktop in the island kitchen. Additional amenities include a reverse osmosis filter to sink/refrigerator, pantry/wine cellar closet, an oversized laundry room with a sink & pool bath. The oversized side-entry 2-car garage (28 x 24) with a second-story game room above offers versatile space suitable for in-laws, guests, a she-shed, a man cave, or even a trendy speakeasy. Ascend the spectacular circular staircase to discover an additional master suite with a private bath, two guest rooms (one with a built-in vanity and sink) & another versatile room perfect for a playroom, office/den, or additional bedroom. A second guest bathroom completes the upper level. For the outdoor enthusiast, a barn with a 5-ft slab provides storage for farm equipment, along with chicken coops & three horse stall areas. The entire parcel is fenced with a combination of barbed wire & field fence, creating a haven for grazing cows & a donkey. The property showcases the horticultural expertise of Mrs. Green Thumb, with an abundance of citrus, herb, and vegetable garden varieties. A transferable termite policy adds peace of mind. As a modern touch, a 2021 gas generator with an owned propane tank ensures an uninterrupted power supply. New roof installed 2023. This property is not just a home; it's a legacy, meticulously crafted for those who appreciate the finer things in life. Welcome to a residence where every detail reflects the artistry of fine living.
1989 | 5 | 4 | 4,555 sqft.
$1,150,000 - Brooksville, FL

22770 Skyview Circle Brooksville, FL - Nestled on 6.3 acres of picturesque countryside, this exceptional Victorian-style home seamlessly combines comfort and luxury. The property features a 3 stall barn with a metal roof and a tack room, for those seeking space for additional hobbies. This spacious two-story residence boasts 5 bedrooms, including two en suites, 3 full baths, and two half baths—perfectly designed for both everyday living and entertaining. The main floor is highlighted by a cozy fireplace, rich hardwood flooring throughout, and elegant wood stair treads, creating a warm and inviting atmosphere. Designed for outdoor enjoyment, the property offers private walking trails and ATV paths, along with a large inground pool—ideal for relaxation and recreation. The secluded privacy of this home would be a buyers dream. A detached two-car garage provides added convenience, while thoughtful features such as a generator and lawn mower further enhance the home’s appeal. The kitchen is a true centerpiece, featuring a large island perfect for both cooking and gathering, making it an ideal space for entertaining family and friends. This home offers the perfect balance of tranquility, luxury, and functionality for today’s discerning buyer.
2003 | 5 | 4 | 3,226 sqft.
$1,150,000 - Brooksville, FL

22770 Skyview Circle Brooksville, FL - Nestled on 6.3 acres of picturesque countryside, this exceptional Victorian-style home seamlessly combines comfort and luxury. The property features a 3 stall barn with a metal roof and a tack room, for those seeking space for additional hobbies. This spacious two-story residence boasts 5 bedrooms, including two en suites, 3 full baths, and two half baths-perfectly designed for both everyday living and entertaining. The main floor is highlighted by a cozy fireplace, rich hardwood flooring throughout, and elegant wood stair treads, creating a warm and inviting atmosphere. Designed for outdoor enjoyment, the property offers private walking trails and ATV paths, along with a large inground pool-ideal for relaxation and recreation. The secluded privacy of this home would be a buyers dream. A detached two-car garage provides added convenience, while thoughtful features such as a generator and lawn mower further enhance the home's appeal. The kitchen is a true centerpiece, featuring a large island perfect for both cooking and gathering, making it an ideal space for entertaining family and friends. This home offers the perfect balance of tranquility, luxury, and functionality for today's discerning buyer.
2003 | 5 | 3 | 3,226 sqft.
$1,125,000 - Brooksville, FL

4148 Batten Road Brooksville, FL - PRICED IMPROVEMENT! READY FOR ITS NEW OWNERS! 20-ACRE HORSE RANCH for sale off beautiful BATTEN ROAD in Brooksville!! 3 bedrooms + 2 bathrooms + 2 car attached garage + AMAZING LUXURY center-aisle HORSE BARN with 8 stalls + apartment + tack room + covered hay storage + round pen + riding ring + completely fenced + board fencing + multiple pastures + pole barn...all on 20 private acres located in the highly desirable Spring Lake area of Brooksville, situated 230 feet above sea level. Nestled at the dead end of a long, paved easement, this peaceful country farm offers a lot of privacy. Conveniently located 15 min to I-75, 45 min to Tampa, and less than 1 hr from Ocala. The property is homesteaded and green belted, saving you thousands per year on taxes! NO FLOOD! NO HOA and zoned AG! So bring the RV, camper, boats, ATV's, horses, animals...bring it all! HOME: The 3BR, 2BA one-level block home has 2,355 square feet of living space with plenty of open area for entertaining. Remodeled with matching stainless steel appliances in the kitchen and gas stovetop, updated Master bathroom, new roof in 2016, cedar ceiling in lanai, new A/C system 2019, water heater, and gutters. The well was upgraded to a 2-Horse pump with oversized holding tank and new well piping. 2-car attached garage plus a pole barn for additional parking. Paved driveway under the shady oak trees leads to the house and pole barn. BARN: The best part of the property! This new custom-built barn was designed by an equine professional and looks like it belongs in Wellington. 8 stalls in the center-aisle barn, each is 12’ x 12’ with a 24’ covered run-out. Dutch doors on the back of the stalls can be kept open to allow access to the run-outs or closed. Each stall has a 4” thick stall mattress. So comfortable! Imported European stall fronts with swing-out feed doors and optional U-shaped yokes to put in the stall door for stallions. Water piped to each run-out, eliminating the need for carrying and filling water buckets. Only agriculture sealed-motor fans are used in the barn. The cross tie area has hot/cold water and a hose boom to keep the hose off of the floor. The barn has its own water softener, septic tank, hot/cold water in every room, and A/C in every room. The hay area holds up to 9 pallets of hay, with Dutch doors in the aisle and a garage door in the back for deliveries. Full bathroom with toilet, sink, shower, washer, dryer, and water heater. The feed room has a commercial stainless-steel sink and matching table for feed prep. The tack room is 12’ x 36’ and could easily be converted into an apartment. Tack room has a new fridge, sink, custom-built cabinets, and granite counter tops. Epoxy flooring in feed room, bathroom, and tack room. New gutters. Recessed lighting in every room, beautiful outdoor lights all down the barn aisle, spot lights in each stall, motion-sensor lights on exterior, waterproof lights in cross tie areas, and a chandelier. EXTRAS: 8 oversized raised garden beds, fruit tree, and custom-built chicken coop. Acres of fenced pastures, individual paddocks, and a paddock track system. All new wood fencing with walk-throughs in paddocks. Oversized run-in shelter, shipping container with garage doors for extra storage, and 2 extra stalls outside. Extra-large 80’ round pen, outdoor cross ties, and 150’ x 200’ riding area. Water and electric hook-up added for an RV or LQ horse trailer.
1994 | 3 | 2 | 2,355 sqft.
$1,100,000 - Brooksville, FL

4611 Hickory Oak Drive Brooksville, FL - Pre-Construction. To be built. Pre-Construction – To Be Built. Welcome to Southern Hills Plantation, where luxury and elegance meet modern comfort. This exceptional 5-bedroom, 4-bathroom home is designed to impress, offering a seamless blend of sophistication and functionality. Step inside to a grand foyer that sets the stage for the stunning open-concept layout. The heart of the home is the gourmet kitchen, featuring top-of-the-line appliances, custom cabinetry, and elegant countertops—a dream for both everyday living and entertaining. Upstairs, a spacious game room provides endless possibilities for recreation and relaxation. The luxurious master suite is a true retreat, boasting a spa-like ensuite bathroom and a generous walk-in closet. Four additional bedrooms ensure ample space for family and guests, while three additional bathrooms add to the home’s convenience. Outside, enjoy the serene surroundings from the covered patio, perfect for alfresco dining or unwinding with breathtaking views. As a resident of Southern Hills Plantation, you’ll have access to resort-style amenities, including a championship golf course, clubhouse, tennis courts, pool, and fitness center. Don’t miss this incredible opportunity to own a home that defines luxury living. Contact us today to learn more!
2025 | 5 | 4 | 3,960 sqft.
$1,100,000 - Brooksville, FL

24498 Casey Road Brooksville, FL - Welcome to 24498 Casey Rd., Brooksville, FL – where 19 acres of private, tree-lined property provide a peaceful retreat with endless possibilities. Zoned agricultural, this fenced estate is perfect for horses, RVs, boats, chickens, goats—you name it. No HOA, no restrictions—just freedom. As you arrive, a private gated entrance with keypad access welcomes you. A long, scenic driveway gently ascends a slight hill, leading to the residence, framed by lush landscaping and mature trees. A walking path brings you to the grand foyer, where you're greeted by natural light, ceramic tile flooring, and pocket doors that open into a dedicated home office with porcelain tile floors and a large window. Across the foyer is the elegant formal dining room, also with porcelain tile and a bright window—no doors for a seamless flow. This Royal Coachman-built home spans 2,910 sq. ft., with 3 bedrooms, 2 bathrooms, an office, and a versatile bonus/media/game room (15’ x 20’)—ideal for entertaining or hosting guests. The open-concept layout seamlessly connects the family room, kitchen, and great room. The kitchen includes granite countertops, stainless steel appliances, a cooktop, breakfast bar, and overlooks the family room, which leads to the lanai through sliding glass doors. Adjacent is the great room, featuring 12’ coffered ceilings, ceramic tile, and a wood-burning fireplace visible from both the great room and the 15’ x 23’ primary suite. The primary bedroom boasts luxury vinyl flooring, a second view of the fireplace, sliding doors to the pool, his and hers walk-in closets, a jacuzzi tub, walk-in shower, and dual vanities. The split floor plan includes two additional bedrooms and a guest bath on the opposite side of the home. Step outside to your screened saltwater pool and spa, heated for year-round enjoyment. Sliding doors from the great room, family room, and primary suite create seamless indoor-outdoor flow. Additional highlights: Roof replaced in 2024 – peace of mind for years to come 22kW Whole-Home Generac system (panel-wired) New pool pump, motor & heater (2025) Smart fingerprint front door lock City water to the home + well-fed irrigation 8-zone Rain Bird sprinkler system 2-car garage, shed, and wire fencing Laundry room with cabinets, sink, and washer/dryer included Ride ATVs through your own private trails or simply enjoy the quiet serenity of your land. Location Perks: Just minutes to Weeki Wachee Springs, Pine Island Beach, and Downtown Brooksville Quick access to SR-50, 589/Veterans Expressway, and I-75 Nearby hospitals: Tampa General Hospital and Oak Hill Hospital Surrounded by shopping, restaurants, and natural Florida beauty NOTICE TO POTENTIAL BUYERS We’re pleased to share that this property offers potential for a second entryway via Powell Road (in addition to the current access point). This opportunity could enhance convenience and accessibility, allowing for more flexible use of the land and access options.
2008 | 3 | 2 | 2,910 sqft.
$1,095,000 - Brooksville, FL

19387 Hidden Oaks Drive Brooksville, FL - Privacy abounds at your new 5 bedroom, 3688 heated sq foot rare to market, Custom Country Estate in Brooksville, FL. Tucked away in the back of the 9.9 acre estate. First time to the market, the owners have thoroughly enjoyed their home, entertaining guests from all over the world over the years. Very inviting and warm home that they hope the next owners will enjoy with their family and friends. Driving down the winding tree covered drive, you will fall in love with Brooksville’s nature. At the end of the drive, feast your eyes on this 2 story homestead, showcasing gingerbread trim and shake accents, with its 46 ft appealing front porch. Bring your swing, because, you’re going to need it for relaxing while you are listening to the birds and watching the deer & turkey roam the property. Entering the home through double doors, notice immediately all the details in the 2 story foyer with abundant natural light. 10 Ft ceilings downstairs & 9’ ceilings up. You will notice the 13x20 dining area and butler’s pantry opening to a 15x14 grand kitchen-any chef would be thrilled with. If you need kitchen storage, you will have all you need with the 20 upper cabinets & even more below plus large prep island. You’ll be able to set up a huge event in this room with no crowding. A pantry room has you covered for all your pantry storage. This kitchen is a perfect place for home canning, baking goods, and so much more. Gas stovetop. Stainless convection Double wall ovens, & refrigerator, and tons of drawers for pots and pans. Large breakfast nook overlooks backyard. Downstairs includes grand 19x17 family room with 28’ ceilings, hardwood floors & 4 French doors opening out to the 48x11 screened back porch. 2nd Bedroom & large walk in closet on front of home is perfect for guests or in-laws. Tub shower bath just outside room is also a guest bath. Laundry room with extra storage cabinets. Mud Room has large closet. Room for a freezer too. Safe room for when you need it. 3rd bedroom doubles as a beautiful office w/ with closet-views of the outdoors are fantastic here. Hard to work with all the beauty outside. At the E end of downstairs is the 19x18 primary suite-like is a retreat of its own, featuring a 9x12 screened porch, two walk in closets, luxurious bath with large walk-in shower along w/ 2 separate vanity cabinets. Upstairs, two additional bedrooms and a family room create a private suite-like area perfect for guests or family. Enjoy the hardwood floors with bay window on the front 23x16 family room! Large garden tub & shower bath serves Bedroom 4 & 5 upstairs. Bedroom 4 with its private 11x10 screened balcony for enjoying the wooded views-making a lovely guest suite. Bedroom 5 is 19x15. Down the hall is one of the best storage features you can ask for with HVAC inside. Perfect place for holiday decorations and more. Interior of home has been painted recently. Water filtration system & 120 gallon buried LP tank included. Gutters were replaced recently. Space to add a private pool if you choose. Surrounded by local farms and rolling countryside, this estate offers the perfect balance of peaceful rural living and timeless elegance. Whether you’re dreaming of family gatherings, running a home-based cottage business, or simply enjoying nature’s beauty, this is the home where those dreams come to life. Ask for the Features list for more details.
2006 | 5 | 3 | 3,688 sqft.
$1,075,000 - Brooksville, FL

1292 Myers Road Brooksville, FL - Stunning 3300+ SF Home on 5 hilltop Acres! Discover this exquisite 5-bedroom, 3.5-bathroom home, complete with high end outdoor kitchen with a screened and paver wrapped pool and lanai, all nestled on 5 acres, and only 10 minutes from vibrant Wesley Chapel! Experience the home through our two virtual tours: a captivating YouTube fly-through or an interactive 3D Matterport tour. Escape the cookie-cutter homes of Wesley Chapel and embrace the peaceful uniqueness of this property. As you enter through the double front doors, you’ll be greeted by soaring ceilings, beautiful porcelain wood plank flooring, and an abundance of natural light. To the left, you'll find a den/library or office, a convenient half bath and the primary bedroom. The spacious primary suite features tall glass doors, overlooking the pool, a walk-in closet, double vanity, and a separate soaking tub and walk-in shower. On the right side of the foyer, is a generous sized second bedroom with a barn door entrance. The heart of the home is the expansive kitchen and bar, complete with a central cooking island that overlooks the pool, breakfast nook, and family room. Enjoy granite countertops, stylish white shaker cabinets, built-in stainless appliances, and a pantry. Additional amenities include a laundry room, mud room, and a 2-car garage. Continuing through the home, you'll find bedrooms 3 and 4 along with a second full bath. The large, centrally located family room overlooks the beautiful pool, outdoor kitchen and boasts a propane fireplace. And just beyond the family room is the fifth bedroom, that equally functions as a guest suite with a private bath and has direct pool access. This remarkable property sits on high and dry land, approximately 220' above sea level. It is on the eastern edge of one of Florida's ridges, offering stunning views to the east. On clear nights, you can catch glimpses of the Disney fireworks, and watch rocket launches from Cape Canaveral, igniting the imagination in you or your future space explorers! With 5 acres, the possibilities are endless—raise horses, chickens, goats, or grow your own crops! Enjoy the luxury of being close to one of Wesley Chapel’s three lagoons, all under 10 minutes away and annual passes are available. The scenic drive from the flat land of Wesley Chapel to the beautiful hills of your new home is in itself a joy. You'll enjoy the winding roads and dramatic hills, a must-see. You might even question if you are in Florida!! Worried about working from home? High-speed Spectrum cable is already connected! This estate is just 45 minutes from Tampa and under an hour from our beautiful Pinellas county beaches, like the raw, untouched natural Honeymoon Island or popular (be seen) Clearwater Beach. Plus, Florida’s natural springs—Weeki Wachee, Homosassa, and Crystal Springs—are all within a 30-minute drive. Don’t miss out on this incredible opportunity! Call or text for a viewing today. Technical Details: 2 HVAC units (installed 2018), Roof replaced (2017), Clean deep well water, Septic system, Chlorine pool with heater, Water softener hook up is available if wanted. Got kids? Custom playset in back yard. Act fast as this gem won't last long! NOTE: Room measurements are for reference and not guaranteed.
1992 | 5 | 4 | 3,324 sqft.
$1,075,000 - Brooksville, FL

4522 Majestic Hills Loop Brooksville, FL - New Construction Luxury Living in Southern Hills! This stunning 4,368 SF two story custom home is located in the exclusive gated golf community of Southern Hills and offers exceptional design, craftsmanship, and functionality throughout. The open-concept layout features vaulted ceilings with exposed beams, a cozy fireplace, and dual balconies off the living room and primary bedroom that bring in natural light and highlight the scenic surroundings. The chef’s kitchen is an entertainer’s dream—featuring a large island with built-in storage and seating, Café Collection appliances including a built-in refrigerator and double ovens, a gas cooktop with pot filler, a custom decorative hood, and a walk-in pantry hidden behind integrated cabinet doors. Soft-close cabinets, under-cabinet lighting, eat in kitchen island, custom sink and multiple charging stations built into the kitchen island complete the space. The spacious primary suite includes its own private balcony, a statement accent wall, and a luxurious en-suite bath with double vanities, a freestanding soaking tub, an oversized walk-in shower with dual showerheads, and a large walk-in closet with direct access to the laundry/mudroom. The split floor plan includes three additional bedrooms and two full bathrooms (including a second en-suite). The 1377SF lower-level bonus space is perfect for entertaining with a built-in bar, a fifth bedroom, a full bath, and two sets of sliders opening to the covered putting green and oversized backyard—ideal for a future pool. Additional highlights include luxury vinyl flooring and 8' doors throughout, lighted vanity mirrors, custom shelving in all of the closets, and an oversized 3+ car garage with room for a golf cart. Thoughtful touches like a dog washing station and built-in mudroom storage add comfort and convenience. Residents of Southern Hills enjoy a private Pete Dye-designed golf course, grand clubhouse with dining, resort-style pool with poolside bar, fitness center, tennis and pickleball courts, and scenic walking trails. Schedule your private tour today and experience luxury living at its finest!
2025 | 5 | 4 | 4,368 sqft.
$999,000 - Brooksville, FL

4675 Hickory Oak Drive Brooksville, FL - One or more photo(s) has been virtually staged. ***Price Reduction! Golf Course and Sunset Views. Welcome to your dream home in the beautiful Southern Hills Golf Course community! This stunning property boasts 3 spacious bedrooms, 3 full bathrooms, and a versatile den that can easily be transformed into a 4th bedroom or an inviting office space. The expansive 3-car garage provides ample storage for all your needs plus an oversized paved driveway increases parking capacity. Step inside to discover beautiful waterproof luxury vinyl flooring that flows throughout the main level, offering both elegance and durability. This home offers a variety of dining options, including a distinguished formal dining room, a cozy informal dining area adjacent to the kitchen, and casual seating at the kitchen island. The gourmet kitchen is truly a chef's paradise, featuring modern kitchen cabinets that provide both style and ample storage. A large center island provides additional workspace, while mounted ovens ensure convenient cooking. For easy meal preparation, a pot filler allows quick access to water, and a stunning Samsung Bespoke fridge combines elegance with functionality. A hidden walk-in pantry ensures you have all the space you need for your culinary essentials. Retreat to the private master suite, where you'll find a spacious walk-in closet, an elegant soaking tub, a luxurious rainfall shower, and double vanities that elevate both style and functionality. For those who love to entertain, the outdoor space is a highlight! Enjoy cookouts in your complete outdoor kitchen, equipped with a natural gas-powered grill, sink, outdoor fridge, and electric connections for additional appliances. All of this is set against the breathtaking backdrop of a lush golf course view, where you can unwind and take in stunning Florida sunsets that paint the sky in vibrant hues The convenient laundry room comes with ample cabinet space and includes a washer and dryer for your ease. Living in Southern Hills means more than just a beautiful home; you'll have access to a challenging Pete Dye-designed golf course, recognized as one of the best private courses in Florida. Indulge in resort-style amenities at the updated Plantation Club Spa and Fitness Center, which features a zero-entry pool and a brand-new pool bar/café. Engage in a vibrant social life with tennis courts, Pickle Ball courts, and numerous member events throughout the year. With easy access to the Veterans Expressway, I-75, major hospitals, and just 45 minutes from Tampa International Airport, this home is perfectly situated for both convenience and leisure. Don’t miss your chance to call this exceptional property home!
2024 | 3 | 3 | 2,663 sqft.