Explore Brooksville, FL Homes for Sale Between $1,250,000 to $1,500,000

Homes for Sale in Brooksville, FL Between $1,250,000 to $1,500,000

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Welcome to your dedicated resource for Homes for Sale Between $1,250,000 to $1,500,000 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 properties currently available between $1,250,000 to $1,500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Brooksville, FL Homes for Sale Between $1,250,000 to $1,500,000

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

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv.

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

5 Beds ⋅ 4 Baths ⋅ Reel Land - Class 1 Sub SubDv.

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

A Beautiful piece of old Florida preserved and on the market today. Includes 21 acres of planted timber and 15.40 acres of Natural standing timber. Fully fenced. Old trails running through the property. Great find for your inspired retreat in the woods off the beaten path. But close to town for that grocery store run and nearby restaurants. Accessible from Old Crystal River road and US 41 or Snow Memorial and Lake Lindsey Road.

Old Crystal River Road, Brooksville

Highland Acres SubDv.

MINI-STORAGE For Sale includes the real property of 1.38 acres with two large buildings (13,500 sq feet) AND the business. Full Apartment for live-in manager has 2 bedrooms + 1 bathroom! Additional commercial rental space onsite and currently rented. Large Office! 94 units + outside RV/Boat Storage for additional income. 1.37 acres. Freshly painted and updated, gated and fenced for security. Great opportunity. Not being leased to its full potential as it needs a full time manager/marketing person. Zoned C2. Average Annual Daily Traffic Count: 17,500. Close to the Suncoast parkway in a rapidly growing area!

16331 Cortez Boulevard, Brooksville

5 Beds ⋅ 4 Baths ⋅ Southern Hills Plantation Ph 1 SubDv.

Welcome to one of the most iconic homes in Southern Hills Plantation, a stunning custom-built luxury estate positioned along the Pete Dye Championship Golf Course with sweeping pond and fairway views in the front and a private preserve behind. This extraordinary residence has become one of the signature homes within the community and offers an unmatched combination of architectural presence, craftsmanship, and resort-style living. This expansive two-story home features 5 bedrooms, 4 full bathrooms, formal living and dining rooms, a large family room, dedicated office space, additional flex/yoga room, private elevator, and an incredible 7-car garage configuration that is nearly impossible to find in Southern Hills. The welcoming wraparound front porch creates unforgettable curb appeal and sets the tone for the elegance found throughout the home. Inside, custom finishes immediately stand out including beautiful wood flooring, extensive millwork, plantation shutters, soaring ceilings, elegant wainscoting, designer lighting, and spacious open living areas filled with natural light. French doors throughout create a seamless connection between indoor and outdoor living. The chef’s kitchen was designed for entertaining and daily living alike, featuring marble and granite countertops, double ovens, custom cabinetry, oversized prep areas, dedicated coffee station, walk-in pantry with water line for an additional ice maker, spacious mud room, and oversized laundry area. Adding warmth and character throughout the home are three fireplaces, including two gas fireplaces—one being a dramatic double-sided centerpiece—as well as an additional wood-burning fireplace. One of the home’s standout features is the private elevator, offering convenience, luxury, and long-term practicality. Upstairs, the primary suite feels like a private retreat complete with spa-inspired bath areas, an extraordinary “Queen’s Closet” with sink and makeup station, and a separate oversized men’s walk-in closet. Every bedroom features its own walk-in closet. The home is fully wired as a smart home with every room hardwired for internet connectivity. Additional smart features include app-controlled above-cabinet lighting, backyard safety lighting, adjustable landscape lighting timers, and hot/cold water hookups on both the lanai and near the maintenance garage door. The outdoor living experience rivals a private resort with an expansive screened pool area featuring multiple entertaining spaces, grilling areas, sunshelf, and a dramatic 10-foot-deep pool. The fully fenced backyard opens to a peaceful preserve setting with no rear neighbors. Car enthusiasts and entertainers will appreciate the massive 7-car garage offering endless possibilities for a workshop, golf simulator, theater space, gym, game room, or showcase collection. Additional highlights include approximately 6,000 square feet of professionally cleaned, re-sanded, and sealed pavers completed in December 2025 and a brand-new roof installed in February 2026. Located within the gated Southern Hills Plantation Club, residents enjoy access to the Pete Dye Championship Golf Course, elegant clubhouse, resort-style pool, poolside dining, tennis and pickleball courts, fitness center, spa services, walking trails, and a true country club lifestyle approximately 50 minutes from Tampa International Airport.

5251 Summit View Drive, Brooksville

5 Beds ⋅ 5 Baths ⋅ Royal Oaks Estate SubDv.

NEW LOWERED PRICE-SELLER MOTIVATED-Live in luxury on 2.5 private acres bordering a 100+ acre protected deer preserve. This one-of-a-kind 12,400+ sq ft custom estate offers resort-style living with complete privacy and impressive amenities. Completely rebuilt in 1995, the main home features 5 bedrooms and 4.5 bathrooms, while the detached guest house above the two-car garage includes 1 bedroom, 1 bath, a full kitchen, and a private viewing deck — perfect for multi-generational living or rental income. As you arrive, the gated driveway reveals a grand entrance with an imported Venetian chandelier and dramatic spiral staircase, setting the tone for this exceptional home. The spacious layout includes a formal living room with intricate molding, a formal dining room featuring a stunning Venetian crystal chandelier, a large primary suite overlooking the pool, and flexible spaces ideal for a family room, game room, theater, or office. Upstairs you’ll find an additional bedroom, a large den with separate exterior entrance, and a dramatic loft with elegant backlit mirrors from Oklahoma’s Governor’s Mansion. The heart of the home is the oversized heated indoor pool with skylights and opening sliding glass doors, seamlessly connected to an air-conditioned professional racquetball court (perfect for pickleball, batting practice, or more). Outside, enjoy the oversized screened lanai with gas fire pit, wrap-around porch, pavered seating areas, and lush backyard. Additional highlights include a secure fenced dog area and beautiful views of the preserve. A 2025-updated kitchen with all-new appliances, combined with expansive living areas, makes this 3-story estate ideal for large-scale entertaining or relaxing in total privacy. Recent major updates include a NEW ROOF (2022), 4 newer AC units, and luxury vinyl plank flooring in select areas. Located in the exclusive Royal Oaks Estates with NO HOA, this home is just 35 minutes from Tampa and 10 minutes to hospitals, shopping, and restaurants. This magnificent custom property is truly one-of-a-kind. Contact us today to schedule your private tour. SELLER WOULD CONSIDER A LEASE OR A LEASE TO OWN OPTION.

21033 Violet Road, Brooksville

Rare opportunity to acquire a true large scale equestrian property in the heart of Weeki Wachee. Situated on 40 acres in the highly desirable Royal Highlands, this 16-stall facility offers a level of infrastructure, functionality, and location that is increasingly difficult to find in Hernando County. At the center of the property is a substantial MD BarnMaster barn with a metal roof built for durability, safety, and long-term use. The barn includes 16 stalls, multiple tack and feed rooms, washrooms, lighting, and a layout designed for daily operation. Additional equestrian improvements include: 4 4x40 paddocks with Ramm fencing, a 200 ft-diameter riding area, a 60 ft-diameter round pen, a Eurociser, and a track around the perimeter of the property, along with a fully fenced perimeter. Also included in the sale are 4 buildable half-acre lots on the exterior of the property. These are selling for $25,000-$35,000 each and will be included in the sale of the 40 acres. The property is 95% high and dry, with only 2 acres having a little flood zone. The residential component includes 6 park model homes in the middle of the property. Each park model home is a 1-bed 1-bath unit that comes with a front deck, electricity, and water. Each unit has high-end luxury vinyl flooring, a bathroom, a kitchen, fans, and closet space. This allows for staff housing, rental income, or on-site management, with the option to build a custom primary residence. Next to the main barn, your dream home awaits. The foundation for a 4,200 sq ft home has been poured and is ready for completion. The plans for this custom home and the survey come with the property. The property is conveniently situated just minutes from Weeki Wachee Natural Springs, the Gulf of Mexico, professional golf courses, hospitals, schools, shopping options, movie theaters, and restaurants, all within a quick 10-15 minute drive of multiple hiking trails. Live a quiet life with no HOA and all your wants and needs just minutes away! In addition to its current use as a working equestrian facility, the property offers long-term flexibility. With the existing plat, there may be potential for additional homesites, subject to county approval, creating further opportunity for future use or investment. Large properties of this scale and capability are rare in this location. This offering presents an opportunity for a trainer, investor, or owner-occupant to operate an income-producing equestrian business, create a private estate, or capitalize on future potential. Don’t miss the opportunity to make it yours.

25723 Bareva Road, Brooksville

5 Beds ⋅ 2 Baths ⋅ Vidalis/Marks-Class 1 Sub SubDv.

Experience the perfect blend of modern craftsmanship, luxury amenities, and peaceful acreage living in this exceptional 2022 custom-built estate. Situated on nearly 10 fully fenced agricultural acres at the end of a dead-end street, this impressive 5-bedroom POOL residence boasting 3500 heated square feet was thoughtfully designed to maximize comfort, functionality, and entertaining. Located in a non-flood zone and zoned Agricultural, this property provides peace of mind with the flexibility for livestock, farming, and potential Greenbelt tax benefits. A private electric double gate welcomes you onto this beautiful property. Upon entering the home, pocket sliding glass doors span the back wall filling the space with natural light, creating a bright, open, airy atmosphere that enhances the home’s seamless flow. A living space and dining area sit just off the entry, creating an inviting layout that’s functional and ideal for entertaining. Designed with a split floor plan, the spacious primary suite features TWO walk-in closets with built-in shelving. The spa-like ensuite bath has dual vanities, granite countertops, a private water closet, linen closet, soaking tub, and an oversized walk-in shower with dual heads. The second bedroom is conveniently located just off the primary suite with a connecting door—ideal for a nursery, home office, or flex space. Across the home, the third and fourth bedrooms are generously sized with access to the second bath that offers an exterior door leading to the pool area. The fifth bedroom alone spans over 730 sq ft offering incredible versatility with its own private entry from the pool deck—perfect for a hobby room, homeschool classroom, theater room, or potential in-law suite. The chef inspired kitchen is truly the centerpiece of the home. With a massive 6-burner gas stove with oven and a pot-filling faucet, this kitchen has both function and style. The additional built-in wall oven and microwave combo provide extra cooking capacity for entertaining. With granite countertops, large center island, and breakfast bar, this kitchen truly offers exceptional storage, workspace, and flow. Step outside using one of the two sliding glass pocket doors to enjoy the screened-in saltwater pool with expansive deck space for lounging and grilling. Beyond the enclosure, a large wraparound deck overlooks the property and includes a hot tub. A brick-paver path leads to a gazebo and firepit area with ample seating. The property is thoughtfully equipped with a full home generator, water softener, central vacuum, and owned propane tank that service the stove, water softener, pool deck grill line, and gives a connection for a future pool heater. With almost 10 acres Zoned AG, this property offers eligibility for Greenbelt classification, which may provide significant property tax savings for qualifying agricultural use. With a corral, two large sheds, multiple chicken coops and runs, and large open acreage, the property is ready to support livestock, farming, or other pursuits. Located just 10 minutes away from an abundance of shops, restaurants, and main roads, this location is more than ideal. This exceptional property offers land, privacy, a newer home, and a pool, all in one incredible package.

12277 Eskimo Curlew Road, Brooksville

U S 19 11 Add SubDv.

Great location just south of Weeki Wachgee high school growing area, 4 Acres MOL, Public sewer and water available. Owner financing Available. Call for easy terms.

11254 Commercial Way, Brooksville

Potterfield Garden Ac - J SubDv.

4.7 ACRES at the SW Corner of the stoplight at Wiscon and California Street!! 952 feet of road frontage! Prime development location with this being at the stoplight and near Tampa General Hospital! Should be able to be rezoned to commercial being at the stoplight. This is a growing area with Tampa General and Leyland Preserve Community being built next to TGH. The sale is made of of 2 parcels (Parcel Key 1006681 which is 2.3 acres AND Parcel Key 1006707 which is 2.4 acres). Parcel 1006681 currently has an older mobile home with well, septic, and residential impact fees paid. Both lots are currently zoned AR2. Great location for a gas station, convenience store, medical office, dollar store, etc.

16250 Wiscon Road, Brooksville

Prime 3.55 Acre Commercial Development Opportunity Located Just Off Cortez Blvd Behind Cheddar’s And LongHorn Steakhouse! This Exceptional Offering Includes Three Separate Parcels — R32 222 18 0213 0000 0080, R32 222 18 0213 0000 0090, And R32 222 18 0213 0000 0100 — Being Sold Together As One Combined Site. This Property Is Ideal For A Wide Range Of Commercial Uses In A High-Traffic, Rapidly Growing Area. Surrounded By Established National Retailers And Dining, This Location Offers Excellent Visibility And Easy Access, Making It Perfect For Your Next Investment Or Development Project!

00 Sagheer Street, Brooksville

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