Homes for Sale Between $450,000 to $500,000 in Brooksville, FL

5 Beds ⋅ 3 Baths ⋅ Woodland Valley SubDv.

High upon the hill, Crafted and cared for through the years with amazing stewardship sits a home perfectly ready for only its second owner. If you're looking for a home with storage, capabilities to easily work from home, live with in-laws, or disaster readiness this is your home. With a full dry basement for riding out Florida storms or prepping for the future and a full attic for storage, five bedrooms, and a studio with it's own separate entrance this home is more than capable of improving your daily living. The beautiful bright and custom kitchen is just one of the many thoughtful updates. Tired of the cookie cutter builder specs? This home is the antidote. Plenty of storage space, plenty of room for the whole family with none of the useless space to waste time maintaining. Mature landscaping lovingly grown includes; persimmons, peaches, lemons, an olive tree and so much more. Come see all the reasons this house is perfect for you.

29249 Wilpayne Road, Brooksville

$450,000

4 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv.

Welcome home to this like-new 4-bedroom, 2-bathroom single-family residence, built in 2022 and situated on a spacious 1-acre lot with the perfect balance of privacy and convenience. Located just minutes from beautiful natural springs, you'll enjoy easy access to kayaking, swimming, and other outdoor adventures, while the ocean is only a short drive away. Inside, the open-concept floor plan features soaring vaulted ceilings that create a bright and airy living space. The living room and primary suite have been updated with stylish luxury vinyl plank flooring, while the kitchen and bathrooms offer durable tile flooring. Three additional bedrooms provide comfortable carpeted spaces for family or guests. The fully equipped kitchen includes all appliances, making this home truly move-in ready. Step outside to a fully fenced backyard with plenty of room for pets, play, gardening, or entertaining. Additional features include an ADT security system, no HOA, and a peaceful setting that's still conveniently close to shopping, dining, and countless recreational opportunities. Whether you're looking for a place to raise a family or simply enjoy Florida's outdoor lifestyle, this property offers the space, comfort, and location you've been searching for.

16125 Magpie Road, Brooksville

$460,000

3 Beds ⋅ 2 Baths ⋅ Glen Lakes Ph 1 SubDv.

9196 Palm Beach Dr., Brooksville, FL 34613 — Welcome to this exceptional 3-bedroom, 2-bathroom pool home with an extended 3-car garage, perfectly situated in the highly sought-after GlenLakes Golf & Country Club. Immaculately maintained and move-in ready, this home combines quality craftsmanship, thoughtful upgrades, and the resort-style lifestyle you’ve been looking for. Inside, you’ll find an inviting floor plan featuring beautiful tile flooring throughout the main living areas and an upgraded kitchen and bathrooms with granite countertops, offering both style and durability. The extended three-car garage provides abundant space for vehicles, golf carts, hobbies, or additional storage. Designed with comfort and peace of mind in mind, this home includes electric hurricane screens on the spacious lanai, an electric hurricane panel at the front entry, and a generator hookup with transfer switch, making storm preparation quick and convenient. Step outside to your private outdoor oasis featuring a sparkling pool and screened lanai, perfect for relaxing or entertaining. The home backs to a retention area, providing added privacy and peaceful views with no rear neighbors. Located within the prestigious, gated GlenLakes Golf & Country Club, residents enjoy access to outstanding amenities, including a championship 18-hole Ron Garl-designed golf course, an elegant 35,000-square-foot clubhouse, resort-style junior Olympic swimming pool, fitness center, tennis and pickleball courts, billiards, dining, an active social calendar with clubs and events, scenic walking trails, and beautifully maintained grounds with 24-hour gated security. GlenLakes is also conveniently located near shopping, dining, medical facilities, the Suncoast Parkway, and Florida’s beautiful Nature Coast, including Weeki Wachee Springs and the Gulf of Mexico. Don’t miss this opportunity to own a meticulously maintained home in one of Hernando County’s premier golf course communities, where luxury, security, and an active Florida lifestyle come together.

9196 Palm Beach Drive, Brooksville

$499,000

E405 Ft Of All S Of Rd In W1/2 Of Sw1/4 Of Se1/4 L SubDv.

Exceptional opportunity to own 5.6 AG-zoned acres with approximately 422 feet of frontage on highly traveled Cortez Boulevard (State Road 50), one of Brooksville's fastest-growing commercial corridors. Surrounded by established commercial businesses and continued residential growth, this property offers outstanding visibility, accessibility, and long-term investment potential. Currently zoned Agricultural, the property provides a wide range of permitted agricultural uses while offering potential for future commercial or mixed-use possibilities, subject to county approval and applicable zoning requirements. Whether you're looking to establish an agricultural business, develop a nursery or farm stand, or secure land in the path of growth, this property presents a rare opportunity. The property includes an existing new mobile home (2024), providing immediate utility while you plan for the future. *See cross-referenced property, MLS #W7887062 for more information. Note *There may be additional value with the MH off-setting impact fees. With its exceptional highway frontage, strategic location, and surrounding commercial development, this is one of the few parcels along State Road 50 offering this combination of size, visibility, and flexibility. Conveniently located near Deep South Barbecue and just minutes from Brooksville's expanding retail, residential, and commercial developments, this property is ideally positioned for today's needs and tomorrow's possibilities. Don't miss this rare chance to invest in one of Hernando County's most desirable growth corridors.

24050 Cortez Boulevard, Brooksville

$477,750

4 Beds ⋅ 3 Baths ⋅ Glen Lakes Ph 1 SubDv.

Located in Glen Lakes, this beautiful 1994 Arthur Rutenberg Turnberry pool home is situated on the 5th fairway of the golf course. This home has wonderful curb appeal with lush landscaping and trees and a deep irrigation well. The comfortable screened patio has a Diamond Brite finished pool, a power awning to shade table and chairs on those hot summer days and a large closet to store pool equipment and toys. 4 bedrooms+den (the den could be used for a 5th bedroom as it has a closet)+Florida room/3 baths/2 car garage. Living/formal dining/family room floor plan, 9 and 10 ft. high flat ceilings, the den has beautiful built-ins, the kitchen is light and airy with white cabinets,granite counters, small center island, closet pantry. Primary suite has sliding doors to the Florida Room and pool, large walk-in closet, primary bath with garden tub and shower, dual sinks. Bedrooms 2 and 3 share a bath with linen closet and bath, Bedroom 4 is self contained with a bath and door to the patio. The Florida Room has power shades and six sliders to the pool. The laundry room has plenty of storage with cabinets, closet and included washer/dryer. The garage has a side access door, storage room and a rubber tile floor. Newer roof (2014), newer A/C (2019). All appliances included. 2620 living sq. ft., 3424 total sq. ft. HOA FEES INCLUDE CABLE AND HIGH SPEED INTERNET AND PRIVATE MAINTAINED STREETS, 24 HOUR SECURITY WITH MANNED GATE. Glen Lakes is a wonderful gated and manned golf course community and surrounded by the 85,000 acre Chassahowitzka National Wildlife Refuge. Social membership in the Club is NOT mandatory for this home, but available and membership gives access to the clubhouse, restaurant, bar, Jr. Olympic size heated pool/spa, fitness center, clay tennis courts, pickleball courts and a vast array of social clubs. Golf memberships also available.

9720 Southern Belle Drive, Brooksville

$499,000

3 Beds ⋅ 2 Baths ⋅ E405 Ft Of All S Of Rd In W1/2 Of Sw1/4 Of Se1/4 L SubDv.

Discover a rare opportunity to own 5.6 AG-zoned acres with approximately 420 feet of frontage on Cortez Boulevard (State Road 50) in one of Brooksville's fastest-growing corridors. Known locally as Hinkley's Farm Stand, this exceptional property offers the perfect combination of a beautifully updated home, agricultural flexibility, business potential, and long-term investment value. The thoughtfully designed 3-bedroom, 2-bath home features an open-concept floor plan centered around an impressive 10-foot kitchen island, creating the ideal space for entertaining, family gatherings, baking, or everyday living. New appliances and tasteful interior updates blend modern convenience with timeless country charm. Outside, you'll find a peaceful Old Florida setting with fruit trees, winding trails, and a picturesque bamboo-lined creek. The partially fenced acreage provides plenty of room for gardening, hobby farming, recreational use, or creating your own private homestead. The established farm stand infrastructure, along with a commercial-grade cooler included in the sale, creates immediate opportunities for produce sales, baked goods, agritourism, farm-to-table ventures, and other agricultural businesses. The property is equipped with 200-amp electrical service, with a second 200-amp service available for future expansion, providing excellent flexibility for additional buildings, agricultural operations, workshops, or future business needs. Adding even more value, the property features dual entrances, offering convenient access for residential living, farm operations, customer traffic, equipment, or future development possibilities. With AG zoning already in place, exceptional highway visibility, and surrounding commercial and residential growth, this property may also offer future commercial or development potential, subject to county approval and applicable zoning requirements. Conveniently located just minutes from Deep South Barbecue, shopping, restaurants, and Brooksville conveniences, this unique property offers the rare combination of country living, highway exposure, business opportunity, income potential, equestrian use, and future investment. Whether you're searching for an agricultural property, family farm, working homestead, business location, or investment property, opportunities like this are becoming increasingly difficult to find. Schedule your private showing today!

24050 Cortez Boulevard, Brooksville

$489,900

3 Beds ⋅ 2 Baths ⋅ Royal Palm Estates Rep SubDv.

Welcome Home! Nestled in the picturesque gated community of Royal Palm Estates on a beautifully landscaped 1 Acre lot, this exceptional custom home is sure to impress! The entryway features Leaded Glass Double Doors welcoming you into an Open-Concept Floorplan creating a spacious atmosphere that is bathed in radiant Florida Sunshine generating a warm and inviting feel to the space. Beautiful Vinyl Plank Flooring throughout the home combines durability and style. The well-equipped Kitchen includes ample Counter and Cabinet space, a sizable Island with additional Cabinet Storage, attractive Granite Counters and tile Backsplash, and a large Closet Pantry in addition to Café Dining! The flexible Formal Dining area can easily be utilized as additional Living Space or a cozy Reading Niche. The Great Room boasts Triple Pocket Sliders offering lovely Garden views. The owner’s suite provides two Walk-in Closets and an ensuite Bath with a sizable Walk-in Shower as well as Dual Vanities. The Secondary Bedrooms include Walk-in Closets and are positioned to offer the upmost in privacy! The Interior Laundry Room offers a handy Laundry Tub, Storage Closet and ample Shelving! Double Pane Windows, 42” Cabinetry, 5” Baseboards, 2” Blinds, Upgraded Fixtures and neutral décor enhance the overall appeal! Step outdoors onto an expansive covered Lanai - ideal for morning coffee or quiet relaxing evenings! Additional outdoor features include a Fenced Yard, a detached Shed/Workshop with private access from the rear of the property and an abundance of room for RV and/or Boat parking! This fabulous home is conveniently located minutes from vibrant Retail and Dining, top Medical Facilities and numerous Commercial Entities in addition to countless Activity and Entertainment Venues as well as Parks, Nature Preserves and sparkling Gulf waters!

15577 Sago Drive, Brooksville

$485,000

3 Beds ⋅ 3 Baths

Welcome to this beautifully updated 3-bedroom, 2.5-bath home situated on 1.10 private acres in the heart of Brooksville. Offering 2,707 square feet of living space, this two-story residence blends modern upgrades with country charm and room to spread out. Extensively renovated, this home features a remodeled kitchen with quartz countertops and new appliances, updated bathrooms, new metal roof, new exterior siding, updated electrical and plumbing systems, new gutters, new A/C units, water treatment system, termite prevention system, and a new drain field. The spacious floor plan provides multiple living areas, generous bedroom sizes, and abundant natural light throughout. Enjoy the peace and privacy of a large acreage homesite while remaining conveniently located near shopping, dining, schools, and major commuter routes. The property offers ample room for outdoor entertaining, recreation, boats, RVs, or future improvements. If you've been searching for a move-in ready home with acreage, modern updates, and no HOA restrictions, this Brooksville property is a must-see

1019 S Mildred Avenue, Brooksville

$459,000

2 Beds ⋅ 2 Baths ⋅ Acreage SubDv.

**CHARMING COUNTRY HOME ON 4.1 ACRES**This charming 2 bedroom, 2 bath home is set on 4.1 peaceful acres and offers the best of country living with sunrise and sunset views in a beautiful natural setting. Bordering hundreds of acres of the Stewart Tree Farm, the property provides privacy, open space, and a true sense of tranquility. The home has been well maintained and features recent updates including new flooring, fresh interior and exterior paint, and new interior lighting in 2026. Large dining room ideal for everyday living and entertaining. Galley kitchen with abundant counter space and storage. Appliances are only 3 years old and included with the home. Two master bedroom/bath suites for comfort and flexibility. spacious living room with a welcoming layout. Interior laundry for added convenience. The property includes an upgraded metal roof on both the home and detached 2-car garage, adding lasting value and peace of mind. Enjoy relaxing or entertaining on the 15x12 screened back porch while taking in the surrounding views. The land is HIGH & DRY, zoned AG, is perimeter fenced with quality chain link fencing & gated access. It also includes vegetable gardens with raised beds, avocado trees, and fruit trees. Daily wildlife sightings include hawks, deer, crows, and sandhill cranes, creating a setting that feels connected to nature throughout the day. With its open acreage and quiet surroundings, this property offers a serene country lifestyle with scenic beauty in every direction. Located in the desirable Croom area, this home is just a few miles from the Withlacoochee State Forest, a favorite destination for nature lovers, hikers, and equestrian enthusiasts. Nearby Silver Lake Recreation Area offers hiking, boating, and lake camping, while Tucker Hill provides access to the Croom Trailheads for biking and horseback riding. Enjoy the convenience of nearby city amenities along with Spectrum TV and high-speed internet availability.

23439 Croom Road, Brooksville

$479,900

3 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv.

Welcome to this updated 3-bedroom, 2-bath residence set on a 0.46-acre lot, thoughtfully improved from top to bottom. New tile flooring carries through the main living areas and extends seamlessly onto both the front and back porches for a unified, finished look. The kitchen has been refreshed with a new tile backsplash, added cabinetry for increased storage, butcher-block countertops, a new refrigerator and microwave, and stone-veneer detailing on the island and cabinet sides. Both bathrooms have been fully updated with new cabinets, sinks, toilets, plumbing fixtures, quartz countertops, and beautifully tiled showers, creating a consistent modern aesthetic throughout the home. Additional improvements include new interior and exterior paint, generator hookup, updated sprinkler system, new septic lift pump, and new front landscaping. The property is fully fenced with new 6-ft galvanized fencing. A mini-split A/C, insulated ceiling, and LED lighting enhance the detached garage, while the workshop also features updated electrical and LED lighting—ideal for storage, hobbies, or workspace needs. This location places you minutes from some of Hernando County’s most iconic attractions, including Weeki Wachee Springs, Buccaneer_Bay, the crystal-clear Weeki Wachee River for kayaking and paddleboarding, and the coastal restaurants and marinas of Hernando_Beach. The Gulf of Mexico is just a short drive away, offering fishing, boating, and sunset views. A move-in-ready property with extensive upgrades in a highly desirable outdoor-lifestyle corridor—schedule your showing today.

8343 Nittany Road, Brooksville

$499,900

3 Beds ⋅ 2 Baths ⋅ Glen Lakes Ph 1 SubDv.

Located in the gated community of Glen Lakes, this well-maintained 3-bedroom, 2-bath pool home offers a spacious split-bedroom floor plan on a .25-acre lot. Inside, you'll find a large living room, formal dining area, family room, breakfast nook, and a versatile office/den that provides additional space for working from home, hobbies, or a quiet retreat. The kitchen features quartz countertops, a pantry, breakfast bar with pendant lighting, tray ceiling, and abundant cabinet and counter space. Tile and luxury vinyl flooring run throughout the home for easy maintenance and a cohesive look. The primary suite features tray ceilings, a walk-in closet, an ensuite bath with vanity, a soaking tub, and separate shower. Two guest bedrooms and a guest bath are situated on the opposite side of the home, offering privacy for family and visitors. The outdoor living space is designed for entertaining, with an expansive screened lanai, covered patio, and pool featuring a custom waterfall. Under the covered patio, the recently added outdoor kitchen offers granite countertops, bar seating, sink, built-in grill, and generous prep space, creating a natural gathering spot overlooking the pool. Large sliding doors connect the indoor and outdoor living areas, making the layout ideal for everyday living and hosting guests. Additional features include a brand-new HVAC system, newer water heater, golf cart garage, mature landscaping, and pride of ownership throughout. Residents of Glen Lakes enjoy access to a clubhouse, fitness center, tennis and pickleball courts, community pool, restaurant, and an active social calendar, with optional golf memberships available. Internet and Cable are included in the HOA fees. Conveniently located near shopping, dining, medical facilities, Weeki Wachee Springs, and the Gulf Coast.

8420 Maybelle Drive, Brooksville

$499,000

2 Beds ⋅ 2 Baths ⋅ Southern Hills Plantation SubDv.

Welcome to your DREAM home, on a Premium Park-like setting, fenced lot overlooking the Golf course, in the prestigious Southern Hills Golf Course Community! This is not just ANY home... it is a former MODEL home, upgraded with over $90,000 in additional features, that showcases everything this STUNNING neighborhood has to offer! Light, bright and pristine, this MOVE-IN ready, beautifully appointed Sunburst floorplan offers thoughtfully designed living space with two bedrooms PLUS a versatile FLEX room that can easily serve as a third bedroom — the choice is yours! Flex room has been upgraded with a Murphy bed boasting storage space on each side in addition to desk and cabinets with file drawers making it a functional private office! From the moment you enter, casual elegance abounds! Foyer boasts a framed accent wall with wide hallway past the flex room to the OPEN kitchen which will stop you in your tracks! 42" staggered Scottsdale Maple Espresso raised square panel cabinets crowned with elegant molding and satin nickel hardware frames are complimented by the gleaming granite countertops and sleek stainless-steel GE appliances — all grounded by 18x18 Cabo Coast ceramic tile for that perfect finishing touch! Warm engineered wood floors usher you into the OPEN great room complete with neutral marble swirl accent entertainment wall. The primary suite is a true retreat, featuring a dressing room with custom walk-in closet, center island of drawers for generous storage and room for clothes and accessories! The oversized laundry room comes equipped with an extra refrigerator, washer & dryer, plus a seating area and oversized two-car garage impresses with an epoxy painted floor, built-in storage cabinets and a workbench — ideal for hobbyists and organizers alike. Entertaining here is effortless. A welcoming covered front porch invites guests to linger and unwind, while the large rear lanai extends your living space into the warm Florida outdoors. And the backdrop? A breathtaking wooded golf course lot along the 15th fairway, framed by a see-through wrought iron fence that lets those gorgeous views take center stage. Brick pavers and stone landscaping beds with landscape lighting complete the picture-perfect exterior, front and back! Beyond your doorstep, Southern Hills Community delivers the best of both worlds — the luxury of a Country Club lifestyle wrapped in the warmth of small-town charm. Rolling Hills and majestic live oak trees set the scene for this gated community, centered around the renowned Pete Dye Championship Golf Course. The stunning Antebellum clubhouse features a full-service restaurant, a resort-style swimming pool, and an enclosed poolside bar and restaurant — everything you need to live well and socialize beautifully. When you're ready to venture out, downtown Brooksville's quaint shops, restaurants, and community events are just minutes away. Located North of Tampa with easy access to major highways for easy commute to Ocala,Tampa, Orlando, International airports and the famous beaches! This is more than a home — it's a lifestyle. Come see it for yourself and see why this IS the place to BE! CALL TODAY!

4926 Southern Valley Loop, Brooksville

Homes for Sale in Brooksville, FL Between $450,000 to $500,000

All Brooksville, FL Homes for Sale Between $450,000 to $500,000

Joseph Sullivan Real Estate

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