Explore Brooksville, FL Homes for Sale Between $500,000 to $550,000

Brooksville, FL Homes for Sale Between $500,000 to $550,000 Map Search

Homes for Sale in Brooksville, FL Between $500,000 to $550,000

Welcome to your dedicated resource for Homes for Sale Between $500,000 to $550,000 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 $500,000 to $550,000 below, or contact a local agent to discuss the details that matters most to your search.

All Brooksville, FL Homes for Sale Between $500,000 to $550,000

$515,000
2 Beds 2 Baths Stenholm Sub In Sw1/4 Unrec SubDv.
Escape the noise without sacrificing convenience on this rare 4.8-acre property tucked away in one of Brooksville’s most peaceful settings, just moments from the renowned Chinsegut Wildlife & Environmental Area. Surrounded by towering oaks, mature orange trees, and abundant wildlife, this is the kind of property that’s becoming increasingly difficult to find. The spacious 2,288-square-foot home offers 2 bedrooms, 2 full bathrooms, and an inviting layout designed for comfortable country living. At the heart of the home, a wood-burning fireplace creates the perfect gathering space, while oversized living areas provide plenty of room to relax, entertain, or customize to fit your lifestyle. Outside, the possibilities continue. A covered 2-car carport with a sidewalk leading to the home welcomes you in, while the impressive 30’ x 30’ metal building is ideal for a workshop, hobby space, equipment storage, or future projects. An additional storage shed provides even more flexibility. Whether you dream of gardening, raising animals, storing recreational vehicles, or simply enjoying the peace and privacy of nearly five acres, this Agriculturally Zoned (AG) property offers the freedom to make it your own. A drainage swale located at the front corner of the property helps direct water away, providing excellent natural drainage across the land. Spend your mornings sipping coffee while watching deer wander through the trees, harvest fresh oranges from your own yard, and enjoy the serenity that only acreage can provide—all while remaining within easy reach of Brooksville, shopping, dining, and the Suncoast Parkway. If you’ve been waiting for a property that offers serenity, usable acreage, a spacious home, and the outbuildings to support your hobbies or business, this is one you won’t want to miss.

12047 Timber Lane, Brooksville

$535,000
3 Beds 2 Baths N/A SubDv.
Welcome to your private 5-acre retreat in Brooksville! This spacious property offers the perfect blend of seclusion, possibilities, and peace of mind with many of the major big-ticket improvements already completed. A brand-new roof is currently being installed, along with a brand-new AC system, new drain field, new well, new water softner, tankless water heater, paid-off solar panels, and a newly lined large screened-in pool—allowing you to focus on making this home your own.Nestled among the trees, this property offers the privacy and tranquility of country living while still being conveniently located near city amenities. The home itself is bright, spacious, and full of potential. While it is dated and ready for some cosmetic updates, it provides a fantastic opportunity for someone looking to create a farmhouse-inspired retreat, private oasis, or homestead tailored to their own style.The property features a chicken coop and an additional detached structure with endless possibilities—use it as a mother-in-law suite, workshop, home office, man cave, hobby space, or guest retreat. With plenty of room to spread out, bring your toys, animals, gardening dreams, or simply enjoy the peace and privacy that acreage provides. If you’ve been searching for land, privacy, and a home with the major systems already updated, this property offers a rare opportunity to add your personal touches and build the lifestyle you’ve been dreaming of.

3140 Crum Road, Brooksville

$519,900
2 Beds 2 Baths N1/2 Of W1/2 Of Sw1/4 Of Sw1/4 Of Nw1/4 Less West SubDv.
Welcome to a truly one of a kind custom renovation situated on 2.5 fully fenced acres. This completely reimagined open floor plan home was thoughtfully designed and showcases a level of craftsmanship and finish quality rarely found in today’s market. From the moment you enter, you’ll notice the custom finishes, upgraded materials, and attention to detail throughout. The home features large format 24x24 ceramic tile throughout, custom wood cabinetry, premium quartz countertops, designer lighting, custom millwork, and carefully selected high end finishes in every room. The kitchen was designed to impress with a massive island, farmhouse sink, custom all wood cabinetry, built in microwave, premium vent hood, and an oversized 36 inch range. The open concept design flows seamlessly into the spacious living and dining areas beneath soaring ceilings, creating the perfect space for entertaining and everyday living. The owner’s suite features custom California Closets and a beautifully designed spa inspired bathroom complete with dual vanities, custom cabinetry, oversized walk in shower, designer tile work, and premium fixtures. Outside, the property offers the privacy and flexibility that acreage buyers are searching for. The entire 2.5 acre parcel is fully fenced and includes a huge storage shed, covered carport, swimming pool, and ample room for recreational vehicles, boats, equipment, pets, or future additions. Every major component of this home has been thoughtfully renovated with quality and longevity in mind.

9086 Grove Road, Brooksville

$545,000
3 Beds 2 Baths Woodland Waters SubDv.
STUNNING POOL HOME IN THE HIGHLY DESIRABLE WOODLAND WATERS COMMUNITY! Welcome to this exceptional 3-bedroom, 2-bathroom pool home featuring a dedicated office/den and an impressive array of custom upgrades throughout. From the moment you enter, you will appreciate the elegance, craftsmanship, and attention to detail that make this home truly one-of-a-kind. The heart of the home is the chef-inspired kitchen, designed for both everyday living and entertaining. This show-stopping space features dual cooktops, dual ventilation systems, a built-in double oven, beautiful cherry wood cabinetry, built-in wine cooler, granite countertops, dimmable lighting, and a stunning granite tile backsplash—creating a kitchen that is as functional as it is breathtaking. The entertainment possibilities continue with a custom-built brick bar, complete with rich cherry wood cabinetry, a commercial-grade beer cooler, and vibrant neon lighting that changes colors to set the perfect mood for gatherings with family and friends. The main living areas showcase beautiful marble flooring, adding timeless elegance and a luxurious feel throughout the home. Five stunning chandeliers and fully dimmable lighting create the perfect ambiance whether you are hosting guests or enjoying a quiet evening at home. Step outside and enjoy your private pool retreat, perfect for relaxing, entertaining, and enjoying the Florida lifestyle. Additional features include a newer roof (2017), sprinkler system, granite countertops in the bathrooms, and a Pura & Watts ultraviolet light filtration system for added peace of mind. This home offers a rare combination of luxury, comfort, and personality in one of Woodland Waters’ most sought-after neighborhoods. MOTIVATED SELLER — don’t miss your opportunity to see this incredible home!

9433 Wilderness Trail, Brooksville

$529,000
4 Beds 2 Baths Mondon Hill Farm SubDv.
Equestrian opportunity on 2.5 AG-zoned acres in Brooksville! Thoughtfully designed for horse owners, this well-equipped property offers the functionality, space, and improvements needed for both everyday riding and equine care, while also providing potential opportunities for agricultural or home-based business use. The horse-ready setup includes three wood-fenced paddocks, one wire-fenced paddock, perimeter fencing, a 60-foot round pen with two water sources, and a 70' x 140' riding arena with two water sources. Water is available at each paddock, making daily horse care both convenient and efficient. The property also features a chicken coop tractor, offering additional flexibility for hobby farming and agricultural pursuits. The 4-bedroom, 2-bath manufactured home has been extensively renovated and showcases quality craftsmanship throughout. Custom woodwork, high-end trim details, chair rail accents, and upgraded finishes create a warm and inviting atmosphere. The remodeled kitchen features all-wood cabinetry with soft-close doors and drawers, while the updated bathrooms offer stylish finishes, including wainscoting and newer flooring. A striking two-sided fireplace with an updated custom mantel serves as the centerpiece between the living and family rooms. Additional improvements include updated flooring throughout, upgraded CPVC water lines, a newer front entry door, and a gated driveway entrance. Outside, the grounds have been professionally landscaped, enhancing the property's curb appeal and creating a beautiful setting that complements the rural lifestyle. The property also features a finished detached garage/workshop complete with an additional 10' x 24' insulated office/tack room with built-ins, providing an ideal space for business operations, horse-related activities, storage, or a home office. A separate storage shed offers even more room for equipment, tools, feed, and supplies. Whether you're seeking a private equestrian retreat, a horse-centered lifestyle, a small agricultural operation, or the potential for private boarding and business opportunities, this unique Hernando County property offers the infrastructure, versatility, and improvements that are difficult to find, all with much of the hard work already completed.

26255 Lambeth Road, Brooksville

$518,999
4 Beds 3 Baths Royal Highlands SubDv.
Gorgeous pool home located in the popular Weeki Wachee/Brooksville area! This 4 bedroom, 3 bath, OVERSIZED 3 car garage is a must see! EASY 5 bedroom! So much to offer, starting with 1/2 ACRE lot MOL, great curb appeal and a massive driveway for ample parking. PAVED ROAD! Many upgrades in this ONE OWNER property. The open floorplan offers 2438 heated sq ft. Total living space is well over 3300 sq ft. Great room and kitchen flow nicely together with a separate breakfast nook and formal dining area. The kitchen comes with beautiful espresso 42" soft close cabinetry, huge granite island, stainless steel appliances, pantry closet and tons of granite counter space. All bedrooms are split and spacious with a stunning primary suite. Bedroom 4 is perfect for MOTHER-IN-LAW or guests as it is separate with its own bathroom. In addition, there is a bonus/flex room to make a 5th bedroom or office. Inside laundry room! Separate office space with storage closet! More upgrades include a 16-camera HOME SECURITY SYSTEM with infrared 30-day recording hard drive, crown molding throughout, plank ceramic tile in all wet areas, 4-zone Hunter sprinkler system, Chamberlin garage door opener with two remotes and battery backup. Main area of home leads out to the gorgeous, screened lanai (under truss) with pool, making it perfect for large gatherings. The pool is a Latham fiberglass with tanning shelf and LED multicolor/function system. Screened pool cage is 20' x 40'. Pool dimensions are 12'x 28'6". Entertaining will be a dream in this home! You can swim and relax in privacy as the sides and rear yard are park like with no connecting neighbors. NO flood insurance required! NO HOA! Just minutes from Suncoast Parkway and some of Florida's most popular parks and beaches. Additional half acre (mol) lot next door is available for sale, seller asking $50,000. Call for your private viewing today!

18296 Maberly Road, Brooksville

$550,000
4 Beds 3 Baths Woodland Waters Ph 2 SubDv.
Motivated Seller! Nestled on more than an acre within the highly desirable Woodland Waters community, this exceptional salt water and spa pool home offers the perfect blend of privacy, comfort, and functionality for multi-generational living. Backing up to a serene wooded preserve and the tranquil waters of Tooke Lake, the property provides a peaceful retreat surrounded by nature while remaining conveniently located to everyday amenities. A secluded one bedroom/ one bath with private entrance in law quarters offers privacy and security. A charming covered front porch welcomes you home and provides the ideal setting to enjoy morning sunrises and evening breezes. Elegant glass entry doors open to a thoughtfully designed interior featuring formal living and dining spaces, perfect for entertaining family and guests. A versatile flex room offers endless possibilities as a private home office, library, hobby room, or study. Designed for both everyday living and effortless entertaining, the spacious kitchen showcases stainless steel appliances, a center island, breakfast bar, and a casual dining area. The kitchen overlooks an expansive family room filled with natural light and enhanced by two sets of French doors—one opening to the screened lanai and resort-style pool area, and the other leading to the sprawling backyard. Outdoor living is elevated by a recently constructed saltwater pool and spa, creating a private oasis for relaxation and recreation. The expansive grounds include a fenced area for pets, offering additional convenience and peace of mind.The master bedroom suite is generously sized and features a large walk-in closet, linen storage, and direct access to a well-appointed en-suite bath. Throughout the home, ample storage solutions and thoughtful design elements enhance everyday functionality. An oversized laundry room with built-in cabinetry, counters, and utility sink provides abundant workspace and organization. Meticulously maintained, the home includes a six-year-old roof and well-serviced HVAC systems, offering confidence and value for years to come. Completing the property is a two-car garage, an extended driveway, and an oversized parking pad, providing ample accommodations for guests and multiple vehicles. Offering exceptional privacy, spacious living areas, and a picturesque natural setting, this remarkable residence presents a rare opportunity to enjoy luxury living with room for the entire family.

9363 Tooke Shore Drive, Brooksville

$549,000
Attention developers, investors, builders, and land speculators — seize the opportunity to acquire premium development acreage in one of Florida’s fastest-growing regions. Located in southeastern Hernando County along the rapidly expanding State Road 50 (Cortez Blvd) corridor, these strategically positioned parcels which has exceptional potential for residential, commercial, mixed-use, recreational, institutional, or future investment development. Positioned on a major east-west transportation corridor connecting Brooksville to Interstate 75, thewe properties provide convenient access to the greater Tampa Bay region, Orlando, and South Florida. The continued expansion and infrastructure improvements throughout the area make this an outstanding opportunity to capitalize on Hernando County’s ongoing growth trajectory. Property Highlights Three adjacent parcels available Parcels offered individually or together Site sizes ranging from approximately 4 to 9.1 acres Combined assemblage opportunity totaling approximately 20.4 acres Direct frontage along SR 50 / Cortez Blvd corridor Excellent visibility and accessibility Strong potential for future development and appreciation Suitable for residential, commercial, recreational, institutional, or nonprofit use Located within a rapidly developing growth corridor Why Invest in Hernando County? Hernando County continues to attract residents, businesses, and developers seeking affordability, accessibility, and long-term growth potential. The area offers: Expanding residential and commercial development Strategic proximity to major transportation routes Easy access to Tampa/St. Petersburg and Orlando markets Strong population and economic growth trends Natural beauty and a highly desirable Florida lifestyle Available Parcels MLS #TB8337814 — 9.1 Acres MLS #TB8337817 — 4 Acres MLS #TB8337821 — 7.3 Acres Purchase one parcel, multiple parcels, or acquire all three for a larger-scale development opportunity. Buyer to verify all information including property dimensions, acreage, zoning, future land use, environmental conditions, utilities, access, and development potential with Hernando County Government.

Mondon Hill Road, Brooksville

$539,900
3 Beds 2 Baths Royal Highlands SubDv.
STUNNING ALMOST BRAND NEW POOL HOME!! Built in 2024!! 3 bedrooms + 2 full bathrooms + private pool + large covered lanai for great outdoor living space (10 x 32)+ 3-car garage (25 x 30) + over 1 acre of land + fenced yard for the family and pets + located in a GREAT LOCATION of Royal Highlands near Cortez/50 and 19...close to everything; not way up north in Royal Highland!! Paved Road!! NO HOA!! NO FLOOD!! Everything is basically NEW!! Roof 2024!! AC 2024!! Water Heater 2024!! NEW Stainless Steel Appliances 2024!! Long brick paver driveway + 3-cars wide in front of the garage + brick paver pool deck and lanai!! Stunning front doors added for that WOW factor!! Large OPEN FLOOR PLAN with high tray ceilings, glass sliders, large windows AND transom windows make this home feel light, bright, and spacious!! Gorgeous Quartz Counters and white cabinets and subway tile acksplash in the kitchen!! Breakfast bar for extra seating!! Breakfast nook + formal dining room!! Large great room!! GORGEOUS WIDE PLANK FLOORING!! Split floor plan offers privacy for the master suite!! Dual closets, glass sliders to lanai, and a tray ceiling add to the allure of the master suite!! The ensuite bathroom feels like a spa with the stand alone modern tub, glass shower, dual sinks, quartz countertops and all the gorgeous finishes!! The second and third bedrooms are both good size with LARGE closets! The second bath is also a POOL BATH with matching upgraded finishes...Quartz countertops and white cabinets!! Close to everything!! Shoppes, restaurants, hospitals, schools...everything!! Less than 5 minutes to kayaking, paddle-boarding, and swimming with the manatees in the clear Weeki Wachee River or enjoying a day at Buccaneer Bay Water Park!! 10 minutes to the sunsets at Pine Island, boating and fishing!! Less than 10 minutes to the Suncoast Parkway for quick and easy access to Tampa International Airport and for all the fun that Tampa Bay has to offer!! 1 hour + to TOP US BEACHES!! 1.5 hours to Disney World and Universal Studios and all the theme parks!! You can't beat this location!!

7279 Blackbird Avenue, Brooksville

$500,000
4 Beds 3 Baths Royal Palm Estates Rep SubDv.
Privacy abounds in this beautiful custom-built 4-bedroom, 3-bath home with an oversized 2.5-car garage located in the boutique gated community of Royal Palm Estates. Perfectly situated in the center of a one-acre lot with no visible neighbors to the east or the south. Quality Built by Southern Valley Homes, this home offers a long list of fine features with luxury wood look-planked vinyl flooring throughout all living areas including 3 of the 4 bedrooms, 18" floor tile, solid wood shaker cabinets, granite countertops in all bathrooms, bench seating, custom tile and stiletto tile in all showers and tub surrounds. Eight-foot front entry door with transom window and side lights. Double-pane Low-E windows, Cheyenne 2-panel chamber top plank solid core interior doors. Upgraded ceiling fans, lighting fixtures, and hardware throughout. The kitchen is equipped with a large pantry, solid wood shaker cabinets with soft- close doors and drawers, 42" upper cabinets with crown molding, granite countertops, subway tiled backsplash, and a breakfast bar that can seat 6 or more. There are stainless-steel appliances including a double oven with convection heat, and a farm sink. The home's living area is an open concept with a 3-way split bedroom plan for ultimate privacy. The primary suite is on the north side of the home. The primary bathroom offers a garden tub and separate shower, a large vanity with drawers and double sinks, a private water closet, and a large walk-in closet. The south side of the home has 3 additional bedrooms. The rear bedroom has its own hall entrance that includes a walk-in closet and an ensuite bathroom that leads out to the lanai. The laundry room and large mud room are off the kitchen and have a door that leads out to the oversized 2.5 car garage which can accommodate 3 cars if needed and features pull-down attic stairs and a door out to the side yard. There are eight-foot glass doors off the great room, primary suite, and 3rd bathroom that lead onto the 20 x 25 screened lanai that overlooks the massive yard. The back yard also features a fenced-in area for your pups, a wooded fire pit area, an anchored 12x10 custom-built shed, and a graveled parking pad with electric for your RV! The owners have also installed a wood fence at the rear of the property and a wood privacy fence on the left side of the garage. Convenient location close to schools, shopping, downtown Brooksville, and a short 5-minute drive to the Suncoast Parkway! Step inside this beautifully maintained custom home and you will be amazed!

15747 Sago Drive, Brooksville

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