Homes for Sale Between $550,000 to $600,000 in Brooksville, FL

4 Beds ⋅ 2 Baths ⋅ Woodland Waters Ph 1 SubDv.

Virtually Staged. A Woodland Waters Estate Home Where the Big-Ticket Items Are Already Done Have you ever dreamed of watching Sandhill Cranes stroll across your own backyard while your pool heats up just the way you like it? THIS IS THAT HOME!! Woodland Waters is known for ESTATE-STYLE HOMES ON LARGE LOTS, and this one delivers -- 1.79 PRIVATE ACRES with NO REAR NEIGHBORS and a NO-BUILD AREA behind you, just woods, wildlife, and quiet. Turkeys, owls, hawks, and turtles pass through regularly. This is a former ALEXANDER CUSTOME HOMES MODEL, and it shows. Zoned for the area's newest schools -- WINDING WATERS K-8 and WEEKI WACHEE HIGH SCHOOL -- and just minutes from the Weeki Wachee River, Hernando Beach, Homosassa, and only 5 MINUTES TO PUBLIX. Convenience and seclusion, all in one address. Inside, you'll find 4 BEDROOMS and 2,369 SQ FT of living space with a split floorplan that works for multi-generational living. The kitchen got a full RENOVATION IN 2025 with new SAMSUNG ELITE STAINLESS APPLIANCES, and the granite countertops carry through the kitchen and baths. Ready to cool off? Your HEATED POOL is calling, with a pool heater that's just 2 years old, NEW POOL TILE, and a full refinish in 2025. The pool cage was RESCREENED in 2023, and the pump and clean sweep motor are brand new as of 2025. And the upgrade list just keeps going. The ROOF is NEW as of 2020, along with a NEW HOT WATER HEATER the same year. In 2021, the home got NEW HURRICANE-RATED IMPACT WINDOWS AND DOORS, a NEW HURRICANE-RATED GARAGE DOOR, a SCREEN-ENCLOSED ENTRY WITH HURRICANE SCREENS, fresh ATTIC FLOORING, all-new LANDSCAPE AND LANDSCAPE LIGHTING, and a VIVINT HOME SECURITY AND AUTOMATION SYSTEM. The TRANE AC unit was replaced in 2016 and is still going strong thanks to yearly maintenance. The driveway was RESURFACED in 2022, and in 2025 new ALUMINUM AND CHAIN-LINK FENCING was added along with fresh interior and exterior paint throughout. Need to water 1.79 acres without the utility bill to match? You've got an 8-ZONE SPRINKLER SYSTEM running off your own IRRIGATION WELL. And with NO FLOOD ZONE, LOW HOA, and NO CDD, this property is as easy to own as it is to enjoy. Woodland Waters isn't just a neighborhood -- it's a lifestyle. Residents enjoy TENNIS COURTS, GATED PARKS, and a DOCK WITH LAKE ACCESS for just 175 a year. YOU WILLL WANT TO SEE THIS ONE IN PERSON!!!

10261 Woodland Waters Boulevard, Brooksville

$599,900

4 Beds ⋅ 4 Baths ⋅ Southern Hills Plantation SubDv.

Virtually Staged. Some homes simply have a way of making life feel easier, and the Harbour is one of them. This stunning single-story home brings together four bedrooms, three-and-a-half bathrooms, beautiful open living spaces, and a layout designed to flow effortlessly from one moment of the day to the next. Step through the foyer and the home opens into an impressive main living area where the family room, dining space, and kitchen all come together. It is open enough for a house full of guests, yet comfortable enough for slow mornings, weeknight dinners, and nights spent curled up on the couch. The kitchen sits at the center of it all, featuring quartz countertops, stainless steel appliances, generous storage, and plenty of space to cook, gather, and entertain without ever feeling removed from the conversation. When it is time to recharge, the private primary retreat is tucked away on its own side of the home, creating a peaceful escape from the rest of the living spaces. Three additional bedrooms provide plenty of flexibility for family, overnight guests, a home office, or whatever life calls for next. What makes the Harbour special is how naturally everything works together. There are spaces to gather, spaces to entertain, and spaces to get away from it all, without ever needing to climb a staircase. Stylish, spacious, and incredibly functional, this is a home that feels just as good on an ordinary Tuesday as it does when the whole family comes over. Welcome to the Harbour, where everyday living gets a serious upgrade.

4080 Southern Valley Loop, Brooksville

$600,000

4 Beds ⋅ 3 Baths ⋅ Evans Lakeside Heights SubDv.

FULLY UPDATED • TWO PRIMARY SUITES • POSSIBLE IN-LAW / AIRBNB SETUP • PRIVATE EXTERIOR ENTRANCE • REMODELED KITCHEN • QUARTZ COUNTERTOPS • STAINLESS STEEL APPLIANCES • REMODELED BATHROOMS • SPLIT-BEDROOM FLOOR PLAN • ENCLOSED LANAI • FENCED BACKYARD • DETACHED GARAGE • METAL CARPORTS • NEW DRAIN FIELD 2025 • NEW WELL WATER FILTER SYSTEM 2025 • MINUTES FROM WEEKI WACHEE SPRINGS Welcome to 9078 Birmingham Ave, Weeki Wachee, FL 34613, a bright and thoughtfully updated home with a layout that gives you something many properties simply don’t offer — flexibility. From the moment you enter through the double front doors, the home feels open, comfortable, and full of natural light. The main living space features beautiful marble tile flooring and an open-concept design that connects the living, dining, and kitchen areas without making everything feel like one giant room. The updated kitchen sits right in the center of the home and features quartz countertops, new stainless steel appliances, upgraded cabinetry, and plenty of workspace. It’s an easy setup for everyday living but also works especially well when friends or family are over. One of the biggest advantages of this home is the split-bedroom floor plan with two primary suites. The main primary bedroom is generously sized and includes a large walk-in closet and recently renovated private bathroom with a new basin-style vanity. A separate secondary bedroom is positioned near another fully remodeled bathroom, giving guests or family members their own comfortable space. At the rear of the home is the second primary suite, complete with its own bathroom and a separate exterior entrance. That setup gives the property some very interesting possibilities. It could work beautifully for multi-generational living, extended family, visiting guests, a private home office, or potentially a short-term rental/Airbnb suite where permitted. Both bathrooms have been refreshed with modern finishes and new vanities, and the indoor laundry area is conveniently positioned close to the bedrooms. There is also an additional outdoor laundry area for extra functionality. The enclosed lanai gives you another place to relax and leads directly into the private fenced backyard. Whether you want space for pets, gardening, entertaining, hobbies, or simply somewhere quiet to enjoy Florida weather, the backyard gives you plenty of options. Storage and parking are another strong point. The property includes multiple metal carports, a detached garage, and additional storage space, giving you room for vehicles, tools, equipment, recreational gear, or weekend projects. Several important property improvements have already been completed, including a new drain field in 2025 and a new well water filtration system in 2025, helping reduce some of the bigger maintenance concerns for the next owner. The location is another reason this property stands out. 9078 Birmingham Ave in Weeki Wachee offers easy access to US-19, while being only minutes from Weeki Wachee Springs State Park, Buccaneer Bay, the Weeki Wachee River, kayaking, boating, fishing, restaurants, shopping, and Florida’s Nature Coast attractions. If you’ve been searching for a Weeki Wachee home with two primary suites, an in-law setup, separate guest entrance, remodeled kitchen and bathrooms, detached garage, fenced backyard, and possible Airbnb potential, this property offers a combination that is difficult to duplicate.

9078 Birmingham Avenue, Brooksville

$575,000

4 Beds ⋅ 3 Baths ⋅ W975 Ft Mol Of S1/2 Of S1/2 Of Nw1/4 Of Ne1/4 SubDv.

RENT TO OWN...OWNER FINANCING...BOTH OPTIONS AVAILABLE...If you've been dreaming about owning land without giving up the convenience of town, **6221 Emerson Road** offers the best of both worlds. Nestled on **nearly 10 beautifully wooded acres**, this property provides the peace, privacy, and freedom that are becoming harder to find in today's market. As you make your way down the driveway, you'll immediately notice the quiet setting. Surrounded by mature trees and natural Florida landscape, it feels like your own private retreat, yet you're only minutes from **historic Downtown Brooksville**, shopping, restaurants, medical facilities, schools, and everyday conveniences. The home is a **spacious double-wide manufactured home built in 2007**, offering comfortable living with plenty of room to spread out. Whether you're looking for a full-time residence, a weekend getaway, or a property with room to expand, this home provides an excellent foundation. One of the standout features is the **oversized detached metal garage**, offering exceptional space for vehicles, boats, RVs, equipment, hobbies, or a workshop. Finding a property with this much storage and workspace is rare, making it ideal for mechanics, contractors, outdoor enthusiasts, or anyone needing extra room. The nearly **10-acre wooded parcel** offers endless possibilities. Create ATV trails, enjoy hiking on your own property, build additional outdoor living spaces, keep recreational vehicles, or simply appreciate the privacy and abundant wildlife. The natural setting creates a peaceful atmosphere while still leaving plenty of usable land for future plans. Location is another major advantage. Brooksville continues to grow while maintaining its small-town charm. You'll be just minutes from **Downtown Brooksville**, local parks, restaurants, shopping, medical facilities, and within easy driving distance of the **Suncoast Parkway**, providing convenient access to Tampa, the Gulf Coast, and surrounding communities. Properties offering **nearly 10 acres**, a **well-maintained home**, a **large detached metal garage**HEPA filtrations system on AC, and this level of privacy—while still being close to town—are becoming increasingly difficult to find. Whether you're looking for space to enjoy the outdoors, room for your toys and equipment, or simply a quiet place to call home, 6221 Emerson Road offers a unique opportunity to enjoy country living without sacrificing convenience.

6221 Emerson Road, Brooksville

$579,000

4 Beds ⋅ 3 Baths ⋅ Hernando Oaks Ph 1 SubDv.

Virtually Staged. BRAND-NEW 2026 UPDATES, A FORMER 4 BEDROOM plus OFFICE 3 BATH MODEL POOL & SPA HOME, AND A VIEW THAT CAPTURES YOU THE MOMENT YOU WALK THROUGH THE DOOR! Beautifully refreshed with a BRAND-NEW A/C (2026), ALL-NEW SHERWIN-WILLIAMS DESIGNER-SELECTED INTERIOR PAINT (2026), AND ALL-NEW LVP FLOORING THROUGHOUT (2026) to compliment any color scheme. The story begins as you arrive. A soft lemon-yellow exterior, striking TILE ROOF, brick-style pavers and extraordinary flowers and landscaping create beautiful Mediterranean curb appeal. Follow the pavered courtyard to the front door, step inside—and your eye travels straight through the home to the sparkling POOL AND HOT TUB, peaceful POND and stunning, private natural backdrop beyond. Expansive windows make the water, birds and nature part of the home from the moment you enter. Originally a model home, special architectural details remain throughout. The family room features double tray ceilings, curved wall surfaces and decorative niches, while the kitchen offers solid surface countertops and GAS cooktop stove. Outside is where Florida living takes over. The pool, hot tub and pavered lanai overlook the pond, creating an incredible setting for morning coffee, afternoons by the pool or evenings watching the birds and sunset over the water. With sink access and a small refrigerator already in place, the lanai also offers an ideal foundation for a future full outdoor kitchen. All of this is within the gated Hernando Oaks golf community, where golf memberships are available and the clubhouse offers a restaurant, pickleball and practice facilities through a modest monthly social membership. Shopping, restaurants, medical facilities and major roadways are conveniently nearby. Pristine, move-in ready and beautifully updated, this is more than a home that checks the boxes. It's a home you'll remember for the way it makes you feel—and for a view that simply can't be recreated.

5102 Delacroix Drive, Brooksville

$575,000

3 Beds ⋅ 2 Baths ⋅ Dieter - Class 1 Sub SubDv.

Privacy, space, and modern style come together on this beautifully renovated 4.4-acre homestead in Brooksville. Shaded by mature oaks and set at the end of a quiet dirt road, this single-story 3-bedroom, 2-bath home offers 2,290 square feet of thoughtfully updated living space, backed by a brand-new roof and a brand-new A/C system. Inside, the open-feel great room flows into a stunning kitchen with a quartz waterfall island, stainless steel appliances, and generous cabinetry. The primary bedroom includes a walk-in closet, and one of the two full baths has been transformed into a spa-like retreat with a floating vanity, freestanding soaking tub, and glass-enclosed shower framed in dramatic stone-look tile. Porcelain tile flows throughout for an elevated, easy-care finish. Outside, the fully usable 4.4-acre lot is zoned AR and features a spacious, newly built barn/storage building - perfect for equipment, hobbies, or animals - plus a 2-car garage and additional carport parking. With a private well, septic system, and no HOA to answer to, this property delivers the rare combination of move-in-ready comfort and true country freedom, just minutes from town. Schedule your private showing today.

26348 Crooked Tree Lane, Brooksville

$599,000

4 Beds ⋅ 2 Baths ⋅ Tamber SubDv.

Set on a secluded 2.8-acre homesite, this beautifully refreshed Brooksville property offers the perfect blend of privacy, space, and modern updates. The home welcomes you with fresh interior and exterior paint, brand-new hardwood floors and carpet throughout, brand-new stainless steel appliances, and thoughtfully updated landscaping. Step outside to enjoy the screened pool enclosure, peaceful surroundings, and a beautiful porch swing that creates the perfect spot to relax and take in the property’s private setting. For those needing additional space for vehicles, equipment, hobbies, or storage, the property features a 600-square-foot barn with an attached carport area, along with a 30-amp RV hookup. A massive circular driveway provides plenty of parking and easy access to the home and outbuildings. Topped with a durable metal roof and surrounded by expansive acreage, this property offers a rare opportunity to enjoy country-style living with plenty of room to spread out while still having the comfort and convenience of a beautifully updated home.

4229 Bessemer Road, Brooksville

$564,999

3 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv.

2 ACRES WITH POTENTIAL TO DIVIDE • CORNER LOT • 3-CAR GARAGE • NO HOA • NO CDD • FEMA FLOOD ZONE X • BUILT 2022 Welcome to this beautiful ranch-style modern home nestled on 2 acres in the desirable Royal Highlands area of Weeki Wachee. Built in 2022, this inviting property offers the space and privacy of country-style living while remaining convenient to shopping, dining, recreation, and Florida’s Nature Coast. Inside, the home features 3 bedrooms, 2 bathrooms, a dedicated office, and an open split-bedroom floor plan designed for comfortable everyday living. Vaulted ceilings enhance the main living area, while tile flooring extends throughout the home. The kitchen is the heart of the home, featuring quality wood cabinetry, a farmhouse sink, granite countertops, and a large center island with a waterfall edge and built-in beverage refrigerator. A separate cooktop and built-in wall oven/microwave complete the space, perfect for everyday meals or gathering with family and friends. The private primary suite offers a peaceful retreat with a tray ceiling, dual walk-in closets, and an ensuite bathroom with wood cabinetry and granite countertops. Double French doors open to the spacious 28' x 12' covered rear porch, creating a wonderful place to relax, entertain, or enjoy the enormous backyard. Provisions are already in place for a future outdoor kitchen and swimming pool, allowing the next owner to make the space their own. A generous 40' x 7' covered front porch offers yet another welcoming place to enjoy the beautiful surroundings. Don't forget the rocking chairs! Set on a corner parcel with frontage on Thrasher Avenue and Night Heron Road, the property offers plenty of room for vehicles, recreational toys, and future plans. The circular driveway connects both roads for convenient drive-through access, while an additional parking pad beside the 3-car garage provides space for a boat or RV. The rear property has been cleared for a future workshop, with a 125-amp subpanel already installed and convenient access from Night Heron Road. For additional peace of mind, the home includes a transferable 2-10 Florida Home Builders Warranty, with structural coverage through November 2032, subject to warranty terms and transfer requirements. The property is currently one 2-acre parcel and offers the potential to divide subject to Hernando County requirements and approval. Based on the proposed division, approximately 47,169 sq. ft. would front Night Heron Road and approximately 40,009 sq. ft., including the existing home, would front Thrasher Avenue. Conveniently located near US Highway 19 with easy access to shopping, dining, and Florida's Nature Coast. Spend your days kayaking the crystal-clear waters of Weeki Wachee Springs, boating and fishing along the coast, relaxing at Pine Island, or exploring Homosassa Springs, Annutteliga Hammock, and Chassahowitzka Wildlife Management Area. Your next Florida adventure can begin right outside your door. With no HOA or CDD, FEMA Flood Zone X, room to spread out, and possibilities for the future, this is more than a place to call home—it's an opportunity to live where the world comes to vacation. Schedule your private showing today and come see what makes 10361 Thrasher Avenue feel like home.

10361 Thrasher Avenue, Brooksville

$600,000

Smiths Add SubDv.

Exceptional commercial flex property now offered for sale in the heart of Brooksville. Located at 490 Smith Street, this highly versatile commercial building presents an outstanding opportunity for owner-users, investors, or businesses seeking a combination of warehouse, office, showroom, storage, and light industrial space. The property features a modernized exterior, dedicated on-site parking, roll-up door access, high-clearance ceilings, and excellent visibility from a prominent corner location. Inside, the building offers expansive open warehouse space, a large mezzanine/storage loft, and a substantial office build-out already underway, allowing the next owner to complete the space to meet their operational needs. The flexible floor plan is well suited for a wide variety of commercial uses, including contractors, construction companies, roofing businesses, HVAC and electrical contractors, distributors, service providers, light manufacturing, fabrication, warehousing, storage operations, and businesses requiring a combination of office and warehouse functionality. The building currently includes one restroom, with the opportunity for future expansion or additional improvements, subject to local permitting requirements. The unfinished office area provides the flexibility to customize the layout for administrative offices, conference rooms, customer reception, or additional workspace. Situated in a desirable commercial location with convenient access to major transportation corridors, this property offers excellent functionality, visibility, and long-term investment potential. Whether you're expanding your business, relocating operations, or adding to your commercial real estate portfolio, 490 Smith Street delivers the flexibility and infrastructure to accommodate a wide range of commercial uses. Property Highlights: Flexible warehouse, office, showroom, and light industrial building Roll-up door access High-clearance warehouse space Large mezzanine/storage loft Office build-out in progress Modernized exterior Dedicated on-site parking Prominent corner location Suitable for owner-users or investors Convenient access to major roadways and Brooksville commercial corridors Buyer and buyer's agent should independently verify zoning, permitted uses, building dimensions, square footage, utility availability, future land use, and all information deemed important to the purchase decision.

490 Smith Street, Brooksville

$599,900

3 Beds ⋅ 3 Baths ⋅ Giddens - Class 1 Sub SubDv.

Are you looking for peace and quiet but still in town? Newer manufactured home on 6.9 acres feels private, quiet but still close to shopping, restaurants, beach, medical. Walk into the formal living & dining room with stunning new laminate floors, this leads to the spacious kitchen with loads of cabinets, full appliance package, appliances are approx. two years old, double deep sink, garbage disposal. Cozy family room great for movie night, indoor laundry room is very convenient. Interior was just painted grey with Sherman Williams paint. Off the living room you have a large office/bonus room or nursery this leads to the primary bedroom that is spacious with a walk-in closet. Primary bathroom features his/her sinks/ soaking tub/ storage shelves. On the opposite side of the home two bedrooms, one was converted from two bedrooms to one huge room, hall, bath with stand up shower both bathrooms have new commodes, master has a bidet. 6.9 acres with detached garage with electric, full bath, with bidet and bedroom or office with split unit AC, garage has 3 split unit AC's. 30X30 RV pad with water & sewer, storage unit 20X20, screened porch/game room with hot tub and pool table with will convey. (4) 16X16 pens for hogs or goats. Both Wells were replaced a 1.5 hp was installed for the house for added water pressure. A water filter was added at the house well for CLR. If you want your space and privacy this, is it! Burn pit and rifle range also. No HOA, no deed restrictions, bring the RV, motorcycles, monster trucks, boats, horses, cows, chickens.............bring it all!

12091 Pinetree Lane, Brooksville

$559,000

3 Beds ⋅ 2 Baths ⋅ Ac Wth Forest/Ridge Mnr Area (Ac05) SubDv.

Escape to peaceful country living on 5 acres, surrounded by large, stately oak trees that provide natural beauty, shade, and timeless character. This charming 3-bedroom, 2-bath home features a beautiful cypress wrap-around porch that surrounds the entire house—an inviting place to enjoy morning coffee, relaxing evenings, and the tranquility of your own country retreat. Inside, you’ll find laminate flooring and crown molding throughout, adding a polished touch to the home’s comfortable and functional layout. The spacious kitchen offers plenty of room to gather, featuring 42-inch wood cabinets, Corian countertops, floor-to-ceiling cabinetry for generous storage, and ample space for a dining table. Just off the kitchen is a convenient mudroom with a utility closet, providing additional storage and everyday functionality. The kitchen opens to a spacious living room, creating a welcoming setting for relaxing and entertaining. The primary suite offers a private retreat with an ensuite bathroom featuring a walk-in shower with glass barn-style doors, granite countertops, and cabinetry. Two additional bedrooms and a second full bath provide plenty of space for family, guests, or a home office. Outside, the 5-acre property is graced with stately oak trees and plenty of room to enjoy the outdoors. The home features exterior wood window shutters that can be converted to hurricane shutters if needed. A fenced yard, carport, two storage sheds, and chicken coop add versatility for gardening, animals, hobbies, equipment, and storage. Additional highlights include a durable metal roof and owned solar panels, adding energy efficiency and long-term value. In addition, there are three solar batteries that store energy for use during power outages, providing an added layer of convenience and peace of mind when the grid goes down. Enjoy the peacefulness of country living while still being close to everything that makes Brooksville special. Explore its historic downtown and small-town charm, with quaint shops, local restaurants, and community character. Outdoor enthusiasts will appreciate being near some of Florida’s most beautiful natural attractions, including natural springs, Withlacoochee State Forest, and Weeki Wachee Springs State Park, offering opportunities for hiking, paddling, wildlife viewing, and outdoor adventures. Come experience the peaceful setting, timeless charm, and wide-open spaces for yourself—your country retreat is waiting to welcome you home.

7224 Shaw Rd., Brooksville

$550,000

Off-the-Grid Mountain Lake Retreat – 16.60 Acres, Two Cabins & Private Spring-Fed Frontage – $550,000 One-of-a-kind lakefront holding in the rolling hills of eastern Hernando County: 16.60 total acres on spring-fed Mountain Lake, including plenty of high-and-dry upland acres shaded by mature oaks — per survey, the parcel includes a substantial portion of the lake itself. Spring-fed lakes are a true rarity in Hernando County, and private frontage like this almost never comes to market. Survey on file; see attachments for boundaries and upland acreage. The property is ready to enjoy from day one. A freshly laid gravel drive carries you through the gate to two off-the-grid cabins set among the oaks, powered by a 10K-watt gas/propane generator with electricity throughout. The main cabin is outfitted for real weekends on the water: running water with on-demand hot water, shower, refrigerator, ceiling fans, and a wooden countertop bar with stools. The second cabin offers a ceiling fan, outlets, and a small sink fed by a rain-barrel collection system — water is supplied by collected rain and lake water pumped to storage. Fully self-contained, completely private. Portable sanitation on site; no septic currently installed. Spend mornings casting from your private shoreline — with room to add a dock built to your own specifications — afternoons on the kayak, and evenings around the fire under the oaks. Fully fenced and gated at the quiet end of Deepwell Drive off Spring Lake Highway: minutes to SR-50 and historic downtown Brooksville, quick access to I-75, roughly an hour to Tampa. Weekend retreat, family compound, or the setting for your custom home — the flexibility is the point. Buyer to verify utilities, zoning, and permitting with Hernando County. Spring-fed lakefront, standing improvements, new drive, and 16.60 acres of old Florida. Once-a-decade doesn't overstate it. Schedule your private walk today.

Deepwell Drive, Brooksville

Homes for Sale in Brooksville, FL Between $550,000 to $600,000

All Brooksville, FL Homes for Sale Between $550,000 to $600,000

Joseph Sullivan Real Estate

Search

Resources

About