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

4 Beds ⋅ 4 Baths ⋅ Hales Add To Brooksvl SubDv.

2025 Duplex in Prime Brooksville Location – ALREADY MAKING INCOME! STABLISHED AIR BNB! PUBLIC WATER AND SEWER. Ideal Investment Opportunity Introducing a stunning, newly constructed duplex just minutes from vibrant downtown Brooksville! Each unit features 2 spacious bedrooms and 2 full bathrooms, thoughtfully designed with premium finishes throughout, offering modern comfort and style. Whether you're looking to live in one unit and rent the other, or expand your portfolio with two high-demand rental units, this property is a rare find. The open floor plans, contemporary kitchens with upscale appliances, and premium touches throughout ensure strong tenant appeal and minimal maintenance for years to come. Located just steps from popular shops, local restaurants, and everyday conveniences, this duplex offers the perfect blend of urban accessibility and suburban charm. Brooksville's growing market and strong rental demand make this a smart, turnkey investment. Don't miss your chance to own a piece of Brooksville’s exciting growth—this duplex is ready to generate income from day one!

192-194 S Lemon Avenue, Brooksville

$599,000

3 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

NEED GARAGE SPACE??...this is the ULTIMATE PROPERTY!! HOME HAS A BRAND NEW ROOF!! Yes, it needs landscaping, the pool cleaned, and some TLC...but if you can do that...you will have the ULTIMATE PROPERTY. It has EVERYTHING!! 3 bedrooms + 2 remodeled bathrooms in the home + 3 car attached garage (23x32) + a private pool + spa + 3, yes 3, VERY LARGE DETACHED BLOCK GARAGES with tall/wide bay doors (24x60, 20x46, and 40x30) + a full bathroom in one of the garages (turn it into a full man cave) + carport (40x16) + large storage shed + all of this on 1 acre + NO FLOOD + NO HOA...so BRING ALL YOUR CARS, BOATS, CAMPERS, ATVS, bring it all!! Located near 50 and and Nightwalker/Oak Hill Hospital!! Sold As-Is Do you have a business with lots work vehicles and equipment or do you have a LOT of TOYS? This is your ultimate dream property!! Close to everything!! Shoppes, restaurants, hospitals, schools...everything!! Less than 10 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!! 15 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!!

8038 Madrid Road, Brooksville

$599,900

4 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

Some photos are virtually staged. Set on 1.63 acres in Royal Highlands, this 2020-built home offers a rare combination of space, flexibility, and a layout well suited for multigenerational living. Inside, the main living area feels open and thoughtfully designed, with high ceilings and natural light flowing throughout the space. A modern fireplace creates a stylish focal point, while the triple pocket slider opens completely to the screened lanai, seamlessly connecting indoor and outdoor living. The kitchen is both functional and inviting, featuring granite countertops, white cabinetry, stainless steel appliances, and a large island with seating. A breakfast nook and separate dining area provide flexibility for everyday living and entertaining. The split floor plan offers privacy throughout the home. The primary suite is set apart with a spacious bedroom, two walk-in closets, and a well-designed bathroom. Secondary bedrooms are comfortably sized and positioned together with a nearby full bath, while a centrally located laundry room adds convenience. A dedicated office or flex space near the front of the home provides additional versatility for changing needs. One of the property's standout features is its private secondary living space, creating a layout that lends itself well to multigenerational living while offering exceptional flexibility. Connected to the main home through a mud room with exterior access, this space also features its own private entrance and includes a living room, full kitchen, bedroom with a walk-in closet, and full bathroom. The separate yet connected design provides a unique level of privacy and independence within the overall floor plan. Outside, the screened lanai overlooks the expansive backyard, offering a peaceful place to relax and enjoy the property. Additional features include a 20x20 metal garage on a concrete slab, a 14x30 storage shed, a firepit area, and a well-built chicken enclosure already in place. The setting feels private and quiet while remaining conveniently located near shopping, dining, and everyday essentials. Weeki Wachee Springs and the river are also nearby, providing easy access to some of the area's most popular outdoor recreation. With its flexible floor plan, private secondary living space, and generous acreage, this property offers a level of versatility that is increasingly difficult to find.

11099 Yellow Hammer Road, Brooksville

$599,900

3 Beds ⋅ 2 Baths ⋅ East Brooksville SubDv.

This three owner, beautifully updated farmhouse features 3 bedrooms, 2 bathroom and an oversized den. The home sits on 2.5 acres of your own slice of paradise. Partially wooded with just the right number of plants to provide plenty of peace, quiet and privacy with a chicken coop. Enter the open concept of living room, dining room and kitchen with soaring ceilings, a wood-burning fireplace, the french doors lead to the 17x21' covered and screened lanai. The kitchen has a great view of the yard, a pass-through window to the lanai & breakfast bar. The large main bedroom suite features access to the lanai, a huge walk-in closet, dual sinks, a walk-in shower and separate water closet. There is a bedroom, full bath and hall closet storage, plus one more bedroom off the great room. The laundry room has extra storage and designer shelving. Bonus of a propane 12Kw generator means you'll always have power for the essentials: AC, well and pump, water heater, etc. The Pole Barn is 24x60 has 3 bays have concrete flooring, 2 bays have asphalt milling floor. It will accommodate most of your trailers, boats, atv's and toys and has electricity. The home also has a whole house water treatment system and a septic tank that was installed in October of 2023, A 2021 Roof & 2017 HVAC System. Close to I75, US 50, Suncoast pkwy, downtown Brooksville, shopping, hospitals, golf, hiking and biking trails of Withlacoohee Forest, Croom and good neighbor trail.

9091 Mcintyre Road, Brooksville

$579,900

3 Beds ⋅ 3 Baths ⋅ Dogwood Estate Ph I SubDv.

4.5% INTEREST WITH SELLER CONCESSIONS! Welcome to paradise. Set on a private 2.2-acre corner lot within the Brooksville Country Club, this exceptional Victorian estate blends refined elegance with modern upgrades and serene surroundings Thoughtfully maintained and beautifully enhanced, the home offers peace of mind with a whole-home generator supported by a 250-gallon tank (2022), newer AC units (2020), drain field (2021), and brand-new roof and water heater (2026). Inside, stylish flooring installed in 2020 complements a collection of updated appliances, all replaced within the last five years. Designed for both comfort and entertainment, the residence features a half court basketball court, whole-home water softener (2025), permanent outdoor smart lighting (2025), outdoor speakers, and multiple TVs that convey—including TVs in the master shower and vanity for a true spa-like retreat. Security doorbells added in 2025 enhance convenience and peace of mind. Surrounded by lush acreage and located in one of Brooksville's most sought-after communities, this luxury property offers privacy, sophistication, and effortless living—an exceptional opportunity to own a move-in-ready estate in country club setting.

23327 Eppley Drive, Brooksville

$559,900

3 Beds ⋅ 2 Baths ⋅ N/A SubDv.

One or more photo(s) has been virtually staged. Tucked away on 5 private acres and surrounded by serene, natural woods, this beautifully secluded 3-bedroom, 2-bath split-plan home with a 2-car garage and 2 year old roof, offers the perfect blend of privacy, space, and elevated Florida living. A covered front porch invites you to slow down and enjoy the peaceful surroundings, offering plenty of room for outdoor seating before stepping through the double door entry into a wide-open living and dining space where soaring vaulted ceilings and luxury vinyl flooring create an airy, expansive feel. The living room is truly captivating, featuring a full wall of sliding glass pocket doors that disappear to seamlessly blend indoor and outdoor living, framing tranquil views of the sparkling pool and lush wooded landscape beyond. The kitchen is thoughtfully designed as its own space, offering stainless steel appliances including a state-of-the-art smart refrigerator, stone countertops, a built-in pantry, and a breakfast bar, while the adjoining breakfast nook is bathed in natural light from three windows overlooking the pool and enhanced by a charming built-in display shelf. Flowing effortlessly from the nook, the family room provides a warm and inviting retreat with a tray ceiling accented by crown molding. The primary suite is a peaceful sanctuary, complete with sliding glass doors that open directly to the pool area, a built-in shelf detail, dual closets including a spacious walk-in, and an ensuite bathroom designed for relaxation with dual vanities connected by extended counter space and additional cabinetry, a raised soaking tub framed by a window, a walk-in shower with frameless glass and built-in seating, and a private water closet. The additional bedrooms offer quiet comfort with views of the expansive yard, while the second bathroom includes a tub/shower combo and a vanity with storage. The laundry room adds everyday convenience with corridor access between the garage and kitchen and includes a utility sink. Step outside to the rear covered porch where pavered flooring and high ceilings create an inviting outdoor living space, complete with an outdoor shower and opening to a screened saltwater pool with an automatic cleaner—perfect for relaxing or entertaining while enjoying the surrounding natural beauty. The property continues to impress with mature woods that provide exceptional privacy, a large storage shed, and an additional screened structure ideal for storage or even a chicken coop. Located in Brooksville, this property offers convenient access to the charm of historic downtown with its local shops, dining, and community events, as well as nearby Weeki Wachee Springs State Park where crystal-clear waters invite kayaking and exploration, and the Withlacoochee State Forest for miles of scenic trails, creating a lifestyle that feels both peaceful and beautifully connected to nature.

11459 Trail Ridge Run, Brooksville

$569,000

Halemont Add Sec 1 SubDv.

SIGNATURE REDEVELOPMENT OPPORTUNITY 2.37 Acres in Downtown Brooksville with C-2 Zoning • Community Redevelopment District A RARE DOWNTOWN ASSET WITH ENDURING VALUE Presenting a distinguished 2.37acre commercial parcel in the heart of historic downtown Brooksville--a site where visibility, connectivity, and longterm vision align. Located within the city's Community Redevelopment District, this property is positioned to benefit from ongoing public investment, aesthetic enhancements, and infrastructure improvements designed to elevate the district's commercial and cultural appeal. This is an opportunity to create a signature development that contributes to the city's evolving landscape. The CRD provides a framework for revitalization and encourages transformative projects that enhance the urban environment. Strategic initiatives include: • Architectural façade enhancement programs • Building modernization and renovation support • Site and landscape improvements • Wayfinding and directional signage • Streetscape and sidewalk enhancements • Street tree plantings and beautification • Community facilities and public parking improvements Developers gain the advantage of building within a district actively investing in its future. The property lies along the Good Neighbor Trail Gap, a key segment of the Good Neighbor Trail, completing a portion of Florida's Coast to Coast Trail through Brooksville. This unique positioning brings: • Consistent recreational and tourism activity • Enhanced visibility for hospitality, retail, and lifestyle oriented concepts • Opportunities for trail integrated commercial development The site naturally supports projects that blend commerce, community, and outdoor recreation. PROPERTY FEATURES • 2.37 acres in a premier downtown location • Zoned City C2 for broad commercial and mixed use applications • Located within the Community Redevelopment District • Positioned along the Good Neighbor Trail Gap • Frontage on Jefferson Street and Broad Street • Additional access from Ponce De Leon Blvd (US 98) via Harvard Street • Exceptional visibility along major corridors • Multiple access points for seamless circulation • Ideal for flagship redevelopment or new construction DEVELOPMENT VISION A site well suited for elevated concepts such as: • Boutique mixed use development • Upscale retail or dining destinations • Professional or medical office environments • Hospitality or trail oriented commercial ventures • Signature community focused projects • Longterm investment with strong appreciation potential Few properties combine multi-frontage exposure, district level redevelopment support, and trail connectivity in a single offering. For developers seeking a site with both immediate impact and enduring value, this parcel stands as one of downtown Brooksville's most compelling opportunities.

615 Old Hospital Drive, Brooksville

$599,900

3 Beds ⋅ 3 Baths ⋅ Woodland Waters Phase 1 SubDv.

One or more photo(s) has been virtually staged. PRICED BELOW VALUE! Welcome to your private slice of florida paradise! A 3-bedroom, 2.5-bath pool home set on 1.16 ACRES with seasonal lake views located in the highly sought after Woodland waters, just 5 minutes from the famous Weeki Wachee springs! Major updates include: NEW ROOF (2022), NEW HVAC WITH ENTIRE DUCTWORK REPLACED (2022), NEW 50-GALLON ELECTRIC WATER HEATER (2026), NEW GARAGE DOOR OPENER (2023), NEW POOL FILTER PUMP (2023), NEW DIGITAL SPRINKLER SYSTEM WITH ALL SPRINKLER HEADS REPLACED (2023), FRESHLY PAINTED DRIVEWAY AND WALKWAY (2025), FRESHLY PAINTED INTERIOR AND TRAVERTINE FLOORS INSTALLED (2018). As you arrive, you’ll immediately notice the SPACIOUS LOT and OVERSIZED DRIVEWAY, surrounded by mature trees, providing both privacy and plenty of room. Inside, the OPEN LAYOUT FLOWS EFFORTLESSLY THROUGH THE EXPANSIVE MAIN LIVING AREAS, filled with natural light and beautiful views of the backyard and pool. The kitchen and living spaces has abundant room for EVERYDAY LIVING, entertaining, or simply relaxing. The PRIMARY SUITE is a true retreat, featuring CUSTOM BUILT-IN SHELVES and a SPACIOUS WALK-IN CLOSET. Additional highlights include a SHED WITH ELECTRICITY AND WATER CONNECTIONS, perfect for a workshop, hobby space, or extra storage, and a GAZEBO ideal for outdoor relaxation or entertaining. The backyard offers a SCENIC LAKE that fills during the rainy season, creating a peaceful natural backdrop that changes with the seasons. A private well supplies water to the Sprinkler System using fresh spring water, helping SAVE YOU MONEY on irrigation costs. Step outside to enjoy FLORIDA LIVING AT ITS BEST, with PAVERS INSTALLED AROUND THE POOL (2022) enhancing the outdoor space and creating the perfect setting for gatherings, relaxing afternoons, or quiet evenings by the water. With 1.16 ACRES OF LAND, A POOL, SEASONAL LAKE VIEWS, A GAZEBO, SHED WITH UTILITIES, and thoughtful updates throughout, this property gives the perfect combination of privacy, comfort and space, all while being conveniently located near local amenities, parks, and the FAMOUS WEEKI WACHEE SPRINGS. Schedule your private showing today and experience this serene property for yourself!

11009 Woodland Waters Boulevard, Brooksville

$569,950

4 Beds ⋅ 3 Baths ⋅ Southern Hills Plantation Ph 2 SubDv.

One of the best priced homes currently on the market in Southern Hills! This 4 year old one story Craftsman style build sits on a huge 0.4 acre lot with OVER 30K OF UPGRADES! The CDD bond has been paid off on this home! You are greeted upon driving up to a fully pavered driveway and front porch, and a large 3 car garage. Natural light is abundant in this home from the minute you step through the front door. High ceilings make this home feel spacious and airy. This completely open floorplan has the living room, kitchen, and dining room all tied cohesively in the center of the home - perfect for entertaining! This elegant kitchen includes Quartz countertops, stainless steel appliances, a built-in oven, an oversized island with plenty of seating, and a built-in pantry. The primary suite includes a large en suite bathroom featuring a seamless entry shower, double vanities, a soaking tub, and 2 huge walk-in closets. All of the bedrooms and bathrooms are on completely different corners of the house for ultimate privacy. This beautiful build includes 2 outdoor covered patios, one of which is screened with stackable sliding glass doors, and pre-plumbed for an outdoor kitchen! This oversized fully fenced backyard offers privacy and plenty of space to expand the patios or add a pool! Additional upgrades in this home include: plantation shutters, tankless water heater, irrigation in both the front and back yards, tray ceilings in the living room and primary bedroom, in-wall pest control system, and gutters all the way around with a leaf prevention screen. The spacious 3 car garage is perfect for multiple cars and a golf cart, and features additional storage inside as well. Not only is Southern Hills home to one of the most prestigious golf courses in Florida, it also features some incredible amenities including a resort style pool, Har-Tru tennis courts, pickleball 2 restaurants, multiple bars including a pool bar, a driving range, gym, a 24/7 security gate, and more! Easy access to the Veterans Expressway, I-75, Major hospitals, and just 45 minutes to Tampa International Airport.

4698 Hickory Oak Drive, Brooksville

$575,695

4 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

Under Construction. This beautifully designed four-bedroom, three-bathroom home offers a spacious and functional layout with upscale finishes throughout, including a private study located just off the primary suite—ideal for a home office or quiet retreat. The gourmet kitchen is a standout, featuring 42" upper cabinets, an upgraded cooktop with a chimney-style hood, a built-in oven and microwave convection wall unit, and upgraded quartz countertops throughout the home. The open-concept design flows seamlessly into the great room, making it perfect for both everyday living and entertaining. Laminate flooring enhances the main living areas as well as the primary bedroom, combining style with durability. Architectural details include an impressive triple tray ceiling in the grand foyer and a tray ceiling in the great room, adding depth and elegance. This home is designed with energy-efficient features to help reduce monthly utility costs, providing year-round comfort and peace of mind. Located in Royal Highlands in Weeki Wachee, this property offers added value with NO HOA and NO CDD fees. Thoughtfully crafted, this home blends modern design, functionality, and efficiency.

8283 Nittany Road, Brooksville

$550,000

7 Beds ⋅ 5 Baths ⋅ N/A SubDv.

Virtually Staged. Rare Income-Producing Opportunity: Fully renovated 5-acre multi-family compound in Brooksville, Hernando County, featuring three separate residences plus detached garage/workshop on agriculturally zoned, fully fenced land with NO HOA and NO CDD fees. This turnkey investment property offers immediate rental income potential, multi-generational living flexibility, or agricultural business operations with multiple revenue streams. Zoning: Agricultural (AG)—buyer to verify —allows residential use, livestock, farming, nursery operations, equestrian activities, RV/equipment storage, and home-based businesses, subject to county permits. Property includes 4 structures with individual utilities: (1) Block-constructed 1-bedroom/1-bathroom home (approx. 580sqft) with bonus flex room, completely rewired electrical system(2025), updated kitchen and bathroom, new roof October 2025, central AC, individual electric meter, separate septic system, own postal address, and exterior water/electrical hookups; (2) Renovated 3-bedroom/2-bathroom double-wide mobile home (1973) with complete interior updates, modern kitchen and bathrooms, luxury vinyl flooring, central AC, individual electric meter, separate septic, own postal address, aluminum roof (1999), washer and dryer, and exterior utilities; (3) Second renovated 3-bedroom/2-bathroom double-wide mobile home (1972) with complete electrical system replacement (2025), full interior updates, kitchen, bathrooms, contemporary ceramic tile flooring, central AC, individual electric meter, separate septic system, own postal address, Aluminum Roof (1999), washer and dryer and exterior water/electrical access; (4) Block-constructed detached garage with finished interior, utility sink, electricity, water hookup, new roof October 2025, suitable for studio, workshop, or additional storage/rental income. Each residence has its own postal address, enabling separate rental agreements. The completely fenced 5-acre parcel includes substantial cleared usable land ideal for small livestock, gardens, workshops, equipment parking, RV/boat storage, or future agricultural expansion. Infrastructure highlights: Private well system serving all structures, separate septic tanks, individual electric meters for each living unit allowing tenant-paid utilities, exterior hose bibs and 110V electrical outlets on all structures, central AC systems in all three homes, and ample parking throughout. The fully fenced acreage offers cleared land perfect for vegetable gardens, farming, chicken coops, goat/sheep enclosures, horse paddocks, greenhouse operations, or nursery business—all subject to Hernando County zoning regulations and permits. Income potential: Three rentable residences with separate addresses and utilities create immediate cash flow, while garage/workshop adds rental or business value. Prime Brooksville location with convenient access to US-19, Cortez Boulevard (SR-50), Weeki Wachee Springs State Park, Brooksville downtown, shopping (Walmart, Publix), dining, Oak Hill Hospital, and essential services—perfect balance of rural privacy with urban convenience. This turnkey agricultural compound with NO HOA/NO CDD provides unlimited flexibility for investors, multi-generational families, agricultural entrepreneurs, or income property seekers in Florida's Nature Coast. Showings strongly recommended to appreciate the extensive renovations, income-producing layout, and versatility this rare 5-acre property offers.

15217 Bailey Hill Road, Brooksville

$550,000

Rare 5.1-acre fenced parcel with Public Utilities and Electricity available, located directly on Cortez Blvd (SR-50) in Brooksville and Not in a Flood Zone. Zoned AG, this property allows a Single-family, Mobile, Modular, or Manufactured home, plus accessory structures such as barns, workshops, garages, and equipment storage buildings (per county setbacks). Horses, livestock, crops, and agricultural use are permitted, making it ideal for a private residence, a Hobby Farm, an Equestrian property, or an Income-producing Agricultural venture. No HOA or CDD, giving you full control of the land for your plans and long-term goals. Prime location with excellent exposure on a major corridor near I-75, US-301, and the Suncoast Parkway, offering strong potential for future appreciation or development. Centrally located just 45 minutes to Tampa, 1 hour to Orlando, and 1 hour to Ocala. Financing available with as little as 20% down for qualified buyers.

27360 Cortez Boulevard, 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

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