Single Family Homes for Sale in Brooksville, FL

Welcome to this updated home in the heart of Masaryktown, a peaceful community in southern Hernando County known for its small-town charm and relaxed country feel. Conveniently located near US-41 with easy access to I-75 and the Suncoast Parkway, Tampa International Airport is approximately 40 minutes south, while Ocala is about 40 minutes north. Situated on a spacious fenced corner lot beneath a stunning grandfather oak, this property offers comfort, character, and plenty of outdoor space to enjoy. Ample porches provide great spots to relax, while the detached storage building adds extra flexibility for a workshop, hobbies, or storage. Inside, this three bedroom, two bathroom home features just over 1,700 sq. ft. of living space and approximately 2,100 sq. ft. total under roof. The open living areas create an easy flow for everyday living and entertaining. The primary suite includes a private deck and remodeled bathroom, while the additional bedrooms offer flexible space for guests, family, or a home office. Recent improvements include updated electrical and plumbing systems, a new roof, newer HVAC system, remodeled bathrooms, interior and exterior paint, siding improvements, kitchen updates, new appliances, and many additional interior upgrades. Enjoy peaceful Florida living with modern updates, beautiful oak trees, and convenient access to both Tampa and Ocala in one of Hernando County’s quietly treasured communities.

16119 Wilson Boulevard, Brooksville

$299,900

4 Beds ⋅ 2 Baths

Welcome to a rare opportunity to own 2 homes in the heart of historic Brooksville! This unique 2-acre property features two separate homes — offering endless possibilities for restoration, investment, or multi-generational living. The main home at 515 Stafford Ave is a historic 1916 residence full of character, featuring 3 bedrooms, 1 bath, a fireplace, and a carport. While it’s in need of a full renovation, the potential to bring this timeless beauty back to life is unmatched. The second home at 505 Stafford Ave is a charming 1-bedroom, 1-bath cottage, fully updated and has potential to be used as a vacation/airbnb rental. Updates include roof (2017), electrical upgrades (2016), and luxury vinyl tile throughout, offering modern comfort with a cozy aesthetic. The property also includes a current survey and can be subdivided, adding flexibility for future development or investment. Enjoy peaceful surroundings, mature trees, and a location just minutes from downtown Brooksville’s shops, dining, and local charm.

515 Stafford Avenue, Brooksville

$170,000

3 Beds ⋅ 1 Baths ⋅ Damac Estates SubDv.

PRICED BELOW APPRAISED VALUE!!! INVESTOR SPECIAL!! (One or more photos are virtually staged.) Whether you're searching for the perfect starter home, a downsizing opportunity, or a great investment property, this charming move-in-ready home checks all the boxes! Conveniently located just outside the city limits of Brooksville, you'll enjoy easy access to schools, shopping, dining, and everyday conveniences. This well-maintained 3-bedroom, 1-bath concrete block home has been thoughtfully updated, offering peace of mind for years to come. Recent improvements include a new roof, new HVAC system with whole-home surge protector, and updated electrical panel (ALL IN 2025), The interior and exterior have fresh paint, while the newly remodeled bathroom includes updated plumbing. Double-pane windows throughout provide improved energy efficiency and lower monthly electric bills. Step outside to enjoy the cozy, fully fenced backyard featuring vinyl privacy & wood fencing + a storage shed, creating the perfect space for pets, gardening, entertaining, or simply relaxing outdoors. With major updates already completed and a convenient location close to everything Brooksville has to offer, this home is ready for its next owner. Schedule your private showing today!

10450 Eastside Avenue, Brooksville

$209,000

1 Beds ⋅ 1 Baths ⋅ N/A SubDv.

PRICE REDUCTION Bring your highest and best***motivated seller*** This rare opportunity tucked away on 3.4 ACRES, is ready for someone to make it a dream homesite. The house is in need of major renovations, but the property is full of grandfather oaks and within a stones throw of everything! Get your hands dirty and bring it back to life or build your dream home! The possibilities are endless! Located on a beautiful, quiet, tree-lined street, close to numerous amenities including downtown historic Brooksville, a plethora of restaurants and dining options, shopping, Suncoast Parkway (Tampa, St Pete), beaches, recreation, county parks and great schools. Fenced in backyard. No HOA and X Flood Zone

19199 Fort Dade Avenue, Brooksville

$319,900

4 Beds ⋅ 2 Baths ⋅ Trillium Village C Ph 2a SubDv.

Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought after Trillium community! Proudly owned by its original owner, this move in ready residence showcases pride of ownership throughout. Step inside to an open and spacious floor plan featuring hardwood flooring, fresh paint, and a massive kitchen with abundant cabinetry, generous counter space, and plenty of room for entertaining. The oversized primary suite offers a private retreat complete with a large walk-in closet and an expansive en suite bathroom. Enjoy Florida living year round from the screened and enclosed patio overlooking the beautiful backyard, perfect for relaxing, entertaining, or enjoying your morning coffee. Additional highlights include an updated garage, spacious secondary bedrooms, and a functional layout designed for both comfort and convenience. Residents of Trillium enjoy outstanding community amenities including a resort style swimming pool, clubhouse, playground, and sidewalks throughout the neighborhood. Best of all, this home is within walking distance of the community's resort style pool, clubhouse, and recreation area, allowing you to enjoy the amenities without having to drive through the neighborhood. Ideally located near top rated schools, shopping, restaurants, hospitals, and everyday conveniences, with quick access to the Suncoast Parkway for an easy commute to Tampa and surrounding areas. This exceptional home combines space, location, and lifestyle in one of Spring Hill's most desirable communities. Schedule your private showing today and discover why so many buyers love calling Trillium home.

799 Alpine Thistle Drive, Brooksville

$774,900

4 Beds ⋅ 3 Baths ⋅ Southern Hills Plantation Ph2 SubDv.

Under Construction. Front porch opens into an extended entryway with tray ceilings. French doors enclose the home office off the main hallway. Entering the kitchen you are greeted by an island with built-in seating, a walk-in pantry, and access to the laundry room. The dining area connects to the family room which features a wall of windows and access to the covered lanai. A bonus flex room is off the main living space. The primary bedroom is features a wall of windows. French doors lead into the primary bathroom which boasts dual vanities, garden tub, glass enclosed shower, and two walk-in closets. The secondary bedrooms each feature a walk-in closet and share a Hollywood bathroom. The mechanical room is located off the hallway that features the drop zone. Completing the space is a private guest suite off of the family room that features a full bathroom and walk-in closet. Three-car split garage.

4563 Southern Valley Loop, Brooksville

$339,900

3 Beds ⋅ 2 Baths ⋅ Trillium Village A SubDv.

Welcome to the highly sought-after Trillium Community! This spacious 3-bedroom, 2-bath, 2-car garage home offers 1,814 square feet of comfortable living space with thoughtful updates throughout, including a new roof (2025), HVAC system (2024), and water heater (2023). Inside, you’ll find soaring ceilings and an open-concept layout designed for everyday living and entertaining. The spacious kitchen overlooks the family room and features sliding glass doors leading to a covered lanai and fully vinyl-fenced backyard, providing added privacy and outdoor enjoyment. The primary suite includes a walk-in closet and en-suite bath with dual vanities, a garden tub, separate shower, and private water closet. Ceramic tile flooring accents the entryway, kitchen, bathrooms, and laundry room, while the living areas and bedrooms offer cozy carpeting. Residents enjoy access to resort-style community amenities including a pool with cabanas and a playground. Conveniently located near shopping, dining, and everyday conveniences, this home also benefits from low monthly HOA fees and no CDD fees.

409 Sea Holly Drive, Brooksville

$234,900

2 Beds ⋅ 2 Baths ⋅ Heather The SubDv.

WOW...SELLER NOW OFFERING 5,000 IN A BUYERS CREDIT AT CLOSING. USE IT TOWARDS BUYING DOWN YOUR RATE. THIS IS HUGH! A NEW 2026 SHINGLE ROOF INSTALLED BEGINNING SEPTEMBER 2026 ! IT HAS A 10 YEAR TRANSFERABLE WARRANTY. COME SEE this charming 2 Bedroom 2 Bath 2 Car Garage home sitting on .30 acres on a Corner Lot in The Heather Golfing Community. Fresh Interior Paint. Brand New Carpet throughout except in wet areas. Those areas have nice larger block tile. Home features an Entry Living and Dining Room combo. The Eat in Kitchen with Pantry and Breakfast Bar open up to a Spacious Family Room. The screened in covered Lanai is additional Living space and Great for Entertaining or sitting out relaxing with a good book or your favorite beverage. Most windows are appointed with new Faux Blinds. Garage ceiling has been newly finished and BRAND NEW HURRICANE proof 2 CAR GARAGE DOOR WAS ADDED JULY 2026! Hot water heater 2023. Come make this Home Your Own with your Finishing Touches. Close to the Famous Weeki Wachee State Park to see the Mermaids swim or kayak the spring fed river. Nearby restaurants, groceries, hospitals, shopping and schools. About 75 miles to Disney and Universal and 90 minutes to the Famous Clearwater Beach. Our Local Pine Island Beach is approximately a 15-minute drive away. Contact me today for your private Showing! More photos coming tomorrow!

9022 Lingrove Road, Brooksville

$389,900

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

Welcome to this stunning custom Addison Cabana home located in the highly sought-after gated community of GlenLakes in Weeki Wachee! Tucked away on a quiet cul-de-sac and backing to a peaceful nature preserve, this beautifully maintained 3-bedroom, 3-bathroom home offers 1,732 living sq ft of comfort, privacy, and resort-style living. Step inside to an inviting open-concept floor plan featuring luxury vinyl flooring, fresh interior paint, and abundant natural light throughout. The spacious primary suite offers two walk-in closets and a beautifully updated en-suite bathroom complete with a garden tub, stand-up tile shower, and dual granite vanities. Both the primary suite and bathroom provide direct access to the Florida room and private courtyard. The second bedroom functions perfectly as a guest suite with its own private entrance from the courtyard and a full en-suite bath featuring granite countertops and a stand-up tile shower. The third bedroom is situated on the opposite side of the home for added privacy and is conveniently located near the third full bathroom. Additional highlights include a 2-car garage, inside laundry room, tile roof, seamless aluminum gutters installed in 2020, and beautifully landscaped grounds. Home has a repaired sinkhole with all documentation on file. Enjoy maintenance-free living with HOA fees that include privately maintained roads, high-speed internet, cable, lawn maintenance, irrigation, fertilization, roof cleaning escrow, and exterior painting escrow. GlenLakes offers a 24/7 guarded gate, optional golf membership, and mandatory social membership with access to the clubhouse, restaurant, fitness center, and numerous social activities and clubs. Experience Florida living at its finest in one of Hernando County’s premier communities!

8910 Jericho Road, Brooksville

$380,000

4 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv.

NOW WITH A BRAND NEW ABOVE GROUND POOL! Photos coming soon. A Royal Highlands GEM! Sitting on a spacious half acre lot in a highly desired area, this home makes the perfect fit for settling down and having privacy. No neighbors on top of you, no strict HOA, just peace and quiet while being centrally located near everything you’ll need. Built in 2024, every big ticket item is just two years old. Why wait for new construction when you can move right into a home that feels new? As soon as you walk through the door, you’ll notice the open floorplan, with brand new LVP flooring installed just weeks ago adding a fresh, modern look and feel. Your open kitchen feeds right into the living and dining areas, perfect for effortless entertaining and hosting. This home features 4 bedrooms and 2 bathrooms, perfect for growing families, a guest room or a spacious home office. Step outside and you’ll quickly see why the backyard is the crown jewel of this property. The expansive half acre lot provides endless possibilities. The solar powered pond adds a peaceful touch, plus more than enough room to add a pool, outdoor kitchen, or play area. Whether you’re hosting summer gatherings or simply letting your furry friends run free, this backyard is perfect. With the great location, newer construction and size of this property, you won’t want to miss it. Only a quick drive to shops, schools, dining, and just about an hour drive from top rated beaches, this home has all the makings of your forever home. Call today to make it yours!

18336 Macek Road, Brooksville

$349,900

4 Beds ⋅ 3 Baths ⋅ Waterford Ph 1 SubDv.

Located in the beautiful Waterford community, this nearly new 4-bedroom, 2.5 bath home built by D.R. Horton offer 2,057 square feet of modern living space with stacked stone front pillars and was completed in 2023. Lightly lived in and exceptionally maintained, this smart home features quartz countertops (upgrade), stainless steel appliances, an open-concept layout, and stylish finishes throughout. This spacious kitchen includes a large center island with seating and flows seamlessly into the dining and living areas, creating an ideal space for entertaining and everyday living. The fans throughout the home are all upgraded. Garage has automatic door opener (upgrade) and exterior lighting is also an upgrade from standard building provision. All hardware in kitchen was also upgraded. The private primary suite features an ensuite bath with dual vanities, garden tub, walk-in shower, private water closet, and oversized walk-in closet. Built with block construction and stucco exterior, the home also includes in wall pest control protections for added convenience. Step outside to the covered rear patio, perfect for morning coffee or relaxing evenings and there are no backyard neighbors. There is space to kick soccer balls, play baseball and even have parties. The homes shingles were upgraded for a longer roof life. For additional privacy fences are allowed. A 2-car garage provides ample parking and storage space. With limited 4 bedroom homes available in the community, this property stands out as an exceptional opportunity in the Waterford's original phase. Community amenities include a dog park, large swimming pool, club house an playground. There are community mailboxes which is where the bus stops to pick up kids for school. Leasing is permitted, making this property attractive for both homeowners and investors alike. Schedule your showing today and experience the lifestyle Waterford has to offer.

11370 Timber Grove Lane, Brooksville

$419,900

4 Beds ⋅ 3 Baths ⋅ Masaryktown SubDv.

Step into this stunning Contemporary New Construction Home featuring 4 spacious bedrooms and 3 beautifully designed bathrooms, including a luxurious primary suite and a private secondary suite perfect for guests or multigenerational living. Designed with an open-concept layout, this home is filled with abundant natural lighting through oversized windows that create a bright and airy atmosphere throughout. The elegant interior showcases beautiful chandeliers, modern light fixtures, all-wood cabinetry, and premium quartz stone countertops that elevate every space with contemporary sophistication. The expansive chef's kitchen offers generous cabinetry, a large island, and seamless flow into the living and dining areas, while an additional kitchenette provides extra convenience for entertaining or extended family living. Retreat to the luxurious primary bathroom featuring a massive walk-in shower and designer finishes. Every bathroom is enhanced with sleek modern contemporary tile selections that add style and elegance throughout the home. Situated on a spacious lot in a great neighborhood, this property offers the perfect combination of luxury, comfort, and functionality with modern architecture, bright open spaces, and upscale finishes designed for today's lifestyle.

1064 Monroe Avenue, Brooksville

Single Family Homes for Sale in Brooksville, FL

All Single Family Homes for Sale in Brooksville, FL

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