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Single Family Homes for Sale in Brooksville, FL

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Welcome to your dedicated resource for single family homes for sale 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 single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Brooksville, FL

4 Beds ⋅ 3 Baths ⋅ Winding Oaks Phase 1 SubDv.

WINDING OAKS, BRAND NEW SUBDIVISION 4/3/2 2,200 sqft HOA Community Home Features: 5' tile shower in master bath, tile all areas except bedrooms, Granite countertops, Stainless Steel (Microwave, Stove, Dishwasher) Estimates Completion: READY NOW HOA Community includes community pool, Tetherball court, Pickleball court, Dog park, and playground. Low monthly HOA, No CDD. Ask about our monthly promotions. THIS HOME QUALIFIES FOR A LOW INTEREST RATE BUYDOWN WHEN BUYER CLOSES WITH A SELLER APPROVED LENDER AND SIGNS A CONTRACT BY 5PM ON 9/20/2026. Builder helps with closing costs when buyer pays cash or closes with seller approved lender. Prices/promotions are subject to change without notice.

11612 Grace Road, Brooksville

4 Beds ⋅ 2 Baths ⋅ Winding Oaks Phase 1 SubDv.

4/2/2 2020 sqft Features Include: Craftsman Elevation, 14' x 10' trussed covered porch, 5' shower ILO tub shower unit in master bath, Granite countertops, Tile all areas except bedrooms, Rear door mini blinds, Stainless steel upgrade (microwave, stove, dishwasher) Upgraded cabinets with pulls, Irrigation system. Estimated Completion: READY NOW! THIS HOME QUALIFIES FOR A LOW INTEREST RATE BUYDOWN WHEN BUYER CLOSES WITH A SELLER APPROVED LENDER AND SIGNS A CONTRACT BY 5PM ON 9/20/2026. Builder helps with closing costs when buyer pays cash or closes with seller approved lender. Prices/promotions are subject to change without notice.

11594 Grace Road, Brooksville

4 Beds ⋅ 2 Baths ⋅ Winding Oaks Phase 1 SubDv.

WINDING OAKS, BRAND NEW SUBDIVISION 4/2/2 1820 sqft HOA Community Home Features: Craftsman Elevation, 5' tile shower in master bath, tile all areas except bedrooms, Granite countertops, Stainless Steel (Microwave, Stove, Dishwasher) Estimates Completion: READY NOW! THIS HOME QUALIFIES FOR A LOW INTEREST RATE BUYDOWN WHEN BUYER CLOSES WITH A SELLER APPROVED LENDER AND SIGNS A CONTRACT BY 5PM ON 9/20/2026. Builder helps with closing costs when buyer pays cash or closes with seller approved lender. Prices/promotions are subject to change without notice.

11584 Grace Road, Brooksville

4 Beds ⋅ 2 Baths ⋅ Winding Oaks Phase 1 SubDv.

Under Construction. WINDING OAKS, BRAND NEW SUBDIVISION 3/2/2 1720 sqft HOA Community Home Features: Craftsman Elevation, 5' tile shower in master bath, tile all areas except bedrooms, Granite countertops, Stainless Steel (Microwave, Stove, Dishwasher) Estimates Completion: Sept '26. THIS HOME QUALIFIES FOR A LOW INTEREST RATE BUYDOWN WHEN BUYER CLOSES WITH A SELLER APPROVED LENDER AND SIGNS A CONTRACT BY 5PM ON 9/20/2026. Builder helps with closing costs when buyer pays cash or closes with seller approved lender. Prices/promotions are subject to change without notice.

11619 Grace Road, Brooksville

4 Beds ⋅ 2 Baths ⋅ Winding Oaks Phase 1 SubDv.

Under Construction. WINDING OAKS, BRAND NEW SUBDIVISION 4/2/2 1635 sqft HOA Community Home Features: Craftsman Elevation, 5' tile shower in master bath, tile all areas except bedrooms, Granite countertops, Stainless Steel (Microwave, Stove, Dishwasher) Estimates Completion: Sept '26. THIS HOME QUALIFIES FOR A LOW INTEREST RATE BUYDOWN WHEN BUYER CLOSES WITH A SELLER APPROVED LENDER AND SIGNS A CONTRACT BY 5PM ON 9/20/2026. Builder helps with closing costs when buyer pays cash or closes with seller approved lender. Prices/promotions are subject to change without notice.

11611 Grace Road, Brooksville

4 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

Check out this like-new, one-owner 2,466 sq. ft. pool home! Featuring 4 bedrooms, 3 bathrooms, a versatile flex space with a 3 Car garage! Perfectly situated on a beautiful 0.80-acre corner lot in the desirable Royal Highlands. Built in 2020, Why build new and add a POOL when this property is truly turnkey and ready for its next owner today! Upon entering the Inside, the home offers a bright and comfortable layout with carpeted flooring in the living room, dining room, and bedrooms, complemented by tile in the entry, kitchen, laundry room, and all bathrooms. The kitchen is a standout with granite countertops, Samsung stainless steel appliances, a large center island, and excellent workspace for cooking and entertaining. The spacious primary suite features tray ceilings with crown molding, a walk-in closet plus a secondary closet, and a spacious ensuite bathroom complete with a walk-in shower and soaking tub. Crown molding continues throughout the living, kitchen, and dining areas, adding a refined touch. Bedroom two includes its own private bathroom, making it ideal for next-gen living, long-term guests, or anyone seeking additional privacy! The outdoor space is where this home truly shines! Enjoy a gorgeous 14' x 28' inground saltwater pool with an expansive 23' x 23' deck, perfect for gatherings and year round fun! A covered 18' x 10' back porch offers a shaded retreat overlooking the serene property. Beyond the pool area, a concrete walkway leads to a custom inground fire pit with a 20-ft wide concrete pad, creating the perfect setting for cozy winter nights or entertaining under the stars. The oversized corner lot provides exceptional privacy with mature trees surrounding the property and no build behind you. A dry drainage area adds additional separation from rear neighbors, enhancing the peaceful, rural feel. Enjoy the freedom of NO HOA, NO deed restrictions, and NO flood zone—live the Royal Highlands lifestyle your way! Additional features include an irrigation system, termite prevention, and a brand-new septic system installed in August 2026! Located just minutes from the Weeki Wachee River, Hernando Beach public boat ramp, Homosassa Springs, and the Hernando County Sportsman Club, this home offers the perfect blend of country living with convenient access to local amenities, dining, shopping and entertainment! This property is truly worth seeing, Schedule your private showing today and discover all this beautiful home has to offer!

15488 Scolder Loop, Brooksville

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

Some homes simply look good; others make you wonder why every home isn't built this way. Tucked against a beautiful conservation setting in the Manors section of Southern Hills Plantation Club, this 2-bedroom, 2.5-bath residence pairs refined living with something remarkable: energy independence. A solar package of panels and battery backup powers the home, including A/C, washer/dryer, induction stove, owner’s electric vehicle and golf cart.This is savings you appreciate every time the electric bill arrives with verified 0 kwh monthly billing since activated. Inside, the home has been elevated with upgrades throughout, creating a polished, comfortable atmosphere without sacrificing the ease of everyday living. The generous primary suite is a true retreat, with a spacious bedroom and beautifully finished bath. A second bedroom, additional full bath, and convenient half bath provide plenty of flexibility for guests. A dedicated flex space gives you plenty of options. Beyond the walls, the conservation setting creates a sense of privacy and connection to nature that is increasingly difficult to find. There is no backyard neighbor competing for your view, just a natural landscape that changes with the seasons and gives this home an exceptionally peaceful setting. This is more than a pretty home. It is a thoughtfully upgraded home designed for the way we live now; comfortable, efficient, and environmentally conscious. Southern Hills is conveniently located just outside of Tampa and includes resort style amenities, a championship 18 hole Pete Dye Golf course, restaurants and more. Call today to schedule a showing and start living the Southern Hills lifestyle!

5043 Southern Valley Loop, Brooksville

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

Wake up to golf course views every single morning. This one sits right on the second green in the gated community of Hernando Oaks, and once you walk through the double glass entry doors, you'll understand why homes like this don't come around often. Four bedrooms, three bathrooms, a three car garage, and a layout that actually makes sense for real life. The triple split floor plan gives everyone their own space, which means no one is tripping over each other in the morning. Polished 32x32 porcelain tile runs through the whole home for that clean, no-carpet-in-sight feel buyers are always asking me for. The kitchen has been freshly updated with painted cabinetry, a tiled backsplash, and stainless steel appliances, and it opens right up to a family room with a built in fireplace and sliders that lead straight out to the lanai. That's where you'll want your coffee. Screened, covered, and looking out over the fairway and the third tee, it's the kind of spot that makes you actually want to sit outside. The primary suite is tucked on its own side of the home with two closets and a spa style bath, garden tub, walk in shower, dual sinks, all of it. Bedrooms two and three share a remodeled hall bath near the kitchen, and bedroom four sits at the back with its own remodeled full bath that opens straight to the yard. If a future pool is on your wish list, that setup is already working in your favor. And here's the part that matters just as much as the pretty stuff. This home has been taken care of. New roof in 2023. New HVAC system in 2023. Fresh interior paint, new dishwasher, new light fixtures and ceiling fans, all done in 2023. In 2024, the garage got a new opener, new seals and rollers, and added insulation, plus a smart lock and rear gutters. In 2025, they added a reverse osmosis drinking water system and a new hot water heater. There's also a Rachio smart irrigation system and whole home network wiring already in place. This isn't a house where you move in and start a to-do list. It's already done. Hernando Oaks itself is an eighteen hole, par seventy two golf community, and you're still minutes from everyday errands with easy access to the major roads that make commuting simple. Homes on the second green with this kind of finish don't sit long. If this sounds like it could be your next home, let's get you in to see it in person.

4455 Gevalia Drive, Brooksville

3 Beds ⋅ 1 Baths ⋅ Masaryktown SubDv.

Welcome to this charming and versatile Brooksville property, where residential comfort meets rare mixed-use potential. This inviting 3-bedroom, 1-bath home features a bright, functional layout with abundant natural light. Many appliances have been updated, and the roof was replaced in 2023, providing added value and peace of mind. The spacious yard offers room for outdoor entertaining, gardening, pets, additional parking, or future expansion. The parcel is zoned PDP (OP) Office Professional with approved C-1 uses, offering flexibility for professional offices, day care or preschool facilities, places of public assembly, charitable organizations, and other permitted uses. The property may also allow one single-family residence in conjunction with an on-site business. Additional approved uses may include a restaurant, retail food store, delicatessen, or bank without a drive-through. Conveniently located near major roadways, shopping, dining, and parks, this property is an excellent opportunity for residential living, a live-work arrangement, rental income, or long-term investment. Schedule your private showing today and explore the possibilities!

1014 Roosevelt Avenue, Brooksville

1 Beds ⋅ 1 Baths ⋅ Tucker Hills SubDv.

Bring the cars, trucks, toys, tools, and projects—this 2.20-acre Brooksville property offers an impressive combination of garage space, workshop potential, acreage, and privacy. Surrounded by mature trees, the property provides a tucked-away setting with plenty of room to spread out. The home offers 930 square feet of heated living space with an open floor plan, fireplace, ceiling fans, and a combination of tile and carpet flooring. The kitchen features white cabinetry, generous counter space, and appliances including a range, refrigerator, microwave, and dishwasher. The property is serviced by a private well and septic system. The real showstopper is the garage and workshop space. The home features a 2-car attached garage with plenty of additional room for a workshop, plus a detached 30' x 30' metal building with parking for two additional vehicles and additional workshop space. Whether you need space for automotive projects, recreational equipment, lawn equipment, tools, storage, or hobbies, having two separate garage/workshop areas provides tremendous flexibility. Additional storage structures are also located on the property. Outside, the wooded 2.20-acre parcel is AG zoned and zoned for horses, providing even more possibilities for how the property can be used. The property also features an in-ground pool that is currently not operational and will require repair, giving the next owner an opportunity to restore and reimagine the outdoor area. This property does need repairs and updating, and the HVAC system is currently not operational. For a buyer willing to take on the work, however, the combination of acreage, two separate garages, substantial workshop space, multiple storage areas, an existing pool, and a wooded setting creates an opportunity that would be difficult to duplicate.

16205 Perimeter Drive, Brooksville

3 Beds ⋅ 1 Baths ⋅ Damac Estates SubDv.

Welcome to this well-maintained 3-bedroom, 1-bath block home on a generous 0.19-acre lot in Brooksville's Damac Estates. With a new roof (2024) already taken care of, this home offers peace of mind for years to come. The screened porch is a great spot to relax, and the fully fenced backyard gives you privacy plus plenty of room to garden, entertain, or let the pets roam. Inside you'll find durable terrazzo flooring throughout the main living spaces, ceiling fans in every room, and a functional layout that includes a bonus office/flex space — perfect for a home office, nursery, or extra storage. The kitchen comes equipped with a dishwasher, range, microwave, and refrigerator. Sitting on a driveway (no garage) with public water and sewer, this home is move-in ready and priced to sell. Whether you're a first-time buyer looking to plant roots or an investor/handy homeowner ready to make it your own, this property offers a fantastic opportunity in a convenient Brooksville location

21385 Lehouier Drive, Brooksville

4 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv.

Pre-Construction. To be built. Build your dream home on this beautiful homesite in the growing Hill N Dale Community of Brooksville. This build-to-own opportunity allows you to secure a brand-new home that comes with the lot and will be designed for modern living while giving you the opportunity to participate in the construction process. This home will feature 3 bedrooms and 2 bathrooms and will also include a dedicated office/den or bonus room. The thoughtfully designed floor plan offers an open-concept layout with a spacious living area, modern kitchen and dining space. The home will include brand-new stainless steel appliances, quality construction and energy-efficient features. No HOA and No CDD. Conveniently located near I-75 and Suncoast.

26484 Mary Avenue, Brooksville

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