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Browse All Properties for Sale with PrimaryBedroom Upstairs

$318,900
4 Beds ⋅ 4 Baths ⋅ Silver Ridge SubDv. ⋅ 34604 Zip Code
Nestled in the desirable Silver Ridge community, this beautifully updated two-story home offers 4 bedrooms, 2.5 baths, and plenty of space for comfortable living and entertaining. Freshly painted both inside and out with brand-new carpeting throughout, this move-in-ready home features a spacious living and dining room combination, a cozy family room, and a convenient half bath on the first floor. The kitchen is a chef's delight with abundant cabinetry, Corian countertops, a center island, large pantry, and stainless steel appliances. Sliding glass doors lead to a covered patio overlooking the vinly privacy fenced in backyard complete with a fire pit and an oversized deck--perfect for outdoor dining, entertaining, or simply relaxing. Upstairs, the spacious primary suite features laminate flooring, a very large walk-in closet, and an en-suite bath with a garden tub, brand-new dual-sink vanity, and separate walk-in shower. There are three additional generously sized bedrooms with new carpet, and large closets. The guest bath has a tub/shower combination, and an upstairs laundry room add to the home's functionality. This Gorgeous Home is Conveniently located just minutes from the Suncoast Parkway, shopping, dining, schools, hospitals, and medical facilities. Priced to sell at only $318,900. Schedule your private showing today! Enjoy the convenience of having everything you need just minutes away while still experiencing the peaceful, quiet charm of a true neighborhood community.

15160 Durango Circle, Brooksville
$485,000
5 Beds ⋅ 3 Baths ⋅ Woodland Valley SubDv. ⋅ 34602 Zip Code
High upon the hill, Crafted and cared for through the years with amazing stewardship sits a home perfectly ready for only its second owner. If you're looking for a home with storage, capabilities to easily work from home, live with in-laws, or disaster readiness this is your home. With a full dry basement for riding out Florida storms or prepping for the future and a full attic for storage, five bedrooms, and a studio with it's own separate entrance this home is more than capable of improving your daily living. The beautiful bright and custom kitchen is just one of the many thoughtful updates. Tired of the cookie cutter builder specs? This home is the antidote. Plenty of storage space, plenty of room for the whole family with none of the useless space to waste time maintaining. Mature landscaping lovingly grown includes; persimmons, peaches, lemons, an olive tree and so much more. Come see all the reasons this house is perfect for you.

29249 Wilpayne Road, Brooksville
$515,000
2 Beds ⋅ 2 Baths ⋅ Stenholm Sub In Sw1/4 Unrec SubDv. ⋅ 34601 Zip Code
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
$485,000
3 Beds ⋅ 3 Baths ⋅ 34601 Zip Code
Welcome to this beautifully updated 3-bedroom, 2.5-bath home situated on 1.10 private acres in the heart of Brooksville. Offering 2,707 square feet of living space, this two-story residence blends modern upgrades with country charm and room to spread out. Extensively renovated, this home features a remodeled kitchen with quartz countertops and new appliances, updated bathrooms, new metal roof, new exterior siding, updated electrical and plumbing systems, new gutters, new A/C units, water treatment system, termite prevention system, and a new drain field. The spacious floor plan provides multiple living areas, generous bedroom sizes, and abundant natural light throughout. Enjoy the peace and privacy of a large acreage homesite while remaining conveniently located near shopping, dining, schools, and major commuter routes. The property offers ample room for outdoor entertaining, recreation, boats, RVs, or future improvements. If you've been searching for a move-in ready home with acreage, modern updates, and no HOA restrictions, this Brooksville property is a must-see

1019 S Mildred Avenue, Brooksville
$399,900
4 Beds ⋅ 4 Baths ⋅ Benton Hills SubDv. ⋅ 34602 Zip Code
Under Construction. Located in Benton Hills, just 4.6 miles from Sherman Hills Golf Club, this vibrant community combines recreation, relaxation, and everyday convenience. Residents enjoy a beautifully appointed clubhouse, resort-style pool, walking trails, dog park, and playgrounds, creating an exceptional Florida lifestyle. The Carlisle showcases impressive two-story living with thoughtful design and elevated finishes throughout. A charming covered front porch and striking stone-accented exterior create standout curb appeal, while the welcoming foyer leads to a private den with double French doors, creating the ideal space for a home office, study, or quiet retreat. At the heart of the home, the expansive great room is enhanced by added windows and six LED lights, filling the space with natural light and creating an inviting setting for entertaining and everyday living. The chef-inspired kitchen overlooks the main living area and features quartz countertops, a decorative tile backsplash, cabinet crown molding, stainless steel appliances including an ENERGY STAR certified side-by-side refrigerator, an L-shaped walk-in pantry, and a spacious dining nook. Just beyond the great room, the extended screened lanai provides the perfect place to enjoy Florida's beautiful weather year-round. Luxury EVP flooring extends throughout the entire first floor and all upstairs bathrooms, while upgraded carpet and premium pad add comfort to the bedrooms and second-floor living spaces. Smart home features, including Deako smart switches, add modern convenience and enhanced control throughout the home. An elegant iron handrail leads upstairs to a versatile loft and bonus room, enhanced by four additional LED lights. Four spacious bedrooms provide comfortable accommodations, including Bedrooms 3 and 4, which share a convenient Jack-and-Jill full bath. The flexible loft and bonus areas can easily serve as a media room, fitness space, study area, or additional lounge. The private primary suite serves as a relaxing retreat, highlighted by four added LED lights, a spa-inspired bath with a soaking tub, a beautifully tiled shower with upgraded enclosure, and an oversized walk-in closet. Additional storage solutions are thoughtfully integrated throughout the home, including a large storage area adjacent to the oversized three-car garage. Practical upgrades continue in the garage with a utility sink for added convenience. Blending style, comfort, technology, and functionality, The Carlisle delivers exceptional living in one beautifully designed home.

31353 Malbec Drive, Brooksville
$1,299,999
5 Beds ⋅ 4 Baths ⋅ Southern Hills Plantation Ph 1 SubDv. ⋅ 34601 Zip Code
Welcome to one of the most iconic homes in Southern Hills Plantation, a stunning custom-built luxury estate positioned along the Pete Dye Championship Golf Course with sweeping pond and fairway views in the front and a private preserve behind. This extraordinary residence has become one of the signature homes within the community and offers an unmatched combination of architectural presence, craftsmanship, and resort-style living. This expansive two-story home features 5 bedrooms, 4 full bathrooms, formal living and dining rooms, a large family room, dedicated office space, additional flex/yoga room, private elevator, and an incredible 7-car garage configuration that is nearly impossible to find in Southern Hills. The welcoming wraparound front porch creates unforgettable curb appeal and sets the tone for the elegance found throughout the home. Inside, custom finishes immediately stand out including beautiful wood flooring, extensive millwork, plantation shutters, soaring ceilings, elegant wainscoting, designer lighting, and spacious open living areas filled with natural light. French doors throughout create a seamless connection between indoor and outdoor living. The chef’s kitchen was designed for entertaining and daily living alike, featuring marble and granite countertops, double ovens, custom cabinetry, oversized prep areas, dedicated coffee station, walk-in pantry with water line for an additional ice maker, spacious mud room, and oversized laundry area. Adding warmth and character throughout the home are three fireplaces, including two gas fireplaces—one being a dramatic double-sided centerpiece—as well as an additional wood-burning fireplace. One of the home’s standout features is the private elevator, offering convenience, luxury, and long-term practicality. Upstairs, the primary suite feels like a private retreat complete with spa-inspired bath areas, an extraordinary “Queen’s Closet” with sink and makeup station, and a separate oversized men’s walk-in closet. Every bedroom features its own walk-in closet. The home is fully wired as a smart home with every room hardwired for internet connectivity. Additional smart features include app-controlled above-cabinet lighting, backyard safety lighting, adjustable landscape lighting timers, and hot/cold water hookups on both the lanai and near the maintenance garage door. The outdoor living experience rivals a private resort with an expansive screened pool area featuring multiple entertaining spaces, grilling areas, sunshelf, and a dramatic 10-foot-deep pool. The fully fenced backyard opens to a peaceful preserve setting with no rear neighbors. Car enthusiasts and entertainers will appreciate the massive 7-car garage offering endless possibilities for a workshop, golf simulator, theater space, gym, game room, or showcase collection. Additional highlights include approximately 6,000 square feet of professionally cleaned, re-sanded, and sealed pavers completed in December 2025 and a brand-new roof installed in February 2026. Located within the gated Southern Hills Plantation Club, residents enjoy access to the Pete Dye Championship Golf Course, elegant clubhouse, resort-style pool, poolside dining, tennis and pickleball courts, fitness center, spa services, walking trails, and a true country club lifestyle approximately 50 minutes from Tampa International Airport.

5251 Summit View Drive, Brooksville
$334,900
4 Beds ⋅ 3 Baths ⋅ Benton Hills SubDv. ⋅ 34602 Zip Code
Pre-Construction. To be built. Two stories of modern brilliance await in the Sycamore, situated on a spacious lot, fully landscaped lot that provides exceptional privacy and curb appeal. Step onto the covered front porch and enter an open foyer that introduces a versatile flex space, perfect for a home office, study, or exercise area. The main floor features ceramic tile flooring throughout an open-concept living area. This layout seamlessly connects the kitchen, dining nook, and an open great room with added windows for abundant natural light. The stunning kitchen features quartz countertops, stainless steel appliances including an eStar side-by-side refrigerator, and a large center island with seating and prep space. From the eating nook, sliding glass doors lead out to a screened-in hip porch, expanding your living space into the outdoors. Upstairs, the second floor features comfortable carpeting throughout the bedrooms. The primary suite spans the entire rear of the property, providing ceramic tile shower, dual vanities with quartz countertops, and two walk-in closets for a wardrobe fit for royalty. Three additional bedrooms complete this level, each generously sized, with one including its own walk-in closet. The fourth bedroom sits at the opposite corner near the secondary full bathroom to provide extra privacy. For ultimate convenience, the second-floor laundry room is centrally located and easily accessible from all sleeping areas. Modern upgrades include a two-car garage with direct home access, irrigation on front and side, architectural roof shingles, and a built-in Smart Home Package featuring a Ring® Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and Deako® Switches. A full builder warranty provides total peace of mind. This property is part of Benton Hills, a new community located just 4.6 miles from Sherman Hills Golf Club. Designed for connection, recreation, and everyday comfort, the neighborhood provides amenities that make it easy to enjoy the Florida lifestyle. Residents can enjoy a clubhouse, resort-style pool, walking trails, dog park, and playgrounds, all thoughtfully designed to bring neighbors together. Don't wait, schedule a tour today and experience everything that makes the Sycamore exceptional!

31576 Wild Grape Lane, Brooksville
$379,900
4 Beds ⋅ 3 Baths ⋅ Benton Hills SubDv. ⋅ 34602 Zip Code
Pre-Construction. To be built. Located in Benton Hills, just 4.6 miles from Sherman Hills Golf Club, this vibrant community is designed for connection, recreation, and everyday comfort. Residents enjoy a beautifully appointed clubhouse, resort-style pool, walking trails, dog park, and playgrounds that create the perfect setting for relaxing and enjoying the Florida lifestyle. The Carlisle blends spacious design with modern functionality in a beautifully crafted two-story home built for the way you live today. A charming covered front porch and welcoming open foyer create an inviting first impression, while a versatile flex space near the entry easily adapts into a home office, study, hobby room, or additional lounge area. The heart of the home is the expansive great room filled with added windows that bring in abundant natural light and create a bright, airy atmosphere perfect for entertaining or everyday living. Overlooking the main living area, the stunning kitchen showcases quartz countertops, stainless steel appliances including an ENERGY STAR certified side-by-side refrigerator, an L-shaped walk-in pantry, and a spacious eating nook that flows directly to the screened hip porch for seamless indoor-outdoor living. Thoughtful storage solutions are integrated throughout the home, including generous walk-in closets, a large storage area just off the oversized 3-car garage, and additional space designed to keep everything organized with ease. Upstairs, four spacious bedrooms are joined by flexible loft and bonus areas ideal for a media room, fitness space, playroom, or additional workstations tailored to your lifestyle. The private primary suite creates a true retreat with a spa-inspired bath featuring a relaxing soaking tub, expansive tiled shower, and an enormous walk-in closet. A full-size upstairs laundry room adds even more convenience to everyday living. With its blend of style, comfort, and smart design, The Carlisle delivers the perfect balance of elegance and practicality in one exceptional home.

31422 Malbec Drive, Brooksville
$330,000
4 Beds ⋅ 3 Baths ⋅ Trilby Xing Ph 1 SubDv. ⋅ 34602 Zip Code
Discover modern living in this well-maintained 4 bedroom, 2.5 bath home in the desirable Trilby Crossing community of Brooksville. Built in 2022, this LGI Homes Pasco plan offers an open-concept design, spacious living areas, and flexible spaces perfect for today's lifestyle. The main level seamlessly connects the kitchen, dining, and living areas, creating an ideal setting for everyday living and entertaining. The kitchen is the heart of the home, featuring granite countertops, a breakfast bar, 36-inch upper wood cabinets with crown molding, and energy-efficient Whirlpool appliances. Upstairs, a versatile loft provides the perfect space for a home office, media room, playroom, or additional living area, while generously sized bedrooms offer comfort for family and guests. Step outside to the covered back patio, an inviting space for morning coffee, outdoor dining, or relaxing after a long day. Residents of Trilby Crossing enjoy community amenities including multipurpose fields, a playground, pavilion, picnic area, and a fenced dog park, making it easy to enjoy an active outdoor lifestyle. Conveniently located approximately 2.5 miles from I-75, this home offers quick access to shopping, dining, schools, medical facilities, and an easy commute to Tampa, Orlando, and Florida's Gulf Coast attractions. With modern finishes, energy-efficient features, flexible living space, and a convenient location, this move-in ready home is an excellent opportunity for full-time living or your next chapter in Brooksville.

5372 Fez Court, Brooksville
$335,000
5 Beds ⋅ 3 Baths ⋅ Waterford Ph 1 SubDv. ⋅ 34613 Zip Code
Virtually Staged. Welcome to this stunning, like new home in Spring Hill, located in the highly desirable Waterford community! Built in 2023, this spacious 2-story residence offers 2,605 sq ft of living space, featuring 5 bedrooms and 3 bathrooms perfect for growing families or those who love additional living space to spread out. The first floor includes an additional room that provides a flexible area for work or play, along with a full bathroom. The second floor features an expansive primary bedroom and three additional bedrooms, along with a versatile loft area ideal for a media room, playroom, or home office. The heart of the home is the modern kitchen, showcasing granite countertops and ample space for cooking and entertaining, while the open-concept layout creates a seamless flow between the living and dining areas, making it perfect for gatherings. Step outside to your fully fenced backyard oasis, complete with a paver brick patio and outdoor TV setup—an ideal space for relaxing evenings or hosting guests year round. Enjoy unbeatable convenience with the community clubhouse and beautiful pool just a 3-minute walk away, giving you easy access to resort-style amenities, while the Waterford community offers incredible value and a welcoming neighborhood feel. Location is everything, and this home truly delivers you’re just a few turns away from local hospitals and everyday essentials, and only minutes from the natural beauty of Weeki Wachee Springs State Park, along with nearby Gulf Coast beaches and an abundance of shopping centers, restaurants, and entertainment options within a short drive. Combining modern construction, generous space, and an unbeatable location, this home truly checks all the boxes don’t miss your chance to own this move-in-ready gem!

7517 Gardner Street, Brooksville
$999,000
4 Beds ⋅ 3 Baths ⋅ William Lane - Class 1 Sub SubDv. ⋅ 34601 Zip Code
One or more photo(s) has been virtually staged. CUSTOM BUILT ESTATE WITH 4,787SF OF LIVING SPACE, 4.6 ACRES FULLY FENCED WITH AGRICULTURAL ZONING, BRING THE ANIMALS! 2400SF GARAGE/WORKSHOP! THIS PROPERTY HAS IT ALL! Welcome to a truly exceptional custom built estate in the desirable Neff Lake area of Brooksville, Florida. Unmatched functionality and versatility on 5 fully fenced acres beneath majestic grandfather oaks. Through the double front entry doors, you're greeted by soaring 26-foot ceilings, a dramatic grand staircase, and an expansive open-concept layout designed for flexibility, light, and scale. Engineered steel construction allows for wide, unobstructed living spaces, creating a home that feels both grand and inviting. The main living area is anchored by a stunning 26-foot stone gas fireplace and framed by massive west-facing bay windows, capturing breathtaking sunset views across the property. The kitchen is designed for both everyday living and entertaining, featuring cherry wood cabinetry, granite countertops, double convection ovens, an induction cooktop, vented microwave exhaust, and a large walk-in pantry. A true wet bar with sink and refrigerator adds a dedicated entertaining space that flows seamlessly into the living and dining areas. The nearly 1000sf upstairs primary suite offers a private retreat overlooking the living space below, complete with an office or gym area, oversized walk-in closet, and a spa-like bathroom featuring a Jacuzzi tub, extra-height vanity, and an oversized walk-in shower with three shower heads. A laundry chute provides convenient access to the laundry room below. With 4 bedrooms, 2.5 bathrooms, this home offers generously sized bedrooms and abundant storage. Built with double-pane windows and exceptional insulation, the home delivers impressive energy efficiency for its size. The 2,400-square-foot detached garage is a rare standout, constructed on an 8-inch monolithic slab, reinforced footers, and rated for 150-mph wind loads. Features include 16-foot interior clearance, 12' x 12' electric roll-up doors on both ends, water and power throughout, a full bathroom, 80-gallon air compressor with plumbed air lines, and two-post lift-ready foundation. Plumbing and electrical are already in place for future expansion to add a garage onto the main home. Outdoors, the 4.6-acre fully fenced property offers privacy, open space, and flexibility, enhanced by a 20x60 pole barn with a 10x20 enclosed equipment area. Zoned agricultural, this property welcomes animals and equipment, all while being just minutes from I-75 and SR-50 for easy access throughout Central Florida. A rare opportunity to own a thoughtfully designed estate combining scale, efficiency, open-concept living, and exceptional garage space in one of Brooksville's most beautiful settings!

5248 Neff Lake Road, Brooksville
$899,900
3 Beds ⋅ 3 Baths ⋅ Acreage SubDv. ⋅ 34602 Zip Code
PRICE IMPROVEMENT ~ SELLER MOTIVATED ~ ALL REASONABLE OFFERS WILL BE CONSIDERED **PRIME LOCATION** 2 STORY POOL HOME with a FULL BASEMENT ON 20 ACRES! Enjoy the High & Dry acreage with rolling hills & valley views! This property offers incredible potential for those ready to bring their vision to life. NEW Roof 1/2025, main level has living room with woodburning fireplace, open kitchen including all appliances, large dining area & a cozy kitchen nook area + one bedroom & half bath. Upstairs features 2 master bedrooms with baths. Basement is 1,246 sq ft with movie room including bose surround sound speakers & media projection TV screen. Home has 2-A/C units. The property offers, two wells, a 1970 (2,970 sq ft) concrete building + 2004 (2,100 sq ft) Horse Barn + Inground Pool with electric heater. The home & property needs TLC. Property sold ''As Is'' cash only. 1 photo has been virtually staged

5478 Glorious Trail, Brooksville
$1,900,000
3 Beds ⋅ 3 Baths ⋅ 34601 Zip Code
Discover the perfect blend of privacy, space, and opportunity with this 3,186 sqft 3-bedroom, 3-bathroom two story home perfectly placed hilltop in Brooksville. Nestled on 30.6 beautiful acres mixed with pasture and woods, this property offers breathtaking views, peaceful surroundings, and the rare ability to subdivide into three 10 acre parcels. Ideal for creating a family compound or investment opportunity. Inside you will find a traditional split floor plan with all 3 bedrooms located upstairs, offering comfort and separation from the main living areas below. The homes inviting layout features spacious living and dining areas, perfect for gatherings and everyday living. Large porches provide the perfect spot to relax, entertain and take in the sweeping countryside views. While the setting feels secluded and serene, You are just a short drive from all the conveniences and charm of downtown Brooksville- truly the best of both worlds! This home is a short 18 minute drive from I-75 and about 25 Minutes from the Suncoast parkway! Your Dream Home is waiting!

23337 Lake Lindsey Road, Brooksville
$620,000
4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 34601 Zip Code
Discover your private retreat in the heart of Brooksville! Nestled on 10.1 acres, this stunning two-story home offers lakefront views and serene natural surroundings, perfect for those seeking peace and tranquility. Inside you?ll find a spacious layout featuring a beautiful stone fireplace, elegant spiral stairs, and plenty of character throughout. The home provides peace of mind with a new AC installed in July 2024 and a re-roof completed in June 2017. Step outside to enjoy the enclosed pool, ideal for relaxing while surrounded by nature. The property also boasts a general-purpose barn and a utility barn, offering endless possibilities for storage, hobbies, or animals. This unique estate combines the beauty of nature with comfortable living, all while being conveniently located near Brooksville?s amenities. Don?t miss your chance to own this one-of-a-kind property?schedule your private showing today!

9481 Patrick Street, Brooksville
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Brooksville Real Estate & Homes With PrimaryBedroom Upstairs