Brooksville Homes with Trail(s) Amenities

Brooksville Homes with Trail(s) Amenities

Welcome to Brooksville, Florida—a hidden gem nestled in the heart of Hernando County. Known for its rich history, charming downtown, and picturesque landscapes, Brooksville offers a unique blend of small-town warmth and modern conveniences. With its lush greenery and rolling hills, the city is a haven for nature lovers and outdoor enthusiasts alike. Residents enjoy easy access to a variety of parks, recreational areas, and scenic trails that wind through the stunning natural surroundings.

One of the standout features of Brooksville is its vibrant community spirit. The city hosts numerous events throughout the year, from farmers' markets to seasonal festivals, allowing neighbors to connect and create lasting memories. The historic downtown area boasts quaint shops, delightful eateries, and cultural attractions that reflect the area’s heritage and charm.

For those seeking a home in Brooksville, the real estate market offers a diverse range of properties, including stunning homes with trail amenities. Imagine stepping out of your front door and onto a winding path that leads you through lush forests and serene landscapes. These homes provide not only a beautiful living space but also direct access to outdoor adventures, whether it’s hiking, biking, or simply enjoying a peaceful stroll.

With its affordable housing options, strong sense of community, and abundant outdoor activities, Brooksville is more than just a place to live—it's a lifestyle. Come discover why Brooksville is the perfect place to call home, where every day feels like a getaway amidst nature’s beauty.

Newest Brooksville Homes with Trail(s) Amenities

$339,900
4 Beds 2 Baths Benton Hills Ph 1 SubDv. 34602 Zip Code
Under Construction. Fall in love with the Maple! This floor plan blends thoughtful design, modern finishes, and everyday comfort in Benton Hills, a new community located 4.6 miles from Sherman Hills Golf Club. Designed for fun, connection, and everyday ease, Benton Hills features a clubhouse, resort style pool, walking trails, a dog park, and playgrounds, creating an inviting setting for both relaxation and recreation. This home features architectural shingles, professional irrigation and landscaping, and stone exterior accent that makes a strong first impression. Inside, the entry foyer leads to two secondary bedrooms, one with a walk-in closet, and a full bath positioned between them, creating a comfortable layout for guests or everyday living. The open concept great room, dining, and kitchen area anchors the home, delivering a seamless space for daily living and entertaining. The kitchen is highlighted by quartz countertops, stainless steel appliances, cabinetry crown,subway style backsplash, spacious center island and pantry. A versatile flex room at the rear of the home adapts easily as a dining area, playroom, fitness space, or home office. Just off the flex space is a screened-in lanai, extending the ideal space for relaxing or entertaining outdoors. Privately tucked away, the owner’s suite serves as a relaxing retreat with a spacious walk-in closet and a well appointed primary bath featuring dual sinks with quartz countertops and a fully tiled walk-in shower. An additional secondary bedroom at the back of the home adds flexibility, while the pass through laundry room from the two car garage provides convenience. Ceramic tile flooring flows throughout all main areas, while bedrooms are finished in plush carpet for comfort. This home is equipped with Smart Home features, including a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and Deako Switches, enhancing comfort and security. Backed by a full builder warranty, The Maple is waiting for you…schedule your private showing today and make this exceptional Benton Hills home your own.

31527 Wild Grape Lane, Brooksville

$299,900
4 Beds 2 Baths Benton Hills SubDv. 34602 Zip Code
Pre-Construction. To be built. The Maple floor plan blends thoughtful design, modern finishes, and everyday comfort in Benton Hills, a new community located 4.6 miles from Sherman Hills Golf Club. Designed for fun, connection, and everyday ease, Benton Hills features a clubhouse, resort style pool, walking trails, a dog park, and playgrounds, creating an inviting setting for both relaxation and recreation. This home features architectural shingles, professional irrigation and landscaping, and stone exterior accent that makes a strong first impression. Inside, the entry foyer leads to two secondary bedrooms, one with a walk-in closet, and a full bath positioned between them, creating a comfortable layout for guests or everyday living. The open concept great room, dining, and kitchen area anchors the home, delivering a seamless space for daily living and entertaining. The kitchen is highlighted by quartz countertops, spacious center island and pantry. A versatile flex room at the rear of the home adapts easily as a dining area, playroom, fitness space, or home office. Privately tucked away, the owner’s suite serves as a relaxing retreat with a spacious walk-in closet and a well appointed primary bath featuring dual sinks with quartz countertops and a fully tiled walk-in shower. An additional secondary bedroom at the back of the home adds flexibility, while the pass through laundry room from the two car garage provides convenience. Ceramic tile flooring flows throughout all main areas, while bedrooms are finished in plush carpet for comfort. Additionally there is a rear patio, ideal for relaxing or entertaining outdoors. This home is equipped with Smart Home features, including a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and Deako Switches, enhancing comfort and security. Backed by a full builder warranty, The Maple is waiting for you…schedule your private showing today and make this exceptional Benton Hills home your own.

31400 Malbec Drive, Brooksville

$275,000
3 Beds 2 Baths Trillium Village C Ph 01 SubDv. 34604 Zip Code
Experience the ease of Suncoast living in the Trillium Community, which features a stunning community pool and affordable HOA fees of just $97 per month. This move-in ready residence boasts 3 bedrooms and 2 bathrooms, complemented by a 2-car garage and a well-designed 1,260 sf split-bedroom layout that promotes low-maintenance living. The bright living room seamlessly connects to an outdoor patio and a spacious VINYL PRIVACY FENCED backyard, ideal for relaxation, entertaining, or providing a safe play area for children and pets. The EAT-IN KITCHEN is equipped with espresso-colored wood cabinets, recessed lighting, ample counter space, a BREAKAST BAR with a pass-through, PANTRY storage, and stainless steel appliances, including a stove with Wi-Fi and air fryer capabilities. The primary suite features a WALK-IN CLOSET and an ensuite bathroom with a STEP-IN SHOWER, while bedrooms 2 and 3 share a full bathroom that also serves as an ensuite for bedroom 2. Additional conveniences include an INTERIOR LAUNDRY closet with a WASHER & DRYER, and durable vinyl tile flooring throughout the home, which was freshly painted both inside and out in 2025. The location is exceptional, with Trillium situated next to the Suncoast Parkway for easy access to Tampa, along with nearby shopping, dining, and schools. Community amenities include a resort-style pool, playground, dog park, and a bike/walking trail that leads to Anderson Snow Park. The floor plan is available in the accompanying photos.

1072 Hill Flower Drive, Brooksville

$275,000
3 Beds 2 Baths Glen Hills Village SubDv. 34613 Zip Code
TURNKEY MOVE IN READY. Welcome to Glen Lakes Golf & Country Club, where comfort, convenience, and an exceptional Florida lifestyle come together. This beautifully updated, maintenance-free 3-bedroom, 2-bath villa with a 2-car garage offers the perfect blend of elegance and easy living. Step inside to discover soaring high ceilings and an open, spacious split-bedroom floor plan designed for both comfort and privacy. The home features a generous dining area, a bright breakfast nook surrounded by large windows that fill the space with natural light, and an oversized Florida room ideal for year-round relaxation, entertaining guests, or simply enjoying the peaceful surroundings. Attractive flooring flows throughout the home with absolutely no carpet, creating a clean, modern look that is both stylish and easy to maintain. Thoughtful updates provide peace of mind and modern comfort, including a new tile roof (2019), new HVAC system (2022), updated primary and guest bathrooms, and updated window treatments. The home's curb appeal shines with professionally designed landscaping completed in 2022, complemented by a beautiful brick-paver driveway leading to the spacious 2-car garage. Enjoy Florida living at its finest from the screened outdoor living area, offering a private and tranquil setting backed by a large privacy hedge wall. Just steps away, residents of this villa community enjoy access to a private neighborhood pool, perfect for relaxing and socializing with neighbors. Whether you're seeking a full-time residence or a seasonal Florida retreat, this move-in-ready villa is an outstanding opportunity and sold fully furnished for added convenience. Located within the prestigious Glen Lakes Golf & Country Club, residents enjoy a gated community with 24-hour guarded security and access to a private 18-hole championship golf course, ranked among Florida's top golf courses. Optional social and golf memberships provide access to golf, tennis, pickleball, a fitness center, dining, and an active social calendar. HOA fees include exterior maintenance, cable television, high-speed internet, and access to the private neighborhood pool, allowing for truly carefree living. Enjoy a vibrant lifestyle with numerous clubs and activities, including the Kayak Club, Italian Club, Garden Club, and many others. Conveniently located just minutes from Pine Island Beach, approximately 45 minutes from Tampa International Airport, and within easy reach of some of Florida's top-rated Gulf Coast beaches. This exceptional villa offers a rare opportunity to enjoy the sought-after Glen Lakes lifestyle in a beautifully maintained home. Schedule your private showing today and experience all that this wonderful property has to offer. No carpeting in this home, all new hard flooring. No social membership required. New Exterior paint and pressure washed 6-year-old tile roof

9474 W Mississippi Run, Weeki Wachee

$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

$439,900
3 Beds 2 Baths Southern Hills Plantation Ph 2 SubDv. 34601 Zip Code
Enjoy resort-style living year-round in this meticulously maintained home located within the highly desirable Southern Hills Plantation community, centered around the private Pete Dye-designed championship golf course. Perfectly situated on a spacious lot with no rear neighbors overlooking the beautiful 14th fairway, this property offers privacy, luxury, and exceptional golf course views. Step inside and be welcomed by a grand foyer, soaring ceilings, and an open, airy floor plan designed for both everyday living and entertaining. The gourmet kitchen serves as the heart of the home and features stainless steel appliances, granite countertops, 42-inch wood cabinetry, a modern tile backsplash, and an oversized breakfast bar perfect for gathering with family and guests. Elegant crown molding and detailed trim work throughout add warmth and sophistication. A versatile flex room with glass French doors off the foyer offers endless possibilities and can easily serve as a home office, study, craft room, bonus room, or additional living space. The spacious family room creates an inviting atmosphere while showcasing peaceful golf course views, and the adjoining dining area is ideal for entertaining and family gatherings. Retreat to the spacious primary suite featuring direct access to the screened lanai, a cozy sitting alcove or flex area, and generous walk-in closets. The spa-inspired primary bath includes dual granite vanities and a large walk-in shower with built-in bench seating. Guest bedrooms are generously sized and thoughtfully designed for comfort. Step outside to your own private outdoor retreat featuring pavered outdoor living spaces, an oversized iron-fenced backyard, and a custom fire pit area. The oversized screened lanai is perfect for relaxing, entertaining, or enjoying the Florida sunshine while taking in tranquil golf course and scenic views. Even better, the HOA fee provides EXCEPTIONAL VALUE and truly supports a MAINTENANCE FREE lifestyle. HOA services INCLUDE lawn care with mowing, hedge trimming, irrigation maintenance, Spectrum cable and internet, and exterior home painting every seven years. Residents enjoy an outstanding array of resort-style amenities, including access to the private Pete Dye-designed championship golf course (membership required), a Par-3 course, Pro Shop, resort-style pool with poolside café, full-service spa, 24-hour fitness center, Har-Tru tennis courts, pickleball courts, onsite dining and bar options, scenic walking trails, year-round social activities, and the security of a 24-hour manned gated entrance. Conveniently located approximately 45 minutes north of Tampa, with easy access to the Veterans Expressway, I-275, I-75, and the Florida Turnpike, this home offers a convenient commute to Tampa International Airport while placing shopping, dining, Downtown Brooksville, and everyday essentials within easy reach. Schedule your private showing today before it's gone.

4684 Southern Valley Loop, 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

$336,900
4 Beds 3 Baths Benton Hills SubDv. 34602 Zip Code
Pre-Construction. To be built. Benton Hills, a new community located just 4.6 miles from Sherman Hills Golf Club, is designed for connection, recreation, and everyday comfort, with 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 and create spaces to relax and unwind. Step inside the Miramar through the impressive 6’8” glass front door and into a welcoming foyer with soaring 8’8” ceilings throughout. The open-concept design blends style and functionality, creating a seamless flow from room to room. At the center of the home, the spacious Great Room is filled with natural light and enhanced by an additional window, creating a bright and inviting atmosphere. Triple-panel patio doors open to the screened-in lanai, delivering the perfect indoor-outdoor Florida living experience for entertaining, relaxing, or enjoying the outdoors year-round. The chef-inspired kitchen combines beauty and practicality with a large island, stunning quartz countertops, stainless steel appliances including an ESTAR refrigerator, and a spacious pantry ideal for meal prep, casual dining, and hosting gatherings. Privately situated at the rear of the home, the primary suite serves as a peaceful retreat featuring a large walk-in closet and a spa-inspired bath with an oversized tile shower and conveniently placed linen closet. Three generously sized secondary bedrooms are located near the foyer, including one with a private bath, creating flexibility for guests, a growing household, a home office, or fitness space. The secondary bathroom includes a tile shower and tub combination, while the centrally located laundry room adds everyday convenience. Additional highlights include a built-in Smart Home Package featuring a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and Deako Switches. The spacious two-car garage provides ample storage, and the full builder warranty adds lasting peace of mind. Blending modern design, comfort, and convenience, this exceptional home in Benton Hills is ready to impress. Schedule your private tour today.

31412 Malbec Drive, Brooksville

$414,900
3 Beds 2 Baths Southern Hills Plantation Ph 1 SubDv. 34601 Zip Code
Beautiful inside and out, this Southern Hills Plantation home offers the updates buyers want and the outdoor lifestyle they dream about. Inside, you will find a brand new roof, newer HVAC system, newer appliances, and a freshly painted interior that gives the home a clean, updated feel from the moment you walk in. Outside, the expansive backyard overlooks the 4th hole of the community’s Pete Dye championship golf course and features your own personal putting green and short chipping area, creating a private outdoor retreat that is both relaxing and fun. Located within the prestigious Southern Hills Plantation Golf and Country Club, this beautifully maintained 3 bedroom residence offers refined Florida living at an attractive price. Thoughtfully designed with an open concept layout, abundant natural light, and inviting indoor outdoor living spaces, the home offers comfort, function, and everyday ease. The screened lanai and brick patio provide additional space for relaxing or entertaining while taking in the peaceful golf course setting. With limited 3 bedroom options available at this price within the community, this home stands out as one of the best values currently on the market. Residents enjoy access to championship golf, clubhouse dining, fitness center, resort style pool, tennis courts, and scenic walking paths, all within a secure and well maintained setting. With key updates already in place, golf course views, private outdoor living, and one of the most competitive price points for a 3 bedroom home in Southern Hills Plantation, this is an opportunity you do not want to miss. Contact me today for details or to secure your private tour. All MLS information deemed reliable but not guaranteed; buyers and agents to verify. Appointment required.

19571 Lily Pond Court, Brooksville

Start Your Search