Brooksville Homes with Private Pool type

Brooksville Homes with Private Pool type

Welcome to Brooksville, Florida, a charming city nestled in the heart of Hernando County, where history meets natural beauty. Known for its picturesque landscapes and rich heritage, Brooksville offers a serene lifestyle while being conveniently close to the vibrant attractions of the Sunshine State. With its historic downtown, friendly community, and lush surroundings, Brooksville is the perfect place to call home.

One of the standout features of Brooksville is the availability of stunning homes with private pools. Imagine coming home to your own personal oasis, where you can unwind after a long day or entertain friends and family on warm Florida evenings. These homes are designed for comfort and luxury, featuring spacious backyards that provide the perfect backdrop for relaxation and recreation. Whether you’re looking for a cozy retreat or a sprawling estate, Brooksville’s real estate market has something for everyone.

The allure of a private pool is not just about luxury; it’s about enhancing your lifestyle. Picture sunny afternoons spent lounging poolside, children splashing joyfully, or hosting unforgettable barbecues under the stars. With a private pool, your home becomes a sanctuary for leisure and enjoyment.

In addition to the beautiful homes, Brooksville boasts an array of outdoor activities, from hiking trails to nearby parks, ensuring that there’s always something to explore. With a welcoming community and a variety of amenities, Brooksville is not just a place to live; it’s a place to thrive. Discover your dream home with a private pool in this enchanting city today!

Newest Brooksville Homes with Private Pool type

9896 Domingo Drive, Brooksville
$425,000
3 Beds ⋅ 2 Baths ⋅ Dogwood Estate Ph Vi SubDv. ⋅ 34601 Zip Code
Experience the charm of country-club living in this spacious Brooksville Home set on a large estate lot across from Brooksville Country Club and its golf course. This inviting estate-style home offers an oversized HEATED in-ground POOL, an enclosed screened lanai, and wraparound Florida room, plus a covered outdoor entertaining area overlooking serene conservation acreage. Inside you’ll find, wraparound pocket sliding glass doors connecting the main living areas and primary bedroom to a bright, generously sized Florida Room. Vinyl windows allow the space to fill with abundant natural light and frame views of the screened lanai and pool areas, creating an easy flow between indoor and outdoor living. Through the kitchen you’ll find double wall ovens, a new stainless-steel dishwasher, and a new stainless-steel refrigerator. Additional highlights include upgraded fixtures, a large utility mud-room with new washer and dryer, and an insulated and air-conditioned extended two-car garage. Major updates include the ROOF 2017; HVAC, WINDOWS, and DOORS 2021; ELECTRICAL 2014; WATER HEATER 2024. Located in the Dogwood Estates, this golf-cart-friendly community offers an unmatched Brooksville country setting across from Brooksville Country Club. Now under new management, the club offers golf, pickleball, a pool, fitness facilities, and dining. Interested buyers can contact the club directly for current membership options and details. With its estate-sized setting, screened heated pool, and inviting indoor-outdoor flow, this home offers a rare opportunity to enjoy the Brooksville lifestyle.

9896 Domingo Drive, Brooksville

14373 Daly Road, Brooksville
$2,200,000
3 Beds ⋅ 4 Baths ⋅ Watson - Class 1 Sub SubDv. ⋅ 34601 Zip Code
It’s difficult to decide what deserves the spotlight first. The beautiful three-bedroom, three-bathroom residence with its sparkling pool, the impressive 2,400-square-foot woodworking shop with 400 square feet of climate-controlled space, the substantial equipment and hay barns, or the 30 rolling acres of improved pasture that bring it all together. Fortunately, you don’t have to choose. Positioned at the highest point of the property, the home enjoys sweeping views in every direction, abundant natural light, and refreshing breezes. Soaring ceilings, generous proportions, and solid craftsmanship define this three-bedroom, three-bathroom residence. The spacious split floor plan offers a large, functional kitchen with gas appliances, an eat-in dining area, formal dining room, and separate formal living room. Wood and tile flooring run throughout, while an upstairs loft, currently used as a billiards and bar room, provides additional flexible space. Expansive windows frame exceptional views of the surrounding acreage from nearly every room. A beautiful stone fireplace sits beside fully pocketed doors that open directly to the pool, creating a seamless transition between the interior and the covered outdoor area. Beyond the home, the sparkling pool provides a private setting for relaxing and enjoying the surrounding views. Recent improvements include a newer roof, newer dual HVAC systems, a newer well pump, a newly upgraded septic drainfield, and fresh exterior paint. THE WORKSHOP | 2,400 SQUARE FEET OF POSSIBILITY For the craftsman, collector, entrepreneur, or serious hobbyist, this building is an exceptional find. Fully enclosed and finished, the 2,400-square-foot woodworking shop includes 400 square feet of climate-controlled space, a newer roof, three-phase power, and an impressive dust collection and ventilation system. An enclosed interior room offers an ideal office or dedicated workspace, while a convenient half bath adds functionality. An adjoining covered equipment shelter provides additional storage for tractors, boats, implements, and recreational equipment. Whether continuing its use as a professional woodworking facility or adapting it for another purpose, the infrastructure is substantial. THE LAND | 30 ACRES OF PRODUCTIVE AGRICULTURAL GROUND Beautiful land is one thing. Beautiful land with established agricultural improvements is another. The rolling acreage has been sprigged with Tifton 44 Bermuda grass and is currently producing round-bale hay. This agricultural operation supports the property’s existing greenbelt classification and associated property tax benefits, subject to continued qualification. The property also has a history of successful cultivation, once supporting an extensive garden and a small, award-winning vineyard. While no longer in full production, the infrastructure and acreage offer an opportunity to reestablish these agricultural pursuits. The expansive enclosed metal barn is another standout feature, offering ten 12’ x 12’ bays and an exceptionally wide center aisle. Well suited for agricultural equipment, hay storage, or livestock-related uses, its configuration also presents excellent possibilities for classic car collections, equipment storage, or other specialized needs. Conveniently located near the Withlacoochee State Forest, offering access to miles of recreational trails and opportunities for horseback riding, hiking, and outdoor recreation.

14373 Daly Road, Brooksville

5346 Nottaway Place, Brooksville
$454,700
2 Beds ⋅ 3 Baths ⋅ Cascades At S H Plant Ph 1 Rep SubDv. ⋅ 34601 Zip Code
Elegant interiors, a private poolside retreat, and a protected preserve backdrop come together in the Cascades at Southern Hills, a 55+ community in Brooksville, Florida. Nestled beneath mature trees at 5346 Nottaway Place, this distinctive residence offers 2,334 square feet of interior living space, two bedrooms, two and a half baths, and a dedicated media room with the potential to become a third bedroom. [AN INVITING ARRIVAL] A brick-paver driveway, established landscaping, and a welcoming covered entry create a gracious first impression. Decorative glass double doors reveal soaring ceilings, graceful archways, tray ceiling accents, and inviting natural light. Luxury vinyl flooring with a warm wood look complements the architectural details, while views of the pool draw you through the main living space toward the peaceful setting beyond. [ROOM TO GATHER] Designed for everyday enjoyment and entertaining, the kitchen features granite countertops, abundant cabinetry, stainless steel appliances, a center island, and a generous breakfast bar that keeps conversation flowing. The adjoining breakfast nook offers a comfortable place to begin the day, while the separate dining room provides an elegant setting for dinner parties and holiday gatherings. A dedicated media room with built-in cabinetry creates an inviting escape for movie nights, with flexibility for a future third-bedroom conversion. [A RESTFUL RETREAT] The spacious primary suite features a tray ceiling and a window-lined sitting area perfect for reading or enjoying a quiet morning. Its adjoining bath offers separate vanities, a seated makeup area, a jetted soaking tub, a glass-enclosed shower, and a private water closet. A welcoming second bedroom, an additional full bath, and a convenient half bath complete the accommodations. An interior laundry room with cabinetry and a utility sink adds practical convenience, while the two-car garage with an additional golf-cart bay provides valuable extra space. [POOLSIDE PRIVACY] Step outside to a setting that makes staying home feel like a getaway. Beneath an expansive screened enclosure, the pool and raised spillover spa are framed by decorative stonework, a brick-paver deck, and the lush greenery of the neighborhood's protected preserve. The covered lanai provides a shaded gathering place for leisurely lunches and relaxed evenings, while the wooded backdrop brings a lovely sense of seclusion. From morning coffee beside the water to an evening soak in the spa, this outdoor retreat invites you to slow down and savor your surroundings. [THE CASCADES LIFESTYLE] Beyond your own backyard, the Cascades at Southern Hills offers an inviting blend of recreation, connection, and relaxation. Enjoy the community's resort-style pool, meet friends for tennis or pickleball, or explore the neighborhood along its sidewalks. An active social calendar creates opportunities to connect with neighbors and take part in community life, while the maintenance-friendly lifestyle leaves more time for the activities you enjoy. Spend the morning on the courts, the afternoon beside your own pool, and the evening gathering with friends--the possibilities are part of the appeal. With its gracious interiors, flexible layout, and preserve-backed outdoor retreat, 5346 Nottaway Place offers a distinctive place to enjoy the Cascades lifestyle.

5346 Nottaway Place, Brooksville

9313 Hernando Ridge Road, Weeki Wachee
$995,000
4 Beds ⋅ 4 Baths ⋅ Woodland Waters Ph 1 SubDv. ⋅ 34613 Zip Code
THIS ONE HAS IT ALL!! IMPRESSIVE and STUNNING 2-ACRE ESTATE with Private Pool and Private Gated Entrance + INCREDIBLE OUTDOOR LIVING SPACE with PRIVACY from any neighbors!! The architectural details on this home are IMPRESSIVE!! 4 bedrooms + custom office + 3 full bathrooms + half guest bath with pool access + fireplace + oversized 3-car garage with high doors for larger vehicles + detached (28x20) garage for extra storage + private heated pool + oasis-style, real stone hot tub with rock waterfall into the pool (incredible entertaining space; feel like you're at the spa in Sedona) + all of this is nestled on over 2 acres of lush landscaping and pure privacy! No neighbors to look at as the trees where intentionally kept along the property line for privacy!! Located in the highly desired community of Woodland Waters where all homes are on larger lots for space between them and all have large custom homes!! VERY LARGE HOME 3845 sq ft, living; 5,792 sq ft total!! Low HOA of only $160 a year! This estate property will impress you from the moment you drive through the gates with the long brick paver driveway leading up to the stunning home with upgraded tile roof (NEW in AUG 2013, so DECADES of life left)!! Large grand entrance to greet your guests with travertine floors!! The foyer opens up into the grand formal living room with fireplace and STUNNING 25-foot ceilings with detail in the ceilings that you can't take your eyes off of!! The high ceilings and large glass sliders and transom windows make this home feel light, bright, and spacious!! Formal didnign room with equally impressive details in the ceilings!! The kitchen is open to the large family room and all overlooks the pool!! The kitchen offers upgraded, real wood kitchen cabinets, granite countertops, stainless steel appliances, prep island with sink, and a large breakfast bar for extra seating! This is the heart of the home and the space feels simply "elevated"!! It doesn't stop there...you have a bonus TV room or use it as a game room off of the kitchen's family room!! It's a great space to retire to in the evenings with its own wet bar. The mater suite has its own foyer and sitting area + travertine walk-in shower + jetted tub + dual granite vanities/sinks + two large walk-in closets with custom shelving! The half and 3rd bath are also pool baths! As impressive as the home is itself, and that word cannot be underused in this home, the outdoor living space is spectacular! The main lanai has triple arches and custom wood-plan, tongue and grove ceilings! There is a second lanai with an outdoor kitchen and room for seating with the matching tongue and grove wood ceilings! Extra high screen enclosure + outdoor pergola plumbed for a propane fire-pit! There is no shortage of space to store your extra cars and toys with the detached garage!! Home is not in a flood zone. Close to everything!! Shoppes, restaurants, hospitals, schools...everything!! 5 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!! 10 minutes to the sunsets at Pine Island, boating and fishing!! 12 minutes to the Suncoast Parkway for quick, easy access to Tampa International Airport and for all the fun 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!! This is a MUST-SEE!! Call now to see it!

9313 Hernando Ridge Road, Weeki Wachee

1450 Virginia Lee Circle, Brooksville
$3,100,000
4 Beds ⋅ 6 Baths ⋅ Plateau,The - Class 1 Sub SubDv. ⋅ 34602 Zip Code
Discover a secluded estate where timeless Mediterranean charm meets the beauty of peaceful country living. Behind its gated entrance lies a private sanctuary designed for tranquility, with a brand-new horse barn adding the perfect touch for the equestrian lifestyle. Whether you envision mornings spent with your horses, quiet evenings surrounded by nature, or simply escaping the hustle and bustle of everyday life, this exceptional property offers the opportunity to embrace a lifestyle all your own. This custom-built estate showcases exceptional craftsmanship, with the finest materials and finishes meticulously selected throughout. Situated on 5.3 fully fenced acres, the property offers separate horse paddocks and beautifully manicured grounds highlighted by a stunning fountain that welcomes you to the grand entrance. Step inside the impressive foyer and experience a home where every detail has been thoughtfully curated. Professionally painted and artistically decorated, the interior blends timeless elegance with sophisticated luxury. Imported marble, polished travertine, and natural wood complement the home's distinctive design. A dedicated home theater provides the perfect setting for movie nights, while a separate downstairs bedroom offers flexibility for guests or multigenerational living. Upstairs, a sitting area leads to two additional bedrooms, with balcony access. The gourmet kitchen is a chef's dream, equipped with commercial-grade appliances and an impressive collection of specialty features. A generous chef's island, prep sink, propane gas range, induction cooktop, warming drawer, and built-in Miele coffee system make meal preparation effortless. A 12-foot breakfast bar provides ample seating, while the adjoining service bar features two wine coolers, two refrigerator drawers, and an ice maker, making entertaining a pleasure. The primary suite serves as a private retreat, complete with a dedicated sitting area and elegant rope lighting. The luxurious primary bathroom elevates the everyday experience with a dry sauna, spa tub, expansive wraparound shower with multiple jets, and two oversized vanities. Outdoor living is equally impressive, with a resort-inspired pool area, outdoor kitchen, surrounding fire features, and lighted putting green. Beyond its striking design, this property is equipped for modern convenience, efficiency, and peace of mind. Designed as a smart home, it offers centralized control of lighting, gates, security cameras, speakers, and more, all conveniently managed through a single hub or directly from your cell phone. A whole-home generator provides added security and self-sufficiency, while whole-house surround sound and a security system, fully upgraded in 2025, enhance the home's technology and functionality. From the gated entrance and exceptional equestrian amenities to the refined interior finishes and impressive entertainment spaces, this extraordinary estate offers a rare blend of privacy, luxury, and country living. Ideally situated approximately 62 miles from the World Equestrian Center and 49 miles from Tampa International Airport, the property offers both a peaceful retreat and convenient access to premier equestrian destinations and regional travel. Contact the List Agent for more details.

1450 Virginia Lee Circle, Brooksville

10484 Gypsy Avenue, Weeki Wachee
$2,900,000
8 Beds ⋅ 5 Baths ⋅ Royal Highlands Unit 2 Rep SubDv. ⋅ 34613 Zip Code
Virtually Staged. HORSES & HORSEPOWER | 5 ACRES | 8 BEDROOMS | 9-STALL HORSE BARN | 40x80 GARAGE > Why choose between your love of horses and horsepower when you can have both? Tucked behind a private gated entrance on 5 BEAUTIFUL ACRES, this custom estate brings together luxury living, incredible equestrian facilities, and garage space that's hard to find anywhere else. The impressive two-story home offers 8 BEDROOMS, 4.5 BATHROOMS, TWO HOME OFFICES, a dedicated HOME THEATER + A SEPARATE BAR/GAME ROOM AREA, private POOL AND SPA, and beautifully designed spaces throughout. Outside, you'll find a 9-STALL CENTER-AISLE BARN, multiple FENCED PASTURES, a massive 40x80 AIR-CONDITIONED GARAGE WITH LIFT, 2 additional garages, and plenty of room to enjoy the property. NO HOA From the inviting covered front porch to the dramatic two-story foyer, this custom home is filled with beautiful architectural details, soaring ceilings, and spacious living areas. The family room features gorgeous wood-beamed ceilings and a striking stone GAS FIREPLACE, while the kitchen offers custom wood cabinetry, granite countertops, a large center island with prep sink, copper sink, walk-in pantry, and ALL NEW KITCHEN APPLIANCES IN 2026, including a FORNO range and French-door wall oven. Upstairs, the expansive primary suite includes an oversized walk-in closet, and a beautifully appointed bathroom with jetted soaking tub, large walk-in shower, and dual vanities. With EIGHT BEDROOMS throughout the home, there's room for a variety of living arrangements and uses. The dedicated HOME THEATER includes all furnishings and equipment, which convey with the property, while the separate BAR/GAME ROOM features a newly added ITALIAN-BUILT BAR that also stays. The outdoor living spaces are just as impressive! A beautiful HEATED POOL & SPA take center stage, surrounded by a spacious covered lanai, matching poolside pavilion, and a BRAND-NEW OUTDOOR KITCHEN. For the equestrian enthusiast, the 36x96 CENTER-AISLE HORSE BARN is thoughtfully equipped with 9 spacious 12x12 stalls, each featuring an AUTOMATIC FEEDER, along with feed and tack rooms, wash station, covered trailer parking, and RV hookup. The property includes FOUR SEPARATE PASTURES, including a riding pasture, with cross-fencing, no-climb fencing, and three covered lean-tos for shelter. And for the horsepower? The MASSIVE 40x80 DETACHED GARAGE is a standout feature all on its own! Designed with car collectors and hobbyists in mind, this impressive building features a VEHICLE LIFT, pull-through bay doors, heavy-duty concrete floors, and TWO 3-TON AC MINI-SPLITS. With approximately 3,200 square feet of garage space, there's room for an extensive vehicle collection, workshop, recreational equipment, or all of the above. Need even more space? You'll also find an additional 3-CAR DETACHED GARAGE, a large pole barn, and an attached 2-car garage with a 16x23 AIR-CONDITIONED GYM/FLEX SPACE. Additional features include a NEW ROOF IN 2019, FIVE AC UNITS with TWO REPLACED IN 2026, a paved driveway, private gated entrance, and beautifully maintained grounds. Located in Weeki Wachee, you'll enjoy the privacy and freedom of acreage living while remaining convenient to shopping, dining, schools, and the Suncoast Parkway for easy access to Tampa. Spend your weekends kayaking the crystal-clear Weeki Wachee River or boating along the Nature Coast. HORSES & HORSEPOWER... Why settle for one when you can have both?

10484 Gypsy Avenue, Weeki Wachee

9472 Whisper Ridge Trail, Weeki Wachee
$595,000
3 Beds ⋅ 3 Baths ⋅ Woodland Waters Ph 2 SubDv. ⋅ 34613 Zip Code
WELCOME TO WOODLAND WATERS! Where timeless architectural charm, elegant details, and expansive living spaces come together in this impressive pool home! Built in 1997 and beautifully positioned on a slightly elevated lot with over an acre of land, this spacious residence offers 3 bedrooms, 3 bathrooms, a 3-car garage, and a versatile flex room. From the moment you arrive, you’ll appreciate the home’s beautiful curb appeal, featuring graceful archways, decorative columns, double front entry doors, and a generously sized covered front porch that’s just waiting for your holiday decorations! Step inside and discover an impressive split-bedroom floor plan designed with both comfort and privacy in mind. The left wing of the home features a formal living room, an elegant formal dining room, a flex room, and a spacious primary suite that feels like its own private retreat. The primary suite offers direct access to the screened-in pool area, a walk-in closet, and a beautifully updated bathroom showcasing gorgeous travertine tile, an updated shower, and elegant finishes that add a touch of luxury. On the opposite side of the home, a Chef's kitchen overlooking the family room w/a fireplace, two additional bedrooms, and a beautifully updated bathroom. The kitchen features modern cabinetry, granite countertops, and stainless steel appliances, creating a wonderful space for everyday living and entertaining. A combination of travertine and ceramic tile flooring flows throughout the home, adding character, beauty, and easy maintenance. One of the home’s most appealing features is its connection to the outdoor living space! With access to the screened-in pool and lanai from the formal living room, family room, and primary bedroom, indoor and outdoor living come together beautifully. A conveniently located third bathroom serves the pool area, making entertaining and enjoying Florida’s beautiful weather even easier. With multiple living areas, generously sized rooms, a private primary wing, and plenty of space to relax or entertain, this home offers a wonderful combination of elegance, comfort, and functionality. Don’t just take my word for it! This is a home that truly deserves to be experienced in person. ROOF 2020, PASSING FOUR-POINT INSPECTION Available. Schedule your private showing today and discover everything this Home has to offer! Words simply don’t do it justice. Don't delay call me today!

9472 Whisper Ridge Trail, Weeki Wachee

7451 Blackbird Avenue, Weeki Wachee
$550,000
3 Beds ⋅ 3 Baths ⋅ Royal Highlands Unit 9 SubDv. ⋅ 34613 Zip Code
Virtually Staged. Must see! Discover inviting courtyard pool living at 7451 Blackbird Avenue in Weeki Wachee! Situated on almost half an acre, this distinctive property offers a spacious main home, a detached mother-in-law suite, and generous outdoor spaces for relaxing and entertaining. The main home features two bedrooms, two bathrooms, and a versatile bonus room ideal for an office, hobby space, or additional sitting area. An open floor plan, abundant natural light, upgraded flooring, and tray ceilings create a welcoming atmosphere. The living area flows seamlessly into the kitchen, where white cabinetry pairs beautifully with a navy island, light countertops, a decorative tile backsplash, pendant lighting, and upgraded Café appliances. A dedicated laundry room with upgraded cabinetry adds convenient storage and everyday functionality. The spacious primary suite features a custom walk-in closet and an en-suite bathroom with dual sinks and a glass-enclosed shower. The detached mother-in-law suite includes a kitchenette, providing added flexibility for extended family or visiting guests. At the heart of the property, the screened courtyard pool offers a private retreat with decorative water features, an expansive paver deck, and covered seating areas. A large screened-in patio provides even more space to unwind, dine outdoors, or entertain. Beyond the courtyard, the generous yard includes a chicken coop and storage shed, while a long driveway and attached two-car garage add convenience. Located in a quiet neighborhood close to shopping, dining, entertainment, and Weeki Wachee Springs, this property brings together flexible living spaces and an inviting Florida outdoor lifestyle. Schedule your private showing today!

7451 Blackbird Avenue, Weeki Wachee

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