Homes for Sale with a Pool in Brooksville, FL

4 Beds ⋅ 2 Baths ⋅ Parsons Add To Brooksville SubDv.

This 4-bedroom, 2-bath home is tucked away on a quiet, tree-lined cul-de-sac just outside of downtown Brooksville, offering nearly two acres with agricultural zoning potential, an ideal setting for a homestead, gardening, or small livestock. With no HOA, you have the freedom to create the lifestyle you’ve been looking for. The home features a classic brick exterior and a large front porch, perfect for enjoying the peaceful surroundings. Inside, you’ll find a spacious layout with a cozy wood-burning fireplace, a dedicated home office, and an expansive sunroom overlooking the property, creating a relaxing feel throughout. Step outside to a large in-ground pool with a new screen enclosure, ideal for relaxing or entertaining. Major updates include all new hurricane-impact windows, new smoke alarms, a new roof (2024), and a new HVAC system (2025), giving a strong head start for the next owner. With key improvements already in place and plenty of room for updates, this property is ready for someone to bring their vision to life and transform it into a private, peaceful country escape just minutes from town. Additional structure on the property is in deteriorated condition and will require removal.

1008 S Mildred Avenue, Brooksville

$385,000

4 Beds ⋅ 2 Baths ⋅ Town/Brooksville SubDv.

Welcome to this charming two-story home set on a spacious 0.41-acre lot with a front porch shaded by mature trees. Home improvements include but are not limited to the following. New metal roof that provides energy efficiency. The main drain and plumbing into the home have been replaced by PVC from cast iron. The home has been tinted for termites as well. Inside, an enclosed sunroom leads to a warm foyer with rich wood flooring. The living room offers tall windows, natural light, and a gas fireplace, flowing into a bright dining room with a second fireplace. The upstairs HVAC units have been replaced. The downstairs HVAC unit has a new motor. Hot water heater has been replaced in the last 2 years. The first-floor bedroom provides flexible use, while the nearby bathroom features classic tilework. A large family room with high ceilings opens to the kitchen, which includes generous cabinetry, wide counters, a prep island, and bar seating. Upstairs, multiple bedrooms include a welcoming primary suite with balcony access. Another bedroom offers wood flooring, a gas fireplace, and its own balcony, while an additional bedroom overlooks the rear patio. Outside, enjoy a covered porch, a lovely in-ground pool, a storage shed, and an expansive backyard with a concrete pad. Multiple plants and plenty of space in the backyard for a garden. Located near Tom Varn Park, Hernando Park, city hall and the Brooksville Downtown District. Local shops and restaurants are a short walk away. This is a historic home with nearby trails as well. The home is named (Old Centralia) It has so many possibilities to make it your own!

117 S Brooksville Avenue, Brooksville

$329,000

3 Beds ⋅ 2 Baths ⋅ Weeki Wachee Hills SubDv.

Welcome to a place where memories are made! Situated on 1.13 acres of private open space and natural beauty. This UPDATED and MOVE-IN READY 3-bedroom, 2-bathroom home offers 1,216 square feet of cozy living space. This backyard is a true highlight with its own private pond, fenced in for your animals and has an above ground pool (2025) for endless summer fun! It also comes with 2 Loft sheds (multiple potential uses such as additional living space, craft room, workshop or storage) and 3 additional sheds for extra storage. It has a single stall garage with a 2-car carport so there is plenty of room for your boat, RV and much more! Updates include METAL ROOF 2025, AC 2024 and brand-new WASHER 2026 and REFRIGERATOR 2026. There is No HOA! Access to the Weeki Wachee private water park for an annual fee (OPTIONAL) perfect for kayaking, fishing, and soaking in the Florida sun. This home is located near many local restaurants, shopping, and just minutes from the beach at Pine Island and Buccaneer Bay Water Park!

7161 Schering Street, Brooksville

$999,000

3 Beds ⋅ 2 Baths ⋅ East Brooksville SubDv.

Opportunities with this 3-bedroom 2 bath home w/ Large shop on 16.8(mol) Acres. Five total parcels. Must be sold all together. Are you looking for privacy, a retreat, a family compound, or want to bring your business home. Want to be on the Good Neighbor bike trail? This is the perfect property to make that dream a reality. Let’s start with the manufactured home that was built in 2021. This 3 bedroom, 2 bath home has 1,920 sqft. of space. The beautiful living room has lots of space for family gathering and Holiday get togethers. Birthday parties are a must. The kitchen offers all the modern conveniences you have come to expect, stainless steel appliances, farm sink, and more counter space than most restaurant kitchens. Primary bedroom features plenty of room to spread out and relax. This room features a huge walk-in closet. Primary bathroom offers a dual sink vanity, separate water closet, and a gigantic walk-in shower. This home boasts a Split floor plan. These two rooms are also plenty big with closets to store all kinds of goodies. Back porch measures 20x45 and is the perfect place to enjoy morning coffee and watch wildlife start the day. Pool parties would not have a better place to happen than this well laid out area. The home also has a 20x16 storage shed. Across the drive in a huge 6420 total square foot storage building. A great place to store your vehicles, expensive toys, or workshop. The total shop is 30’x214’ and the enclosed area is 4980 total sqft. It has 4 areas that are 10x10, one spot 8x8, one stall 16x13 and the last one is 20x13. Concrete floors measure about 6480 sqft. The possibilities are endless with this property. There is even a pond on the property. Try your luck on your own fishing spot. The covered dock is 20x36 and is a great place to enjoy sunsets and evening cocktails. There is another structure on the property that could be transformed into just about anything you could image. It was an old homestead that will need refurbishment. With this kind of acreage, anything is possible. There is even a 3.3-acre(mol) commercial piece of property that is included with this deal. Run your business from here. Owner financing available. The opportunities that this property affords is only limited to your imagination. Beautiful scenic landscape, close to major roads that connect you to shopping, entertainment, restaurants and yet far enough away to enjoy the private Brooksville countryside. ****Properties like this don’t come around very often, so act today as this will not last long. Make your appointment today!!**** Please verify all measurements, zoning and FEMA codes. Owner financing may be available.

22397 Mondon Hill Road, Brooksville

$492,990

4 Beds ⋅ 3 Baths ⋅ Springwood Estate SubDv.

Experience space, privacy, and Florida living in this custom 4-bedroom, 3-bath pool home situated on a full acre in Springwood Estates--with no HOA or CDD fees. Offering 3,081 square feet of living space, this single-story residence features a versatile floor plan with a formal dining room, dedicated office, and an expansive living area highlighted by skylights and abundant natural light. The main living area opens directly to the screened pool and spa, creating an inviting indoor-outdoor setting for entertaining, dining, or unwinding at the end of the day. Mature landscaping surrounds the spacious homesite, providing privacy and plenty of room to enjoy the outdoors. The generously sized primary suite offers a private retreat, while three additional bedrooms provide flexibility for a variety of living arrangements. A 3-car garage and extended driveway provide abundant parking and storage. Enjoy estate-style living with convenient access to the Suncoast Parkway, shopping, dining, recreation, and destinations throughout Brooksville, Spring Hill, and the Tampa Bay area. This distinctive pool home delivers the space, flexibility, and privacy that are increasingly difficult to find.

4071 Black Oak Trail, Brooksville

$695,000

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

This newly constructed luxury home in Southern Hills Plantation offers privacy, timeless design, and upscale Florida living with serene protected woodland views and no rear neighbors. Thoughtfully designed with boutique custom craftsmanship, this move-in-ready residence blends elegance, comfort, and functionality throughout. The gourmet chef’s kitchen features professional-grade appliances, pot filler, quartz waterfall countertops, hidden oversized pantry, custom coffee bar, and a sunlit breakfast nook. Expansive sliding glass doors open to a covered lanai and fully equipped outdoor kitchen with built-in sink and refrigerator—perfect for entertaining and year-round indoor-outdoor living overlooking the preserve. The spa-inspired primary suite offers rainfall showers, designer finishes, custom lighting, and handcrafted wood closets with integrated LED lighting. Spacious 3-car garage and extended driveway provide ample room for guests and storage. Southern Hills Plantation offers the renowned Pete Dye Top 100 golf course, resort-style clubhouse dining, pool, fitness center, Har-Tru tennis courts, pickleball, walking trails, and gated privacy. Conveniently located within easy access to the Tampa Bay area via the Suncoast Parkway.

4748 Hickory Oak Drive, Brooksville

$485,000

3 Beds ⋅ 2 Baths ⋅ Glen Lakes Ph 1 SubDv.

Under Construction. Experience peaceful yet refined Florida living in this “under-construction” 3-bedroom, 2-bath, 2-car garage home offering 2,064 sq. ft. of conditioned living space, ideally positioned to take in a serene lake view from the backyard. Located in the gated Glen Lakes community in Weeki Wachee, this golf cart-friendly neighborhood is well known for its scenic lakes, mature landscaping, and resort-style amenities. Residents enjoy access to a community pool, fitness center, tennis and pickleball courts, along with a recently renovated clubhouse and restaurant. The community is also home to one of Florida’s top-ranked golf courses. The home is currently under construction and will feature luxury vinyl plank flooring throughout the main living areas, with tile in the bathrooms. The kitchen is designed with a stainless steel appliance package, offering a clean, modern look that fits both everyday living and entertaining. The layout has been designed to make the most of the rear lake view, creating a comfortable setting both inside and out. This property will be sold as new construction and includes a full builder’s home warranty. There may still be an opportunity for select finishes depending on the stage of construction. Shown by appointment only. Do not access the construction site. Community tours can be scheduled.

9149 Trevino Drive, Brooksville

$429,000

3 Beds ⋅ 2 Baths ⋅ Glen Lakes Ph 1 SubDv.

Welcome to 8405 Maybelle Dr, this beautifully maintained 3 bedroom + den/office, 2 bath pool home offers over 2,600 sq ft of living space and the perfect blend of comfort, functionality, and Florida lifestyle. From the moment you arrive, you'll appreciate the home's curb appeal with its arched entryway, manicured landscaping, and spacious 2-car garage. Step inside to find a bright and open layout with high ceilings, neutral tones, and an abundance of natural light throughout. The heart of the home is the large open kitchen, featuring extensive counter space, ample cabinetry, a breakfast bar, and seamless flow into the living and dining areas, perfect for entertaining or everyday living. The adjacent living space offers a cozy feel with built-ins and a fireplace, while large sliders and windows bring the outdoors in. The split floor plan provides privacy, with a generously sized primary suite and a versatile den/office ideal for working from home or additional guest space. Step outside and enjoy your own private retreat with a screened-in pool area with gorgeous views, perfect for relaxing or entertaining year-round in the Florida sunshine. New Roof in 2021 and New AC in 2020! Located in the highly desirable GlenLakes Golf & Country Club, residents enjoy a gated community, championship golf course, clubhouse, dining, fitness center, and resort-style amenities. Social Club is optional. This home offers the space, updates, and lifestyle buyers are looking for, schedule your private showing today!

8405 Maybelle Drive, Brooksville

$89,900

2 Beds ⋅ 2 Baths ⋅ High Point Mh Sub SubDv.

Charming 2-bedroom, 2-bath home with a cozy cottage feel! This inviting property features tile flooring throughout for easy maintenance. Enjoy a bright kitchen with convenient eat-in space, perfect for casual dining. The spacious Florida room offers endless possibilities for relaxing or entertaining. Step outside to a fenced yard, ideal for pets, gardening, or outdoor enjoyment. Utility room with ample storage space. Located in the vibrant & active 55+ High Point Golf Community that offers tons of amenities such as Golf, tennis, pickleball, heated pool, social events and so much more. High Point is located close to shopping, restaurants, entertainment, and medical facilities. Low HOA fees and you OWN YOUR OWN LAND.

7489 Western Circle Drive, Brooksville

$475,000

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

BACK ON THE MARKET WITH A NEW ROOF $ NEW LIST PRICE! Nestled within a beautifully maintained gated golf course community, this elegant home is in excellent condition and offers a perfect blend of comfort and style. A covered entry welcomes you into a spacious foyer, where you’ll find a convenient half bath, a formal sitting area, and a separate dining room complete with a closet—ideal for entertaining. Privately situated off the main living areas, the luxurious master suite features an en suite bath with dual vanities, a walk-in shower, a jetted tub, and two generous walk-in closets. The heart of the home is the open-concept kitchen and great room, designed for both everyday living and gatherings. The kitchen boasts newer soft-close cabinetry, sleek quartz countertops, a gas stove, and stainless steel refrigerator and dishwasher. Adjacent is a cozy breakfast nook with sliding glass doors that lead to the patio and pool. The great room is bright and expansive, highlighted by tray ceilings and additional sliding doors that open to the outdoor living space. Tile flooring runs throughout the home, with carpet reserved for the bedrooms. Three additional bedrooms are located off the great room—two featuring walk-in closets, while the third offers direct sliding door access to a patio by the pool. These rooms share a well-appointed bathroom that also provides convenient access to the pool area. Additional features include an interior laundry room with washer, dryer, laundry sink, ample storage and a central vacuum system. The oversized two-car garage includes a converted golf cart bay, now serving as a versatile storage or workspace area. Step outside to enjoy the inground pool, surrounded by a covered, screen-enclosed lanai—perfect for relaxing or entertaining. Plumbing is already in place for a future outdoor kitchen, and the home offers beautiful views of the golf course. Furnishings are available separately, making this exceptional property move-in ready with optional convenience.

4347 Gevalia Drive, Brooksville

$399,990

3 Beds ⋅ 2 Baths ⋅ Southern Hills Plantation SubDv.

Completed BRAND NEW Construction: This Craftsman "Juno" is a 3-bedroom, 2-bath, with Dining, Oversized 2-car garage, single-story home. The Juno is comfortable and charmingly attractive. A layout that is an entertainer's delight, A Centralized great room open to both the kitchen and dining rooms. The kitchen has a pantry and ample counter space and storage for all your cooking wants and needs. This home also features an oversized rear lanai with a bay window in the primary bedroom, high ceilings with numerous trays as well as model like finishes. Builder incentives available! All measurements are approximate.

19474 Lily Pond Court, Brooksville

$654,000

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

NEW PRICE + $10,000 TOWARD A MORTGAGE RATE BUY-DOWN OR BUYER CLOSING COSTS + FRESHLY PAINTED INTERIOR! Welcome to 6096 Dusk Rose Lane in the sought-after golf community of Southern Hills Plantation. Situated on an impressive .77-acre homesite, this 3-bedroom, 2½-bath residence offers 2,515 square feet of living space and 4,034 total square feet under roof, combining elegant design with comfortable living. As you arrive, you'll notice the brick paver driveway and winding walkway leading to the inviting front porch with railings. Step inside through the double front doors to an interior featuring high ceilings, 8-foot doors, crown molding, 5¾-inch baseboards, decorative archways, and architectural columns throughout. Just inside the entry, the den to the left features double pocket doors and high ceilings, offering flexible space for an office, library, media room, hobby room, playroom, or guest space. To the right is the formal dining room with hardwood flooring and a beautiful double tray ceiling. Straight ahead is the spacious living room, featuring hardwood flooring, a striking coffered ceiling, and a gas fireplace centered within custom built-in cabinetry. Triple French doors open to the screened brick paver lanai spanning the width of the home, creating seamless indoor-outdoor living. The kitchen is designed for everyday living and entertaining and features hardwood flooring, granite countertops, stainless steel appliances including a gas range with hood and wall oven/microwave combo, pantry, center island, and a bright breakfast nook with a bay window overlooking the backyard. The home is equipped with natural gas, providing efficient performance for cooking and the fireplace. The primary suite offers high ceilings, two walk-in closets, and French doors to the lanai. The en-suite bath features tile flooring, a granite vanity with double sinks and vanity area, garden tub, and walk-in shower. Bedrooms two and three share a Jack and Jill bathroom with tile flooring, granite double-sink vanity, and tub. A half bath with pedestal sink and an interior laundry room with cabinets, sink, and storage closet add convenience. Additional features include a whole-house Generac generator installed in 2022, A/C replaced in December 2021, and a new roof in December 2023. Outside, enjoy the screened brick paver lanai with high ceilings and architectural arches overlooking the landscaped yard. The property includes an irrigation system and a rare combined adjacent lot creating an oversized .77-acre homesite, offering added space and privacy rarely found in Southern Hills Plantation. The homesite is enclosed with a 4-foot wrought iron fence, while the adjoining lot remains open for a more expansive feel. Additional exterior features include gutters, decorative shutters, and an oversized side-entry garage with a separate golf cart door. Located in a gated community with guard, residents enjoy outstanding amenities including a championship Pete Dye golf course, clubhouse, resort-style pool with café, fitness center, tennis courts, pickleball courts, sidewalks, streetlights, and social events. Enjoy scenic biking and walking trails lined with rolling hills and parks with open green spaces and shaded areas. Conveniently located near shopping, dining, medical facilities, Florida's beautiful beaches, and major highways for easy access to Tampa, Orlando, and airports. Make this beautiful home yours today!

6096 Dusk Rose Lane, Brooksville

Homes for Sale with a Pool in Brooksville, FL

All Homes for Sale with a Pool in Brooksville, FL

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