Homes for Sale with a Pool in Brooksville, FL

Welcome to your own private retreat in the heart of Masaryktown! Situated on nearly one acre, this beautifully maintained 4-bedroom, 3-bath pool home offers approximately 2,858 square feet of living space with the perfect blend of comfort, flexibility, and outdoor living. Step inside to find a spacious floor plan featuring a gorgeous, updated kitchen with granite countertops, rich wood cabinetry, stainless steel appliances, a beautiful skylight that fills the space with natural light, and an abundance of counter space—a true chef’s dream—along with ample storage. The generous living areas are ideal for both everyday living and entertaining, while the split-bedroom layout provides privacy for family and guests. A flexible den/office offers the perfect space for working from home or relaxing. Near the front of the home, you’ll also find a cozy open nook—ideal for a reading area, sitting space, or additional flex use. The primary suite offers a peaceful escape with an en-suite bath featuring a walk-in updated shower, and a spa garden tub with backlit glass surrounding the sap tub. This en-suite also has 2 walk in closets. Sliding glass doors located within the primary suite provide direct access to the outdoor living area, enhancing the home’s seamless indoor-outdoor flow. The family room features stunning tinted arched transom windows that bring in abundant natural light while adding architectural character, and the family room and dining area also feature sliding glass doors that offer beautiful views of the pool. Additional highlights include an indoor laundry room complete with a utility sink and a skylight that brightens the space, a convenient mud room, an attached one-car garage, and a long driveway with plenty of parking for guests, vehicles, or recreational equipment. The home is also equipped with a portable generator already connected for added peace of mind. Step outside to enjoy the screened pool and spa, complete with a rock-style fountain, overlooking the expansive backyard—perfect for relaxing, entertaining, or simply enjoying Florida living. A detached approximately 1,500-square-foot workshop provides endless possibilities for hobbyists, car enthusiasts, small business owners, or additional storage. With plenty of room for boats, RVs, trailers, gardening, or future expansion, this property offers the space and freedom that are becoming increasingly difficult to find. Conveniently located with easy access to Brooksville, Tampa, shopping, dining, and major roadways while still enjoying a peaceful country setting. Don’t miss this rare opportunity to own a spacious pool home with acreage, a large workshop, and endless potential! All measurements are aprox. Please call for your private tour.

483 Lincoln Avenue, Brooksville

$299,000

3 Beds ⋅ 2 Baths ⋅ Quail Meadows Ph 1 SubDv.

Don't miss this incredible opportunity to own a pool home at an exceptional price! This 3-bedroom, 2-bath residence offers 2,425 total square feet and a split floor plan that provides both comfort and privacy. Enjoy peace of mind with a new roof, and the seller will install a new A/C unit prior to closing, making this home an even greater value. Step outside and enjoy your private pool—perfect for relaxing, entertaining, or soaking up the Florida sunshine. Whether you're looking for your forever home, a seasonal home, or an investment opportunity, this property offers endless potential. With major updates already taken care of and priced to sell, this is a fantastic chance to own a Florida pool home without breaking the bank. Schedule your private showing today! Close to everything!! Shoppes, restaurants, hospitals, schools...everything!! Less than 10 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!! 15 minutes to the sunsets at Pine Island, boating and fishing!! Less than 10 minutes to the Suncoast Parkway for quick and easy access to Tampa International Airport and for all the fun that 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!! **Room dimensions are not correct, waiting on the floor plan.**

15486 Saratoga Drive, Brooksville

$109,900

2 Beds ⋅ 2 Baths ⋅ Brookridge Comm SubDv.

Discover the potential in this 2-bedroom, 2-bath home located in the highly sought-after 55+ Brookridge Golf Community! Perfectly situated on the golf course, this home offers peaceful views and an incredible opportunity to make it your own. Inside, you'll find a spacious floor plan featuring a bright Florida room that provides additional living space, perfect for relaxing, entertaining, or enjoying your morning coffee. Outside, the home offers a large-covered carport to protect your vehicle from the Florida sun and rain, a generously sized storage room for all your tools and hobbies, and a fully fenced backyard for added privacy. While the home is in need of clean out and updating, it's truly a diamond in the rough with endless potential to renovate and customize to your personal style. This is a handyman special and home needs significant cleanout and needs repair. Home has no utilities on and hazardous materials may be present. Buyers will enter at their own risk. Enjoy the active Florida lifestyle in Brookridge, one of Hernando County’s premier 55+ communities. Residents have access to a beautiful clubhouse, golf course and pro shop, a large-heated swimming pool, pickleball courts, shuffleboard, fitness activities, clubs, social events, and countless amenities designed for active living. Conveniently located just minutes from shopping, restaurants, hospitals, medical facilities, and the Suncoast Parkway, you’ll enjoy easy access to Tampa while experiencing the relaxed lifestyle of Florida’s Nature Coast. Don’t miss this opportunity to create your dream home in a vibrant, resort-style community!

14251 Rialto Avenue, Brooksville

$580,000

5 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

Welcome to your private retreat in the heart of Weeki Wachee! Nestled on a spacious 0.60-acre lot at the end of a quiet dead-end road, this beautifully updated 5-bedroom, 2.5-bath two-story home offers the perfect blend of space, privacy, and modern updates. With a fully fenced backyard, sparkling pool, and mature trees providing a peaceful setting to let your chickens roam, this property is designed for both everyday living and entertaining. Step inside to discover a freshly painted interior and exterior, a brand-new front door, soaring ceilings, and a stunning grand staircase. The open-concept kitchen is the heart of the home, featuring new granite countertops, a large center island, two pantries (including a walk-in pantry), and plenty of storage. The dining area flows seamlessly into the spacious living room, where you’ll find a built-in electric fireplace with adjustable flame colors and heat, creating the perfect ambiance year-round. LED accent lighting behind the TV adds a modern touch, and the TV may stay with the home. The first floor also offers a large office with a stylish barn door, a convenient half bath, and additional storage tucked beneath the staircase. Upstairs, you’ll find a second living area or bonus room, ideal as a media room, playroom, or additional family space. The oversized primary suite features an elegant arched entry into the ensuite bath, a relaxing garden tub, brand-new walk-in shower, new toilet, dual closets, and a spacious linen closet. Four additional generously sized bedrooms each have large closets, with select rooms featuring custom accent walls and closet organizers. The guest bathroom has also been refreshed with a new toilet and sink, and all bathrooms include exhaust fans. Additional highlights include: 5 bedrooms | 2.5 bathrooms 3-car garage Large office/flex room Upstairs bonus living area Laundry folding station New rear doors Fully fenced backyard Pool Mature trees for exceptional backyard privacy Large Rubbermaid storage shed included Additional large shed Major updates provide peace of mind: Roof replaced – May 11, 2022 Air conditioner replaced – January 25, 2023 New septic drainfield replaced Conveniently located in beautiful Weeki Wachee, this move-in-ready home offers the space, updates, and privacy you’ve been searching for. Schedule your private showing today!

11083 Maybird Avenue, Brooksville

$600,000

3 Beds ⋅ 3 Baths ⋅ Southern Hills Plantation Ph 1 SubDv.

Virtually Staged. Unbelievable price of only $600,000 showcasing 3,026 SF of gorgeous living space and a three car garage. This beautiful new home built by Spire Homes offers 3,306 SF of living space and is 4,460 SF total under roof. It is located in the sought-after lifestyle community of Southern Hills Plantation. This home features a beautiful architectural design with 3 bedrooms, 3 baths, a large flex room, a massive open living room, cafe space, and a gorgeous kitchen. The chef's kitchen has soft-close cabinetry with crown trim and beautiful quartz countertops. The appliances are stainless steel, and there is a five-burner gas range. One side of the home is reserved for the spacious owner's suite, showcasing a tray ceiling and dual walk-in closets. The luxury primary bathroom features a stylish free-standing tub and a large shower with a frameless glass enclosure. The opposite side of the home features two additional bedrooms, with private access to a shared bathroom. A guest bath in the center of the home is perfect for company. The home features 8' doors throughout, oversized baseboards, and dual-pane windows. Store your cars and toys in the 22' x 20' 2-car garage, which opens to a mudroom. The separate 1-car garage is perfect for your golf cart and extra storage. The paver driveway sets the ambiance for the home, along with the beautiful exterior architectural design elements. A huge 45' long rear lanai is truly magnificent, and it is pre-plumbed with gas and water for a future outdoor kitchen! The lanai provides a relaxing area to watch for deer and birds. Southern Hills Plantation offers a guard-gated entrance, a premier Pete Dye golf course set in rolling hills, a driving range, a chipping/putting green, and a 6-hole par 3 course. The clubhouse is stunning, and the Aquatic and Fitness Center offers a wonderful pool and spa, fitness center, private restaurants, Har-Tru tennis courts, and pickleball! Don't miss this opportunity to own a gorgeous home at a fantastic price in the premier gated community of Southern Hills Plantation.

19486 Sheltered Hill Drive, Brooksville

$209,950

2 Beds ⋅ 2 Baths ⋅ Pine Grove Sub SubDv.

Charming 2-Bedroom Home on Half an Acre with No HOA! Welcome to 8334 Pinewood Ave, where comfort, space, and freedom come together! This well-maintained 2-bedroom, 2-bathroom brick-front home sits on a generous ½-acre fully fenced lot, offering plenty of room to relax, entertain, and enjoy the outdoors—with no HOA restrictions. Inside, you'll love the open-concept floor plan, creating a bright and inviting living space that's perfect for both everyday living and hosting family and friends. The home's thoughtful layout provides a seamless flow between the living, dining, and kitchen areas while maintaining a warm, welcoming feel. Step outside to your own private backyard retreat featuring an above-ground pool, ideal for cooling off on warm Florida days. The property also includes a storage shed with electricity, making it perfect for a workshop, hobby space, or additional storage. A single-car garage adds convenience and extra storage options. Whether you're looking for your first home, downsizing, or simply want more land without HOA restrictions, this property offers the perfect combination of privacy, functionality, and value. Conveniently located just minutes from the Suncoast Parkway, shopping, dining, and everyday conveniences, you'll enjoy peaceful country living with an easy commute. Don't miss your opportunity to own this move-in-ready home—schedule your private showing today!

8334 Pinewood Avenue, Brooksville

$680,000

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

Under Construction. Finish date approx 8/1/2026 Welcome to the Venice model, brought to you by Spire Homes. With a covered, wraparound porch in front and two separate lanais in back, the Venice offers multiple options for entertaining and relaxing—and that’s before you even set foot inside. Once you do, you’re welcomed into a foyer leading to an expansive great room, each with decorative tray ceilings. The main living area is the heart of the home, filled with sunlight from sliding glass doors to one of the lanais. The centrally located kitchen features a walk-in pantry, high-end counters and cabinetry, and a large island with seating. It’s just steps away from the dining area and, around the corner, a convenient utility room with laundry facilities and garage access. There are three private bedrooms, each in their own corner of the home, each near a full bathroom. The owner’s suite indulges to the extreme with a tray ceiling in the bedroom and two spacious walk-in closets. Luxury amenities in the bathroom include dual vanities, a walk-in shower, and a sunlit soaking tub. In search of another retreat? Look no further than the large den, accessed by French doors in the front of this amazing home. The kitchen features the following as standard: Timberlake Portfolio 5 piece white Shaker 42" cabinets with full overlay, Quartz countertops with white subway tiled backsplash, Stainless steel single undermount Kitchen sink, Moen® Eva® stainless steel faucet with integral sprayer, Stainless steel Frigidaire Appliances including oven/micro combo, 36” gas range, 36” hood and dishwasher, 1/2 HP food disposal, Island Pendent lights, Undercabinet lighting. Durable, low-maintenance LVP flooring runs throughout the main living areas, complemented by designer lighting, 8-foot interior doors, and premium finishes at every turn. A two-car garage plus a single-car garage provide ample room for vehicles, storage, or hobbies. Beyond the front door, residents enjoy life in Southern Hills Plantation, a gated, master-planned community set amid the rare rolling topography of Brooksville, Florida, with elevation changes of more than 200 feet and long-range views stretching nearly 20 miles toward the Gulf Coast. At the heart of the community is the private, 18-hole Pete Dye championship golf course — rated among the Top 100 residential courses in the United States by Golfweek — along with a 6-hole par-3 course, driving range, and full practice facilities. The 20,000-square-foot clubhouse, styled after a classic old Florida estate, anchors a resort-style lifestyle that includes a spa and fitness center, four tennis courts, a resort-style pool, and miles of scenic walking trails. In 2026, the club joined Heritage Golf Group, bringing continued investment in amenities and member programming. Minutes from I-75 and the Suncoast Parkway, and just a short drive to historic downtown Brooksville, this home offers the perfect balance of privacy, luxury, and connectivity — with Tampa's dining, culture, and airport all within easy reach.

4836 Majestic Hills Loop, Brooksville

$289,000

3 Beds ⋅ 2 Baths ⋅ Sherman Hills Sec 3 SubDv.

Virtually Staged. Turn-Key and Move-In Ready! Experience refined Florida golf course living in this beautifully updated and meticulously maintained home located in the highly desirable Sherman Hills community. Situated on one of the most desirable lots in Sherman Hills, this exceptional residence is positioned atop the hill along the fairway, offering breathtaking golf course views, a peaceful setting, and the perfect blend of modern upgrades, comfort, and style. From the moment you enter, you'll appreciate the home's impressive high ceilings, spacious layout, and bright, open feel. The heart of the home is the beautifully updated kitchen, thoughtfully designed for both everyday living and entertaining. It features stunning white quartz countertops, a timeless subway tile backsplash, stainless steel appliances, a center island with breakfast bar seating, and a bright breakfast nook where you can enjoy your morning coffee while taking in the scenic views of the golf course. The kitchen flows seamlessly into the expansive family room, creating an inviting space for gatherings and relaxation. Sliding glass doors lead to the covered lanai, offering the ideal indoor-outdoor living experience and the perfect place to unwind while enjoying the beautiful surroundings. Throughout the home, fresh interior paint, stylish new lighting, and large 24-inch ceramic tile flooring enhance the bright, modern appeal while providing durability and easy maintenance. The private owner's suite is a true retreat featuring serene golf course views, a spacious walk-in closet, and a beautifully updated en-suite bathroom complete with a quartz vanity, dimmable LED anti-fog mirror, garden tub, and separate walk-in shower with elegant finishes. Two additional bedrooms are located on the opposite side of the home, providing privacy for family members or guests. The updated guest bathroom is equally impressive with a quartz vanity, dimmable LED anti-fog mirror, and a convenient tub/shower combination. Washer and Dryer Included! Sherman Hills residents enjoy an exceptional lifestyle with access to a championship golf course, clubhouse, resort-style swimming pool, and tennis courts. Conveniently located just minutes from I-75, residents enjoy easy access to historic downtown Brooksville, shopping, dining, medical facilities, and Tampa International Airport is less than an hour away. Offering an outstanding combination of premium golf course views, a desirable hilltop location, modern updates, high ceilings, spacious living areas, and a beautifully maintained interior, this Sherman Hills home provides the perfect opportunity to enjoy the best of Florida living. Schedule your private showing today!

30798 Water Lily Drive, Brooksville

$100,000

2 Beds ⋅ 2 Baths ⋅ Brookridge Community Unit 1 Blk 19 Lots 5 & 6 SubDv.

Investor & Handyman Special with an Extra Lot Included! Don't miss this unique opportunity at 14391 Sandhurst Street in Brooksville! This 2-bedroom, 2-bath double-wide manufactured home offers 1,152 square feet of living space and sits on a property that includes an additional adjoining lot, providing extra space and endless possibilities. Built in 1974, this home is ready for renovation and is perfect for investors, flippers, or buyers looking to create their own vision. With a functional floor plan and solid potential, it's an excellent opportunity to restore, update, or add to your investment portfolio. The included extra lot offers added privacy, room for expansion, additional outdoor living space, or future possibilities, making this property an even more attractive investment. Conveniently located near shopping, dining, medical facilities, and major roadways, this property combines a great location with outstanding potential. Bring your ideas and your toolbox--this property is full of opportunity and is being sold as-is.

14391 Sandhurst Street, Brooksville

$264,900

3 Beds ⋅ 2 Baths ⋅ Brookridge Comm SubDv.

This 3-bedroom plus den, 2-bath single-family home offers a functional layout with a 2-car garage and thoughtful updates throughout. The living area features wood-look flooring, a fireplace with a tile surround, recessed lighting, and arched windows that bring in natural light. The kitchen includes new appliances and new vinyl flooring. Seller updates include a new A/C (2026) and a roof replaced in 2019. The family room provides flexible space for a home office, hobby room, or guest area. The screened patio opens to an extended paver lanai, creating additional outdoor living space. Located in the gated Brookridge community, the low HOA includes access to the clubhouse, exercise facility, pool, recreation room, and tennis courts. The community also offers convenient access to shopping, dining, medical facilities, and major roadways.

14269 Rialto Avenue, Brooksville

$269,000

4 Beds ⋅ 2 Baths ⋅ Tangerine Estates SubDv.

Spacious 4-bedroom, 2-bathroom home situated on a fully fenced 1/3-acre double lot. The open floor plan offers 1,832 square feet of living space. The home, roof, A/C, well, septic system, appliances, cabinets, countertops, flooring, front and back decks, landscaping, and wood fencing were all completed in 2024. A transferable 7-year warranty is included for the buyer. Zoned for Nature Coast High School. Cash, conventional, FHA, and VA financing accepted. Schedule your showing today!

5139 Orlando Avenue, Brooksville

$299,900

2 Beds ⋅ 3 Baths ⋅ Ridge Manor West Ph Iv SubDv.

Virtually Staged. Beautifully updated 2-bedroom, 2.5-bath pool home with an oversized 2-car garage, ideally located in a quiet, family-friendly neighborhood with no HOA or CDD fees. Situated on a fully fenced lot just under ¼ acre, this move-in-ready home offers numerous upgrades, including a 4-year-old roof, 3-year-old A/C, new interior and exterior paint, hurricane shutters, a hurricane-impact garage door, a new pool finish, updated pool decking, a new pool pump, and a 3-year-old screened pool enclosure. The dining area features beautiful tongue-and-groove wood detailing, adding warmth and character to the home. The irrigation system helps keep the landscaping looking its best year-round. Golf enthusiasts will love being right next to the community golf course—simply hop on your golf cart and ride over. This desirable area continues to grow with the exciting new lagoon development coming nearby, adding even more value and convenience. With easy access to I-75, commuting to Tampa, Ocala, or Orlando is a breeze. Don't miss this opportunity to own a beautifully maintained home in one of the area's most promising locations!

7054 Lexington Circle, Brooksville

Homes for Sale with a Pool in Brooksville, FL

All Homes for Sale with a Pool in Brooksville, FL

Joseph Sullivan Real Estate

Search

Resources

About