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Brooksville, FL with a Pool for Sale Map Search

Homes for Sale with a Pool in Brooksville, FL

Welcome to your dedicated resource for homes for sale with a pool in Brooksville, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Brooksville, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

All Homes for Sale with a Pool in Brooksville, FL

$785,000
4 Beds 3 Baths Acerage SubDv.
The quadruple threat—and here’s why. A beautifully updated home with a BRAND-NEW ROOF, the right amount of land, a newer saltwater pool, and the barn and workshop setup buyers searching for this lifestyle rarely find all in one property. Set on 2.3 acres on a corner lot with exceptional views in every direction, this gated and fully perimeter-fenced property brings together a warm, remodeled home, usable acreage, equestrian amenities, and serious workspace. Inside, the home offers just under 2,400 square feet with four bedrooms and three bathrooms. The open-concept floor plan feels both grand and comfortable, anchored by a massive kitchen that truly serves as the centerpiece of the home. Tile flooring flows throughout the main living areas, while remodeled bathrooms and thoughtful updates give the home a fresh, move-in-ready feel. The primary suite enjoys direct access to the pool and a resort-style bathroom designed as a private retreat. And one of the property’s most important updates: a BRAND-NEW ROOF. Outside, the newer saltwater pool is surrounded by brick pavers and protected by a full screen enclosure, creating an easy extension of the home’s living space. The property is gated, fully perimeter fenced, and laid out with two rotational pastures. For the horses, there is a 30' x 48' pole barn with five stalls and a tack room. For equipment, business, hobbies, or storage, the 30' x 50' metal workshop with water and power gives the property another level of functionality. Beautiful home. BRAND-NEW ROOF. Pool. 2.3 acres. Barn and workshop, storage, garden, and massive flexibility. This is the kind of property that checks the boxes without asking you to compromise on the ones that matter.

95 Rabbit Hollow, Brooksville

$499,900
4 Beds 2 Baths Royal Highlands SubDv.
QUIET COUNTY LIVING • NEW CONSTRUCTION • ½-ACRE FENCED LOT • PRIVATE HEATED/CHILLED POOL • NO HOA Discover the freedom and privacy of quiet county living in this beautifully designed 2025-built Adams Homes residence, situated on a spacious ½-acre fenced lot in the Weeki Wachee/Royal Highlands area. Offering modern construction, thoughtful design, exceptional outdoor living, and no HOA restrictions, this property provides room to spread out while remaining close to everything the Nature Coast has to offer. Built using the popular Adams Homes 2320 floorplan, this spacious 4-bedroom, 2-bath home features an open-concept design, abundant natural light, high ceilings, and quality finishes. The welcoming foyer opens to a large living area where the family room, kitchen, and dining spaces flow together beautifully. The well-appointed kitchen offers modern appliances, abundant cabinetry, a breakfast nook, and walk-in pantry, creating an ideal space for everyday living and entertaining. The private primary suite is positioned toward the rear of the home and features a spacious bedroom, walk-in closet, and ensuite bath with dual vanities, soaking tub, and linen storage. Three additional bedrooms provide flexibility for family, guests, home office, hobbies, or other needs. A dedicated laundry room and two-car garage add convenience and storage. Step outside and enjoy your own private Florida retreat. The backyard features an inground fiberglass pool with lifetime warranty, pool heater/chiller for year-round enjoyment, No-See-Um screen enclosure, and a large pool deck with plenty of room for lounging, outdoor dining, entertaining, and enjoying the Florida sunshine. The ½-acre fenced homesite provides exceptional privacy and usable outdoor space for pets, gardens, recreational equipment, boats, RVs, and other Florida toys. An in-wall pest control system is another desirable feature. For buyers seeking freedom and flexibility, this property offers NO HOA. Boat and RV parking are permitted, and an additional oversized storage garage provides even more space. Short-term rentals are also allowed, making this property appealing as a full-time residence, seasonal retreat, investment property, or combination of the two. Buyers should verify current county regulations and rental requirements for their intended use. Located in the Weeki Wachee North/Royal Highlands area of Hernando County, you'll enjoy larger homesites, quiet roads, natural surroundings, and a relaxed Nature Coast lifestyle. Nearby attractions include Weeki Wachee Springs and River, parks, preserves, nature trails, Gulf beaches, golf, shopping, and dining. Outdoor enthusiasts can enjoy kayaking, paddleboarding, fishing, hiking, biking, boating, and exploring the area's beautiful spring-fed waterways. US-19 and the Suncoast Parkway provide convenient access throughout Hernando County and the greater Tampa Bay area. If you've been searching for newer construction, a private heated/chilled pool, a large fenced homesite, and the freedom of no HOA, this Adams Homes property deserves a close look.

16174 Malden Road, Brooksville

$469,900
3 Beds 3 Baths Glen Lakes Ph 1 SubDv.
Welcome to your ultimate resort-style oasis in the highly coveted, 24/7 guard-gated community of Glen Lakes! Nestled at the end of a private cul-de-sac, this exceptional 3-bedroom, 3-bathroom Arthur Rutenberg custom ''Sonesta'' split-floorplan home offers 2,328 square feet of beautifully designed living space. From the moment you arrive, the soaring vaulted ceilings and bright LED lighting create an inviting, grand atmosphere. Designed for seamless indoor-outdoor living, the spacious living room features hidden glass slider doors that tuck away completely, opening up to an expansive lanai and screened pool deck. Step outside to enjoy a truly one-of-a-kind backyard panorama with direct views of the 1st hole green, the community clubhouse, and the 2nd tee. Glen Lakes Country Club is proudly ranked #19 out of over 550 courses in Florida, and you are located directly next to the cart path for an effortless walk or golf cart ride straight to the clubhouse. Spend your afternoons lounging by the sparkling pool or unwinding in the gas-heated spillover spa while taking in the pristine fairways. Back inside, the home offers a highly functional layout. The kitchen opens directly to a bright leisure and breakfast room, making it the perfect hub for entertaining. Cozy up in the evenings next to the warm gas fireplace, or retreat to the dedicated den complete with beautiful custom built-ins--ideal for a home office/library. The private primary suite boasts direct lanai access and an attached luxury bathroom, while two additional well-sized bedrooms and two full guest baths ensure plenty of space and privacy for visitors. Major big-ticket upgrades provide ultimate peace of mind: a brand-new HVAC system installed in July 2025 and a durable roof replaced in 2021 featuring a 12-year warranty valid until 2033 that fully transfers to the next owner. Don't miss this rare opportunity to own a premium lot with unparalleled golf course proximity in one of Florida's premier gated communities! Extras include vaulted ceilings, interior paneled doors, transom windows, golf cart garage. vinyl porch, open floor plan call today for a showing.

9463 Savannah Court, Brooksville

$275,000
4 Beds 2 Baths Spring Ridge SubDv.
Virtually Staged. Featuring classic Florida-style architecture, this inviting 4-bedroom, 2-bath home with a 2-car garage is in the Spring Ridge gated community and sits on an elevated 0.16-acre lot. As you arrive, the peaceful setting and welcoming exterior invite you inside, where the foyer offers light-toned tile flooring and a convenient coat closet. The spacious living room feels bright and open with wood-inspired tile flooring, a vaulted ceiling, and wide windows that bring in plenty of natural light. From the living room, move naturally into the kitchen, where white raised-panel cabinetry, deep-tone countertops, a stylish backsplash, breakfast bar, dual sink, stainless steel appliances, recessed lighting, and a pantry provide both style and everyday convenience. The kitchen is open to the living area, making it easy to stay connected while cooking or visiting. Just beside the kitchen, the dining area offers a comfortable place to enjoy meals, with wide double sliding glass doors leading to the covered rear porch. The primary bedroom offers a quiet place to unwind, featuring a vaulted ceiling, multiple windows, and a walk-in closet leading to the private en-suite bathroom. The primary bath includes dual vanities with white cabinetry, a large mirror, and a tiled tub/shower with a built-in niche and small horizontal window. Bedroom 2 offers the same flooring, a spacious built-in closet, and an arched window that brings in natural light. Bedroom 3 features well-maintained carpet flooring and a built-in closet, while Bedroom 4 is located just off the foyer and works well as an office, study, or flex room, with a window overlooking the front yard. The second bathroom includes a single vanity with cabinet storage and a tub/shower combination. Near the kitchen, the laundry room provides utility shelving and a brick-style wall detail. Step through the sliding doors and onto the covered rear porch, where you can relax in a comfortable place to enjoy your morning coffee, dine outdoors, or relax in the evening. From here, look out over the spacious grassy backyard, where mature trees and open views create a peaceful outdoor setting. Spring Ridge offers a gated community with a pool, clubhouse, and recreational areas. The home is also close to shopping, dining, parks, Weeki Wachee Springs, and Pine Island Beach, where you can enjoy kayaking, swimming, fishing, and time along the Gulf Coast. With comfortable living spaces, a relaxing backyard, and nearby recreation, this home makes it easy to settle in and enjoy everyday Florida living.

8814 Southern Charm Circle, Brooksville

$570,000
4 Beds 2 Baths Woodland Waters Ph 1 SubDv.
Virtually Staged. A Woodland Waters Estate Home Where the Big-Ticket Items Are Already Done Have you ever dreamed of watching Sandhill Cranes stroll across your own backyard while your pool heats up just the way you like it? THIS IS THAT HOME!! Woodland Waters is known for ESTATE-STYLE HOMES ON LARGE LOTS, and this one delivers -- 1.79 PRIVATE ACRES with NO REAR NEIGHBORS and a NO-BUILD AREA behind you, just woods, wildlife, and quiet. Turkeys, owls, hawks, and turtles pass through regularly. This is a former ALEXANDER CUSTOME HOMES MODEL, and it shows. Zoned for the area's newest schools -- WINDING WATERS K-8 and WEEKI WACHEE HIGH SCHOOL -- and just minutes from the Weeki Wachee River, Hernando Beach, Homosassa, and only 5 MINUTES TO PUBLIX. Convenience and seclusion, all in one address. Inside, you'll find 4 BEDROOMS and 2,369 SQ FT of living space with a split floorplan that works for multi-generational living. The kitchen got a full RENOVATION IN 2025 with new SAMSUNG ELITE STAINLESS APPLIANCES, and the granite countertops carry through the kitchen and baths. Ready to cool off? Your HEATED POOL is calling, with a pool heater that's just 2 years old, NEW POOL TILE, and a full refinish in 2025. The pool cage was RESCREENED in 2023, and the pump and clean sweep motor are brand new as of 2025. And the upgrade list just keeps going. The ROOF is NEW as of 2020, along with a NEW HOT WATER HEATER the same year. In 2021, the home got NEW HURRICANE-RATED IMPACT WINDOWS AND DOORS, a NEW HURRICANE-RATED GARAGE DOOR, a SCREEN-ENCLOSED ENTRY WITH HURRICANE SCREENS, fresh ATTIC FLOORING, all-new LANDSCAPE AND LANDSCAPE LIGHTING, and a VIVINT HOME SECURITY AND AUTOMATION SYSTEM. The TRANE AC unit was replaced in 2016 and is still going strong thanks to yearly maintenance. The driveway was RESURFACED in 2022, and in 2025 new ALUMINUM AND CHAIN-LINK FENCING was added along with fresh interior and exterior paint throughout. Need to water 1.79 acres without the utility bill to match? You've got an 8-ZONE SPRINKLER SYSTEM running off your own IRRIGATION WELL. And with NO FLOOD ZONE, LOW HOA, and NO CDD, this property is as easy to own as it is to enjoy. Woodland Waters isn't just a neighborhood -- it's a lifestyle. Residents enjoy TENNIS COURTS, GATED PARKS, and a DOCK WITH LAKE ACCESS for just 175 a year. YOU WILLL WANT TO SEE THIS ONE IN PERSON!!!

10261 Woodland Waters Boulevard, Brooksville

$1,720,000
4 Beds 5 Baths N/A SubDv.
Perched on over three acres of elevated, private grounds framed by majestic grandfather oaks, this gated custom estate offers an exceptional blend of exclusivity, luxury, and resort-style Florida living. With over 20ft of elevation change across the property, the setting enjoys a rare sense of prominence, openness, and privacy. The estate unfolds as a secluded retreat. A paved drive leads to the residence and detached barn, while an expansive wraparound porch captures the tranquil surroundings and hilltop views. Step inside the grand foyer and your eye is drawn through the home to the resort-style outdoor living area beyond. Disappearing pocket sliders create a seamless connection between the interior and the 30-by-19-foot heated saltwater pool and spa. Inside, wood-look plank tile flows throughout the main living areas. A private den with custom built-ins provides a dedicated home office, while the spacious living room is anchored by a striking stone fireplace. At the heart of the home, the chef’s kitchen features leathered quartz countertops, custom 42" soft-close cabinetry extending to the ceiling with glass-front uppers, a butler’s pantry, pot filler, oversized 68" Electrolux refrigerator and freezer, Bosch dishwasher, built-in oven and microwave, and a large center island with beverage refrigerator. The split-bedroom floor plan provides privacy for owners and guests. Spacious secondary bedrooms share a Jack-and-Jill bath, while the primary suite serves as a private retreat with elegant coffered ceilings and a spa-inspired ensuite featuring dual vanities, marble countertops, and an oversized walk-in shower. A full-size window within the shower overlooks the secluded garden. The ensuite flows directly into an expansive custom walk-in closet with a center island chest of drawers, connecting to the laundry room. The laundry room is fully equipped and includes a custom-tiled pet shower. Upstairs, a private theater creates the ultimate entertainment space, complete with stadium seating, a large screen, and kitchenette with beverage fridge perfect for movie nights, sporting events. Outside, the elevated setting and acreage create a private resort feel. The pool area features a sun shelf and expansive deck, low-maintenance turf, ambient string lighting, and three dramatic fire bowls. A high-top table with a center fire pit provides another gathering space overlooking the pool, while a concrete walkway leads to a secondary fire-pit and lounge area. Built-in speakers inside and out provide the perfect backdrop for entertaining or enjoying the property. Adding versatility is a detached three-part barn offering approximately 900 square feet divided into three distinct spaces. One section is a finished, climate-controlled flex space with a kitchenette, full bath, and mini-split A/C; another is configured as a private gym with wall-to-wall mirrors; and the center bay provides ample storage for lawn equipment, recreational gear, and more. Additional features include an oversized three-car garage, a private archery range at the far end of the property, landscaped grounds, ample parking, and a leased 500-gal propane tank. From its commanding hilltop setting and over three private acres to the resort-style pool and spa, dedicated theater, detached barn, and thoughtfully designed custom interior, this estate offers something increasingly difficult to find in Florida: space, elevation, privacy, and luxury—all in one exceptional property.

27390 Church Road, Brooksville

$274,000
3 Beds 2 Baths Glen Lakes Ph 1 SubDv.
Turn-key Move-in Ready. WELCOME TO THE GLEN LAKES LIFESTYLE! Come enjoy easy, turn-key Florida living in this beautifully maintained CASTLE PINES VILLA, built by ADDISON HOMES, offering 3 bedrooms, 2 baths, a 2-car garage, 1,688 sq. ft. of living space and 2,595 total sq. ft. The location within this beautiful, gated community is FANTASTIC—just a short walk to the clubhouse, championship golf course, fitness center, pool and so much more! This home invites you inside through a welcoming FRONT SCREENED LANAI. Open the front door and immediately enjoy the view straight through the home to the peaceful POND AND PROTECTED NATURE PRESERVE beyond. With NO REAR NEIGHBORS, you can relax and enjoy privacy, nature and beautiful Florida scenery from the WRAPAROUND REAR SCREENED LANAI. The home offers HIGH VOLUME AND VAULTED CEILINGS throughout the main living areas, along with upgraded lighting, ceiling fans and PLANTATION SHUTTERS. Beautiful BAMBOO FLOORING flows through the great room, dining area, primary bedroom, guest hallway and guest bedroom. NO CARPETING IN THIS HOME! The spacious kitchen is designed for entertaining and everyday living, featuring a LARGE EAT-IN AREA WITH BAY WINDOWS, an oversized breakfast bar, center island, upgraded GRANITE COUNTERTOPS, light cabinetry and included STAINLESS-STEEL APPLIANCES. The PRIMARY BEDROOM features a high ceiling, ceiling fan/light combination, plantation shutters, bamboo flooring and a spacious WALK-IN CLOSET. The ensuite primary bathroom features DUAL VANITY SINKS, updated countertops, cabinetry and lighting, along with an updated tiled WALK-IN SHOWER and glass shower door. The GUEST BEDROOM offers a vaulted ceiling, ceiling fan/light combination, plantation shutters and bamboo flooring. The updated GUEST BATH features wood-look plank tile flooring, a STEP-IN SHOWER with updated tilework, furniture-style vanity, granite countertop, mirror and updated lighting. The versatile THIRD BEDROOM/OFFICE can function as a true third bedroom or home office and features a built-in desk and armoire, vaulted ceiling, ceiling fan/light combination and plantation shutters. The LAUNDRY ROOM provides built-in upper cabinetry for additional storage. The 2-CAR GARAGE includes a window for natural light and a convenient side service door. The A/C air handler is elevated, helping preserve valuable garage floor space. ENJOY A TRUE LOW-MAINTENANCE FLORIDA LIFESTYLE! HOA/maintenance benefits include BASIC CABLE, HIGH-SPEED INTERNET, IRRIGATION WATER and the added peace of mind of a 24-HOUR SECURITY GUARD AT THE GATED ENTRANCE, 7 DAYS A WEEK. The location of this Villa within Glen Lakes is exceptional! Enjoy convenient access to the CLUBHOUSE, FITNESS CENTER/GYM, POOL, HOT TUB, TENNIS, PICKLEBALL, RESTAURANT, DRIVING RANGE, CHAMPIONSHIP GOLF and numerous social clubs and activities, including the KAYAK CLUB, ITALIAN CLUB, GARDEN CLUB, VETERANS CLUB and so much more. LOCATION IS EVERYTHING! Less than 5 minutes to the crystal-clear waters of Weeki Wachee Springs State Park, approximately 15 minutes to Pine Island Beach and about 8 miles to the Suncoast Parkway for convenient access toward Tampa and St. Petersburg. Shopping, restaurants, medical facilities and hospitals are all just minutes away. Whether you're looking for privacy, relaxation, recreation, an active social lifestyle or simply a beautiful place to call home. Come experience the easy Florida lifestyle this beautiful Castle Pines home has to offer!

10097 Holly Berry Drive, Brooksville

$699,999
3 Beds 4 Baths Southern Hills Plantation Ph 1 SubDv.
Rare 1.05-Acre Cul-de-Sac Home with Preserve Views, No Rear Neighbors, New Roof & Andersen Windows Located on a quiet cul-de-sac, this elegant 3-bedroom, 2 full and 2 half-bath home sits on three combined, fully fenced lots totaling 1.05 acres, offering exceptional privacy and space rarely found. With no rear neighbors, the property backs to a protected natural preserve that cannot be built upon, ensuring peaceful views and long-term privacy. The home is currently being enhanced with a brand-new roof scheduled for installation within the next few weeks, and features all new Andersen® brand windows, delivering improved energy efficiency, durability, and timeless quality—significant upgrades that add immediate and long-term value. Inside, the home offers a bright, open layout with a formal dining room, formal sitting area, and a private office, ideal for today's work-from-home lifestyle. The expansive chef's kitchen features abundant cabinet and counter space and opens seamlessly to the family room and dinette, creating an inviting flow for both entertaining and everyday living. Designed with a split-bedroom floor plan, most rooms overlook the screened-in patio and the expansive backyard beyond. The primary suite serves as a private retreat with a large walk-in closet, garden tub, and separate shower. Upstairs, a spacious flex room with a half bath provides exceptional flexibility—perfect for a media room, game room, home gym, or guest space. Additional highlights include a 2.5-car garage with built-in storage cabinets, generous indoor and outdoor living areas, and a setting that blends privacy, space, and natural beauty. Living in Southern Hills Plantation Club means enjoying world-class amenities centered around the renowned Pete Dye Championship Golf Course, consistently recognized among the top residential golf communities in the nation. Residents enjoy an impressive two-story clubhouse, a resort-style Olympic swimming pool with the popular Sunnies poolside bar and grill, tennis and pickleball courts, a full-service spa, a 24-hour fitness center, and multiple dining venues. Additional highlights include a professionally staffed pro shop, PGA instruction, scenic cart and walking trails, a charming Par-3 course, 24/7 manned security, and a vibrant calendar of social events—offering a lifestyle that is as enriching as it is elegant.

19546 Mossy Oak Court, Brooksville

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