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Homes for Sale with a Pool in Brooksville, FL

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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.

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All Homes for Sale with a Pool in Brooksville, FL

4 Beds ⋅ 4 Baths ⋅ Dogwood Estate Ph I SubDv.

Beautiful 4-Bedroom Pool Home on the Brooksville Golf & Country Club Course Welcome to this stunning 4-bedroom, 3.5-bath home situated on a spacious half-acre lot overlooking the lush fairways of the Brooksville Golf & Country Club. Designed with family living and entertaining in mind, this residence features a desirable split floor plan, expansive living spaces, and a large private pool perfect for relaxing or hosting guests. Nestled within a quiet, well-established community, residents enjoy access to an 18-hole championship golf course, sparkling community pool, pickleball courts, pro shop, clubhouse, and a restaurant and bar — all open to the public with an optional social membership. Conveniently located near downtown Brooksville, this home offers easy access to top-rated schools, shopping, dining, and everyday conveniences. Experience Florida living at its finest in this inviting home that blends comfort, community, and natural beauty.

23378 Eppley Drive, Brooksville

2 Beds ⋅ 3 Baths ⋅ Cascades At S H Plant Ph 1 Rep SubDv.

Virtually Staged. Under Construction. The Seabrook offers 2,335 square feet of thoughtfully designed living space with an open-concept layout ideal for everyday comfort. The chef's kitchen features two-tone cabinetry, quartz countertops, an oversized island, gas slide-in range, built-in microwave, and a walk-in pantry. A coffered ceiling enhances the spacious living room, while quartz countertops continue throughout the home. The private primary suite includes a large walk-in shower and an oversized walk-in closet with natural light. A secondary bedroom with its own ensuite bath provides added privacy and comfort for guests. A versatile den offers the perfect space for a home office, library, or craft room. Enjoy both a formal dining room and a bright breakfast café, where you can start your day with peaceful views and added privacy from the absence of rear neighbors. Additional highlights include a 3-car garage with a separate bay ideal for golf cart storage, a convenient drop zone, half bath for visitors, and a water softener loop in the garage. Photos are of a completed Seabrook model by Inland Homes and are for illustrative purposes only. Actual home is under construction, and selections will vary.

5108 Jennings Trail, Brooksville

6 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv.

6 BEDROOMS + ATTACHED GUEST SUITE + NO HOA OR CDD! This spacious 6 bedroom, 2 bathroom property is packed with flexibility and potential. The main home offers 4 bedrooms and 1 bathroom with high ceilings, an open layout, and a split bedroom floor plan with two bedrooms on each side for added privacy. The kitchen includes a cozy eat in area, plus a separate dining room for extra gathering space. Out back, enjoy a screened porch, fully fenced yard, above ground pool, and mature trees that create a shaded outdoor setting. The attached guest suite adds 2 bedrooms, 1 bathroom, two private entrances, and a spacious living area, making it ideal for multi generational living, guests, or possible rental flexibility. With existing access to the main home, it can function as one larger home or potentially be separated for more private living arrangements. If you’ve been searching for space, versatility, and value, this one is worth a look. No HOA or CDD fees. Roof replaced in 2016.

18160 Spangler Avenue, Brooksville

Southern Hills Plantation Ph 2 SubDv.

Tucked away inside one of the top rated Golf Course communities in Florida, this beautiful lot sitting directly on the 12th fairway is now available! Choose your builder and come build your perfect home on this lot stretching over 1/4 of an acre. Once your home is built, you will have unobstructed water and golf course views! Across from the course is a conservation so you will never have a backyard neighbor. This course has hosted multiple PGA tours and is locally known for the Valspar Championship Qualifier. The absolutely incredible amenities that Southern Hills has to offer include: A Pete Dye designed Golf Course, a resort style pool, pool bar and restaurant, tennis courts, pickleball courts, a state of the art gym, a driving range, PGA Pro Golf Shop, clubhouse with a delicious full restaurant and newly renovated bar, and more! Easy access to the Veterans Expressway, I-75, Major hospitals, and just 45 minutes to Tampa International Airport. Come live the luxury golf life in Southern Hills!

3985 Southern Valley Loop, Brooksville

4 Beds ⋅ 4 Baths ⋅ Southern Hills Plantation Ph 2 SubDv.

Discover luxury living in this brand-new, move-in-ready 4-bedroom, 4-bathroom home with a 3-car garage, located in the prestigious Southern Hills Plantation. This modern masterpiece features a thoughtful open-concept layout with soaring ceilings, abundant natural light, and premium upgrades for ultimate comfort and elegance. The chef-inspired kitchen offers quartz countertops, stainless steel appliances, custom cabinetry, and a large center island, ideal for entertaining. Each generously sized bedroom includes a custom closet system, while the four full bathrooms showcase high-end fixtures and finishes. Enjoy seamless indoor-outdoor living with a fully equipped outdoor kitchen, complete with a grill, sink, and bar area, perfect for al fresco dining against stunning golf course views. The expansive garage offers ample space for vehicles, golf carts, and extra storage. Residents gain exclusive access to Southern Hills' championship golf course, clubhouse, pool, tennis courts, and more. With a builder contribution toward a 2/1 mortgage rate reduction through their preferred lender, this home delivers modern sophistication and an upscale, active lifestyle in a serene, scenic setting.

5034 Elm Leaf Drive, Brooksville

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

Located in Glen Lakes, this is a completely updated 1999 Addison Windward maintained home with 2 bedrooms+den+Florida Room/2 baths/2 car garage. NEW ROOF IN 2023!, NEW A/C IN 2021! NEW DOUBLE PANE WINDOWS AND NEW ENTRY DOOR. Freshly painted interior and exterior in 2023. New garage door screen and service door, new luxury vinyl flooring throughout, all new electric receptacles and switches, new Norman Perfect Sheer window coverings (verticals and shades). New water heater and new water softener, Located on a peaceful Preserve lot, this home has paver brick driveway and walk, Curb-a-Lawn with stone in the landscape beds. The kitchen is fully remodeled with new wood cabinets, new granite counters, new stainless steel appliances, new sink and faucet, sunny breakfast nook, closet pantry. Open concept great room floor plan, high 15 foot vaulted and high flat 10 foot ceilings. The spacious den has built-ins and beautiful molding, pocket doors for entry can easily be converted to a 3rd bedroom. The primary suite has a tray ceiling, walk-in and built-in closets. The bath has separate tub and shower, dual sinks, granite counters. The second bath has granite counters and new faucet. This light and airy home has entry to the L-shaped Florida Room via dining room and living room sliders. The Florida Room is glassed in for year-round comfort with new shade film on windows. All appliances including washer/dryer convey. This home shows pride of ownership and is immaculate and truly move-in ready. HOA FEES INCLUDE CABLE AND HIGH SPEED INTERNET AND PRIVATE MAINTAINED STREETS, 24 HOUR SECURITY WITH MANNED GATE. Maintenance for this home includes exterior water, grass cutting, sprinkler repair, fertilization of lawn, escrow for roof cleaning and escrow for exterior painting. 1778 living sq. ft., 2514 total sq. ft. Glen Lakes is a wonderful gated and manned golf course community and surrounded by the 85,000 acre Chassahowitzka National Wildlife Refuge. The required social membership gives access to the clubhouse, restaurant, bar, Jr. Olympic size heated pool/spa, fitness center, clay tennis courts, pickleball courts and a vast array of social clubs. golf memberships also available.

10163 Holly Berry Drive, Brooksville

2 Beds ⋅ 2 Baths ⋅ Cascades At S H Plant Ph 1 Rep SubDv.

Virtually Staged. Under Construction. Move-in-ready! Limited-Time Buyer Incentive — Up to $15,000 toward closing costs, rate buydown, or prepaids! All appliances and blinds included. Subject to terms & lender approval. Low-maintenance and light-filled, the Kingsley was designed to make everyday living feel easy. The moment you step in front of this house, the Craftsman elevation is a combination of natural materials and handcrafted details, which creates an exterior that feels both inviting and substantial. With 2 bedrooms and 2 full baths across 1,976 sq. ft on a single level, this plan blends comfort and convenience with smart use of space. In the kitchen, an oversized island and built-in microwave create a setup that's just as practical for quick breakfasts as it is for hosting friends. The primary suite includes dual walk-in closets - giving you extra room to stay organized. A flex room adds versatility, whether you need a quiet workspace, craft area, or cozy reading nook. And with the laundry located right off the garage entry, everyday tasks feel more seamless from the moment you walk in. It's an ideal fit for downsizers or active adults who want stylish simplicity with space to live well. Staged photos are for illustration purposes only.

19717 Fort King Run, Brooksville

2 Beds ⋅ 2 Baths ⋅ High Point Sub Unit 4 SubDv.

Step into comfort and style in this beautifully updated 2 bedroom, 2 bathroom home located in a desirable 55+ golf community. The home showcases an updated kitchen with a full wall pantry, renovated bathrooms, a spacious 23 ft. living room, and two inviting lanais perfect for relaxing or entertaining. Enjoy the active lifestyle you’ve been looking for with golf, social activities, and a warm, welcoming community atmosphere .Active lifestyle • Great community • Ready for you! This one won’t last long—schedule your private tour today!

8869 Highpoint Boulevard, Brooksville

3 Beds ⋅ 2 Baths ⋅ Trillium Village D SubDv.

Why You’ll Love This Home! This stunning 2017 Pulte-built home in Trillium Village is full of charm, character, and upgrades you’ll love. Perfectly positioned right across from the sprawling community field, this home offers both space and lifestyle. HIGHLIGHTS: 3 Bedrooms 2 Bathrooms Split floor plan with high ceilings and open living space Kitchen, dining, and family room seamlessly connected for easy living Crown-molded tray ceilings + large sliders leading to your covered lanai INTERIOR FEATURES: Beautiful ceramic tile & luxury vinyl plank flooring throughout Open kitchen with a large island, stainless steel appliances, granite countertops, tile backsplash, and solid wood cabinetry Spacious great room with elegant crown molding and tray ceilings Primary suite featuring tray ceilings, crown molding, a full walk-in closet, and a spa-like en-suite with frameless glass shower + dual-sink vanity OUTDOOR LIVING: Covered lanai with extended paver patio Fenced backyard with a 6ft PVC privacy fence COMMUINITY: Resort-style pool & clubhouse Close to shopping, dining, golf courses, and nature parks EASY COMMUTE: 3 mins to Suncoast Parkway 30 mins to Tampa 2 mins to Pasco County line FIRST TIME HOME BUYERS: If you haven’t owned a home in the last 3 years, you may qualify for the SHIP Program: Up to 20% down payment & closing cost assistance Funds can also help buy down your rate No repayment required if you live in the home 5+ years and don’t refinance Limited funds available — call today for details!

15287 Stone House Drive, Brooksville

1 Beds ⋅ 1 Baths ⋅ Campers Holiday SubDv.

BACK ON MARKET -- due to no fault of the seller or property! BRAND NEW ROOF INSTALLED! Searching for the perfect 55+ community in Florida where peace and comfort come together? Welcome to Camper's Holiday, a vibrant and active neighborhood designed for those who want to enjoy the best of serene, Florida living. Surrounded by natural beauty, mature trees, and tranquil scenery, this gated community offers both privacy and convenience—just minutes from all that Brooksville has to offer. Enjoy an array of amenities including: complimentary internet and cable TV, a geothermal, Olympic-sized swimming pool for year-round relaxation, a recreational hall with a library, pool table, stage, and scheduled activities, large outside pavilion, fire pits, shuffleboard courts, playground and access to Sparkman Lake— the perfect spot for fishing, boating (with ramp), or soaking up the sun! Lot A-27 is ideally situated on a quiet, paved dead-end road and includes a 2002 Destination Trailer with full utilities, an outbuilding for extra storage, and comes fully furnished—just bring your personal items and settle in! Don't miss out on this move-in-ready opportunity in one of Florida's most peaceful 55+ parks. Call today to schedule your private showing!

2092 Culbreath Road Unit A27, Brooksville

2 Beds ⋅ 2 Baths ⋅ Cascades At S H Plant Ph 1 Rep SubDv.

Virtually Staged. Limited-Time Buyer Incentive: Up to $15,000 toward closing costs, rate buydown, or prepaids! Plus all appliances included and your choice of blinds or a screened lanai (subject to terms and lender approval). Enjoy privacy and easy living in this beautifully upgraded Elmwood featuring 2 bedrooms, 2 bathrooms, a versatile bonus room, and no rear neighbors. Designed with both comfort and style in mind, this home offers an open-concept layout with durable wood-look ceramic tile throughout the main living areas and bonus room. The gourmet kitchen is the centerpiece of the home, showcasing upgraded cabinetry, a natural gas range with stainless steel hood vent, built-in microwave, a spacious quartz island, and plenty of room for entertaining or everyday dining. The private primary suite features a large walk-in closet and an ensuite bath, while the split-bedroom design provides added privacy for guests. Additional upgrades include a laundry room sink, floodlight pre-wire, and a water softener loop in the garage. Located in one of Brooksville's desirable active adult communities, this home combines quality finishes, thoughtful upgrades, and low-maintenance living in a peaceful setting. Photos are the completed home and are virtually staged for illustrative purposes only.

19689 Fort King Run, Brooksville

4 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv.

One or more photo(s) has been virtually staged. BRAND NEW QUARTZ COUNTERTOPS! 4 BEDROOM | 2 BATH | 2,200+ SF | SALTWATER POOL | NEARLY 1/2 ACRE Built in 2020 and set on just under half an acre in Royal Highlands, this 4 bedroom, 2 bathroom pool home offers over 2,200 square feet of living space with high ceilings, a split bedroom layout, and tile flooring throughout the main living areas. The kitchen has been updated with brand new quartz countertops and features a large center island, walk in pantry, plenty of storage, and a stove with a built in air fryer. The breakfast nook overlooks the saltwater pool, creating the perfect spot to start your day. The primary suite features a double vanity and oversized shower, while the 20x12 enclosed porch adds additional living space with pool views and direct bathroom access. Step outside to your own backyard retreat. The screen enclosed saltwater pool is surrounded by travertine pavers and comes alive at night with color changing lights. The fully fenced yard includes two storage sheds, fruit trees, and beautifully maintained landscaping. No HOA. No CDD. Two car garage. Move in ready and built for enjoying the Florida lifestyle year round.

13079 Harris Hawk Road, Brooksville

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