Homes for Sale Between $500,000 to $550,000 in Brooksville, FL

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

Some homes simply look good; others make you wonder why every home isn't built this way. Tucked against a beautiful conservation setting in the Manors section of Southern Hills Plantation Club, this 2-bedroom, 2.5-bath residence pairs refined living with something remarkable: energy independence. A solar package of panels and battery backup powers the home, including A/C, washer/dryer, induction stove, owner’s electric vehicle and golf cart.This is savings you appreciate every time the electric bill arrives with verified 0 kwh monthly billing since activated. Inside, the home has been elevated with upgrades throughout, creating a polished, comfortable atmosphere without sacrificing the ease of everyday living. The generous primary suite is a true retreat, with a spacious bedroom and beautifully finished bath. A second bedroom, additional full bath, and convenient half bath provide plenty of flexibility for guests. A dedicated flex space gives you plenty of options. Beyond the walls, the conservation setting creates a sense of privacy and connection to nature that is increasingly difficult to find. There is no backyard neighbor competing for your view, just a natural landscape that changes with the seasons and gives this home an exceptionally peaceful setting. This is more than a pretty home. It is a thoughtfully upgraded home designed for the way we live now; comfortable, efficient, and environmentally conscious. Southern Hills is conveniently located just outside of Tampa and includes resort style amenities, a championship 18 hole Pete Dye Golf course, restaurants and more. Call today to schedule a showing and start living the Southern Hills lifestyle!

5043 Southern Valley Loop, Brooksville

$549,999

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

BRAND NEW ROOF! A Home of This Caliber, at a Price Point You Simply Won’t See Again in the Future! The Tree House. Tucked among the trees and rolling landscape of Southern Hills Plantation Club, this distinctive residence invites you to slow down, settle in and enjoy a home designed around the best parts of life. Lovingly maintained by its original owners since it was built in 2013, this 3,090-heated-square-foot residence is now being offered for sale at an exceptionally compelling price. Four bedrooms, three full baths and generous living spaces, two car garage, upstairs loft, bonus room and breathtaking views, it presents a rare opportunity to own substantial space in one of Brooksville's most sought-after communities. Inside, the home unfolds naturally around expansive open common areas designed to bring everyone together. The chef's kitchen takes center stage, with a generous island overlooking the living room and plenty of room for guests to gather after a long day on the course. Come in, cool off, pour something cold and let the stories from the day's round begin. The split-bedroom floor plan offers three bedrooms downstairs, including a private ground-floor primary suite. Also on the main level, a versatile bonus room provides the perfect space for a nursery, home office, craft room or quiet retreat, allowing the home to adapt beautifully to the way you live. Upstairs, the fourth bedroom feels like its own private retreat and offers the flexibility of a second primary suite, complete with a private terrace overlooking the 12th fairway. This is where the "tree house" feeling truly comes alive. Surrounded by mature trees and elevated above the fairway, the terrace offers a beautiful place to enjoy your morning coffee, watch the golfers pass below or simply linger as the day gives way to evening. It is the kind of view that makes you forget you're supposed to be going somewhere else. The screened in lanai/patio extends the entertaining space even further, complete with a built-in grilling area and plenty of room to entertain. Picture long afternoons that turn into dinner, dinner that turns into drinks, and friends who stay just a little later because no one is ready to leave. And for the golf enthusiast, everyday life here is wonderfully convenient. The two-car garage leaves plenty of room for both your vehicles and your golf cart, making it easy to head out for a morning round or return home and settle back into your own private retreat. Beyond the home, Southern Hills offers something truly distinctive for Florida: elevation. Rolling terrain, mature trees and sweeping fairway views create a landscape that feels worlds away from the flat Florida golf communities you may be accustomed to. The community's renowned Pete Dye Signature golf course winds through it all, offering more than 7,500 yards of championship golf and a setting that makes every round feel like an experience. And then there is the opportunity itself. 3,090 heated square feet. Four bedrooms. Three full baths. A flexible bonus room. Two potential primary suites. Open chef's kitchen. Private fairway terrace. An entertainer's Florida room. A two-car garage with plenty of storage space. Original-owner care. And a price positioned more aggressively than the other homes currently available in Southern Hills. For the buyer who has been waiting for the right home, the right view and the right opportunity to make Southern Hills home, this one deserves your attention.

4081 Southern Valley Loop, Brooksville

$550,000

Off-the-Grid Mountain Lake Retreat – 16.60 Acres, Two Cabins & Private Spring-Fed Frontage – $550,000 One-of-a-kind lakefront holding in the rolling hills of eastern Hernando County: 16.60 total acres on spring-fed Mountain Lake, including plenty of high-and-dry upland acres shaded by mature oaks — per survey, the parcel includes a substantial portion of the lake itself. Spring-fed lakes are a true rarity in Hernando County, and private frontage like this almost never comes to market. Survey on file; see attachments for boundaries and upland acreage. The property is ready to enjoy from day one. A freshly laid gravel drive carries you through the gate to two off-the-grid cabins set among the oaks, powered by a 10K-watt gas/propane generator with electricity throughout. The main cabin is outfitted for real weekends on the water: running water with on-demand hot water, shower, refrigerator, ceiling fans, and a wooden countertop bar with stools. The second cabin offers a ceiling fan, outlets, and a small sink fed by a rain-barrel collection system — water is supplied by collected rain and lake water pumped to storage. Fully self-contained, completely private. Portable sanitation on site; no septic currently installed. Spend mornings casting from your private shoreline — with room to add a dock built to your own specifications — afternoons on the kayak, and evenings around the fire under the oaks. Fully fenced and gated at the quiet end of Deepwell Drive off Spring Lake Highway: minutes to SR-50 and historic downtown Brooksville, quick access to I-75, roughly an hour to Tampa. Weekend retreat, family compound, or the setting for your custom home — the flexibility is the point. Buyer to verify utilities, zoning, and permitting with Hernando County. Spring-fed lakefront, standing improvements, new drive, and 16.60 acres of old Florida. Once-a-decade doesn't overstate it. Schedule your private walk today.

Deepwell Drive, Brooksville

$525,000

5 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

This pool home sits on 0.69 of an acre in Royal Highlands, on a corner lot with no possibility of future building next door, so the privacy you see today is the privacy you keep. NO HOA or Deed Restrictions. NEW ROOF in 2025, AC NEW in 2022. Three-car garage, paver driveway, and a large storage shed with enough room for a riding mower. Inside, the layout works, with 5 bedrooms & 3 FULL bathrooms (including a pool bath). You enter to the foyer connected to the great room and dining room, which flow into the kitchen and eat-in kitchen space, connecting to a second living room. Granite countertops throughout the kitchen. Sliders in both living rooms and the master suite opens straight out to the pool, so the indoor and outdoor space actually function together. The primary bathroom has a dual vanity, garden tub, walk-in shower, and two walk-in closets. The pool has been resurfaced recently, the pump was replaced within the last few years, and it's solar heated with a fountain feature. There's an outdoor kitchen with a sink and stove, awnings extend over the patio for shade, and the backyard has mature tree cover that is private and peaceful. There is plenty of flat land in the backyard to make it your own with a firepit area or garden. The property 5 minutes from Cortez Blvd for restaurants and everyday errands, with the Weeki Wachee River and Suncoast Parkway just 10-15 minutes away. Remediated settlement, fully documented and insurable. Original owner!

8206 Nightingale Road, Brooksville

$527,750

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

Stunning 2001 Addison Preserve pool and inground spa home on the 8th fairway of Glen Lakes Country Club. NEW ROOF IN 2023. NEW POOL HEAT PUMP IN 2020. NEW HOT WATER HEATER IN 2019. 3 bedrooms+den/3 baths/2 car+golf cart side pocket garage. Professional lush landscaping, deep irrigation well for sprinklers. Refreshed Diamond Brite pool/spa surface, large screened patio area. Enter this beautiful home through the double doors and enjoy a light and airy feel with 10 and 12 foot high flat ceilings with crown molding. Designer lighting throughout and professional window treatments throughout. The great room has 3 pocket door sliders with transom windows above opening to the lanai and pool area. For those chilly evenings, there is a gas fireplace within a wall of built-in shelves and cabinets. A convenient wet bar with granite counter for effortless entertaining. 18 inch diagonal tile in living areas and carpeting in den and bedrooms. Off of the great room is a den with 8 foot French Doors. Also off of the great room is a formal dining room with a beautiful chandelier, tray ceiling and large windows for light. An 11 foot by 13 foot breakfast nook overlooks the pool. There is a full bath off of the breakfast area with access to the pool for the convenience of guests. The kitchen has white cabinets, cooktop with built-in oven, granite counters, abundant storage and breakfast bar. The laundry room has cabinets and a sink along with the included washer and dryer. The primary bedroom suite has a double tray ceiling, sitting area and door access to pool and patio. The primary bath has 2 walk-in closets, 2 sinks and granite counters, walk-in shower with separate tub, tray ceiling. Bedroom 2 is a comfortable room for guests and bedroom 3 has a wonderful built-in bookcase for avid readers. Bath 3 is situated between bedrooms 2 and 3. This is truly an immaculate home and pride of ownership shows in every corner. 2513 living sq. ft., 3639 total sq. ft. HOA FEES INCLUDE CABLE AND HIGH SPEED INTERNET, PRIVATE MAINTAINED STREETS, 24 HOUR SECURITY WITH MANNED GATE. Glen Lakes is a wonderful 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. Come and enjoy the resort lifestyle!

9251 Grand Cypress Drive, Brooksville

$515,000

5 Beds ⋅ 3 Baths ⋅ Potterfield Garden Ac - G SubDv.

Virtually Staged. 2.4 ACRES · AGRICULTURAL ZONING · 5 BEDROOMS · HUGE POOL · ELECTRIC GATE · FULLY FENCED · PIGEON RACING COOPS · WEEKI WACHEE This is the one you have been waiting for -- BRING YOUR ANIMALS, YOUR PIGEONS, AND YOUR RV!! 13260 Taylor Street sits on 2.4 FULLY FENCED ACRES in Weeki Wachee zoned AGRICULTURAL. You pull through the ELECTRIC GATE onto a CIRCULAR DRIVEWAY surrounded by complete privacy and the whole property sits back from the road -- peaceful, quiet, and completely your own. The land is what makes this property truly special. Two wells on the property. RV HOOKUP already in place with both 110 AND 240 AMP SERVICE. A chicken coop, a fire pit, and a 10x12 shed round out the outdoor utility. And for the pigeon racing community -- this is the setup you have been looking for. A 12X32 PRIMARY COOP with water and electric already in place plus an additional 8x16 SECONDARY COOP. Room for your birds, your equipment, and everything that comes with serious pigeon racing. The infrastructure is already there -- you just bring your birds. The SCREEN-ENCLOSED POOL is massive and with a brand new pump and a cage that was rescreened in 2026. Step outside and you have a covered lanai, a huge pool deck, and total privacy surrounding you -- this is the outdoor space people design their whole lifestyle around. Inside the home is immaculate and move in ready. FIVE BEDROOMS and three full bathrooms across 1,948 square feet with an OPEN FLOOR PLAN and 2X2 porcelain tile throughout the main living areas. Everything has been maintained and nothing has been let go. NEW ROOF 2022. New AC 2021. New hot water heater 2024. The big stuff is already done. The location delivers on every front. SR-50 is just minutes away giving you easy access to shopping, dining, and everyday conveniences. The Suncoast Parkway on-ramp is right around the corner -- TAMPA is about 45 minutes away, putting you within reach of world class dining, professional sports at Amalie Arena, Tampa International Airport, the Riverwalk, Hyde Park Village, and one of the fastest growing job markets on the Gulf Coast. ST. PETE AND CLEARWATER are about an hour away for award winning beaches, the Pier District, incredible waterfront dining, and Gulf Coast sunsets that never get old. ORLANDO is about 90 minutes out when you need the theme parks, entertainment, or Orlando International Airport. And when you want to stay close to home -- WEEKI WACHEE SPRINGS STATE PARK is just minutes away for crystal clear spring water, kayaking, and tubing on the Weeki Wachee River. HERNANDO BEACH puts you on the Gulf with boat ramps and waterfront dining. HOMOSASSA is a short drive for manatees and old Florida charm. Zoned for Nature Coast Technical High School. 2.4 agricultural acres. Electric gate. Huge pool. Five bedrooms. Fully fenced. Two wells. Complete privacy. The kind of property that checks every box and then keeps going!

13260 Taylor Street, Brooksville

$500,000

3 Beds ⋅ 2 Baths ⋅ Stafford SubDv.

Bring your vision and personal touch to this unique 8 acre property where mature live oaks, winding trails and a character-filled home create the backdrop for whatever comes next. Built in 1981, this 3-bedroom, 2-bath home with a 2-car garage offers 1,918 sq. ft. living space and a metal roof installed in 2020. Inside, a distinctive rock-accented entry leads to a formal sunken living room. The home also features a formal dining room and a kitchen with stainless steel appliances, breakfast bar and small pantry. A window above the kitchen sink looks out over the property. The kitchen opens to the family room featuring a vaulted ceiling and stone fireplace with hearth. Sliding doors provide access to the large screened room overlooking the backyard. The split-bedroom floor plan places the primary suite separately from the two additional bedrooms. The primary bedroom includes an en suite bathroom with walk-in shower and a large walk-in closet. Two additional bedrooms and a second full bath complete the bedroom areas. The acreage includes mature live oak trees scattered throughout the property, trails, a dry pond and an access gate. The property is served by the well located furthest from the house. A second well, identifiable by the lattice surrounding it, is not operational. An older wooden dwelling was recently removed. That dwelling had a separate address and its own older septic system. Buyer to perform due diligence regarding the condition and permitted use of the existing septic system and any future building possibilities. A 60-foot right-of-way easement is located along the east side of the property at Buckskin Road. Window A/C units and propane heaters have been used for heating and cooling. If you've been looking for acreage with character and a place to put your own stamp on, this could be the one.

18255 Lake Lindsey Road, Brooksville

$525,000

3 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

Virtually Staged. Welcome to your own private retreat in Royal Highlands! This beautifully updated 3-bedroom, 3-bath pool home offers over 2,300 square feet of open living space on nearly half an acre and unlike new construction, the upgrades, outdoor living spaces, storage and extras are already here and ready to enjoy. Designed with a spacious split-bedroom floor plan, soaring ceilings, and luxury vinyl plank flooring, this move-in ready home has been thoughtfully updated throughout, including a new roof, new A/C, updated kitchen with granite countertops and stainless steel appliances, and a stunning remodeled primary bath featuring a spa-inspired walk-in shower. A whole-home generator provides additional comfort and peace of mind. The open floor plan offers beautiful views of the screened pool from the main living areas, creating a seamless indoor-outdoor living experience. Step outside to your private backyard oasis featuring an expansive paver lanai, screened pool, outdoor kitchen, fire pit, and fully fenced backyard perfect for entertaining or simply relaxing and enjoying the Florida lifestyle. Need room for vehicles, a boat, trailer, recreational toys, tools, or hobbies? This property delivers with an attached 3-car garage, detached enclosed carport, and two additional storage sheds. Conveniently located near shopping, dining, Weeki Wachee Springs, and Florida's beautiful Gulf Coast, this exceptional property offers the space, privacy, improvements, and outdoor lifestyle that can take years and considerable additional expense to create with a new home. Why wait to build when everything you're looking for is already here.

8293 Nittany Road, Brooksville

$515,000

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

Experience luxury golf-course living in this beautifully reimagined 3-bedroom, 3.5-bath home nestled within the prestigious Hernando Oaks community. Designed for both elegance and everyday comfort, this residence showcases an inviting open-concept floorplan anchored by a chef-style kitchen featuring abundant cabinetry, expansive countertops, and a large center island perfect for entertaining. Step outside to your private screened, paved lanai overlooking the lush fairways—an ideal backdrop for morning coffee, alfresco dining, or sunset relaxation. The sparkling inground pool creates a true resort-style oasis, offering year-round enjoyment and serene golf-course views. A spacious 2-car garage adds convenience and storage, while the community elevates your lifestyle even further. Hernando Oaks residents enjoy social membership perks including discounted golf rates, access to the clubhouse restaurant and events, and two pickleball courts for active living and social fun. Homes offering this blend of location, lifestyle, and luxury amenities are rare. Make your move—this one won’t last.

5020 Gevalia Drive, Brooksville

$520,000

3 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

Welcome home to this custom-built Florida retreat offering privacy, space, and a unique courtyard design. As you enter through the front door, you’ll be greeted by a beautiful screened courtyard featuring a sparkling pool and relaxing spa, creating the perfect setting for entertaining or enjoying Florida living year-round. This thoughtfully designed 3-bedroom, 3-bathroom home with a 2-car garage sits on nearly half an acre and offers the freedom of NO HOA. Inside, the spacious open-concept floor plan features soaring ceilings that create a bright and airy atmosphere throughout the main living areas. A standout feature is the private guest suite located just off the courtyard, complete with its own full bathroom. This versatile space is ideal for guests, extended family, a home office, or multi-generational living. The oversized 2-car garage is equipped with a mini-split A/C system, providing year-round climate control and making it an ideal workshop, hobby area, home gym, or additional storage space. The home also features a 2021 roof, adding valuable peace of mind for the new owner. With a spacious lot, private courtyard, pool and spa, flexible living spaces, and NO HOA, this property offers the perfect combination of comfort, functionality, and Florida lifestyle. Don't miss the opportunity to make this exceptional custom home your own!

9123 Mavis Road, Brooksville

$549,000

3 Beds ⋅ 3 Baths ⋅ SubDv.

4.3 PRIVATE WOODED ACRES | CUSTOM 3 BEDROOM, 3 BATH HOME | THREE PRIVATE BEDROOM SUITES | SCREENED LANAI | DEER & WILDLIFE | MINUTES FROM HISTORIC DOWNTOWN BROOKSVILLE | Escape to your own private woodland retreat on 4.3 wooded acres at the end of a quiet cul-de-sac in the desirable Cedar Falls community. Offering the perfect blend of privacy, nature, and convenience, this custom contemporary home features three spacious bedroom suites, each with its own private full bathroom, making it ideal for families, guests, or multigenerational living. Inside, you'll find over 2,145 square feet of inviting living space highlighted by soaring vaulted ceilings, beautiful wood flooring, abundant natural light, and a thoughtfully designed split-bedroom floor plan. The welcoming foyer opens to an impressive living room with dramatic ceilings before flowing into the formal dining room, creating an ideal space for everyday living and entertaining. The spacious kitchen features gray cabinetry, abundant countertop space, stainless steel appliances, recessed lighting, a breakfast bar, and a sunny breakfast nook overlooking the backyard. Additional upgrades include reverse osmosis drinking system at the kitchen sink, a whole-home water filtration system, and a water softener. Just beyond the kitchen, the comfortable family room is anchored by a cozy gas-burning fireplace. The thoughtfully designed split-bedroom floor plan provides exceptional privacy. The front bedroom suite features wood flooring, dual closets, and an updated private bath with a walk-in shower. The spacious owner's suite offers wood flooring, a walk-in closet, and an updated ensuite with a soaking tub, oversized vanity, and additional built-in closet space. The third bedroom includes wood flooring, a walk-in closet, and its own full adjoining bathroom. Outdoor living is where this property truly shines. French doors open to an expansive screened rear porch with beautiful pine walls and ceilings, tile flooring, ceiling fan, and peaceful views of the surrounding woods. A welcoming front deck provides another inviting space to enjoy your morning coffee or unwind while taking in the tranquil setting. Deer, rabbits, birds, and other native Florida wildlife are frequent visitors, making every day feel like a retreat. Additional highlights include a 2021 roof, indoor laundry room with utility sink and abundant cabinetry, attached two-car garage with extensive built-in shelving, and a long private driveway. Despite its secluded setting, this exceptional property is just minutes from the restaurants, boutiques, coffee shops, parks, and year-round events of historic downtown Brooksville. If you've been searching for a home that offers privacy, architectural character, and a true connection to nature without sacrificing convenience, this Brooksville area retreat is ready to welcome you home. Schedule your private showing today!

24075 Winding Creek Drive, Brooksville

$545,000

5 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv.

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 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. 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. Conveniently located in beautiful Weeki Wachee, this move-in-ready

11083 Maybird Avenue, Brooksville

Homes for Sale in Brooksville, FL Between $500,000 to $550,000

All Brooksville, FL Homes for Sale Between $500,000 to $550,000

Joseph Sullivan Real Estate

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