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$925,000
6 Beds 4 Baths Woodland Waters Ph 1 SubDv.
6 BEDROOMS · 3.5 BATHROOMS · 3-CAR GARAGE · 4,409 SF · OVER 4 ACRES · SCREENED POOL · HOT TUB · NEW ROOF · WOODLAND WATERS -- ESTATE LIVING AT ITS FINEST. Have you been searching for a home that actually has room for everyone and everything? This is it. This 2002 custom Alexander-built estate sits on over 4 ACRES in Woodland Waters -- A COMMUNITY KNOWN FOR ITS ESTATE STYLE HOMES ON LARGE LOTS and a LOW ANNUAL HOA. You arrive via a LONG WINDING DRIVEWAY that sets the tone before you ever walk through the door. Step through the DOUBLE FRONT DOORS WITH LEADED GLASS into a grand ENTRANCE FOYER that opens to a FORMAL LIVING AND/OR DINING ROOM with TRAY CEILING and CROWN MOLDING. HIGH FLAT AND VAULTED CEILINGS throughout give this home a presence that is immediately felt. The GOURMET KITCHEN is the heart of the home. CENTER ISLAND WITH BAR SINK. DUAL WALL OVENS. BREAKFAST BAR. And a BREAKFAST NOOK encased in BAY WINDOWS looking out over the wooded acreage. Can you picture your morning coffee here? Because it is exactly as good as it sounds. The PRIMARY SUITE is massive. BAY WINDOW. HIS AND HERS CLOSETS. PRIVATE LANAI WITH 4 PERSON HOT TUB. A huge bathroom with DOUBLE SINKS, SOAKING TUB, and WALK-IN SHOWER. And direct access to a HUGE SECOND BEDROOM that works perfectly as a second primary suite or a private home office. Every other bedroom is genuinely spacious -- this floor plan works for real life. The THIRD CAR GARAGE IS AIR CONDITIONED -- perfect for a home gym, workshop, or private office. TWO AC UNITS. TWO WATER HEATERS. NEW ROOF TO BE INSTALLED PRIOR TO CLOSING. The big stuff is handled. Outside you have a HUGE SCREEN ENCLOSED POOL AND LANAI, a 4-PERSON HOT TUB on the screened back porch, a FENCED DOG RUN, IRRIGATION WELL,a LARGE SHED, and a completely private backyard surrounded by over 4 acres of wooded land. Total privacy. Total peace. The home is on HERNANDO COUNTY WATER with an IRRIGATION WELL for the sprinkler system. Now the location -- and this one delivers. Less than 10 minutes to the WEEKI WACHEE RIVER for kayaking, paddleboarding, and swimming with manatees. 15 minutes to PINE ISLAND for sunsets, boating, and fishing. Less than 10 minutes to the SUNCOAST PARKWAY for quick access to Tampa International Airport and everything Tampa Bay has to offer. An hour to top rated beaches. 90 minutes to Disney World, Universal Studios, and all the theme parks. Shopping, groceries, restaurants, hospitals, and schools -- all close by. Over 4 acres. 6 bedrooms. And a new roof before closing. This one checks every box and then keeps going!!

11200 Woodland Waters Boulevard, Brooksville

$1,149,000
6 Beds 5 Baths W1/2 Of Nw1/4 Of Se1/4 Of Ne1/4 Prb 702 Pgs 650-57 SubDv.
THIS ONE HAS IT All!!! A rare find with 2 homes + private pool nestled on 5 secluded acres in Beautiful Brooksville!! Home will get a NEW ROOF before closing!! PERFECT property for multi-generational living!! The main home is impressive and offers 4 bedrooms + 3.5 bathrooms + 6 car detached garage + Spa! The home has gorgeous 2-story ceilings, an open floor plan, large glass windows making this home feel light, bright and spacious!! Gorgeous upgraded kitchen and bathrooms!! The second full home offers 2 bedrooms + 1 full bathroom + full kitchen + 1 car attached garage + pool access!! This rare property offers a total of 5,845 living space and 8,435 total sq footage!!! 6 bedrooms + 4.5 bathrooms + 7 car garage spaces + pool + 5 acres. The two homes are connected through a common area, but can be completely closed off, as well, for privacy! The home has lots of updates, these were done in 2020: Well Pump, wiring & pipes, Water Filtration System, 2 Tankless Water heaters, Spa Heater, fencing in front of home, Water Filtration System, Dishwasher & Refrigerator, fencing in front of home, and added a delivery access driveway for UPS/FedEx. 2021: Whole house generator, Grout redone in master shower & 3 other bath(s) & showers, New AC for downstairs, remodeled rec room/bar, added glass patio doors. 2022: New Flooring in Guest house living room, kitchen & halls, Patio screen redone, New Copper sink & faucets in kitchen. 2023: New AC for upstairs, Septic Filter replaced, New spa pump & filter, Driveway repacked & filled, Decorative boulders placed in drainage ravine. 2024: New Filter in Well System, Floor in bedroom 2 redone, Cleared 1 acre of underbrush, New vanity in the guest house bathroom. 2025: New sink faucet in bathroom 2, Complete Interior repainted, including trim, New carpet in office & guest house 2 bedrooms, New Wall Oven/Microwave Combo, New drainage stone put down around the outside perimeter (20 yards total), Removed all tree & branch debris around yard & cleared, Cut down dead or damaged trees endangering the garage & front gate area,New Spa timer & New washer. Close to everything!! Shoppes, restaurants, hospitals, schools...everything!! Close to kayaking, paddle-boarding, and swimming with the manatees in the clear Weeki Wachee River or enjoying a day at Buccaneer Bay Water Park!! Close 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!!

18308 Valor Path, Brooksville

$1,195,000
6 Beds 5 Baths Acerage SubDv.
Discover an extraordinary opportunity to own a remarkable 20-acre estate that perfectly blends luxury, functionality, and endless possibilities. This exceptional property features two separate residences, offering a combined total of 6 bedrooms and 5 bathrooms. Designed for those who appreciate space, privacy, and country living without sacrificing comfort, the estate includes an approximately 6,000-square-foot barn ideal for horses and a variety of livestock. The property is currently home to horses, cattle, goats, ducks, geese, and other animals, making it an outstanding choice for equestrian enthusiasts, agricultural operations, or anyone seeking a true farm and ranch lifestyle. Zoned AR (Agricultural Residential), this unique estate offers exceptional flexibility for agricultural use, livestock, equestrian facilities, or a multigenerational family compound. The expansive acreage provides abundant room for future improvements, additional structures, recreational activities, or simply enjoying the peace and beauty of your own private retreat. Whether you’re searching for a private family estate, an income-producing opportunity, an equestrian property, or a one-of-a-kind agricultural investment, this extraordinary 20-acre property delivers unmatched versatility, breathtaking space, and limitless potential.

88 Culbreath Road, Brooksville

$299,400
7 Beds 3 Baths
Fully renovated and income-producing, this turnkey property is an exceptional investment opportunity with strong, stable cash flow. The home features brand new flooring and subflooring, fresh interior paint, a newly installed septic system and drainfield, a 2022 roof, and a 2024 water heater with most plumbing lines updated. The bathroom has been renovated, and the HVAC system was serviced in 2025, helping minimize near-term capital expenditures. The property is currently configured for co-living with seven tenants in place, generating $4,575 in monthly rent, plus an additional $100 from two storage tenants, bringing total gross monthly income to $4,675. All tenants have been thoroughly background and credit screened and are set up on digital payment platforms, providing a streamlined and reliable rent collection process. Operational efficiency is enhanced with smart locks installed on both the front entry and individual room doors. A property cleaner/onsite contact is already in place to assist with maintenance and lawn care, making this a truly hands-off investment. SELLER FINANCING IS NOT AVAILABLE. All leases are available for review upon request for qualified buyers. This is a rare opportunity to acquire a fully stabilized asset with immediate cash flow from day one. Information is believed to be accurate but not warranted. Buyer and buyer’s agent are responsible for independently verifying all property details, including but not limited to measurements, zoning, taxes, income, leases, and condition.

19222 Fort Dade Avenue, Brooksville

$950,000
10 Beds 4 Baths S1/2 Of W3/4 Of S1/2 Of Sw1/4 Of Se1/4 SubDv.
INCOME PRODUCING PROPERTY!! This property 3 acres, zoned AG with use as an Assisted Living Facility up to 10 beds! This would be a great property for a church or non-profit organization, too! Or is also would be great for a large family compound!! There are 2 full houses on the property! The main house is 3 bedrooms + 2 remodeled bathrooms + 2 living rooms + full remodeled kitchen. + a large laundry room with 2 sets of washers and dryers. It is completely remodeled with 1,216 sq ft of living!! The second house is set up as the Assisted Living Facility! It is 2,240 sq ft with 7 bedrooms (can be 8 with) + 3 remodeled bathrooms, with a full remodeled kitchen and dining room + a large, covered, screened-in back patio! There is a LARGE pavilion to gather under and just listen to the sounds of nature with a kitchen sink and a grill and a pizza oven! There is a large parking lot to accommodate all the visitors!

15458 Snow Memorial Highway, Brooksville

$365,000
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