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

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

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Welcome to your dedicated resource for Homes for Sale Between $500,000 to $550,000 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 properties currently available between $500,000 to $550,000 below, or contact a local agent to discuss the details that matters most to your search.

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

3 Beds ⋅ 2 Baths ⋅ N/A SubDv.

Welcome to your private 5-acre retreat in Brooksville! This spacious property offers the perfect blend of seclusion, possibilities, and peace of mind with many of the major big-ticket improvements already completed. A brand-new roof is currently being installed, along with a brand-new AC system, new drain field, new well, new water softner, tankless water heater, paid-off solar panels, and a newly lined large screened-in pool—allowing you to focus on making this home your own.Nestled among the trees, this property offers the privacy and tranquility of country living while still being conveniently located near city amenities. The home itself is bright, spacious, and full of potential. While it is dated and ready for some cosmetic updates, it provides a fantastic opportunity for someone looking to create a farmhouse-inspired retreat, private oasis, or homestead tailored to their own style.The property features a chicken coop and an additional detached structure with endless possibilities—use it as a mother-in-law suite, workshop, home office, man cave, hobby space, or guest retreat. With plenty of room to spread out, bring your toys, animals, gardening dreams, or simply enjoy the peace and privacy that acreage provides. If you’ve been searching for land, privacy, and a home with the major systems already updated, this property offers a rare opportunity to add your personal touches and build the lifestyle you’ve been dreaming of.

3140 Crum Road, Brooksville

3 Beds ⋅ 2 Baths ⋅ Woodland Waters SubDv.

STUNNING POOL HOME IN THE HIGHLY DESIRABLE WOODLAND WATERS COMMUNITY! Welcome to this exceptional 3-bedroom, 2-bathroom pool home featuring a dedicated office/den and an impressive array of custom upgrades throughout. From the moment you enter, you will appreciate the elegance, craftsmanship, and attention to detail that make this home truly one-of-a-kind. The heart of the home is the chef-inspired kitchen, designed for both everyday living and entertaining. This show-stopping space features dual cooktops, dual ventilation systems, a built-in double oven, beautiful cherry wood cabinetry, built-in wine cooler, granite countertops, dimmable lighting, and a stunning granite tile backsplash—creating a kitchen that is as functional as it is breathtaking. The entertainment possibilities continue with a custom-built brick bar, complete with rich cherry wood cabinetry, a commercial-grade beer cooler, and vibrant neon lighting that changes colors to set the perfect mood for gatherings with family and friends. The main living areas showcase beautiful marble flooring, adding timeless elegance and a luxurious feel throughout the home. Five stunning chandeliers and fully dimmable lighting create the perfect ambiance whether you are hosting guests or enjoying a quiet evening at home. Step outside and enjoy your private pool retreat, perfect for relaxing, entertaining, and enjoying the Florida lifestyle. Additional features include a newer roof (2017), sprinkler system, granite countertops in the bathrooms, and a Pura & Watts ultraviolet light filtration system for added peace of mind. This home offers a rare combination of luxury, comfort, and personality in one of Woodland Waters’ most sought-after neighborhoods. MOTIVATED SELLER — don’t miss your opportunity to see this incredible home!

9433 Wilderness Trail, Brooksville

Builders, developers, and investors — don’t miss this opportunity to secure prime acreage along the booming State Road 50 (Cortez Blvd) corridor southeast of Brooksville. With new residential and commercial developments popping up nearby, this area is experiencing tremendous growth and is perfectly positioned for future development. Three adjacent parcels are available individually or together, ranging from 4 to 9.1 acres, all featuring valuable road frontage, excellent visibility.. Ideal for residential, commercial, mixed-use, or recreational projects, these parcels have exceptional potential in one of Hernando County’s fastest-growing corridors. Bonus Income Opportunity. Two billboard signs on the property currently generate approximately $3,312.92 annually with month-to-month leases, and the tenant is interested in extending long term. Available Parcels MLS# – 9.1 Acres MLS# – 4.55 Acres MLS# – 7.3 Acres Buy one or all three for a larger development opportunity. Buyer to verify zoning, land use, and property details with Hernando County.

0 Cortez Blvd, Brooksville

Attention developers, investors, builders, and land speculators — seize the opportunity to acquire premium development acreage in one of Florida’s fastest-growing regions. Located in southeastern Hernando County along the rapidly expanding State Road 50 (Cortez Blvd) corridor, these strategically positioned parcels which has exceptional potential for residential, commercial, mixed-use, recreational, institutional, or future investment development. Positioned on a major east-west transportation corridor connecting Brooksville to Interstate 75, thewe properties provide convenient access to the greater Tampa Bay region, Orlando, and South Florida. The continued expansion and infrastructure improvements throughout the area make this an outstanding opportunity to capitalize on Hernando County’s ongoing growth trajectory. Property Highlights Three adjacent parcels available Parcels offered individually or together Site sizes ranging from approximately 4 to 9.1 acres Combined assemblage opportunity totaling approximately 20.4 acres Direct frontage along SR 50 / Cortez Blvd corridor Excellent visibility and accessibility Strong potential for future development and appreciation Suitable for residential, commercial, recreational, institutional, or nonprofit use Located within a rapidly developing growth corridor Why Invest in Hernando County? Hernando County continues to attract residents, businesses, and developers seeking affordability, accessibility, and long-term growth potential. The area offers: Expanding residential and commercial development Strategic proximity to major transportation routes Easy access to Tampa/St. Petersburg and Orlando markets Strong population and economic growth trends Natural beauty and a highly desirable Florida lifestyle Available Parcels MLS #TB8337814 — 9.1 Acres MLS #TB8337817 — 4 Acres MLS #TB8337821 — 7.3 Acres Purchase one parcel, multiple parcels, or acquire all three for a larger-scale development opportunity. Buyer to verify all information including property dimensions, acreage, zoning, future land use, environmental conditions, utilities, access, and development potential with Hernando County Government.

Mondon Hill Road, Brooksville

4 Beds ⋅ 2 Baths ⋅ Woodhaven Estates SubDv.

***GORGEOUS 2023 BUILD ON 1.1 ACRES OF PEACE AND PRIVACY!!! This stunning home shows like a model and has been impeccable cared for throughout. Features 4-bedrooms, 2-baths, 3- car garage and 2,144 sf of living space, a massive 312 sf covered-screened back patio, with a peaceful view of the woods to preserve nature, privacy and great for bird watching!! This home has more beauty and character than a new build and without the wait. Inside you will find a spacious great room with high vaulted ceilings that seamlessly combines the kitchen, dining and living areas. The large primary bedroom features a sizable walk in closet a private ensuite with separate tub and shower. The other 3 bedrooms are well appointed and split from the master suite for extra privacy. Step outside to your private oasis with a very large covered and screened patio fit for gatherings or holiday parties—ideal for year-round enjoyment. HIGHLIGHTS: Custom Interior Shutters; Window Rods and Drapes; Solid surface counters; Ceramic tile floors; SS appliances; 2 kitchen pantries; inside laundry room; lush landscaping; concrete landscape curbing; sprinkler system; new brick pavers in the lanai; additional storage above the garage complete with new insulation, and plywood floor. This home has it all and will not last!! NO CDD's, NO HOA's and NO FLOOD REQUIRED. Don't hesitate to view this available property...centrally located to all major roads, shopping, Weeki Wachee Springs and just a few minutes to Veterans Expressway (SR 589) making travel to and from Tampa a breeze. Furniture optional to purchase.

14108 Mulkerin Drive, Brooksville

3 Beds ⋅ 3 Baths ⋅ Dogwood Estate Ph I SubDv.

Welcome to paradise. Set on a private 2.2-acre corner lot within the Brooksville Country Club, this exceptional Victorian estate blends refined elegance with modern upgrades and serene surroundings Thoughtfully maintained and beautifully enhanced, the home offers peace of mind with a whole-home generator supported by a 250-gallon tank (2022), newer AC units (2020), drain field (2021), and water heater (2026). Inside, stylish flooring installed in 2020 complements a collection of updated appliances, all replaced within the last five years. Designed for both comfort and entertainment, the residence features a half court basketball court, whole-home water softener (2025), permanent outdoor smart lighting (2025), outdoor speakers, and multiple TVs that convey—including TVs in the master shower and vanity for a true spa-like retreat. Security doorbells added in 2025 enhance convenience and peace of mind. Surrounded by lush acreage and located in one of Brooksville's most sought-after communities, this luxury property offers privacy, sophistication, and effortless living—an exceptional opportunity to own a move-in-ready estate in country club setting.

23327 Eppley Drive, Brooksville

Rare 5.1-acre fenced parcel with Public Utilities and Electricity available, located directly on Cortez Blvd (SR-50) in Brooksville and Not in a Flood Zone. Zoned AG, this property allows a Single-family, Mobile, Modular, or Manufactured home, plus accessory structures such as barns, workshops, garages, and equipment storage buildings (per county setbacks). Horses, livestock, crops, and agricultural use are permitted, making it ideal for a private residence, a Hobby Farm, an Equestrian property, or an Income-producing Agricultural venture. No HOA or CDD, giving you full control of the land for your plans and long-term goals. Prime location with excellent exposure on a major corridor near I-75, US-301, and the Suncoast Parkway, offering strong potential for future appreciation or development. Centrally located just 45 minutes to Tampa, 1 hour to Orlando, and 1 hour to Ocala. Financing available with as little as 20% down for qualified buyers.

27360 Cortez Boulevard, Brooksville

An incredibly rare opportunity awaits with this 40-acre tract tucked deep within the heart of the 40,000±-acre Chassahowitzka Wildlife Management Area. Completely surrounded by state owned preserve land, this property offers unmatched seclusion and direct access to some of Florida’s most pristine wilderness. A true outdoorsman’s retreat, the land is abundant with game and provides exceptional hunting and outdoor recreation in every direction. Its setting and proximity to the Tampa Bay region, makes it ideal for a private hunt camp, a weekend escape, or simply a place to immerse yourself in the natural beauty of old Florida. This is a one-of-a-kind property featuring a private, off grid setting, while just an hour from Tampa, allowing easy access for day trips or weekend getaways.

Pine Island Drive, Brooksville

Princeton Place SubDv.

Corner lot .80 Acres. Cleared and level lot. 1.3 miles to US 19, one block to Cortez Blvd. Lot 1.

10201 Yale Avenue, Brooksville

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