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Brooksville, FL Homes for Sale with Basement

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  • /51

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,677 Sq Ft

    317 Highland St, Brooksville, FL 34601

    One or more photo has been virtually staged. HISTORIC DOWNTOWN BROOKSVILLE GEM! Take a step back in time with this unique home that was built in 1927, this 4-bedroom, 2-bath, split floor plan home offers 1,677 sq ft of timeless charm with modern updates. Freshly painted inside and out with a new roof, new A/C, new concrete driveway, and walkway. The interior features beautiful wood and laminate

    Agent Photo

    Elizabeth Tyson

    Meek Real Estate

    (352) 725-5614

    317 Highland St, Brooksville, FL 34601
  • /56

    $775,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,589 Sq Ft

    4716 Hickory Oak Dr, Brooksville, FL 34601

    This newly constructed residence in Southern Hills Plantation captures the essence of boutique custom craftsmanship—where thoughtful design, refined finishes, and practical luxury come together effortlessly. Created for buyers who appreciate elevated living without unnecessary maintenance, the intelligently sized backyard offers just the right amount of outdoor space to enjoy—without the constant

    Andres Rojas CHARLES RUTENBERG REALTY INC

    4716 Hickory Oak Dr, Brooksville, FL 34601
  • /49

    $889,000

    • 3 Beds
    • 3 Baths
    • 3,154 Sq Ft

    22250 Hayman Rd, Brooksville, FL 34602

    A rare opportunity to own a property where construction meets intention. Built to endure and designed to live differently, this nontraditional Florida home offers a level of durability and self-sufficiency rarely found in today’s market.Constructed with poured concrete walls, concrete wood-look siding, and set over a fully insulated basement with a concealed escape option, this residence was

    Erica Sumner FLORIDA CRACKER PROPERTIES

    22250 Hayman Rd, Brooksville, FL 34602
  • /36

    $329,900

    • 5 Beds
    • 3 Baths
    • 2,463 Sq Ft

    6561 Seaway Dr, Brooksville, FL 34604

    5 BEDROOMS + OVER 2,400 SQ FT UNDER $330K—an increasingly rare find in Brooksville, where small-town charm meets big outdoor adventure! Welcome to 6561 Seaway Dr in the highly sought-after Seagate Village, offering space, privacy, and a fully fenced corner lot with gated access and room to expand. This well-maintained two-story home delivers the size and flexibility today’s buyers are looking

    Amanda Crescenzo HOME LAND REAL ESTATE INC

    6561 Seaway Dr, Brooksville, FL 34604
  • /68

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft

    23125 Jacobson Rd, Brooksville, FL 34601

    Welcome to your own private slice of country paradise! Situated on 4.7 acres MOL of beautifully rolling, fully fenced pasture, this unique property is currently operating as a thriving mini farm with established permaculture and an abundance of mature fruit trees scattered throughout the land. Whether you’re looking to embrace sustainable living, raise animals, or simply enjoy wide open space and

    Sean Kwiatkowski Peoples Trust Realty Inc

    23125 Jacobson Rd, Brooksville, FL 34601
  • /93

    $515,000

    • 4 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    4347 Gevalia Dr, Brooksville, FL 34604

    Nestled within a beautifully maintained gated golf course community, this elegant home is in excellent condition and offers a perfect blend of comfort and style. A covered entry welcomes you into a spacious foyer, where you’ll find a convenient half bath, a formal sitting area, and a separate dining room complete with a closet—ideal for entertaining. Privately situated off the main living areas,

    Rose Marie Cruz TROPIC SHORES REALTY LLC

    4347 Gevalia Dr, Brooksville, FL 34604
  • /73

    $569,000

    • 4 Beds
    • 3 Baths
    • 2,645 Sq Ft

    240 Olive St, Brooksville, FL 34601

    One or more photo(s) has been virtually staged. Recently updated with new double-pane, Energy Star-rated tinted windows and a fully resurfaced saltwater pool in 2025—complete with a state-of-the-art pool cleaning vacuum—plus HVAC in 2021, this one-of-a-kind 4-bedroom, 3-bath split-plan home sits on a generous half-acre lot just steps from Brooksville’s charming historic district. The formal

    Ross Hardy RE/MAX MARKETING SPECIALISTS

    240 Olive St, Brooksville, FL 34601
  • /93

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 4,787 Sq Ft

    5248 Neff Lake Rd, Brooksville, FL 34601

    One or more photo(s) has been virtually staged. Welcome to a truly exceptional custom built estate in the desirable Neff Lake area of Brooksville, Florida — offering nearly 5,000 square feet of living space, unmatched functionality, and 5 fully fenced acres beneath majestic grandfather oaks. Through the double front entry doors, you’re greeted by soaring 26-foot ceilings, a dramatic grand

    Erik Weyant KW REALTY ELITE PARTNERS

    5248 Neff Lake Rd, Brooksville, FL 34601
  • /74

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 3,818 Sq Ft

    5478 Glorious Trail, Brooksville, FL 34602

    **PRIME LOCATION** 2 STORY POOL HOME with a FULL BASEMENT ON 20 ACRES! Enjoy the High & Dry acreage with rolling hills & valley views! This property offers incredible potential for those ready to bring their vision to life. NEW Roof 1/2025, main level has living room with woodburning fireplace, open kitchen including all appliances, large dining area & a cozy kitchen nook area + one bedroom &

    Fran Cisek SOUTHERN COAST TO COUNTRY RLTY

    5478 Glorious Trail, Brooksville, FL 34602
  • /27

    $280,000

    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft

    609 Holley St, Brooksville, FL 34601

    Welcome to 609 Holley Street! A stunningly refreshed block home that blends modern comfort with timeless Brooksville charm! Whether you’re a first-time buyer, downsizer, or investor seeking strong rental potential, this one checks every box.Step inside to discover a bright, open floor plan filled with natural light and thoughtful upgrades throughout. Every detail has been reimagined; from

    Mika Rotunda HEART OF FLORIDA REALTY LLC

    609 Holley St, Brooksville, FL 34601
  • /100

    $1,875,000

    • 4 Beds
    • 3 Baths
    • 3,441 Sq Ft

    24050 Winding Creek Dr, Brooksville, FL 34601

    Welcome to paradise! Own your own nature preserve with a variety of trees, plants, and wildlife on this stunning 48-acre property. Drive down your majestic driveway over the spring-fed streams through a park-like setting to your log cabin style home sitting high on a hill. Main home consists of 1976 square feet, great room design, 3 bedrooms, 2 bathrooms, and tons of storage in an unfinished

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    24050 Winding Creek Dr, Brooksville, FL 34601
  • /18

    $328,300 New Construction

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft

    16201 Crider Rd, Brooksville, FL 34614

    ** PRICE REDUCTION** Fresh on the market, brand new 3 bedroom, 2 bath home is exactly what you have been looking for. Quiet neighborhood located in the growing community of Royal Highlands. This home offers the perfect blend of modern luxury and tranquil living. Step inside to discover the open floor plan with natural lighting, high ceilings and tasteful finishes throughout. Spacious living area

    Kim Phillips NATURE COAST REAL ESTATE

    16201 Crider Rd, Brooksville, FL 34614
  • /81

    $399,000 New Construction

    • 4 Beds
    • 2 Baths
    • 2,169 Sq Ft

    14351 Carolina Chickadee Rd, Brooksville, FL 34614

    One or more photo(s) has been virtually staged. Short Sale. Don't wait to build, RUN to 14351 Carolina Chickadee Rd, a beautifully maintained New residence set in the peaceful natural surroundings of Weeki Wachee in Hernando County, Florida. This better-than-new, barely lived-in 2,169 sq ft Adams Home showcases a timeless Craftsman elevation, offering four bedrooms, two bathrooms, and a spacious

    Beth Powanda HOMAN REALTY GROUP INC

    14351 Carolina Chickadee Rd, Brooksville, FL 34614
  • /12

    $669,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,731 Sq Ft

    Sawgrass Plan at Southern Hills, Brooksville, FL 34601

    Welcome to the epitome of fantastic living! The four-bedroom, three-and-a-half-bath Sawgrass floor plan is not your average home. It's a haven of good times and great memories waiting to happen. The fully loaded kitchen is like a playground for your inner chef, complete with stainless steel kitchen appliances and a breakfast bar. For when you need something more formal, the adjacent dining room

    Terrata Homes Builder
    5583 Summit View Dr Unit 36924558, Brooksville, FL 34601
  • /62

    $820,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,321 Sq Ft

    2288 Rackley Rd, Brooksville, FL 34604

    Brand-new custom farmhouse-style home on 2.3 acres in Brooksville. This property combines modern efficiency with classic design elements throughout. The open-concept layout includes 4 bedrooms, 2.5 baths, and a spacious living area featuring a wood-burning fireplace. The kitchen is equipped with an induction cooktop, double wall oven with microwave and air fryer, wine cooler, farm sink,

    James Adams EXP REALTY LLC

    2288 Rackley Rd, Brooksville, FL 34604

Home Trends in Brooksville, FL

Housing Trends

Median Sale Price
$330,602
Median Single Family Sale Price
$349,180
Median 2 Bedroom Sale Price
$199,950
Average Price Per Sq Ft
$199
Number of Homes for Sale
377
Last 12 months Home Sales
904
Months of Supply
5.00
Median List Price
$361,690
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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