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5-Bedroom Homes for Sale in Brooksville, FL

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  • /70

    $765,000

    • 5 Beds
    • 3 Baths
    • 1,950 Sq Ft

    13600 Ponce de Leon Blvd, Brooksville, FL 34601

    Bring your family & your business! This beautiful 6.36-acre country estate along Florida's Nature Coast and commercial property boasts 457 feet of frontage on US 98. It is zoned Multi-use- Zoned Comm/Residential and AG and features 3-5 bedrooms, 3 baths, and 1,950 square feet of living space. Featuring a new roof (24'), New well pumps (24') & 2 separate wells & septic systems & newly painted

    Agent Photo

    Paul Sturdgess-Hayes

    Dennis Realty & Investment Corp.

    (352) 723-5568

    13600 Ponce de Leon Blvd, Brooksville, FL 34601
  • /100

    $4,400,000

    • 5 Beds
    • 5 Baths
    • 5,495 Sq Ft

    3431 Saturn Rd, Brooksville, FL 34604

    Welcome to 105 acres of pure Florida paradise—where rolling hills, open pastures, flowering fields, and towering grandfather oaks create a breathtaking backdrop for a truly exceptional ranch lifestyle. This versatile property is a harmonious blend of beauty, function, and income potential, featuring a mix of planted pines for future return, miles of cut riding trails, and stunning views at every

    Erica Sumner FLORIDA CRACKER PROPERTIES

    3431 Saturn Rd, Brooksville, FL 34604
  • /85

    $887,000

    • 5 Beds
    • 3 Baths
    • 3,299 Sq Ft

    7376 Fall St, Brooksville, FL 34613

    INCREDIBLE...THIS ONE HAS IT ALL!! ALMOST NEW 2024 Dream Custom Home with amazing outdoor living space - built by the builder as his custom home with all the upgrades!! 5 bedrooms (or 4 with office) + 3 full bathrooms + 4 car garage with 9,000 lb lift and 8' tall garage doors (18' and 14' wide) for your larger vehicles + private pool with sun shelf and safety fence + completely fenced + nestled

    Kimberly Pye Home-Land Real Estate Inc

    7376 Fall St, Brooksville, FL 34613
  • /49

    $1,300,000

    • 5 Beds
    • 3 Baths
    • 3,116 Sq Ft

    18104 Ayers Rd, Brooksville, FL 34604

    Welcome to Belleau Wood Manor! Enjoy the winding and picturesque private drive as it leads you to the entrance of this modern Victorian beauty. Feel free to stop at the separate cabin on your way up! Boasting five bedrooms and over 3,100 sqft of living space, the primary residence offers three levels of quiet and private country living. Hardwood floors, granite countertops, deco lighting, ornate

    Emil Varrichio III Dennis Realty & Investment Corp

    18104 Ayers Rd, Brooksville, FL 34604
  • /59

    $1,075,000

    • 5 Beds
    • 3.5 Baths
    • 3,324 Sq Ft

    1292 Myers Rd, Brooksville, FL 34602

    Stunning 3300+ SF Home on 5 Acres! Discover this exquisite 5-bedroom, 3.5-bathroom home, complete with high end outdoor kitchen with a screened and paver wrapped pool and lanai, all nestled on 5 acres, and only 10 minutes from vibrant Wesley Chapel! Experience the home through our two virtual tours: a captivating YouTube fly-through or an interactive 3D Matterport tour. Escape the cookie-cutter

    Curtis Rudolph CHARLES RUTENBERG REALTY INC

    1292 Myers Rd, Brooksville, FL 34602
  • /100

    $1,399,900

    • 6 Beds
    • 4.5 Baths
    • 5,845 Sq Ft

    18308 Valor Path, Brooksville, FL 34604

    Rarely does a a home this unique come to market, and this home is truly special! Natures' private hideaway, nestled in the trees and off the beaten path. 5 acres of unspoiled beauty, your incredible 6 bedroom, 4.5 bath sanctuary awaits. Stately two-story Estate Home offers open spaces, lots of natural light, high ceilings, dormers, screened porches, a free-form dip pool and spa, a huge

    Brian Pfister RE/MAX SUNSET REALTY

    18308 Valor Path, Brooksville, FL 34604
  • /71

    $769,000

    • 5 Beds
    • 4.5 Baths
    • 3,719 Sq Ft

    16340 Marquis Rd, Brooksville, FL 34614

    Be prepared to be mesmerized with this stunning, multi-generational, custom Windjammer home to fit all your needs! Situated at the end of a no-through road, you will find 2 acres, fully fenced with a gorgeous, Stratford model home, showcasing 5 bedrooms, one of them a Mother-in-Law suite w/attached sitting room, 4 1/2 bathrooms, an office, a pool & a heated spa. You will be in love as you walk

    Justine Zodda Peoples Trust Realty Inc

    16340 Marquis Rd, Brooksville, FL 34614
  • /72

    $1,300,000

    • 5 Beds
    • 5 Baths
    • 3,740 Sq Ft

    1353 Spring Lake Hwy, Brooksville, FL 34602

    Come home to the rolling hills of the coveted Spring Lake area in Brooksville. Dreamt of homesteading or farming? Want to feel like you're in the Appalachian foothills without leaving home? Just want some space? Sixteen-plus acre farm property with spacious home, new in-law/guest addition, salt water pool, stocked pond, spring fed creek, and outbuildings now available. Property has a mix of

    Laurie McGill COLDWELL BANKER FIGREY&SONRES

    1353 Spring Lake Hwy, Brooksville, FL 34602
  • /125

    $989,000

    • 5 Beds
    • 4.5 Baths
    • 3,624 Sq Ft

    16357 Pawnee Dr, Brooksville, FL 34601

    Charming Brooksville Retreat: Two Homes in One on 10 Acres!Discover your dream sanctuary in the heart of Brooksville, FL! This remarkable property offers a stunning 10 acres of picturesque wooded landscapes, fully fenced for your security. Experience the perfect blend of tranquility and practicality with two beautifully designed homes seamlessly connected as one, ideal for

    Paulo Poco Home Vizions Realty of Hernando County

    16357 Pawnee Dr, Brooksville, FL 34601
  • /61

    $799,900

    • 6 Beds
    • 4.5 Baths
    • 1,884 Sq Ft

    18479 Mason Smith Rd, Brooksville, FL 34604

    AMAZING OPPORTUNITY! Are you looking for beautiful country style ranch home, family compound or an income producing property on 4.4 acres with agricultural zoning? Here it is! The main house features 3 bedrooms, 2 1/2 baths, 2 car attached garage, spacious eat in kitchen and living/dining room, maple cabinets, SS appliances, cathedral ceilings, wood burning fireplace. The family room boasts large

    Paula Frenette CENTURY 21 ALLIANCE REALTY

    18479 Mason Smith Rd, Brooksville, FL 34604
  • /73

    $875,000

    • 5 Beds
    • 3 Baths
    • 3,740 Sq Ft

    321 S Brooksville Ave, Brooksville, FL 34601

    If you take a stroll down South Brooksville Avenue, the most photographed street in Brooksville, you will immediately notice you have stepped back in time during the Colonial Revival Era of the Old South, where it is lined with a Canopy of Majestic Oak Trees on a beautiful Augusta-Brick Street. The Colonial Revival Style during the early portion of the twentieth century reflected a design that

    Jared Tanner Century 21 Alliance Realty

    321 S Brooksville Ave, Brooksville, FL 34601
  • /71

    $765,000

    • 5 Beds
    • 3 Baths
    • 1,950 Sq Ft

    13600 Ponce de Leon Blvd, Brooksville, FL 34601

    Bring your family & your business! This beautiful 6.36-acre country estate along Florida's Nature Coast and commercial property boasts 457 feet of frontage on US 98. It is zoned Multi-use- Zoned Comm/Residential and AG and features 3-5 bedrooms, 3 baths, and 1,950 square feet of living space. Featuring a new roof (24'), New well pumps (24') & 2 separate wells & septic systems & newly painted

    Christina Green DENNIS REALTY & INVESTMENT COR

    13600 Ponce de Leon Blvd, Brooksville, FL 34601
  • /27

    $729,900 Open Sun 12PM - 5PM

    • 5 Beds
    • 4.5 Baths
    • 3,890 Sq Ft

    4656 Southern Valley Loop, Brooksville, FL 34601

    BRAND NEW HOME!! - COMPLETE MOVE IN READY!! ON GOLF COURSE!! - Exuding elegance, this expansive two-story home boasts dual owner’s suites and gracious room to grow. Down the foyer is an open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached lanai. On the same level are a secondary bedroom suite and the dual owner’s suites, situated at opposite

    Ben Goldstein LENNAR REALTY

    4656 Southern Valley Loop, Brooksville, FL 34601
  • /57

    $439,000

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft

    6561 Seaway Dr, Brooksville, FL 34604

    Welcome to this beautifully maintained two-story home nestled in a quiet, centrally located subdivision with only a few homes, offering both privacy and a sense of community. This spacious 5-bedroom, 3-bathroom home features a versatile loft space perfect for an office, playroom, or second living area. The main floor boasts elegant laminate flooring installed in 2023 in the living and dining

    Roxanna Lopez HOMAN REALTY GROUP INC

    6561 Seaway Dr, Brooksville, FL 34604
  • /86

    $1,499,000

    • 5 Beds
    • 4.5 Baths
    • 6,325 Sq Ft

    25487 Dan Brown Hill Rd, Brooksville, FL 34602

    Big dreams require Big spaces and this estate delivers on every sq ft - Presenting an architecturally distinguished residence that exemplifies refined living and thoughtful design. Set upon a private and verdant 2.5-acre parcel, this stately 6-bedroom, 4.5-bathroom estate offers over 6,300 square feet of expertly designed living space, enhanced by elegant finishes, sweeping outdoor terraces, and

    Erica Sumner Florida Cracker Properties

    25487 Dan Brown Hill Rd, Brooksville, FL 34602
  • /35

    $365,000

    • 5 Beds
    • 3.5 Baths
    • 2,215 Sq Ft

    14100 Holly Hammock Ln, Brooksville, FL 34613

    Welcome to 14100 Holly Hammock, a beautifully maintained two-story home that perfectly blends modern elegance with cozy charm. This 5-bedroom, 4-bath residence boasts a bright, open-concept layout featuring a gourmet kitchen with granite countertops, stainless steel appliances, a stylish tile backsplash, and rich cabinetry — ideal for entertaining or daily living.Step into the spacious

    Hector Mojica FIVE STAR REAL ESTATE (TAMPA BRANCH)

    14100 Holly Hammock Ln, Brooksville, FL 34613
  • /4

    $380,000

    • 5 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    30158 Boonie Rd, Brooksville, FL 34602

    Seller willing to pay up to $2500 of buyer closing costs. Elegant 5-Bedroom, 3.5-Bathroom Home. The Ideal Blend Of Comfort And Sophistication! Discover The Perfect Balance Of Space And Style In This Stunning Home, Thoughtfully Designed For Family Living And Entertaining. Featuring A Generous Layout, High-End Finishes, And Modern Amenities, 2 Car Garage. Every Detail Speaks To Quality And

    Stephen Hachey Flat Fee MLS Realty

    30158 Boonie Rd, Brooksville, FL 34602
  • /71

    $455,000

    • 5 Beds
    • 3 Baths
    • 2,150 Sq Ft

    22296 Wise Owl Rd, Brooksville, FL 34602

    Stunning 5-Bedroom Home on 2.5 Acres with Majestic Live Oaks!Welcome to this beautifully updated 5-bedroom, 3-bathroom home nestled on 2.5 acres of serene countryside. This property boasts three breathtaking 100-year-old live oak trees that provide shade and character to the expansive yard, as well as a spring fed creek! Inside, you'll find a stunning kitchen with modern finishes, perfect

    Amber Crouch REAL BROKER, LLC

    22296 Wise Owl Rd, Brooksville, FL 34602
  • /52

    $299,500

    • 5 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    9175 Scepter Ave, Brooksville, FL 34613

    Better Than New! Why?...because this home was loved and cared for. There is So Much Gorgeousness in this home, you REALLY must see it to appreciate all that it has to offer! This home is located in the highly sought after Brookridge 55+ Community. There is a beautiful front porch where you can enjoy your morning coffee in the sunshine. This 5 Bedrooms, 4 Bathroom home which includes TWO MAIN

    Colleen O'Neill Gold Star Realty Group Inc.

    9175 Scepter Ave, Brooksville, FL 34613
  • /44

    $415,000

    • 5 Beds
    • 2 Baths
    • 2,243 Sq Ft

    2250 Long View Cir, Brooksville, FL 34604

    Price Improvement & Buyer Incentives! Now offered at $415,000 with $10,000 in seller concessions—a combined value of $25,000 in buyer benefits! This beautiful 4-bedroom, 2-bath home is located in a sought-after golfing community and offers a perfect blend of comfort, luxury, and lifestyle.From the moment you enter, you’ll appreciate the open layout that seamlessly connects the living spaces—ideal

    Kimberly Watson RE/MAX ALLIANCE GROUP

    2250 Long View Cir, Brooksville, FL 34604
  • /69

    $995,000

    • 5 Beds
    • 4.5 Baths
    • 3,513 Sq Ft

    19256 Hidden Oaks Dr, Brooksville, FL 34604

    ALL REPAIRS FROM PREVIOUS INSPECTIONS HAVE BEEN MADE AND SELLERS ARE MOTIVATED! Tucked away in the beautiful neighborhood of Hidden Oaks sits this beautiful country estate featuring a 3/2 main house and 2/2.5 guest cottage on 8.3 acres. The home offers an open floorpan with the kitchen overlooking the dining and living room areas with a central office and full laundry room equipped with a

    Krista Plagge TROPIC SHORES REALTY LLC

    19256 Hidden Oaks Dr, Brooksville, FL 34604
  • /43

    $323,500 Open Sun 11AM - 2PM

    • 5 Beds
    • 2 Baths
    • 2,092 Sq Ft

    413 Pryor St, Brooksville, FL 34601

    Looking for a large pool home in the heart of Brookville? Look no further, this 5 bedroom 2 bath home sits on just under a half acre fenced lot just blocks from historic downtown. Newly Painted.. this home features newer stainless steel appliances, a new AC, water heater & newer pool screen. Oversized pool with large lanai is great for entertaining guest with double doors leading to the sitting

    Kimberly Miner Century 21 J.W.Morton R.E.

    413 Pryor St, Brooksville, FL 34601
  • /64

    $1,200,000

    • 5 Beds
    • 5 Baths
    • 3,226 Sq Ft

    22770 Skyview Cir, Brooksville, FL 34602

    Nestled on 6.3 acres of picturesque countryside, this exceptional Victorian-style home seamlessly combines comfort and luxury. The property features a 3 stall barn with a metal roof and a tack room, for those seeking space for additional hobbies.This spacious two-story residence boasts 5 bedrooms, including two en suites, 3 full baths, and two half baths—perfectly designed for both

    Liz Piedra HORIZON PALM REALTY GROUP

    22770 Skyview Cir, Brooksville, FL 34602
  • /86

    $1,095,000

    • 5 Beds
    • 3 Baths
    • 3,688 Sq Ft

    19387 Hidden Oaks Dr, Brooksville, FL 34604

    Privacy abounds at your new 5 bedroom, 3688 heated sq foot rare to market, Custom Country Estate in Brooksville, FL. Tucked away in the back of the 9.9 acre estate. First time to the market, the owners have thoroughly enjoyed their home, entertaining guests from all over the world over the years. Very inviting and warm home that they hope the next owners will enjoy with their family and friends.

    James Saffell Keller Williams-Elite Partners

    19387 Hidden Oaks Dr, Brooksville, FL 34604
  • /49

    $569,500

    • 6 Beds
    • 3.5 Baths
    • 3,153 Sq Ft

    15272 Spinning Wheel Ln, Brooksville, FL 34604

    SELLER WILL CONSIDER SOME ASSISTANCE IN CONCESSIONS... Terms apply, see disclosures or request more information. ALSO: SELLER HAS REDUCED PRICE, SINCE ORIGINAL LISTING DATE, A TOTAL OF $50,500.00 ON THIS Fabulous & Very Spacious 3,153 square foot pool home in the desirable community of Springwood Estates. And it's waiting for you! With No HOA or CDD fees! Be the Host of family and friends in

    Frank Gomez FUTURE HOME REALTY INC

    15272 Spinning Wheel Ln, Brooksville, FL 34604
  • /4

    $410,000

    • 5 Beds
    • 3 Baths
    • 1,986 Sq Ft

    6924 Redbay Dr, Brooksville, FL 34602

    Beautiful 5-Bedroom, 3-Bathroom Home with Two-Car Garage In Sought-After Sherman Hills! Space And Storage Await In This Stunning One-Story Home, Perfect For Large Families And Entertaining. The Expansive Family Room Opens To A Covered Back Patio, Ideal For Outdoor Gatherings. The Chef-Ready Kitchen Boasts Ample Wood Cabinetry, Granite Countertops, A Generous Kitchen Island, And Energy-Efficient

    Erik Weyant Keller Williams-Elite Partners

    6924 Redbay Dr, Brooksville, FL 34602
  • /57

    $410,000

    • 5 Beds
    • 3.5 Baths
    • 2,251 Sq Ft

    5317 Cricket Rd, Brooksville, FL 34602

    Elegant 5-Bedroom, 3.5-Bathroom Home On A Double Corner Lot - The Ideal Blend Of Comfort And Sophistication! Discover The Perfect Balance Of Space And Style In This Stunning Home, Thoughtfully Designed For Family Living And Entertaining. Featuring A Generous Layout, High-End Finishes, And Modern Amenities, 2 Car Garage With Epoxy Flooring! Every Detail Speaks To Quality And Charm. Located In A

    Erik Weyant Keller Williams-Elite Partners

    5317 Cricket Rd, Brooksville, FL 34602
  • /68

    $555,000

    • 5 Beds
    • 3 Baths
    • 2,840 Sq Ft

    29249 Wilpayne Rd, Brooksville, FL 34602

    Discover the perfect family home on half an acre, featuring five spacious bedrooms and three bathrooms across 2,840 square feet. This high and dry property includes a large underground safe room basement, ensuring peace of mind during storms. The home is designed for comfort and functionality, boasting endless storage and a durable metal roof that ensures lasting quality.Imagine cooking in

    Jana Knox Southern Belle Realty, Inc

    29249 Wilpayne Rd, Brooksville, FL 34602
  • /74

    $1,350,000

    • 5 Beds
    • 4.5 Baths
    • 4,555 Sq Ft

    6375 Emanuels Way, Brooksville, FL 34602

    Price updated and ready for your family to move right in. Seller offering $70k towards buyers closing costs which could be used for updates and new color choices. Step into a world where charming country living meets stately European elegance in this custom-built masterpiece. This extraordinary residence, perched on 8.4 acres with the option to acquire an additional 3.3-acre parcel, offers a

    Marisa Brewer PREFERRED PROPERTY ASSOC INC

    6375 Emanuels Way, Brooksville, FL 34602
  • /11

    $975,000 New Construction

    • 5 Beds
    • 4 Baths
    • 3,560 Sq Ft

    4611 Hickory Oak Dr, Brooksville, FL 34601

    Pre-Construction - To Be Built. Welcome to Southern Hills Plantation, where luxury and elegance meet modern comfort. This exceptional 5-bedroom, 4-bathroom home is designed to impress, offering a seamless blend of sophistication and functionality.Step inside to a grand foyer that sets the stage for the stunning open-concept layout. The heart of the home is the gourmet kitchen, featuring

    Jocelyn Mejia Real Broker, LLC

    4611 Hickory Oak Dr, Brooksville, FL 34601
  • /11

    $675,000 New Construction

    • 5 Beds
    • 4 Baths
    • 3,960 Sq Ft

    4112 Southern Valley Loop, Brooksville, FL 34601

    Nestled within the prestigious Southern Hills Plantation Club, this brand-new Coastal Pointe home offers a lifestyle defined by beauty, tranquility, and timeless craftsmanship. This residence places you in the heart of Brooksville's most picturesque landscape—where rolling greens, serene wildlife, and moss-draped oaks set the stage for every day. Thoughtfully designed with soaring ceilings and an

    Jocelyn Mejia Real Broker, LLC

    4112 Southern Valley Loop, Brooksville, FL 34601
  • /30

    $684,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,890 Sq Ft

    4807 Southern Valley Loop, Brooksville, FL 34601

    Exuding elegance, this expansive two-story home boasts dual owner's suites and gracious room to grow. Down the foyer is an open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached lanai. On the same level are a secondary bedroom suite and the dual owner's suites, situated at opposite sides of the home. The second floor is occupied by an exciting

    Ben Goldstein Lennar Realty Inc

    4807 Southern Valley Loop, Brooksville, FL 34601

Home Trends in Brooksville, FL

Home Trends

Median Price (12 Mo)
$325,000
Median Single Family Price
$332,700
Median 2 Bedroom Price
$219,900
Average Price Per Sq Ft
$206
Number of Homes for Sale
473
Last 12 months Home Sales
1,625
Months of Supply
3.50
Median List Price
$346,581
Median Discount From 1st List Price
4%
Median Home Sale Price YoY Change
2%
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