South Brooksville, FL Homes for Sale

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  /40

  $400,000

  • 4 Beds
  • 2 Baths
  • 1,605 Sq Ft

  1008 S Mildred Ave, Brooksville, FL 34601

  This 4-bedroom, 2-bath home is tucked away on a quiet, tree-lined cul-de-sac just outside of downtown Brooksville, offering nearly two acres with agricultural zoning potential, an ideal setting for a homestead, gardening, or small livestock. With no HOA, you have the freedom to create the lifestyle you’ve been looking for. The home features a classic brick exterior and a large front porch,

  Dylan Rector COMPASS FLORIDA LLC

  1008 S Mildred Ave, Brooksville, FL 34601
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  /25

  $289,999

  • 4 Beds
  • 2 Baths
  • 2,758 Sq Ft

  117 S Brooksville Ave, Brooksville, FL 34601

  Welcome to this charming two-story home set on a spacious 0.41-acre lot with a wraparound porch shaded by mature trees. Inside, an enclosed sunroom leads to a warm foyer with rich wood flooring. The living room offers tall windows, natural light, and a gas fireplace, flowing into a bright dining room with a second fireplace. One of the two HVAC units have been replaced. The first-floor bedroom

  Donna Gregory CENTURY 21 CIRCLE

  117 S Brooksville Ave, Brooksville, FL 34601
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  /89

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  19863 Tattnall Way, Brooksville, FL 34601

  Welcome to this beautifully maintained, nearly new home in the heart of Brooksville, located in a desirable 55+ community designed for comfortable and active living. Built in 2022, this thoughtfully designed residence offers 3 bedrooms, 2.5 well appointed bathrooms and a 3 car garage, perfect for storage, hobbies or multiple vehicles. As you approach the entry, you will find a more than

  Lisa Ashton Ashton Realty Group

  19863 Tattnall Way, Brooksville, FL 34601
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  /30

  $170,000

  • 3 Beds
  • 2 Baths
  • 1,172 Sq Ft

  1002 W Jefferson St, Brooksville, FL 34601

  Great investment opportunity with land and potential in Brooksville! This 3-bedroom, 2-bath home offers 1,172 sq ft of living space and sits on an oversized 24,000 sq ft lot, plus an additional 4,017 sq ft parcel included in the sale for added value and flexibility. Located just 5 minutes from Downtown Brooksville, this property offers convenience while still enjoying the space and feel of county

  Iomara Miranda DALTON WADE INC

  1002 W Jefferson St, Brooksville, FL 34601
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  /4

  $60,000

  • Land
  • 1.01 Acres
  • $59,406 per Acre

  9155 Parrish Ave, Brooksville, FL 34601

  Discover the perfect opportunity to build your dream home on this beautiful 1-acre parcel located on Parish Ave in Brooksville, FL. Nestled in a peaceful, natural setting, this wooded lot offers privacy, shade, and the charm of Old Florida living. Zoned residential, the property provides flexibility for a site-built home, with plenty of space for outdoor living, gardening, or even a workshop.

  Dalton Bedgood CONNIE MAHAN REAL ESTATE GROUP

  9155 Parrish Ave, Brooksville, FL 34601
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  /56

  $242,500

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft

  20334 Woodside St, Brooksville, FL 34601

  Welcome to this well-maintained 3-bedroom, 2.5-bath home located in the peaceful Brooksville area. With a functional layout, thoughtful updates, and inviting indoor and outdoor spaces, this property offers both comfort and convenience. A spacious front deck sets the tone as you arrive, providing a great spot to relax and enjoy the Florida surroundings. Inside, the home features an open and

  Elizabeth McLeod FIND YOUR PARADISE

  20334 Woodside St, Brooksville, FL 34601
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  /53

  $1,528,800

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  22397 Mondon Hill Rd, Brooksville, FL 34601

  Opportunities with this 3-bedroom 2 bath home w/ Large shop on 16.8(mol) Acres. Five total parcels. Must be sold all together. Are you looking for privacy, a retreat, a family compound, or want to bring your business home. Want to be on the Good Neighbor bike trail? This is the perfect property to make that dream a reality. Let’s start with the manufactured home that was built in 2021. This 3

  Connie Krause SOUTHLAND PROPERTIES GROUP II

  22397 Mondon Hill Rd, Brooksville, FL 34601
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  /57

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  5274 Diantha Way, Brooksville, FL 34604

  Rare Find: Privacy in a Gated Golf Community, No close neighbors on 3 sides, 3 Bed | 2 Bath | 2-Car Garage | And with an acceptable contract it includes a 2022 ICon i40 Golf Cart! But that's not all, owner will buy down your interest rate for 2 years when we come to terms. The Property: Step into a lifestyle of tranquility in this meticulously maintained 3-bedroom, 2-bathroom home is situated on

  Bill Whiteside LPT REALTY, LLC

  5274 Diantha Way, Brooksville, FL 34604
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  /7

  $125,000

  • Land
  • 0.37 Acre
  • $337,838 per Acre

  19612 Sterling Bluff Way, Brooksville, FL 34601

  Welcome to the beautiful Southern Hills Plantation, one of Brooksville's most desirable neighborhoods and golf course! This grand estate lot is a blank slate for your dream home, situated on the 4th hole of the incredible Pete Dye Golf Course. With lots of extremely talented and top builders to choose from, you could be enjoying the true serenity of Southern Hills in no time! From the picturesque

  Kelly Gorgen SOUTHERN BELLE REALTY, INC

  19612 Sterling Bluff Way, Brooksville, FL 34601
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  /3

  $20,500

  • Land
  • 0.17 Acre
  • $120,588 per Acre

  0 Josephine St, Brooksville, FL 34601

  Great opportunity to own raw, buildable residential land in the heart of Brooksville. This vacant lot offers the perfect setting to build your dream home or investment property in an established neighborhood with convenient access to schools, parks, shopping, and major roadways.Located just minutes from Downtown Brooksville, this property provides a balance of small-town charm and everyday

  Eric Riggins, Sr. CROWNED ROYALE REALTY LLC

  0 Josephine St, Brooksville, FL 34601
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  /14

  $278,000

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  6656 Seaway Dr, Brooksville, FL 34604

  This move-in-ready gem is in pristine condition, boasting a spotless interior and a layout that feels like new. The standout feature is your private backyard retreat: a beautiful gazebo set atop custom pavers, creating the perfect spot for morning coffee or evening hosting. Best of all, you’ll enjoy ultimate privacy with no rear neighbors, as the property backs up to a quiet county-owned lot.

  Dario Florez FRIENDS REALTY LLC

  6656 Seaway Dr, Brooksville, FL 34604
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  /43

  $429,900 Open Sat 10AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  4462 Caliquen Dr, Brooksville, FL 34604

  Pool Home in Gated Golf Community of Hernando Oaks | Fully Updated | High-End Features ThroughoutWelcome to 4462 Caliquen Dr, a beautifully upgraded 3-bedroom, 2 full + 1 half bath pool home located in the gated golf community of Hernando Oaks in Brooksville. Featuring a solar-heated, screened-in pool and expansive outdoor living space, this home offers the perfect blend of comfort, privacy,

  Jared Tanner CENTURY 21 ALLIANCE REALTY

  4462 Caliquen Dr, Brooksville, FL 34604
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  /31

  $275,000

  • 3 Beds
  • 2 Baths
  • 2,042 Sq Ft

  26 Crosby St, Brooksville, FL 34601

  Discover the historic Brooksville charm in this 3 bd, 2 bath 2,042 sq ft living area 1928 home with carport on .5 acre homesite that includes a workshop. Fireplace, wood floors, extra loft upstairs, lots of old world charm. Roof replaced 2020, A/C 2012. Vacant and ready for you to move right in and make it your own. Outdoor recreation and adventure are just minutes away. Access world-class tarpon

  Marisa Brewer PREFERRED PROPERTY ASSOC INC

  26 Crosby St, Brooksville, FL 34601
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  /3

  $17,900

  • Land
  • 0.12 Acre
  • $149,167 per Acre

  0 Bethune St, Brooksville, FL 34601

  Great opportunity to own vacant residential land in the heart of Brooksville! This buildable lot located on Bethune Street offers convenient access to local amenities, schools, parks, and major roadways. Whether you're looking to build your dream home, invest, or hold land for future development, this property provides flexibility and long-term potential in a growing area of Hernando

  Eric Riggins, Sr. CROWNED ROYALE REALTY LLC

  0 Bethune St, Brooksville, FL 34601
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  /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
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  /35

  $299,900

  • 4 Beds
  • 3 Baths
  • 2,268 Sq Ft

  6663 Seaway Dr, Brooksville, FL 34604

  Welcome to this beautifully maintained two-story home nestled in a desirable HOA community, perfect for families looking for comfort, security, and a true sense of neighborhood. Built in 2019, this 4-bedroom, 3-bath residence offers modern construction and peace of mind, minimizing concerns about major repairs for years to come.Step inside to find a spacious and functional layout designed for

  Heather Cogar SELLSTATE NEXT GENERATION REALTY

  6663 Seaway Dr, Brooksville, FL 34604
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  /36

  $24,900

  • 2 Beds
  • 1 Bath

  7237 Woodland Dr, Brooksville, FL 34601

  Welcome to easy, affordable living in the 55+ community of Southway Villa in Brooksville! This 2 Bedroom - 1 Bath - 1978 - 672 sq ft Mobile Home offers peace of mind with major updates already completed, including a rubber roof installed in August 2024 and a recently serviced Central A/C (August 2025). The home features Dual Pane Windows throughout, helping with energy efficiency and year-round

  Darrin Mercer Sun Realty of Florida

  7237 Woodland Dr, Brooksville, FL 34601
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  /90

  $689,000

  • 3 Beds
  • 2.5 Baths
  • 2,515 Sq Ft

  6096 Dusk Rose Ln, Brooksville, FL 34601

  Welcome to 6096 Dusk Rose Lane, a stunning home in the highly sought-after golfing community of Southern Hills Plantation. Situated on an impressive .77-acre homesite, this 3-bedroom, 21⁄2-bath residence offers 2,515 square feet of living space and 4,034 total square feet under roof, combining elegant design with comfortable living. As you arrive, you’ll notice the brick paver driveway and

  Catherine Miller RE/MAX SUNSET REALTY

  6096 Dusk Rose Ln, Brooksville, FL 34601
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  /46

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft

  930 Moonlight Ln, Brooksville, FL 34601

  Located in a sought-after Brooksville neighborhood, this home features bamboo flooring in the family room, a split bedroom layout for added privacy, and a versatile Florida room ideal for a home office or additional living space. Inside, the functional layout offers comfortable living with a spacious family room highlighted by durable bamboo flooring and abundant natural light. Plantation blinds

  Barbara Nowlin Century 21 Alliance Realty

  930 Moonlight Ln, Brooksville, FL 34601
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  /11

  $710,000

  • 5 Beds
  • 3 Baths
  • 2,866 Sq Ft

  4538 Majestic Hills Loop, Brooksville, FL 34601

  One or more photo(s) has been virtually staged. MOVE-IN READY! This beautifully completed model is ready for you. A semi-custom builder, located in the sought-after, guard-gated Southern Hills Plantation in Brooksville, FL. With 2,886 sq ft of single-story living, 4 true bedrooms, 3 full baths, and a 3-car garage, this Craftsman home delivers the space and flexibility that today's buyers

  Janey Mcquality NEW HOME STAR FLORIDA LLC

  4538 Majestic Hills Loop, Brooksville, FL 34601
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  /26

  $220,000

  • 3 Beds
  • 2 Baths
  • 1,381 Sq Ft

  7158 Sunnyside Dr, Brooksville, FL 34601

  Built in 2022, this well-maintained 3-bedroom, 2-bath home offers an open floor plan with a bright living area and a spacious kitchen. Situated on an oversized lot of over a quarter acre, there’s plenty of room to create your dream outdoor space, whether it’s a pool, garden, or entertaining area. Newer roof and AC, along with the benefits of newer construction throughout! Conveniently located

  Sapir Simply ARC REALTY GROUP

  7158 Sunnyside Dr, Brooksville, FL 34601
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  /20

  $45,900

  • 2 Beds
  • 2 Baths
  • 680 Sq Ft

  4247 Tipperary Ln Unit 4247, Brooksville, FL 34601

  Welcome to Clover Leaf Farms a 55+ age-qualified active and vibrant community, where you can find yourself in your dream home. We have a well maintained 1982 2 bed, 2 bath home for sale featuring 680.00 sq ft of beautifully designed living space. Located in Brooksville, this property offers the perfect blend of modern amenities and timeless charm. This home features a new metal roof, new A/C and

  Cinda Wilson Clover Leaf Farms

  4247 Tipperary Ln Unit 4247, Brooksville, FL 34601
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  /20

  $65,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  4405 Blarney Ln Unit 4405, Brooksville, FL 34601

  Welcome to Clover Leaf Farms a 55+ age-qualified, active and vibrant community, where you can find yourself in your dream home. We have a stunning, 1988 2 bed, 2 bath home for sale featuring 900.00 sq ft of beautifully designed living space. Located in Brooksville, this property offers the perfect blend of modern amenities and timeless charm. This home features a roof from 2022, an AC unit from

  Cinda Wilson Clover Leaf Farms

  4405 Blarney Ln Unit 4405, Brooksville, FL 34601
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  /50

  $339,999

  • 4 Beds
  • 2 Baths
  • 1,830 Sq Ft

  5230 Diantha Way, Brooksville, FL 34604

  Welcome to this beautifully maintained 4-bedroom, 2-bath home with a 2-car garage in the highly sought-after gated golf course community of Hernando Oaks. Offering over 1,800 square feet of stylish living space and situated on a desirable lot with no front or rear neighbors, this home blends comfort, elegance, and thoughtful functionality. Inside, you'll be welcomed by an open-concept layout

  Scott Goldsborough CENTURY 21 ALLIANCE REALTY

  5230 Diantha Way, Brooksville, FL 34604
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  /2

  $1,500,000

  • Land
  • 9.9 Acres
  • $151,515 per Acre

  0 S Broad St Unit 2258387, Brooksville, FL 34601

  Great location fronting Broad St. next to Lowes Home Improvement. Great Access with Full Median opening and Lowes frontage road.

  Buddy Selph Tommie Dawson Realty

  0 S Broad St Unit 2258387, Brooksville, FL 34601
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  /8

  $45,000

  • Land
  • 0.6 Acre
  • $75,000 per Acre

  0 7 Oaks Ct, Brooksville, FL 34601

  Vacant land opportunity in the Fox Wood Plantation community of Brooksville. This 0.60-acre residential homesite offers frontage access on Seven Oaks Court and a peaceful setting with convenient access to major roadways, shopping, dining, and everyday amenities while still feeling tucked away from the hustle. No HOA and no CDD. The lot is irregular in shape and presents a great opportunity for

  Crystal Smith Future Home Realty

  0 7 Oaks Ct, Brooksville, FL 34601
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  /44

  $377,500

  • 3 Beds
  • 2 Baths
  • 2,489 Sq Ft

  642 Erin Way, Brooksville, FL 34601

  Welcome home to this spacious 3-bedroom, 2-bath family-friendly home with 2,400 sq ft of comfortable living space! This home features a bright open floor plan, a cozy wood-burning fireplace, and both formal living and dining areas perfect for gatherings and holidays. The open-concept kitchen includes a large island and breakfast nook ideal for busy mornings and family meals. The split-bedroom

  Alcira Mercado NEXTHOME LUXURY REAL ESTATE

  642 Erin Way, Brooksville, FL 34601
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  /40

  $73,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths

  4382 Tyrone Ave, Brooksville, FL 34601

  From the moment you step through the door of this 2 bed 2 bath home in the 55+ community of Clover Leaf Farms, the first thing you'll notice is the incredible sense of space. The main living area is gorgeous, with cathedral ceilings and a wall of windows that keep the home feeling bright, airy, and inviting. What really sets this home apart is how versatile the floor plan is. The front of the

  Talissa Runyon Sun Realty of Florida

  4382 Tyrone Ave, Brooksville, FL 34601
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  /56

  $389,877

  • 4 Beds
  • 2 Baths
  • 2,065 Sq Ft

  17807 Garsalaso Cir, Brooksville, FL 34604

  Private, Low-Maintenance Florida lifestyle without the chaos of resort style communities. Tired of crowded communities and overpriced HOA amenities you’ll never use? Welcome to Hernando Oaks — where peaceful golf course living meets everyday convenience.This 2018-built 4-bedroom home offers a highly desirable 3-way split floor plan, giving everyone their own private space while still enjoying

  James Saffell BEACHES TO RANCHES REALTY

  17807 Garsalaso Cir, Brooksville, FL 34604
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  /36

  $589,000

  • 4 Beds
  • 3 Baths
  • 2,674 Sq Ft

  5071 Delacroix Dr, Brooksville, FL 34604

  Located within the prestigious gated community of Hernando Oaks Golf Club, this beautifully appointed former model pool home offers refined Florida living with sweeping golf course views. Perfectly positioned on a large corner homesite overlooking the fairways, the residence combines elegant design, quality craftsmanship, and luxurious upgrades throughout.This spacious 4-bedroom, 3-bath home

  Lianna D'Angelo SOTERA LIVING

  5071 Delacroix Dr, Brooksville, FL 34604
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  /2

  $35,028

  • Land
  • 0.39 Acre
  • $89,815 per Acre

  0 Oakdale Ave Unit MFRTB8482697, Brooksville, FL 34601

  Tucked away at the end of a quiet dead-end street, this peaceful piece of land offers the kind of setting that’s getting harder to find. Surrounded by nature and away from the noise of busy roads, it’s the perfect place to enjoy calm mornings, fresh air, and the sounds of Florida wildlife. The property provides a private feel while still being within reach of nearby towns, shopping, and everyday

  Antonio Cancelli-Patrick CHARLES RUTENBERG REALTY INC

  0 Oakdale Ave Unit MFRTB8482697, Brooksville, FL 34601
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  /4

  $49,900

  • Land
  • 0.69 Acre
  • $72,319 per Acre

  0 W Fort Dade Ave Unit MFRW7883541, Brooksville, FL 34601

  Build your dream home on this residential vacant lot located on Fort Dade Ave in desirable Brooksville. This property offers a great opportunity to enjoy peaceful surroundings while still being conveniently close to shopping, dining, schools, and major roadways. Whether you are looking to build now or invest for the future, this parcel provides flexibility with no HOA restrictions. Enjoy the

  John Fangio HOMAN REALTY GROUP INC

  0 W Fort Dade Ave Unit MFRW7883541, Brooksville, FL 34601
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  /76

  $685,000

  • 3 Beds
  • 5 Baths
  • 3,508 Sq Ft

  19502 Mossy Oak Ct, Brooksville, FL 34601

  [Southern Hills Plantation | Cul-de-Sac | Preservation Lot | Move-In Ready] [Experience refined Florida living in this beautifully maintained 3-bedroom, 4-bathroom residence located in the highly sought-after, guard-gated community of Southern Hills Plantation in Brooksville, Florida.] [Perfectly positioned on a quiet cul-de-sac street with minimal traffic and a preservation lot behind the home

  Jared Tanner Century 21 Alliance Realty

  19502 Mossy Oak Ct, Brooksville, FL 34601
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  /5

  $1,500,000

  • Land
  • 30 Acres
  • $50,000 per Acre

  0 W Jefferson St Unit 2258202, Brooksville, FL 34601

  Previously Zoned for a Single Family Subdivision (Oakbrooke). Ideal location for an R.V. Park, Apartments, Charter School. Road Frontage:1,000 LF. Utilities: City Water & Sewer

  Buddy Selph Tommie Dawson Realty

  0 W Jefferson St Unit 2258202, Brooksville, FL 34601
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  /27

  $200,000

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  911 Candlebrook Ln, Brooksville, FL 34601

  Beautiful two bedroom, two bath, villa. A full kitchen flows into your large dining area and living room. The master bedroom is large with lots of storage. The back of the home has a large Florida/sun room. New A/C 2018, Replaced facia and soffit 2020, Replaced roof 2021, New hot water heater 2022, and completely updated electrical panel in 2023. The seller has done so many of the big ticket

  Dave Smith Florida Cracker Properties

  911 Candlebrook Ln, Brooksville, FL 34601
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  /13

  $235,000

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft

  9170 Dan Lynn St, Brooksville, FL 34601

  This very well maintained mh was purchased brand new just 5 yrs ago. A 2nd home get away only, couple owned. Spacious living room area in center overlooking kitchen and dinnett. Master bedroom in one end with bath, 2nd bedroom at other end, with hall bath. Small laundry area between dinnett and MST bedroom. Large front deck for your mrg coffee. Corner lot over 1/3 of an acre (.39). Paved street.

  Dale Odom MICKI BLACKBURN REALTY

  9170 Dan Lynn St, Brooksville, FL 34601
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  /38

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,698 Sq Ft

  5252 Cappleman Loop, Brooksville, FL 34601

  *Fully Renovated Pond-Front Home in The Cascades at Southern Hills | 2 Bed + Flex | Generator | Hurricane Protection | 55+ Community* If you've been waiting for something truly exceptional in The Cascades at Southern Hills, this is it! Situated on a beautiful pond with abundant wildlife views, this meticulously upgraded 2-bedroom, 2-bathroom home with a flex room may very well be one of the

  Jared Tanner Century 21 Alliance Realty

  5252 Cappleman Loop, Brooksville, FL 34601
• 

  

  /53

  $585,000

  • 4 Beds
  • 3 Baths
  • 2,667 Sq Ft

  4698 Hickory Oak Dr, Brooksville, FL 34601

  Welcome to the highly sought after golf course community of Southern Hills! This 4 year old one story Craftsman style build sits on a huge 0.4 acre lot and is loaded with upgrades. The CDD bond has been paid off on this home! You are greeted upon driving up to a fully pavered driveway and front porch, and a large 3 car garage. Natural light is abundant in this home from the minute you step

  Jessie Morris JT REALTY & ASSOCIATES

  4698 Hickory Oak Dr, Brooksville, FL 34601
• 

  

  /36

  $34,800

  • 2 Beds
  • 2 Baths

  7242 Truitt Ave, Brooksville, FL 34601

  2 Bedroom - 2 Bath - 1979 - 784 sq ft Fully Furnished Mobile Home on a Corner Lot in the 55+ Community of Southway Villa in Brooksville. Lot Rent is $650 and includes: water, sewer, trash, activities and amenities. Park has a 2 Pet Policy with 35lb weight limit. Must Get Park Approval Before Purchasing Home. This is a Land Lease Property. Home has Dual Pane Windows. Rubber Roof under Metal Roof.

  Darrin Mercer Sun Realty of Florida

  7242 Truitt Ave, Brooksville, FL 34601
• 

  

  /74

  $569,000

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

  240 Olive St, Brooksville, FL 34601

  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 living room features real wood floors, vaulted

  Ross Hardy REMAX Marketing Specialists

  240 Olive St, Brooksville, FL 34601

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