Displaying: For Sale
Location: Brooksville
Property Type(s): Single Family
Price: $100,000 to $199,000
Do Not Show Listings
Brooksville - 11 properties found
27440 WINCHESTER DR, BROOKSVILLE, FL 34602
$170,00038 Days on yellowkey MLS ID: TB8507066
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1827 Built: 1980 Tax: $2,549 (2025)Community: N/ASpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,549
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: With over 1,800 square feet of living space this 4-bedroom, 2-bathroom sits on a cleared 1-acre lot. This property has so much potential, so bring your ideas—it's ready for a transformation, and land is becoming rare, so grab this opportunity while you can and enjoy peaceful, country living away from the hustle and bustle of city life.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Duskie Smith (813-562-1233)
6347 BOXWOOD ST, BROOKSVILLE, FL 34602
$125,00040 Days on yellowkey MLS ID: TB8507438
5 Days Off yellowkey (back on 6/19/2026)
REDUCED by $15,000 (10.7%) on 05/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1184 Built: 1965 Tax: $1,684 (2025)Community: Hill N DaleSingle Family
Taxes:$1,684
Elementary School: Eastside Elementary School
High School: Hernando High
Middle School: D.S. Parrot Middle
Remarks: Under contract-accepting backup offers. Opportunity and potential come together at 6347 Boxwood St, a 2 bedroom, 1 bathroom home with a carport tucked into an area that offers a more rural feel while still providing convenient access to everyday essentials. Enjoy the balance of quieter surroundings while remaining just a short drive from shopping, dining, grocery stores, and major roadways. With a functional layout, this property presents an excellent opportunity for an investor, renovator, or buyer looking to create their own vision and build long term value. The property’s roof was replaced in 2015. The chimney was removed at that time as well. Despite the home’s cosmetic and dated appearance, significant improvements have already been completed behind the scenes over the years. The property has been updated with a newer 200 amp electrical service panel, updated Romex wiring, and a re-pipe of the water lines completed in 2017, providing important system upgrades for future ownership. The home includes a rear utility room housing the washer and dryer hookups, electric panel, and water heater, while the back slab patio provides additional space ready to be reimagined into an outdoor living area, screened patio, or future expansion potential. The property is serviced by septic. Please note there is currently no AC system or ductwork, and utilities will need to be connected through the electric company. Whether you are searching for your next project, investment opportunity, or a property to renovate and personalize, this home offers strong upside potential at an approachable entry point.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)
Listing Agent: Dario Vitagliano (603-703-2285)
15468 ATWATER DR, BROOKSVILLE, FL 34604
$195,00086 Days on yellowkey MLS ID: TB8491124
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $19,900 (9.3%) on 06/07/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 973 Built: 1983Monthly Fee: $45 Tax: $909 (2025)Community: Quail Meadows Ph 1Single Family
Taxes:$909
High School: Natures Coast Technical High School
Remarks: Under contract-accepting backup offers. Virtually Staged. SELLER MOTIVATED! NEW PRICE! NEW PAINT! Welcome to the best value 2-bedroom, 2-bath home in the area. This cute home is priced to personalize. Nestled in a quiet, well-kept neighborhood. This inviting single-story residence with handicap amenities offers a comfortable layout perfect for first-time buyers, down-sizers, or anyone seeking low-maintenance living. This home offers lots of natural lighting. Enjoy peaceful surroundings with open green space, community clubhouse/pool conveniently located directly across the street—perfect for relaxing or entertaining without the upkeep. The property features added privacy with neighboring fences on two sides and lush vegetation behind the home, creating a serene backdrop for the screened-in lanai—ideal for morning coffee or evening unwinding. A wonderful opportunity to own a cozy home in a desirable, tranquil setting. Neighborhood is directly behind Chocachatti Elementary and Nature Coast Tech High School. Don't miss this lowest price in the neighborhood opportunity.
Listing is courtesy of: IVY LEAGUE REALTY (727-687-2088)
Listing Agent: Aaron Lippard (727-723-5799)
406 ZOLLER ST, BROOKSVILLE, FL 34601
$140,0008 Days on yellowkey MLS ID: TB8519334
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1955 Tax: $454 (2025)Community: Highland Park Add To BrksvlSingle Family
Taxes:$454
Elementary School: Brooksville Elementary
Remarks: Situated on 0.40-acre lot in Brooksville, this 3 bedroom, 2 bathroom home offers 1,332 living square feet of potential and charm. Built in 1955, the home features a cozy fireplace in the living room and a kitchen equipped with stainless steel appliances. Step outside to the patio where you'll find a second brick fireplace, providing a space for outdoor entertainment and relaxing. This property is priced to sell, so call today to schedule your personal showing. This property may qualify for Seller Financing (Vendee).
Listing is courtesy of: TROPIC SHORES REALTY LLC (352-684-7371)
Listing Agent: Jim Tacy (352-684-7371)
1002 W JEFFERSON ST, BROOKSVILLE, FL 34601
$170,00085 Days on yellowkey MLS ID: TB8491816
0 Days Off yellowkey (back on 6/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1972 Tax: $1,284 (2025)Community: N/ASingle Family
Taxes:$1,284
Remarks: 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 living. Tucked away in a quiet, secluded, and very private setting, this property offers a unique opportunity for those looking for extra room and peaceful surroundings. Situated in the county limits, the current owners have had horses on the property, adding to its versatility and appeal. Horse stables do not convey with the sale. Seller willing to consider roof replacement with acceptable terms. Whether you're an investor, renovator, or buyer with a vision, this property offers plenty of potential. Buyer to verify all measurements, zoning, land use, animal use, and intended use.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Iomara Miranda (904-333-1291)
111 E EARLY ST, BROOKSVILLE, FL 34601
$109,500368 Days on yellowkey MLS ID: TB8399105
REDUCED by $10,500 (8.8%) on 06/15/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1248 Built: 1934 Tax: $2,118 (2024)Community: Saxons SubSingle Family
Taxes:$2,118
Tax Year: 2024
Remarks: Investor Special! Welcome to 111 E Early St, Brooksville, FL 34601 — a prime opportunity in the heart of historic Brooksville. Just minutes from charming downtown shops, restaurants, and parks, this property offers strong potential for renovation or rental income. Featuring luxury vinyl plank (LVP) flooring and soaring high ceilings, the home provides a solid foundation for your vision. Whether you're looking to flip, rent, or restore, this centrally located gem is ready for your creative touch. Don’t miss out on this chance to invest in one of Brooksville’s most promising neighborhoods! Cash or Hard Money Only.
Listing is courtesy of: VINE REAL ESTATE ADVISORS (813-833-4396)
Listing Agent: Robert Washington (813-833-4396)
242 ZOLLER ST, BROOKSVILLE, FL 34601
$121,50013 Days on yellowkey MLS ID: TB8517932
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1947 Tax: $2,232 (2025)Community: Laws Add To BrooksvilleSingle Family
Taxes:$2,232
Remarks: Fantastic Investment Opportunity in the Heart of Brooksville! Discover the potential of 242 Zoller Street, a rare opportunity to own nearly a half-acre lot in the charming and historic town of Brooksville. This beautiful property is adorned with mature shade trees and vibrant azaleas, creating a picturesque setting full of Old Florida charm and natural beauty. Conveniently equipped with public water and sewer, this oversized lot offers exceptional flexibility for builders, investors, or anyone looking to create their dream homesite. Best of all, the property is located outside of a flood zone, providing added peace of mind. Nestled just minutes from downtown Brooksville's quaint shops, local restaurants, parks, and community events, you'll enjoy the perfect balance of small-town living and modern convenience. Whether you're looking to build now, invest for the future, or simply secure a prime piece of land in a growing area, this property presents endless possibilities. Don’t miss this unique opportunity to own a beautiful, lot in one of Brooksville's most charming locations!
Listing is courtesy of: CENTURY 21 BILL NYE REALTY (813-782-5506)
Listing Agent: Johanna Theel (813-714-1039)
27043 ROPER RD, BROOKSVILLE, FL 34602
$143,000132 Days on yellowkey MLS ID: TB8475404
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $7,000 (4.7%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 984 Built: 1981 Tax: $876 (2025)Community: Hill N DaleSingle Family
Taxes:$876
Remarks: Prime Fix-and-Flip Gem: Solid 3BR/2BA with Huge Lot Potential: Do not miss this incredible investment opportunity in a desirable neighborhood! This charming 3-bedroom, 2-bath single-family home boasts strong bones, an attached garage, and a fantastic screened-in back porch, perfect for relaxing or entertaining post-renovation. Step outside to discover oversized front and back yards ripe for landscaping, gardening, or expansion (pool / outdoor oasis). With generous space and great natural light, this property offers endless possibilities to modernize the kitchen, baths, and finishes, turning it into a high-demand, high-profit resale or long-term hold. Ideal for savvy flippers, builders, or DIY enthusiasts looking to make this beautiful house a home! Priced to move fast!!!
Listing is courtesy of: CENTURY 21 BEGGINS (800-541-9923)
Listing Agent: Veronica Sierra (424-283-2723)
16404 CAYMAN RD, BROOKSVILLE, FL 34614
$114,00098 Days on yellowkey MLS ID: W7883976
REDUCED by $5,000 (4.2%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1120 Built: 2026 Tax: $396 (2025)Community: Royal HighlandsSingle Family
Taxes:$396
Elementary School: Winding Waters K8
High School: Weeki Wachee High School
Middle School: West Hernando Middle School
Remarks: Under Construction. Great opportunity to complete a brand-new construction home and make it your own. This project is already underway, saving you time and upfront costs. The current owner has dug 150 ft deep in efforts to locate water for the well but has chosen not to dig any further creating a unique chance for the next buyer to step in and complete the build. With an estimated 3-4 months left to completion, this property is ideal for investors, builders, or buyers looking to customize their dream home. Don't miss the chance to add value and finish this home exactly the way you want! ***No well or septic installed. Owner dug 150 ft for well and chose not to dig any further.
Listing Agent: Crystal Schrader (727-505-0013)
18455 SHADY SIDE DR, BROOKSVILLE, FL 34601
$125,00032 Days on yellowkey MLS ID: TB8508518
2 Days Off yellowkey (back on 6/1/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 690 Built: 1955 Tax: $1,256 (2025)Community: Mountain ParkSingle Family
Taxes:$1,256
Remarks: Under contract-accepting backup offers. Welcome to 18455 Shady Side Drive in Brooksville, Florida, a property surrounded by the natural beauty and peaceful atmosphere that make this area so desirable. Tucked among beautiful mature greenery and lush Florida landscapes, this home offers a private and relaxing setting perfect for enjoying a quieter lifestyle. Best of all, there is NO HOA, giving you the freedom to truly enjoy your property without added fees or restrictions. Brooksville is known for its rolling hills, scenic countryside, and historic charm, offering a unique character that stands out from many other Florida communities. Residents enjoy a slower pace of life while still having convenient access to shopping, dining, medical facilities, and everyday essentials. Outdoor enthusiasts will appreciate being close to parks, trails, nature preserves, and Weeki Wachee Springs, where kayaking, paddleboarding, and exploring Florida’s famous clear springs are just a short drive away. The location also provides convenient access to major roadways for travel to Spring Hill, Tampa, and surrounding areas, while still maintaining the peaceful feel of country-style living. Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, this property offers the perfect blend of privacy, natural surroundings, and the freedom of no HOA living in beautiful Brooksville. Schedule your private showing today!!!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Justin Noe, Pa (760-429-3487)
27183 THORNCREST AVE, BROOKSVILLE, FL 34602
$144,900145 Days on yellowkey MLS ID: TB8470565
0 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1099 Built: 1981 Tax: $2,488 (2025)Community: Hill N DaleSingle Family
Taxes:$2,488
Remarks: $35,000 PRICE REDUCTION! Discover the perfect blend of comfort, convenience, and Florida charm at 27183 Thorncrest Ave, Brooksville, FL 34602—a beautifully updated one-story single-family home offering 3 spacious bedrooms and 1.5 bathrooms, complete with an attached carport for easy parking. Freshly refreshed with a new roof installed in 2020, this inviting residence features durable tile flooring throughout, creating a clean, low-maintenance living space that's ideal for everyday living and entertaining. The highlight of the updated kitchen shines with modern white shaker cabinets, providing ample storage and a bright, contemporary feel that's ready for your personal touch. Step outside to the expansive rear yard, a generous outdoor oasis perfect for gardening, play, relaxation, or hosting gatherings under the Florida sun. Nestled in the peaceful community of Brooksville in Hernando County, this home places you in the heart of nature's playground and close to an array of exciting nearby attractions within just a short drive (many under 20 miles). Explore the vast Withlacoochee State Forest, offering hiking trails, off-road biking, wildlife viewing, and the scenic Withlacoochee State Trail for cycling enthusiasts. Just minutes away, immerse yourself in the whimsical world of Weeki Wachee Springs State Park, famous for its live mermaid shows, crystal-clear springs, kayaking on the iconic Weeki Wachee River, and manatee sightings. Family-friendly fun abounds at Boyett's Grove Citrus Attraction, where you can enjoy a wildlife park, dinosaur cave, mini-golf, aviary, and fresh citrus treats. Other nearby gems include Sweetfields Farm for seasonal adventures, historic downtown Brooksville with its charming shops, the Mermaid Tale Trail featuring hidden mermaid statues, and peaceful spots like Chinsegut Hill Historic Site, McKethan Lake Nature Trail, and various preserves for hiking and nature escapes. Whether you're seeking a serene retreat or easy access to outdoor adventures and local culture, this updated Brooksville home delivers the ideal Florida lifestyle—don't miss your chance to make it yours!
Listing is courtesy of: TAMPA BAY PREMIER REALTY (813-968-8231)
Listing Agent: Don Suda (813-205-6615)
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