Homes for Sale Near South Sumter High in Webster - 19 homes

Remarks: Under contract-accepting backup offers. Looking for a piece of Country away from the Hustle & Bustle? Then this CHARMING 4bed/2bath Home on over an ACRE with a HUGE detached 24X30 garage/workshop is just what you've been Dreaming of. Look at those Arial's with all that elbow ROOM not getting that in a Neighborhood. The flexible floor plan that gives you options, it's great for everyday Family living and those Family gatherings. Covered back porch is perfect for relaxing mornings with songbirds singing or evening unwinding with the Firefly's and fully fenced giving you peace of mind. There is plenty of room for your Garden, ALL those fun Toys, a Dog Pen and an RV Hookup 50AMP. Location is PERFECT with so many activities for everyone from the Outdoor enthusiast, Sportsman or Hobby enthusiasts. Isn't that why we live in FLORIDA!! You are just 1.5 miles from Croom Wildlife Management Area, a 20,000+ acre State Recreation Land that offers hunting, hiking, and camping. Launch your Canoes or Kayaks at the Silver Lake Recreation area 12.9 miles away, then explore the picturesque Withlacoochee River. There's also Richloam Wildlife Management area which features 58,000+ acres of State Recreational Lands offering hunting, fishing, hiking, camping, canoeing, kayaking, and horseback riding. WAIT there's more...we can forget about the Croom Motorcycle Recreation area which offers 2600+ acres of recreation areas for ATV and motorcycle enthusiasts. So MUCH to do!! Not to mention you're only an hour to the Beaches or Disney. YET you are close to your everyday necessities and I75. So make this YOUR HOME today and call me to schedule your private Showing.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Shelia Marshall (813-765-3557)

Remarks: This is a clean manufactured home on a large lot that is near school in the city of Webster.

Listing is courtesy of: SUMTER REALTY (352-793-3644)

Listing Agent: Joel Merritt (352-303-0435)

Remarks: Under contract-accepting backup offers. Experience the ultimate blend of country freedom and modern convenience on this beautifully fenced .63-acre lot. This brand-new 2025 home has never been occupied and is loaded with high-ticket upgrades you won't have to worry about, including a brand-new well and septic system. The bright, open concept 3BR/2BA floor plan is perfect for entertaining, featuring seamless woodgrain vinyl flooring and a sleek kitchen with stainless steel appliances. Storage is a breeze with walk-in closets in every single bedroom. Located right in the heart of Central Florida's outdoor playground, you’re just minutes from hiking and riding in the Withlacoochee State Forest, weekend shopping at the famous Webster Flea Market, and minutes from I-75 and the Turnpike. Bring your toys, your pets, and move right in!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Sean Naidenoff (321-229-4551)

Remarks: One or more photo(s) has been virtually staged. Country Living Close to Town — No HOA! Welcome home to peaceful country living with the convenience of nearby amenities! This beautifully fully remodeled 3-bedroom, 2-bath home in Webster, Florida offers the perfect blend of privacy, comfort, and modern updates—all situated on approximately .42 acres with a chain-link fenced yard and tucked away on a quiet dead-end street. If you’ve been searching for a move-in-ready starter home where the big-ticket items are already done, this is it! Nearly every major improvement has been completed in 2025 and 2026, making this home ready for its next owners to simply unpack and enjoy. Recent updates include: new metal roof, new air conditioning system, new water heater, new appliances, updated plumbing throughout home, interior paint, exterior paint, new rear deck, front deck repaired and freshly painted, well updates completed, water softener scheduled for installation, siding repairs completed, new skirting, new mailbox, new cabinets, new countertops, new flooring, new vanities, toilets, and light fixtures. For added confidence and peace of mind, the seller is also including a Home Warranty, helping provide additional protection for your investment. Located just off CR 656, this home offers the feeling of being off the beaten path while still providing easy access to everyday conveniences. Enjoy being within close proximity to shopping, dining, the Webster Flea Market, Sumter County Fairgrounds, and local community events throughout Sumter and Hernando Counties. Conveniently positioned within approximately one hour of Tampa, Orlando, and Florida’s beautiful West Coast beaches, this location makes commuting and weekend adventures a breeze. Families will appreciate nearby schools and an established bus route in the area. Experience neighborhood living while enjoying nature at its best—peaceful surroundings, open skies, and country charm all while staying close to town. Schedule your private tour today and discover why this Webster gem feels like home.

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Erica Wood (352-301-2199)

Remarks: Great property, this shaded 2.39 acres offers a single-family home, several outbuildings, a separate pole barn designed to park your RV with the hook up enmities needed for use this space for a visitor without disturbing the house. The solar panels currently reduce the electricity bill considerably. There is room for your livestock while also providing plenty of room to park your recreational toys. The house has been updated with newer appliances, - range with double ovens, microwave, refrigerator, washer and dryer. The property is fenced into several sections, an area for your garden, livestock, fenced play area.

Listing is courtesy of: MICKI BLACKBURN REALTY (352-394-6611)

Listing Agent: Keith Williams (352-516-1593)

Remarks: Welcome to a lovingly maintained 3-bedroom, 2-bath home ready for its next owner. This inviting property offers a comfortable and functional layout, perfect for both everyday living and entertaining. The home has been thoughtfully cared for, providing peace of mind and a warm, welcoming atmosphere from the moment you step inside. Recent updates include a brand-new roof installed in December 2025, adding long-term value and durability. Whether you're looking for a primary residence or a quiet retreat, this property offers the ideal blend of charm, reliability, and opportunity.

Listing is courtesy of: ROBERTS REAL ESTATE INC (352-351-0011)

Listing Agent: Heather Brown (352-857-6746)

Remarks: Under contract-accepting backup offers. Welcome to peaceful country living in Webster! Nestled on a spacious 3.18-acre lot, this charming 3-bedroom, 1.5-bath home offers 1,262 square feet of comfortable living space with room to grow and make it your own. Built in 1972, the home has been thoughtfully updated with a remodeled kitchen featuring brand-new cabinets, creating a fresh and functional space for cooking and gathering. Laminate flooring runs throughout, providing a clean, cohesive look and easy maintenance. A durable metal roof installed in October 2023 adds long-term value and peace of mind. Inside, you’ll also find the convenience of an indoor laundry area and an enclosed garage that offers endless possibilities—perfect for a potential fourth bedroom, home office, hobby space, or additional living area. Step outside to enjoy the wide-open yard, ideal for gardening, animals, or simply soaking in the quiet surroundings. A concrete pad is already in place, ready to serve as a foundation for a shed, workshop, or even a small basketball court. Located on County Road 757 with easy access to SR 50, this property offers the perfect balance of privacy and convenience—making commutes, shopping, and dining easily accessible while still enjoying the tranquility of rural living. Don’t miss this opportunity to own a slice of Florida countryside with room to live, expand, and create your vision!

Listing is courtesy of: DUTEAU REALTY INC (352-396-0584)

Listing Agent: Asheley Raybon (813-503-2375)

Remarks: One or more photo(s) has been virtually staged. Country living close to town! NO HOA! This 3-bedroom, 2-bath fixer-upper sits on 1.25 acres in the heart of the Withlacoochee Forest, offering room to spread out, bring your toys, and enjoy nature at its best. With recent updates such as: Roof 2025 with 50 year shingles with a warranty that is transferable, HWH 2024, Outside A/C 2025, New Sliding Glass Doors, Double pane windows, Skirting replaced, New deck and steps at the front door, this property is ready for your finishing touches. This home features an RV hookup, streetlight, fenced yard, and plenty of space for a garden, animals, outdoor living, or your own homestead lifestyle. Raise your family, grow your food, and enjoy the peace of country living while still being close to everyday conveniences. You can walk to hunt or fish. Enjoy the many visitors of deer, all different types of birds, and even wild turkey in your yard. Located with quick access to I-75, this property is centrally positioned about one hour from Tampa, Orlando, and the West Coast beaches. You’ll also be near shopping, dining, community events, the Webster Flea Market, motocross park, fishing, nature trails, and horse trails. Bring your family, toys, horses, and animals and make your vision come alive and make this country property your own. Schedule your tour today!

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Erica Wood (352-301-2199)

Remarks: Welcome! Sitting in the heart of central Florida, this brand-new home is in the charming town of Webster and is waiting for you! This cozy home boasts 3 bedrooms, 2 bathrooms and attached 2 car garage. The kitchen claims beautiful cabinets and is equipped with STAINLESS STEEL appliances, GRANITE COUNTERTOPS, MOEN PLUMBING FIXTURES, and CERAMIC TILE THROUGHOUT THE MAIN LIVING AREAS. The kitchen boasts ample kitchen cabinet space, making meal prep a breeze. The master bedroom includes an ensuite bathroom offering a peaceful retreat from the rest of the home. The other two bedrooms share a spacious bathroom with granite countertop. The open concept living area is designed with both entertaining and relaxation in mind. The living room flows seamlessly into the kitchen and dining area, creating a perfect space for family gatherings or hosting guests. This home is conveniently located near shopping, dining, and entertainment options. Overall, this new construction home offers a perfect combination of comfort and convenience in a sought-after location in Central Florida. Make your appointment today!

Listing is courtesy of: DW&CO. REAL ESTATE, LLC (352-460-8538)

Listing Agent: Andrea Edgington (352-250-8916)

Remarks: Welcome! Sitting in the heart of Central Florida, this brand-new home is in the charming town of Webster and is waiting for you! This cozy home boasts 3 bedrooms, 2 bathrooms and attached 2 car garage. The kitchen claims beautiful cabinets and is equipped with STAINLESS STEEL appliances, GRANITE COUNTERTOPS, MOEN PLUMBING FIXTURES, CERAMIC TILE THROUGHOUT THE MAIN LIVING AREAS. The kitchen boasts ample kitchen cabinet space, making meal prep a breeze. The master bedroom includes an ensuite bathroom offering a peaceful retreat from the rest of the home. The other two bedrooms share a spacious bathroom with granite countertop. The open concept living area is designed with both entertaining and relaxation in mind. The living room flows seamlessly into the kitchen and dining area, creating a perfect space for family gatherings or hosting guests. This home is conveniently located near shopping, dining, and entertainment options. Overall, this new construction home offers a perfect combination of comfort and convenience in a sought-after location in Central Florida. Make your appointment today!

Listing is courtesy of: DW&CO. REAL ESTATE, LLC (352-460-8538)

Listing Agent: Andrea Edgington (352-250-8916)

Remarks: Situated on five beautiful acres, this country property offers the perfect blend of privacy and potential. Bring your horses, farm animals, and even your honey bees. The land is fully fenced and cross-fenced with multiple gates for easy access, plus water spigots conveniently located throughout the pastures. Two separate paddocks connected by gates, perfect for rotating and managing grazing animals with ease. The 3-bedroom, 2-bath home features a newer metal roof (permitted 7-14-20) and a charming side porch, ideal for enjoying peaceful pasture views. With some updates and fresh paint, this property presents a great opportunity for buyers to personalize the space and build instant value. Located just minutes to the Withlacoochee State Forest, Richloam Wildlife Management Area entrance, you’ll enjoy endless opportunities for riding, hiking, and exploring nature right nearby. A chance to own acreage in a prime rural location with room to grow awaits. Minutes from SR 50 and SR 471, making I-75 just a drive away. An Equal Housing Opportunity.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Donny Stokes (352-303-1451)

Remarks: Seller Motivated! Price Improvement in place! Enjoy country living with the convenience of town nearby! This fixer-upper sits on an extra-large lot that is over 1/2 acre of cleared land with beautiful mature trees. The property includes a singlewide mobile home with a front and rear porch. This home is a fixer upper. Equipped with a private well and septic, this property is ideally located near the Withlacoochee State Forest, perfect for nature lovers and outdoor enthusiasts. Convenient access to Hwy 50/Cortez Blvd, Hwy 301, I-75, and the Florida Turnpike makes commuting easy. You’re just minutes from shopping, dining, community events, and the popular Webster Flea Market, and centrally located between Tampa and Orlando. Plus, enjoy being within 45 minutes to an hour of Florida’s beautiful beaches and natural springs. A great opportunity for those seeking space, location, and potential! This property is currently tenant occupied. The possibilities for this property are endless. This Owner has additional properties that are available and will consider selling all together for one price. All properties are income rental properties.

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Erica Wood (352-301-2199)

Remarks: Seller is MOTIVATED and Ready to Negotiate! Price Improvement in Place! Income generating Property. Tenant occupied. Enjoy country living with the convenience of town nearby! This fixer-upper sits on over ½ acre of fenced land with beautiful mature trees. The property includes a vintage single-wide home and offers plenty of potential for renovation, replacement, or future improvements. Equipped with a private well and septic, this property is ideally located near the Withlacoochee State Forest, perfect for nature lovers and outdoor enthusiasts. Convenient access to Hwy 50/Cortez Blvd, Hwy 301, I-75, and the Florida Turnpike makes commuting easy. You’re just minutes from shopping, dining, community events, and the popular Webster Flea Market, and centrally located between Tampa and Orlando. Plus, enjoy being within 45 minutes to an hour of Florida’s beautiful beaches and natural springs. A great opportunity for those seeking space, location, and potential! This property is currently tenant occupied. The opportunity to keep it an income property with a seasoned tenant. The possibilities for this property are endless. This Owner has additional 5 to 6 properties that are available and will consider selling all together for one price. All properties are income rental properties. TENANT OCCUPIED. MUST HAVE 24 to 48 hours NOTICE. MUST MAKE AN APPOINTMENT!

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Erica Wood (352-301-2199)

Remarks: Owner Is Ready To Sell and Ready To Negotiate!! Price Improvement in Place! Enjoy country living with the convenience of town nearby! This fixer-upper sits on over ½ acre of cleared, fenced land with beautiful mature trees. The property includes a vintage single-wide home and offers plenty of potential for renovation, replacement, or future improvements. Equipped with a private well and septic, this property is ideally located near the Withlacoochee State Forest, perfect for nature lovers and outdoor enthusiasts. Convenient access to Hwy 50/Cortez Blvd, Hwy 301, I-75, and the Florida Turnpike makes commuting easy. You’re just minutes from shopping, dining, community events, and the popular Webster Flea Market, and centrally located between Tampa and Orlando. Plus, enjoy being within 45 minutes to an hour of Florida’s beautiful beaches and natural springs. A great opportunity for those seeking space, location, and potential! This property is currently tenant occupied. The opportunity to keep it an income property with a seasoned tenant. The possibilities for this property are endless. This Owner has additional properties that are available and will consider selling all together for one price. All properties are income rental properties.

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Erica Wood (352-301-2199)

Remarks: Investor Opportunity in Webster!This 3-bedroom, 2-bath single-wide manufactured home features 1,064 sq. ft. of living area with updated interior finishes and is situated on a 0.23-acre corner lot. The property includes an ADA-accessible entrance deck and is connected to city water and sewer.Located outside of a flood zone with no HOA restrictions. Possible owner financing available, making this a flexible investment opportunity.Property is currently leased to an employee. Do not disturb tenants. Showings by appointment only.

Listing is courtesy of: REALTY ADVISOR EXPERTS (813-967-3607)

Listing Agent: Mike Griffin (813-967-3607)

Remarks: ONLY FARM VIBES. NO HOA, NO DEED RESTRICTIONS, NO RULES. Free range your family and animals here on 20 acres located in South Sumter County, Webster. One of only a few parcels left still intact coming in at 20 acres, that's 871,200 sq ft all to yourself. Want some -cows/horses/llama/emu/dexters/chickens/goats/highland cows? The list goes on and on. Zoned for Ag use; take advantage of all that means in this agricultural community. Alright enough about the land what about that house? Plain Jane? Not here. We've even installed creaky boards on the front porch right past the rocking chairs, literally thought of everything. Step inside from farm living. Tile dons the floor to make farm life a breeze. Enter into the living room and be amazed at this space 19x18. To the right we have the true split plan with the master and on suite located to the right. Soaker tub with shower makes this bath your spot to laze away those worries, and cabinets galore-for all your storage needs. Back through the living room we have two huge sized rooms, yeah huge. Bedroom two comes in at 18 x 11 and has space for your office, and bed, and exercise equipment, as if that farm wasn't enough. Bedroom three comes in at 14x15. You won't be lacking for space. Finish this side up with the guest bath, shower/tub combo. Okay now let's get in your kitchen. The kitchen measures in at 11 x 15.5 and shares space with the dinette and living room - you are looking at roughly 600 sq ft of family space. The kitchen designer had all the right ideas. There is a breakfast bar, tons of cabinets with built in appliances. How about a kitchen sink that looks out to the farm, yeah we got that too! Shooooot we even got an inside laundry - if you like that kind of thing. Back outside we have an outdoor kitchen for those mosquito filled moonlit nights. Now listen as if all that wasn't enough we got an old barn for feed and a new pole barn 30x40. I don't know what else you could want! Listen this is a working farm, so don't be coming out not expecting the full farm experience. Cows, chickens, turkeys, and dogs on site. Rest assured it will be worth your while! Come on down.

Listing is courtesy of: DUTEAU REALTY INC (352-396-0584)

Listing Agent: Jessica Duteau (352-396-0584)

Remarks: Seller is MOTIVATED and Ready to Negotiate! Price Improvement in Place! Enjoy country living with the convenience of town nearby! This fixer-upper sits on a corner lot that is over 1/4 acre of cleared land with beautiful mature trees. The property includes a single-family home with a basement. This home is a fixer-upper, roof repair and seawall repair to the basement is in need of repair. Equipped with a private well and septic, this property is ideally located near the Withlacoochee State Forest, perfect for nature lovers and outdoor enthusiasts. Convenient access to Hwy 50/Cortez Blvd, Hwy 301, I-75, and the Florida Turnpike makes commuting easy. You’re just minutes from shopping, dining, community events, and the popular Webster Flea Market, and centrally located between Tampa and Orlando. Plus, enjoy being within 45 minutes to an hour of Florida’s beautiful beaches and natural springs. A great opportunity for those seeking space, location, and potential! This property is currently tenant occupied. The opportunity to keep it an income property with a seasoned tenant. The possibilities for this property are endless. This Owner has additional properties that are available and will consider selling all together for one price. All properties are income rental properties.

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Erica Wood (352-301-2199)

Remarks: Seller is Motivated! Price Improvement in place! Income Producing Property with Options to Build More! Love Nature? Dreaming of Your Own Homestead? Perfect for an Investor to purchase, as it's already generating an income! Currently has one renter and one vacant home to rent or live in while building a home on another lot. Welcome to your future sanctuary in the woods! This beautiful multi-lot property spans close to 3 acres including County land and easements, across 5 lots, offering the perfect blend of seclusion and convenience. Tucked away in the peaceful countryside, you'll enjoy the quiet life, yet you're only 10–15 minutes from town for shopping, dining, farm supplies, and more. Surrounded by nature, you’ll often spot deer, rabbits, birds, and other wildlife right in your backyard. This property already includes two homes, both currently rented on a month-to-month basis, providing immediate income or space to live while building your dream. There is endless potential here, whether you’re looking to start a small homestead, create a family retreat, or develop further. Located in Webster, you're just minutes from outdoor attractions such as the Withlacoochee Forest, River Junction, Iron Bridge, Hog Island, Sumter County Fairgrounds, Webster Flea Market, Nature & horse trails, fishing spots, camping areas and close to a Motocross Park and Only 1 hour to the nearest beach! Enjoy easy access to I-75, FL Turnpike, Hwy 301, and Hwy 50 making travel to and from the property a breeze. Owner financing is available, making this a rare and flexible opportunity.

Listing is courtesy of: COLDWELL BANKER HUBBARD HANSEN (352-394-4031)

Listing Agent: Erica Wood (352-301-2199)

Remarks: Welcome to this stunning piece of paradise just off Highway 50 in the growing city of Webster! With NO HOA and NO restrictions, this expansive 14 acre parcel offers the freedom and flexibility to bring your vision to life. The lush, FULLY FENCED property features a secure electric gate entrance and includes a VERSATILE WORKSHOP or 3-STALL BARN complete with ELECTRICITY and durable concrete flooring. The completely remodeled 2-bedroom, 2-bath manufactured home with a 2012 metal roof, has a COMFORTABLE and SPACIOUS open floorplan. It features brand new LUXURY VYNIL flooring throughout the home, new luxury bathroom with GRANITE COUNTER, dual sink and a BATH TUB. A new WOODEN DECK with a SPARKING POOL and a CHARMING WOODEN BRIDGE have been added to the property creating the perfect environment to enjoy nature and the RURAL Florida lifestyle. Relax on the deck by the pool enjoying the exuberant nature around or even fish in the pond. All impact fees have been paid, and the property is equipped with ELECTRIC, SEPTIC, and 3 WELLS —the primary well includes a WATER SOFTENER and CHLORINE INJECTOR for added convenience. Zoned as agricultural but with the possibility of being incorporated to the city of Webster and split in smaller residential lots. Mobile homes and single-family homes are both permitted, making it ideal for a variety of residential setups. This property used to be a mobile home park many years ago and there are numerous power points throughout the property. Enjoy proximity to local schools and attractions like the renowned Webster Flea Market, with Downtown Tampa and Downtown Orlando just an hour away. Outdoor enthusiasts will love the nearby Withlacoochee State Forest, perfect for camping, fishing, and hunting. Bring your animals, start a farm, generate income, build your rural dream home —the possibilities are truly endless on this beautiful property!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Francine Arroyo Santowski (407-436-4910)