Webster Homes under $500,000

Webster Homes under $500,000

Welcome to Webster, Florida—a hidden gem that beautifully marries small-town charm with the allure of natural beauty. Nestled in Sumter County, Webster offers a tranquil lifestyle surrounded by lush landscapes and friendly neighbors. Known for its rich history and warm community spirit, this quaint city is perfect for those seeking a peaceful retreat while still being within reach of urban conveniences.

One of the standout features of Webster is its affordability in the real estate market. For homebuyers looking for properties under $500,000, Webster presents an array of options that cater to various tastes and lifestyles. From cozy single-family homes to charming bungalows, you’ll find residences that boast character and comfort without breaking the bank. Many of these homes are situated on spacious lots, providing ample outdoor space for gardening, entertaining, or simply enjoying the beautiful Florida weather.

In addition to its affordable housing, Webster is also conveniently located near major highways, making commutes to larger cities like Orlando and Tampa a breeze. The area is rich in recreational activities, with nearby parks, lakes, and trails perfect for outdoor enthusiasts. Whether you’re exploring the local farmers' market, enjoying a picnic by the lake, or participating in community events, Webster offers a vibrant lifestyle that truly feels like home.

If you're ready to discover your dream home in a city that embodies both charm and affordability, Webster, Florida, is waiting for you. Come and explore the opportunities that await in this delightful community!

Newest Webster Homes under $500,000

9485 Rousseau Street, Webster
$369,000
4 Beds ⋅ 2 Baths ⋅ Rerdell SubDv. ⋅ 33597 Zip Code
Discover the privacy and possibilities of country living with this beautifully remodeled home on 2.1 acres along the Hernando–Sumter County line. Located near US 301, the property offers a peaceful ranchette setting while remaining conveniently close to Central Florida’s growing amenities. The home is approximately 25–30 minutes from The Villages, including Brownwood Paddock Square, and about 10 minutes from I-75, providing convenient access toward Tampa, Ocala, and surrounding communities. Local shopping, dining, and the famous Webster Westside Flea Market are only about 5–10 minutes away, while Bushnell is approximately 15–20 minutes away. Tucked behind mature oak trees, the home is hidden from the road and surrounded by established hedges and dense woods along the rear of the property, creating a quiet and private atmosphere. The completely remodeled home features Lakeshore Pecan Stone laminate flooring throughout, offering the authentic look of wood with the durability of laminate. Recent improvements include complete replumbing, updated electrical, new toilets, a remodeled guest bathroom with a new tub, a remodeled primary bathroom with a new shower, new fixtures, ceiling fans, air vents, molding, interior doors, washer and dryer hookups, custom kitchen cabinetry, stone-resin countertops, and fresh interior finishes throughout. With 2.1 acres, there is plenty of room to add a fence and gated entrance, creating the perfect private ranchette, homestead, workshop, or country retreat.

9485 Rousseau Street, Webster
10720 Philips Landing Court, Webster
$499,000
4 Beds ⋅ 2 Baths ⋅ Philips Landing SubDv. ⋅ 33597 Zip Code
Virtually Staged. PRICE IMPROVEMENT! Now offered with a $10,000. BUYER INCENTIVE. This $10,000. incentive gives the buyer flexibility to use the funds towards a mortgage rate buy-down, closing costs prepaid expenses or even apply to the purchase price. Discover Philip’s Landing, an exclusive enclave of just nine one-acre home sites designed for those seeking peace, privacy and modern country living. This move-in ready home showcases a Craftsman’s design loaded with upgrades and thoughtful finishes. The exterior is highlighted with elegant stone accents, creating eye-catching curb appeal. This community has NO HOA restrictions for homeowners! The HOA fee is for mowing the entrance and back retention area. The Sawgrass model features three 4 bedrooms, and 2 luxurious bathrooms. The Owner’s suite offers a serene retreat with spacious walk-in closet, a soaking tub, large walk-in shower, and double vanities. The additional bedrooms offer generous space, perfect for family or guests. These rooms share a beautifully appointed bathroom featuring granite countertops. The open concept living area is perfect for entertainment and everyday living. The great room flows seamlessly into the kitchen and dining area, creating a perfect space for family gatherings or hosting guests. The kitchen is equipped with a large Island, stainless steel appliances, Quartz countertops, a pantry and ample cabinet space, everything you need for effortless meal prep. Step outside to a large a large lanai and enjoy the tranquility of Florida’s beauty. Located a short drive from Tampa, Philip’s Landing offers the ideal blend of convenience and quite country charm. Schedule your appointment today to experience Philip’s Landing!

10720 Philips Landing Court, Webster
6476 Larry Avenue, Webster
$389,900
3 Beds ⋅ 2 Baths ⋅ Ridge Manor Estate SubDv. ⋅ 33597 Zip Code
Welcome to peaceful country living in Ridge Manor Estates! Situated high and dry on .88 fenced acres, this well-maintained 3-bedroom, 2-bath home offers privacy, versatility, and recent updates. Built in 2007, the home features a spacious, open floor plan with abundant natural light, tall ceilings, and new flooring throughout. With two living areas and two dining areas, the flexible layout provides plenty of room for everyday living, entertaining, a home office, or additional gathering space. Two sets of sliding glass doors bring the outdoors in and open to a covered back patio overlooking the expansive backyard. Outside, mature trees provide shade and character across the nearly one-acre property, with room for pets, gardening, outdoor activities, or simply enjoying the peaceful setting. The fenced yard offers added privacy and the kind of usable outdoor space that can be hard to find. Recent improvements include a NEW ROOF, NEW FLOORING and NEW WATERHEATER, giving the next owner a great head start on some of the home's most important updates. Additional features include a two-car garage, covered front porch, spacious primary suite with soaking tub and separate shower, and ample storage throughout. If you've been looking for a home with land, privacy, flexible living space, and recent updates, this Ridge Manor Estates property is ready to welcome you home.

6476 Larry Avenue, Webster
2341 Se 102nd Lane, Webster
$205,000
3 Beds ⋅ 2 Baths ⋅ Dean Sub SubDv. ⋅ 33597 Zip Code
The Good Life Just Got a Little More Affordable Forget the champagne wishes and caviar dreams—this is the kind of property where the real luxury is having everything you actually need, beautifully tucked into your own little slice of privacy. Welcome to this lovingly maintained 1989 mobile home, where thoughtful updates, practical luxuries, and plenty of personality come together on approximately 0.26 acres at the end of a quiet cul-de-sac. Step inside and prepare to be pleasantly surprised. The open floor plan creates an easy flow between the kitchen and living room, with the upper kitchen cabinets intentionally removed to preserve the view and keep the space feeling open and connected. Because apparently, even kitchens deserve a little drama-free sightline. And the updates? Plenty. The home has been treated to fresh interior paint throughout, new carpet, new vinyl flooring in the kitchen, and new vinyl flooring in the guest bathroom. The primary suite has received a proper little makeover of its own, with a remodeled bathroom featuring a new vanity, new flooring, fresh paint, and a new shower. There’s even a new oven waiting in the kitchen, while the washer and dryer stay, because sometimes luxury is simply not having to buy one more thing! Then we arrive at the part that may have you saying, “Now THAT is smart.” Out back sits a garage/workshop with its very own full bathroom, giving you a dedicated space for projects, tools, equipment, hobbies, or whatever your version of tinkering happens to be. And the pièce de résistance? An elevated wash tub designed to let you clean tools, equipment, muddy treasures, or garden finds without bending over until your back starts negotiating terms. Even the pups will enjoy this luxury. The additional garage space connected to the house provides plenty of room for the mower, tools, implements, and all those things that somehow multiply when you own property. Outside, the VIP treatment continues. Enjoy your morning coffee from the enclosed front porch, park comfortably beneath the carport, and head toward the back of the property where the scenery gets decidedly more private. The wooded backyard has no rear neighbors, giving you a peaceful backdrop and a little breathing room. Fruit trees have already been planted, because apparently someone had the foresight to think about dessert. And above it all? A metal roof adds durability and peace of mind, while city water and a water filtration system take care of the essentials. This isn't about flashy square footage or showing off for the neighbors. It's about having a home that's been cared for, updated, thoughtfully improved, and designed for actual living. A place where you can sip coffee on the porch, tinker in the workshop, wash your equipment without throwing your back out, park under cover, grow a few things in the yard, and enjoy the rare luxury of not having somebody else's backyard staring back at you. The good life doesn't always come with a mansion and a gated driveway. Sometimes it comes with a cul-de-sac, a wooded backyard, a workshop, and a really good wash tub. And honestly? That's a lifestyle worth showing off.

2341 Se 102nd Lane, Webster
10228 Se 24th Street, Webster
$185,000
2 Beds ⋅ 2 Baths ⋅ Bays SubDv. ⋅ 33597 Zip Code
NO HOA and NO LOT RENT, you own the home and the property. This completely furnished home is ready for move in!! All furnishings and appliances will stay, along with the items in the outbuildings, including the golf cart. The metal roof has been well maintianed and the AC is approximatley 3 years old. The 2 large bedrooms are seperate for privacy with bathrooms in close proximity. The 2nd bedroom could serve as an in-law suite - as there is a seperate entrance. The laundry room is located inside the home for easy access. Several doors have been replaced, a new circuit box has been installed, new steps from the Florida room to the main house, new shower doors, insulation has been installed in the ceilings of the out buildings - cooler work areas. The seperate office area keeps your work space private and out of main area of the house. The additional Florida room makes for an excellent area for enteraining.

10228 Se 24th Street, Webster
7059 Juniper Avenue, Webster
$419,900
3 Beds ⋅ 2 Baths ⋅ Ridge Manor Estate SubDv. ⋅ 33597 Zip Code
Three-bedroom, two-bath ranch on 2.3 fully fenced acres spanning two platted lots in Ridge Manor Estates - no HOA. 1,777 square feet of living space, massive bonus room, brick exterior, detached utility building, and a fully owned solar array that conveys with the home. Flood Zone X. Country acreage with quick access to US-301 and SR-50.

7059 Juniper Avenue, Webster
10200 Cr 749, Webster
$299,900
1 Beds ⋅ 1 Baths ⋅ 33597 Zip Code
Somewhat of a mini barndominium... absolutely adorable. At 1 end is ur home, 1 bedroom, a bathroom, kitchen blended in with the living room. Big walk in closet. All joined by a massive 2 car garage/workshop 32x29. This sits on 2.65 ac +/-... Fenced, with gate. Dwelling sits on one end of the property. Full pasture out front.

10200 Cr 749, Webster
11957 Sw 35th Street, Webster
$349,900
4 Beds ⋅ 3 Baths ⋅ Croomacooche E Estates SubDv. ⋅ 33597 Zip Code
Welcome to your dream home! This 2026 spacious 4-bedroom, 2-bathroom residence offers over 2,500 sqft of thoughtfully designed living space, nestled on a generous 0.96-acre lot. With ample room for outdoor activities, gardening, or simply enjoying nature, this property is your personal oasis. Step inside to discover a bright and inviting open-concept living area, perfect for family gatherings and entertaining. The modern kitchen is designed for functionality, featuring updated appliances and plenty of storage. Additional highlights include a nest wall thermostat, a well and septic system, washer & dryer, along with a water softener/conditioner treatment system for your convenience. Enjoy the tranquility of country living while still being just a short drive from local amenities, shops, and schools. Don’t miss out on this incredible opportunity—schedule your showing today!

11957 Sw 35th Street, Webster
9172 Kedrone Drive, Webster
$490,000
3 Beds ⋅ 2 Baths ⋅ Ridge Manor Estate Un 5 SubDv. ⋅ 33597 Zip Code
Your chance to live the country life! Must-see custom-built home on a private, secluded 3.21-acre lot. This well-maintained 3-bedroom, 2-bath residence features a newer roof and water heater (2024), plus a Culligan water system. Enjoy high ceilings in the spacious living room, a dining area open to the kitchen complete with all appliances and abundant solid hickory cabinetry and storage, a large master suite with walk-in closet and private en-suite bath, and indoor laundry with newer washer and dryer. Additional highlights include a large attic with ample storage, an oversized finished mechanics garage (over 1,000 sq. ft.), and floors of two-year-old carpeting complemented by laminate and tile. Outside, the massive private yard offers a spacious open-air patio with shades, a circular driveway, and a storage shed. The fully fenced and gated property includes an installed ADT security system (leased). The lot can be split into two parcels—creating an excellent opportunity to build a second home for profit. Located in Webster, FL, in beautiful Hernando County. Webster, Florida, offers a peaceful, central location that serves as an ideal base for exploring the region's diverse attractions. This well-situated community provides convenient access to both Tampa and the world-class experiences of Orlando and Walt Disney World, all within an hour's drive.

9172 Kedrone Drive, Webster
34281 Manuel Street, Webster
$329,900
3 Beds ⋅ 2 Baths ⋅ Ridge Manor Estate SubDv. ⋅ 33597 Zip Code
Under Construction. WELCOME HOME!! Brand new construction on a 1/2-ACRE LOT with NO HOA or CDD! Builder positioned the home so that the new owners will have over 200 ft of rear yard. This beautiful Craftsman-style 3/2/2 home offers the perfect combination of modern finishes, an open floor plan, and plenty of outdoor space. Bring your toys! Inside, you'll find a bright and airy living area with impressive 9'4" ceilings, luxury waterproof vinyl flooring throughout, and LED lighting. The kitchen is the centerpiece of the home, featuring soft-close cabinetry with hardware, beautiful granite countertops, a large center island with additional storage, tile backsplash, and a stainless steel appliance package. The spacious primary suite features a walk-in shower, dual vanities, and plenty of room to unwind. The open kitchen, dining, and living areas provide plenty of space for entertaining while maintaining a comfortable, functional layout. Step outside and enjoy what really sets this property apart — a full half-acre homesite with plenty of backyard space and the opportunity to watch Florida wildlife right from your back porch. Whether you want room for a future workshop, garden, outdoor entertaining area, or simply more privacy and elbow room, this property gives you options that are getting harder to find. Approx 6 miles to I75, and approx. 30 miles to the heart of Wesley Chapel and all the shopping and restaurants you could want. Scheduled to be complete at the end of Oct 2026. Progress pics will be updated weekly.

34281 Manuel Street, Webster
12489 Sw 45th Terrace, Webster
$96,990
3 Beds ⋅ 2 Baths ⋅ Croom A Coochee Estates SubDv. ⋅ 33597 Zip Code
Bring Your Vision to Life! Opportunity awaits on this beautiful, oversized 0.45-acre lot, surrounded by mature trees, lush green grass, and gorgeous natural landscaping! This charming 3-bedroom, 2-bath manufactured home, built in 1978, is ready for someone with vision to bring it back to life. The home offers 1,128 sq. ft. according to the property record, plus a concrete-block addition with an extra room and basement that isn’t included in the recorded square footage—perfect for a workshop, storage, hobbies, or additional usable space. Outdoor living is a major highlight! Enjoy an extra-large enclosed back porch, an adjoining open porch overlooking the beautiful yard, and a charming shaded brick terrace with seating on the side of the home. You’ll also have two storage sheds plus a large metal structure that could be used as a carport, workshop, equipment shelter, or even transformed into a barn. The metal roof and central HVAC are nearing the end of their useful life and should be replaced soon, making this a true fixer-upper—but that’s exactly where the opportunity lies! If you’ve been looking for a property with land, character, charm, and tons of potential, this could be the project you’ve been waiting for. Roll up your sleeves, bring your ideas, and turn this unique property into a place you’ll be proud to call home!

12489 Sw 45th Terrace, Webster
34146 Umbrella Rock Drive, Webster
$419,000
3 Beds ⋅ 3 Baths ⋅ Ridge Manor Estate SubDv. ⋅ 33597 Zip Code
The property has not experienced flooding, including during recent major hurricanes. Cedar-sided 3-bedroom, 3-bath single-family home on 1.2 acres in Ridge Manor Estates, offering privacy, character, and plenty of space without an HOA. The home features an open floor plan with a wood-burning fireplace, along with updated flooring, lighting, interior and exterior doors, windows, and electrical fixtures. The kitchen and living areas have been opened up to create a more spacious flow throughout the home. Major systems have also been updated, including a newer roof, HVAC system, water heater, and well pump. A whole-house water filtration system provides additional water treatment for the property. The utility room has been converted into a dedicated office with a window A/C unit, providing a flexible workspace or additional room for a variety of uses. Outside, the property offers 1.2 acres with mature trees, established landscaping, and a deck for enjoying the surrounding natural setting. The cedar exterior adds character that is uncommon among newer homes, while the acreage provides room for outdoor living, gardening, pets, or simply enjoying the privacy of the property. Located in Ridge Manor Estates with convenient access to major roads and nearby amenities. The property is served by a private well and septic system.

34146 Umbrella Rock Drive, Webster
Start Your Search

How much is your home worth?

Get instant property value now!