Webster Homes under $500,000

Welcome to Webster, Florida – a hidden gem nestled in the heart of Sumter County! Known for its rich history and charming small-town atmosphere, Webster offers a delightful blend of rural tranquility and community spirit. With its picturesque landscapes and friendly residents, this quaint city is perfect for those seeking a peaceful lifestyle away from the hustle and bustle of urban living.

One of the most appealing aspects of Webster is its affordability, particularly when it comes to real estate. Homes under $500,000 are not only plentiful but also diverse, catering to a variety of tastes and preferences. Whether you’re searching for a cozy single-family home with a sprawling backyard or a modern townhouse with contemporary finishes, Webster has something to offer everyone. With the average home price well within your budget, you can find a property that meets your needs without breaking the bank.

In addition to its affordable housing, Webster boasts a range of amenities, including local shops, parks, and recreational activities. The Webster Flea Market, one of the largest in the area, is a must-visit for those who love unique finds and vibrant community gatherings. Outdoor enthusiasts will appreciate the nearby nature trails and parks that provide ample opportunities for hiking, biking, and enjoying the beautiful Florida sunshine.

Discover the charm of Webster, where affordable living meets a welcoming community. Your dream home awaits in this delightful city!

Newest Webster Homes under $500,000

318 Ne 4th Street, Webster $249,900

Fully renovated and move-in ready! This beautifully updated home at 418 NE 4th St, Webster, FL offers 1,327 living sq. ft. on a .70-acre fully fenced lot. Recent upgrades...

3 Beds
2 Baths
St Odell Add SubDv.
33597 Zip Code

10720 Philips Landing Court, Webster image

10720 Philips Landing Court, Webster $489,000 ▼

Virtually Staged. PRICE IMPROVEMENT!!! ONE ACRE property, now offered with a $10,000. BUYER INCENTIVE. This $10,000. incentive gives the buyer flexibility to use the fun...

4 Beds
2 Baths
Philips Landing SubDv.
33597 Zip Code

2341 Se 102nd Lane, Webster $205,000

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 y...

3 Beds
2 Baths
Dean Sub SubDv.
33597 Zip Code

10228 Se 24th Street, Webster $185,000

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 ...

2 Beds
2 Baths
Bays SubDv.
33597 Zip Code

10200 Cr 749, Webster $299,900 ▼

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 join...

1 Beds
1 Baths
33597 Zip Code

11957 Sw 35th Street, Webster $349,900 ▼

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-ac...

4 Beds
3 Baths
Croomacooche E Estates SubDv.
33597 Zip Code

12489 Sw 45th Terrace, Webster $89,990 ▼

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!...

3 Beds
2 Baths
Croom A Coochee Estates SubDv.
33597 Zip Code

11934 Cr 656h, Webster $215,000 ▼

Come check out this 1 acre slice of country living paradise! This beautiful lot features a 2006 one owner mobile home ready for its new family to make their own, an overs...

3 Beds
3 Baths
Royal Oaks Retreats Un 7 SubDv.
33597 Zip Code

445 Nw 10th Avenue, Webster $249,700

NEWLY RENOVATED IN WEBSTER, FL!!! MOVE-IN READY!!! COMPLETELY RENOVATED, 3 BEDROOMS, AND 2 BATHS, FEATURING A BRAND-NEW KITCHEN WITH SHAKER CABINETS, QUARTZ COUNTERTOP, B...

3 Beds
2 Baths
Johnsons SubDv.
33597 Zip Code

13637 Cr 737, Webster $158,000 ▼

CASH ONLY, FIXER UPPER!!!!! Escape to peaceful country living on this beautifully maintained 1.42-acre property in Webster! Lovingly cared for and meticulously maintaine...

2 Beds
2 Baths
N/A SubDv.
33597 Zip Code

813 Nw 5th Street, Webster $124,000 ▼

Cash Buyer Opportunity! INCOME-PRODUCING PROPERTY Whether you're searching for a full-time residence, seasonal snowbird retreat, or investment property, this property c...

2 Beds
1 Baths
Johnson Subdivision SubDv.
33597 Zip Code

12199 Sw 44th Drive, Webster $235,000

Spacious well maintained doublewide mobile home with 2 bedrooms and 2 full bathroom and a Florida room. The master bedroom has a private bathroom with walk in shower and...