Winding Creek Homes under $500,000

Winding Creek Homes under $500,000

Welcome to Winding Creek, a picturesque subdivision nestled in the heart of Florida, where charm and convenience converge to create a truly delightful living experience. This vibrant community is perfect for families, young professionals, and anyone seeking a serene yet connected lifestyle. With its lush landscapes, winding pathways, and friendly neighbors, Winding Creek offers a warm and inviting atmosphere that feels like home from the moment you arrive.

One of the most appealing aspects of Winding Creek is its diverse selection of homes, with many options available for under $500,000. Whether you’re looking for a cozy single-family residence or a modern townhome, this community has something to suit every taste and budget. These thoughtfully designed homes boast open floor plans, spacious backyards, and contemporary finishes, making them ideal for both relaxation and entertaining.

Residents of Winding Creek enjoy access to a variety of amenities, including community parks, playgrounds, and walking trails that encourage an active lifestyle. The neighborhood is also conveniently located near shopping centers, dining options, and top-rated schools, ensuring that everything you need is just a stone's throw away.

With its affordable housing options and welcoming atmosphere, Winding Creek is more than just a place to live; it’s a place to thrive. Discover the charm of this enchanting community and explore the opportunities that await you in Winding Creek, where your dream home is within reach. Come and experience the perfect blend of comfort, community, and convenience in beautiful Florida!

Newest Winding Creek Homes under $500,000

946 Little Creek Road, Orlando
$420,000
3 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 32825 Zip Code
Virtually Staged. This updated three-bedroom, two-bath home in Orlando’s Alafaya area offers comfortable living with thoughtful finishes throughout. High ceilings give the main living room an open, airy feel. The renovated kitchen features quartz countertops with breakfast bar seating and stainless steel appliances. The primary suite also enjoys high ceilings, a private bath, and a walk-in closet. A covered lanai overlooks the fenced backyard, while neighborhood sidewalks offer space to stroll. A two-car garage with a private driveway and convenient access to UCF, shopping, and dining round out the home.

946 Little Creek Road, Orlando
10330 Wood Stream Court, Orlando
$349,990
3 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 32825 Zip Code
Tired of homes where the backyard looks straight into a neighbor's window? 10330 Wood Stream Ct sits at the end of a quiet cul-de-sac in Winding Creek with no rear neighbor, so the big fenced backyard feels like your own private space. The hard work is already done: a brand-new roof, fresh exterior paint, a full interior repaint, new blinds and deep-cleaned tile throughout. Inside, vaulted ceilings open up the living and dining area, the split floor plan gives the primary bedroom its own side of the home, and the eat-in kitchen keeps everyone together. Step out to the covered, screened back porch for slow mornings and shady evenings. Two-car garage, HOA dues of just $221 a year, and quick access to SR 417 and East Orlando shopping and dining. See it before the quiet end of the street is taken.

10330 Wood Stream Court, Orlando
2400 Winding Creek Boulevard Unit 3-202, Clearwater
$134,900
2 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Easy, affordable Florida living in a welcoming 55+ Clearwater community! This 2-bedroom, 1-bath home offers 913 square feet of comfortable living space, ideal as a year-round residence or a low-maintenance seasonal retreat. Start your mornings with coffee in the bright Florida room, settle in with a good book, or host friends and family in this inviting extra living space. The second bedroom adapts easily to visiting guests, a home office, or a hobby room. Monthly budgeting is simple, too: the HOA fee covers water, sewer, trash, cable TV, and internet. Add your personal touches and make this Clearwater home your own. Schedule your private showing today!

2400 Winding Creek Boulevard Unit 3-202, Clearwater
2400 Winding Creek Boulevard Unit 24-203, Clearwater
$139,000
2 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
This beautiful furnished 2 bedroom condo offers the perfect blend of comfort and convenience in a high desirable location in the Countryside area. Just minutes away to Honeymoon Island State Park and Dunedin Causeway with plenty of restaurants, shopping, fishing, boating and more. The large furnished condo offers plenty of room for dining and hosting gatherings in your condo. The kitchen is updated and designed with ample cabinet space and has a large window above the sink for natural lighting and a open bar space overlooking the dining area. The dining area has a built-in storage cabinet offering plenty of space for cooking appliances, dishes and your keepsakes. The first bedroom is large with access to the enclosed lanai and lots of space to just bring your personal items. The second bedroom is also large and is completely furnished and tastefully decorated. The bathroom is located between both bedrooms and was renovated with a clean, modern design. The lanai is enclosed with glass windows and has a large storage room. The roof was replaced in 2025 and the community has well maintained landscaping with beautiful trees and plants and lots of sidewalks around the community. Located just a few steps to the heated pool with hot tub, clubhouse, covered seating area, pickleball or tennis and a barbecue grill perfect for outdoor gatherings. Don't miss your chance to make this condo your new home or vacation designation. Move in ready. Just call today for more information.

2400 Winding Creek Boulevard Unit 24-203, Clearwater
970 Little Creek Road, Orlando
$379,000
3 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 32825 Zip Code
Buyer's financing fell through- Back on Market! This won't last long! Welcome to 970 Little Creek Road in the desirable Winding Creek community of East Orlando! This well-maintained 3-bedroom, 2-bath home offers a functional one-story floor plan with approximately 1,240 square feet of living space. Recent updates include HVAC replaced in 2023, new stainless steel appliances, fresh interior and exterior paint, new windows, new patio sliding door, new water heater, new shower and faucet, and replaced interior doors. The home also features vaulted ceilings, ceramic tile flooring, a kitchen with breakfast bar, inside garage laundry, walk-in closet, and an attached 2-car garage. Enjoy the private fenced backyard with no rear neighbors, plus a patio for outdoor entertaining and relaxation. Conveniently located near SR 408, SR 417, UCF, Waterford Lakes, shopping, dining, and major East Orlando destinations. Buyer to independently verify all measurements, HOA information, schools, and property details.

970 Little Creek Road, Orlando
2400 Winding Creek Boulevard Unit 17-203, Clearwater
$117,000
1 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Short Sale. Welcome to 2400 Winding Creek Blvd #17-203, a well-maintained condo in the Winding Creek community of Clearwater. This 2nd floor unit offers a comfortable layout, practical updates, and a convenient location close to shopping, dining, beaches, and everyday essentials. Inside, the living area feels open and bright, with plenty of natural light. The kitchen features granite countertops, 2 tone cabinets, and modern appliances, making it functional for both everyday meals and entertaining. The washer and dryer are located inside the unit and will convey with the sale, adding extra convenience. The bedroom offers good storage with 2 large closets, and the large updated bathroom gives the home a clean, refreshed feel with plenty of space to get ready. Residents of Winding Creek can enjoy the community pool and spa, tennis courts, and shuffleboard court while still being close to everything Clearwater has to offer. Clearwater Beach, local parks, restaurants, shopping, and entertainment are all within easy reach, with the Gulf beaches less than 20 minutes away. Whether you're looking for a full-time home, seasonal Florida getaway, or low-maintenance Clearwater condo, this property offers a practical combination of location, updates, and convenience.

2400 Winding Creek Boulevard Unit 17-203, Clearwater
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