Winding Creek Homes under $250,000

Winding Creek Homes under $250,000

Welcome to Winding Creek, an enchanting subdivision nestled in the heart of Clearwater, Florida, within the picturesque Pinellas County. This charming community offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and first-time homebuyers alike.

Winding Creek is known for its lush landscapes, friendly neighbors, and a strong sense of community. With its winding streets lined with mature trees and well-maintained sidewalks, this subdivision invites you to take leisurely strolls and enjoy the warm Florida sunshine. Residents here appreciate the close-knit atmosphere, where community events and gatherings foster a welcoming environment.

One of the standout features of Winding Creek is its affordability. With homes priced under $250,000, this community opens the door to homeownership for many. Whether you’re searching for a cozy starter home or a charming retreat, Winding Creek offers a variety of options to meet your needs. From quaint single-family homes to well-appointed townhouses, you’ll find properties that combine comfort and style without breaking the bank.

Living in Winding Creek means enjoying easy access to Clearwater’s stunning beaches, vibrant downtown, and an array of recreational activities. Whether you prefer soaking up the sun on the sandy shores or exploring local parks, you’ll find plenty of options just a short drive away.

Discover the charm of Winding Creek today, where affordable living meets the beauty of Florida’s Gulf Coast! Your dream home awaits in this delightful community.

Newest Winding Creek Homes under $250,000

2400 Winding Creek Boulevard Unit 3-202, Clearwater
$140,000
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
$155,000
2 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Welcome to your new home or vacation home in Clearwater, Florida. This community is not in a flood zone and is a non-evacuation zone too. This beautiful furnished 2 bedroom condo offers the perfect blend of comfort and convenience in a high desirable location in the Countryside area. Just five miles away from destination 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 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
2400 Winding Creek Boulevard Unit 17-103, Clearwater
$109,000
1 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Move-in-ready first-floor condo offering a spacious, comfortable layout and excellent convenience. The large living area provides plenty of room for entertaining, while abundant storage throughout adds everyday functionality. The generously sized primary bedroom includes ample closet space to accommodate a large wardrobe, plus additional private storage just off the bedroom. Enjoy the added versatility of a private, enclosed Florida room—perfect for a sitting area, home office, or extra living space. The unit also features an *in-home washer and dryer, designated front-row carport parking, and plenty of guest parking. All furnishings are included with the sale, as desired by the buyer, and are subject to the terms, conditions, and purchase price stated in the applicable contract. Located in a well-maintained community with a pool, tennis courts, and additional park-like areas. Pets are welcome with some restrictions. Conveniently situated near restaurants, entertainment, beaches, doctors, and hospitals. No flood zone. A great opportunity at a price designed to sell! Included: Cable TV, Community Pool, Escrow Reserves Fund, Internet, Maintenance Exterior, Maintenance Grounds, Manager, Pest Control, Pool Maintenance, Sewer, Trash, Water.

2400 Winding Creek Boulevard Unit 17-103, Clearwater
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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