Winding Creek Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Winding Creek and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

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Newest Listings in Winding Creek

10221 Winding Creek Lane, Orlando $415,000

LOOKING FOR A HOME FOR THE HOLIDAYS ? We have a great one for you !!! Well maintained 3/2 on a fenced conservation lot, overlooking a creek. The oversized backyard with ...

3 Beds
2 Baths
Winding Creek SubDv.
32825 Zip Code

946 Little Creek Road, Orlando $420,000

Virtually Staged. This updated three-bedroom, two-bath home in Orlando’s Alafaya area offers comfortable living with thoughtful finishes throughout. High ceilings give th...

3 Beds
2 Baths
Winding Creek SubDv.
32825 Zip Code

2400 Winding Creek Boulevard Unit 3-202, Clearwater image

2400 Winding Creek Boulevard Unit 3-202, Clearwater — 3 $134,900 ▼

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-r...

2 Beds
1 Baths
Winding Creek SubDv.
33761 Zip Code

2400 Winding Creek Boulevard Unit 24-203, Clearwater image

2400 Winding Creek Boulevard Unit 24-203, Clearwater — Winding Creek Ii $139,000 ▼

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 H...

2 Beds
1 Baths
Winding Creek SubDv.
33761 Zip Code

970 Little Creek Road, Orlando $379,000

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...

3 Beds
2 Baths
Winding Creek SubDv.
32825 Zip Code

40710 11th Avenue E, Myakka City $250,000

Discover the rare opportunity to create your own private retreat on 5.72 beautiful acres of buildable land. With ample space to bring your vision to life, this expansive ...

Winding Creek SubDv.
34251 Zip Code

2400 Winding Creek Boulevard Unit 17-203, Clearwater image

2400 Winding Creek Boulevard Unit 17-203, Clearwater — 17 $100,000 ▼

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 lay...

1 Beds
1 Baths
Winding Creek SubDv.
33761 Zip Code

40916 11th Avenue East, Myakka City image

40916 11th Avenue East, Myakka City $2,250,000 ▼

Melissa’s Hope is a custom barndominium-style home built by Homes by Laura, Inc. and a 2026 Parade of Homes Winner. Designed to blend everyday comfort, equestrian functio...

5 Beds
4 Baths
Winding Creek SubDv.
34251 Zip Code

1210 408th Court E, Myakka City $1,090,000 ▼

4 Beds
3 Baths
Winding Creek SubDv.
34251 Zip Code

Sr-64 E, Myakka City $299,900 ▼

Motivated Seller! PRIME 5+ ACRE PARCEL IN WINDING CREEK — BUILD YOUR FLORIDA DREAM! Discover the freedom and tranquility of country living on this beautiful 5+ acre pa...

Winding Creek SubDv.
34251 Zip Code

41155 State Rd 64 East, Myakka City image

41155 State Rd 64 East, Myakka City $299,900 ▼

Motivated Seller! PRIME 5+ ACRE PARCEL IN WINDING CREEK — BUILD YOUR FLORIDA DREAM! Discover the freedom and tranquility of country living on this beautiful 5+ acre pa...

Winding Creek SubDv.
34251 Zip Code

41025 E 20th Place, Myakka City $249,000

Almost 7 Acres with mature trees, both oaks and pines. There is a spring fed creek through the back portion of the property. Paved road frontage. This beautiful lot would...