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Orlando Real Estate » Orlando Neighborhoods » Winter Springs » Chestnut Ridge
Chestnut Ridge
Winter Springs, FL Real Estate
Located in the middle of the Tuscawilla development between Winter Springs and Oviedo, Chestnut Ridge is a 52 lot subdivision built by Pulte Homes with homes ranging from $350,000 to $550,000. Convenient to 417 and northeastern employment centers. Tuscawilla has miles of jogging and bike trails, a golf course, a nature trail, and several parks with playgrounds, basketball courts, soccer fields, and baseball fields.
Dougs Insight: Nicely wooded lots but newer homes. Great neighborhood for kids. Homes go fast here.
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Additional Neighborhoods in Winter Springs, Florida
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Bear Creek | $600k-$950k | ![]() |
Bear Gully Pointe | $600k-$2M+ |
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Carrington Woods | $350k-$475k | ![]() |
Chelsea Woods | $360k-$750k |
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Davenport Glen | $350k-$475k | ![]() |
Eagle's Point | $425k-$600k |
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Glen Eagle | $425k-$1M | ![]() |
Howell Creek Reserve | $375k-$550k |
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Lafayette Forest | $350k-$500k | ![]() |
Oak Forest | $240k-$375k |
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The Reserve at Tuscawilla | $560k-$900k | ![]() |
Stonehurst | $600k-$1.2M+ |
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Tuscawilla | $250k-$1.2M+ | ![]() |
Tuska Bay | $450k-$1.2M+ |
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Tuska Ridge | $350k-$700k | ![]() |
Tuskawilla Palms | $600k-$1.2M+ |
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Wicklow Greens | $650k-$1M+ | ![]() |
Winding Hollow | $375k-$550k |



















