Top 10 Most Expensive Streets in Cypresswood Country Club, Winter Haven, FL

The following are the Top 10 most expensive streets in Cypresswood Country Club. The average price for homes on these streets range from $276,666.67 to $1,177,500.

1. Country Club Road

Country Club Road is the 1st most expensive street in Winter Haven. It has single-family homes and land ranging in price from $862,500 to $1,750,000. It is home to the Poinsettia Park subdivision.

Average Price: $1,177,500
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2. Jimmy Lee Road

Jimmy Lee Road is the 2nd most expensive street in Winter Haven. It has single-family homes built from 1974 to 1984, ranging in price from $405,000 to $615,000.

Average Price: $523,333.33
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3. Oakmont Drive

Oakmont Drive is the 3rd most expensive street in Winter Haven. It has single-family homes built from 2017 to 2022, ranging in price from $355,000 to $565,000. It is home to the Lake Ashton West subdivision.

Average Price: $440,400
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4. Eloise Cove Drive

Eloise Cove Drive is the 4th most expensive street in Winter Haven. It has single-family homes built from 2006 to 2007, ranging in price from $424,000 to $460,000. It is home to the Eloise Cove subdivision.

Average Price: $438,000
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5. Donatello Lane

Donatello Lane is the 5th most expensive street in Winter Haven. It has single-family homes built in 2022, with an average sale price of $410,000. It is home to the Estates of Lake Florence and Overlook Estates East subdivisions.

Average Price: $410,000
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6. Sanderling Drive

Sanderling Drive is the 6th most expensive street in Winter Haven. It has single-family homes built in 2004, ranging in price from $389,000 to $441,500. It is home to the Hamilton West subdivision.

Average Price: $406,833.33
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7. Sun Burst Road

Sun Burst Road is the 7th most expensive street in Winter Haven. It has single-family homes built in 2022, with an average sale price of $390,000. It is home to the Squires Grove subdivision.

Average Price: $390,000
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8. Grove Street

Grove Street is the 8th most expensive street in Winter Haven. It has single-family homes built from 2022 to 2023, with an average sale price of $298,315. It is home to the Inman Groves subdivision.

Average Price: $298,315
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9. Summit Drive

Summit Drive is the 9th most expensive street in Winter Haven. It has single-family homes built from 2004 to 2005, ranging in price from $250,000 to $315,000. It is home to the Summit East subdivision.

Average Price: $289,333.33
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10. Osprey Heights Drive

Osprey Heights Drive is the 10th most expensive street in Winter Haven. It has single-family homes built from 2001 to 2002, ranging in price from $265,000 to $299,500. It is home to the Osprey Landings subdivision.

Average Price: $276,666.67
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