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5+ Days Ago

Location

280 Santa Rosa Dr, Winter Haven, FL 33884, USA|Overlook Estates

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Rent trends in Overlook Estates

4-bedroom apartments at 280 Santa Rosa Dr cost about 19% more than the average rent price for 4-bedroom apartments in Cypress Gardens.

Median rents as of Jun 6 2026.
Cypress Gardens
A table of 4-bedroom apartment rental data trends in Cypress Gardens
MonthMedian Rent
July 2024$2,140
August 2024$2,140
July 2025$2,600
August 2025$2,251
September 2025$2,226
October 2025$2,141
February 2026$2,299
March 2026$2,299
May 2026$2,190
June 2026$2,190

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 280 Santa Rosa Dr, Cypress Gardens, FL.
2 years ago$2,599

Schools near 280 Santa Rosa Dr

Elbert Elementary School

205 15th st ne

winter haven, FL, 33881

PK, K-5Public
C

Winter Haven Head Start

135 ave y ne

winter haven, FL, 33881

PKPublic

Ridge Technical Academy

7700 state rd 544

winter haven, FL, 33881

PK, 6-12Public

Karen M. Siegel Academy

935 evenhouse rd

lake alfred, FL, 33850

PK, K-12Public

Davenport A.

8 w palmetto st

davenport, FL, 33837

PK, K-5Public
C-
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Internet available near 280 Santa Rosa Dr

Neighborhood

Overlook Estates | Cypress Gardens, FL

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Winter Haven near 280 Santa Rosa Dr

Walking

3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Driving

8/10
Commuting is easy with multiple accessible routes and plenty of parking.

Points of interest for 280 Santa Rosa Dr, Winter Haven

Groceries

2/10
No grocery stores within walking distance

Shopping

4/10
Some shops within walking distance

Cafes

2/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Primary schools

0/10
No elementary schools within a 30-minute walk

High schools

0/10
No high schools within a 30-minute walk

Nightlife

2/10
Few or no bars within walking distance

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123 Tremont Dr, Cypress Gardens, FL 33884, USA
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