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5+ Days Ago

Location

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

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Rent trends in Overlook Estates

1-bedroom apartments at 252 Santa Rosa Dr cost about 51% more than the average rent price for 1-bedroom apartments in Cypress Gardens.

Median rents as of Dec 13 2025.
Cypress Gardens
A table of 1-bedroom apartment rental data trends in Cypress Gardens
MonthMedian Rent
December 2023$1,253
January 2024$1,299
February 2024$1,165
March 2024$1,191
April 2024$1,170
May 2024$1,190
June 2024$1,148
July 2024$1,165
August 2024$1,125
September 2024$1,146
October 2024$1,169
November 2024$1,196
December 2024$1,181
January 2025$1,202
February 2025$1,197
March 2025$1,196
April 2025$1,211
May 2025$1,262
June 2025$1,286
July 2025$1,275
August 2025$1,255
September 2025$1,285
October 2025$1,298
November 2025$1,250
December 2025$1,095

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 252 Santa Rosa Dr, Winter Haven, FL.
8 years ago$1,650

Schools near 252 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

Karen M. Siegel Academy

935 evenhouse rd

lake alfred, FL, 33850

PK, K-12Public

Jean O'Dell Learning Center

1310 floral ave s

bartow, FL, 33830

PK, K-12Public

Gause Academy of Leadership

1395 polk st w

bartow, FL, 33830

PK, 6-12Public
B-
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Internet available near 252 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 252 Santa Rosa Dr

Walking

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

Driving

8/10
This area is close to freeways and has adequate parking options.

Points of interest for 252 Santa Rosa Dr, Winter Haven

Groceries

1/10
There are no general grocery stores within a 30-minute walk.

Shopping

3/10
Some fashion stores are within walking distance.

Cafes

1/10
Few cafés are within walking distance.

Restaurants

4/10
Some restaurants are within walking distance.

Nightlife

1/10
Few bars are within walking distance.

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