Zumper

Alert me when this rental is available.

modified
5+ Days Ago

Location

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

Available rentals nearby

featured image of 265 Avenue E Sw

South College • 265 Avenue E Sw

1 Bed

$1,370–$1,878

featured image of 5004 Dream Dr

5004 Dream Dr

1 Bed

$1,349–$1,549

featured image of 200 Avenue C Sw

Downtown Winter Haven • 200 Avenue C Sw

1 Bed

$1,365–$1,750

featured image of 1150 3rd St Sw

South College • 1150 3rd St Sw

1 Bed

$1,200–$1,570

featured image of 100 El Camino Dr #111

100 El Camino Dr #111

1 Bed

$1,500

featured image of 222 7th St Nw #2

Downtown Winter Haven • 222 7th St Nw #2

1 Bed

$1,600

featured image of 8307 Waterview Way #8307

8307 Waterview Way #8307

1 Bed

$1,700

featured image of 265 Avenue E Sw

South College • 265 Avenue E Sw

1 Bed

$1,370–$1,878

featured image of 5004 Dream Dr

5004 Dream Dr

1 Bed

$1,349–$1,549

featured image of 200 Avenue C Sw

Downtown Winter Haven • 200 Avenue C Sw

1 Bed

$1,365–$1,750

featured image of 1150 3rd St Sw

South College • 1150 3rd St Sw

1 Bed

$1,200–$1,570

featured image of 100 El Camino Dr #111

100 El Camino Dr #111

1 Bed

$1,500

featured image of 222 7th St Nw #2

Downtown Winter Haven • 222 7th St Nw #2

1 Bed

$1,600

featured image of 8307 Waterview Way #8307

8307 Waterview Way #8307

1 Bed

$1,700

Rent trends in Overlook Estates

1-bedroom apartments at 252 Santa Rosa Dr cost about 34% more than the average rent price for 1-bedroom apartments in Cypress Gardens.

Median rents as of May 16 2026.
Cypress Gardens
A table of 1-bedroom apartment rental data trends in Cypress Gardens
MonthMedian Rent
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$1,097
January 2026$1,164
February 2026$1,169
March 2026$1,197
April 2026$1,200
May 2026$1,222

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

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-
Powered byniche.com
Advertisement

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.

Notify me

We’ll let you know when this property is available and send you similar listings.

Full name*
Move-in date*
By sending this inquiry, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values. By providing my phone number, I consent (not a condition of purchase) to be called and texted by 252 Santa Rosa Dr, Winter Haven, FL 33884, USA.

1633 Wallace Manor Blvd, Winter Haven, FL 33880, USA
Advertisement