252 Santa Rosa Dr

Winter Haven, FL 33884

$2,495
Price
3
Beds
2,116 Sq. Ft.
$14 / Sq. Ft.
2,116
Sq. Ft.
$14
per Sq. Ft.
New
New

Description

Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots of space. Available may 1st 2026Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots of space. Available may 1st 2026
  1. Listed by Jennifer Geiger • Brokerage DRE #1047231 • PRESTIGE LIFESTYLES REALTY
    P: (407)-506-5387 C: (407)-506-5387 2026prestige@gmail.com

Property Details for 252 Santa Rosa Drive

Subdivision Name
OVERLOOK ESTATES
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 01/31/2026 04:51 PM

Property Details for 252 Santa Rosa Drive

StatusActive
MLS #TB8470100
Days on Market1
Rental Incentives-
Available Date05/01/2026
Lease Term-
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built1988
Lot Size0.32 AC / 13,961 SF
CountyPolk County

Location

Listing Courtesy of PRESTIGE LIFESTYLES REALTY, Jennifer Geiger
Add your commute

Building Information for 252 Santa Rosa Drive

Building/Complex252 Santa Rosa DrFloor-Stories1Pet Policy-Pet Policy DetailsPet Deposit,YesYear Built1988Building Size-Lot Size0.32 AC / 13,961 SF

Property Information for 252 Santa Rosa Drive

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2116.0
  • Building Area Units: Square Feet
  • Directions: Wakula rd make right into overlook estates. Gate. Make left once past gate. Home will be located on lefthandside.
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Long Term YN: true
  • Senior Community: No
  • Unit Number: No
  • Street Number: 252
  • Street Name: SANTA ROSA
  • Street Suffix: DRIVE
  • State: FL
  • City: WINTER HAVEN
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Fee Requirement: None
  • Association Name: Overlook estates
  • Association: Yes
  • Pet Deposit Fee: $0
  • Pet Fee Non Refundable: $350
Virtual Tour
Property
Lot Information
  • Lot Size Dimensions: 81 x 142
  • Parcel Number: 262835662927000160
  • Water Access: No
  • Water Extras: No
  • Living Area: 2116
  • Lot Dimensions: 81 x 142
Property and Assessments
  • Year Built Numeric: 1988
  • New Construction: No
  • Owner Pays: Management
Interior and Exterior Features
Exterior Features
  • Levels: One
  • Pool Features: In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Security Deposit: $2,495
  • Spa: Yes
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Heating: Central
  • Interior Features: Kitchen/Family Room Combo, Open Floorplan, Thermostat
  • Laundry Features: Laundry Room
  • Living Area Units: Square Feet
  • Room Count: 0.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Tenant Pays: Cleaning Fee
  • Pets Allowed: Pet Deposit, Yes

Property History for 252 Santa Rosa Drive

DateEvent & SourcePriceAppreciation
Jan 31, 2026

Listed (Active)

MFRMLS #TB8470100

$2,495—
Aug 31, 2021

Rented

MFRMLS #U8129461

$1,925—
Aug 10, 2021

Pending

MFRMLS #U8129461

—
Jul 11, 2021

Listed (Active)

MFRMLS #U8129461

$1,925—
Nov 1, 2020

Rented

MFRMLS #U8097958

$1,850—
Oct 15, 2020

Pending

MFRMLS #U8097958

—
Sep 14, 2020

Listed (Active)

MFRMLS #U8097958

$1,850—
Nov 1, 2018

Rented

MFRMLS #U8015045

$1,850—
Oct 27, 2018

Pending

MFRMLS #U8015045

—
Aug 20, 2018

Listed (Active)

MFRMLS #U8015045

$2,100—
Aug 8, 2018

Withdrawn

MFRMLS #U8012737

—
Jul 30, 2018

Listed (Active)

MFRMLS #U8012737

$1,600—
Mar 6, 2018

Rented

MFRMLS #U7839689

$1,600—
Nov 23, 2017

Listed (Active)

MFRMLS #U7839689

$1,650—
Feb 9, 2015

Rented

MFRMLS #U7722772

$1,350—
Jan 20, 2015

Listed (Active)

MFRMLS #U7722772

$1,500—
Dec 31, 2014

Expired

MFRMLS #U7716104

$1,500—
Nov 10, 2014

Listed (Active)

MFRMLS #U7716104

$1,500—
DateEvent & SourcePrice
01/31/2026

Listed (Active)

MFRMLS #TB8470100

$2,495
08/31/2021

Rented

MFRMLS #U8129461

$1,925
08/10/2021

Pending

MFRMLS #U8129461

—
07/11/2021

Listed (Active)

MFRMLS #U8129461

$1,925
11/01/2020

Rented

MFRMLS #U8097958

$1,850
10/15/2020

Pending

MFRMLS #U8097958

—
09/14/2020

Listed (Active)

MFRMLS #U8097958

$1,850
11/01/2018

Rented

MFRMLS #U8015045

$1,850
10/27/2018

Pending

MFRMLS #U8015045

—
08/20/2018

Listed (Active)

MFRMLS #U8015045

$2,100
08/08/2018

Withdrawn

MFRMLS #U8012737

—
07/30/2018

Listed (Active)

MFRMLS #U8012737

$1,600
03/06/2018

Rented

MFRMLS #U7839689

$1,600
11/23/2017

Listed (Active)

MFRMLS #U7839689

$1,650
02/09/2015

Rented

MFRMLS #U7722772

$1,350
01/20/2015

Listed (Active)

MFRMLS #U7722772

$1,500
12/31/2014

Expired

MFRMLS #U7716104

$1,500
11/10/2014

Listed (Active)

MFRMLS #U7716104

$1,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 252 Santa Rosa Drive

This home is within Polk.
Rating
School
Type
Grades
Distance
Frank E. Brigham Academy
Public - PK to 5
Elbert Elementary School
Public - PK to 5
Jewett School Of The Arts
Public - PK to 8
Jewett Middle Academy Magnet
Public - 6 to 8
Rating
School
Distance
Frank E. Brigham Academy
PublicPK to 5

Elbert Elementary School
PublicPK to 5

Jewett School Of The Arts
PublicPK to 8

Jewett Middle Academy Magnet
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

More information about 252 Santa Rosa Drive, Winter Haven, FL 33884

252 Santa Rosa Drive is available for rent in Winter Haven, FL 33884. This property was listed on January 31, 2026 by PRESTIGE LIFESTYLES REALTY, it's currently listed at $2,495. It has been on the market for a total of 0 days and was last rented on August 31, 2021. This listing's school district is Polk. Nearby schools include Frank E. Brigham Academy, Elbert Elementary School and Jewett School Of The Arts. 252 Santa Rosa Drive is a 3-bed, 2-bath, 2,116 sqft a property built in 1988.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of PRESTIGE LIFESTYLES REALTY, Jennifer Geiger

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 01/31/2026 04:51 PM