Alert me when this rental is available.
5+ Days Ago
Location
203 Santa Rosa Dr, Winter Haven, FL 33884, USA|Overlook Estates
Nearby rentals
Renter hub
Property management
Apartments for rent KissimmeeApartments for rent PoincianaApartments for rent LakelandApartments for rent RiverviewApartments for rent St. CloudApartments for rent DavenportApartments for rent ClermontApartments for rent PoincianaApartments for rent BrandonApartments for rent Wesley ChapelApartments for rent Winter HavenApartments for rent Plant CityApartments for rent Improvement League of Plant CityApartments for rent Winter GardenApartments for rent Lake Marion VillageApartments Near Me
Houses for rent KissimmeeHouses for rent DavenportHouses for rent Four CornersHouses for rent Wesley ChapelHouses for rent Lake Eola HeightsHouses for rent HarmonyHouses for rent Bay LakeHouses for rent Metro WestHouses for rent Florida Center NorthHouses for rent South SemoranHouses for rent LakelandHouses for rent Winter ParkHouses for rent Winter HavenHouses for rent Central Business DistrictHouses for rent CelebrationHouses for rent near me
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Dog Policy
Not allowed
Cat Policy
Not allowed
No pets allowed.
Advertisement
About 203 Santa Rosa Dr
Gorgeous 4 Bedroom 3 Bathroom in Winter Haven. Property has many upgrades, with a unique layout and beautiful lighting. Great Patio in the back for entertaining or just relaxing . Grass and solar panels included . HOA APPROVAL MANDATORY Lessee(s) are required to provide proof of liability insurance in the amount of $100,000, prior to occupancy. Real Property Management Lakeside can provide the required coverage for an additional charge of $12.00 per month or you can purchase coverage from your preferred provider. All residents are enrolled in the Resident Benefits Package (RBP) at a cost of $25/per month, which includes HVAC air filter delivery (for applicable properties), utility concierge service making utility connection a breeze during your move-in, our best-in-class resident rewards program, credit reporting, and much more! More details upon application. To see all of our available properties check our primary site at www RPMSouthOrlando com Application Fee: $75 RBP (Resident Benefit Package): $25 Administration Fee $125 INFORMATION IS DEEMED RELIABLE, BUT IS NOT GUARANTEED, AND SUBJECT TO CHANGE WITHOUT NOTICE. (John L. Wilkerson, Florida Real Estate Broker)
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 203 Santa Rosa Dr compares to other nearby properties.
Positives
- More space
- The 4-bedroom is 1388 sqft larger than other listings nearby
- Middle school nearby
- There is a middle school 1 mile away
- High school nearby
- There is a high school 2 miles away
- Images Available
- There are at least 10 photos of this address
Considerations
- Greater distance from grade schools
- The nearest elementary school is farther than 1 mile away
Address details
| Neighborhood | Overlook Estates |
|---|---|
| Zip code | 33884 |
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Advertisement
Available rentals nearby
Rent trends in Overlook Estates
4-bedroom apartments at 203 Santa Rosa Dr cost about 38% more than the average rent price for 4-bedroom apartments in Cypress Gardens.
Median rents as of Oct 12 2025.
Cypress Gardens
| Month | Median Rent |
|---|---|
| April 2024 | $2,450 |
| May 2024 | $2,248 |
| June 2024 | $2,217 |
| July 2024 | $2,140 |
| August 2024 | $2,140 |
| July 2025 | $2,600 |
| August 2025 | $2,251 |
| September 2025 | $2,226 |
| October 2025 | $2,141 |
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 3 months ago | $2,899 |
Schools near 203 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-
Advertisement
Internet available near 203 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 203 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.
Cycling
4/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
1/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 203 Santa Rosa Dr, Winter Haven
Groceries
2/10
At least one supermarket within a 30-minute walk
Shopping
4/10
Several shops within walking distance
Cafes
2/10
Some cafés within walking distance
Restaurants
4/10
Some restaurants within a few minutes’ walk
Primary schools
1/10
Closest elementary school further than a 30-minute walk
High schools
1/10
Closest high school further than a 30-minute walk
Nightlife
2/10
Few or no bars within walking distance
Notify me
Advertisement