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Updated 5+ Days Ago
Location
203 Santa Rosa Dr, Winter Haven, FL 33884, USA|Overlook Estates
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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.
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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
- Images Available
- There are at least 10 photos of this property
Address details
| Neighborhood | Overlook Estates |
|---|---|
| Zip code | 33884 |
| Type | House for rent |
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Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.1824 Foreman Rd
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Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Lakeside Landings • 5771 Marsh Landing Dr
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Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Eagle Lake • 863 PEBBLE CREST Lane
4 Beds
$2,500
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.Eagle Lake • 693 CROWN ROSE Drive
4 Beds
$2,500
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.3783 Fieldstone Cir #NA
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Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.Rent trends in Overlook Estates
4-bedroom apartments at 203 Santa Rosa Dr cost about 35% more than the average rent price for 4-bedroom apartments in Cypress Gardens.
Median rents as of Oct 3 2026.
Cypress Gardens
| Month | Median Rent |
|---|---|
| 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 |
| September 2026 | $2,408 |
| October 2026 | $2,148 |
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 1 year 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
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 203 Santa Rosa Dr
Neighborhood
Overlook Estates | Cypress Gardens, FL
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
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