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$299,400 Just Listed
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Property Description
Priced to Sell! Spacious 4-Bedroom Pool Home in a Gated Community! Welcome to this spacious 4-bedroom, 2-bath pool home offering over 2,350 square feet of living space in a desirable gated community just minutes from LEGOLAND Florida Resort. Situated on approximately 0.34 acres, this property features a functional floor plan, a 2-car garage, wood-burning fireplace, and a screen-enclosed pool and hotub, providing the perfect canvas for its next owner to add their personal touch. The home is in good overall condition and has been well maintained but could benefit from cosmetic updating, making it an excellent opportunity for buyers looking to build equity without taking on a full renovation. Whether you're searching for a primary residence, second home, or investment property, this home offers tremendous value with its size, layout, and location. Enjoy multiple living spaces, generously sized bedrooms, and a backyard designed for entertaining and relaxing year-round. The gated community provides added privacy while remaining conveniently located near shopping, dining, medical facilities, schools, and major roadways. Major components include an approximately 10-year-old roof and HVAC system, a 2-year-old water heater, and a replaced septic system. The seller is looking for a quick closing and welcomes serious buyers. Opportunities to purchase a pool home of this size in a gated community.
Full Property Details
Full Property Details for 215 Santa Rosa Dr
General
- Price: $299,400
- Taxes: $3,255 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4699273
- Updated: Today (7/7/2026)
- Added to Site: Today
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 3
- Interior Features: Living Room/Dining Room Combo
- Fireplace: Yes
- Fireplace(s): Living Room
- Appliances: Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
Exterior
- Exterior Features: Lighting
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway
Location
- Area: 33884 - Winter Haven / Cypress Gardens
- County: Polk
- Development Name: 33884 - Winter Haven / Cypress Gardens
- Subdivision: OVERLOOK ESTATES
- Driving Directions: From US-27, head east on Thompson Nursery Rd, turn left onto Overlook Dr, continue through the gated entrance, turn left onto Santa Rosa Dr, and continue to 215 Santa Rosa Dr, which will be on your right.
- Direction Faces: North
Community
- Community Name: 33884 - Winter Haven / Cypress Gardens
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,355
- Sq. Ft. Source: Public Records
- Year Built: 1988
Lot Features
- Lot Size (Acres): 0.34
- Lot Size (Sq. Ft.): 14,693
- Lot Size: 14693
- Lot Dimensions: 62 x 165
- Street/Road Desc.: Paved
Financial Considerations
- Tax Amount: $3,255.06
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: OVERLOOK ESTATES PHASE TWO PB 82 PG 44 LOT 68
- Flood Zone Info: X
- APN: 262835662926000680
- Property ID: 262835662926000680
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Schools
Schools serving 215 Santa Rosa Dr
School District:Polk County School District
| Name | Grades | Distance |
|---|---|---|
Elbert Elementary School 205 15th Street Northeast, Winter Haven, FL 33881 | PK-5 | 1.4 mi |
Denison Middle School 400 Avenue A Southeast, Winter Haven, FL 33880 | 6-8 | 2.2 mi |
Winter Haven Senior High School 600 6th Street Southeast, Winter Haven, FL 33880 | 9-12 | 1.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 215 Santa Rosa Dr
Date
Details
Price
Change
Source
7/07/2026
Listed
$299,400
42.57%
MLS
11/28/2016
Sold
$210,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 215 Santa Rosa Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,516
-18%
$230,281
3%
2024
$3,061
7%
$223,791
3%
2023
$2,866
2%
$217,273
6%
2021
$2,802
1%
$204,801
-3%
2022
$2,786
-1%
$210,945
4%
2021
$2,802
2%
$201,973
2%
2019
$2,739
4%
$197,432
2%
2017
$2,625
—
$193,751
2%
2017
$2,625
-14%
$189,766
6%
2016
$3,069
4%
$178,558
7%
2015
$2,947
45%
$166,305
13%
2014
$2,030
—
$147,564
2%
2013
$2,039
—
$145,383
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 215 Santa Rosa Dr
215 Santa Rosa Drive, Winter Haven, FL 33884 (MLS# A4699273) is a Single Family property with 4 bedrooms and 2 full bathrooms. 215 Santa Rosa Drive is currently listed for $299,400 and was received on July 07, 2026. Want to learn more about 215 Santa Rosa Drive? Do you have questions about finding other Single Family real estate for sale in Winter Haven? You can browse all Winter Haven real estate or contact a Coldwell Banker agent to request more information.

