215 SANTA ROSA DRIVE Winter Haven, FL $ 369,900
215 SANTA ROSA DRIVE
$ 369,900
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215 SANTA ROSA DRIVE

Winter Haven, FL, 33884
$ 369,900
Bedrooms4 Baths2.0 Sq 2,355

Monthly Estimate*

$ 2,278

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Single Family Home for sale in Winter Haven, FL

for $369,900 with 4 bedrooms and 2 full baths. This 2,355 square foot home was built in 1988 on a lot size of 0.34.

One or more photo(s) has been virtually staged. This is a 4 bedroom, 2 bathroom single family home with approximately 2,355 square feet on about 0.34 acres, a 2 car garage, a wood burning fireplace, and a screen enclosed pool and jacuzzi inside a gated community just minutes from Legoland. This home stands out for buyers who want strong square footage, a functional layout, and outdoor features that are already in place. The floor plan gives plenty of room for daily living, guests, or flexible use, and the 2 car garage adds practical storage and parking that matters for long term ownership. The gated setting brings added privacy and neighborhood appeal while keeping the property close to shopping, dining, schools, and the main conveniences that make this part of Winter Haven attractive. Inside, the home gives a buyer a solid starting point with the chance to update key finish areas over time. The kitchen and bathrooms are the main spaces where a future owner may choose to remodel, making this a value add opportunity for someone who wants to improve the home around an already desirable footprint. The wood burning fireplace adds character to the living area and helps give the interior more presence than a basic builder layout. This is the kind of house that works well for a buyer who wants size, location, and lifestyle features first, then the freedom to make design changes at their own pace. The outdoor setup is a major part of the appeal. The screen enclosed pool and jacuzzi create a more complete Florida living experience and give the backyard a true entertaining and relaxation element. The screened enclosure adds usability and helps the pool area feel like an extension of the home rather than just an extra feature. The pool is reported to be working, with the main noted item being a light, and seller will have the pool fully cleaned and ready to go. For buyers searching online for a Winter Haven pool home, a gated community home near Legoland, a house with jacuzzi and screened pool, or a Polk County property with indoor and outdoor living space, this home checks multiple search points that matter. Major system notes also help frame the opportunity clearly. The AC is reported at about 10 years old, the water heater about 2 years old, and the roof about 10 years old, with a prior note that inspection suggested roof replacement due to age and mentioned one small leak in a closet. The septic system was replaced, which is an important update for future maintenance planning. HOA is reported at approximately $550 a year, and rental restrictions are reported as no. For buyers looking for a 4 bedroom 2 bathroom home in Winter Haven, a gated neighborhood property near Legoland, or a Florida home with pool, fireplace, garage, and room to personalize, 215 Santa Rosa Dr presents a strong opportunity. SOME PHOTOS HAVE BEEN VIRTUALLY EDITED.

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Single Family Active

Price

$ 369,900

Bedrooms

4

Full Bath

2

Property Type

Single Family

Taxes

$ 3,255

Style

Single Family Residence

Lot Size

0.34

Year Built

1988

Town/City

Winter Haven

County/Region

Polk

MLS | Web ID

TB8494313

Features
General
Sewer Septic Tank
Heating Central Electric
Cooling Central Air
Utilities Other
Roof Shingle
Appliances Disposal Range Refrigerator
HOA Fee 550
Garage Spaces 2
Patio/Porch Features Enclosed Front Porch Patio
Pool Features In Ground
Construction Materials Stucco
Pets Allowed Yes
Year Built 1988
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Deed Restrictions Gated Community - Guard
Assoc Fee Paid Per Annually
County Polk
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name OVERLOOK ESTATES
Facing Direction Northeast
Garage Y/N true
Total Rooms 8
Full Baths 2
Status Active
Directions Take Cypress Gardens Blvd/FL-540 to Overlook Dr turn onto Santa Rosa Dr and 215 Santa Rosa Dr will be on your right in Winter Haven FL 33884.
High School Winter Haven Senior
City WINTER HAVEN
Association Name Overlook Estates
Senior Community Y/N false
MLS Area 33884 - Winter Haven / Cypress Gardens
Lot Size Units Square Feet
Lot Size Square Feet 14693
Carport Y/N false
Listing Terms Cash Conventional
Elementary School Elbert Elem
Land Lease Y/N false
Tax Annual Amount 3255.06
Middle/Junior High School Denison Middle
Additional Parcels Y/N false
Lease Considered Y/N false
Virtual Tour https://www.propertypanorama.com/instaview/stellar/TB8494313
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 68
Legal Description OVERLOOK ESTATES PHASE TWO PB 82 PG 44 LOT 68
Water Access Y/N false
Monthly HOA Amount 45.83
Additional Rooms Family Room
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Eating Space In Kitchen Thermostat
Flooring Carpet Tile
Furnished Y/N Furnished
Fireplace Features Family Room Wood Burning
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 2
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Exterior
Exterior Amenities French Doors Private Mailbox Storage
Parking Features Driveway
Water Source Public
Lot Size Area 14693
Foundation Details Concrete Perimeter
Building Area Total 2355
Lot Dimensions 62 x 165
Lot Size Acres 0.34
Road Surface Type Other
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Silver Door Realty Llc

Broker

offerscashflow@gmail.com

Email

Affordability Calculator

$2,549
Per Month
89%
11%
0%
Monthly Principal & Interest
$2,278
Monthly Property Taxes
$271
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Haven Senior High School High School
Pricing History
DatePricePrice ChangeDescription
4/6/2026$369,900 Listed Price

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215 SANTA ROSA DRIVE, Winter Haven, FL, 33884 is a Single Family Home for sale at $369,900 with 2,355 sqft and a lot size of 0.34. 215 SANTA ROSA DRIVE has 4 bedrooms, 2.0 baths, and was built in 1988. The property's zip code is 33884 which is in Winter Haven, FL