4063 ROLLING OAKS DRIVE
WINTER HAVEN, FL 33880
About this home
Welcome to 4063 Rolling Oaks in Winter Haven, located in Oakwood Estates, a desirable co-op 55+ community. This well-maintained 2 bedroom, 2 bathroom home offers a spacious and versatile floor plan featuring a bonus room and a Florida room, providing plenty of space for relaxing, entertaining, hobbies or a home office. Laminate flooring flows throughout the main living areas and bedrooms, while the Florida room features tile flooring. The dining room includes a built-in buffet with display cabinets and additional storage, creating the perfect space for showcasing your favorite pieces and hosting family and friends. The kitchen offers a convenient closet pantry for added storage, and both bedrooms feature generous walk-in closets. Exterior features include window awnings and an attached carport. A BRAND NEW ROOF was put on (08/2026). Oakwood Estates offers an affordable Florida lifestyle with low HOA fees that include water and trash service. Residents can also enjoy many amenities of this lakefront community including; two clubhouses, two swimming pools, an activity center with a pool table, tennis & pickleball courts, a mini golf course and a lake with fishing dock. Don’t miss this opportunity to own a home in a welcoming community conveniently located near shopping, dining, and all the great amenities and attractions Winter Haven is known for.
Facts & features
Interior
- Bedrooms
- 2
- Bathrooms
- 2
- Living area
- 1,320 sqft
- Heating
- Central, Electric
- Cooling
- Central Air
- Flooring
- Laminate, Tile
- Stories
- 1
- Features
- Built-in Features, Ceiling Fans(s), Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
- Appliances
- Dryer, Electric Water Heater, Range, Refrigerator, Washer
Exterior & lot
- Lot size
- 3,694 sqft (0.08 ac)
- Roof
- Metal, Shingle
- Construction
- Metal Frame, Vinyl Siding
- Exterior
- Awning(s), Private Yard, Rain Gutters
Parking
- Carport
- 1 space
Financial
- HOA dues
- $163 / monthly
- Annual tax
- $492 (2025)
- Price / sqft
- $87.1/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected
Property
- Property type
- Single Family
- Year built
- 1983
- Subdivision
- OAKWOOD ESTATES
- County
- Polk
Listing
- Status
- Active
- Days on market
- Today
- MLS #
- MFR802413750
- Source
- Stellar MLS
Listed by Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Sample estimate — not an appraisal
Based on 28 comparable sales within 1 mile of WINTER HAVEN, FL, this home is priced in line with RENA ValiQ.
Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $612/mo
- Property tax
- $38/mo
- Home insurance
- $200/mo
- HOA dues
- $163/mo
Tax, insurance and HOA are editable estimates with Florida-typical defaults — Florida homeowners insurance in particular varies widely by location and elevation. Confirm exact figures with a lender and insurer.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Aug 10, 2026 | Listed | $114,995 | — |
NeighbourhoodSample data
Reference scores for WINTER HAVEN, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.
Location
Frequently asked questions
What would 4063 ROLLING OAKS DRIVE, WINTER HAVEN cost per month?
About $843 a month: $581 principal and interest, $41 property tax, $58 insurance, $163 HOA. That assumes 20% down at 6.5% over 30 years.
Is 4063 ROLLING OAKS DRIVE, WINTER HAVEN priced fairly?
Comparable sales nearby put it between $114,781 and $132,059, with $123,420 in the middle. That is from 8 properties of the same type and size within three miles, at a median of $94 a square foot.
How does 4063 ROLLING OAKS DRIVE, WINTER HAVEN compare to nearby homes?
8 comparable properties within three miles. The nearest: 4063 ROLLING OAKS DRIVE, WINTER HAVEN, FL at $114,995, 1,320 sq ft, 0 miles away; 4056 ROLLING OAKS DRIVE, WINTER HAVEN, FL at $119,000, 1,104 sq ft, 0.02 miles away; 4127 SPRUCEWOOD STREET, WINTER HAVEN, FL at $85,000, 1,035 sq ft, 0.04 miles away.
How long has 4063 ROLLING OAKS DRIVE, WINTER HAVEN been on the market?
It came on the market today.
Has the price of 4063 ROLLING OAKS DRIVE, WINTER HAVEN changed?
The price has not moved since it was listed.
How big is 4063 ROLLING OAKS DRIVE, WINTER HAVEN?
2 bed, 2 bath, 1,320 square feet. That is $87 a square foot.
What year was 4063 ROLLING OAKS DRIVE, WINTER HAVEN built?
Built in 1983.
What is the HOA fee at 4063 ROLLING OAKS DRIVE, WINTER HAVEN?
The association fee works out to $163 a month.
What are the property taxes at 4063 ROLLING OAKS DRIVE, WINTER HAVEN?
Property tax works out to about $41 a month, $492 a year.
Is 4063 ROLLING OAKS DRIVE, WINTER HAVEN still available?
It is still on the market.
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