Service area · Orange County

Painting Contractor in Winter Park, FL

The brick streets of Olde Winter Park still run under live oaks and camphor trees. Before you hire a painting contractor in Winter Park, FL, check whether your house sits in one of the city’s two local historic districts.

Does Winter Park review exterior work on historic homes?

Winter Park keeps two local historic districts, College Quarter (2003) and Virginia Heights East (2009), along with the Interlachen Avenue and Downtown Winter Park districts on the National Register. The city’s historic preservation page says the review process guards against “inappropriate exterior renovations” in those neighborhoods.

A Certificate of Review is required for exterior alterations on designated landmarks, properties and districts, according to the city’s Certificate of Review application. The Historic Preservation Board generally applies the Secretary of the Interior’s Standards, acts within 60 days and notifies owners within 500 feet.

The application doesn’t say whether a repaint counts as an exterior alteration. That question belongs to the city’s Planning and Zoning Division.

Where we work

Neighborhoods and communities in and around Winter Park

  • Olde Winter ParkBrick streets under live oaks
  • Hannibal SquareWest Winter Park, home of the Heritage Center
  • College Quarter Historic DistrictLocal historic district, 2003
  • Virginia Heights East Historic DistrictLocal historic district, 2009
  • Interlachen Avenue Historic DistrictNational Register district
  • Downtown Winter Park Historic DistrictNational Register district
  • WindsongWhere peacocks roam
  • Lake Baldwin Park and Kiwi CircleIn Winter Park, apart from Orlando’s Baldwin Park
  • Lake KillarneyWinter Park mailing address, 32789
  • Oxford MoorWinter Park mailing address, 32789
  • Lake Forest ParkWinter Park mailing address, 32789

Neighborhood names from Wikipedia, the City of Winter Park’s historic preservation page and the Orange County Neighborhood Organization Directory (January 2026).

How much of Winter Park was built before 1980?

The US Census ACS 2020-2024 5-year estimates put 56.2% of the city’s homes before 1980 and about one in ten before 1950, with a median home value of $731,400.

The Historic Preservation Board doesn’t review interior alterations, so repainting the rooms inside an older Winter Park home stays outside its process.

Where does Winter Park end and Orlando begin?

Baldwin Park is an Orlando neighborhood, joined to Winter Park by the Cady Way Trail, according to Wikipedia, so homes there are on our Orlando painting page. Winter Park’s own Lake Baldwin Park, around Kiwi Circle on the old Seminole Hotel site, is a different place with a similar name.

Other names are known by their mailing address. Lake Killarney, Oxford Moor and Lake Forest Park appear in Orange County’s neighborhood directory under the 32789 ZIP code. Our blog’s post on hotel and resort painting in Orlando and Winter Park is one of several written for commercial painting clients.

Whichever side of the line your house is on, call or text (407) 450-2020 and tell us the street.

Winter Park at a glance

Questions and answers

Questions about painting in Winter Park

Does the Winter Park historic board review interior painting?

No. The city’s Certificate of Review application says the Historic Preservation Board does not review interior alterations.

How long does the Historic Preservation Board take to decide?

The city’s Certificate of Review application says the board acts within 60 days, and that notice goes to property owners within 500 feet.

Is Baldwin Park in Winter Park?

No. Baldwin Park is an Orlando neighborhood, linked to Winter Park by the Cady Way Trail. Winter Park’s Lake Baldwin Park is a separate area with a similar name.

Do you paint homes in Olde Winter Park and Windsong?

Our Winter Park list includes both, along with Hannibal Square and the College Quarter and Virginia Heights East historic districts; if yours isn’t named, call or text (407) 450-2020.

Ready when you are

Let’s get your project on the calendar.

Call or text for a free written estimate. Our family-owned crew cleans up at the end of every work day.